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300+ stays

Stays in Anna Maria Island

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Entire house in Anna Maria
Dog-friendly home with private pool, great location near beach, shopping, dining
6 guests2 bedrooms3 beds2 baths
PoolAir conditioningWifiKitchen
Rating 4.91 out of 5;11 reviews
Price:$232 / night
Entire house in Holmes Beach
Laid-back beach escape with a private pool, screened lanai, Ping-Pong, and more!
6 guests2 bedrooms4 beds2 baths
PoolAir conditioningWifiKitchen
Rating 4.67 out of 5;3 reviews
Price:$179 / night
Entire house in Anna Maria
Dog friendly oasis with private pool and very close to the beach
8 guests3 bedrooms6 beds3 baths
PoolAir conditioningWifiKitchen
Rating 4.83 out of 5;7 reviews
Price:$232 / night
Entire house in Holmes Beach
Cozy, waterfront bungalow with vintage flair - dogs are welcome!
6 guests3 bedrooms3 beds3.5 baths
Air conditioningWifiKitchen
Price:$320 / night
Entire house in Anna Maria
Incredible, spacious home with a private heated pool - close to the beach!
6 guests3 bedrooms3 beds2.5 baths
PoolAir conditioningWifiKitchen
Rating 5.0 out of 5;6 reviews
Price:$321 / night
Entire house in Holmes Beach
Gulf-front home with deck and direct beach access - steps to trolley!
6 guests2 bedrooms4 beds1 bath
Air conditioningWifiKitchen
Price:$243 / night
SUPERHOST
Entire condominium in Bradenton Beach
Anna Maria Island Getaway (Beachfront & Dolphins)
2 guestsStudio1 bed1 bath
PoolAir conditioningWifiKitchen
Rating 4.75 out of 5;52 reviews
Price:$154 / night
Entire condominium in Holmes Beach
Beach home w/ exquisite backyard - firepit, private heated pool, grill, and TV
6 guests2 bedrooms4 beds2 baths
PoolAir conditioningWifiKitchen
Rating 4.60 out of 5;5 reviews
Price:$224 / night
SUPERHOST
Entire apartment in Bradenton Beach
Playa Esmeralda/Innatthebeach Suites #1A Amazing Location in Bradenton Beach
3 guests1 bedroom1 bed1 bath
Air conditioningWifi
Rating 4.79 out of 5;57 reviews
Price:$125 / night
Entire house in Bradenton Beach
Outdoor Oasis, one block from the beach with a Salt Pool and Spa!
8 guests3 bedrooms5 beds2 baths
PoolAir conditioningWifiKitchen
Rating 4.57 out of 5;14 reviews
Price:$290 / night
SUPERHOST
Entire townhouse in Holmes Beach
Walk 2 Beach + PRIVATE Pool + Golf Cart + Boating
6 guests2 bedrooms3 beds2 baths
PoolAir conditioningWifiKitchen
Rating 4.94 out of 5;65 reviews
Price:$296 / night
Entire house in Holmes Beach
Dog-friendly home with a private spa and pool - waterfront too!
8 guests4 bedrooms5 beds4 baths
PoolAir conditioningWifiKitchen
Price:$393 / night
SUPERHOST
Entire condominium in Holmes Beach
5 Star Villa; Great Pool & Patio, Steps to Beach
4 guests2 bedrooms3 beds1 bath
PoolAir conditioningWifiKitchen
Rating 4.95 out of 5;88 reviews
Price:$166 / night
Entire condominium in Holmes Beach
Dog-friendly beach cottage moments from the gulf with shared pool, near trolley!
6 guests2 bedrooms3 beds2 baths
PoolAir conditioningWifiKitchen
Rating 5.0 out of 5;4 reviews
Price:$168 / night
Entire villa in Holmes Beach
Tropical and dog-friendly retreat with a private pool - walk to beach!
6 guests2 bedrooms3 beds2 baths
PoolAir conditioningWifiKitchen
Price:$204 / night
Entire house in Anna Maria
NEW LISTING! Pet-friendly home with private pool, short walk to the beach
6 guests2 bedrooms4 beds2.5 baths
PoolAir conditioningWifiKitchen
Rating 4.33 out of 5;3 reviews
Price:$229 / night
SUPERHOST
Entire house in Anna Maria
Cozy Beachhouse 800 steps to beach
3 guests1 bedroom1 bed1 bath
Air conditioningWifiKitchen
Rating 4.84 out of 5;226 reviews
Price:$129 / night
Entire house in Holmes Beach
Waterfront home with furnished deck and Gulf views - walk right onto the beach
5 guests2 bedrooms3 beds1.5 baths
Air conditioningWifiKitchen
Rating 4.38 out of 5;8 reviews
Price:$240 / night
Entire townhouse in Holmes Beach
Anna Maria Island villa 3 minute walk to beach
6 guests3 bedrooms4 beds2 baths
PoolAir conditioningWifiKitchen
Rating 4.88 out of 5;24 reviews
Price:$267 / night
SUPERHOST
Entire house in Anna Maria
Beachfront Oasis - Elegant beach front home! Views for days, private pool, beach access!
10 guests3 bedrooms5 beds2 baths
PoolAir conditioningWifiKitchen
Price:$465 / night
1 20 of 300+ places to stay
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