Holmes Beach Rentals
- From $240 per night (USD)
VRBO
Dog-friendly cottage w\/ island views, shared pool & private patio - beach nearby
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Starfish Beach Cottage #3 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $240 per night (USD)VRBO
- From $259 per night (USD)
Expedia
Welcoming condo with pool, Gulf views & great location - walk to the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Palm Isle Village 3208 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $259 per night (USD)Expedia
- From $1198 per night (USD)
VRBO
Luxury beachside home with heated private pool - tranquil & close to everything
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Wine Down Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $1198 per night (USD)VRBO
- From $98 per night (USD)
VRBO
Dog-friendly getaway with shared heated pool - walk to the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Turquoise Paradise East Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $98 per night (USD)VRBO
- From $596 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 $596 per night (USD)VRBO
- From $752 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 $752 per night (USD)Expedia
- Click For Pricing
Expedia
Upscale tropical getaway with private pool & spa, & elevator - walk to the beach
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Coquina Sands Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
Click For PricingExpedia
- From $319 per night (USD)
Expedia
Waterfront condo with pool and easy access to sugar sand beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
A Gulf Front Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $319 per night (USD)Expedia
- From $247 per night (USD)
VRBO
Brand new dog-friendly home w\/ heated private pool in prime locale
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Sunset Glow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $247 per night (USD)VRBO
- From $399 per night (USD)
Expedia
Waterfront condo with furnished balcony overlooking the pristine beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Gulf Shores 205 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $399 per night (USD)Expedia
- From $565 per night (USD)
VRBO
Darling beachside villa w\/ space & privacy - a cozy coastal florida experience
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Playa Casanas Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $565 per night (USD)VRBO
- From $348 per night (USD)
Expedia
Modern home near Gulf beaches with private heated pool & WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Neolinda 305 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $348 per night (USD)Expedia
- From $174 per night (USD)
VRBO
Charming condo with heated pool - near beach, wetlands, & trolley stop
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sandy Pointe Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $174 per night (USD)VRBO
- From $97 per night (USD)
Expedia
Ocean-front condo with WiFi, pool & Gulf views - steps to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Martinique 401S Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $97 per night (USD)Expedia
- From $184 per night (USD)
VRBO
Delightful condo with pool, two lanais - walk to beach, dining, shopping
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beach View 5 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $184 per night (USD)VRBO
- From $276 per night (USD)
Expedia
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 $276 per night (USD)Expedia
- Click For Pricing
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 $805 per night (USD)
Expedia
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 $805 per night (USD)Expedia
- From $262 per night (USD)
VRBO
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 $262 per night (USD)VRBO
- From $958 per night (USD)
Expedia
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)Expedia
- From $215 per night (USD)
VRBO
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 $215 per night (USD)VRBO
- From $183 per night (USD)
Expedia
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 $183 per night (USD)Expedia
- From $197 per night (USD)
VRBO
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 $197 per night (USD)VRBO
- From $293 per night (USD)
Expedia
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 $293 per night (USD)Expedia
- From $428 per night (USD)
VRBO
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 $428 per night (USD)VRBO
- From $506 per night (USD)
Expedia
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 $506 per night (USD)Expedia
- From $475 per night (USD)
VRBO
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)VRBO
- From $824 per night (USD)
VRBO
1 Minute Walk To The Beach - Large Updated One Level Updated Beach House
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to our Blue Grotto on the beautiful Anna Maria Island. We hope you will enjoy every minute of your stay in our ...
From $824 per night (USD)VRBO
- From $473 per night (USD)
VRBO
4 Bedrooms with private lagoon-style pool, & tiki bar
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summer Breeze is a custom home nestled in the quiet residential area in the heart of Holmes Beach. Offering 4 bedrooms/3 ...
From $473 per night (USD)VRBO
- From $263 per night (USD)
Expedia
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)Expedia
- From $966 per night (USD)
VRBO
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)VRBO
- From $235 per night (USD)
Expedia
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)Expedia
- From $228 per night (USD)
VRBO
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 $228 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- 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 $439 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 $439 per night (USD)Expedia
- From $199 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 $199 per night (USD)VRBO
- From $1372 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 $1372 per night (USD)Expedia
- From $1487 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 $1487 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 $397 per night (USD)
VRBO
Come for the Sun stay for the fun for only 150 x 2 add 40 pp
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Romantic gateway x 2, or families 4, to 6 guests Find everything that makes a fun beach getaway on Anna Maria Islan ...
From $397 per night (USD)VRBO
- From $302 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 $302 per night (USD)Expedia
- From $332 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 $332 per night (USD)VRBO
- From $328 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 $328 per night (USD)Expedia
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $461 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 $461 per night (USD)Expedia
- From $431 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 $431 per night (USD)VRBO
- From $592 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 $592 per night (USD)Expedia
- From $235 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 $235 per night (USD)VRBO
- From $211 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 $211 per night (USD)Expedia
- From $232 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 $232 per night (USD)VRBO
- From $782 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 $782 per night (USD)Expedia
- From $349 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 $349 per night (USD)VRBO
- From $1234 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 $1234 per night (USD)Expedia
- From $366 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 $366 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 $440 per night (USD)
VRBO
Caribbean Surf managed by Beach Retreats
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
306 67th Street Unit B Holmes Beach, FL 34217 VRC 19-000277 Book with confidence: Cancellations up to 30 days prior to a ...
From $440 per night (USD)VRBO
- From $799 per night (USD)
Expedia
307 65th Street managed by Beach Retreats
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
VRC 18-000047 This stunningly built and decorated 4 bedroom + Bunk Den 4 bath home is just steps from the sparkling wh ...
From $799 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 $188 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 $188 per night (USD)Expedia
- From $580 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 $580 per night (USD)VRBO
- From $553 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 $553 per night (USD)Expedia
- From $347 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 $347 per night (USD)VRBO
- From $276 per night (USD)
Expedia
Sunny Apartment with Beachside Garden View- 75 Steps to Beach - Bamboo Apts. A2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stay with us if you like: * A place right on the beach with no busy streets to cross. * Your own private sun patio with ...
From $276 per night (USD)Expedia
- From $350 per night (USD)
VRBO
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)VRBO
- From $238 per night (USD)
Expedia
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 $238 per night (USD)Expedia
- From $235 per night (USD)
VRBO
Perfect view of Beach from deck, no need to rent car, Walk to all , free WIFI
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Steps to the Gulf of Mexico, with water views from the balcony. family vacation, near shops, restaurants, banks, troll ...
From $235 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 $300 per night (USD)
VRBO
Sandy Cheeks & Barefeet, Gorgeous Gulf beach Place, Summer\nspecials
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Gulf views from several rooms and lanai! Quick access (only 1 small house between you and sun & sand). 2 Bedroom, 2 Bath ...
From $300 per night (USD)VRBO
- From $237 per night (USD)
VRBO
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 $237 per night (USD)VRBO
- From $221 per night (USD)
Expedia
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 $221 per night (USD)Expedia
- From $460 per night (USD)
VRBO
Kickback Cabana managed by Beach Retreats
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
411 79th Street Holmes Beach, Fl 34217 VRC19-000189 Book with confidence: Cancellations up to 30 days prior to arrival ...
From $460 per night (USD)VRBO
- From $160 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 $160 per night (USD)Expedia
- From $331 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 $331 per night (USD)VRBO
- From $417 per night (USD)
VRBO
Beach house for the family, great location! Beautiful beach with easy access.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the beautiful island of Anna Maria, Florida. This house is steps away from white sandy beaches and turquoise ...
From $417 per night (USD)VRBO
- From $202 per night (USD)
VRBO
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 $202 per night (USD)VRBO
- From $494 per night (USD)
Expedia
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 $494 per night (USD)Expedia
- From $214 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 $214 per night (USD)VRBO
- From $308 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 $308 per night (USD)Expedia
- From $456 per night (USD)
VRBO
Beach Dance in Holmes Beach
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Beach Dance is the perfect family home in a convenient location just steps to the Gulf, Restaurants, Shops and the Free ...
From $456 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 $369 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 $369 per night (USD)VRBO
- From $360 per night (USD)
Expedia
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)Expedia
- From $349 per night (USD)
VRBO
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)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 $169 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 $169 per night (USD)VRBO
- From $220 per night (USD)
VRBO
★ Spacious Condo ★ Steps to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Very private! Spacious 2 bedroom 2 full bath condo is just steps to Holmes Beach beach. Ocean view from your unit with t ...
From $220 per night (USD)VRBO
- From $320 per night (USD)
VRBO
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 $320 per night (USD)VRBO
- From $693 per night (USD)
Expedia
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 $693 per night (USD)Expedia
- From $994 per night (USD)
VRBO
Water Front\/Heated Pool\/Dock\/Walk To Beach\/Self Check In-Out\/High cleaning\/WiFi.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Cool and calming tiled floors, modern furnishings, and updated appliances give this vacation home an air of Tommy Bahama ...
From $994 per night (USD)VRBO
- From $285 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 $285 per night (USD)Expedia
- From $250 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 $250 per night (USD)VRBO
- From $151 per night (USD)
VRBO
Coastal Chic Bayfront Condo Anna Maria Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Here is your chance to stay on the quaint Island of Anna Maria, and enjoy the easy, carefree, Island lifestyle where you ...
From $151 per night (USD)VRBO
- From $1750 per night (USD)
VRBO
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)VRBO
- From $540 per night (USD)
Expedia
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 $540 per night (USD)Expedia
- From $291 per night (USD)
VRBO
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 $291 per night (USD)VRBO
- From $245 per night (USD)
Expedia
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 $245 per night (USD)Expedia
- From $357 per night (USD)
VRBO
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 $357 per night (USD)VRBO
- From $430 per night (USD)
Expedia
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 $430 per night (USD)Expedia