Holmes Beach Rentals
From $200 per night (USD)HomeAway
Beach Escape: Private Heated Pool, Tropical Landscaping, 4 Houses to the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $200 per night (USD)HomeAway
From $85 per night (USD)VRBO
Palm Cay 6: Adorable & Immaculate Condo, 70 Steps to Beach, Heated Pool!!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $85 per night (USD)VRBO
From $160 per night (USD)HomeAway
Serendipity: Very Private Tropical Pool Area with Rockin Tiki Bar,Close to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $160 per night (USD)HomeAway
From $350 per night (USD)VRBO
Salty Margarita: Exclusive, 1 of a Kind Beach Compound, w/ Views, Pool & Spa
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $350 per night (USD)VRBO
From $130 per night (USD)HomeAway
Bikinis B: Gorgeous Villa w/Private Heated Pool, Less Than 2 Min. Walk to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $130 per night (USD)HomeAway
From $130 per night (USD)VRBO
The Palms #3: Awesome Unit in a Four-Plex w/Heated Pool, Short Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $130 per night (USD)VRBO
From $280 per night (USD)HomeAway
Day Dream: Awesome Heated Pool w/ Rock Waterfall & Slide, One Block to the Beach
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $280 per night (USD)HomeAway
From $210 per night (USD)VRBO
Luana:Awesome Ground Level Home with Heated Pool & Hot Tub, Very Close to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $210 per night (USD)VRBO
From $230 per night (USD)HomeAway
Beachside Paradise: Tropical Back Yard w/Heated Pool, Less Than 1 Block to Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $230 per night (USD)HomeAway
From $200 per night (USD)VRBO
Beach Cottage: Outstanding Ground Level, Heated Pool/HotTub, Short Walk to Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $200 per night (USD)VRBO
From $170 per night (USD)HomeAway
Beach Breezes: Heated Pool, Hot Tub, Tiki-Bar,Ping-Pong, Short Walk to Beach!!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $170 per night (USD)HomeAway
From $220 per night (USD)VRBO
SIMPLY CHIC: Beautiful, Remodeled, Heated Pool, Waterfall, 1.5 Blocks to Beach!!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $220 per night (USD)VRBO
From $150 per night (USD)HomeAway
Island Girl W: Tropical Oasis in Quiet Central Location, Short Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $150 per night (USD)HomeAway
From $210 per night (USD)VRBO
Coastal Breeze: Awesome Ground Level, Heated Pool, Hot Tub, Short Block to Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $210 per night (USD)VRBO
From $214 per night (USD)HomeAway
Heated Pool Pet Friendly FREE WiFi & Trolley Close to Beach Shopping &...
- Bedrooms:
- 2.5
- Bathrooms:
- 3
- Sleeps:
- 6
Come relax in this great three bedroom, one and a half baths, classic style cottage located on a peaceful street ...
From $214 per night (USD)HomeAway
From $186 per night (USD)VRBO
WiFi & Trolley Short Stroll to Pristine Sandy Beach NO Roads to cross Dog...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Come visit this beautifully renovated 3 bedroom, 3 bath, elevated pool home in the heart of Holmes Beach, just o ...
From $186 per night (USD)VRBO
From $165 per night (USD)HomeAway
La Coconut: Private Home With Heated Pool-Less Than Two Minute Walk To Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $165 per night (USD)HomeAway
From $743 per night (USD)VRBO
Beach Front Pool Home Absolutely Perfect
- Bedrooms:
- 4.5
- Bathrooms:
- 4
- Sleeps:
- 8
VRC16-000512 This property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high ...
From $743 per night (USD)VRBO
From $140 per night (USD)HomeAway
Casa Sierra 203B: Awesome Condo with Large Heated Pool, Very Close to Beach!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $140 per night (USD)HomeAway
From $130 per night (USD)VRBO
PINEAPPLE PALMS: Heated Pool, 3 minute Stroll to Beach, Central Location!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $130 per night (USD)VRBO
From $190 per night (USD)HomeAway
Attitude By Latitude: Awesome Spacious Home w/ Heated Pool Block to Beach!
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $190 per night (USD)HomeAway
From $220 per night (USD)VRBO
Happy Place: Huge 4 Bedroom Home, Heated Pool and Only a Short Block to Beach!!!
- Bedrooms:
- 5.5
- Bathrooms:
- 4
- Sleeps:
- 8
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $220 per night (USD)VRBO
From $170 per night (USD)HomeAway
Coral Palms:Gorgeous Ground Level w/Heated Pool, Hot Tub, Sunroom-Close to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $170 per night (USD)HomeAway
From $190 per night (USD)VRBO
Barefoot Bliss:Coastal Living,Tropical Setting,Heated Pool,Short Stroll to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $190 per night (USD)VRBO
From $210 per night (USD)HomeAway
Starfish Cottage: 4 Bed/4 Bath Gorgeous Home w/Heated Pool-Super close to Beach!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $210 per night (USD)HomeAway
From $228 per night (USD)VRBO
Gulf Beach Walk Out Heated Pool FREE WiFi & Trolley Great Sunsets A Rare Find!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This direct Gulf-front property is sure to be a hit! It has been completely renovated for 2016. There are spectac ...
From $228 per night (USD)VRBO
From $160 per night (USD)HomeAway
Palm Gables 110: Gorgeous Gulf Front Condo, Steps to Beach, with Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**THIS PROPERTIES POOL WILL NOT BE AVAILABLE FOR USE THE WEEK OF JANUARY 23RD TO 30TH OF 2021 FOR MAINTENANCE** ******P ...
From $160 per night (USD)HomeAway
From $220 per night (USD)VRBO
No Bad Days: Heated Pool, Hot Tub, 2 Blocks from White Gulf Sands!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $220 per night (USD)VRBO
From $140 per night (USD)HomeAway
WATERS EDGE 204S: Gulffront View with Shared Heated Pool-Great Central Location!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $140 per night (USD)HomeAway
From $140 per night (USD)VRBO
Calypso:Awesome Villa with Private Heated Pool, Swim-Up Tiki Table and Waterfall
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $140 per night (USD)VRBO
From $160 per night (USD)HomeAway
Seahorse Paradise:Gorgeous Home,Tropical Yard w/Heated Pool,Short Walk to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $160 per night (USD)HomeAway
From $130 per night (USD)VRBO
Sunset Villa D: Perfect Villa, 90 Seconds to Beach, Heated Pool and Tiki Bar!!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $130 per night (USD)VRBO
From $160 per night (USD)HomeAway
Palm Gables 112: Gorgeous Gulf Front Condo, Steps to Beach, with Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**THIS PROPERTIES POOL WILL NOT BE AVAILABLE FOR USE THE WEEK OF JANUARY 23RD TO 30TH OF 2021 FOR MAINTENANCE** ******P ...
From $160 per night (USD)HomeAway
From $160 per night (USD)VRBO
Chiki Tiki W:Awesome Tropical Tiki Bar, Private Heated Pool, 4 Min Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $160 per night (USD)VRBO
From $130 per night (USD)HomeAway
Bikinis A: Gorgeous Villa w/Private Heated Pool, Less Than 2 Min. Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $130 per night (USD)HomeAway
From $136 per night (USD)VRBO
Happy Heron: 2 bedrooms - Just A Block from Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome To Happy Heron! Our NEWLY RENOVATED AND REMODELED two bedroom, two bathroom duplex is just five houses away fr ...
From $136 per night (USD)VRBO
From $180 per night (USD)HomeAway
Banana Cabana: Open Concept Home, Heated Pool, Hot Tub, Elevator, Close to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $180 per night (USD)HomeAway
From $150 per night (USD)VRBO
Sunset Inn C Holmes Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Sunset Inn in Holmes Beach is conveniently located on Gulf Drive. Close to shopping, dining, private and public bea ...
From $150 per night (USD)VRBO
From $160 per night (USD)HomeAway
Dolphin Cottage:Adorable Ground Level w/Heated Pool, Just Over a Block to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $160 per night (USD)HomeAway
From $140 per night (USD)VRBO
PEACH BELLINI: Adorable, Eye-popping Renovated Villa,Heated Pool, Close To Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $140 per night (USD)VRBO
From $143 per night (USD)HomeAway
Cabin 1 Spinnakers Cottages: Perfect Island Vacation Location For A Couple!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Part of the Spinnakers Vacation Cottages, Cabin 1 is a one bedroom, one bath cottage nestled in a lush tropical landscap ...
From $143 per night (USD)HomeAway
From $160 per night (USD)VRBO
Addison's Beach House: 3 Bed w/Private Heated Pool! Steps to Beach and Trolley!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $160 per night (USD)VRBO
From $160 per night (USD)HomeAway
BEACH WALK: Steps to Beach, Heated Pool w/Waterfall in a Very Tropical Setting!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $160 per night (USD)HomeAway
From $120 per night (USD)VRBO
Seabreeze D: Block to Beach, Heated Pool, Close to Shops, Restaurants and More!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $120 per night (USD)VRBO
From $230 per night (USD)HomeAway
FAIRWINDS: Amazingly Perfect Island Home with Everything, Heated Pool, Hot Tub
- Bedrooms:
- 5.5
- Bathrooms:
- 4
- Sleeps:
- 8
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $230 per night (USD)HomeAway
From $110 per night (USD)VRBO
Little Dream: Adorable Duplex 2 Minute Walk to Beach w/Community Pool Access!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $110 per night (USD)VRBO
From $220 per night (USD)HomeAway
An Island Dream: Huge Rustic Mediterranean Style w/ Heated Pool, Block to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $220 per night (USD)HomeAway
From $150 per night (USD)VRBO
Sunset Inn D Holmes Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
The Sunset Inn in Holmes Beach is conveniently located on Gulf Drive. Close to shopping, dining, private and public bea ...
From $150 per night (USD)VRBO
From $171 per night (USD)HomeAway
Heated Pool Free WiFi & Trolley Close to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
If you are searching for luxury in your Island vacation, this home is your dream come true. Tucked away on a quie ...
From $171 per night (USD)HomeAway
From $125 per night (USD)VRBO
Blue Lagoon 1: 1 Bed/1.5 Bath w/Large Heated Pool, Just 2 Minute Walk to Beach!
- Bedrooms:
- 2.5
- Bathrooms:
- 1
- Sleeps:
- 4
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $125 per night (USD)VRBO
From $110 per night (USD)HomeAway
Gulf Breeze Villa B: Perfect Villa w/PRIVATE Heated Pool, 150 Steps to the Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $110 per night (USD)HomeAway
From $150 per night (USD)VRBO
Island Girl N: Tropical Oasis in Quiet Central Location, Short Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $150 per night (USD)VRBO
From $120 per night (USD)HomeAway
Seabreeze A: Block to Beach, Heated Pool, Close to Shops, Restaurants and More!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $120 per night (USD)HomeAway
From $180 per night (USD)VRBO
Shamrock Palms:Great Ground Level Home,Heated Pool,Hot Tub,3.5 Blocks to Beach!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $180 per night (USD)VRBO
From $95 per night (USD)HomeAway
Cove at Sandy Point 210 "Great Pool and Very Relaxing"
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Cove at Sandy Pointe #210, at 3601 East Bay Drive is a light and very private, two bedroom and two bath condo in a s ...
From $95 per night (USD)HomeAway
From $170 per night (USD)VRBO
Peace N Paradise Private Relaxing Pool/Spa 300 Yards To White Sandy Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Peace 'n Paradise, located at 5405 B Gulf Drive in Holmes Beach is a comfortable two bedroom, two bath duplex with a pri ...
From $170 per night (USD)VRBO
From $375 per night (USD)HomeAway
Breakers 1 Watch Spectacular Sunsets Beach Front Home
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 8
VRC16-000530 This property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high ...
From $375 per night (USD)HomeAway
From $124 per night (USD)VRBO
The Terrace 3 in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
The Terrace 3 invites to a great Island vacation! This beautiful, newly renovated 2 bedroom/ 2 bath townhouse sty ...
From $124 per night (USD)VRBO
From $119 per night (USD)HomeAway
Two Bedroom Cottage with Tropical Landscaping Surrounding Private Heated Pool!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Surf Camp Cottage located just 3 houses down from the Gulf beaches of Anna Maria Island. Surf Camp Cottage is ...
From $119 per night (USD)HomeAway
From $140 per night (USD)VRBO
Ocean's 77: Private Heated Pool, Outdoor Living Area, Only 5 Houses to the Gulf!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $140 per night (USD)VRBO
From $170 per night (USD)HomeAway
Sea Turtle: Great Gound Level Home with Private Heated Pool, Two Blocks 2 Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $170 per night (USD)HomeAway
From $150 per night (USD)VRBO
SUNDAZE:Villa w/Private Heated Pool! Short Block to Beach, West of Gulf Drive!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $150 per night (USD)VRBO
From $156 per night (USD)HomeAway
Heated Pool FREE WiFi & Trolley Close to Beach Shopping & Restaurants!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 99
Both practical and exotic, The Royal Nut is conveniently located near restaurants and shopping, and is across the ...
From $156 per night (USD)HomeAway
From $164 per night (USD)VRBO
Beach Potato: Condo with Amazing Views & Resort Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Leave the couch at home and become a beach potato when you vacation in this spacious two-bedroom family-friendly condo j ...
From $164 per night (USD)VRBO
From $170 per night (USD)HomeAway
Tipsy Turtle: Heated Pool w/Tropical Landscaping, Only 2 Houses to Gulf Beach!
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $170 per night (USD)HomeAway
From $210 per night (USD)VRBO
La Mer: Heated Pool & Hot Tub, Swim-up Tiki Bar, 2.5 Blocks to the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $210 per night (USD)VRBO
From $210 per night (USD)HomeAway
Endless Summer: Perfect Ground Level Pool Home,Excellent Location,Close to Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $210 per night (USD)HomeAway
From $360 per night (USD)VRBO
Breakers 3 Beach Front Home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
VRC20-000178 This property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high ...
From $360 per night (USD)VRBO
From $243 per night (USD)HomeAway
Captain's Quarters Spinnakers: Lovely Pool Home Just 250 Steps To The Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome To Captain’s Quarters! Your Beautiful Cottage With a Heated Pool, Just Steps From the Beach! What You’ll Love ...
From $243 per night (USD)HomeAway
From $190 per night (USD)VRBO
COCONUT COTTAGE: Gorgeous, Spacious, Close to Beach, With Heated Pool!!!
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $190 per night (USD)VRBO
From $136 per night (USD)HomeAway
Island Hideaway East- Gorgeous Private Pool Home - A Few Blocks From The Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome To Island Hideaway East! Island Hideaway East is just a 5 minute walk from the spectacular white sand beaches ...
From $136 per night (USD)HomeAway
From $171 per night (USD)VRBO
Heated Pool Free WiFi & Trolley Close to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The tropical landscaping surrounding this fabulous Mediterranean-style home invites you in as soon as you drive u ...
From $171 per night (USD)VRBO
From $160 per night (USD)HomeAway
BLUE MARTINI:Tropical Setting, Heated Pool, No Busy Streets To Cross To Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $160 per night (USD)HomeAway
From $180 per night (USD)VRBO
Sand Dollar: Awesome Central Location, Private Heated Pool, Hot Tub and Elevator
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $180 per night (USD)VRBO
From $230 per night (USD)HomeAway
#WeekendSuits: Heated Pool & Hot Tub, 1 Block to the Beach, Ping Pong Table
- Bedrooms:
- 4.5
- Bathrooms:
- 4
- Sleeps:
- 8
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $230 per night (USD)HomeAway
From $160 per night (USD)VRBO
Da Beach House: Adorable Ground Level with Heated Pool, Hot Tub, Close to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $160 per night (USD)VRBO
From $170 per night (USD)HomeAway
Beach Dream Cottage: 1 Block to Gulf Beach, Heated Pool w/Tiki Bar, Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $170 per night (USD)HomeAway
From $160 per night (USD)VRBO
NBV 65: Heated Pool, 5 Minute Walk to Beach, Close to Shops and Restaurants!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $160 per night (USD)VRBO
From $220 per night (USD)HomeAway
Seahorse Cove: Tremendous Duplex, Large Screened Pool (heated), Close to Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $220 per night (USD)HomeAway
From $130 per night (USD)VRBO
The Palms #2: Awesome Unit in a Four-Plex w/Heated Pool, Short Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $130 per night (USD)VRBO
From $230 per night (USD)HomeAway
AMI Dreaming- Beach Front Condo With Stunning Views Of The Gulf Of Mexico!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
From the minute you walk in this beautiful Gulfside condo, you are greeted with the subtle tan and turquoise colors of b ...
From $230 per night (USD)HomeAway
From $129 per night (USD)VRBO
Just Steps from the Beach ☼ in Holmes Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Coast House is an elevated home, right next to the beach, Just a very short walk and easy beach access! This home inclu ...
From $129 per night (USD)VRBO
From $220 per night (USD)HomeAway
Surf's Up: New Designer Beach House, Heated Pool & Hot Tub, Short Walk to Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $220 per night (USD)HomeAway
From $95 per night (USD)VRBO
Cove At Sandy Point 208 Overlooking Natural Preserve With A Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Cove at Sandy Pointe #208, at 3601 East Bay Drive is a cheerful, two bedroom and two bath condo in a secluded comple ...
From $95 per night (USD)VRBO
From $165 per night (USD)HomeAway
Seaside Beach House 101 Gulf Front Condo Pool Unforgettable Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Seaside Beach House #101 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a heated pool at ...
From $165 per night (USD)HomeAway
From $171 per night (USD)VRBO
Fall Vacation Sale!!! Prices Reduced! Gone Coastal Too: Beautiful Family & Pet-Friendly Private Home with a Heated Salt Water Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
** CALL US FOR LAST MINUTE SPECIALS AND SHORTER STAYS ** GONE COASTAL TOO Centrally located in Holmes Beach, this eleva ...
From $171 per night (USD)VRBO
From $165 per night (USD)HomeAway
Seaside Beach House 205 Gulf Front Condo Pool Unforgettable Sunset Views
- Bedrooms:
- 2.5
- Bathrooms:
- 2
- Sleeps:
- 4
You will enjoy this gulf front condominium on Florida's Anna Maria Island. This is a smoke free two bedroom unit right o ...
From $165 per night (USD)HomeAway
From $145 per night (USD)VRBO
Palm Cay 5 3/2 Pool Condo Near White Sandy Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Palm Cay Condominium #5 located at 3000 Gulf Drive in Holmes Beach is a very spacious three bedroom, two bath town home ...
From $145 per night (USD)VRBO
From $235 per night (USD)HomeAway
Lakeside Beach House 3/2 Pool Home Outdoor Kitchen Close to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Lakeside Beach House is a wonderful newly renovated three bedroom, two bath home with a private heated pool. Located ...
From $235 per night (USD)HomeAway
From $299 per night (USD)VRBO
TIKI AMAZING BEACH FRONT VIEWS
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The Tiki, located at 3214 Gulf Drive in Holmes Beach is a spectacular three bedroom, two bath home directly on the emera ...
From $299 per night (USD)VRBO
From $156 per night (USD)HomeAway
Anna Maria Beach Place 1 Directly Across The Street From The Beach With Pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000522 This property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high ...
From $156 per night (USD)HomeAway
From $120 per night (USD)VRBO
A Wright Place 2/2 Private Pool Duplex Short Block To Beautiful Beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A Wright Place, located at 6803 Holmes Blvd., is a comfortable two bedroom, two bath duplex with poolside den which can ...
From $120 per night (USD)VRBO
From $110 per night (USD)HomeAway
Palm Cay 1 1/1 Pool Condo with Tropical Landscaping Near White Sandy Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC20-000264 Charming Condo STEPS to Beach w/Pool – Near Shops, Restaurants & Entertainment. This spacious 1 bed / 1 ...
From $110 per night (USD)HomeAway
From $143 per night (USD)VRBO
Cabin 2 Spinnakers Cottages: The Perfect Island Vacation Location For A Couple
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Part of the Spinnakers Vacation Cottages Cabin 2 is a one bedroom, one bath cottage nestled in a lush tropical landscape ...
From $143 per night (USD)VRBO
From $165 per night (USD)HomeAway
Seaside Beach House 105 Gulf Front Condo Pool Unforgettable Sunset Views
- Bedrooms:
- 2.5
- Bathrooms:
- 2
- Sleeps:
- 4
You will enjoy this gulf front condominium on Florida's Anna Maria Island. This is a smoke free two-bedroom unit right o ...
From $165 per night (USD)HomeAway
From $96 per night (USD)VRBO
FREE WiFi & Trolley Close to Beach Dog Friendly Great Shopping & Food!
- Bedrooms:
- 2.5
- Bathrooms:
- 2
- Sleeps:
- 4
This elevated home has a wonderful surprise waiting right at the edge of the Drive - a beautiful Island retreat w ...
From $96 per night (USD)VRBO
From $130 per night (USD)HomeAway
Blue Pelican: Great Ground Level Villa, Private Heated Pool, Close to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $130 per night (USD)HomeAway
From $180 per night (USD)HomeAway
A Shore Thing: Great Island Home w/Heated Pool, Elevator, and Ping Pong!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $180 per night (USD)HomeAway
From $150 per night (USD)VRBO
Sunset Inn B Holmes Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Sunset Inn in Holmes Beach is conveniently located on Gulf Drive. Close to shopping, dining, private and public beac ...
From $150 per night (USD)VRBO
From $210 per night (USD)HomeAway
Jackie's Cottage: Heated Pool, Canalfront with Dock, 1.5 Blocks to Gulf Sands!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $210 per night (USD)HomeAway
From $179 per night (USD)VRBO
Direct Beach Front FREE WiFi & Trolley Heated Pool and Awesome Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stay DIRECTLY on the beach in this gorgeous two-bedroom, two-bath condo! Sun Plaza West has everything you could ...
From $179 per night (USD)VRBO
From $155 per night (USD)HomeAway
Seaside Beach House 102 Gulf Front Condo Pool Unforgettable Sunset Views
- Bedrooms:
- 2.5
- Bathrooms:
- 1
- Sleeps:
- 4
Seaside Beach House #102 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a heated pool at ...
From $155 per night (USD)HomeAway
From $310 per night (USD)VRBO
Beach Front Condo With a Pool In Bradenton Beach Club D
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 8
This property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high touch areas li ...
From $310 per night (USD)VRBO
From $170 per night (USD)HomeAway
Island Mojo: Great Ground Level, Heated Pool,Hot Tub, Close to Everything on AMI
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $170 per night (USD)HomeAway
From $81 per night (USD)VRBO
Beach Townhouse 104 Close To Beach With Pool
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 4
VRC20-000191 This property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high ...
From $81 per night (USD)VRBO
From $130 per night (USD)HomeAway
The Palms #1: Awesome Unit in a Four-Plex w/Heated Pool, Short Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $130 per night (USD)HomeAway
From $261 per night (USD)VRBO
Franks Beach House Beautiful 3 Bedroom Home With Spectacular Beach Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Franks Beach House is a beautiful three bedroom, two bath direct Gulf front home located at 3212 Gulf Drive in Holmes Be ...
From $261 per night (USD)VRBO
From $229 per night (USD)HomeAway
Island Dream: 3 bedroom pet friendly, pool home, walk to beautiful AMI beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Island Dream! Your Gorgeous private pool home, just a short walk away from the postcard perfect beaches Anna ...
From $229 per night (USD)HomeAway
From $121 per night (USD)VRBO
Island Serenity-Dog friendly and just a short walk to white sand beaches!
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Island Serenity! Your beautiful dog friendly home just a short walk from our legendary white sand beaches! W ...
From $121 per night (USD)VRBO
From $121 per night (USD)HomeAway
New Heron: Just A Block from Beach!! NEWLY REMODELED!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to New Heron! NEWLY REMODELED two bedroom, one bathroom duplex is located just five houses away from the pristi ...
From $121 per night (USD)HomeAway
From $130 per night (USD)VRBO
Blue Egret: Heated Pool, Large Paver Patio, Lanai, 3 Blocks to White Gulf Sands
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $130 per night (USD)VRBO
From $165 per night (USD)HomeAway
Royal Palm: Heated Pool & Hot Tub, Close to Everything, 2 Blocks to the Gulf!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $165 per night (USD)HomeAway
From $160 per night (USD)VRBO
Retreat Royale: Private Pool, Unique Landscaping, Close to Canal Access and Golf
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $160 per night (USD)VRBO
From $130 per night (USD)HomeAway
The Palms #4: Awesome Unit in a Four-Plex w/Heated Pool, Short Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $130 per night (USD)HomeAway
From $128 per night (USD)VRBO
BRING YOUR BOAT AND LAUNCH NEARBY! Direct Bay Front FREE WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Looking for a place for you AND your boat to stay? Pelagic Palace is just the spot! Whether you want to ge ...
From $128 per night (USD)VRBO
From $186 per night (USD)HomeAway
Beach n It: Beautiful Family-Friendly Pool Home Just A Short Walk To The Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome To Beach N It! Just a 5 minute walk from the legendary white sands and turquoise waters of the Gulf of Mexico, o ...
From $186 per night (USD)HomeAway
From $139 per night (USD)VRBO
Alamanda Villas 5 Beach Side Condo With Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC16-000514Alamanda Villas, located at 102 39th Street in Holmes Beach is a charming beach side complex featuring eight ...
From $139 per night (USD)VRBO
From $245 per night (USD)HomeAway
Siboney Spacious 3/3 Pool Home Steps To Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The Siboney located at 3700 Gulf Drive in Holmes Beach, is an exquisite, executive level home with a private heated pool ...
From $245 per night (USD)HomeAway
From $200 per night (USD)VRBO
Gulf Sands 201 2/2 Condo Gulf Front With Large Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gulfsands Condo #201, located at 4200 Gulf Drive in Holmes Beach, is a beautifully furnished two bedroom, two bath condo ...
From $200 per night (USD)VRBO
From $460 per night (USD)HomeAway
Anna Cabana Resort Spectacular Resort , Sleeps 16 With Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
The Anna Cabana Resort, located at 3711 4th Avenue in Holmes Beach consists of four units, all located less than one blo ...
From $460 per night (USD)HomeAway
From $235 per night (USD)VRBO
Beautiful Private Pool Home Just A Few Steps To The Beach Beachside
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
VRC16-000521 This property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high ...
From $235 per night (USD)VRBO
From $81 per night (USD)HomeAway
Cove At Sandy Point 202 Overlooking Natural Preserve With A Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Cove at Sandy Pointe #202, at 3601 East Bay Drive is a cheerful, two bedroom and two bath condo in a secluded comple ...
From $81 per night (USD)HomeAway
From $99 per night (USD)VRBO
Anna Maria Beach Place 3 Directly Across The Street From The Beach With Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC16-000523 This property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high ...
From $99 per night (USD)VRBO
From $157 per night (USD)HomeAway
Anna Cabana Charming And Quiet Cottage Across From Beach with Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000533 The Anna Cabana Beach House is an adorable two bedroom, two bath home located at 3709 Gulf Drive in Holmes ...
From $157 per night (USD)HomeAway
From $157 per night (USD)VRBO
Anna Cabana Bungalow 4 Cute And Cozy 2 Bedroom With A Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC 19-000214 Anna Cabana Bungalow #4 located at 3711 4th Avenue in Holmes Beach is in a ground level five unit complex ...
From $157 per night (USD)VRBO
From $113 per night (USD)HomeAway
Bman Beach Cottage Pet Friendly- Spacious 2 Bedroom Private Pool/Spa Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
VRC20-000175 property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high touc ...
From $113 per night (USD)HomeAway
From $297 per night (USD)VRBO
Sand Dollar 4 BR Stylish Home West of Gulf Drive Close To Dining & Shopping
- Bedrooms:
- 4.5
- Bathrooms:
- 4
- Sleeps:
- 8
The Sand Dollar, located at 143 50th Street in Holmes Beach is a beautiful, newly constructed four bedrooms, three and o ...
From $297 per night (USD)VRBO
From $167 per night (USD)HomeAway
Bollinger Duplex Both Sides 3 Bedroom Pet Friendly
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 12
The Bollinger Duplex is a very comfortably furnished and spacious duplex located at 6909 Gulf Drive, in the preferred, q ...
From $167 per night (USD)HomeAway
From $114 per night (USD)VRBO
Anna Cabana Bungalow 2 Cute And Cozy 1 Bedroom With A Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC 19-000212 Anna Cabana Bungalow #2 located at 3711 4th Avenue in Holmes Beach is in a ground level five unit complex ...
From $114 per night (USD)VRBO
From $185 per night (USD)HomeAway
Crow's Nest Spinnakers: Beautiful Pool Home with Private Deck 250 Steps Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Part of the Spinnakers Vacation Cottages, Crows Nest is what some have called an adult version of a tree house, so you k ...
From $185 per night (USD)HomeAway
From $200 per night (USD)VRBO
Rest Assured: Just steps from the beach, 3 bed screened pool home.
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Rest Assured! Mere steps away from the postcard perfect beaches, and legendary sunsets Anna Maria Island is f ...
From $200 per night (USD)VRBO
From $143 per night (USD)HomeAway
Stunning Two Story Condo in Resort Style Ocean Front Resort Heated Pool!
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Playa Paradise! Your beach home away from home! Tucked behind an unassuming door in one of Anna Maria Islan ...
From $143 per night (USD)HomeAway
From $270 per night (USD)VRBO
SS Salamander N Pool Duplex in a Quiet Residential Location
- Bedrooms:
- 2.5
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the SS Salamander, North unit at 121 50th Street in Holmes Beach. This recently updated two bedroom and one a ...
From $270 per night (USD)VRBO
From $140 per night (USD)HomeAway
Casa Sierra 205B: Awesome Condo with Large Heated Pool, Very Close to Beach!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $140 per night (USD)HomeAway
From $131 per night (USD)VRBO
SS Salamander S Updated Pool Duplex Quiet Residential Location Steps To Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to the SS Salamander, South unit at 121 50th Street in Holmes Beach. This recently updated two bedroom and one b ...
From $131 per night (USD)VRBO
From $105 per night (USD)HomeAway
Fountainhead Condo 4 2/2 Condo Steps To white Sugar Sand Beach, Large Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fountainhead Condo #4, located at 3402 6th Avenue in Holmes Beach is just a few steps from the beautiful beaches and eme ...
From $105 per night (USD)HomeAway
From $99 per night (USD)VRBO
Fountainhead Condo 3 2/2 Condo Steps To white Sugar Sand Beach, Large Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fountainhead Condo #3, located at 3402 6th Avenue in Holmes Beach is just a few steps from the beautiful beaches and eme ...
From $99 per night (USD)VRBO
From $107 per night (USD)HomeAway
Anna Cabana Bungalow 1 Cute And Cozy 1 Bedroom With Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
VRC 19-00211 Anna Cabana Bungalow #1 located at 3711 4th Avenue in Holmes Beach is in a ground level five unit complex ...
From $107 per night (USD)HomeAway
From $90 per night (USD)VRBO
Seacrest Condo 1 2/2 Pool Condo Near Sugar Sand Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of Anna Maria Island, at 3703 5th Avenue, in the sun-drenched community of Holmes Beach this roomy ...
From $90 per night (USD)VRBO
From $203 per night (USD)HomeAway
Hideaway 3/2 Gulf Front Home Spacious Enclosed Porch Spectacular Beach Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC20-000137 The Hideaway, located at 5002 5th Avenue in Holmes Beach is a gulf front home which will take you back in ...
From $203 per night (USD)HomeAway
From $95 per night (USD)VRBO
Cove At Sandy Point 111 Overlooking Natural Preserve With A Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
VRC 16-000536 The Cove at Sandy Pointe 111, located at 3601 East Bay Drive in Holmes Beach is a three bedroom, three ba ...
From $95 per night (USD)VRBO
From $90 per night (USD)HomeAway
Seacrest Condo 3 2/2 Pool Condo Near Sugar Sand Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Seacrest II Condo, Unit #3 at 3703 5th Avenue in Holmes Beach, is a very comfortably furnished and recently updated unit ...
From $90 per night (USD)HomeAway
From $90 per night (USD)VRBO
Fountainhead Condo 7 2/2 Condo Steps To white Sugar Sand Beach, Large Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fountainhead Condo #7, located at 3400 6th Avenue in Holmes Beach is just a few steps from the beautiful beaches and eme ...
From $90 per night (USD)VRBO
From $95 per night (USD)HomeAway
Palm Cay 4 1/1 Condo Pool Near Sugar Sand Beach Close To Dining And Shopping
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC20-000261 Cay Condominium #4 is located at 3000 Gulf Drive in Holmes Beach, on the west side of the street for easy ...
From $95 per night (USD)HomeAway
From $108 per night (USD)VRBO
Garden View On Beach Front Property Four Beach Lovers 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC16-000519 This property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high ...
From $108 per night (USD)VRBO
From $144 per night (USD)HomeAway
Walk Out Your Front Door And Your Toes Will Meet The Sand Four Beach Lovers 2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC16-000517 This property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high t ...
From $144 per night (USD)HomeAway
From $126 per night (USD)VRBO
WE 106 Lovely Gulf Front 1/1 Pool Condo Relax On Sugar Sand Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Waters Edge Unit 106S, located at 5806 Gulf Drive in the northern end of Holmes Beach, is a beautifully updated and spac ...
From $126 per night (USD)VRBO
From $158 per night (USD)HomeAway
WE 110 Lovely Gulf Front 2/2 Pool Condo Relax On Sugar Sand Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Waters Edge Condo 110S is a gorgeous two bedroom, two bath direct Gulf front unit, located at 5806 Gulf Drive in Holmes ...
From $158 per night (USD)HomeAway
From $214 per night (USD)VRBO
Castnetter Beach Resort 6 Close To Beach With A Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Anna Maria Island's Castnetter Beach Resort 6, located at 4102 4th Avenue in Holmes Beach is a delightful island locale ...
From $214 per night (USD)VRBO
From $460 per night (USD)HomeAway
Valhalla Both Units Duplex On Beach Covered Deck Unforgettable Sunsets
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
The Valhalla located at 3216 Gulf Drive in Holmes is a wonderful five bedroom, three bath Gulf front duplex on a seclude ...
From $460 per night (USD)HomeAway
From $125 per night (USD)VRBO
Sea Pirate 3 Attractive 2/1 Condo With Pool Just Steps To Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sea Pirate Condo #3, located at 3301 Gulf Drive in the heart of Holmes Beach is just a stone's throw from the tropic tea ...
From $125 per night (USD)VRBO
From $214 per night (USD)HomeAway
Castnetter Beach Resort 5 Close To Beach With A Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000986 Castnetter Beach Resort #5 is a delightful Anna Maria Island rental located directly across the street from ...
From $214 per night (USD)HomeAway
From $158 per night (USD)VRBO
WE 210 Gorgeous Gulf Front 2/2 Pool Condo Relax On Sugar Sand Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Waters Edge Condo 210S is a gorgeous two bedroom, two bath direct Gulf front unit, located at 5806 Gulf Drive in Holmes ...
From $158 per night (USD)VRBO
From $113 per night (USD)HomeAway
5801 DePalmas in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
5801 DePalmas - Private home 3 Bedroom / 2 Bath , maximum occupancy of 6 people. Comfy and Cozy Florida Li ...
From $113 per night (USD)HomeAway
From $99 per night (USD)VRBO
Anna Maria Beach Place 5 Directly Across The Street From The Beach With Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high touch areas li ...
From $99 per night (USD)VRBO
From $109 per night (USD)HomeAway
Bollinger Duplex A Pet Friendly 2 Bedroom One Block From Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000478 The Bollinger Duplex, side A is a very comfortably furnished and spacious duplex apartment located at 6909 ...
From $109 per night (USD)HomeAway
From $108 per night (USD)VRBO
Garden View On Beach Front Property Four Beach Lovers 3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC16-000518 This property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high ...
From $108 per night (USD)VRBO
From $140 per night (USD)HomeAway
Aggie's Treasure: Great Villa w/Private Heated Pool, only 2 Minute Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
******Please Read our Property Manager Notes Below ****** BEFORE YOU BOOK: We rent Saturday to Saturday…Usually. If you ...
From $140 per night (USD)HomeAway
From $108 per night (USD)VRBO
While Away Private Pool Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The While Away, located at 6203 Holmes Blvd. in Holmes Beach is a two bedroom, two bath, ground level duplex with a priv ...
From $108 per night (USD)VRBO
From $144 per night (USD)HomeAway
Seaside Beach House 201 Gulf Front Condo Pool Unforgettable Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Seaside Beach House #201 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a heated pool at ...
From $144 per night (USD)HomeAway
From $110 per night (USD)VRBO
Anna Maria Beach Place 6 Directly Across The Street From The Beach With Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high touch areas li ...
From $110 per night (USD)VRBO
From $144 per night (USD)HomeAway
Walk Out Your Front Door And Your Toes Will Meet The Sand Four Beach Lovers 1
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC16-000516 This property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high ...
From $144 per night (USD)HomeAway
From $144 per night (USD)VRBO
WE 102 Beautiful Gulf Front 2/2 Pool Condo Relax On Sugar Sand Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Waters Edge Condo 102N is a newly renovated two bedroom, two bath unit, located at 5808 Gulf Drive in Holmes Beach in a ...
From $144 per night (USD)VRBO
From $479 per night (USD)HomeAway
Beach Front 4 Units at Four Beach Lovers All Units
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
This property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high touch areas li ...
From $479 per night (USD)HomeAway
From $149 per night (USD)VRBO
Ocean Park Terrace 202 Gulf Front Spacious 2/2 Pool Condo Rooftop Deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Ocean Park Terrace #202, located directly on the beautiful Gulf of Mexico at 2700 Gulf Drive in Holmes Beach, features o ...
From $149 per night (USD)VRBO
From $105 per night (USD)HomeAway
Seabreeze Condo B Pet Friendly With A Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000531 This property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high ...
From $105 per night (USD)HomeAway
From $108 per night (USD)VRBO
Sunset Villas 2/1 Pool Condo Lush Tropical Landscape Walk To Sugar Sand Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Blanco unit, located in Sunset Villas #2, at 3009 Avenue E in Holmes Beach is a totally updated condo in a quiet are ...
From $108 per night (USD)VRBO
From $86 per night (USD)HomeAway
Terrace Condo 1 Pool Condo Relaxing Tropical Pool Deck Close To Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC 19-000237 The Terrace Condominium #1, located at 3100 Gulf Drive in Holmes Beach is a beautifully and comfortably f ...
From $86 per night (USD)HomeAway
From $95 per night (USD)VRBO
Castnetter Beach Resort 2 Delightful 2/1 Cottage Steps To Sugar Sand Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Anna Maria Island's Castnetter 2, located at 1303 Gulf Drive South in Bradenton Beach is a delightful island locale offe ...
From $95 per night (USD)VRBO
From $104 per night (USD)HomeAway
Garcia Home Close To Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Garcia Home is a very comfortable and cozy two bedroom, two bath home at 3212 6th Avenue in Holmes Beach. It’s locat ...
From $104 per night (USD)HomeAway
From $207 per night (USD)VRBO
Sirena Del Mar 3/2 Pool Home Short Walk To White Sandy Beach Close To Dining
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
VRC20-000200 Sirena del Mar is a three bedroom, two bath home located at 201 30th Street in Holmes Beach. This home has ...
From $207 per night (USD)VRBO
From $153 per night (USD)HomeAway
Bay Palms: 3 BR, 2 BA House in Holmes Beach, Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VRC20-000294 This property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high t ...
From $153 per night (USD)HomeAway
From $139 per night (USD)VRBO
Alamanda Villas 7 Beach Side Condo With Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
VRC16-000515 This property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high ...
From $139 per night (USD)VRBO
From $139 per night (USD)HomeAway
Alamanda Villas 6 Beach Side Condo With Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Alamanda Villas, located at 102 39th Street in Holmes Beach is a charming beach side complex featuring eight units surro ...
From $139 per night (USD)HomeAway
From $108 per night (USD)VRBO
Sea Pirate 7 2/1 Condo Pool Just Steps To Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sea Pirate Condo #7, located at 3301 Gulf Drive in the heart of Holmes Beach is just a stone's throw from the tropic tea ...
From $108 per night (USD)VRBO
From $108 per night (USD)HomeAway
Anna Maria Beach Place 4 Directly Across The Street From The Beach With Pool
- Bedrooms:
- 2.5
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000524 Anna Maria Beach Place #4, located in Holmes Beach is part of charming beachside complex featuring six un ...
From $108 per night (USD)HomeAway
From $81 per night (USD)VRBO
Sandy Point 210 2/2 Pool Condo Mangrove Preserve
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sandy Pointe Condo #210, at 3607 East Bay Drive is a cheerful, two bedroom and two bath condo in a secluded complex clos ...
From $81 per night (USD)VRBO
From $99 per night (USD)HomeAway
Four Winds 2 Bedroom Home A Few Minutse Walk To Unforgettable Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VRC20-000207 The Fourwinds, located at 2819 Gulf Drive in Holmes Beach is a spacious two bedroom, two bath home. This a ...
From $99 per night (USD)HomeAway
From $93 per night (USD)VRBO
Anna Cabana Bungalow 3 Cute And Cozy Efficiency With Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
VRC 19-000213 Anna Cabana Bungalow #3 located at 3711 4th Avenue in Holmes Beach is in a ground level five unit complex ...
From $93 per night (USD)VRBO
From $139 per night (USD)HomeAway
Alamanda Villas 4 Beach Side Condo With Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Alamanda Villas, located at 102 39th Street in Holmes Beach is a charming beach side complex featuring eight units surro ...
From $139 per night (USD)HomeAway
From $102 per night (USD)VRBO
Castnetter Beach Resort 10 Close To Beach With A Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Castnetter Beach Resort 10 is a delightful island locale located directly across the street from the seven acre Manatee ...
From $102 per night (USD)VRBO
From $139 per night (USD)HomeAway
Alamanda Villas 2 Beach Side Condo With Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Alamanda Villas, located at 102 39th Street in Holmes Beach is a charming beachside complex featuring eight units surrou ...
From $139 per night (USD)HomeAway
From $139 per night (USD)VRBO
Alamanda Villas 3 Beach Side Condo With Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
VRC16-000513 Alamanda Villas, located at 102 39th Street in Holmes Beach is a charming beach side complex featuring eigh ...
From $139 per night (USD)VRBO
From $95 per night (USD)HomeAway
Palm Cay 3 2/1 Condo Pool Near White Sandy Beach Close To Dining & Shopping
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Palm Cay Condominium #3 is located at 3000 Gulf Drive in Holmes Beach, on the west side of the street for easy beach acc ...
From $95 per night (USD)HomeAway
From $186 per night (USD)VRBO
Sand N Suds in Holmes Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sand N Suds! On the city line of Holmes Beach and the city of Anna Maria and a short walk to the ...
From $186 per night (USD)VRBO
From $536 per night (USD)HomeAway
Bimini Breezes 1865016
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Luxury 3/4 Custom Built Canal Front Home Located In the Prestige Community of Key Royale This newly built c ...
From $536 per night (USD)HomeAway
From $375 per night (USD)VRBO
On The Beach in Holmes Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This beautiful 4-bedroom plus den, 4-bathroom vacation home in Holmes Beach is just steps from the beach with fan ...
From $375 per night (USD)VRBO
From $171 per night (USD)HomeAway
Gulf Beach Front Heated Pool FREE WiFi & Trolley Great Sunsets!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a fabulous stay at the beach in this beautifully remodeled two bedroom, two bath unit at the ever-popular G ...
From $171 per night (USD)HomeAway
From $199 per night (USD)VRBO
Gulf Beach Front Heated Pool FREE WiFi & Trolley Great Sunsets!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Once you've spent a week at Gulf Place, you'll see why so many guests have chosen to return year after year! Sit ...
From $199 per night (USD)VRBO
From $150 per night (USD)HomeAway
Gulf Rhythms A in Holmes Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Gulf Rhythms is a beautiful cottage nestled in the trees and only steps from the beach on a small side street loc ...
From $150 per night (USD)HomeAway
From $150 per night (USD)VRBO
Gulf Rhythms B in Holmes Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Gulf Rhythms B is a beautiful cottage nestled in the trees and only steps from the beach on a small side street l ...
From $150 per night (USD)VRBO
From $171 per night (USD)HomeAway
Gulf Beach Front Heated Pool FREE WiFi & Trolley Great Sunsets!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a fabulous stay at the beach in this beautifully remodeled two bedroom, two bath unit at the ever-popular G ...
From $171 per night (USD)HomeAway
From $171 per night (USD)VRBO
7 Doors Down in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to 7 Doors Down! This casual and comfortable three-bedroom duplex comes with a private, heated pool ...
From $171 per night (USD)VRBO
From $171 per night (USD)HomeAway
1 Step Closer in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to 1 Step Closer! This beautifully renovated duplex is only a short 5 minute walk to the beach. 1 S ...
From $171 per night (USD)HomeAway