Holmes Beach, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Holmes Beach, Florida on RentalSaver.com!

Holmes Beach Rentals

From $445 per night (USD)
VRBO
Island West Villa! Pool, BBQ & Walk to Sand!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Villa #5 Seashell at Island West Resort by AMI Locals Holmes Beach Villa with Shared Pool Your dream beach getaway a ...
From $445 per night (USD)
VRBO
From $234 per night (USD)
Expedia
Tropical Paradise On The Beach Permit VRC17-000168
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This quaint cottage is located "on the beach" - 3007 Avenue F Unit 4 at 30th Street on beautiful Holmes Beach. It is t ...
From $234 per night (USD)
Expedia
From $636 per night (USD)
VRBO
Updated Pool Unit at Beachfront Coconuts Resort!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Coconuts Poolside! This amazing condo is located within the iconic Coconuts Beach Resort located directly on ...
From $636 per night (USD)
VRBO
From $725 per night (USD)
Expedia
EV Charger, Portside Paradise by SeaBreeze Vacation
Bedrooms:
6
Bathrooms:
4
Sleeps:
8
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS! All Drivers must be over the age of 21. Drivers must provide valid ...
From $725 per night (USD)
Expedia
From $291 per night (USD)
VRBO
Townhouse/ 125 Steps to the Gulf of Mexico. We welcome long term guests.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Anchors West, located in a quiet and convenient location. Whether you want to stroll to the beach or to shopping and re ...
From $291 per night (USD)
VRBO
From $1412 per night (USD)
Expedia
Luxury Home with Pool and Spa! 4 Minutes to the Beach! - Feelin' Beachy
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Feelin' Beachy by AMI Locals Holmes Beach Luxury Beach Retreat with Pool VRC20-000140 Prepare for endless enjoyment a ...
From $1412 per night (USD)
Expedia
From $355 per night (USD)
VRBO
Gulf Sands 103, 2B/2B Beachfront condo on Anna Maria Island!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Newly remodeled. Beautiful turquoise Gulf of Mexico waters, 7 miles of white sand beach, your own private balcony overl ...
From $355 per night (USD)
VRBO
From $759 per night (USD)
Expedia
The Beach House - sleeps 6 guests in 3 bedrooms
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Beach House is situated on one of the quietest areas of the beautiful white sandy beach. Why not sit on the veranda ...
From $759 per night (USD)
Expedia
From $388 per night (USD)
VRBO
September Golf Cart Special
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
***Updated Photos July 2025*** Step into your own private paradise at this beautifully renovated 3-bedroom, 2-bath getaw ...
From $388 per night (USD)
VRBO
From $280 per night (USD)
Expedia
Beach pool House Family Vacation Home.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This is a privately owned side by side property, nothing is shared . Private driveway/ garage / Pool and fenced in back ...
From $280 per night (USD)
Expedia
From $273 per night (USD)
VRBO
Captain's Quarters: 1 Block to Beach, Dog Friendly, Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Captain's Quarters Spinnakers by Anna Maria Life Vacation Rentals 202 56th St #1, Holmes Beach, FL 34217 What You'll Lo ...
From $273 per night (USD)
VRBO
From $392 per night (USD)
VRBO
Completely Renovated Post Hurricanes w/ heated pool, 5 min walk to beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Sandy Palms…. COMPLETELY RENOVATED AFTER THE 2024 STORMS with new drywall, electrical, plumbing, cabinets, ...
From $392 per night (USD)
VRBO
From $791 per night (USD)
VRBO
Direct Beachfront Cottage On Gulf Of Mexico
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This two story gulf front private home has 3 bedroom/2 baths with fun Carribean decor. This ground level home allows you ...
From $791 per night (USD)
VRBO
From $479 per night (USD)
VRBO
Condo steps from the beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come enjoy the beauty of Anna Maria Island! Less than 50 steps from the white sand beach and minutes (.2 miles) from res ...
From $479 per night (USD)
VRBO
From $217 per night (USD)
VRBO
120 m² condominium with nice afternoon sun
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
The luxury condominium is located in Holmes Beach. The house is fully furnished and has 2 balconies, one behind full scr ...
From $217 per night (USD)
VRBO
From $215 per night (USD)
Expedia
Summer Special! Cute ground-level Villa, Pet Friendly and so close to the beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This cute Villa in Holmes Beach is a perfect getaway nestled in a quiet neighborhood. Come relax for a week in this 2bed ...
From $215 per night (USD)
Expedia
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VRBO
Coconuts Resort Direct Beachfront Bungalow!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Coconuts Beachside! This amazing condo is located within the iconic Coconuts Beach Resort located directly on ...
Click For Pricing
VRBO
From $584 per night (USD)
Expedia
Luxurious Beach Haven- 2-min walk to beach access, pool, spa and putting green!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Experience the ultimate Florida getaway at #WeekendSuits, an exceptional 4-bedroom, 3.5-bath retreat nestled in the hear ...
From $584 per night (USD)
Expedia
From $372 per night (USD)
VRBO
Anna Maria 2 Family Home w/ pool, beach/3 blocks.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Side B is being rented with private use of the pool and private use of all the fenced in area around the pool & unit. A ...
From $372 per night (USD)
VRBO
From $536 per night (USD)
Expedia
Experience Island Life! Great private Pool and Spa
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Life by AMI Locals Home in Holmes Beach VRC#18-000083 Welcome to Island Life, a fully renovated and updated vac ...
From $536 per night (USD)
Expedia
From $266 per night (USD)
VRBO
Anthony Beach Cottages - Island Retreat Heated pool home w/ 4 bedrooms 3 baths
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Open now! No hurricane damage and post-hurricane upgrades. All photos were taken post-hurricane. Our Island Retreat cott ...
From $266 per night (USD)
VRBO
From $1336 per night (USD)
VRBO
Prefect Beach Villa with private beach and heated pool. Gulf front at its's best
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Your Dream Beach House on Anna Maria Island! Enjoy your vacation in our beautiful beach house, located at the end of a ...
From $1336 per night (USD)
VRBO
From $371 per night (USD)
VRBO
Enjoy Sunsets at Fully Equipped 2BR/2BA Duplex 2 shorts blocks by the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Anna Maria Island and her beautiful beaches which are a short, safe and quiet walk from this brand new sunny ...
From $371 per night (USD)
VRBO
From $211 per night (USD)
VRBO
Tranquil AMI Resort Unit 3 all amenities! Central Holmes Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Just 300 steps from the beach, Harbor Lane Court is a 4 unit resort, with 3 one bedroom, one bath apartments, & one two- ...
From $211 per night (USD)
VRBO
Click For Pricing
VRBO
One block off the beach! Waterslide and Rooftop deck!
Bedrooms:
6
Bathrooms:
4
Sleeps:
8
Pineapple Paradise by AMI Locals Home in Holmes Beach, Florida VRC19-000039 Come and visit Pineapple Paradise! This ...
Click For Pricing
VRBO
From $756 per night (USD)
Expedia
Perfect Family Vacation Home with Putting Green, Waterslide - Island Pearl Oasis
Bedrooms:
6
Bathrooms:
4
Sleeps:
8
Island Pearl Oasis by AMI Locals Home in Holmes Beach, Florida VRC19-000119 Escape the everyday grind and head ...
From $756 per night (USD)
Expedia
From $256 per night (USD)
VRBO
Tranquil AMI Resort Unit 4 all amenities! Central Holmes Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just 300 steps from the beach, Harbor Lane Court is a 4 unit resort, with 3 one bedroom, one bath apartments, and one tw ...
From $256 per night (USD)
VRBO
From $200 per night (USD)
VRBO
Tranquil AMI Resort Unit 1 all amenities! Central Holmes Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Just 300 steps from the beach, Harbor Lane Court is a 4 unit resort, with 3 one bedroom, one bath apartments, and one tw ...
From $200 per night (USD)
VRBO
From $313 per night (USD)
VRBO
Beach Haven Ranked #204 for businesses in Holmes Beach FL
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beach Haven #204 at Seaside Beach House is favorite for guests of Holmes Beach and Anna Maria Island. This 1050 sq ft ...
From $313 per night (USD)
VRBO
From $328 per night (USD)
Expedia
Island Serenity: North Beach Village, Dog Friendly, Short Walk to Beach by Anna Maria Life
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Serenity by Anna Maria Life Vacation Rentals 6250 Holmes Blvd. #54, Holmes Beach, FL 34217 What You'll Love Abou ...
From $328 per night (USD)
Expedia
From $792 per night (USD)
VRBO
Coastal Charm Meets Cottage Chic! Sparkling Pool/Spa *4 Doors To The Beach*
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
DUE TO HURRICANE HELENE, PROPERTY IS CURRENTLY UNDER RENOVATION. PHOTOS WILL BE UPDATED ONCE COMPLETE! **PLEASE CONTAC ...
From $792 per night (USD)
VRBO
From $444 per night (USD)
Expedia
1 Block to Beach on Private Lake Heated Pool, SPA 6937 Holmes Blvd.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
WE ONLY RENT FROM SATURDAY TO SATURDAY WITH A 7 NIGHT MINIMUM!! 6937 Holmes Blvd, Holmes Beach, FL 34217. Google us for ...
From $444 per night (USD)
Expedia
From $702 per night (USD)
VRBO
Beautiful Beach House with Pool Steps to Beach - Harbor Haven
Bedrooms:
5
Bathrooms:
4
Sleeps:
14
Harbor Haven by AMI Locals 210 N Harbor Dr Holmes Beach, Florida VRC19-000118 Welcome to Harbor Haven! Stay, relax, ...
From $702 per night (USD)
VRBO
From $467 per night (USD)
Expedia
GULF BEACH Directly in Front w/ Heated Pool, FREE WiFi & Trolley, Great Sunsets!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**ASK ABOUT LAST MINUTE DEALS! Perfectly situated on the Gulf of Mexico in the center of Anna Maria Island, ...
From $467 per night (USD)
Expedia
From $369 per night (USD)
VRBO
Beachside Bliss! Pool, Trolley & King Bed!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Villa #6 Starfish at Island West Resort by AMI Locals Holmes Beach Villa with Shared Pool Dive into resort-style liv ...
From $369 per night (USD)
VRBO
From $452 per night (USD)
Expedia
STEPS TO THE BEACH WITH POOL! CAN BE RENTED AS A 4 BEDROOM!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Quiet and quaint is this spectacular 2 Bedroom/1 Bath Duplex with a large HEATED POOL in a lush tropical landscaped sett ...
From $452 per night (USD)
Expedia
From $452 per night (USD)
VRBO
STEPS TO THE BEACH WITH POOL! CAN BE RENTED AS A 4 BEDROOM!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Quiet and quaint is this spectacular 2 Bedroom/1 Bath Duplex with a large HEATED POOL in a lush tropical landscaped sett ...
From $452 per night (USD)
VRBO
From $371 per night (USD)
Expedia
Villa #4 Sand Dollar! Pool, Porch & King Bed!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Villa #4 Sand Dollar by AMI Locals Charming Villa Just Steps from the Beach Welcome to Villa 4 Sand Dollar, a cozy o ...
From $371 per night (USD)
Expedia
From $371 per night (USD)
VRBO
Cozy AMI Villa! Pool, BBQ & Beach Access!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Villa #3 Seahorse at Island West Resort by AMI Locals Holmes Beach Villa with Shared Pool Welcome to Villa #3 Seahors ...
From $371 per night (USD)
VRBO
From $325 per night (USD)
Expedia
Beautifully updated home with private pool, close to beach, 2 bedrooms!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sea Grape Escape by AMI Locals Home in Holmes Beach, FL Features: • Pool • Backyard Patio with TV • Beach chairs for g ...
From $325 per night (USD)
Expedia
From $753 per night (USD)
VRBO
Amazing waterfront home with pool and spa, close to beach!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Bayfront Paradise by AMI Locals Home in Holmes Beach, Florida VRC18-000090 Welcome to Bayfront Paradise, a truly s ...
From $753 per night (USD)
VRBO
From $273 per night (USD)
Expedia
A lovely 2 bed and 2 bath property just moments from the beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Seabreeze Cottage is situated on a quiet road with access to the beach, via a leafy lane, just 200 feet away. The prope ...
From $273 per night (USD)
Expedia
From $292 per night (USD)
VRBO
Perfectly Located Near the Beach, Dining, and Shopping!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Saltwater Palms by AMI Locals Holmes Beach Beach Townhome with Pool & Outdoor Entertaining VRC21-000078 Welcome to Sa ...
From $292 per night (USD)
VRBO
From $555 per night (USD)
Expedia
September Golf Cart Special
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to the "Perfect Place" on Anna Maria Island! This newly renovated, ground level, 3 bedroom 3 bath home offers th ...
From $555 per night (USD)
Expedia
From $416 per night (USD)
VRBO
Peaceful Poolside Escape Near Holmes Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Blue Oasis East by AMI Locals Peaceful Poolside Escape Near Holmes Beach 401 72nd St A | Holmes Beach, Florida VRC21 ...
From $416 per night (USD)
VRBO
From $350 per night (USD)
Expedia
Blue Oasis West! Family-Friendly Duplex Near Shops and Dining
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Blue Oasis West by AMI Locals Home in Holmes Beach VRC21-000103 Welcome to Blue Oasis West, a ground-level home just ...
From $350 per night (USD)
Expedia
From $348 per night (USD)
VRBO
Castnetter Beach Resort 6
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Our Holmes Beach property is located at Gulf Drive & 41st Street. Conveniently located at the (7) Acre Lifeguard protec ...
From $348 per night (USD)
VRBO
From $249 per night (USD)
Expedia
DIRECT GULFRONT CONDO - 2BR/2BA Condo with pool and tennis - By Island Real Esta
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
“Water’s Edge 204S” is part of the beach side Water’s Edge Condominiums. These condos are perfectly placed, as you’ll se ...
From $249 per night (USD)
Expedia
From $306 per night (USD)
VRBO
Spacious Condo on the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Newly remodeled condo with a view of the gulf from your relaxing balcony. Large heated pool and hot tub amid lush landsc ...
From $306 per night (USD)
VRBO
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Expedia
Resort Sixty-Six - Anna Maria Island Quiet Studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is a full-service resort. Your check-in procedures will model that of a hotel and your room number will be assigned ...
Click For Pricing
Expedia
From $436 per night (USD)
VRBO
Sun and Surf Direct Gulf Front Condo on Anna Maria Island!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Need a getaway? We have the perfect spot for you. Welcome to "Sun & Surf", a direct gulf front condominium on beautiful ...
From $436 per night (USD)
VRBO
From $689 per night (USD)
Expedia
Footprints in the Sand managed by Beach Retreats FL Anna Maria Island
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
114 48th Street Holmes Beach, FL 34217 This absolutely gorgeous 4 bedrooms 3 bathroom home is located in the heart of A ...
From $689 per night (USD)
Expedia
From $515 per night (USD)
VRBO
Elevated 3BR/3BA Home - Private Pool Home - By Island Real Estate Vacations
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Newly Updated - New bathrooms and updates completed in February of 2023!! “Forget Me Knot” is a gem among island homes. ...
From $515 per night (USD)
VRBO
From $308 per night (USD)
Expedia
Appletini- Dog Friendly Private Pool Home IN Heart of Anna Maria By Island Real
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Tiki waterfall heated pool with comfortable pool side furniture will melt your worries away. This ground level property ...
From $308 per night (USD)
Expedia
From $435 per night (USD)
VRBO
Luxury villa at Islands West Resort, near beach, with pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Villa #7 AMI Lime Fish by AMI Locals Luxury Villa Just Steps from the Gulf Welcome to Villa #7 AMI Lime Fish, a beau ...
From $435 per night (USD)
VRBO
From $648 per night (USD)
Expedia
Private Pool! Ping-Pong, Pool Table, Putt-Putt!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Stormalong Bay by Stormalong Bay by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 Welcome to Stormal ...
From $648 per night (USD)
Expedia
From $285 per night (USD)
VRBO
Gulf-side 1BR--75 Steps to Sand, Private Patio, Family-Owned Since 1971
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Step into Old Florida charm with modern comfort at Bamboo Apartments #3, just 75 steps to the sand, with no streets to c ...
From $285 per night (USD)
VRBO
From $302 per night (USD)
Expedia
Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our five unit property was featured in the January/February 2020 issue of Southern Living, and we are honored and thrill ...
From $302 per night (USD)
Expedia
From $392 per night (USD)
VRBO
Anna Maria Island Townhouse - Simply Beautiful! Your Perfect Vacation Location!!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This townhouse is beautifully decorated and completely modernized with everything you need for the perfect vacation in p ...
From $392 per night (USD)
VRBO
From $328 per night (USD)
VRBO
Gulf views from unit, 1 minute walk to beach, heated pool. SPECIAL RATE
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
NOTICE: We are a 7-night minimum stay rental property and licensed by the state of Florida. We are set up for Sat-Sat ...
From $328 per night (USD)
VRBO
From $1014 per night (USD)
VRBO
Ultimate Family Retreat with Pool, Waterslide and Rooftop Deck
Bedrooms:
7
Bathrooms:
8
Sleeps:
16
Beach Haven by AMI Locals Ultimate Family Retreat with Pool, Waterslide and Rooftop Deck 5501 Holmes Blvd Holmes Beach ...
From $1014 per night (USD)
VRBO
From $496 per night (USD)
Expedia
SeaStarVilla by Duncan Real Estate
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Welcome to Sea Star Villa! This well constructed 2-bedroom, 3-bathroom Island home with a bonus room is ready to host gu ...
From $496 per night (USD)
Expedia
From $268 per night (USD)
VRBO
Shell Game: Playa Encantada - Beachfront Community Steps to the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Shell Game has recently been transformed into a fun and stunning tropical retreat that offers 1,154 sq. ft. of spacious ...
From $268 per night (USD)
VRBO
From $381 per night (USD)
Expedia
Cozy Cabana East – AMI w/ Heated Pool, Pets & Walk To The Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Cozy Cabana East! On Anna Maria Island (Holmes Beach, Florida) Managed by Once Upon A Beach Vacation Rentals, ...
From $381 per night (USD)
Expedia
From $468 per night (USD)
VRBO
Beachfront Condo with Stunning Gulf Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Island Paradise #4 by AMI Locals Condo in Holmes Beach, Florida VRC21-000114 Welcome to Island Paradise #4, a two-bed ...
From $468 per night (USD)
VRBO
From $534 per night (USD)
Expedia
Island Paradise 6! Beachfront Condo with Gulf Views, Pool and Balcony
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Paradise #6 by AMI Locals Condo in Holmes Beach, Florida Discover the ultimate beachfront escape at Island Pa ...
From $534 per night (USD)
Expedia
From $781 per night (USD)
VRBO
Tropical Backyard Escape with Pool, Hot Tub, and Waterslide
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Conch House by AMI Locals 307 66th St, Unit B | Holmes Beach, Florida VRC18-000085 Tropical Backyard Escape with Po ...
From $781 per night (USD)
VRBO
From $1113 per night (USD)
Expedia
Beachfront Bliss! Pool, Spa & Sunsets!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beachfront Bungalow by AMI Locals Holmes Beach Gulf-Front Cottage with Private Pool and Spa VRC19-000270 Welcome to ...
From $1113 per night (USD)
Expedia
From $885 per night (USD)
VRBO
BEACHFRONT HOUSE DIRECTLY ON SOFT SUGAR WHITE SANDS
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
An amazing beach house literally on the soft white sands of Holmes Beach on Anna Maria Island. As soon as you step out f ...
From $885 per night (USD)
VRBO
From $371 per night (USD)
Expedia
Beach Condo with Pool Near Holmes Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Coconuts Poolside #104 by AMI Locals 100 73rd St, Unit #104, Holmes Beach, FL 34217 VRC16-000664 Welcome to Coconuts ...
From $371 per night (USD)
Expedia
From $406 per night (USD)
VRBO
Island Vibe 1: Close to Beach with Private Heated Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Island Vibe 1, a renovated 3-bedroom, 2-bathroom home with private, heated and cooled pool plus lots of lush ...
From $406 per night (USD)
VRBO
From $334 per night (USD)
VRBO
Private Pool/Spa - A Wave From It All by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
New Name - A Wave From It All, formerly known as Island Dream, is a recently updated custom home nestled in the quiet re ...
From $334 per night (USD)
VRBO
From $555 per night (USD)
VRBO
Sul Mare at Vista Grande on Anna Maria Island - By Island Real Estate Vacations
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
By far the BEST direct view of the Gulf you will find on Anna Maria Island. Exclusive SUL MARE with floor to ceiling win ...
From $555 per night (USD)
VRBO
From $253 per night (USD)
Expedia
Anna Maria Island condo with heated pool, short walk from the beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Sea Pirate 1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $253 per night (USD)
Expedia
From $153 per night (USD)
VRBO
Sweet duplex with WiFi, central AC, & gas grill - close to beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Coastal Tides Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $153 per night (USD)
VRBO
From $214 per night (USD)
Expedia
Lazy Lizard! A Newly Renovated Island Cottage, Close to the Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Photos Updated January 2025! LONG-TERM DISCOUNT: Stays of 4-weeks (28 nights) or more enjoy a 25% discount on the night ...
From $214 per night (USD)
Expedia
From $264 per night (USD)
VRBO
Pink Flamingo in Palm Isle Village - 2BR Condo with Pool - By Island Real Estate
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover the best Anna Maria Island has to offer when you stay in this comfortable condo steps from an amazing white san ...
From $264 per night (USD)
VRBO
From $384 per night (USD)
Expedia
Colorful Beach Cottage w/ Heated Pool + Walk to Sand
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Peacock Crossing by AMI Locals Charming Island Cottage with Heated Pool and Beach Access 205 Peacock Ln, Unit B | Hol ...
From $384 per night (USD)
Expedia
From $286 per night (USD)
VRBO
Quiet 3BDR House, Walk to Beach and food, Private Pool and 2 patios to lounge!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Private Island Home with heated pool! This is a single whole house. The walk to beach is 4-5 minutes! Call me to arrange ...
From $286 per night (USD)
VRBO
From $432 per night (USD)
VRBO
Newly renovated home / PRIVATE, NOT SHARED POOL, 6 min. WALK TO BEACH
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This newly renovated ground-level duplex offers three bedrooms (two king rooms and one twin room with two twin beds). Ju ...
From $432 per night (USD)
VRBO
From $797 per night (USD)
VRBO
4 Bedroom Townhouse - Your private Holmes Beach vacation home
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to the spacious Unit 12, a four-bedroom, three-bathroom townhouse attractively adorned with white walls, cool pa ...
From $797 per night (USD)
VRBO
From $340 per night (USD)
Expedia
AMI Moana Villa 3-minute walk to the beach plus community heated pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Find everything you need for a fun and memorable beach getaway at this three-bedroom Holmes Beach rental! You'll have a ...
From $340 per night (USD)
Expedia
From $963 per night (USD)
VRBO
Summer House-Rooftop, short walk to the beach, private pool/spa and water slide
Bedrooms:
6
Bathrooms:
8
Sleeps:
20
At A Glance Short walk to the beach Rooftop deck with Gulf and Bay views Private heated pool with spa, water slide, and ...
From $963 per night (USD)
VRBO
From $234 per night (USD)
VRBO
Gulfside 1Br/1Ba Captain's Quarters On Anna Maria Island
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Delightful private fully furnished one bedroom apartment on second floor of old Florida house located less than 100 feet ...
From $234 per night (USD)
VRBO
From $1380 per night (USD)
VRBO
Summer Paradise-Rooftop deck and private heated pool/spa
Bedrooms:
5
Bathrooms:
6
Sleeps:
15
At A Glance Two houses down from beach access Rooftop deck with Gulf and Bay views Private heated pool with spa, water ...
From $1380 per night (USD)
VRBO
From $1373 per night (USD)
Expedia
Malibu Beach! 8BR Luxury Home with Pool, Spa, Rooftop Deck and Walk to Beach
Bedrooms:
7
Bathrooms:
8
Sleeps:
16
Malibu Beach by AMI Locals Home in Holmes Beach, Florida VRC18-000067 Get ready for the ultimate beach vacation at Ma ...
From $1373 per night (USD)
Expedia
From $337 per night (USD)
VRBO
Beautiful Cottage with Private Pool, Great Location!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Coconut Cottage #1 by AMI Locals Condo in Holmes Beach, FL VRC18-000069 Highlights • 1-minute walk from the Beach • Priv ...
From $337 per night (USD)
VRBO
From $216 per night (USD)
Expedia
Ground-floor home with fast WiFi, shared pool, & central AC - close to beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Villas, Condo 1A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $216 per night (USD)
Expedia
From $1205 per night (USD)
VRBO
AMI Escape! 6 King Suites, Bunk Rooms and Game Zone Near Holmes Beach
Bedrooms:
6
Bathrooms:
8
Sleeps:
16
Surf View by Anna Maria Island Locals Home in Holmes Beach, FL Highlights • Pool with sundeck, spa, swim-up Tiki table ...
From $1205 per night (USD)
VRBO
From $374 per night (USD)
Expedia
Home 5 Mins to Beach with Private Pool & Pool Table - Three Little Birds Cottage
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Three Little Birds Cottage by Anna Maria Island Accommodations Home in Holmes Beach, FL 34217 Welcome to Three Littl ...
From $374 per night (USD)
Expedia
From $522 per night (USD)
VRBO
Beautiful Beach Home Right Near the Water with Private Pool, AC, & Fast WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Joy Abounds Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $522 per night (USD)
VRBO
From $299 per night (USD)
Expedia
Charming Ground Floor Condo with Shared Pool, High-Speed WiFi, and Central AC
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Beach Villa 1B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $299 per night (USD)
Expedia
From $401 per night (USD)
VRBO
NO Busy Roads to Cross to Get to the Beach! 5 min walk to beach! Sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
No Sharing! Single Family Home. Free HEATED POOL Nov15-Apr15! Quick 5min walk to the Beach! No A&B sides and NO shared p ...
From $401 per night (USD)
VRBO
From $254 per night (USD)
VRBO
Family Friendly Townhome across Street from Beautiful Gulf Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Spacious 3 bedroom and 3 bathroom townhome in Holmes Beach on Anna Maria Island. Recently remodeled. Beach access is d ...
From $254 per night (USD)
VRBO
From $962 per night (USD)
VRBO
Large Home Directly on the Beach - By Island Real Estate Vacations
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Family friendly with fantastic views and directly on the Gulf of Mexico sound like your idea of a perfect vacation renta ...
From $962 per night (USD)
VRBO
From $971 per night (USD)
Expedia
Luxury Island Escape with Pool, Swim-Up Tiki Bar, Game Room and Rooftop Deck
Bedrooms:
5
Bathrooms:
8
Sleeps:
16
Tropical Oasis by Anna Maria Island Accommodations Luxury Island Escape with Pool, Swim-Up Tiki Bar, Game Room and Roo ...
From $971 per night (USD)
Expedia
From $716 per night (USD)
VRBO
Mainsail Beach Inn 2 Bedroom
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The stunning interiors in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bedroom, 2.5 ...
From $716 per night (USD)
VRBO
From $670 per night (USD)
Expedia
Coastal Sunrise- Luxury 3 bedroom gulf front condo with stunning views with pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Luxury Direct Gulf Front Condo Very large unit- 2100 sq ft-Top Floor, Corner Unit Panoramic Gulf views-private stairs fr ...
From $670 per night (USD)
Expedia
From $939 per night (USD)
VRBO
Coastal Bliss- 2-Minute Walk (500 Feet) to the beach with private pool and spa
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
At A Glance 2-Minute Walk (500 Feet) to the Beach! Private Pool and Outdoor Spa, Heated Seasonally Outdoor Bar and Pool ...
From $939 per night (USD)
VRBO
From $396 per night (USD)
VRBO
BEACHFRONT condo, sleeps 6, updated, stocked with everything, popular location
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Recently all remodeled and beautifully updated, this 2 bedroom 2 bath condo is located conveniently to restaurants and ...
From $396 per night (USD)
VRBO

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