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      Anna Maria Island 4-Bedroom Vacation Rentals

      Compare 44+ 4-bedroom vacation rentals and Airbnbs on Anna Maria Island. Check prices and availability for homes with private pools and beach access

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      Rooms and Guests2 Guests, 1 room
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      Rooms and Guests2 Guests, 1 room
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      Hotels
      Vacation rentals
      All types
      Holiday homes (33)Apartments (3)
      1-20 out of 36
      Sort by: high popularity
      • Price: low to high
      • Price: high to low
      • Guest rating: high to low
      • Popularity: high to low
      South Bay Inn 1Holiday home
      8.8
      Great
      4 adults
      2 bedrooms
      3 beds
      Map
      535 yd from City Center
      Full KitchenOn-site RestaurantPrivate Patio
      • Private entrance with full kitchen
      • On-site restaurant for guests
      • Cycling and fishing activities
      FromUS$ 142 /nightSelect
      Sandy'S GetawayHoliday home
      8.0
      Great
      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
      8.7
      Great
      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
      Great
      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 improvement
      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
      Perfect
      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
      Great
      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
      Perfect
      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
      Perfect
      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
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      Explore Hotels in Anna Maria by Feature

      Hotel themes
      Pet-friendly / Beachfront / Cheap and budget

      Popular Searches for Hotels in Anna Maria

      Anna Maria Beachfront Rentals / Pet-Friendly Anna Maria Rentals

      Anna Maria Island offers a selection of spacious 4-bedroom vacation rentals ideal for families or groups. Properties like Anna Maria's Finest feature private pools, spa facilities, and multiple swimming pools, while Sandy's Getaway provides free WiFi and is a three-minute walk from the beach. Expect fully equipped kitchens, outdoor seating, and free parking.

      Most rentals are near Anna Maria City Pier and Bayfront Park, with easy access to island attractions. Budgets vary; affordable options like South Bay Inn 1 (score 90) offer great value. For larger groups, consider Blissful Bay at Bayside Bungalow with three bedrooms and a heated pool. Book early for peak season.