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

Anna Maria Rentals

From $424 per night (USD)
VRBO
Private Heated Pool and Close to the beach with beach gear and Dog friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This nicely appointed 2 bedroom, 2 bath ground floor home with Private Pool is located one very short block to the beaut ...
From $424 per night (USD)
VRBO
From $467 per night (USD)
Expedia
Beach House Anna Maria Island, FL - 1 block to beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Welcome to this beautiful home in North Beach Village on Anna Maria Island, where coastal charm and exceptional privacy ...
From $467 per night (USD)
Expedia
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VRBO
Gulf of Mexico On The BEACH !
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
1 Bedroom, 1 Bath with full Pullman Kitchen. Sleeps 4, Pull Out Couch in Living Room. Directly on the BEACH !! Pool and ...
Click For Pricing
VRBO
From $446 per night (USD)
Expedia
Close to Beach with Private Saltwater Pool - Casa Azul
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Casa Azul by Anna Maria Island Locals Home in Holmes Beach, FL VRC21-000108 Casa Azul is a stunning vacation home nest ...
From $446 per night (USD)
Expedia
From $1367 per night (USD)
VRBO
Amazing home with WATERSLIDE! One Block off beach! Life is Just Beachy here!
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Welcome to Just Beachy on beautiful Anna Maria Island! Have the trip of a lifetime at this beautifully appointed 6 bedro ...
From $1367 per night (USD)
VRBO
From $973 per night (USD)
Expedia
Mainsail Beach Inn 2 Bedroom Beach Facing Unit
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The furnishings and appointments in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bed ...
From $973 per night (USD)
Expedia
From $1048 per night (USD)
VRBO
Mainsail Beach Inn 2 Bedroom Beach Front Unit
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The furnishings and appointments in your private Holmes Beach vacation rental are elegant, fresh and bright. The two bed ...
From $1048 per night (USD)
VRBO
From $983 per night (USD)
Expedia
Mainsail Beach Inn 3 Bedroom Beach Front unit
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Our spacious three bedroom beachfront retreats offer up to 1,627 square feet of fully furnished living space, perfect fo ...
From $983 per night (USD)
Expedia
From $1060 per night (USD)
VRBO
Mainsail Beach Inn 3 Bedroom Townhouse
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
The interior decor in your private Holmes Beach vacation rental is elegant, fresh and bright. These three bedroom, three ...
From $1060 per night (USD)
VRBO
From $398 per night (USD)
Expedia
2 MIN WALK TO GULF BEACHES, LG HEATED POOL, XLG LANAI - GAS GRILL and More
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Whispering Palms Villa at North Beach Village is a bright and sunny, tastefully decorated beach style townhouse located ...
From $398 per night (USD)
Expedia
From $402 per night (USD)
VRBO
Beautiful bungalow with private pool! Close to beach!
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Day Break Bungalow by Anna Maria Island Locals Home in Holmes Beach, FL Features: • Pool • BBQ grill, Backyard patio po ...
From $402 per night (USD)
VRBO
From $490 per night (USD)
Expedia
Ground level home with private pool, just steps to the beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Mermaids Watch by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Private backyard with a heated pool ...
From $490 per night (USD)
Expedia
$WE 102 Beautiful Gulf Front 2\/2 Pool Condo Relax On Sugar Sand Beach$
From $274 per night (USD)
VRBO
WE 102 Beautiful Gulf Front 2\/2 Pool Condo Relax On Sugar Sand Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC21-000027 Waters Edge Condo 102N is a newly renovated two bedroom, two bath unit, located at 5808 Gulf Drive in Holm ...
From $274 per night (USD)
VRBO
From $708 per night (USD)
Expedia
Best Value on Anna Maria Island, Heated Pool, 1.5 Blocks from Beach, Pets OK!
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
This upper and lower unit duplex home is located steps from the Gulf of Mexico on historic Anna Maria Island. These Holm ...
From $708 per night (USD)
Expedia
From $411 per night (USD)
VRBO
Charming Cottage, one block off beach with a private pool and gorgeous backyard!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Caribbean Reef by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Private heated pool • Private patio ...
From $411 per night (USD)
VRBO
From $589 per night (USD)
Expedia
Luxury home with private pool and spa, short walk to beach! - Mojito Splash
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Mojito Splash by AMI Locals Home in Holmes Beach 34217 VRC18-000068 Welcome to Mojito Splash! This stunning five-bed ...
From $589 per night (USD)
Expedia
$Sea Esta 3\/2 Duplex Private Pool Close To Tennis Boat Ramp Dining$
From $247 per night (USD)
VRBO
Sea Esta 3\/2 Duplex Private Pool Close To Tennis Boat Ramp Dining
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC19-000216 Sea-Esta located at 409 63rd St in Holmes Beach is a three bedroom two bathroom, ground level unit, that s ...
From $247 per night (USD)
VRBO
$Beach Therapy Beautiful Retreat 3\/2 Pool Townhouse Close To Beaches$
From $375 per night (USD)
Expedia
Beach Therapy Beautiful Retreat 3\/2 Pool Townhouse Close To Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC 21-000087 Beach Therapy is located at 6323 Gulf Dr. in Holmes Beach. This townhome is a light, bright and recently ...
From $375 per night (USD)
Expedia
From $359 per night (USD)
VRBO
Bollinger Duplex Both Sides 3 Bedroom Pet Friendly
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
VRC16-000478 & VRC16-000479 Bollinger Duplex is thoroughly cleaned and sanitized prior to your arrival. We pay special a ...
From $359 per night (USD)
VRBO
From $796 per night (USD)
Expedia
Sunkissed&Salty: Prime Location!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
No hurricane damage from Helene or Milton! We are welcoming guests for 2025! Dreamy Amenities. Prime Island Location. ...
From $796 per night (USD)
Expedia
From $271 per night (USD)
VRBO
Bollinger Duplex A Pet Friendly 2 Bedroom One Block From Beach
Bedrooms:
3
Bathrooms:
5
Sleeps:
6
VRC16-000478 Bollinger Duplex is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to hi ...
From $271 per night (USD)
VRBO
From $624 per night (USD)
Expedia
Mainsail Beach Inn Charming Beach Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Located on the first floor of Mainsail Beach Inn, offering a small patio and close proximity to the pool, an amazing val ...
From $624 per night (USD)
Expedia
From $586 per night (USD)
VRBO
Sapphire Beach House by Duncan Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Casual yet luxurious, this three-bedroom duplex with a private, heated pool and close proximity to the beach is the perf ...
From $586 per night (USD)
VRBO
From $482 per night (USD)
Expedia
Ideal Family Getaway: Private Pool 2 Mins from the Beach - Lay'By, Too
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Lay'By, Too by AMI Locals Home in Holmes Beach, Florida VRC16-000175 Welcome to Lay'By, Too! This vibrant ground-level ...
From $482 per night (USD)
Expedia
From $430 per night (USD)
VRBO
Stylish Duplex Retreat with Heated Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC16-000510 While Away A: Modern Elegance Steps from Holmes Beach Welcome to While Away A, a stylish 2-bedroom, 2-bath ...
From $430 per night (USD)
VRBO
$WE 106 Lovely Gulf Front 1\/1 Pool Condo Relax On Sugar Sand Beach$
From $201 per night (USD)
Expedia
WE 106 Lovely Gulf Front 1\/1 Pool Condo Relax On Sugar Sand Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
VRC21-000074 Waters Edge Unit 106S, located at 5806 Gulf Drive in the northern end of Holmes Beach, is a spacious one b ...
From $201 per night (USD)
Expedia
From $430 per night (USD)
VRBO
Seaside Beach House 201 Gulf Front Condo Pool Unforgettable Sunset Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC16-000507 Seaside Beach House #201 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a ...
From $430 per night (USD)
VRBO
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Expedia
North Beach Village 40 - 3BR Townhome - Anna Maria Island - By Island Real Estat
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Experience the magic of Anna Maria Island with our stunning vacation rental, "Sans Souci - North Beach Village 40." This ...
Click For Pricing
Expedia
From $372 per night (USD)
VRBO
Across the street from the Beach!-Sandpiper Villa
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sandpiper Villa by AMI Locals Home in Holmes Beach, Florida Welcome to Sandpiper Villa, a coastal paradise across the s ...
From $372 per night (USD)
VRBO
$Tarpon House-Luxury 4\/4 Home on Anna Maria Island$
From $840 per night (USD)
Expedia
Tarpon House-Luxury 4\/4 Home on Anna Maria Island
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
What You'll Love About This Home: Location! 3 Blocks to the Beach! 4 Bedrooms / 4 Bathrooms 3 King Beds, Two Sets of Bu ...
From $840 per night (USD)
Expedia
From $465 per night (USD)
VRBO
Anna Maria Island Direct Beachfront Condo- Awesome View and Amazing Sunsets
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
View dolphins, terns, gulls, sandpipers, and other shorebirds from your 22 foot wide screened lanai. Walk directly out ...
From $465 per night (USD)
VRBO
From $359 per night (USD)
Expedia
Perfectly Located Near the Beach and Shopping!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Saltwater Palms by AMI Locals Townhome in Holmes Beach, FL Located just across the street from the Gulf Beaches! Highl ...
From $359 per night (USD)
Expedia
From $340 per night (USD)
VRBO
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 $340 per night (USD)
VRBO
From $296 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 $296 per night (USD)
Expedia
$DIRECT GULFRONT CONDO - 2BR\/2BA Condo with pool and tennis - By Island Real Esta$
From $392 per night (USD)
VRBO
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 $392 per night (USD)
VRBO
From $306 per night (USD)
Expedia
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)
Expedia
From $481 per night (USD)
VRBO
Holmes Sweet Holmes by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Nestled in a tranquil coastal community in beautiful Holmes Beach, the aptly named Holmes Sweet Holmes is the ideal spot ...
From $481 per night (USD)
VRBO
From $420 per night (USD)
Expedia
Duplex Near the Beach with Saltwater Pool with In-ground Spa - Blue Oasis East
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Blue Oasis East by Anna Maria Island Locals Duplex in Anna Maria, FL Landscaped backyard with a new saltwater pool and ...
From $420 per night (USD)
Expedia
From $461 per night (USD)
VRBO
Home with Saltwater Pool with In-ground Spa - Blue Oasis West
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 $461 per night (USD)
VRBO
From $321 per night (USD)
Expedia
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 $321 per night (USD)
Expedia
From $329 per night (USD)
VRBO
Island Serenity: North Beach Village, Dog Friendly, Short Walk to Beach by Anna Maria Life
Bedrooms:
3
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 $329 per night (USD)
VRBO
From $1126 per night (USD)
Expedia
One block off the beach! Waterslide and Rooftop deck!
Bedrooms:
7
Bathrooms:
6
Sleeps:
8
Pineapple Paradise by AMI Locals Home in Holmes Beach, Florida VRC19-000039 Come and visit Pineapple Paradise! This ...
From $1126 per night (USD)
Expedia
From $674 per night (USD)
VRBO
Experience Island Life! Great private Pool and Spa
Bedrooms:
2
Bathrooms:
4
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 $674 per night (USD)
VRBO
From $539 per night (USD)
Expedia
STEPS TO THE BEACH WITH POOL! CAN BE RENTED AS A 4 BEDROOM!
Bedrooms:
1
Bathrooms:
3
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 $539 per night (USD)
Expedia
From $505 per night (USD)
VRBO
STEPS TO THE BEACH WITH POOL! CAN BE RENTED AS A 4 BEDROOM!
Bedrooms:
1
Bathrooms:
3
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 $505 per night (USD)
VRBO
$GULF BEACH Directly in Front w\/ Heated Pool, FREE WiFi & Trolley, Great Sunsets!$
From $673 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 $673 per night (USD)
Expedia
Click For Pricing
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 ...
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VRBO
From $682 per night (USD)
Expedia
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 $682 per night (USD)
Expedia
From $794 per night (USD)
VRBO
EV Charger, Portside Paradise by SeaBreeze Vacation
Bedrooms:
7
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 ...
From $794 per night (USD)
VRBO
From $1477 per night (USD)
Expedia
Home with Pool and Spa, tropical backyard! Near the beach - Feelin' Beachy
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Feelin’ Beachy by AMI Locals Home in Holmes Beach, Florida VRC20-000140 Let the good times roll at Feelin' Beachy, a st ...
From $1477 per night (USD)
Expedia
Click For Pricing
VRBO
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
VRBO
From $457 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 $457 per night (USD)
Expedia
From $288 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 $288 per night (USD)
VRBO
$Cozy Cabana East - Renovated 2BR w\/ Private Heated Pool & Walk to Beach$
From $511 per night (USD)
Expedia
Cozy Cabana East - Renovated 2BR w\/ Private Heated Pool & Walk to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Cozy Cabana East! On Anna Maria Island (Holmes Beach, Florida) After sustaining hurricane damage, this charm ...
From $511 per night (USD)
Expedia
From $734 per night (USD)
VRBO
Pool home with WATERSLIDE! Close to beach! Perfect for family vacation
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Conch House by AMI Locals Home in Holmes Beach, Florida VRC18-000085 Welcome to Conch House, a stunning vacation home ...
From $734 per night (USD)
VRBO
From $1861 per night (USD)
Expedia
Luxury Beachfront Cottage with a Private Pool and Spa!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Beachfront Bungalow by Anna Maria Island Locals Home in Holmes Beach, FL Features: • Beachfront property with private ...
From $1861 per night (USD)
Expedia
From $796 per night (USD)
VRBO
Poolside unit at The Coconuts beachside complex
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Kitchen and Dining area, Living Room, Lanai with direct shared pool access Highlight: -Direct access to the Pool Area - ...
From $796 per night (USD)
VRBO
From $548 per night (USD)
Expedia
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 $548 per night (USD)
Expedia
From $910 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 $910 per night (USD)
VRBO
From $326 per night (USD)
Expedia
AMI Moana Villa 3-minute walk to the beach plus community heated pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Find everything you need for a fun and memorable beach getaway at this three-bedroom Holmes Beach rental! You'll have a ...
From $326 per night (USD)
Expedia
From $228 per night (USD)
VRBO
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 $228 per night (USD)
VRBO
From $1117 per night (USD)
Expedia
Large Home Directly on the Beach - By Island Real Estate Vacations
Bedrooms:
4
Bathrooms:
7
Sleeps:
12
Family friendly with fantastic views and directly on the Gulf of Mexico sound like your idea of a perfect vacation renta ...
From $1117 per night (USD)
Expedia
From $1150 per night (USD)
VRBO
Private Tropical Oasis so close to BEACH with a great Pool and Spa!
Bedrooms:
6
Bathrooms:
8
Sleeps:
16
Tropical Oasis by Anna Maria Island Locals Home in Holmes Beach, FL Highlights: • Private pool with waterfall, hot tub ...
From $1150 per night (USD)
VRBO
From $343 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 $343 per night (USD)
Expedia
From $712 per night (USD)
VRBO
Mainsail Beach Inn 2 Bedroom
Bedrooms:
3
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 $712 per night (USD)
VRBO
From $1168 per night (USD)
Expedia
Coastal Bliss- 2-Minute Walk (500 Feet) to the beach with private pool and spa
Bedrooms:
6
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 $1168 per night (USD)
Expedia
$Twin Palms: Big House Close to Beach, Heated Lagoon Pool, Infant\/Pet friendly$
From $461 per night (USD)
VRBO
Twin Palms: Big House Close to Beach, Heated Lagoon Pool, Infant\/Pet friendly
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Stay at the home of a NY Times best-selling food writer and her architectural designer/tech husband! Pet friendly, lots ...
From $461 per night (USD)
VRBO
From $221 per night (USD)
Expedia
Lazy Lizard! A Newly Renovated Island Cottage, Close to the Beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Photos Updated January 2025! LONG-TERM DISCOUNT: Stays of 4-weeks (28 nights) or more enjoy a 25% discount on the night ...
From $221 per night (USD)
Expedia
From $967 per night (USD)
VRBO
Incredible pool home near the beach - Take Me Away
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Take Me Away by AMI Locals Home in Holmes Beach, FL 34217 VRC20-000170 Welcome to Take Me Away, a lovely, recently reno ...
From $967 per night (USD)
VRBO
From $972 per night (USD)
Expedia
Pool and Beach Access: Ultimate Friends Getaway! - Coconuts Gulf View #117
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Coconuts Gulf View #117 by AMI Locals Condo in Holmes Beach, FL Coconuts Gulf View #117 is the ultimate spot for a fri ...
From $972 per night (USD)
Expedia
$⚓3\/2.5 Private Canal Front Pool Home on AMI⚓Close To Beaches$
From $252 per night (USD)
VRBO
⚓3\/2.5 Private Canal Front Pool Home on AMI⚓Close To Beaches
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Location, Location (see map): There are seven miles of pristine, quartz sand beaches shimmering along our island and you ...
From $252 per night (USD)
VRBO
$Coconuts108 - GULFFRONT - 1BR\/1BA with pool - By Island Real Estate Vacations$
From $433 per night (USD)
Expedia
Coconuts108 - GULFFRONT - 1BR\/1BA with pool - By Island Real Estate Vacations
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
“The Coconuts Beach Resort 108” is a 1 bed 1 bath beach front condo, nestled in the heart of Holmes Beach. Apart of the ...
From $433 per night (USD)
Expedia
From $321 per night (USD)
VRBO
Chapter 2: Renovated pool home, tiki hut and close to beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Welcome to Chapter 2 Create some magic memories in a slice of “Old Florida”. Relax outside in the heated saltwater p ...
From $321 per night (USD)
VRBO
From $483 per night (USD)
Expedia
Chiki Tiki West: Eclectic Beach House, Tiki Bar & Pool, 2.5 Blocks to Beach by Anna Maria Life
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Chiki Tiki West by Anna Maria Life Vacation Rentals 303 64th St, Unit A, Holmes Beach, FL 34217 What You'll Love About ...
From $483 per night (USD)
Expedia
From $429 per night (USD)
VRBO
Island Cottage with open living area, pool, ground floor very close to beach located in Holmes Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Bluefin Cottage located a few houses from the Gulf beaches of Anna Maria Island. Bluefin Cottage is a half d ...
From $429 per night (USD)
VRBO
From $472 per night (USD)
Expedia
Ebb Tide by Duncan Real Estate
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Come to this Island home and have a vacation of a lifetime! Totally remodeled, this 3-bedroom, 3-bath pool home is well ...
From $472 per night (USD)
Expedia
From $722 per night (USD)
VRBO
Private Heated Pool Home in Holmes Beach - Fernweh - By Island Real Estate Vaca
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Fernweh! (Means to crave for travel; being homesick for a place you've never been) New Luxury Home located at ...
From $722 per night (USD)
VRBO
$Beautiful 3BR \/2BA, Family Friendly Home w\/Private pool\/patio area$
From $345 per night (USD)
Expedia
Beautiful 3BR \/2BA, Family Friendly Home w\/Private pool\/patio area
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 bedroom 2 bathroom vacation home on beautiful Anna Maria Island, Just two short blocks from the most breathtaking whit ...
From $345 per night (USD)
Expedia
From $546 per night (USD)
VRBO
3 bedroom, luxury beach house on Anna Maria Island, private pool!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Palm Villa welcomes you to sunny AMI! Palm Villa is a very comfortable, casual, but well-appointed Florida island getawa ...
From $546 per night (USD)
VRBO
From $409 per night (USD)
Expedia
Holmes Beach Cottage Steps to the Beach with Heated Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to the Starfish Shack located just a few houses from the Gulf beaches of Anna Maria Island. The Starfish Shack i ...
From $409 per night (USD)
Expedia
From $265 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 A invites you to have your morning coffee or your evening cocktail and in the back ya ...
From $265 per night (USD)
VRBO
From $922 per night (USD)
Expedia
One house to the Beach with expansive heated pool!! Sleeps 8
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to Sunset Beach House just a few steps away from the Gulf beaches of Anna Maria Island. Sunset Beach is a 4 bed ...
From $922 per night (USD)
Expedia
Click For Pricing
VRBO
Updated 2 bedroom, beach condo on Anna Maria Island!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This is a bright and well maintained two bedroom/ two bath condo in desirable Westbay Pointe & Moorings Condominiums sit ...
Click For Pricing
VRBO
From $343 per night (USD)
Expedia
Seaside Beach House 102 Gulf Front Condo Pool Unforgettable Sunset Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC16-000503 Seaside Beach House #102 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a ...
From $343 per night (USD)
Expedia
From $450 per night (USD)
VRBO
Seaside Beach House 205 Gulf Front Condo Pool Unforgettable Sunset Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC16-000508 You will enjoy this gulf front condominium on Florida's Anna Maria Island. This is a smoke free two bedroo ...
From $450 per night (USD)
VRBO
From $395 per night (USD)
Expedia
Two Bedroom Cozy Island Home Right Around the Corner from Gulf Beaches. Lots of Amenities!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Loggerhead Beach House just a few houses from the Gulf beaches on Anna Maria Island. Loggerhead Beach House i ...
From $395 per night (USD)
Expedia
From $395 per night (USD)
VRBO
Beautiful cottage just around the corner from the beach with Private Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Seahorse Beach House located just a few houses from the Gulf beaches of Anna Maria Island. Seahorse Beach Hou ...
From $395 per night (USD)
VRBO
From $481 per night (USD)
Expedia
Ground Floor Cottage with 2 Master Suites and Private Heated Pool - Close to Beach!!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Castaway Cottage located 2 houses down from the Gulf beaches of Anna Maria Island. Castaway Cottage is a grou ...
From $481 per night (USD)
Expedia
From $395 per night (USD)
VRBO
Two Bedroom Ground Floor Island Home Sleeps 5 and Includes Heated Pool.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to the Sand Dollar Shack located just a few houses from the Gulf beaches on Anna Maria Island. The Sand Dollar S ...
From $395 per night (USD)
VRBO
From $462 per night (USD)
Expedia
Tiki Cottage: 2.5 Blocks to Beach, Pool with Swim up Tiki Bar by Anna Maria Live Vacation Rentals
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Tiki Cottage by Anna Maria Life Vacation Rentals 303 64th St, Unit B, Holmes Beach, FL 34217 2.5 Blocks to the Beach! ...
From $462 per night (USD)
Expedia
Click For Pricing
VRBO
Two bedroom private heated pool and hot tub, on AMI- pet friendly!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Island Delight is a cozy 2 bedroom one bath duplex with a private heated saltwater pool and hot tub in the Seaside Garde ...
Click For Pricing
VRBO
From $408 per night (USD)
Expedia
Cozy Cottage for 4 located steps from the beach. Heated Pool in private Patio.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Yellowfin Cottage located just 2 houses from the Gulf beaches on Anna Maria Island. Yellowfin Cottage is a gr ...
From $408 per night (USD)
Expedia
From $439 per night (USD)
VRBO
Coastal cute on Anna Maria Island, 2 bedroom with private pool! Pet friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
4
Coral Breeze (Units A and B) is your new paradise. Each 2 bedroom 2 bath side of this adorable duplex features everythin ...
From $439 per night (USD)
VRBO
$A Wright Place 2\/2 Private Pool Duplex Short Block To Beautiful Beaches$
From $262 per night (USD)
Expedia
A Wright Place 2\/2 Private Pool Duplex Short Block To Beautiful Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
VRC16-000511 A Wright Place, located at 6803 Holmes Blvd., is a comfortable two bedroom, two bath duplex with poolside ...
From $262 per night (USD)
Expedia
From $387 per night (USD)
VRBO
Two Bedroom Cottage with Tropical Landscaping Surrounding Private Heated Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Surf Camp Cottage located just 3 houses down from the Gulf beaches of Anna Maria Island. Surf Camp Cottage is ...
From $387 per night (USD)
VRBO
From $408 per night (USD)
Expedia
Ground Floor home for 5, short walk to beach and private heated pool! Lovely open living area
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Citrus Cottage located steps from the Gulf beaches of Anna Maria Island. Citrus Cottage is a ground level hal ...
From $408 per night (USD)
Expedia
From $336 per night (USD)
VRBO
Seaside Beach House 101 Gulf Front Condo Pool Unforgettable Sunset Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC16-000502 Seaside Beach House #101 located at 102 68th Street in Holmes Beach is a direct Gulf front complex with a ...
From $336 per night (USD)
VRBO
$GULF BEACH WALK OUT 3 BED\/2 BATH, Heated Pool, FREE WiFi & Trolley, A Rare...$
From $651 per night (USD)
Expedia
GULF BEACH WALK OUT 3 BED\/2 BATH, Heated Pool, FREE WiFi & Trolley, A Rare...
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**ASK ABOUT LAST MINUTE DEALS! This direct Gulf-front property is sure to be a hit! It has been completely ...
From $651 per night (USD)
Expedia
From $414 per night (USD)
VRBO
Seaside Beach House 105 Gulf Front Condo Pool Unforgettable Sunset Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC16-000506 You will enjoy this gulf front condominium on Florida's Anna Maria Island. This is a smoke free two-bedroo ...
From $414 per night (USD)
VRBO
From $873 per night (USD)
Expedia
Beautiful Island Home with Great Amenities, Pool, Grill, located close to the Gulf Beaches
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to Coconut Hideaway located just steps away from the Gulf beaches of Anna Maria Island. This beach house has a p ...
From $873 per night (USD)
Expedia

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