Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Bungalows
Condos
Cottages
Hotels
Homes
Townhomes
Villas
Barns
Boats
Cabins
Castles
Chalets
Estates
Farmhouses
Lodges
Studios
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Anna Maria Vacation Home Rentals(116)

116 Results
Book it Now!
2 - 5 night minimum stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
    (11)
    Book it Now!
    7 night minimum stay
    • 4 BR,
    • 2 BA,
    • Sleeps 10
      (12)
      Book it Now!
      7 night minimum stay
      • 3 BR,
      • 2 BA,
      • Sleeps 6
        (9)
        5 - 7 night minimum stay
        • 2 BR,
        • 2 BA,
        • Sleeps 6
          (31)
          7 night minimum stay
          • 4 BR,
          • 2 BA,
          • 1 HF BA,
          • Sleeps 7
            (15)
            7 night minimum stay
            • 4 BR,
            • 2 BA,
            • Sleeps 8
              (10)
              Book it Now!
              7 night minimum stay
              • 6 BR,
              • 4 BA,
              • 1 HF BA,
              • Sleeps 16
                (3)
                Book it Now!
                4 - 7 night minimum stay
                • 3 BR,
                • 3 BA,
                • Sleeps 8
                  (3)
                  5 - 7 night minimum stay
                  • 4 BR,
                  • 2 BA,
                  • 1 HF BA,
                  • Sleeps 8
                    (16)
                    7 night minimum stay
                    • 3 BR,
                    • 3 BA,
                    • Sleeps 10
                      (4)
                      7 night minimum stay
                      • 4 BR,
                      • 3 BA,
                      • Sleeps 10
                        3 - 7 night minimum stay
                        • 3 BR,
                        • 2 BA,
                        • Sleeps 6
                          (13)
                          5 - 7 night minimum stay
                          • 3 BR,
                          • 2 BA,
                          • Sleeps 6
                            (6)
                            • 3 BR,
                            • 2 BA,
                            • Sleeps 6
                              (7)
                              7 night minimum stay
                              • 2 BR,
                              • 3 BA,
                              • Sleeps 4
                                (17)
                                $2,000 - $2,400
                                per week
                                7 night minimum stay
                                • 2 BR,
                                • 2 BA,
                                • 1 HF BA,
                                • Sleeps 4
                                  (20)
                                  5 - 7 night minimum stay
                                  • 2 BR,
                                  • 2 BA,
                                  • Sleeps 6
                                    7 night minimum stay
                                    • 3 BR,
                                    • 2 BA,
                                    • 1 HF BA,
                                    • Sleeps 6
                                      7 night minimum stay
                                      • 5 BR,
                                      • 4 BA,
                                      • Sleeps 16
                                        (4)
                                        7 night minimum stay
                                        • 4 BR,
                                        • 2 BA,
                                        • Sleeps 10
                                          3 - 7 night minimum stay
                                          • 3 BR,
                                          • 2 BA,
                                          • Sleeps 8
                                            (5)
                                            3 - 7 night minimum stay
                                            • 2 BR,
                                            • 2 BA,
                                            • Sleeps 6
                                              (61)
                                              4 - 7 night minimum stay
                                              • 3 BR,
                                              • 2 BA,
                                              • Sleeps 8
                                                (18)
                                                Book it Now!
                                                4 - 7 night minimum stay
                                                • 5 BR,
                                                • 4 BA,
                                                • Sleeps 16
                                                  4 - 7 night minimum stay
                                                  • 6 BR,
                                                  • 5 BA,
                                                  • Sleeps 18
                                                    (6)
                                                    7 night minimum stay
                                                    • 3 BR,
                                                    • 2 BA,
                                                    • Sleeps 6
                                                      (7)
                                                      31 night minimum stay
                                                      • 3 BR,
                                                      • 2 BA,
                                                      • 1 HF BA,
                                                      • Sleeps 6
                                                        3 night minimum stay
                                                        • 3 BR,
                                                        • 2 BA,
                                                        • Sleeps 8
                                                          (20)
                                                          • 3 BR,
                                                          • 2 BA,
                                                          • Sleeps 6
                                                            (20)
                                                            4 night minimum stay
                                                            • 3 BR,
                                                            • 2 BA,
                                                            • 1 HF BA,
                                                            • Sleeps 6
                                                              1 Review
                                                              Advertisement
                                                               

                                                              Recent Anna Maria Reviews

                                                              Great house and great location

                                                              5 of 5
                                                              We really enjoyed this house, its amenities, its location, and the owners' thoughtfulness and responsiveness. The backyard was great! We loved the pool and the fact that we could dock our boat. The beach and restaurants are walking distance and this is a great section of the island. We can't wait to go back. Thanks Ramona.
                                                              • Submitted: Sep 5, 2014
                                                              • Stayed: Aug 2014

                                                              Great stay

                                                              5 of 5
                                                              We were lucky enough to visit the area in 2012, loved AMI and wanted somewhere near city pier. Over the bay is in a fantastic spot,walk to both piers,early mornings and sunset walks on the beach....the house itself is perfect,everything you may want is there(we've had a couple of disappointments elsewhere recently),it's comfortable,well equipped, cool( needed to be) and just what we hoped for.Barb via email is very helpful and attentive. Just a great place on a fantastic island,did lots but very relaxed during our stay. Look forward to visiting again Richard,Bernadette&Olivia UK
                                                              • Submitted: Aug 17, 2014
                                                              • Stayed: Jul 2014

                                                              What a great place for a family vacation

                                                              5 of 5
                                                              Great house, amazing views and very relaxing. We spent a week with 8 adults ages 30 to 73 and a 2 year old and everyone enjoyed them selves. Sunsets are amazing and the home is very comfortable. John the rental manager was very helpful and responded to our every need and checked on us frequently. We look forward to a return visit next year.
                                                              • Submitted: Apr 8, 2014
                                                              • Stayed: Mar 2014