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

$Anna Maria Island \Star Fish\Condo & Boat Slip-2BR-2BA-Sleeps4$
From $262 per night (USD)
VRBO
Anna Maria Island \"Star Fish\"Condo & Boat Slip-2BR-2BA-Sleeps4
Bedrooms:
2
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 $262 per night (USD)
VRBO
$Sandy Point 114 - Anna Maria Island -Townhouse 3 Bedroom\/ 3 Bath, maximum...$
From $397 per night (USD)
Expedia
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 $397 per night (USD)
Expedia
$Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie$
From $787 per night (USD)
VRBO
Thanksgiving dinner included: 15lb Turkey\/Sweet Potato Mash\/Pumpkin Pie
Bedrooms:
4
Bathrooms:
6
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 $787 per night (USD)
VRBO
From $905 per night (USD)
Expedia
For Shore: Steps to beach, partial Gulf views, heated pool!
Bedrooms:
5
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 $905 per night (USD)
Expedia
From $619 per night (USD)
VRBO
GORGEOUS 3 BEDROOM POOL HOME JUST STEPS TO BEACH
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Two For Sea ... Light and bright, beautifully decorated 3 bedroom, 3 bath newer home located in the city of Holmes Beac ...
From $619 per night (USD)
VRBO
$510 Bayview - Anna Maria Island - Private home 5 Bedroom \/ 5 Bath with...$
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
$Sandy Point 205 - Anna Maria Island - Condo 2 Bedroom\/ 2 Bath, maximum...$
From $387 per night (USD)
VRBO
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 $387 per night (USD)
VRBO
$LaPlayita 5 - Anna Maria Island - Condo 2 Bedroom \/ 2 Bath , maximum...$
From $573 per night (USD)
Expedia
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 $573 per night (USD)
Expedia
From $208 per night (USD)
VRBO
POOL HOME OPEN FOR THE SUMMER! BRING YOUR BOAT! MONTH MINIMUM - GREAT PRICE AND A GREAT LOCATION!
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
239 85th Street, Holmes Beach, Anna Maria Island Bailey's Home ... Lovely and spacious 3 bedroom, 2 bath home. Recently ...
From $208 per night (USD)
VRBO
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Expedia
Beach Bay Serenity: Pine Ave canal front pool home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
If you enjoy salt air and sea breezes, morning coffee on your patio, walking miles and miles of white sandy beach and sw ...
Click For Pricing
Expedia
From $590 per night (USD)
VRBO
Seaside Beach House 203 Gulf Front Condo Pool Unforgettable Sunset Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
VRC20-000296 This property is thoroughly cleaned and sanitized prior to your arrival. We pay special attention to high ...
From $590 per night (USD)
VRBO
From $695 per night (USD)
Expedia
Sea La Vie: 1.5 Blocks to Beach, Pool, Tropical Backyard & Pool by Anna Maria Life Vacation Rentals
Bedrooms:
3
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 $695 per night (USD)
Expedia
From $697 per night (USD)
VRBO
Florida Breeze: Pool home in perfect central location!
Bedrooms:
3
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 $697 per night (USD)
VRBO
From $356 per night (USD)
Expedia
(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 $356 per night (USD)
Expedia
From $1150 per night (USD)
VRBO
ISLAND LIFE VILLA is Luxury at it's Finest! Incredible Water Views!
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
*During high season, we currently rent Saturday – Saturday. Please adjust your date range or contact our reservations of ...
From $1150 per night (USD)
VRBO
From $535 per night (USD)
Expedia
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 $535 per night (USD)
Expedia
$Turtle Nest! New Holiday House w\/ Pool, Wifi, and Access to the Beach$
From $486 per night (USD)
VRBO
Turtle Nest! New Holiday House w\/ Pool, Wifi, and Access to the Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This comfortable and tastefully furnished vacation home was built in 2012 and offers everything you need for a relaxed v ...
From $486 per night (USD)
VRBO
Click For Pricing
Expedia
Bayfront & dog-friendly home with heated private boat dock, pool & spa
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Royale View Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
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Expedia
From $717 per night (USD)
VRBO
Charming Private Home, Private Pool and Spa. Fenced Yard, Updates Throughout
Bedrooms:
4
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 $717 per night (USD)
VRBO
$1\/1 Condo, Blocks from the Beach$
From $203 per night (USD)
Expedia
1\/1 Condo, Blocks from the Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Updated 1/1 Condo in a quiet community on gorgeous Anna Maria Island. You will be blocks away from the beautiful white ...
From $203 per night (USD)
Expedia
From $513 per night (USD)
VRBO
Island Time: Gulf front condo 20 ft to the beach with shared pool
Bedrooms:
2
Bathrooms:
2
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 $513 per night (USD)
VRBO
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Expedia
Luxurious Resort Sixty-Six, Studio, Not Far From Your Savory Delights
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
Click For Pricing
VRBO
Resort Sixty-Six, Holmes Beach, Florida, 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
Click For Pricing
Expedia
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
Expedia
From $369 per night (USD)
VRBO
WONDERFUL BEACH VIEWS AND LARGE POOL!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
4200 Gulf Drive, Holmes Beach, Anna Maria Island Gulf Sands # 203 ... Beautiful views of the gulf from this updated 2 b ...
From $369 per night (USD)
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 $324 per night (USD)
VRBO
Lovely 2 bedroom duplex on Anna Maria Island, great location, pet friendly!
Bedrooms:
2
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 $324 per night (USD)
VRBO
From $413 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 $413 per night (USD)
Expedia
From $486 per night (USD)
VRBO
Private 3BR Heated Pool Villa - Sea Glass on Anna Maria - By Island Real Estate
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
When you arrive at “SeaGlass” you are greeted with pleasant landscaping, a gorgeous brick driveway, and an adorable home ...
From $486 per night (USD)
VRBO
From $776 per night (USD)
Expedia
Perfect 1-bedroom Beachfront Getaway!! See the sunsets and feel the breeze!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Highlights: -large bay of windows perfectly frame the beach from the kitchen, living, and dining areas -Screened porch - ...
From $776 per night (USD)
Expedia
From $503 per night (USD)
VRBO
Summer Wind- An island getaway in the perfect location.
Bedrooms:
3
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 $503 per night (USD)
VRBO
From $1011 per night (USD)
Expedia
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 $1011 per night (USD)
Expedia
From $922 per night (USD)
VRBO
Island Time - Ready for Guests, February 2025!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Island Time! On Anna Maria Island (Holmes Beach, FL) Ground Level Spacious Home w/Lagoon Style Enclosed Heat ...
From $922 per night (USD)
VRBO
From $272 per night (USD)
Expedia
Island Hideaway East: No Storm Damage! Pool Open! by Anna Maria Life Vacation Rentals
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Island Hideaway East is ready for your vacation! We had to take a brief pause to regroup but…Island Hideaway East is re ...
From $272 per night (USD)
Expedia
$Cute 3\/2 Cottage close to Beach and centrally located.$
From $468 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 $468 per night (USD)
VRBO
From $242 per night (USD)
Expedia
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 $242 per night (USD)
Expedia
From $574 per night (USD)
VRBO
Dream luxury home on Anna Maria Island, heated private pool - pet friendly!
Bedrooms:
3
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 $574 per night (USD)
VRBO
From $448 per night (USD)
Expedia
Salty Harbor AMI pool retreat near the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Our charming Salty Harbor boasts a private heated pool and sits on a quaint corner of AMI. Upon arriving you will immedi ...
From $448 per night (USD)
Expedia
From $502 per night (USD)
VRBO
3 bedroom, on Anna Maria Island, 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 $502 per night (USD)
VRBO
From $892 per night (USD)
Expedia
Conch House - 7 Homes to the Beach - Amazing Pool Area with TV
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to the Conch House, a Charleston inspired beach house unlike any other home and without compromise in craftsmans ...
From $892 per night (USD)
Expedia
From $332 per night (USD)
VRBO
3 bedroom home on Anna Maria Island, great location, pet friendly!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Summer, season, or in between - this 3 bedroom, 3 bath home is your island retreat. Located in a quiet residential neigh ...
From $332 per night (USD)
VRBO
From $352 per night (USD)
Expedia
Cozy Retro Cottage located less then 2 blocks from the Gulf Beach - Heated Pool in Private Oasis!
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Welcome to Flip Cottage located just 1 block from the Gulf beaches of Anna Maria Island. Flip is a ground level half dup ...
From $352 per night (USD)
Expedia
$Beachfront Condo w\/ Large Balcony & Beautiful Views of Gulf of Mexico$
From $501 per night (USD)
VRBO
Beachfront Condo w\/ Large Balcony & Beautiful Views of Gulf of Mexico
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
NOTE: the pool and elevator at this property are currently not available. Imagine waking up every morning to a million ...
From $501 per night (USD)
VRBO
From $234 per night (USD)
Expedia
Crow's Nest Spinnakers Cottages: 250 Steps to Beach! Pool!
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Crow's Nest Spinnakers Cottages by Anna Maria Life Vacation Rentals 202 56th St. #2, Holmes Beach, FL 34217 What You'll ...
From $234 per night (USD)
Expedia
From $412 per night (USD)
VRBO
AMI Sand Dollar: Dog Friendly, Private Pool, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
AMI Sand Dollar by Anna Maria Life Vacation Rentals 6403 B Holmes Blvd, Holmes Beach, FL 34217 What You'll Love About T ...
From $412 per night (USD)
VRBO
From $311 per night (USD)
Expedia
Sunset Beach 102: Gulf Front, Stunning Views, On the Beach, Pool by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
2716 Gulf Dr., #102, Holmes Beach, FL 34217 What You'll Love About This Homes: Location! Beach Front with Gulf Views! ...
From $311 per night (USD)
Expedia
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VRBO
Barefoot Bungalow:Dog Friendly, Screened Pool, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Barefoot Bungalow by Anna Maria Life Vacation Rentals 213 70th St., Holmes Beach, FL 34217 What You'll Love About This ...
Click For Pricing
VRBO
From $364 per night (USD)
Expedia
AMI Starfish: Private Pool, Dog Friendly, 2 Blocks to Beach by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
AMI Starfish by Anna Maria Life Vacation Rentals 6403 A Holmes Blvd., Holmes Beach, FL 34217 What You'll Love About Thi ...
From $364 per night (USD)
Expedia
From $248 per night (USD)
VRBO
Island villa with heated private pool, tranquil courtyard, easy beach access
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Blue Wave Villa West Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $248 per night (USD)
VRBO
From $695 per night (USD)
Expedia
Stylish & relaxing villa with heated pool - blocks from the beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Turtle Cove East and West Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $695 per night (USD)
Expedia
From $134 per night (USD)
VRBO
Peaceful condo with pool, tennis, fishing dock, & tennis - serenity awaits
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
West Bay Point 12 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $134 per night (USD)
VRBO
$Beautiful lakeside home w\/ upscale amenities, heated private pool & fishing dock$
From $407 per night (USD)
Expedia
Beautiful lakeside home w\/ upscale amenities, heated private pool & fishing dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spectacular Saltwater Seas Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $407 per night (USD)
Expedia
From $393 per night (USD)
VRBO
Dog-friendly seaside home - heated private pool & spa, great location near beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Tropical Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $393 per night (USD)
VRBO
$Dog-friendly cottage w\/ island views, shared pool & private patio - beach nearby$
From $332 per night (USD)
Expedia
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 $332 per night (USD)
Expedia
From $429 per night (USD)
VRBO
Welcoming condo with pool, Gulf views & great location - walk to the beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Palm Isle Village 3208 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $429 per night (USD)
VRBO
From $1130 per night (USD)
Expedia
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 $1130 per night (USD)
Expedia
From $740 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 $740 per night (USD)
VRBO
From $732 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 $732 per night (USD)
Expedia
From $279 per night (USD)
VRBO
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 $279 per night (USD)
VRBO
$Brand new dog-friendly home w\/ heated private pool in prime locale$
Click For Pricing
Expedia
Brand new dog-friendly home w\/ heated private pool in prime locale
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Sunset Glow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
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Expedia
From $501 per night (USD)
VRBO
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 $501 per night (USD)
VRBO
$Darling beachside villa w\/ space & privacy - a cozy coastal florida experience$
From $815 per night (USD)
Expedia
Darling beachside villa w\/ space & privacy - a cozy coastal florida experience
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Playa Casanas Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $815 per night (USD)
Expedia
From $565 per night (USD)
VRBO
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 $565 per night (USD)
VRBO
From $239 per night (USD)
Expedia
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 $239 per night (USD)
Expedia
From $260 per night (USD)
VRBO
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 $260 per night (USD)
VRBO
From $238 per night (USD)
Expedia
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 $238 per night (USD)
Expedia
$Tropical-themed getaway w\/ heated private pool - walk to free trolley, shopping$
From $403 per night (USD)
VRBO
Tropical-themed getaway w\/ heated private pool - walk to free trolley, shopping
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Island Time Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $403 per night (USD)
VRBO
From $418 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 $418 per night (USD)
Expedia
From $409 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 $409 per night (USD)
VRBO
$Spacious dog-friendly home w\/ heated private pool, a few blocks from the beach$
From $789 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 $789 per night (USD)
Expedia
From $321 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 $321 per night (USD)
VRBO
From $273 per night (USD)
Expedia
Conveniently located home with WiFi & pool - near beach, dining, shopping
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Turtle Cove West Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $273 per night (USD)
Expedia
From $440 per night (USD)
VRBO
Island-style townhome with WiFi & pool - minutes from the beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
North Beach Village 27 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $440 per night (USD)
VRBO
From $483 per night (USD)
Expedia
Waterfront home with heated pool + spa, patio, grill, & free WiFi - dog-friendly
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
3 Oars Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dat ...
From $483 per night (USD)
Expedia
From $746 per night (USD)
VRBO
Home near the Beach. SUP Paddleboards, Large Private Pool - Pure Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Pure Beach by Anna Maria Island Locals Home in Holmes Beach, FL VRC21-000101 Welcome to Pure Beach, a luxurious three- ...
From $746 per night (USD)
VRBO
From $165 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 $165 per night (USD)
Expedia
From $379 per night (USD)
VRBO
One Bedroom Island Luxury Cottage located less than 2 blocks from the beach.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Flop Cottage located 1 block from the Gulf beaches of Anna Maria Island. Flop Cottage is a ground level half ...
From $379 per night (USD)
VRBO
From $879 per night (USD)
Expedia
Beach Front Home on Anna Maria Island - Great Views! Pool! Sleeps 10!
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Experience Anna Maria Island at its best! This luxury beach-front home located in Holmes Beach is in the monthly rental ...
From $879 per night (USD)
Expedia
From $334 per night (USD)
VRBO
Holmes Beach Family Home: 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 $334 per night (USD)
VRBO
$Inviting Coastal Getaway w\/ Easy Beach Access, Full Kitchen$
From $212 per night (USD)
Expedia
Inviting Coastal Getaway w\/ Easy Beach Access, Full Kitchen
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Cozy Crab Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $212 per night (USD)
Expedia
Click For Pricing
VRBO
Breezy condo with ocean views and shared pool - near beaches and restaurants
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Water's Edge 109 N Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
Click For Pricing
VRBO
From $256 per night (USD)
Expedia
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 $256 per night (USD)
Expedia
$Ground Floor Luxury Villa in Prime Location, Steps to Beach, Heated Pool\/Spa$
From $771 per night (USD)
VRBO
Ground Floor Luxury Villa in Prime Location, Steps to Beach, Heated Pool\/Spa
Bedrooms:
7
Bathrooms:
7
Sleeps:
12
Prime Location! VERY CLOSE TO BEACH!!! Luxurious ground level home located at 124 50th Street, Holmes Beach, in the „Gol ...
From $771 per night (USD)
VRBO
From $237 per night (USD)
Expedia
Cabin 2 Spinnakers Cottages: Dog Friendly - 250 Steps to Beach Home
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cabin 2 Spinnakers Cottages by Anna Maria Life Vacation Rentals 204 56th St. #2, Holmes Beach, FL 34217 What You'll Lov ...
From $237 per night (USD)
Expedia
From $1297 per night (USD)
VRBO
BUENA VISTA LUXURY BEACHFRONT 4BR - Anna Maria Island - By Island Real Estate Va
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Top 10 Gulfview on Anna Maria Island!!! You can see for miles in both direction down the beach. Luxury condominium “Buen ...
From $1297 per night (USD)
VRBO
From $1569 per night (USD)
Expedia
DIRECT BEACH FRONT - Luxury 4BR Condo - Anna Maria Island- By Island Real Estate
Bedrooms:
4
Bathrooms:
5
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 $1569 per night (USD)
Expedia
From $308 per night (USD)
VRBO
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 $308 per night (USD)
VRBO
From $560 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 $560 per night (USD)
Expedia
From $585 per night (USD)
VRBO
Condo with great seaside location near beaches and shared pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Water's Edge 208 S Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $585 per night (USD)
VRBO
From $331 per night (USD)
Expedia
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 $331 per night (USD)
Expedia
$Cheerful condo with patio & pool\/tennis - walk a few steps to the beach$
From $243 per night (USD)
VRBO
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 $243 per night (USD)
VRBO
From $262 per night (USD)
Expedia
Adorable beachfront rental in a great location with Gulf access right outside
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Playa Casanas South Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $262 per night (USD)
Expedia
From $790 per night (USD)
VRBO
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 $790 per night (USD)
VRBO
From $507 per night (USD)
Expedia
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 $507 per night (USD)
Expedia
From $328 per night (USD)
VRBO
Casual beachside getaway with pool, sauna, and easy beach access
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
Water's Edge 105 South Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $328 per night (USD)
VRBO
From $326 per night (USD)
Expedia
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 $326 per night (USD)
Expedia
From $1442 per night (USD)
VRBO
Buena Vista #2: No Storm Damage! Pool Open! 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 $1442 per night (USD)
VRBO
From $470 per night (USD)
Expedia
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 $470 per night (USD)
Expedia
From $992 per night (USD)
VRBO
GLORIOUS DAZE Beach House POOL! SPA! GOLFCART! ELEVATOR! 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 $992 per night (USD)
VRBO
From $269 per night (USD)
Expedia
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 $269 per night (USD)
Expedia

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