Anna Maria Island Beach Vacation Rentals, Condos, & More - 24 Rentals Available

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1 / 67

Anna Maria Island Cottage
2 BR / 2 BA / Sleeps 6 2 6 7 night min stay
Cottage / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"My family and I spent a week in the cottage and surrounding Anna Maria Island.We had a very relaxing vacation by the sea and enjoyed every ammentity the cottage offered.The comforts were those of our own home.Sheila was a perfect host indeed for any ..."
- Samantha, Hanover, Pa.
(20) Excellent (20 reviews)
1 / 78

Anna Maria Island Condo
1 BR / 1 BA / Sleeps 3 1 3 Min stay varies
Condo / 1 Bedroom / Sleeps 3
1 bedrooms 1 bathroom Sleeps 3
High Speed Internet • Dishwasher • Microwave
"As this was my first time to Anna Maria I was pleasantly surprised how very nice it is. My accommodations were above what I expected. The location is perfect for going to the beach, shopping, dining, or just relaxing by the pool. I enjoyed my stay ..."
- Peggy Ugasco, Peru, IL.USA
(1) Excellent (1 review)
1 / 29

Anna Maria Island Home
4 BR / 3 BA / Sleeps 8 4 8 Min stay varies
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"Gorgeous, beautiful home away from home. This home has everything you and your family will need. The granite kitchen is fully equipped and beautiful. I was able to make a full Thanksgiving dinner with everything that was supplied in the home! Our..."
- Kim Barna, Oviedo, FL
(6) Excellent (6 reviews)
1 / 97

Anna Maria Island Condo
2 BR / 2 BA / Sleeps 6 2 6 Min stay varies
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"It was a great experience. The condo was close to perfect. It was a great spot close to the beach and many restuarants and shops. The Island was perfect with free trolly service and very clean roads and ammenities. The Ocean views and the white sand..."
- Dan Lupont, Rockford, IL USA
(30) Excellent (30 reviews)
1 / 17

Anna Maria Island Home
6 BR / 5.5 BA / Sleeps 18 6 18 Min stay varies
Home / 6 Bedrooms / Sleeps 18
6 bedrooms 5.5 bathrooms Sleeps 18
High Speed Internet • Dishwasher • Microwave
"We had 5 families stay for a week and we LOVED it! ! It's beautiful! ! The sand bar was so much fun, we loved watching the dolphins! The raccoons were a HOOT! ! But they are QUICK.....keep the kitchen door closed! ! We couldn't have asked for a ..."
- Melissa Collier Killebrew, Atlanta, GA
(5) Excellent (5 reviews)
1 / 93

Anna Maria Island Home
4 BR / 3 BA / Sleeps 8 4 8 Min stay varies
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"We enjoyed our stay at this property. The home is well decorated and all rooms are very spacious. The master bedroom is enormous with jacuzzi and large walk- in shower. The other bedrooms are very spacious too. Our manager resolved a few minor problems..."
- Phyllis Oldham, Mooresville IN
(6) Excellent (6 reviews)
1 / 54

Anna Maria Island Condo
2 BR / 2 BA / Sleeps 6 2 6 Min stay varies
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"We loved this condo. We had a great view. Everything was very clean. I loved the keyless entry, everyone in our party could come and go without having to worry about a key. You are so close to the beach and walking distance to everything you need. I ..."
- Debbie Cannon, Asheville NC
(5) Excellent (5 reviews)
1 / 25

Anna Maria Island Condo
2 BR / 2 BA / Sleeps 6 2 6 7 night min stay
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"We had a wonderful week at the tropical sunset condoI count the days to go back with my husband and two little kids (4.5 & 1.5) We loved everything in this condo and the beach was so beautiful! We saw Manatees at the road and reel Pier and Dolphins..."
- Bernadette Napoletano, Z├╝rich Switzerland
(3) Excellent (3 reviews)
1 / 84

Anna Maria Island Condo
2 BR / 2 BA / Sleeps 6 2 6 Min stay varies
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
Dishwasher • Microwave • Air Conditioning
"Impeccable beach house! All the amenities one would want. Great Weber gas grill, (almost) private pool, brand new kitchen, brand new front loader washer/dryer (free). Cross the street and you're on the public beach, or drive 10 min north or south..."
- Jake Lat, NJ
(6) Excellent (6 reviews)
1 / 92

Anna Maria Island Condo
2 BR / 2 BA / Sleeps 6 2 6 Min stay varies
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"The unit was well equipped with a good kitchen and lots of seating. TV's where great. We have two kids so we needed a place that could work for at home cooking as well. The location was perfect for us. The balcony was a perfect place for having a nice..."
- Robin and family, Toronto
(5) Excellent (5 reviews)
1 / 29

Anna Maria Island Home
3 BR / 3 BA / Sleeps 8 3 8 7 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"This home is exactly as pictured and the owners are so great to work with! We loved all the accommodations of the home and it was very, very clean and well maintained! It had everything we needed to enjoy both the pool and the beach. With 3 children,..."
- Catherine Wood, Jacksonville, FL
(4) Excellent (4 reviews)
1 / 64

Anna Maria Island Cottage
3 BR / 2 BA / Sleeps 6 3 6 7 night min stay
Cottage / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"In the past 5 years I have vacationed at the Sugar Shack 4 yrs. Last year I tried California instead of Anna Maria Island. I was back on the island this year, you cannot beat the beaches, the people and the great Sugar Shack (home away from home). ..."
- Shari Clark, Overland Park, Kansas
(41) Excellent (41 reviews)
1 / 44

Anna Maria Island Condo
2 BR / 1 BA / Sleeps 6 2 6 Min stay varies
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 1 bathroom Sleeps 6
High Speed Internet • Dishwasher • Microwave
"This was our first time renting, we usually stay at a hotel. The unit was exactly like the photos and clean as well. I had some trouble with the garbage disposal so I called the property management and they were very professional and offer to put in..."
- julie young, Georgia
(1) Excellent (1 review)
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