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      Anna Maria Island Oceanfront Vacation Rentals

      Compare oceanfront vacation rentals and Airbnbs in Anna Maria Island. Check prices, ratings, and availability before booking your beachfront stay.

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      Sat, 31 Oct
      Check-out
      Sun, 01 Nov
      Rooms and Guests2 Guests, 1 room
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      1-35 out of 35
      Sort by: high popularity
      • Price: low to high
      • Price: high to low
      • Guest rating: high to low
      • Popularity: high to low
      Sandy'S GetawayHoliday home
      8.0
      Great16 total reviews
      our site & Booking.com
      8 adults
      3 bedrooms
      4 beds
      Map
      1068 yd from City Center
      TerraceBalconyFishing
      • Spacious 3-bedroom home layout
      • Private entrance & terrace
      • Steps from Anna Maria Island
      FromUS$ 175 /nightSelect
      Coquina Beach Club 109Apartment
      8.6
      Great43 total reviews
      our site & Booking.com
      2 adults
      1 bedroom
      1 bed
      Map
      4.1 mi from City Center
      Private BeachHeated PoolTennis Court
      • Private beach area with Gulf views
      • On-site tennis court for guests
      • Live music entertainment on-site
      FromUS$ 236 /nightSelect
      Southern Breeze 2Holiday home
      8.9
      Great15 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
      Tropical OasisHoliday home
      5.0
      Needs improvement4 total reviews
      our site & Booking.com
      6 adults
      3 bedrooms
      4 beds
      Map
      1.1 mi from City Center
      Spa CenterOutdoor PoolGarden
      • 2-min walk to beach
      • On-site spa and wellness
      • Pet-friendly holiday home
      FromUS$ 373 /nightSelect
      Pelican VillaHoliday home
      10.0
      Perfect2 total reviews
      our site & Booking.com
      Map
      247 yd from City Center
      Heated PoolGame RoomSpa Center
      • Spa facilities with outdoor pool
      • 4-bedroom private holiday home
      • Heated pool and game room
      FromUS$ 1 109 /nightSelect
      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$ 950 /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
      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
      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
      Coconut LagoonHoliday home
      Map
      204 yd from City Center
      Heated PoolOn-site SpaFitness Center
      • Heated pool with on-site spa
      • Four-bedroom vacation home with private entrance
      • Six-minute walk to Anna Maria City Pier
      FromUS$ 675 /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
      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
      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
      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
      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
      Select
      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
      Select
      Sweet CarolineHoliday home
      Map
      625 yd from City Center
      Outdoor PoolHot TubFitness Center
      • Sea views and private hot tub
      • On-site golf course and minigolf
      • Fitness center and elevator
      FromUS$ 2 857 /nightSelect
      High Tide HavenHoliday home
      10.0
      Perfect1 total review
      our site & Booking.com
      Map
      189 yd from City Center
      Heated PoolSpa CenterFitness Center
      • Steps from island historical museum
      • Heated outdoor pool with spa
      • Fully equipped kitchen in suite
      FromUS$ 629 /nightSelect
      The Willow Inn: Huge Pool, Game Room, One Block To Beach By Anna Maria Life Vacation RentalsHoliday home
      Map
      533 yd from City Center
      Private PoolGame RoomSpa Centre
      • Huge private pool and Jacuzzi
      • Game room with table tennis
      • Spa and wellness centre
      FromUS$ 2 318 /nightSelect
      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
      Tahiti BayHoliday home
      Map
      221 yd from City Center
      Heated PoolSpa CentreGolf Course
      • Five-bedroom home with private entrance
      • Spa, hot tub, and heated pool
      • On-site mini golf and golf course
      Select
      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
      Vitamin Sea Managed By Beach RetreatsHoliday home
      Map
      471 yd from City Center
      ElevatorOutdoor PoolHot Tub
      • In-home elevator for access
      • On-site golf course and tennis
      • Outdoor pool with hot tub
      FromUS$ 2 978 /nightSelect
      Dragonfly Harbour: Spectacular Canal Front Home, Pool, Hot Tub Rooftop Deck By Anna Maria LifeHoliday home
      Map
      507 yd from City Center
      Private PoolHot TubFitness Center
      • Private pool and hot tub
      • Outdoor barbecue area
      • On-site fitness center
      FromUS$ 1 581 /nightSelect
      Snook Lookout: Canal Home, Pool, Game Room, Putting Green By Anna Maria Life Vacation RentalsHoliday home
      Map
      746 yd from City Center
      FromUS$ 3 613 /nightSelect
      La Hacienda - Dock On Canal, Full Game Room, PoolHoliday home
      Map
      193 yd from City Center
      DockGame RoomHeated Pool
      • Private dock on canal
      • Full game room for entertainment
      • Heated outdoor private pool
      Select
      Aqua CoveHoliday home
      Map
      313 yd from City Center
      Heated PoolSpaGames Room
      • Private home with 4 bedrooms
      • Heated outdoor pool plus spa
      • Steps from Anna Maria Island
      FromUS$ 557 /nightSelect
      Water ColorsHoliday home
      Map
      467 yd from City Center
      Heated PoolSpa CentrePrivate Lift
      • Private elevator in holiday home
      • Heated outdoor swimming pool
      • On-site spa and hot tub
      FromUS$ 1 078 /nightSelect
      South Bay Inn 4Holiday home
      Map
      519 yd from City Center
      WaterparkFull KitchenOutdoor Pool
      • On-site waterpark
      • Fully equipped kitchen
      • Outdoor swimming pool
      FromUS$ 200 /nightSelect
      On Point: Across Street From Bean Point Beach, Outdoor Games & Pool By Anna Maria LifeHoliday home
      Map
      1398 yd from City Center
      Private PoolFitness CentreBarbecue Area
      • Private heated pool
      • Outdoor barbecue area
      • Fully equipped kitchen
      FromUS$ 703 /nightSelect
      Sand And Sea 109 BApartment
      9.0
      Perfect1 total review
      our site & Booking.com
      Map
      439 yd from City Center
      Heated PoolSpa CenterGolf Course
      • Steps from Anna Maria Island beach
      • Outdoor heated pool on site
      • Fully equipped kitchen in unit
      FromUS$ 313 /nightSelect
      Sand And Sea 113 BApartment
      Map
      405 yd from City Center
      Heated PoolSpa CenterGolf Course
      • Ground-floor unit with private entrance
      • On-site golf course access
      • Heated pool and spa facilities
      Select

      Anna Maria Island offers a selection of oceanfront vacation rentals that place you steps from the Gulf of Mexico. These properties range from cozy apartments to large holiday homes with multiple bedrooms, suitable for families or groups. Budget varies, but many rentals include full kitchens and free on-site parking. The northern part of the island, around Anna Maria City Pier and the historical museum, is a popular district for beachfront stays. Expect direct beach access, outdoor pools, and fully equipped living spaces.

      Among the top-rated options, Coquina Beach Club 109 provides direct Gulf views and a private beach area with an outdoor swimming pool, scoring 86 (Fabulous). Salty Sister - 302 offers a waterpark and private pool for families, rated Exceptional at 95. Pelican Villa features a games room and spa facilities, also rated Exceptional. Most rentals include free WiFi and parking, with some offering spa and fitness facilities.