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 $1106 per night (USD)
VRBO
Pool, Spa, Games, and Tiki Bar! - View of the Gulf
Bedrooms:
5
Bathrooms:
7
Sleeps:
14
View of the Gulf by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000749 Welcome to View of the Gulf, a mag ...
From $1106 per night (USD)
VRBO
From $592 per night (USD)
Expedia
Private Home with large private pool. Pet Friendly! New Renovations!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Calypso Cottage by Anna Maria Vacations Home in Holmes Beach, Fl. 34217 VRC16-000622 Your island vacation awaits at Cal ...
From $592 per night (USD)
Expedia
From $821 per night (USD)
VRBO
Easy Walk to the Beach, Private Pool, Game Room, Rooftop Deck - Tiki Beach
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Tiki Beach by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000263 Welcome to Tiki Beach! This three-lev ...
From $821 per night (USD)
VRBO
From $699 per night (USD)
Expedia
Home with Private Pool and Spa. Outdoor TV, Grill - Palms By The Bay
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Palms By The Bay by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000361 Welcome to Palms By The Bay! Th ...
From $699 per night (USD)
Expedia
From $533 per night (USD)
VRBO
Private Beach Home, Steps to the Sand! Beach Gear!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Starfish by Anna Maria Vacations Private Home in Holmes Beach, FL Highlights: -30 second walk to the beach -1796 sq fee ...
From $533 per night (USD)
VRBO
From $537 per night (USD)
Expedia
Pet Friendly Private Duplex. Fenced Yard with Private Pool Short Walk to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hawaiian Tide by Anna Maria Vacations Home in Holmes Beach, Fl 34217 VRC17-000059 Welcome to Hawaiian Tide, a tropical ...
From $537 per night (USD)
Expedia
From $525 per night (USD)
VRBO
Large Private Beach Home. Private Heated Pool, Huge Balcony
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Seabreeze Cottage by Anna Maria Vacations Private Home in Holmes Beach, FL Highlights: -On our Professional Linen Servi ...
From $525 per night (USD)
VRBO
$Close to the Beach w\/ Private Pool and Spa! - Quiet Palms$
From $570 per night (USD)
Expedia
Close to the Beach w\/ Private Pool and Spa! - Quiet Palms
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Quiet Palms by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000364 Welcome to Quiet Palms, a peaceful para ...
From $570 per night (USD)
Expedia
From $726 per night (USD)
VRBO
Home with Private Pool, Outdoor Bar, Ping Pong, Close to Beach - Dolphin House
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Dolphin House by Anna Maria Vacations Home in Holmes Beach, Fl. 34217 VRC16-000338 Dolphin House offers a captivating t ...
From $726 per night (USD)
VRBO
From $377 per night (USD)
Expedia
Large Private Beach Home with Private Pool, 1 Minute from Sand! - Away To Play
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Away To Play by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC20-000047 Welcome to Away To Play! Get re ...
From $377 per night (USD)
Expedia
From $554 per night (USD)
VRBO
Elevated Beach Home with Private Heated Pool, Outdoor Bar
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Pineapple Key by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000364 Welcome to Pineapple Key, an inviting ...
From $554 per night (USD)
VRBO
From $702 per night (USD)
Expedia
5 Minute Walk to the Beach! Private Heated Pool, Pet Friendly
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Ocean Breeze by Anna Maria Vacations Home in Holmes Beach, FL. 34217 VRC16-000337 Vacation in one of the best Gulf of M ...
From $702 per night (USD)
Expedia
From $822 per night (USD)
VRBO
Entertainment for everyone! Private Saltwater Pool, Game Room
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Key Lime Beach House by Anna Maria Vacations Home in Holmes Beach, Fl. 34217 VRC000324 Welcome to Key Lime Beach ...
From $822 per night (USD)
VRBO
From $878 per night (USD)
Expedia
Private Beachfront Condo with Shared Pool & Private Balcony with Beach Views- La
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
LaPlage Unit # 2 by Anna Maria Vacations Condo in Holmes Beach, Fl. 34217 VRC18-000121 Experience the ultimate beachfro ...
From $878 per night (USD)
Expedia
From $1483 per night (USD)
VRBO
Private Pool, Game Room, and 2 minutes to the beach - Gulfside Oasis
Bedrooms:
5
Bathrooms:
7
Sleeps:
12
Gulfside Oasis by Anna Maria Vacations Home in Holmes Beach, Fl. 34217 Welcome to Gulfside Oasis! This multi-level ...
From $1483 per night (USD)
VRBO
From $724 per night (USD)
Expedia
Hidden Cove #4: Gorgeous Beachfront Townhome with Pool and Beach Access
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Hidden Cove #4 by Anna Maria Vacations Townhome in Holmes Beach, FL 34217 VRC16-000044 Experience the coastal charm ...
From $724 per night (USD)
Expedia
From $699 per night (USD)
VRBO
Private Home with Pool, Near the Beach - Sand Dollar
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Sand Dollar by Anna Maria Vacations Home in Holmes Beach, 34217 VRC16-000501 Welcome to Sand Dollar! This four bedro ...
From $699 per night (USD)
VRBO
From $375 per night (USD)
Expedia
Old Florida Style! Beachfront Duplex, Steps to the Sand! Quiet Street
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Whispering Waves East by Anna Maria Vacations Duplex in Holmes Beach, Fl 34217 VRC16-000273 Welcome to Whispering Waves ...
From $375 per night (USD)
Expedia
From $377 per night (USD)
VRBO
Beachfront Duplex! Close to Dining and Shopping. - Whispering Waves West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Whispering Waves West by Anna Maria Vacations Duplex in Holmes Beach, Fl 34217 VRC16-000272 Welcome to Whispering Wa ...
From $377 per night (USD)
VRBO
From $403 per night (USD)
Expedia
Beachfront Condo, Pool, Tennis Court, and Private Balcony - Sun Plaza West 110
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sun Plaza West Unit 110 by Anna Maria Vacations Condo in Holmes Beach FL 34217 VRC17-000125 Experience island life ...
From $403 per night (USD)
Expedia
From $446 per night (USD)
VRBO
Home near the Beach with Private Pool, Gas Grill, Beach Gear - Sugar Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Sugar Beach by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000340 Make your vacation dreams come true at ...
From $446 per night (USD)
VRBO
From $620 per night (USD)
Expedia
Private Home 5 min to Beach, Heated Pool, Fully Equipped Kitchen! - Stay Calm
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Stay Calm by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000304 Welcome to Stay Calm! This ground-l ...
From $620 per night (USD)
Expedia
From $699 per night (USD)
VRBO
Canal Front Home with Boat Dock! Easy Walk to the Beach, Private Pool - Villa Sa
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Villa Sandpiper by Anna Maria Vacations Canal front home in Holmes Beach, Fl 34217 VRC16-000743 Welcome to Villa San ...
From $699 per night (USD)
VRBO
$5-minute walk to the Beach w\/Private Pool and is Pet-Friendly! Villa Florence$
From $464 per night (USD)
Expedia
5-minute walk to the Beach w\/Private Pool and is Pet-Friendly! Villa Florence
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Villa Florence by Anna Maria Vacations Home in Holmes Beach, FL. 34217 VRC16-000355 Welcome to Villa Florence, a magnif ...
From $464 per night (USD)
Expedia
From $394 per night (USD)
VRBO
Sunset Villa D by Beach Boutique Rentals
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
The ultimate beach vacation awaits you at the Sunset Villas, a cozy 4-unit condo complex with a stunning tropical courty ...
From $394 per night (USD)
VRBO
From $594 per night (USD)
Expedia
Home with Private Pool. Short Walk to the Beach - Castway Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Castaway Cottage by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC17-000189 We're thrilled to welcome you to C ...
From $594 per night (USD)
Expedia
From $463 per night (USD)
VRBO
Directly Beach Front Condo with private Balcony and Shared Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Gulf Sands #102 by Anna Maria Vacations Condo in Holmes Beach, FL 34217 VRC16-000363 Experience the ultimate island ...
From $463 per night (USD)
VRBO
From $650 per night (USD)
Expedia
Great Private Backyard with Heated Pool, 5 Minute Walk to Beach - Egrets Nest
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Egrets Nest by Anna Maria Vacations Home in Holmes Beach, Fl. 34217 VRC16-000610 Welcome to Egrets Nest, a coastal para ...
From $650 per night (USD)
Expedia
From $1201 per night (USD)
VRBO
Canal front home with Incredible Rooftop Views and Pool with Spa - Aqua Bay
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Aqua Bay by Anna Maria Vacations Home in Holmes Beach, Florida Aqua Bay is a luxurious canal-front retreat boasting f ...
From $1201 per night (USD)
VRBO
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Expedia
Beachfront Condo with Balcony! -The Reefs Edge
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The Reefs Edge by Anna Maria Vacations Condo in Holmes Beach, FL 34217 VRC16-000345 Welcome to The Reeds Edge, a luxuri ...
Click For Pricing
Expedia
From $538 per night (USD)
VRBO
Beachfront Condo with Lanai - Gulf Shores 106
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Gulf Shores #106 by Anna Maria Vacations 5616 Gulf Drive #106 Holmes Beach, FL 34217 VRC16-000081 Welcome to Gulf Sh ...
From $538 per night (USD)
VRBO
From $450 per night (USD)
Expedia
Beach Home with Shared Pool and Gas Grill, 2 Minite walk to Beach - Tiki Sunrise
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Tiki Sunrise by Anna Maria Vacations Home in Holmes Beach, Fl 34217 VRC19-000045 Welcome to Tiki Sunrise, a beautiful ...
From $450 per night (USD)
Expedia
From $258 per night (USD)
VRBO
Buckeye Haven: Beachfront Community with Tennis Courts!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Buckeye Haven is situated in the sought after community of Playa Encantada! Come enjoy this tropical beach front communi ...
From $258 per night (USD)
VRBO
From $593 per night (USD)
Expedia
Beachfront - Hidden Cove Unit 5 by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Amazing views from the living room and primary bedroom of this 2 bedroom/2.5 bathroom. Take a drink outside and sit on y ...
From $593 per night (USD)
Expedia
From $444 per night (USD)
VRBO
Waterfront Condo on Anna Maria Island
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to paradise! The Westbay Point and Moorings complex is a private and spacious waterfront community offering an ...
From $444 per night (USD)
VRBO
From $356 per night (USD)
Expedia
Community Pool Access, Private Patio with BBQ Grill Near the Beach!
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Sunsets and Daydreams by Anna Maria Island Accommodations Home in Holmes Beach, Florida Welcome to Sunsets and Daydr ...
From $356 per night (USD)
Expedia
From $360 per night (USD)
VRBO
Beach Front 2 bedroom condo on AMI with pool!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beach front resort style condo, staying with us is just another day in Paradise! This spacious unit has two floors, bot ...
From $360 per night (USD)
VRBO
From $846 per night (USD)
Expedia
5 Minute Short Walk To Beach, Shops and Restaurants - Single Level Home
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Please see our other property Blue Grotto for Reviews #1974897. Recently renovated with all new kitchens, bathroom and ...
From $846 per night (USD)
Expedia
From $655 per night (USD)
VRBO
Aquamarine Oasis by Beach Boutique Rentals
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
PLEASE NOTE: This home is currently undergoing a full renovation. The current pictures include furniture and decor that ...
From $655 per night (USD)
VRBO
$Villa near the beach with a spacious yard, kitchens, & washer\/dryer$
From $533 per night (USD)
Expedia
Villa near the beach with a spacious yard, kitchens, & washer\/dryer
Bedrooms:
3
Bathrooms:
7
Sleeps:
10
The Surf Shack Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $533 per night (USD)
Expedia
From $263 per night (USD)
VRBO
Adorable private house on AMI 2 bedrooms, steps from the sand! Privately owned.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Public beach access 100 steps from your door. Two full bedrooms, washer and dryer, full kitchen and living room. Stand ...
From $263 per night (USD)
VRBO
From $464 per night (USD)
Expedia
Beachfront Condo on AMI
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to paradise in this beautiful 3-bedroom, 2-bathroom vacation rental home located just steps away from the white s ...
From $464 per night (USD)
Expedia
Click For Pricing
VRBO
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
VRBO
From $626 per night (USD)
Expedia
Harrington Bungalow 6 One Block to Gulf Beaches - By Island Real Estate Vacation
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Anna Maria Island vacation bungalow that sleeps up to six guests is waiting for you and your family. Ground level vacati ...
From $626 per night (USD)
Expedia
From $808 per night (USD)
VRBO
Newly Remodeled and So Close to the Beach! Turf Yard! Pet Friendly!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Highlights • Less than a 5-minute walk from the beach • Private Pool and Hot Tub • Pet Friendly • Outdoor seating and ...
From $808 per night (USD)
VRBO
From $734 per night (USD)
Expedia
Warm, welcoming resort on prime beach area. comfortable and intimate
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Area Information Surrounded by the bustling tourist cities of Tampa, Orlando and Sarasota, you’re just a short drive awa ...
From $734 per night (USD)
Expedia
Click For Pricing
VRBO
Resort Sixty-Six Anna Maria Island FL condo unit just steps to the beach.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just steps to the beach, with beautiful sunsets, located on Holmes Beach/Anna Maria Island Florida. Enjoy the comfort of ...
Click For Pricing
VRBO
From $465 per night (USD)
Expedia
New Listing! Luxury 4BR Canal Home with Pool. Monthly Rental.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Royale Serenity! This 4BR/3BA spacious canal home with a large inground pool and spa is the perfect family g ...
From $465 per night (USD)
Expedia
$Anna Maria Island Gulf View, Steps to Beach, 2br\/2ba$
From $295 per night (USD)
VRBO
Anna Maria Island Gulf View, Steps to Beach, 2br\/2ba
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautifully furnished 2br/2ba gulf view condo steps to the beach, in Holmes Beach on Anna Maria Island. Walk to dining, ...
From $295 per night (USD)
VRBO
From $271 per night (USD)
Expedia
Paradise - Steps to the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Super location in the center of Holmes Beach! Park the car as you are just steps to the beautiful beach, fantastic resta ...
From $271 per night (USD)
Expedia
From $312 per night (USD)
VRBO
Beautiful Condo on Anna Marie Island at Tiffany Place
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This well appointed condo on Anna Maria is ready for rent! Everything you need is here for you. Pack some clothes and c ...
From $312 per night (USD)
VRBO
$Tarpon House-Luxury 4\/4 Home on Anna Maria Island$
From $840 per night (USD)
VRBO
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)
VRBO
From $250 per night (USD)
VRBO
Beautiful, Great location, Walk to everything, 2Bdrm 2Bdrm, Private,
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
- 7 min. walk to beach, beach chairs, umbrellas, towels, beach wagon provided - sleeps 4, 2 bedroom/2 bath, very privat ...
From $250 per night (USD)
VRBO
From $650 per night (USD)
Expedia
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 $650 per night (USD)
Expedia
$GULF BEACH Directly in Front w\/ Heated Pool, FREE WiFi & Trolley, Great Sunsets!$
From $673 per night (USD)
VRBO
GULF BEACH Directly in Front w\/ Heated Pool, FREE WiFi & Trolley, Great Sunsets!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy the fun and sun while staying at this beautifully remodeled 3 bedroom, 2 bath Gulf Front condo! Once ...
From $673 per night (USD)
VRBO
From $742 per night (USD)
Expedia
Gorgeous 1 Bed Condo! Beachfront with Shared Pool - Coconuts Poolside #115
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Reservations Sales Team. Coconuts Poolside #115 by AMI Locals Condo in Holmes Beach, Florida Welcome to Coconuts Pool ...
From $742 per night (USD)
Expedia
From $673 per night (USD)
VRBO
Newly updated 1 bd poolside condo - perfect for your winter getaway!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Kitchen and Dining area, Living Room, Lanai with direct shared pool access Highlights: -Completely updated with all new ...
From $673 per night (USD)
VRBO
From $378 per night (USD)
Expedia
3 Bedroom, 2 Bath Ground Level with Heated Pool - Short walk to the beach.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to the Crab Shack with an open concept living area. The kitchen is fully furnished with microwave, toaster oven, ...
From $378 per night (USD)
Expedia
From $611 per night (USD)
VRBO
Barefoot Bliss by Beach Boutique Rentals
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Welcome to Barefoot Bliss, your tranquil escape just two blocks from the pristine shores of Anna Maria Island! *Feature ...
From $611 per night (USD)
VRBO
From $393 per night (USD)
Expedia
Charming 2Bdrm Coastal Cottage 3 min from Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Southern Cross, your idyllic coastal escape nestled in the heart of Anna Maria Island! This charming cottage ...
From $393 per night (USD)
Expedia
From $894 per night (USD)
VRBO
The Sweet Spot: Loaded with Games, Pool Side Lounge, Mini Golf
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
The Sweet Spot by Anna Maria Life Vacation Rentals 7402 Marina Drive, Holmes Beach, FL 34217 What You'll Love About Thi ...
From $894 per night (USD)
VRBO
From $447 per night (USD)
Expedia
Island Life at Pineapple Paradise
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beach Bliss! 2BR w/ Pool, Sunny Dining & Open Layout! ✨ Short 2 1/2 block walk to the beach! Relax by the pool, explore ...
From $447 per night (USD)
Expedia
From $948 per night (USD)
VRBO
Bubbles Up by Beach Boutique Rentals
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Your island escape awaits at this vacation paradise inspired by the laid-back vibes of a Jimmy Buffett melody. *Feature ...
From $948 per night (USD)
VRBO
From $451 per night (USD)
Expedia
Ocean Views - Spacious Unit with Bonus Loft & SwimSpa
Bedrooms:
1
Bathrooms:
5
Sleeps:
8
Private Hot Tub Direct Beach Access Amazing Ocean View Bonus Loft! Welcome to "A Wave From It All" – your perfect retre ...
From $451 per night (USD)
Expedia
From $253 per night (USD)
VRBO
2 Bedrooms with Hot Tub - Steps from Holmes Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
On the Beach!! Shared Hot Tub Parking Included Welcome to Castaway Cove, your beach retreat nestled in the heart of An ...
From $253 per night (USD)
VRBO
From $262 per night (USD)
Expedia
2 Bedroom End Unit, Hot Tub, Parking, - Steps from the Beach!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
On the Beach!! Shared Hot Tub Parking Included Experience the best of Anna Maria Island at "Dune Our Thing". Whether y ...
From $262 per night (USD)
Expedia
From $404 per night (USD)
VRBO
Anna Maria Gulf Beach Place Just Steps To The Edge Of The Water
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This gorgeous Fully Remodeled 1300 sq ft 2 Bedroom 2 Bath condo, located on just steps to the beach. Gulf Beach Place is ...
From $404 per night (USD)
VRBO
From $1005 per night (USD)
Expedia
No R-Egrets:1 Block to Beach! Pool Game Room by Anna Maria Life Vacation Rentals
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
No R-Egrets by Anna Maria Life Vacation Rentals 127th 50th St, Holmes Beach, FL 34217 What You'll Love About This Home: ...
From $1005 per night (USD)
Expedia
From $475 per night (USD)
VRBO
Beachfront, Breathtaking Gulfviews with Resort Pool and Spectacular Sunsets.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beachfront condo with stunning ocean views, manicured grounds and swaying palms. This lovely, recently renovated, end ...
From $475 per night (USD)
VRBO
From $888 per night (USD)
Expedia
Castaway Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Attention all beach lovers! You won't want to miss this breathtaking beach cottage, just listed and ready for you to mak ...
From $888 per night (USD)
Expedia
From $378 per night (USD)
VRBO
Beach and Heated Pool at Nautilus 202
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
VRC24-000057 Embrace the beach life at Pelican Place where every day feels like a holiday. This delightful and well app ...
From $378 per night (USD)
VRBO
From $1142 per night (USD)
Expedia
My Grand Floridian: Canal Front, Dock, Pool, Games by Anna Maria Life Vacation Rentals
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
My Grand Floridian by Anna Maria Life Vacation Rentals 207 N Harbor Dr, Holmes Beach, FL, 3427 What You'll Love About T ...
From $1142 per night (USD)
Expedia
From $615 per night (USD)
VRBO
Elevator - Costa Lotta by SeaBreeze Vacation
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Costa Lotta is "home away from home”. All the amenities you will need in this 2,100 sq.ft. home. Costa Lotta is the per ...
From $615 per night (USD)
VRBO
From $444 per night (USD)
Expedia
Boat Dock - Come Sail A Bay by SeaBreeze Vacation
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to "Come Sail A Bay"! Bring your boat and gear because this newly renovated, charming single-level home boasts 3 ...
From $444 per night (USD)
Expedia
From $2815 per night (USD)
VRBO
Swanky Bubbles by SeaBreeze Vacation
Bedrooms:
11
Bathrooms:
9
Sleeps:
18
Gather your family and friends and head to Swanky Bubbles! Swanky Bubbles can accommodate 18 people! This exquisite 9-be ...
From $2815 per night (USD)
VRBO
From $1025 per night (USD)
Expedia
Golf Cart, Surfer's Dream by SeaBreeze Vacation
Bedrooms:
7
Bathrooms:
4
Sleeps:
8
6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS MADE AFTER April 29, 2024! All Drivers must be over the age of 21. D ...
From $1025 per night (USD)
Expedia
From $544 per night (USD)
VRBO
Spacious Oasis - 3BR Pool Home - By Island Real Estate
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Spacious Oasis! Spacious Oasis is a Mediterranean style 3-bedroom, 3-bathroom pool home located just blocks a ...
From $544 per night (USD)
VRBO
From $748 per night (USD)
Expedia
Hidden Haven - 4BR Pool Home - By Island Real Estate
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Relax in Your Private Oasis at Hidden Haven Create lasting memories at this charming beach house! Hidden Haven is your ...
From $748 per night (USD)
Expedia
$2B\/2B on Anna Maria Island 3 blocks from the Beach$
From $209 per night (USD)
VRBO
2B\/2B on Anna Maria Island 3 blocks from the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Clean, cheerful, updated and renovated family home. Tile floors throughout. Front porch, and back porch. Two blocks in b ...
From $209 per night (USD)
VRBO
From $940 per night (USD)
Expedia
Day Dream: Pool, Spa, Waterslide, 1.5 Blocks to Beach by Anna Maria Life Vacation Rentals
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
207 77th St, Holmes Beach, FL 34217 What You'll Love About This Home: Location! 1.5 Blocks to the Beach! 4 Bedrooms / 4 ...
From $940 per night (USD)
Expedia
From $525 per night (USD)
VRBO
Paradise Palms by Duncan Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Paradise Palms! Casual and beachy this three-bedroom duplex with a private, heated pool and clos ...
From $525 per night (USD)
VRBO
$Great location on Holmes Beach! 2 bdrm Condo \nSteps to the Beach! Heated pool!$
From $457 per night (USD)
Expedia
Great location on Holmes Beach! 2 bdrm Condo \nSteps to the Beach! Heated pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Newly Furnished and renovated! Steps to the Beach! 2 Bdrm 2 bath Condo - shared heated pool Island Life Suites is centr ...
From $457 per night (USD)
Expedia
From $1270 per night (USD)
VRBO
My Big Fat Beach House: Putt-Putt, Ping Pong, Heated Pool, Hot Tub
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Escape to the sandy shores of Anna Maria Island and uncover the hidden gem that is "My Big Fat Beach House". This sprawl ...
From $1270 per night (USD)
VRBO
From $441 per night (USD)
Expedia
Destination Relaxation
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Watch the world go by on AMI as you enjoy the sea breeze on your private front deck. Unwind in the hot tub after a day a ...
From $441 per night (USD)
Expedia
From $388 per night (USD)
VRBO
Beachcomber by Duncan Real Estate
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Beachcomber, a cozy villa reminiscent of the tranquil days on Anna Maria Island. This charming duplex is onl ...
From $388 per night (USD)
VRBO
From $140 per night (USD)
Expedia
Wonderful studio near the beautiful beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Shortboard Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $140 per night (USD)
Expedia
From $392 per night (USD)
VRBO
Winter Escape to Sunny 🏝️ 5 min walk to beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to this stunning beach house, just steps away from the sugary sand beaches of Anna Maria Island! This gem is not ...
From $392 per night (USD)
VRBO
From $616 per night (USD)
Expedia
Cheeky Chateau: Cozy Retreat with Pool, Steps to Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to your island getaway at the Cheeky Chateau in Holmes Beach! This cozy retreat on Anna Maria Island is your tic ...
From $616 per night (USD)
Expedia
From $242 per night (USD)
VRBO
Cottage near the Beach with Paddleboards and More! - A Lil' Nauti
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A Lil' Nauti by Anna Maria Vacation Home in Holmes Beach, FL 34217 Welcome to A Lil' Nauti, a ground-level home featuri ...
From $242 per night (USD)
VRBO
From $1034 per night (USD)
Expedia
Octopus Cottage: 1.5 Blocks to Beach, Pool & Spa by Anna Maria Life Vacation Rentals
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Octopus Cottage by Anna Maria Life Vacation Rentals 209 69th St, Holmes Beach, FL 34217 What You'll Love About This Hom ...
From $1034 per night (USD)
Expedia
From $453 per night (USD)
VRBO
Sunday Funday managed by Beach Retreats FL Anna Maria Island
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Sunday Funday 517 42nd St Holmes Beach, FL 34217 2 Blocks to Beach Sunday Funday is fun and beachy 3 bedroom home locate ...
From $453 per night (USD)
VRBO
Click For Pricing
Expedia
The Wave by Beach Boutique Rentals
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Escape to paradise and indulge in opulence like never before at our brand new, funky and contemporary 4-bedroom, 4-bathr ...
Click For Pricing
Expedia
$7310 Holmes - Duplex 1 Bedroom \/ 1 Bath , maximum occupancy of 4 people.$
From $270 per night (USD)
VRBO
7310 Holmes - Duplex 1 Bedroom \/ 1 Bath , maximum occupancy of 4 people.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
7310 Holmes Boulevard, Unit B - Anna Maria Island - Duplex - 1 Bedroom / 1 Bath, maximum occupancy of 4 people. VRC16-00 ...
From $270 per night (USD)
VRBO
$Cozy, family\/pet friendly less than a block to white sandy beaches. Trolley stop$
From $329 per night (USD)
Expedia
Cozy, family\/pet friendly less than a block to white sandy beaches. Trolley stop
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Inquire for monthly rates. Also inquire about renting its sister unit next door Coastal Retreat Welcome to the Sunfish ...
From $329 per night (USD)
Expedia
From $367 per night (USD)
VRBO
APRIL AND MAY HAS AVAILABILITY! THIS BEACH CONDO HAS A 14 NIGHT MINIMUM STAY!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The sparkling, blue waters of the Gulf of Mexico await you at 105 Tiffany Place. Located directly on Anna Maria Island's ...
From $367 per night (USD)
VRBO
$Island Beach Club 2 - Condo 2 Bedroom \/ 1.5 Bath ground level gulf front ,...$
From $409 per night (USD)
Expedia
Island Beach Club 2 - Condo 2 Bedroom \/ 1.5 Bath ground level gulf front ,...
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Island Beach Club 2 - Condo 2 Bedroom / 1.5 Bath ground level gulf front , maximum occupancy of 4 people. Communit ...
From $409 per night (USD)
Expedia
Click For Pricing
VRBO
Anna Maria's Dream: Ground level, close to everything!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Anna Maria's Dream, your perfect getaway on beautiful Anna Maria Island. This charming 2-bedroom, 2-bath cott ...
Click For Pricing
VRBO
From $715 per night (USD)
Expedia
Splash of Lime by Duncan Real Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Splash of Lime! This stunning, 3-bedroom, 2-bathroom pool home has 1,438 square feet of elevated living space ...
From $715 per night (USD)
Expedia
From $362 per night (USD)
VRBO
Charming Coastal Retreat with Private Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your dream getaway on Anna Maria Island! This charming coastal retreat offers the perfect blend of comfort an ...
From $362 per night (USD)
VRBO
From $365 per night (USD)
Expedia
NEW Beachfront..Island Beach Club - Gorgeous First Floor 2 Bed, 2 bath with Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy this newly Updated, Spacious First Floor Condo located on the beach. You have private beach access and a beautifu ...
From $365 per night (USD)
Expedia

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