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 $361 per night (USD)
VRBO
Sunny 3BR/3BA Home. 8 Houses from Beach. Two Master Suites.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Private single family home on a quiet side street, 8 houses from the beautiful world-class beaches of Anna Maria Island. ...
From $361 per night (USD)
VRBO
From $811 per night (USD)
Expedia
Canal Front with Boat Dock! Perfect Location! Game Room! -A Pirate's Dream
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
A Pirate’s Dream by AMI Locals Home in Holmes Beach, Florida This grand, waterfront, four-bedroom, and three-and-a-ha ...
From $811 per night (USD)
Expedia
From $280 per night (USD)
VRBO
Summer Special! Beautiful home, moments from the beach with beach gear and Grill
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
We call this Home Beach Beauty for good reason! This beautiful home is West of Gulf Drive and only 175 steps to the beac ...
From $280 per night (USD)
VRBO
From $457 per night (USD)
Expedia
Cute Condo with Beach front and Pool Access - Coconuts Gulf View #118
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Coconuts Gulf Views #118 by AMI Locals Holmes Beach Beachfront Condo VRC21-000172 Welcome to Coconuts Gulf Views #118 ...
From $457 per night (USD)
Expedia
From $362 per night (USD)
VRBO
A Shore Thing - Relaxing Island Living , Large Heated Pool, Boat Lift
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This beach house is "A Shore Thing" for creating fantastic vacation memories. This newly furnished ground level home is ...
From $362 per night (USD)
VRBO
From $232 per night (USD)
Expedia
Bird of Paradise by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Island Garden Villas will amaze you with it's old Florida charm and lush tropical surroundings. Bird of Paradise is a tr ...
From $232 per night (USD)
Expedia
From $280 per night (USD)
VRBO
Palm Villa by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Palm Villa at Island Garden Villas, where Old Florida charm meets refreshing modern luxury. *Features includ ...
From $280 per night (USD)
VRBO
From $244 per night (USD)
VRBO
Island Vibe 3: Close to Beach with Private Heated Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Island Vibe 3! This is a renovated 2-bedroom, 2-bathroom home with private, heated and cooled pool, tropical ...
From $244 per night (USD)
VRBO
From $288 per night (USD)
VRBO
Lakeside Beach House 3/2 Pool Home Outdoor Kitchen Close to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC16-000807 The Lakeside Beach House is a wonderful newly renovated three bedroom, two bath home with a private heated ...
From $288 per night (USD)
VRBO
From $730 per night (USD)
VRBO
La Casa Costiera Blue Water - Newly Renovated, Top Floor Beachfront Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
NOTE: Pool and hot tub will not be available from September 8th to September 28th, 2025. AT A GLANCE: - La Casa Costie ...
From $730 per night (USD)
VRBO
From $361 per night (USD)
VRBO
Waterfront Paradise In The Exclusive Neighborhood Of Key Royale
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
IMPORTANT: If calendar shows dates being available, but no quote is generated, please send us a message by selecting the ...
From $361 per night (USD)
VRBO
From $347 per night (USD)
Expedia
Vibrant retreat with pool, beach access, tennis, balcony, & stunning ocean views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Gulf Place 19 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $347 per night (USD)
Expedia
From $315 per night (USD)
VRBO
Charming, Family Friendly Newly Renovated Duplex on Holmes Beach.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our newly remodeled 2beds/2bath 1/2 of the duplex, just short walk (3-5min)to the white sandy beaches of Ann ...
From $315 per night (USD)
VRBO
From $315 per night (USD)
Expedia
Charming, Family Friendly Newly Renovated Duplex on Holmes Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our newly remodeled 2beds/2bath 1/2 of the duplex, just short walk (3-5min)to the white sandy beaches of Ann ...
From $315 per night (USD)
Expedia
From $409 per night (USD)
VRBO
BEACH FRONT, 2 Bd/2 Bath, FREE WiFi & Trolley, Heated Pool and Awesome Sunsets
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
**ASK ABOUT LAST MINUTE DEALS! Enjoy a fabulous stay at the beach in this beautifully remodeled two bedroom ...
From $409 per night (USD)
VRBO
From $289 per night (USD)
Expedia
Water-view condo near the beach with pools, dock, pickleball - dog-friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sunrise Bay Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $289 per night (USD)
Expedia
From $481 per night (USD)
VRBO
Manatee Watch: Beautiful Waterfront Home, Hot Tub, 3 Min Walk to Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Address of Manatee Watch: 205 N Harbor Drive, Holmes Beach, FL 34217 beautifulannamaria@yahoo.com MANATEE WATCH - A mar ...
From $481 per night (USD)
VRBO
From $496 per night (USD)
Expedia
Beachfront - Sandy Turtle by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located on the tranquil beaches of Anna Maria Island, Sandy Turtle is mere steps away from the beach and offers pictures ...
From $496 per night (USD)
Expedia
From $505 per night (USD)
VRBO
Anna Maria - Holmes Beach - 3BD 2BTH Home - PRIVATE HEATED POOL - WALK TO BEACH
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
AZURE BLISS ! _____ SEE VIDEO TOUR - https://youtu.be/_qqC8sHY85c The incredible location mixed in with all of the ...
From $505 per night (USD)
VRBO
From $142 per night (USD)
VRBO
RELAX/WORK @ Sunbow Bay! By Beach w/Pools & Pickleball. Clean & newly updated!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Great location!....6 minute walk to the beach, trolley stop in front with Publix across the street. Enjoy this beautifu ...
From $142 per night (USD)
VRBO
From $426 per night (USD)
VRBO
Beautiful 1 Bedroom Condo with Beach Facing Balcony! Shared Pool and Beach Loung
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Coconuts Beachfront #112 by Anna Maria Vacations 100 73rd Street, Unit #112, Holmes Beach, Florida VRC21-000175 Your d ...
From $426 per night (USD)
VRBO
From $587 per night (USD)
Expedia
Mango Bay – Luxury Island Home w/ Heated Pool, Spa & Walk To Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Mango Bay! On Anna Maria Island (Holmes Beach, FL) Discover Mango Bay, A Stunning Coastal Home Designed For ...
From $587 per night (USD)
Expedia
From $534 per night (USD)
VRBO
Tropical Anna Maria Island Villa
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Privacy with close stroll to the beach! Beautiful Anna Maria Island Vacation Villa. Sleeps 6 in 3 bedrooms, with 2 ful ...
From $534 per night (USD)
VRBO
From $201 per night (USD)
Expedia
Plumeria Villa by Beach Boutique Rentals
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Plumeria Villa at Island Garden Villas, where Old Florida charm meets stylish modern luxury. *Features inclu ...
From $201 per night (USD)
Expedia
From $193 per night (USD)
VRBO
Family Friendly Home with Pool, 4 mins to Beach! - Starfish Cove, B
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Starfish Cove, B by AMI Locals Holmes Beach Vacation Rental VRC21-000189 Welcome to Starfish Cove, B, a charming beac ...
From $193 per night (USD)
VRBO
From $174 per night (USD)
Expedia
Dog-Friendly Home, with Pool, and 4 mins to the Beach - Starfish Cove, A
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Starfish Cove, A by AMI Locals Holmes Beach Vacation Rental VRC17-000165 Welcome to Starfish Cove, A, a charming coas ...
From $174 per night (USD)
Expedia
From $304 per night (USD)
VRBO
Kiwi Cabana by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
PLEASE NOTE: This home is currently undergoing a full renovation. The current pictures include furniture and decor that ...
From $304 per night (USD)
VRBO
Click For Pricing
Expedia
Golf Cart, Salty Shamrock by SeaBreeze Vacation
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS WITH A CHECK-IN DATE AFTER SEPTEMBER 5, 2023! All Drivers must be ov ...
Click For Pricing
Expedia
$The Palms \A\ an upstairs unit located in the center district of Holmes Beach$
From $197 per night (USD)
VRBO
The Palms \"A\" an upstairs unit located in the center district of Holmes Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Enjoy this upstairs condo unit consisting of 2b/1ba, living, dining area & kitchen with enough sleeping for 6. Condomin ...
From $197 per night (USD)
VRBO
From $187 per night (USD)
Expedia
WBC 212 Spacious 2/2 Pool Tennis Condo Close To White Sand Beach Shopping
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
VRC20-000174 Westbay Cove 212 located at 600 Manatee Ave West in Holmes Beach is a picturesque and luxurious two bedroo ...
From $187 per night (USD)
Expedia
From $419 per night (USD)
VRBO
FANTASTIC, RENOVATED 2 BEDROOM HOME STEPS TO BEACH!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
3706 Gulf Drive, Holmes Beach, FL Anna Maria Island Fantastic, recently renovated home located just steps to the beach. ...
From $419 per night (USD)
VRBO
From $365 per night (USD)
Expedia
Island Beach Club 24 - Anna Maria Island - Condo 2 Bedroom / 1 Bath gulf...
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Island Beach Club 24 - Condo 2 Bedroom / 1 Bath gulf front , maximum occupancy of 4 people. VRC16-000069 Max 1 veh ...
From $365 per night (USD)
Expedia
From $411 per night (USD)
VRBO
Island Beach Club 1- Anna Maria Island-Condo 2 Bedroom/2 Bath gulf front,...
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Island Beach Club 1 - Condo 2 Bedroom / 2 Bath, maximum occupancy of 4 people. VRC16-000745 Beach/Gulf Front - Com ...
From $411 per night (USD)
VRBO
From $359 per night (USD)
Expedia
September Golf Cart Special
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The vacation you have imagined finally becomes a reality. AM I dreaming is a bright and charming 3 bedroom, 2 bathroom c ...
From $359 per night (USD)
Expedia
From $415 per night (USD)
VRBO
Sun Plaza West 105 - Two Bedroom condo, Sleeps 6- on the beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
AT A GLANCE Recently remodeled gulf front condo 2 Bedrooms and 2 Bathrooms with two balconies Complex equipped with a l ...
From $415 per night (USD)
VRBO
From $278 per night (USD)
Expedia
217 84th - Anna Maria Island- Private home 3 Bedroom/ 2 Bath with private...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
217 84th Street - Anna Maria Island - 3 Bedroom/ 2 Bath, maximum occupancy of 6 people. VRC#20-000113 Private Poo ...
From $278 per night (USD)
Expedia
From $379 per night (USD)
VRBO
Island Beach Club 22 - Anna Maria Island - Condo 2 Bedroom / 1 Bath gulf...
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Island Beach Club 22 - Anna Maria Island - Condo 2 Bedroom / 1 Bath, maximum occupancy of 4 people. VRC20-000254 ...
From $379 per night (USD)
VRBO
From $683 per night (USD)
Expedia
Sand Of Times-Beautiful 6 bedrooms with private pool/spa with a water slide
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Sands of Time 6908 Holmes Blvd Holmes Beach, FL 34217 Sands of Time is a newly built 6 bedroom, 4.5 bathroom vacation ...
From $683 per night (USD)
Expedia
From $369 per night (USD)
VRBO
Island Beach Club 21 - Anna Maria Island - Condo 2 Bedroom / 2 Bath gulf...
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Island Beach Club 21 - Anna Maria Island - Condo 2 Bedroom / 2 Bath, maximum occupancy of 4 people. Gulf/Beach Fr ...
From $369 per night (USD)
VRBO
From $426 per night (USD)
Expedia
Beach Bliss managed by Beach Retreats FL Anna Maria Island
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
🌴 Beach Bliss by Beach Retreats Vacation Rentals 📍 320 64th Street, Holmes Beach, FL 34217 🏡 3 Bedrooms | 3 Bathrooms ...
From $426 per night (USD)
Expedia
From $162 per night (USD)
VRBO
White Palm-2 bedroom monthly condo getaway awaits you with beautiful bay views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
At a Glance Newly redecorated condo located on the northeastern Bayfront of Anna Maria Island 2 bedrooms and 2 bathro ...
From $162 per night (USD)
VRBO
From $565 per night (USD)
Expedia
September Golf Cart Special
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
If you are looking to enjoy Anna Maria Island in a beautiful home, look no further than "Sunny Side of the Beach" on 66t ...
From $565 per night (USD)
Expedia
From $222 per night (USD)
VRBO
Sandy Point 111 - Anna Maria Island - Condo 2 Bedroom/ 2 Bath, maximum...
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sandy Point 111 - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 4 people. VRC16-000289 Distan ...
From $222 per night (USD)
VRBO
From $472 per night (USD)
Expedia
Cuddlefish Cove: Heated Pool, rooftop deck, gorgeous views!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Cuddlefish Cove Your flip flops have found a new retreat by the beach! Stay for a week or a month at this dazzling Key W ...
From $472 per night (USD)
Expedia
From $303 per night (USD)
VRBO
Island Walk 313 - Anna Maria Island - Townhouse 3 Bedroom/ 2 .5 Bath with...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Walk 313 - Anna Maria Island - Townhouse - 3 Bedroom/ 2 .5 Bath, maximum occupancy of 6 people. VRC16-000052 ...
From $303 per night (USD)
VRBO
From $471 per night (USD)
Expedia
Casa Morado-Pet Friendly Pool Home West of Gulf Dr-By Island Real Estate Vacatio
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Just a few short blocks with no busy roads to cross to get to the beach. The home is very spacious with 4 bedrooms. Th ...
From $471 per night (USD)
Expedia
From $198 per night (USD)
VRBO
3 Bed/3 Bath Ground Floor Condo
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Enjoy this spacious updated condo in a beautifully landscaped, quiet Bayside complex with heated pool and private pickle ...
From $198 per night (USD)
VRBO
From $301 per night (USD)
VRBO
Anna Maria Island Sunshine Kiss Villa
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The Sunshine Kissed Villa has everything you need for a complete holiday! Our villa has all you need for staying in, an ...
From $301 per night (USD)
VRBO
From $1021 per night (USD)
VRBO
Big Luxury 6 bdrm, Pool, Spa, Bikes, Kayak, Reviews, Beach!
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Copy this link to your browser to see 3D view of Emerald Seas floor plan: https://www.zillow.com/view-3d-home/d7fdf4d1- ...
From $1021 per night (USD)
VRBO
$Anna Maria Island \Star Fish\Condo & Boat Slip-2BR-2BA-Sleeps4$
From $263 per night (USD)
Expedia
Anna Maria Island \"Star Fish\"Condo & Boat Slip-2BR-2BA-Sleeps4
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Starfish Condo on Anna Maria Island -2 BR 2 BA With a 25' Boat Slip Wonderful quiet residential area overlooks pool; bey ...
From $263 per night (USD)
Expedia
From $369 per night (USD)
VRBO
Sandy Point 114 - Anna Maria Island -Townhouse 3 Bedroom/ 3 Bath, maximum...
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Sandy Pointe 114 - Anna Maria Island - Townhouse 3 Bedroom/ 3 Bath, maximum occupancy of 6 people. VRC16-000070 Di ...
From $369 per night (USD)
VRBO
From $720 per night (USD)
Expedia
September Golf Cart Special
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
The minute you walk in the front door at Silver Surf you'll be convinced that you're about to experience the very best o ...
From $720 per night (USD)
Expedia
From $495 per night (USD)
VRBO
September Golf Cart Special
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
If you are hoping to stay on the perfect Old Florida island in the perfect beach home, you have found your destination a ...
From $495 per night (USD)
VRBO
From $630 per night (USD)
Expedia
GORGEOUS 3 BEDROOM POOL HOME JUST STEPS TO BEACH
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Two For Sea ... Light and bright, beautifully decorated 3 bedroom, 3 bath newer home located in the city of Holmes Beac ...
From $630 per night (USD)
Expedia
From $214 per night (USD)
VRBO
Hibiscus Villa by Beach Boutique Rentals
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Hibiscus Villa at Island Garden Villas, where Old Florida charm blends effortlessly with stylish modern luxur ...
From $214 per night (USD)
VRBO
From $1048 per night (USD)
Expedia
510 Bayview - Anna Maria Island - Private home 5 Bedroom / 5 Bath with...
Bedrooms:
5
Bathrooms:
5
Sleeps:
6
510 Bayview - Anna Maria Island - 5 Bedroom / 5 Bath, maximum occupancy of 6 people. Canal Home - Private Pool - ...
From $1048 per night (USD)
Expedia
From $272 per night (USD)
VRBO
Orchid Villa by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Orchid Villa at Island Garden Villas, where coastal elegance meets tropical serenity. *Features include* * ...
From $272 per night (USD)
VRBO
From $286 per night (USD)
Expedia
Sandy Point 205 - Anna Maria Island - Condo 2 Bedroom/ 2 Bath, maximum...
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sandy Point 205 - Anna Maria Island - 2 Bedroom/ 2 Bath, maximum occupancy of 4 people. VRC16-000291 Distan ...
From $286 per night (USD)
Expedia
From $306 per night (USD)
VRBO
LaPlayita 5 - Anna Maria Island - Condo 2 Bedroom / 2 Bath , maximum...
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
LaPlayita 5 - Anna Maria Island - Condo 2 Bedroom / 2 Bath, maximum occupancy of 4 people. VRC19-000138 Community ...
From $306 per night (USD)
VRBO
From $671 per night (USD)
Expedia
Mermaid's Crossing managed by Beach Retreats FL Anna Maria Island
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
210 65th Street Holmes Beach, FL 34216 VRC17-000007 NO CANCELATION FEES Cancellation Policy (Effective for reservations ...
From $671 per night (USD)
Expedia
From $305 per night (USD)
VRBO
Seaside Beach House 203 | Gulf-Front Escape with Panoramic Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
VRC20-000296 Wake up to breathtaking Gulf views and fall asleep to the sound of the waves at Seaside Beach House 203, a ...
From $305 per night (USD)
VRBO
From $357 per night (USD)
Expedia
Sea La Vie: 1.5 Blocks to Beach, Pool, Tropical Backyard & Pool by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sea La Vie by Anna Maria Life Vacation Rentals 205 55th St, Holmes Beach, FL 34217 What You'll Love About This Home: Lo ...
From $357 per night (USD)
Expedia
From $433 per night (USD)
VRBO
September Golf Cart Special
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Florida Breeze is the perfect vacation rental for your next trip to Anna Maria Island! The location with the short walk ...
From $433 per night (USD)
VRBO
From $353 per night (USD)
VRBO
Windshore A! - ~200 Steps to the Beach, Private Heated Pool, Beach Items, Wifi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Fully renovated in 2025, our Windshore A leaves no wishes open when it comes to your vacation on Anna Maria Island. Only ...
From $353 per night (USD)
VRBO
From $348 per night (USD)
VRBO
(2) Bedroom (2) Bath with Private 10' x 30' Sun Deck
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Anna Maria Island's "Castnetter 5" is a delightful Island local located directly across the street from the seven acre " ...
From $348 per night (USD)
VRBO
From $964 per night (USD)
Expedia
Multi-family Luxury Villa at its Finest! Pool, Spa, Mini golf and more! Close to
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Island Life Villa by AMI Locals Luxury Bayfront Retreat on Anna Maria Island VRC20-000313 Photos taken May 2025. High ...
From $964 per night (USD)
Expedia
From $240 per night (USD)
VRBO
Blue Agave Villa by Beach Boutique Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Island Garden Villas will amaze you with it's old Florida charm and lush tropical surroundings. Blue Agave Villa is a tr ...
From $240 per night (USD)
VRBO
From $370 per night (USD)
VRBO
Turtle Nest! Private Heated Pool and Access to the Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Remodeled in 2025, this comfortable and tastefully furnished home offers everything you need for a relaxed vacation with ...
From $370 per night (USD)
VRBO
From $282 per night (USD)
VRBO
Home with Private Outdoor Living Space, Community Pool - Sea La Vie
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sea La Vie by AMI Locals Condo in Holmes Beach, Florida VRC21-000203 Welcome to Sea La Vie! This three-bedroom, three- ...
From $282 per night (USD)
VRBO
From $162 per night (USD)
VRBO
Anthony Beach Cottages - Bare Feet Retreat - 2 bedroom pool cottage - Sleeps 6
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This Florida home backs onto 17 acres of mangrove forest and is ideally located only 3 blocks from the beach. Reasonably ...
From $162 per night (USD)
VRBO
From $522 per night (USD)
VRBO
Seahorse Cottage! Walk to Beach & Shops!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Seahorse Cottage by AMI Locals Home in Holmes, Beach Florida VRC16-000110 Enjoy a luxury vacation with friends and fami ...
From $522 per night (USD)
VRBO
From $437 per night (USD)
Expedia
Great Island Getaway!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This beautiful 2 BR/2 BA condo is all about charm and comfort. You will have no problem leaving your cares behind and en ...
From $437 per night (USD)
Expedia
From $432 per night (USD)
VRBO
Coconuts Beachfront #109 by AMI Locals
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Coconuts Beachfront #109 by AMI Locals 100 73rd St Unit 109 - Holmes Beach, FL 34217 Welcome to Coconuts Beachfront # ...
From $432 per night (USD)
VRBO
From $163 per night (USD)
Expedia
1-bedroom condo just a short walk to Anna Maria Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Holmes Beach's delightful coastal town offers you a fantastic stay at our cozy 1-bedroom condo. Nestled just a short wal ...
From $163 per night (USD)
Expedia
From $389 per night (USD)
VRBO
September Golf Cart Special
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Island Time 104 at Seaside Beach House is a condominium that has long been a favorite to visitors of Holmes Beach and An ...
From $389 per night (USD)
VRBO
From $403 per night (USD)
Expedia
WONDERFUL BEACH VIEWS AND LARGE POOL!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
4200 Gulf Drive, Holmes Beach, Anna Maria Island Gulf Sands # 203 ... Beautiful views of the gulf from this updated 2 b ...
From $403 per night (USD)
Expedia
Click For Pricing
VRBO
Resort Sixty-Six, Holmes Beach, Florida, 1 Bedroom Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
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
VRBO
Click For Pricing
Expedia
Amazing Resort Sixty-Six, 1 Bedroom Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
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 $258 per night (USD)
VRBO
Closer to the beach does not work: comfortable apartment at ground level on the beach.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
ATTENTION: We rent with 1 week minimum: Saturday to Saturday Old Florida Feeling: bungalow right on the beach on level - ...
From $258 per night (USD)
VRBO
From $296 per night (USD)
Expedia
Lovely 2 bedroom duplex on Anna Maria Island, great location, pet friendly!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Isle Haven B will let you make beautiful memories - it's the perfect beach getaway to relax and enjoy the classic Florid ...
From $296 per night (USD)
Expedia
From $962 per night (USD)
VRBO
⚓ Newly Renovated!, Private pool home 5 min> walk to beach!⚓🐕🏖🌅
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Sweet Home Anna Maria! ⚓Walk to Manatee Public Beach, Grocery Stores, Restaurants, Shopping & More! ⚓Private ...
From $962 per night (USD)
VRBO
From $227 per night (USD)
Expedia
Egret at Blue Lagoon on Anna Maria Island - By Island Real Estate Vacations
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just perfect! From the tasteful beachy decor to the fully appointed kitchen you won’t find more welcoming accommodations ...
From $227 per night (USD)
Expedia
From $326 per night (USD)
VRBO
Private 3BR Heated Pool Villa - Sea Glass on Anna Maria - By Island Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
When you arrive at “SeaGlass” you are greeted with pleasant landscaping, a gorgeous brick driveway, and an adorable home ...
From $326 per night (USD)
VRBO
From $449 per night (USD)
Expedia
Perfect Beachfront Getaway! See the sunsets and feel the breeze!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Coconuts Beachfront #107 by AMI Locals Holmes Beach Gulf Front Condo VRC18-000060 Experience beachfront bliss at Coco ...
From $449 per night (USD)
Expedia
From $696 per night (USD)
VRBO
TRUE BEACHFRONT HOME DIRECTLY ON SUGAR WHITE SANDS WITH HEATED POOL - IDYLLIC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
IN THE EVENT OF A MANDATORY EVACUATION DUE TO A STORM/HURRICANE ALL GUESTS WILL RECEIVE A FULL REFUND. Gaze Vacations ...
From $696 per night (USD)
VRBO
From $368 per night (USD)
VRBO
Dragonfly Breeze - Private Home w/ Heated Pool, Fee Wifi, Steps to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Dragonfly Breeze, a 3 bedroom and 2 bathroom elevated private pool home located in Holmes Beach, just a short ...
From $368 per night (USD)
VRBO
From $411 per night (USD)
VRBO
September Golf Cart Special
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Experience all the best elements of the perfect Island vacation in this well-appointed rental home. It is located just a ...
From $411 per night (USD)
VRBO
From $467 per night (USD)
Expedia
Island Time – Coastal Home w/ Lagoon-Style Pool & Spa, Short Walk to Holmes Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Island Time! On Anna Maria Island (Holmes Beach, FL) Island Time is a Spacious Coastal Retreat with a Privat ...
From $467 per night (USD)
Expedia
From $431 per night (USD)
VRBO
One block to beach! 3 bedroom home with pool and backyard oasis.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Walking on Sunshine by AMI Locals Home in Holmes Beach, Florida VRC19-000232 Your dream vacation awaits at Walking on S ...
From $431 per night (USD)
VRBO
From $364 per night (USD)
Expedia
Island Hideaway East: 5 Minute Walk to Beach, Private Pool by Anna Maria Life Vacation Rentals
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Island Hideaway East by Anna Maria Life Vacation Rentals 308B 67th St., Holmes Beach, FL 34217 What you'll love about t ...
From $364 per night (USD)
Expedia
From $295 per night (USD)
VRBO
Cute 3/2 Cottage close to Beach and centrally located.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC21-000048 Swizzle On The Sound is just a short stroll to the beautiful beaches of Anna Maria Island from your own pi ...
From $295 per night (USD)
VRBO
From $677 per night (USD)
Expedia
Book Swell Life: 4-Bedroom Paradise Steps from the Beach with Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Swell Life by AMI Locals Home in Holmes Beach, Florida VRC21-000150 Experience a slice of paradise at Swell Life, a ...
From $677 per night (USD)
Expedia
From $222 per night (USD)
VRBO
LOCATION!! Cabana just steps from the beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Welcome to Anna Maria Island the # 1 spot for a perfect getaway. Bask in the tropical paradise of AMI with white sugar ...
From $222 per night (USD)
VRBO
From $387 per night (USD)
Expedia
Dream luxury home on Anna Maria Island, heated private pool - pet friendly!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This lovely new island 2 bedrooms, 2.5 baths luxury home with private heated pool is a dream. Fishful Thinking is positi ...
From $387 per night (USD)
Expedia
From $1686 per night (USD)
VRBO
AMI’s Largest Rental, 4 kitchens, Spa, Heated Pool, Rooftop Deck.
Bedrooms:
8
Bathrooms:
10
Sleeps:
24
Large family or group rental. This unique property with 5 suites is great for families or groups. Each suite has its own ...
From $1686 per night (USD)
VRBO
From $284 per night (USD)
Expedia
Salty Harbor AMI pool retreat near the Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Stunning Fall 2024 renovation completed! Charming Salty Harbor boasts a private heated pool and sits on a quaint corner ...
From $284 per night (USD)
Expedia
From $488 per night (USD)
VRBO
Large Beach Home 5 Houses from Sand! Heated Pool, Game Room, Sun Deck & Tiki Bar
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Spacious 4BR/4BA Beach Home with Heated Pool, Tiki Bar, Game Room & Beach Gear Galore Welcome to your ultimate beach ge ...
From $488 per night (USD)
VRBO
From $209 per night (USD)
VRBO
Enjoy the Island Life on Anna Maria Island!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The location is very quiet and private. It's a short walk to Holmes Beach, Duffy s Tavern, Hurricane Hanks, The Feast, ...
From $209 per night (USD)
VRBO
From $388 per night (USD)
VRBO
3 bedroom, on AMI, heated private pool, PET FRIENDLY!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The family friendly Florida vacation you need is waiting at Mykonos! This Anna Maria Island beach rental has it all. Fro ...
From $388 per night (USD)
VRBO
From $835 per night (USD)
Expedia
Conch House - 7 Homes to the Beach - Amazing Pool Area with TV
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to the Conch House, a Charleston inspired beach house unlike any other home and without compromise in craftsmans ...
From $835 per night (USD)
Expedia

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