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Holmes Beach Holiday Rentals with Pools

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Distance from
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870 rentals in Holmes Beach.
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Anna Maria The Pink Flamingo
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Anna Maria Island, 2 Bed, 2 Bath Condo in quiet setting near to Beaches
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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MYKONOS - A 3/2 heated pool home just steps to the beach. PET FRIENDLY!
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Best Little Beach House on Anna Maria Island...With a pool
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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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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PRIVATE POOL, WALK TO BEACH
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Surfside AMI, LOADED FOR FUN! Golf Cart, Heated Pool, SUP, Kayak, Beach Gear...
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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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
Match: Sleeps, All pools
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Areca Cove On Beautiful Anna Maria Island! 3 Min Walk To Beach!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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New 2019 - 90sec. to beach - all day sun - big pool - quite - clean - safe - fun
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Save time - get the best Holmes Beach rentals sent straight to your email!
Coastal Charm Meets Cottage Chic! Sparkling Pool/Spa *4 Doors To The Beach*
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Close To The Beach And Restaurants With Private Heated Pool!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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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Turtle Nest! New Holiday House w/ Pool, Wifi, and Access to the Beach
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Visit Anna Maria Island! Relax at Heliconia House, enjoy your own heated pool!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Seaside Bungalow - Beautiful Gulf of Mexico beach and heated pool
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Luxury 2 bed, 2 En Suite Baths, Private Htd Pool, 0 Blocks to Beach - Just Steps
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
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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Blue Sky: Luxury 5 Bdrm/4 bath with heated pool - 1 block to beach!
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
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6 bed 6.5 bath Heated Pool & Spa Walk to the beach & shops FREE WiFi Pingpong ta
Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps, All pools
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200' from Beach, Heated Pool and Spa, Upscale Furnishings, Elevator, Golf Cart
Holiday Rental House
3 bedrooms
4 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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Private paradise w/ all the toys & golf cart!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Coastal Cottage On Holmes Beach With Private Heated Pool!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Coral Castle - Waterfront! Hot Tub! 3 Min Walk To Beach!
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
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⭐️⭐️⭐️⭐️⭐️ 4 bedroom, heated pool, free WiFi, ground level
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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AMI Completely Renovated Sunset Paradise! Direct Beach Front Gulf View Condo#105
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub
Holiday Rental House
3 bedrooms
3 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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Manatee Watch - Waterfront! Hot Tub! 3 Min Walk To Beach!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Anna Maria Villa, Shared Heated Salt Pool, Steps to the Beach, Ground Level
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, All pools
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Beach Dance in Holmes Beach
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps, All pools
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CUTE TWO BEDROOM WITH POOL**STEPS TO THE BEACH!!!
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, All pools
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8 bd luxury home with private pool + spa! Close to the beach, great location!
Holiday Rental House
8 bedrooms
8 bathrooms
Sleeps 16
Match: Sleeps, All pools
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Gulf Beach Apartment - with Pool & Beach Access
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Big Luxury 6 bd/pool/spa! Bikes! Kayak! Reviews! Close to the Beach!
Holiday Rental House
7 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Cozy Cabana West - Private Heated Pool - 4 Minute Walk to the Beach
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Tranquil Anna Maria Island Resort, Unit 3... Only 4 units, all amenities!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, All pools
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Mainsail Beach Inn 2 Bedroom
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Sunset Landing AMI Beach Home:Luxury-6BR/4.5BA w/ pool
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Close to the Beach and Restaurants with a heated pool!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Close To The Beach And Restaurants With Private Heated Pool!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Skip to Beach & Shops in New Stunning Home, Pool/Spa, Beach Gear, Pets OK
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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����� BEAUTIFUL HEATED POOL GROUND FLOOR SINGLE FAMILY HOME!
Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps, All pools
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Tranquil Anna Maria Island Resort, Unit 4... Only 4 units, all amenities!
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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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Weekly Summer booking available 4 Bedroom 3 Bathroom , bikes, beach gear, pool a
Holiday Rental House
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
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 12
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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3 King bedroom and Bunk room for 4 private pool, bikes & beach gear
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, All pools
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