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Holmes Beach Rentals with Pools

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864 rentals in Holmes Beach.
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Luxury Suite Near The Beach
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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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
Match: Sleeps, All pools
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Tranquil Anna Maria Island Resort, Unit 1... Only 4 units, all amenities!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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PRIVATE POOL, WALK TO BEACH
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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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
Match: Sleeps, All pools
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Areca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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350ft to beach / sunny,heated,big pool / quiet / clean / pool table / PS4 /200mb
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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A Pearl of A Beach Home- Private Saltwater heated pool & hot tub
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Private Heated Pool, Easy access Ground floor living, Steps to the Beach!
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Close To The Beach And Restaurants With Private Heated Pool!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Cozy Cabana West - Private Heated Pool - 4 Minute Walk to the Beach
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Private paradise w/ all the toys & golf cart!
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Come relax in paradise under the palms with with private pool & Spa
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Direct Beachfront 2 BD Condo On Florida’s Beautiful Gulf Coast!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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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
Match: Sleeps, All pools
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200' from Beach, Heated Pool and Spa, Upscale Furnishings, Elevator
Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, All pools
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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
Match: Sleeps, All pools
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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
Match: Sleeps, All pools
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Coral Castle - Waterfront! Hot Tub! 3 Min Walk To Beach!
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Close To The Beach And Restaurants With Private Heated Pool!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Comfortable family-friendly condo close to everything on Anna Maria.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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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
Match: Sleeps, All pools
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Anna Maria Island “A Turtle's Nest” 1 block to the beach Private Pool.
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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TWO BEDROOM CLOSE TO BEACH!!!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, All pools
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⭐️⭐️⭐️⭐️⭐️ 4 bedroom, heated pool, free WiFi, ground level
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Anna Maria Island Home... Walk to Beach with Heated Pool!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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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
Match: Sleeps, All pools
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Luxury Italian Villa, Sleeps 14, Heated Pool, Pool Bar
Rental Home
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps, All pools
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Ana Maria Villa East, Shared Heated Salt Pool, Steps to the Beach, Ground Level
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, All pools
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Mainsail Beach Inn 2 Bedroom
Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Palm Villa - a 3 bedroom, 3 bath home with heated pool
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Beach House Ultimate pool Family Vacation Home.
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Private heated salt pool at OHasis Getaway II and only 210 steps from the Beach!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Mermaid's Crossing - 4 Bed 3 Bath BUNGALOW Heated Pool and Spa Bikes Kayaks free
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Elegant Gulf Front Condo Overlooking Both Beach and Pool
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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'License To Chill' in O.P.H. 376 Aruba Circle #202 Margaritaville Anna Maria
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Ground Floor Luxury Villa in Prime Location, Heated Pool �����
Rental Home
6 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps, All pools
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Close to the Beach and Restaurants with a heated pool!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Sunset Landing AMI Beach Home:Luxury-6BR/4.5BA w/ pool
Rental Home
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, All pools
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MARCH MADNESS $3500 INCLUSIVE FOR THE WEEK DON'T MISS OUT
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Seahorse Beach House 4 Bedroom 3 Bathroom bikes beach gear pool and spa
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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6/ 6 Heated Pool Spa Water Slide - Minute To The Beach! EASTER OPEN
Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Luxury, beachside home w/heated private pool - tranquil, close to everything!
Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps, All pools
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She's Always Right - Skip to Beach & Shops in New Stunning Home, Pool/Spa, Beach
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Wonderful location one house back from the beach. Sleeps 6. Private pool.
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Turtles Bay 3 King bedroom Bonus Bunk room for 4 private pool, bikes & beach ge
Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Starfish Isle Heated pool & spa SONOS Sound System Close to beach, shops and res
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Salt Air East heated pool Sleeps 6! Sunny yard, close to beach bikes beach ge
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Penthouse in Paradise, one of the most desirable condos at One Particular Harbou
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
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Beachfront Condominium on the white sandy beach of Anna Maria Island.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps, All pools
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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.