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Holmes Beach Romantic Vacation Rentals

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1030 rentals in Holmes Beach.
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The Pink Flamingo
Palm Isle Village #3203
palm isle village #3203
city pier a fun place to visit
Anna Maria The Pink Flamingo
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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Island House - Funboard
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
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Ocean View Villa
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Condo overlooking the private pool
Living room
Free Trolley Bus around the Island
Anna Maria Island, 2 Bed, 2 Bath Condo in quiet setting near to Beaches
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Best Little Beach House on Anna Maria Island...With a pool
Rental Home
1 bedroom
1 bathroom
Sleeps 2
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Luxury Suite Near The Beach
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Blue Sky: Luxury 5 Bdrm/4 bath with heated pool - 1 block to beach!
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
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PRIVATE POOL, WALK TO BEACH
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Areca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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New 2019 - 90sec. to beach - all day sun - big pool - quite - clean - safe - fun
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Surfside AMI, LOADED FOR FUN! Golf Cart, Heated Pool, SUP, Kayak, Beach Gear...
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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Sea Pirate #8, Family Friendly Cottage By The Sea on Anna Maria Island
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
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Tranquil Anna Maria Island Resort, Unit 1... Only 4 units, all amenities!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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1 BR / 1 BA, Anna Maria Island,Holmes Beach Florida, Gulf Coast, Beach Condo
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Tranquil Anna Maria Island Resort, Unit 3... Only 4 units, all amenities!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Big Luxury 6 bd/pool/spa! Bikes! Kayak! Reviews! Close to the Beach!
Rental Home
7 bedrooms
6 bathrooms
Sleeps 12
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Coastal Charm Meets Cottage Chic! Sparkling Pool/Spa *4 Doors To The Beach*
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Close To The Beach And Restaurants With Private Heated Pool!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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Seaside Bungalow - Beautiful Gulf of Mexico beach and heated pool
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Turtle Nest! New Holiday House w/ Pool, Wifi, and Access to the Beach
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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⭐️⭐️⭐️⭐️⭐️ 4 bedroom, heated pool, free WiFi, ground level
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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AMI Completely Renovated Sunset Paradise! Direct Beach Front Gulf View Condo#105
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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6 bed 6.5 bath Heated Pool & Spa Walk to the beach & shops FREE WiFi Pingpong ta
Rental Home
6 bedrooms
7 bathrooms
Sleeps 12
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A Pearl of A Beach Home-now with SALTWATER heated pool & hot tub
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Coral Castle - Waterfront! Hot Tub! 3 Min Walk To Beach!
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
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Direct Beachfront 2 BD Condo On Florida’s Beautiful Gulf Coast!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Visit Anna Maria Island! Relax at Heliconia House, enjoy your own heated pool!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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Private paradise w/ all the toys & golf cart!
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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200' from Beach, Heated Pool and Spa, Upscale Furnishings, Elevator, Golf Cart
Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
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Luxury 2 bed, 2 En Suite Baths, Private Htd Pool, 0 Blocks to Beach - Just Steps
Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
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A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Coastal Cottage On Holmes Beach With Private Heated Pool!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Cozy Cabana West - Private Heated Pool - 4 Minute Walk to the Beach
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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Ocean Front ~ No Streets To Cross! Come And Enjoy A Memorable Beach Vacation!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Palm Isle Retreat-Spa/Firepit/Bikes/2 Kayaks/PaddleBoard/65inTV/2BR/2Ba/1660sqft
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Mainsail Beach Inn 2 Bedroom
Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
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8 bd luxury home with private pool + spa! Close to the beach, great location!
Rental Home
8 bedrooms
8 bathrooms
Sleeps 16
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Beach Dance in Holmes Beach
Rental Home
5 bedrooms
6 bathrooms
Sleeps 10
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CUTE TWO BEDROOM WITH POOL**STEPS TO THE BEACH!!!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
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Tranquil Anna Maria Island Resort, Unit 2... Only 4 units, all amenities!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Tranquil Anna Maria Island Resort, Unit 4... Only 4 units, all amenities!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Sunset Landing AMI Beach Home:Luxury-6BR/4.5BA w/ pool
Rental Home
6 bedrooms
5 bathrooms
Sleeps 12
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Anna Maria Island - Historic Beachfront Cottage (Duplex) - an Island Original
Rental Home
1 bedroom
1 bathroom
Sleeps 2
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Historic Beachfront Cottage (Duplex)- screened porch- seen in Southern Living
Rental Home
1 bedroom
1 bathroom
Sleeps 4
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White Sands Beach House - Luxury home, heated pool!
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Manatee Watch - Waterfront! Hot Tub! 3 Min Walk To Beach!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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����� BEAUTIFUL HEATED POOL GROUND FLOOR SINGLE FAMILY HOME!
Rental Home
6 bedrooms
7 bathrooms
Sleeps 14
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Gulf Sands 103, 2B/2B Beachfront condo on Anna Maria Island!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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Close To The Beach And Restaurants With Private Heated Pool!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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3 King bedroom and Bunk room for 4 private pool, bikes & beach gear
Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
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Holmes Beach Vacation Rentals
Holmes Beach is a small town on Anna Maria Island in the Gulf of Mexico just south of Tampa Bay. It boasts miles of gorgeous white, sandy beaches, emerald Gulf waters, abundant sunshine, and an eclectic selection of vacation rentals. Visitors to Holmes Beach can stay anywhere from a luxurious beachfront house to a rustic rental cottage. Friendly locals welcome everyone to relax and enjoy this “Florida old charm” paradise.
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Holmes Beach Vacation Rentals
Holmes Beach is a small town on Anna Maria Island in the Gulf of Mexico just south of Tampa Bay. It boasts miles of gorgeous white, sandy beaches, emerald Gulf waters, abundant sunshine, and an eclectic selection of vacation rentals. Visitors to Holmes Beach can stay anywhere from a luxurious beachfront house to a rustic rental cottage. Friendly locals welcome everyone to relax and enjoy this “Florida old charm” paradise.
Where to Stay in Holmes Beach
Rental homes can provide not only flexibility but the amenities of the best resorts at a fraction of the price. If you are vacationing with the family, having extra space to spread out is also an asset. Whether you want a weekend getaway or a long trip the rental choices are endless, and you’re sure to find something that will fit your family’s needs.
Fun things to do in Holmes Beach
A scooter is an inexpensive and fun way of getting around the island from your vacation rental. If you want to spend a day on the water, there is excellent fishing in the waters surrounding Anna Maria Island. Take a charter boat and head out in the Gulf for an exciting day of sport fishing. The grouper, snapper, or mackerel you catch can provide the ingredients for a delicious seafood dinner at your vacation rental. Inshore or backwater fishing is also very popular.
More beach Fun
Join a volley ball game. There are numerous nets along the beach, and there is always an exciting game taking place. Not in for that much activity? Then lie on the beach soak up some sun while you cheer for your favorite team.
Dining and entertainment
Enjoy a burger and a cold beer at Dusty’s Tavern steps away from your vacation rental. The Beach House Restaurant provides beachfront dining and live music for your enjoyment. Enjoy fresh grouper and a beer close to your vacation rental. You can also rest and relax at the pool at your vacation rental and enjoy a barbeque with your family and friends. Whatever your choice, you will leave the island with unforgettable memories.