Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

Anna Maria Island Beach House Rentals(162)

162 Results
$1,325 - $2,195
per week
Book it Now!
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
    (17)
    Book it Now!
    3 night minimum stay
    • 2 BR,
    • 2 BA,
    • Sleeps 6
      (13)
      Book it Now!
      2 - 5 night minimum stay
      • 3 BR,
      • 1 BA,
      • 1 HF BA,
      • Sleeps 6
        (11)
        Book it Now!
        3 - 5 night minimum stay
        • 5 BR,
        • 4 BA,
        • Sleeps 10
          (12)
          Book it Now!
          7 night minimum stay
          • 3 BR,
          • 2 BA,
          • Sleeps 8
            (10)
            7 night minimum stay
            • 3 BR,
            • 2 BA,
            • Sleeps 8
              (9)
              7 night minimum stay
              • 4 BR,
              • 3 BA,
              • Sleeps 8
                (19)
                5 - 7 night minimum stay
                • 4 BR,
                • 2 BA,
                • 1 HF BA,
                • Sleeps 8
                  (16)
                  7 night minimum stay
                  • 2 BR,
                  • 2 BA,
                  • 1 HF BA,
                  • Sleeps 6
                    (4)
                    $319 - $499
                    per night
                    Book it Now!
                    3 night minimum stay
                    • 3 BR,
                    • 3 BA,
                    • 1 HF BA,
                    • Sleeps 9
                      1 Review
                      7 night minimum stay
                      • 3 BR,
                      • 3 BA,
                      • Sleeps 6
                        (3)
                        7 night minimum stay
                        • 3 BR,
                        • 2 BA,
                        • 1 HF BA,
                        • Sleeps 6
                          (8)
                          7 night minimum stay
                          • 3 BR,
                          • 2 BA,
                          • Sleeps 6
                            1 Review
                            3 - 7 night minimum stay
                            • 2 BR,
                            • Sleeps 5
                              3 - 7 night minimum stay
                              • 1 BR,
                              • 3 BA,
                              • Sleeps 12
                                • 3 BR,
                                • 3 BA,
                                • Sleeps 6
                                  (15)
                                  7 night minimum stay
                                  • 3 BR,
                                  • 2 BA,
                                  • Sleeps 6
                                    (7)
                                    4 - 7 night minimum stay
                                    • 4 BR,
                                    • 3 BA,
                                    • Sleeps 10
                                      (19)
                                      4 - 7 night minimum stay
                                      • 3 BR,
                                      • 2 BA,
                                      • Sleeps 6
                                        (20)
                                        3 - 7 night minimum stay
                                        • 3 BR,
                                        • 2 BA,
                                        • Sleeps 6
                                          (13)
                                          • 3 BR,
                                          • 2 BA,
                                          • Sleeps 6
                                            (7)
                                            7 night minimum stay
                                            • 2 BR,
                                            • 3 BA,
                                            • Sleeps 4
                                              (17)
                                              7 night minimum stay
                                              • 3 BR,
                                              • 3 BA,
                                              • Sleeps 8
                                                (16)
                                                $2,000 - $2,400
                                                per week
                                                7 night minimum stay
                                                • 2 BR,
                                                • 2 BA,
                                                • 1 HF BA,
                                                • Sleeps 4
                                                  (20)
                                                  7 night minimum stay
                                                  • 4 BR,
                                                  • 2 BA,
                                                  • Sleeps 10
                                                    7 night minimum stay
                                                    • 6 BR,
                                                    • 4 BA,
                                                    • Sleeps 16
                                                      • 3 BR,
                                                      • 3 BA,
                                                      • Sleeps 10
                                                        (8)
                                                        7 night minimum stay
                                                        • 3 BR,
                                                        • 2 BA,
                                                        • Sleeps 6
                                                           

                                                          Recent Anna Maria Island Reviews

                                                          A truly relaxing holiday!

                                                          5 of 5
                                                          A truly relaxing holiday! Yes, for an Italian like me, holidays in August are always very chaotic, but not this one. The island is beautiful, the beaches even more. What about the house, perfect for a family of five people, clean room with comfortable beds and all the amenities you need, more than you can imagine. The pool is the final touch, perfect for relaxing after a "exhausting day" ;) Thanks Parvaneh
                                                          • Submitted: Aug 31, 2014
                                                          • Stayed: Aug 2014

                                                          Perfect rental for families!

                                                          5 of 5
                                                          We stayed for a week in July in this rental and it was perfect for us. All 3 bedrooms had comfortable beds and we all had our own bathroom. Everything was clean and the kitchen is fully stocked with everything, you only need to shop for food. They even had a margarita maker! The pool was beautiful and the landscaping and lighting around the pool offered privacy and a great place to hang out after a day at the beach. One of the best features of this house is all the items they have in their garage for you to use. That made our drive from NC way easier because we didn't need to bring anything. They had a large cooler with wheels, a beach cart, noodles, boogie boards, lots of beach chairs, 2 pop up tents, tons of buckets/shovels/sand toys for the kids, beach towels, lots of kites, a cast net for fishing, inflatable rafts, paddle ball, frisbee's and even 2 bicycles! We did have to rent a bike because one of theirs had a flat tire but that's ok. The location is so convenient to Pine Ave where there are tons of shops, places to eat and the best ice cream shop on the island, Two Scoops. We rode the bikes over there a lot to shop and hang out. It took us 10 minutes to ride all the way over to the pier. The walk to the beach is only 2 blocks so that's very convenient and the beach at the end of their street was amazing. There are so many great places to eat on the island, we never had a bad meal but we ate in quite a bit because they have an awesome BBQ gas grill. We went paddle boarding, jet skiing, snorkeling, played putt putt (twice because that was fun) and to the beach every day. It really was the perfect vacation. A must do is going to the Shiny Fish Emporium on Pine Avenue and painting sand dollars for $10. They provide all the brushes, paints, you name it and even ideas for inspiration if you're not sure what to paint. They also put sparkly spray on it to seal it and a gorgeous ribbon to hang it. Great for kids but all of us were 17+ and we had a blast. A great memory keepsake. I highly recommend this rental to anyone looking for a great place to stay close to the best beaches and shopping on the island. It was perfect for the 6 of us and would definitely stay here again if we ever went back. PS, it's not far from Tropicana Field so we also took in a Rays game, and they won!!
                                                          • Submitted: Aug 23, 2014
                                                          • Stayed: Aug 2014

                                                          Very spacious and relaxing

                                                          5 of 5
                                                          We are two retired couples in our 60's who really enjoyed our month-long stay in the top unit in March 2014. We loved Anna Maria Island. This house is in a great location - - a very short walk to the beach and only a block from a trolley stop (there is a free trolley that runs the entire length of the island, we LOVED that!). It was relatively cool for the entire month (in the 70's) so we were able to leave the sliding doors open in the bedroom (although it would have been nicer if there were screens in those doors) and left the front doors open, there was a calm breeze blowing through the unit all day long! The living room is HUGE, with 3 sofas but the large porch that overlooked the bay was the best part. It faces west, overlooking the bay and since this house is next to a trailer park, the view to the bay is not obstructed. We saw lots of crazy looking big white birds and even a flock of wild green parrots! We were a little disappointed that we really couldnt fish in the bay at the end of our street, it was too rocky. But we had fun fishing in the gulf off of the beach, caught lots of different types of fish! And the porch....a little piece of heaven... that porch was soooooo relaxing. We spent hours out there just sitting and chatting and reading and watching. It is a very quiet area except for occassional construction noise because of some new homes that were being built down the street... but that was on the east side so we really couldnt hear that from the porch. The people on the island were very friendly, there were some good happy hours, there is a grocery store and drug store only about 1 mile from us (used the trolley if we weren't buying much), and there is a "downtown" area a few miles north (near Anna Maria Pier, don't miss that!) and another one a short drive south. At the south end of the island was a market every weekend during March which we really enjoyed. There is a park on the south end of thisland which we hiked... fishing from the beach... the bike riding was a bit limited since we were not comfortable riding on the main drag. We loved our stay and the owner was extremely accommodating and friendly. The few issues we had (i.e. the remote control for the tv was missing) were quickly resolved. Loved the covered parking and the locked garage where we could keep our beach and fishing and biking equipment. This is a great place to stay! Both units are only accessible via steps so keep that in mind if you have issues getting around.
                                                          • Submitted: Aug 12, 2014
                                                          • Stayed: Mar 2014