Holmes Beach Rentals
- From $282 per night (USD)
VRBO
Tropical-themed getaway w\/ heated private pool - walk to free trolley, shopping
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Time Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $282 per night (USD)VRBO
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Expedia
Full duplex with two private heated pools - short walk to the beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Turtle Nest & Sun Ray Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
Click For PricingExpedia
- From $586 per night (USD)
VRBO
Historic beach cottage with private pool - walk 1 block to beach & free trolley
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sea Palm Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $586 per night (USD)VRBO
- From $563 per night (USD)
Expedia
Oceanview getaway with pool & private patio - steps from the beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Palm Gables 106 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $563 per night (USD)Expedia
- From $314 per night (USD)
VRBO
Beachfront condo with WiFi, two decks, Gulf views & pool - walk to the trolley
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Hidden Cove Unit 6 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $314 per night (USD)VRBO
- From $337 per night (USD)
Expedia
Gulf-front home with deck and direct beach access - steps to trolley
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Sea La Vie Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $337 per night (USD)Expedia
- From $958 per night (USD)
VRBO
Spacious dog-friendly home w\/ heated private pool, a few blocks from the beach
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
Almost Gulf Front Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $958 per night (USD)VRBO
- From $213 per night (USD)
Expedia
Comfortable island villa with private heated pool, courtyard & easy beach access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Blue Wave Villa East Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $213 per night (USD)Expedia
- From $165 per night (USD)
VRBO
Seaside family-friendly condo with WiFi, pool & prime location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Serenity Now Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $165 per night (USD)VRBO
- From $201 per night (USD)
Expedia
Conveniently located home with WiFi & pool - near beach, dining, shopping
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Turtle Cove West Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $201 per night (USD)Expedia
- From $291 per night (USD)
VRBO
Island-style townhome with WiFi & pool - minutes from the beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
North Beach Village 27 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $291 per night (USD)VRBO
- From $435 per night (USD)
Expedia
Waterfront home with heated pool + spa, patio, grill, & free WiFi - dog-friendly
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
3 Oars Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dat ...
From $435 per night (USD)Expedia
- From $557 per night (USD)
VRBO
Home near the Beach. SUP Paddleboards, Large Private Pool - Pure Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Pure Beach by Anna Maria Island Locals Home in Holmes Beach, FL VRC21-000101 Welcome to Pure Beach, a luxurious three- ...
From $557 per night (USD)VRBO
- From $475 per night (USD)
Expedia
Coastal retreat on canal with heated pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to beautiful Anna Maria Island and our 3 bedroom/3 bath ranch with many amenities. Relax by the new, heated po ...
From $475 per night (USD)Expedia
- From $263 per night (USD)
VRBO
One Bedroom Island Luxury Cottage located less than 2 blocks from the beach.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Flop Cottage located 1 block from the Gulf beaches of Anna Maria Island. Flop Cottage is a ground level half ...
From $263 per night (USD)VRBO
- From $966 per night (USD)
Expedia
Beach Front Home on Anna Maria Island - Great Views! Pool! Sleeps 10!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Experience Anna Maria Island at its best! This luxury beach-front home located in Holmes Beach is in the monthly rental ...
From $966 per night (USD)Expedia
- From $235 per night (USD)
VRBO
Holmes Beach Family Home w\/Private Pool & 3 Decks!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Explore Florida’s beautiful Anna Maria Island from ‘Salty Dogs Beach House,’ a 3-bedroom, 2.5-bathroom, single family Ho ...
From $235 per night (USD)VRBO
- From $226 per night (USD)
Expedia
Inviting Coastal Getaway w\/ Easy Beach Access, Full Kitchen, & Private Hot Tub
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Cozy Crab Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $226 per night (USD)Expedia
- Click For Pricing
VRBO
Breezy condo with ocean views and shared pool - near beaches and restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Water's Edge 109 N Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
Click For PricingVRBO
- From $491 per night (USD)
Expedia
Ground Floor Luxury Villa in Prime Location, Steps to Beach, Heated Pool\/Spa
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Prime Location! VERY CLOSE TO BEACH!!! Luxurious ground level home located at 124 50th Street, Holmes Beach, in the „Gol ...
From $491 per night (USD)Expedia
- From $284 per night (USD)
VRBO
Dog Friendly - 250 Steps to Beach Home with Saltwater Pool - Cabin 2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
204 56th St. #2, Holmes Beach, FL 34217 What You'll Love About This Home: Location - 250 Steps to the Beach! 1 Bedroom ...
From $284 per night (USD)VRBO
- From $1407 per night (USD)
Expedia
BUENA VISTA LUXURY BEACHFRONT 4BR - Anna Maria Island - By Island Real Estate Va
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Top 10 Gulfview on Anna Maria Island!!! You can see for miles in both direction down the beach. Luxury condominium “Buen ...
From $1407 per night (USD)Expedia
- From $1419 per night (USD)
VRBO
DIRECT BEACH FRONT - Luxury 4BR Condo - Anna Maria Island- By Island Real Estate
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
DIRECT BEACH FRONT - Luxury 4BR Condo - Buena Vista #3 - 101 67th Street - 4 Bedrooms and 3 and a 1/2 Baths - Bed/s: 3 ...
From $1419 per night (USD)VRBO
- From $535 per night (USD)
Expedia
One Bedroom Double Queen (2 Queens) Pool View Luxury Suites
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Indulge with a stay in a BRAND NEW One Bedroom Double Queen (2 Queens) Luxury Suite with a pool view, just steps from ou ...
From $535 per night (USD)Expedia
- From $96 per night (USD)
VRBO
A night full of stillness - a breeze comes telling the stars too many to count.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The review that says backyard not divided is correct. Not stated and the photos show it not divided. There is a measu ...
From $96 per night (USD)VRBO
- From $343 per night (USD)
Expedia
Casual beachside getaway with pool, sauna, and easy beach access
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Water's Edge 105 South Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $343 per night (USD)Expedia
- From $343 per night (USD)
VRBO
Cozy cottage with pool & great location only steps from the beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Sunfish 102 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $343 per night (USD)VRBO
- From $326 per night (USD)
Expedia
Welcoming condo close to the beach with private heated pool & WiFi
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
LaMadeira 305 Unit A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $326 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Gulfview Townhome 4 - Holmes Beach 2bedroom and 2 Bath Retreat - By Island Real
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
When you’re looking for a vacation home on Anna Maria Island that blends comfort, luxury, and fun, you’re looking to spe ...
From $275 per night (USD)VRBO
- From $484 per night (USD)
Expedia
Upscale condo with large deck & shared pool - just steps from the beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
La Casa Karen Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $484 per night (USD)Expedia
- From $428 per night (USD)
VRBO
Condo with great seaside location near beaches and shared pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Water's Edge 208 S Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $428 per night (USD)VRBO
- From $539 per night (USD)
Expedia
Pair of beach cottages with heated pool & convenient access Near the beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Sunfish 102 & 104 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $539 per night (USD)Expedia
- From $239 per night (USD)
VRBO
Quaint beachfront duplex in ideal location with screened lanai & free trolley
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Playa Casanas North Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $239 per night (USD)VRBO
- From $288 per night (USD)
Expedia
Cheerful condo with patio & pool\/tennis - walk a few steps to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Nautilus 105 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $288 per night (USD)Expedia
- From $244 per night (USD)
VRBO
Adorable beachfront rental in a great location with Gulf access right outside
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Playa Casanas South Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $244 per night (USD)VRBO
- From $760 per night (USD)
Expedia
Aquarius-Pool Home West of Gulf Dr-By Island Real Estate Vacations
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Spend your Anna Maria Island vacation in five star luxury when you visit “Aquarius”. This fully renovated Holmes Beach v ...
From $760 per night (USD)Expedia
- From $360 per night (USD)
VRBO
Breezy Harbor AMI pool retreat near the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Charming Breeze Harbor boasts a private heated pool and sits on a quaint corner of AMI. Upon arriving you will immediate ...
From $360 per night (USD)VRBO
- From $1449 per night (USD)
Expedia
Buena Vista #2: Luxury Beach Front Condo, Amazing Views, Pool by Anna Maria Life Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
101 67th St #2, Holmes Beach, FL 34217 What You'll Love About This Home: Location! Beach Front! On the Gulf of Mexico ...
From $1449 per night (USD)Expedia
- From $362 per night (USD)
VRBO
Luxury Beach House, 1 Block from beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This charming Anna Maria Island Vacation Home is located just a few houses from the white sand beaches! Holmes Beach is ...
From $362 per night (USD)VRBO
- From $795 per night (USD)
Expedia
Stunning \"Glorious Daze\" 4 bed 4bath beach house! Golf cart! Putting green!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Glorious Daze! Our four bedroom/four bath private home is located along the sugary white sands of beautiful H ...
From $795 per night (USD)Expedia
- From $219 per night (USD)
VRBO
Anna Maria - Steps From The Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Perfect place to put your feet up and relax. One of four units in the condo gives your getaway a private feeling where y ...
From $219 per night (USD)VRBO
- From $183 per night (USD)
Expedia
Breezy house with great location near beach, shopping & dining
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Guava Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $183 per night (USD)Expedia
- From $642 per night (USD)
VRBO
Ground Floor Luxury Home, Heated Pool\/Spa 🌴🌴🌴🌴
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Ground Floor Luxury Home with Heated Pool/Spa, very close to Beach 🌴🌴🌴🌴 Welcome to the AMI Beach Home on beautiful ...
From $642 per night (USD)VRBO
- From $549 per night (USD)
Expedia
Island Getaway: Tropical Oasis Backyard, Pool, Dog Friendly, 1.5 blocks to Beach by Anna Maria Life
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
205 56th St., Holmes Beach, FL 34217 What You'll Love About This Home: Location! 1.5 Blocks to the Beach! 2 Bedroom / ...
From $549 per night (USD)Expedia
- From $352 per night (USD)
VRBO
New Retro Style Home with Large Pool Close to Downtown Holmes Beach and Walk to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Gumbo Cottage located just 7 houses from the Gulf beaches of Anna Maria Island and a street away from downtow ...
From $352 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Minnie Cottage- Beautiful 3 bedroom heated pool\/spa and short walk to the beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
AT A GLANCE Beautiful 3-bedroom 3 bath homes West of Gulf Drive, a short stroll to the beach Gorgeous private heated wit ...
From $350 per night (USD)Expedia
- From $236 per night (USD)
VRBO
EXCELLENT LOCATION IN THE HEART OF HOLMES BEACH ON ANNA MARIA ISLAND!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Bright, sunny, spacious and clean townhouse in a great location on Anna Maria Island, just a few minutes walk to the oce ...
From $236 per night (USD)VRBO
- From $375 per night (USD)
Expedia
Perfect location, just off the beach - Rooftop Deck for sunset views!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Beach View Retreat by AMI Locals Home in Holmes Beach, Florida VRC19-000046 Welcome to Beach View Retreat, a custom-bu ...
From $375 per night (USD)Expedia
- From $236 per night (USD)
VRBO
Sun Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
**Beach House, Sleeps 4, Easy walk to beach, Shops & Restaurants** Beautiful cozy cottage conveniently located in the h ...
From $236 per night (USD)VRBO
- From $241 per night (USD)
Expedia
1 Block To Beach! Convenient, Modern, Comfortable, Clean.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Comfortable, convenient townhouse one block to beach and close to other attractions. 2BR/2BA with 1 BR and BA with showe ...
From $241 per night (USD)Expedia
- From $249 per night (USD)
VRBO
Sea Pirate 7 2\/1 Condo Pool Just Steps To Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
VRC16-000815 Sea Pirate Condo #7, located at 3301 Gulf Drive in the heart of Holmes Beach is just across the street fro ...
From $249 per night (USD)VRBO
- From $169 per night (USD)
Expedia
Cozy Condo less than 3 min walk to White Sandy Beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Island Retreat where you can enjoy the tranquility of listening to waves, watching dolphins, coastal birds an ...
From $169 per night (USD)Expedia
- From $280 per night (USD)
VRBO
Lovely family condo with a private heated pool & Gulf view, close to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Crab Shack Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $280 per night (USD)VRBO
- From $205 per night (USD)
Expedia
Cozy cottage on Anna Maria Island, 2 bedroom - pet friendly!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The cozy front porch of Gulf Winds B invites you to have your morning coffee or your evening cocktail and in the back ya ...
From $205 per night (USD)Expedia
- From $225 per night (USD)
VRBO
Beach Potato: Gulf View Condo, Pool, Steps to the beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
3404 Gulf Dr. #5, Holmes Beach, FL 34217 What you'll love about this home: Location! Gulf View Condo Building Steps to ...
From $225 per night (USD)VRBO
- From $337 per night (USD)
Expedia
Barefoot Dreams: Dog Friendly, Private Pool,1 Block to Beach by Anna Maria Life Vacation Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
201 76th St. East Unit B, Holmes Beach, FL 34217 What You'll Love About This Home: Location - 5 houses from the Beach! ...
From $337 per night (USD)Expedia
- From $507 per night (USD)
VRBO
Beautiful Canal Front Home with Private Dock!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Retreat Yourself by AMI Locals Home in Holmes Beach, FL Highlights: • Spacious kitchen with stainless steel appliances ...
From $507 per night (USD)VRBO
- From $214 per night (USD)
Expedia
Beach View 8 in Holmes Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
BeachView Condominum, #8 - Anna Maria Island - 2 Bedroom / 2 Bath, maximum occupancy of 7 people. VRC22-000101Community ...
From $214 per night (USD)Expedia
- From $333 per night (USD)
VRBO
2 minute walk to the beach! Off the main road in a quiet and tropical setting
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
What you'll love about this home: - Location! 2 min walk to the beach - 3 Bedrooms / 2 full bathrooms - 1 King, 1 Que ...
From $333 per night (USD)VRBO
- From $200 per night (USD)
Expedia
Sea Pirate #8, Family Friendly Cottage By The Sea on Anna Maria Island
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Cottage By the Sea is a (no smoking) Unit within the charming Sea Pirate condo complex located on a tranquil and desirab ...
From $200 per night (USD)Expedia
- From $360 per night (USD)
VRBO
A Pearl of A Beach Home with Private heated pool & spa
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Tropical rear yard with private luxury heated Saltwater pool and hot tub/spa and spacious paved area plus large ground f ...
From $360 per night (USD)VRBO
- From $349 per night (USD)
Expedia
Easy walk to beach, enjoy private splash pool, super clean!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Custom built this three bedroom, two bath home is beautifully designed for six guests. Come to Island Breeze and relax w ...
From $349 per night (USD)Expedia
- From $265 per night (USD)
VRBO
SS Salamander N Pool Duplex in a Quiet Residential Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
VRC16-000499 Welcome to the SS Salamander, North unit at 121 50th Street in Holmes Beach. This recently updated two bed ...
From $265 per night (USD)VRBO
- From $389 per night (USD)
Expedia
Direct Beach Front, FREE WiFi & Trolley, Heated Pool and Awesome Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**ASK ABOUT LAST-MINUTE DEALS! Stay DIRECTLY on the beach in this gorgeous two-bedroom, two-bath condo! Our ...
From $389 per night (USD)Expedia
- From $252 per night (USD)
VRBO
2 Bedroom \/ 2 Bath Ground Level With a Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This listing is for a Weekly rental located in the heart of Anna Maria Island at 305 61st St, Unit A, Holmes Beach, FL, ...
From $252 per night (USD)VRBO
- From $356 per night (USD)
Expedia
A Tropical Retreat with Lagoon Style Heated Pool, close to Bay and Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your Own Oasis - An Island Retreat with Lagoon Style Pool, close to Bay and Beach Holmes Beach and Anna Maria Island aw ...
From $356 per night (USD)Expedia
- From $735 per night (USD)
VRBO
She's Always Right - Skip to Beach & Shops in Stunning Home, Pool\/Spa, Dogs OK
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to She's Always Right! On Anna Maria Island (Holmes Beach, FL) This spacious, bright, and luxurious island home ...
From $735 per night (USD)VRBO
- From $1750 per night (USD)
Expedia
Gulf-front home with private beach access!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Lazy Loggerhead 3306 4th Ave Holmes Beach, FL 34217 Get lazy in luxury at Lazy Loggerhead! Enjoy spectacular, uninterru ...
From $1750 per night (USD)Expedia
- From $303 per night (USD)
VRBO
Beautiful home with fenced yard, heated pool, hot tub, and elevator!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Sand Castle 2 Blocks to Beach Beautiful 5 bedroom/3.5 bath home with a large privacy fenced lushly tropical landscaped ...
From $303 per night (USD)VRBO
- From $260 per night (USD)
Expedia
Beautiful home near the beach with heated pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Highlights • Less than a five-minute walk to the beach • Private pool • Washer and dryer • Less than a 10-minute troll ...
From $260 per night (USD)Expedia
- From $279 per night (USD)
VRBO
Two bedroom, two bath condo in the quiet, four-unit complex of Seabreeze!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Seabreeze D by Anna Maria Island Accommodations Condo in Holmes Beach, FL 34217 VRC16-000111 Welcome to your next beac ...
From $279 per night (USD)VRBO
- From $280 per night (USD)
Expedia
Near the beach with private pool and backyard
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Corona Joe's Beach Cottage by AMI Accommodations Home in Holmes Beach, FL 2.5 Blocks (4 Mins) to the Beach Highlights ...
From $280 per night (USD)Expedia
- From $465 per night (USD)
VRBO
Beautiful, Ground Level 4 bedroom\/3 bath home, just a short block to the beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Simply Chic 1.5 Blocks to Beach Beautiful, Ground Level 4 bedroom/3 bath home, just a short block to the beach. Beaut ...
From $465 per night (USD)VRBO
- From $265 per night (USD)
Expedia
Updated villa with vintage vibes and heated pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Gulf Breeze Villa B 1 Block to the Beach Highlights: • Washer and dryer • Propane grill • Wi-Fi • Large flat-screen ...
From $265 per night (USD)Expedia
- From $833 per night (USD)
VRBO
Amazing Rooftop Views! Luxury vacation home with tropical oasis pool!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
It's a Jungle Out There 1.5 Blocks (3 Mins) to the Beach Welcome to It's A Jungle Out There, a luxury vacation home w ...
From $833 per night (USD)VRBO
- From $310 per night (USD)
Expedia
Private home with pool and hot tub - Near the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Banana Cabana by Anna Maria Island Accommodations Home in Holmes Beach, FL 3 Blocks to Beach Highlights • Less than ...
From $310 per night (USD)Expedia
- From $243 per night (USD)
VRBO
Adorable ground-level condo near the beach. Large heated pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Palm Cay 6 by Anna Maria Island Accommodations Condo in Holmes Beach, FL 34217 VRC16-000127 Welcome to Palm Cay 6, a g ...
From $243 per night (USD)VRBO
- From $430 per night (USD)
Expedia
Centrally located. 3 blocks to the beach. Private pool and hot tub.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sand Dollar by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000117 Welcome to Sand Dollar, a ...
From $430 per night (USD)Expedia
- From $629 per night (USD)
VRBO
Luxury home with Pool, Spa, and Dock -Bayshores
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Bayshores by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC18-000040 Welcome to Bayshores, a breat ...
From $629 per night (USD)VRBO
- From $288 per night (USD)
Expedia
Well-maintained condo, just 1 block from the beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Seabreeze A by Anna Maria Island Accommodations 403 39th St, Unit A Holmes Beach, FL 34217 VRC16-000112 Welcome to Sea ...
From $288 per night (USD)Expedia
- From $480 per night (USD)
VRBO
Adorable cottage with private pool and hot tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Beach Cottage by Anna Maria Island Accommodations Home in Holmes Beach, FL 1 Block to beach Highlights: • Heated poo ...
From $480 per night (USD)VRBO
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Expedia
Remodeled Home, Just 1 Block to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Dolphin Cottage by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000154 Welcome to Dolphin Co ...
Click For PricingExpedia
- From $340 per night (USD)
VRBO
Adorable and Updated 2 BR\/2BA Villa with a private heated pool.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sun Daze 1 Block to Beach Adorable and Updated 2 BR/2BA Villa with a private heated pool. This Villa is located on a ...
From $340 per night (USD)VRBO
- From $305 per night (USD)
Expedia
Canal front home with beautiful views - Great location!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Casolare by Anna Maria Island Accommodations Home in Holmes Beach, FL 4.5 Blocks to the Beach Highlights: • Canal-fro ...
From $305 per night (USD)Expedia
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Expedia
1 Step Closer by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to 1 Step Closer! This beautifully renovated duplex is only a short five-minute walk to the beach. 1 Step Closer ...
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- Click For Pricing
Expedia
7 Doors Down by Duncan Real Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This casual and comfortable three-bedroom duplex comes with a private, heated pool. And proximity to the beach with no s ...
Click For PricingExpedia
- From $358 per night (USD)
VRBO
Beautifully outfitted home with a heated pool and tropical backyard!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Seahorse Paradise 2.5 Blocks to Beach Highlights: • Heated Pool • Tropical Backyard • Large Covered Patio • Poolside ...
From $358 per night (USD)VRBO
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Expedia
Updated condo in a great central Holmes Beach location!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Palms 1 Highlights • Less than a 5-minute walk from the Beach • Community Complex Pool • Shared BBQ Grill • Clos ...
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- From $495 per night (USD)
VRBO
Adorable bungalow with an over-sized pool and much more!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Key Largo Cottage by AMI Accommodations Home in Holmes Beach, FL 5 Minute Walk to Beach Highlights: • Professional de ...
From $495 per night (USD)VRBO
- From $410 per night (USD)
Expedia
Coastal home with pool and tropical landscaping!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Pineapple Palms by AMI Accommodations Holmes Beach, FL 2.5 Blocks to Beach Highlights: • Private heated pool • Beaut ...
From $410 per night (USD)Expedia
- From $500 per night (USD)
VRBO
1.5 Blocks to Gulf Beaches, Private Heated Pool - No Bad Days
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
No Bad Days by Anna Maria Island Accommodations Home in Holmes Beach, FL VRC18-000057 Welcome to "No Bad Days," a char ...
From $500 per night (USD)VRBO
- From $340 per night (USD)
Expedia
Large Pool Home Near Beach! Games Galore! - Attitude by Latitude
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Attitude By Latitude by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000182 Welcome to Attitud ...
From $340 per night (USD)Expedia
- From $279 per night (USD)
VRBO
Heated Pool! 200 Steps to Gulf Beach!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Blue Lagoon 1 by Anna Maria Island Accommodations Home in Holmes Beach, FL 1.5 Blocks to Beach Highlights: • Complex ...
From $279 per night (USD)VRBO
- From $395 per night (USD)
Expedia
Spacious family home with heated pool and hot tub!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Shamrock Palms Home in Holmes Beach, FL 34217 VRC16-000106 Welcome to Shamrock Palms, a ground-level home with a sparkl ...
From $395 per night (USD)Expedia
- From $367 per night (USD)
VRBO
Close to Beach home with Putting Green and Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sea Turtle by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000113 Welcome to Sea Turtle, your ...
From $367 per night (USD)VRBO
- From $265 per night (USD)
Expedia
Gorgeous villa with game room - 1 block from famous Gulf beaches!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Off The Clock by Anna Maria Island Accommodations Villa in Holmes Beach, FL 34217 Welcome to Off The Clock, a gorgeous ...
From $265 per night (USD)Expedia
- From $327 per night (USD)
VRBO
Beautiful Condo Just Steps to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Palms 2 by Anna Maria Island Accommodations Condo in Holmes Beach, FL 1 Block to Beach Highlights: • Heated Pool ...
From $327 per night (USD)VRBO
- From $322 per night (USD)
Expedia
Ground-level home with heated pool and hot tub!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Mojo by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 VRC16-000143 Welcome to Island Mojo, an ...
From $322 per night (USD)Expedia
- From $563 per night (USD)
VRBO
Cute beach cottage with pool and hot tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beach Dream Cottage by Anna Maria Island Accommodations Home in Holmes Beach, FL 1 Block to Beach Highlights: • 10-m ...
From $563 per night (USD)VRBO
- From $480 per night (USD)
Expedia
Conveniently located Bungalow with private pool and tropical landscaping
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Peach Bellini by Anna Maria Island Accommodations Cottage in Holmes Beach, FL 34217 VRC16-000125 Welcome to Peach ...
From $480 per night (USD)Expedia