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Guest Reviews ( view all )

"Shelly Dec 1st What a fantastic condo within steps to the beach. My family relaxed comfortably in the spacious condo with a full kitch..."
---Gulf Beach Unit 02 stays
"Sandra B Danville, Kentucky 1 review “A Lovely Resort” Reviewed May This was a spring break getaway. 4 adults and 11 yr. Old twin..."
---AMI Beach Resort guest
"Cissy & Jim Pittsburgh Great Vacation spot My husband and I have been vising anna Maria Island for the past 10 years and always ..."
---Bermuda Bay Guest
"I loved this spot in Anna Maria. We had coffee each morning outside and watched the ocean. The furnishings were gorgeous and very mo..."
---Jeanette A
"It is one of the most beautiful sections of the beach, quiet, natural, not a lot of people. The view from the upstairs porch is amazing..."
---Heather A
"Hi Rick, We LOVED it! We are trying to plan our next vacation down and are hoping to be able to stay at Coquina Sands again. ..."
---Heather J
"What an amazing place to stay! This property was perfect for our gathering. I enjoy a place that is tastefully decorated and this pl..."
---Cathy P, Ohio
""Perfect Location” This was our 3rd stay @ AMIBR & it was the best ever! We love the beach area & the pool and the best thing you h..."
---Mike & Terri
"Restaurants were close, beach was close unit was clean and comfortable the heated pool was great it was every thing that they said it w..."
---Rod M.

Please Read prior to Booking

During the busy season of December through April to maximize rental availability we only allow Saturday to Saturday reservations. You can book more than a week but it must be in weekly increments. A monthly booking is equal to 4 weeks (which can have great savings) also starts and ends on a Saturday.

If you need to have an arrival other than on a Saturday then call or email us and we will do our best to accomodate your request. There are sometimes last minute openings that need to be filled. Call us at 941-379-2333 or email  [email protected]


  Skipper Vacation Rentals

 Premier Choice for Anna Maria Island

We have Private Homes, Condo's, and Resort rooms on the beach, so do a search and find what meets your needs, click Vacation Rentals tab to view all properties

Here is some brief information on how to use the site

1. First click on arrival and departure dates, then Check Availability button, all available units for those dates will appear.

2. You can narrow Your search by just clicking on boxes in advance search that meet your needs.

If you need any assistance call us at 941-227-1014 or  941-379-2333

3. Once You have made a selection, then click the Book it Now button to see the full cost, look for discounts, and read terms and conditions. Please note that the unit is not actually booked until you finish the entire 3 step process.

Please review as many Properties as you like, nothing is booked until you click confirm button.

4. If just looking to view Properties we have, then click the Vacation Rentals tab at the top of the page. Review choices and return at future point to book.

5. This site is secure, so all Transactions are Protected! We are fully Licensed and Insured. Thank you once again for visiting our site. Please do not hesitate to call us with any questions or assistance.

 I would like to welcome you to our unique website. Anna Maria Island has hundreds of great Vacation Rentals, and I believe we have some of the finest. Please revisit this site often, because we are adding more and more rentals every month. We also offer special discounts. We offer Military and first responder discounts, previous customer discounts, last minute booking discounts, and special discounts for multiple week stays, AAA, and Seniors. Just click yes on any of this discounts that apply and update the price while in the booking process.  Not all discounts occur year round, but call us and we will help find and get the best value for what your are seeking. Just click on the Contact Manager button on any property you are viewing, or call us at 941-227-1014.

Anna Maria Island is composed of three parts, the City of Anna Maria, the City of Holmes Beach and the City of Bradenton Beach. Each has its own unique environment. Anna Maria has several homes and quaint cottages, it is at the north end of the Island with a City pier for fishing. Holmes Beach is in the center of the Island, with most of Shopping centers, large public beach, and residential homes. Bradenton Beach is at the south end of the Island which is the narrowest part which has several vacation resort rentals, restaurants, all kinds of activities. There is a large variety and assortment of Rentals; such as boats, Seadoo's, bikes, Mopeds, kayaks, and even Segway's. This is an ideal Vacation area, with miles of white sandy beaches, gorgeous sunsets, scenic pathway's, and just hours away from Walt Disney World, Universal Studios, Busch Gardens and many more Theme Parks. There is a free Trolley that can take you all over the Island, and you are just 20 minutes away traveling south on Gulf of Mexico Drive to the famous St. Armands Key. Book today, and once you arrive on Anna Maria Island, you will never want to leave! You will mark it as one of your favorite Florida destinations.