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Holmes Beach Luxury Rentals

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0+ rooms, 2+ guests
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$1,000+
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88 rentals in Holmes Beach.
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Surfside AMI, Many Amenities included!
5 bedrooms
4 bathrooms
Sleeps 10
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Anna Maria Island Private Tropical Garden Home
3 bedrooms
2 bathrooms
Sleeps 6
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25 other travelers have booked this property
Direct Beachfront 2 BR Condo on Florida’S Beautiful Gulf Coast!
2 bedrooms
2 bathrooms
Sleeps 4
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3 other travelers have booked this property
Spectacular Beach House With GulfView Only Steps to a Pristine Beach
3 bedrooms
3 bathrooms
Sleeps 6
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6 other travelers have booked this property
Buena Vista on Anna Maria Island
2 bedrooms
2 bathrooms
Sleeps 4
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1 other traveler has booked this property
SUNSET BEACH 101 BEACH FRONT UNIT
2 bedrooms
2 bathrooms
Sleeps 4
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Bay Boulevard (ANN765)
3 bedrooms
2 bathrooms
Sleeps 6
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$300 OFF MARCH PARADISIAC ENCLAVE 5* Waterfront Canal Pool Home-Dock/Kayak/BikeS
2 bedrooms
2 bathrooms
Sleeps 6
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9 other travelers have booked this property
4501GD. Lovely 2 Bedroom Condo on Anna Marie Island. Call for Pricing !
2 bedrooms
1 bathroom
Sleeps 6
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Holmes Beach Home w/Pool & Hot Tub, Walk to Beach!
3 bedrooms
3 bathrooms
Sleeps 6
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3 other travelers have booked this property
Chic on the Beach Unit B
2 bedrooms
3 bathrooms
Sleeps 4
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1 other traveler has booked this property
A Pearl of a Beach Home - with luxury private heated pool and hot tub
3 bedrooms
3 bathrooms
Sleeps 6
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32 other travelers have booked this property
A SHORE THING WATERFRONT HOME
3 bedrooms
2 bathrooms
Sleeps 8
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North Island (ANN779)
3 bedrooms
2 bathrooms
Sleeps 6
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Coquina Sands, view beach from balcony, priv pool
2 bedrooms
3 bathrooms
Sleeps 6
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13 other travelers have booked this property
Palms (ANN776)
2 bedrooms
2 bathrooms
Sleeps 4
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NEW LISTING! Luxury, bay-view condo with shared pool & spacious kitchen
3 bedrooms
3 bathrooms
Sleeps 6
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Beach View
2 bedrooms
2 bathrooms
Sleeps 4
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Beach View (ANN620)
2 bedrooms
2 bathrooms
Sleeps 4
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AQUABELLA WATERFRONT HOME
3 bedrooms
2 bathrooms
Sleeps 6
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Coconuts Beach Front 107 Ground Floor
1 bedroom
1 bathroom
Sleeps 4
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9 other travelers have booked this property
Bradenton Beach (ANN641)
3 bedrooms
2 bathrooms
Sleeps 6
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Bradenton Beach (ANN640)
3 bedrooms
2 bathrooms
Sleeps 6
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Sea Breeze Retreat (Holmes Beach)
2 bedrooms
2 bathrooms
Sleeps 5
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8 other travelers have booked this property
Beach House on Anna Maria Island-Rental Openings
3 bedrooms
3 bathrooms
Sleeps 6
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2 other travelers have booked this property
SEA SPRAY PRIVATE BEACH COTTAGE
2 bedrooms
2 bathrooms
Sleeps 4
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Pelican (ANN601)
2 bedrooms
2 bathrooms
Sleeps 4
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Bay View (ANN610)
2 bedrooms
2 bathrooms
Sleeps 4
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Pelican (ANN600)
2 bedrooms
2 bathrooms
Sleeps 4
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Holmes Beach Family Home w/Private Pool & 3 Decks!
3 bedrooms
3 bathrooms
Sleeps 6
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Great Townhouse Very Close to the Beach, Shops, and Restaurants
3 bedrooms
3 bathrooms
Sleeps 6
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21 other travelers have booked this property
Castnetter Beach Resort 6
2 bedrooms
2 bathrooms
Sleeps 4
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1 other traveler has booked this property
Castnetter Beach Resort 5
2 bedrooms
2 bathrooms
Sleeps 6
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1 other traveler has booked this property
Anna Maria Island Beachfront Condo w/ Ocean Views
2 bedrooms
2 bathrooms
Sleeps 6
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1 other traveler has booked this property
Gulf Beach Place, miles of whites sandy beach
2 bedrooms
2 bathrooms
Sleeps 6
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11 other travelers have booked this property
50 steps to the beach
2 bedrooms
1 bathroom
Sleeps 6
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Charming newly renovated 2 bed 2 bath condo steps from the beach!
2 bedrooms
2 bathrooms
Sleeps 4
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Anna Maria The Pink Flamingo
2 bedrooms
2 bathrooms
Sleeps 6
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7 other travelers have booked this property
Calm Horizon unit D gorgeous pool,steps to beach
2 bedrooms
2 bathrooms
Sleeps 5
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15 other travelers have booked this property
SUMMER HOUSE #A VILLA BY THE BEACH!
2 bedrooms
2 bathrooms
Sleeps 6
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JULY OPENING: ANNA MARIA : BEAUTIFUL BEACHFRONT CONDO, 2+ BR. 2 bath
3 bedrooms
2 bathrooms
Sleeps 4
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43 other travelers have booked this property
On the Beach Paradise d
2 bedrooms
1 bathroom
Sleeps 6
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12 other travelers have booked this property
On the Beach Paradise u
2 bedrooms
1 bathroom
Sleeps 4
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1 other traveler has booked this property
Luxury 3 Bedrooms/3 Full Baths, Private Heated Pool with Waterfall, Beach
3 bedrooms
3 bathrooms
Sleeps 6
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7 other travelers have booked this property
Anna Maria Island Beach Paradise 6
2 bedrooms
2 bathrooms
Sleeps 6
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2 other travelers have booked this property
Palm Villa - a 3 bedroom, 3 bath home with heated pool
3 bedrooms
3 bathrooms
Sleeps 6
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1 other traveler has booked this property
Fishful Thinking - a dream home with heated private pool - pet friendly
2 bedrooms
2 bathrooms
Sleeps 4
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1 other traveler has booked this property
Enjoy a Romantic Vacation in a Special Condo right on Bradenton Beach for the pe
1 bedroom
2 bathrooms
Sleeps 2
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Cozy Cabana West - Private Pool - Close to Beach
2 bedrooms
2 bathrooms
Sleeps 6
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6 other travelers have booked this property
Anna Maria Island Beach Paradise 5
2 bedrooms
2 bathrooms
Sleeps 6
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2 other travelers have booked this property
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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.