Experience Flawless Beaches While Staying in Anna Maria Beach House Rentals

Anna Maria Island has historically been a well-kept secret among locals in Florida until recent years. Now, Anna Maria rentals make the area a popular destination for world travelers looking for sugar sand beaches and a quiet local town to boot.

Enjoy the Gulf of Mexico from Anna Maria Condos


Anna Maria vacation rentals can place you right in the middle of the Gulf of Mexico and all it has to offer those who visit here. This is the perfect destination for vacationers looking for a break from the many theme parks common throughout the state of Florida. It’s quite easy to enjoy the seemingly undisturbed shoreline by staying in one of the Anna Maria beach rentals that give you a breathtaking view and walking-distance access to the best beaches.

Explore near Anna Maria Villa Rentals and Keep Fit


Staying in Anna Maria rentals is an ideal way to stay on top of your fitness program while on vacation, as locals and visitors alike find that walking is the best form of transportation there. You’ll see the island’s resident tropical birds and wildlife along the way to dinner out on the town or the local unique shops.

Of course, you can also catch the free trolley near your Anna Maria vacation rentals too. Some travelers who stay in Anna Maria beach rentals also enjoy renting bicycles or scooters to travel further distances.

Relax in Anna Maria Beach Homes after Exploring the Island


Outdoor activities abound near Anna Maria rentals, no matter what type of sports you tend to prefer. Boat tours, kayak rentals, scuba diving, parasailing, bird-watching and even deep-sea fishing are some of the most popular things to do for those who stay in Anna Maria vacation rentals. Before retiring to Anna Maria beach rentals, you may also love a day touring local museums, zoos and art galleries.

Expand your search for Florida vacation rentals to include Miami vacation rentals and Ft. Lauderdale rentals in South Florida, Destin vacation rentals and Siesta Key rentals on the Gulf Coast, or Orlando vacation home rentals near Disney.

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Anna Maria: Houses, Condos & More(289)

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Best Location on Island - Read Our Guest Reviews!
    2 Bedrooms, Sleeps 4
$693 - $1,225
per week

Best Location on Island - Read Our Guest Reviews!

7 night Minimum Stay
  • 2 BR,
  • Sleeps 4
  1. Anna Maria Island >
  2. Anna Maria Condo
#48051vb
    (28)
    North Beach Condo Villa & Large Pool - Steps to Beach
      3 Bedrooms,
    • 2 Bathrooms
      • , Sleeps 6

    North Beach Condo Villa & Large Pool - Steps to Beach

    • 3 BR,
    • 2 BA,
    • Sleeps 6
    1. Anna Maria Island >
    2. Anna Maria Townhome
    #304462
      (10)
      Listen to the Mermaids Sing at Sunrise Cottage - A Luxury Property
        2 Bedrooms,
      • 2 Bathrooms
        • , Sleeps 6

      Listen to the Mermaids Sing at Sunrise Cottage - A Luxury Property

      • 2 BR,
      • 2 BA,
      • Sleeps 6
      1. Anna Maria Island >
      2. Anna Maria House
      #24779vb
        (16)
        Spoil yourself! Pool-spa-dock-sea+only steps to sugar-white-sand. GEM!
          4 Bedrooms,
        • 3 Bathrooms, 
        • 1 Half Bath
          • , Sleeps 8
        $329 - $729
        per night

        Spoil yourself! Pool-spa-dock-sea+only steps to sugar-white-sand. GEM!

        2 - 7 night Minimum Stay
        • 4 BR,
        • 3 BA,
        • 1 HF BA,
        • Sleeps 8
        1. Anna Maria Island >
        2. Anna Maria Cottage
        #439787vb
          (9)
          Listen to the Mermaids Sing at Sunset Cottage - A Luxury Property
            3 Bedrooms,
          • 3 Bathrooms
            • , Sleeps 8

          Listen to the Mermaids Sing at Sunset Cottage - A Luxury Property

          • 3 BR,
          • 3 BA,
          • Sleeps 8
          1. Anna Maria Island >
          2. Anna Maria House
          #999239
            (9)
            Professionally Decorated, Totally remodeled with Heated Pool, Steps to Beach
              4 Bedrooms,
            • 3 Bathrooms
              • , Sleeps 8
            $2,500 - $2,900
            per week

            Professionally Decorated, Totally remodeled with Heated Pool, Steps to Beach

            7 night Minimum Stay
            • 4 BR,
            • 3 BA,
            • Sleeps 8
            1. Anna Maria Island >
            2. Anna Maria House
            #458157vb
              (7)
              Anna Maria Island Beach House! Sleeps 10 - Heated Pool
                4 Bedrooms,
              • 2 Bathrooms
                • , Sleeps 10
              $2,800
              per week

              Anna Maria Island Beach House! Sleeps 10 - Heated Pool

              7 night Minimum Stay
              • 4 BR,
              • 2 BA,
              • Sleeps 10
              1. Anna Maria Island >
              2. Anna Maria House
              #466127vb
                Pineapple Cottage: 2BR/1BA Between the Gulf and Bay | Sleeps 6
                  2 Bedrooms,
                • 1 Bathroom
                  • , Sleeps 6

                Pineapple Cottage: 2BR/1BA Between the Gulf and Bay | Sleeps 6

                • 2 BR,
                • 1 BA,
                • Sleeps 6
                1. Anna Maria Island >
                2. Anna Maria Cottage
                #91669vb
                  (29)
                  The Blue Horizon- New, Luxury 9 Bedroom Direct Gulf Front-Pool
                    9 Bedrooms,
                  • 6 Bathrooms, 
                  • 3 Half Baths
                    • , Sleeps 22

                  The Blue Horizon- New, Luxury 9 Bedroom Direct Gulf Front-Pool

                  • 9 BR,
                  • 6 BA,
                  • 3 HF BA,
                  • Sleeps 22
                  1. Anna Maria Island >
                  2. Anna Maria House
                  #443504vb
                    Luxury Beach House with Spectacular Views -Beach,3BR & Loft
                      3 Bedrooms,
                    • 2 Bathrooms
                      • , Sleeps 8

                    Luxury Beach House with Spectacular Views -Beach,3BR & Loft

                    • 3 BR,
                    • 2 BA,
                    • Sleeps 8
                    1. Anna Maria Island >
                    2. Anna Maria House
                    #342950vb
                      2 Reviews
                      Bayside - 4bd Pool Home *Fantastic Location* 350 Yards to Beach
                        4 Bedrooms,
                      • 3 Bathrooms
                        • , Sleeps 10

                      Bayside - 4bd Pool Home *Fantastic Location* 350 Yards to Beach

                      • 4 BR,
                      • 3 BA,
                      • Sleeps 10
                      1. Anna Maria Island >
                      2. Anna Maria House
                      #149466vb
                        (4)
                        4 Bed 3.5 Bath Keywest Style Home - Pool, Hot Tub And Game Room Too!
                          4 Bedrooms,
                        • 3 Bathrooms
                          • , Sleeps 13
                        $300 - $450
                        per night

                        4 Bed 3.5 Bath Keywest Style Home - Pool, Hot Tub And Game Room Too!

                        1 - 7 night Minimum Stay
                        • 4 BR,
                        • 3 BA,
                        • Sleeps 13
                        1. Anna Maria Island >
                        2. Anna Maria House
                        #462017vb
                          The Shady Mango - Anna Maria's Most Charming Coastal Cottage!
                            2 Bedrooms, Sleeps 4
                          $1,750
                          per week

                          The Shady Mango - Anna Maria's Most Charming Coastal Cottage!

                          7 night Minimum Stay
                          • 2 BR,
                          • Sleeps 4
                          1. Anna Maria Island >
                          2. Anna Maria Cottage
                          #452658vb
                            2 Reviews
                            6 Bedroom Luxury Beach House w/Pool Steps To The Gulf Of Mexico
                              6 Bedrooms,
                            • 4 Bathrooms
                              • , Sleeps 13

                            6 Bedroom Luxury Beach House w/Pool Steps To The Gulf Of Mexico

                            • 6 BR,
                            • 4 BA,
                            • Sleeps 13
                            1. Anna Maria Island >
                            2. Anna Maria Cottage
                            #467908vb
                              A Beautiful Vacation Home Your Family Will Love!!
                                4 Bedrooms, Sleeps 11

                              A Beautiful Vacation Home Your Family Will Love!!

                              • 4 BR,
                              • Sleeps 11
                              1. Anna Maria Island >
                              2. Anna Maria House
                              #475007vb
                                Island Place Cottage: 1BR/1BA Quaint Pet-Friendly Cottage | Sleeps 4
                                  1 Bedrooms,
                                • 1 Bathroom
                                  • , Sleeps 4

                                Island Place Cottage: 1BR/1BA Quaint Pet-Friendly Cottage | Sleeps 4

                                • 1 BR,
                                • 1 BA,
                                • Sleeps 4
                                1. Anna Maria Island >
                                2. Anna Maria Cottage
                                #178363vb
                                  (19)
                                  Sunset Landing- Moderatly Priced New Luxury 6 Bed, Heated Pool, West Of Gulf Dr.
                                    Studio, Sleeps 14

                                  Sunset Landing- Moderatly Priced New Luxury 6 Bed, Heated Pool, West Of Gulf Dr.

                                  • Studio,
                                  • Sleeps 14
                                  1. Anna Maria Island >
                                  2. Anna Maria House
                                  #473590vb
                                    BON AMI: 3BR/2BA Less than One Block from Beach | Sleeps 7
                                      3 Bedrooms,
                                    • 2 Bathrooms
                                      • , Sleeps 7

                                    BON AMI: 3BR/2BA Less than One Block from Beach | Sleeps 7

                                    • 3 BR,
                                    • 2 BA,
                                    • Sleeps 7
                                    1. Anna Maria Island >
                                    2. Anna Maria House
                                    #447525vb
                                      Beautiful 4-BR, Very Close to Gulf Beach, Large Heated Pool
                                        4 Bedrooms,
                                      • 2 Bathrooms, 
                                      • 1 Half Bath
                                        • , Sleeps 7

                                      Beautiful 4-BR, Very Close to Gulf Beach, Large Heated Pool

                                      • 4 BR,
                                      • 2 BA,
                                      • 1 HF BA,
                                      • Sleeps 7
                                      1. Anna Maria Island >
                                      2. Anna Maria House
                                      #435811vb
                                        2 Reviews
                                        Sunways-on the Water-Half Way Between the Bay and the Gulf
                                          4 Bedrooms,
                                        • 3 Bathrooms
                                          • , Sleeps 8

                                        Sunways-on the Water-Half Way Between the Bay and the Gulf

                                        • 4 BR,
                                        • 3 BA,
                                        • Sleeps 8
                                        1. Anna Maria Island >
                                        2. Anna Maria House
                                        #398731vb
                                          Adorable 2 Bed 2 Full Bath Home On The North End Of Anna Maria
                                            2 Bedrooms,
                                          • 2 Bathrooms
                                            • , Sleeps 6

                                          Adorable 2 Bed 2 Full Bath Home On The North End Of Anna Maria

                                          • 2 BR,
                                          • 2 BA,
                                          • Sleeps 6
                                          1. Anna Maria Island >
                                          2. Anna Maria House
                                          #470717vb
                                            Tip of the Island! 3BR+Den, Heated Pool, Canal/Dock, Walk to Beaches
                                              3 Bedrooms,
                                            • 2 Bathrooms
                                              • , Sleeps 8

                                            Tip of the Island! 3BR+Den, Heated Pool, Canal/Dock, Walk to Beaches

                                            • 3 BR,
                                            • 2 BA,
                                            • Sleeps 8
                                            1. Anna Maria Island >
                                            2. Anna Maria House
                                            #267909
                                              (13)
                                              April Special Northshore Beach House, Anna Maria Island,Pine Ave
                                                3 Bedrooms,
                                              • 2 Bathrooms
                                                • , Sleeps 8

                                              April Special Northshore Beach House, Anna Maria Island,Pine Ave

                                              • 3 BR,
                                              • 2 BA,
                                              • Sleeps 8
                                              1. Anna Maria Island >
                                              2. Anna Maria Villa
                                              #289836
                                                (34)
                                                LOCATION LOCATION! Northshore Beach Villa,Anna Maria Island, Pine Ave.
                                                  2 Bedrooms,
                                                • 1 Bathroom
                                                  • , Sleeps 6

                                                LOCATION LOCATION! Northshore Beach Villa,Anna Maria Island, Pine Ave.

                                                • 2 BR,
                                                • 1 BA,
                                                • Sleeps 6
                                                1. Anna Maria Island >
                                                2. Anna Maria Villa
                                                #394722vb
                                                  (15)
                                                  Sirenia By The Sea - Resort Style Luxury on Canal with Heated Pool
                                                    5 Bedrooms,
                                                  • 5 Bathrooms
                                                    • , Sleeps 12
                                                  $2,300 - $3,500
                                                  per week

                                                  Sirenia By The Sea - Resort Style Luxury on Canal with Heated Pool

                                                  7 night Minimum Stay
                                                  • 5 BR,
                                                  • 5 BA,
                                                  • Sleeps 12
                                                  1. Anna Maria Island >
                                                  2. Anna Maria House
                                                  #3505367
                                                    1 Review
                                                    Exotic Private Island Waterfront Polynesian Pod-Style Home with Boat
                                                      6 Bedrooms,
                                                    • 4 Bathrooms, 
                                                    • 2 Half Baths
                                                      • , Sleeps 18
                                                    $1,200 - $3,000
                                                    per night

                                                    Exotic Private Island Waterfront Polynesian Pod-Style Home with Boat

                                                    2 - 7 night Minimum Stay
                                                    • 6 BR,
                                                    • 4 BA,
                                                    • 2 HF BA,
                                                    • Sleeps 18
                                                    1. Anna Maria Island >
                                                    2. Anna Maria House
                                                    #312423
                                                      (7)
                                                      On The Water - Large Resort Home (sleeps 14-16)
                                                        5 Bedrooms,
                                                      • 4 Bathrooms
                                                        • , Sleeps 16
                                                      $343
                                                      per night

                                                      On The Water - Large Resort Home (sleeps 14-16)

                                                      1 - 7 night Minimum Stay
                                                      • 5 BR,
                                                      • 4 BA,
                                                      • Sleeps 16
                                                      1. Anna Maria Island >
                                                      2. Anna Maria House
                                                      #452619vb
                                                        Bahama Mama's 3bd/2ba Pool 2 Blks To Beach!
                                                          3 Bedrooms,
                                                        • 2 Bathrooms
                                                          • , Sleeps 7

                                                        Bahama Mama's 3bd/2ba Pool 2 Blks To Beach!

                                                        • 3 BR,
                                                        • 2 BA,
                                                        • Sleeps 7
                                                        1. Anna Maria Island >
                                                        2. Anna Maria House
                                                        #472181vb
                                                          The Perfect Gulf Front Vacation, Directly on the Beach!
                                                            3 Bedrooms,
                                                          • 2 Bathrooms
                                                            • , Sleeps 6

                                                          The Perfect Gulf Front Vacation, Directly on the Beach!

                                                          • 3 BR,
                                                          • 2 BA,
                                                          • Sleeps 6
                                                          1. Anna Maria Island >
                                                          2. Anna Maria House
                                                          #346620
                                                            (4)
                                                            Gulf / Dolphin View Villa (D), in Bradenton Beach on Anna Maria Island
                                                              1 Bedrooms,
                                                            • 1 Bathroom
                                                              • , Sleeps 4
                                                            $100 - $110
                                                            per night

                                                            Gulf / Dolphin View Villa (D), in Bradenton Beach on Anna Maria Island

                                                            2 - 28 night Minimum Stay
                                                            • 1 BR,
                                                            • 1 BA,
                                                            • Sleeps 4
                                                            1. Anna Maria Island >
                                                            2. Anna Maria Villa
                                                            #3495688
                                                              2 Reviews
                                                              • 1 - 30 of 289
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