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      Anna Maria Island Villas

      Anna Maria Island villas: private pools, hot tubs, and beach access. 11 vacation rentals with free parking and WiFi. Book now.

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      Thu, 24 Sept
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      Fri, 25 Sept
      Rooms and Guests2 Guests, 1 room
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      Thu, 24 Sept
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      Rooms and Guests2 Guests, 1 room
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      Thu, 24 Sept
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      Fri, 25 Sept
      Rooms and Guests2 Guests, 1 room
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      Hotels
      Vacation rentals
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      Holiday homes (13)Apartments (4)
      1-20 out of 38
      Sort by: high popularity
      • Price: low to high
      • Price: high to low
      • Guest rating: high to low
      • Popularity: high to low
      High Tide - AmilHoliday home
      Map
      470 yd from City Center
      Beach AccessSpa FacilitiesFitness Centre
      • Direct beachfront access with sea views
      • On-site spa facilities for relaxation
      • Three-bedroom home with full kitchen
      FromUS$ 769 /nightSelect
      Freckled FinHoliday home
      Map
      204 yd from City Center
      Private PoolHot TubSpa Facilities
      • Private heated outdoor pool
      • Four-bedroom home for groups
      • On-site spa with hot tub
      FromUS$ 826 /nightSelect
      Salty Margarita By Seabreeze VacationHoliday home
      8.5
      Great2 total reviews
      our site & Booking.com
      Map
      652 yd from City Center
      Heated PoolHot TubPlayground
      • Heated year-round outdoor pool
      • Children's playground on-site
      • Steps from Anna Maria Beach
      FromUS$ 369 /nightSelect
      Sign Of The MermaidHoliday home
      Map
      1083 yd from City Center
      Private PoolFull KitchenPrivate Entrance
      • Private pool for exclusive use
      • Steps to Anna Maria beach
      • Spacious 4-bedroom layout
      FromUS$ 867 /nightSelect
      Fine And SandyHoliday home
      Map
      459 yd from City Center
      Private PoolHot TubSpa
      • Private pool and hot tub
      • Seven-bedroom holiday home
      • Spa facilities on site
      FromUS$ 1 462 /nightSelect
      Dolphin Watch HomeHoliday home
      Map
      1166 yd from City Center
      Table TennisFull KitchenPrivate Parking
      • Play table tennis on property
      • Fully equipped kitchen for dining
      • Outdoor barbecue area available
      Select
      Oar HouseHoliday home
      Map
      254 yd from City Center
      Horse RidingWater SportsHeated Pool
      • On-site horse riding
      • On-site water sports
      • Heated outdoor pool
      FromUS$ 1 048 /nightSelect
      Cloud Nine On PineHoliday home
      Map
      171 yd from City Center
      Heated PoolHot TubSpa
      • Six-bedroom home with elevator
      • On-site spa and hot tub
      • Heated outdoor swimming pool
      FromUS$ 1 098 /nightSelect
      Bimini Bay: 3 Blocks To Beach! Private Pool! By Anna Maria Life Vacation RentalsHoliday home
      Map
      240 yd from City Center
      Private PoolBeach AccessHeated Pool
      • Private heated pool
      • Three blocks to beach
      • Spacious four-bedroom home
      Select
      Beach BreezeHoliday home
      10.0
      Perfect1 total review
      our site & Booking.com
      Map
      356 yd from City Center
      Heated PoolSpa FacilitiesHot Tub
      • Steps from Anna Maria Island
      • On-site spa and hot tub
      • Heated outdoor pool
      FromUS$ 1 175 /nightSelect
      Palmetto ParadiseHoliday home
      Map
      531 yd from City Center
      Outdoor PoolHot TubSpa Center
      • Panoramic sea views from home
      • Private hot tub and spa facilities
      • Steps from Anna Maria Beach
      FromUS$ 1 532 /nightSelect
      Southern Breeze 2Holiday home
      8.9
      Great14 total reviews
      our site & Booking.com
      Map
      1051 yd from City Center
      Heated PoolSpaFitness Center
      • Private entrance and balcony
      • Heated outdoor swimming pool
      • On-site spa facilities
      FromUS$ 327 /nightSelect
      The Big Yellow HouseHoliday home
      10.0
      Perfect1 total review
      our site & Booking.com
      Map
      458 yd from City Center
      Private PoolHeated PoolSpa Centre
      • Private pool with sea views
      • Beachfront on Anna Maria Island
      • 5-bedroom home with full kitchen
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      Coconut Hut - Pool & Spa, Pool Table, Putting Green By Anna Maria Life Vacation RentalsHoliday home
      Map
      415 yd from City Center
      Private PoolHot TubPutting Green
      • Private heated pool and spa
      • Pool table and putting green
      • Steps from Anna Maria Island
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      Bay Breezes At Bayside BungalowVilla
      8.4
      Great14 total reviews
      our site & Booking.com
      Map
      498 yd from City Center
      Private PoolHeated PoolSpa Facilities
      • Private heated pool and spa
      • Pet-friendly with private entrance
      • On-site spa and fitness center
      FromUS$ 521 /nightSelect
      Salty Sister - 302Holiday home
      9.5
      Perfect4 total reviews
      our site & Booking.com
      Map
      521 yd from City Center
      Private PoolWaterparkBeach Access
      • Private pool and waterpark access
      • Direct beachfront with sea views
      • Four-bedroom holiday home
      FromUS$ 1 111 /nightSelect
      Manatee Lookout - Canal Front, Pool, Spa, Dock, Putting Green By Anna Maria Life Vacation RentalsHoliday home
      Map
      683 yd from City Center
      Canal FrontPutting GreenGames Room
      • Canal front with private dock
      • Private putting green on-site
      • Games room with table tennis
      Select
      Love Me BlueHoliday home
      Map
      1277 yd from City Center
      Heated PoolHot TubFitness Center
      • Heated pool with sea views
      • Spa facilities on-site
      • Garden and outdoor pool
      FromUS$ 1 211 /nightSelect
      Sunshine ReefHoliday home
      Map
      198 yd from City Center
      Private PoolGolf CourseFitness Center
      • Private heated pool
      • Spacious 4-bedroom layout
      • On-site golf course
      FromUS$ 1 031 /nightSelect
      Cabana BreezeHoliday home
      10.0
      Perfect2 total reviews
      our site & Booking.com
      Map
      365 yd from City Center
      Heated PoolSpaGames Room
      • Four-bedroom holiday home
      • Heated pool and spa
      • On-site games room
      FromUS$ 862 /nightSelect
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      Anna Maria Island villas are fully equipped holiday homes with private pools, hot tubs, and direct beach access. Most properties sit within 400 meters of the shore and include free parking and WiFi. Rates vary by size and season-options range from 2 to 7 bedrooms, ideal for families or groups. Staying near Pine Avenue puts you steps from restaurants and boutiques.

      Top-rated picks include The Big Yellow House (Exceptional score), a beachfront villa with sea views and a private pool. Salty Margarita by SeaBreeze Vacation (Superb score) offers a year-round outdoor pool, hot tub, and a children's playground. Sea's The Day (Fabulous score) is just 70 meters from the beach and features its own private pool. These rentals provide the space and privacy of a home with resort-style amenities.