Anna Maria Island 2-bedroom Vacation Rentals, Condos, & More - 24 Rentals Available

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1 / 65

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 / 20

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 • DVD Player • TV (Cable/Satellite)
"We had a great time on Anna Maria and really enjoyed the lovely relaxing atmosphere of the Dolphin INn, Heron condo. Lovely leafy deck and welcoming lounge and great bedrooms. After a booking axing flight from U.K. It was lovely to arrive to peace and..."
- Robbie Duncan, Isle of Arran Scotland, UK
(4) Excellent (4 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 / 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 / 24

Anna Maria Island Cottage
2 BR / 1 BA / Sleeps 5 2 5 7 night min stay
Cottage / 2 Bedrooms / Sleeps 5
2 bedrooms 1 bathroom Sleeps 5
High Speed Internet • Microwave • Air Conditioning
"We had a great time at this beautiful cottage Everything was so clean and most comfortable.Joel the owner was great to work with and very helpful.The house is so central for the beach, restaurants and amenities.We cycled on the bikes that are there everyday...."
- Cathy Purcell, Scotland
(17) Excellent (17 reviews)
1 / 11

Anna Maria Island Townhouse
2 BR / 2.5 BA / Sleeps 6 2 6 Min stay varies
Townhouse / 2 Bedrooms / Sleeps 6
2 bedrooms 2.5 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"The unit was clean decorated nicely , having everything you need like home , close to a great beach"
- Laura Fusco, Ny
(10) Excellent (10 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 / 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 / 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 / 35

Anna Maria Island Condo
2 BR / 2 BA / Sleeps 4 2 4 7 night min stay
Condo / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
High Speed Internet • Dishwasher • Microwave
"Mark, the owner, is very responsive in communications. He told us to just bring yourselves and everything is there, beach towel, beach chairs, towels, etc. Sure enough everything is there and in great condition. This condo complex has private..."
- Chak Pang, Columbus, Ohio, USA
(6) Excellent (6 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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