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Villas and apartments in Anna Maria Island, FL

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  • More options in smaller towns
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All 848 Rentals in Anna Maria Island
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From
€85
Per Night
Bradenton Beach
2 Bedrooms, 1 Bathroom, Sleeps 6
33 photos Details
Reviews (9) Make Enquiry
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5 of 5 stars Reviewed 16 March 2014
My husband and I enjoyed a relaxing break in this beach condo that had all amenities and more than we hoped for during our week. The location was perfect and we enjoyed the...
5 of 5 stars Reviewed 3 January 2014
My husband and I agree with all of the other reviewers in all of the positive aspects of this rental. Initially, I thought of going to SIesta Key, but we are so glad we chose...
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From
€174
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 7
23 photos Details
Reviews (8) Make Enquiry
From
€86
Per Night
Bradenton Beach
1 Bedroom, 1 Bathroom, Sleeps 5
10 photos Details
Reviews (2) Make Enquiry
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5 of 5 stars Reviewed 15 July 2014
Went with 2 adults and 3 kids for a 3 day weekend. Super clean and could not get any closer to the beach unless you were staying on a boat. If I were to stay any longer 2 bedrooms...
5 of 5 stars Reviewed 11 March 2014
What a great place to vacation. The condo was everything that the owner described. The view from the patio was exceptional. The location was perfect and the staff was extremely...
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Also consider
Castnetter Beach Resort #6
2 Bedrooms, sleeps 6
€149 - €191 / night
Anna Maria Island, FL
2 Bedrooms, sleeps 6
€80 / night
SUGAR SHACK  COTTAGE  HEATED POOL+ STROLL TO BEACH
3 Bedrooms, sleeps 6
€139 - €171 / night
Anna Maria Island Rental. 3 beds/3 baths
3 Bedrooms, sleeps 8
€159 - €372 / night
From
€138
Per Night
Bradenton Beach
3 Bedrooms, 2 Bathrooms, Sleeps 7
24 photos Details
Reviews (3) Make Enquiry
From
€149
Per Night
Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details
Reviews (7) Make Enquiry
Make Enquiry
5 of 5 stars Reviewed 6 July 2014
recently spent a relaxing time at the beach. great weather, beautiful beaches, walking distance to a variety of restaurants, enjoyed the 4th of july celebrations on the beach. a...
5 of 5 stars Reviewed 21 June 2014
When owner John Donato said "just a block away", he meant it! In fact one or two blocks either way got one to lovely beaches on Anna Maria Island in Florida. The rental had a...
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From
€130
Per Night
Bradenton Beach
3 Bedrooms, 3 Bathrooms, Sleeps 7
21 photos Details
Reviews (2) Make Enquiry
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5 of 5 stars Reviewed 7 June 2014
We stayed here to go to my sister's wedding at The Beach House. We loved this townhouse. It had spacious rooms, beautiful decor, and a great view of the ocean from the balcony...
4 of 5 stars Reviewed 13 May 2014
We really enjoyed our stay here. The condo was beautifully decorated. We loved sitting on the deck. The beach is beautiful, and the pool is nice too. The condo is spacious and...
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From
€112
Per Night
Bradenton Beach
3 Bedrooms, 3 Bathrooms, Sleeps 8
11 photos Details
Reviews (1) Make Enquiry
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5 of 5 stars Reviewed 6 June 2014
My family and I had a great time at this location. Unfortunately, upon arrival I had to work even while on vacation which required immediate access to the wireless internet in...
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From
€819
Per Week
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
18 photos Details
Reviews (2) Make Enquiry
5 of 5 stars Reviewed 18 April 2014
I completely agree with the previous review. We loved the view and certainly appreciated being at a walking distance to the beach and to the stores. Also the kitchen is better...
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From
€577
Per Week
Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
18 photos Details
Reviews (5) Make Enquiry
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5 of 5 stars Reviewed 11 February 2014
We had a fantastic two weeks in October/ November 2013 at the Runaway Bay complex on Anna Maria Island. The apartment itself is immaculate, with a large (and fully equipped...
5 of 5 stars Reviewed 21 May 2013
This condo is perfect, it has everything you will possibly need and more! The pictures are exactly what you will see when you open the door. Nice full size washer/dryer. Kitchen...
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From
€200
Per Night
Anna Maria
5 Bedrooms, 3 Bathrooms, Sleeps 12
37 photos Details
Reviews (3) Make Enquiry
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5 of 5 stars Reviewed 9 June 2014
We loved this house which has 5 that accommodated our extended family age 18 months to grandparents. It has a porta crib, umbrella stroller and removable baby gates to block the...
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From
€108
Per Night
Anna Maria
2 Bedrooms, 1 Bathroom, Sleeps 6
12 photos Details
Reviews (6) Make Enquiry
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5 of 5 stars Reviewed 11 July 2014
MY husband and I go away every year for our anniversary,and this year I chose this location.WE loved it the place was the cutest,we had everything from food...
4 of 5 stars Reviewed 27 June 2014
If you've never been to Anna Maria before, and are reading this review, I want to make it clear that this house is exactly in the middle of everything there. It's sandwiched...
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From
€209
Per Night
Anna Maria
5 Bedrooms, 4 Bathrooms, Sleeps 10
14 photos Details
Reviews (10) Make Enquiry
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5 of 5 stars Reviewed 25 April 2011
I'm torn; I want to keep this amazing house a secret, but I also want to give Ann props for building & maintaining such a gem. She thought of everything, right down to napkin...
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From
€122
Per Night
Bradenton Beach
3 Bedrooms, 2 Bathrooms, Sleeps 8
64 photos Details
Reviews (1) Make Enquiry
From
€101
Per Night
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 5
16 photos Details
Reviews (1) Make Enquiry
From
€64
Per Night
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details
Reviews (4) Make Enquiry
From
€82
Per Night
Bradenton Beach
1 Bedroom, 2 Bathrooms, Sleeps 4
21 photos Details
Reviews (10) Make Enquiry
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5 of 5 stars Reviewed 14 July 2014
My wife, son and I just stayed 5 nights at the Little Mermaid. It is a very clean, cozy and comfortable cottage with all the amenities you need. It is in a great location just...
5 of 5 stars Reviewed 27 June 2014
The only thing I regret about our stay at this lovely little cottage is that I didn't plan a long-enough visit. Even my 9 yr old grand daughter noticed the great attention to...
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From
€106
Per Night
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details
Reviews (10) Make Enquiry
From
€93
Per Night
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
17 photos Details
Reviews (4) Make Enquiry
5 of 5 stars Reviewed 19 June 2014
This place is absolutely magnificent. I would advise to travel light. The house has anything and everything you would need, housewares, bicycles, floats, towels, washer and dryer...
4 of 5 stars Reviewed 18 May 2014
Very well equipped for families perfect location will definately go back. Free trolley is excellent and easy to access, also for the attractions if you would like some fast fun...
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From
€127
Per Night
Holmes Beach
3 Bedrooms, 3 Bathrooms, Sleeps 8
52 photos Details
Reviews (7) Make Enquiry
5 of 5 stars Reviewed 25 March 2014
Alex is not only an outstanding host/owner he offers a clean, attractive,comfortable, well equipped and maintained vacation rental. It met all of our needs.
5 of 5 stars Reviewed 13 December 2013
We are currently staying in this beautiful retreat. The house is beautiful with lots of mod cons to make your stay as comfortable as possible. The beaches at Anna Maria are...
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From
€335
Per Night
Anna Maria
3 Bedrooms, 2 Bathrooms, Sleeps 8
20 photos Details
Reviews (1) Make Enquiry
From
€186
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
127 photos Details
Reviews (8) Make Enquiry
5 of 5 stars Reviewed 6 June 2014
We have stayed on Anna Maria Island for 2 years consecutively. We don't typically return to the same location or condo. However, we will be renting again this July from...
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From
€101
Per Night
Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details
Reviews (6) Make Enquiry
5 of 5 stars Reviewed 19 May 2014
The condo we rented (Unit 8) was clean and sufficient for our needs; the kitchen was a little tight if you plan on doing any cooking but otherwise the proximity to the beach was...
4 of 5 stars Reviewed 2 May 2014
Condo was great, location was even better, less than 200 yards from the beach, and had a heated pool which was shared between the condos. Anne was a pleasure to rent from. Condo...
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From
€93
Per Night
Bradenton Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details
Reviews (3) Make Enquiry
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4 of 5 stars Reviewed 2 September 2013
Beautiful house near the beaches a very welcoming place to relax and have a good time with family and friends. Close to historic areas and restaurants and other amenities.
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From
€86
Per Night
Bradenton Beach
2 Bedrooms, 1 Bathroom, Sleeps 6
41 photos Details
Reviews (14) Make Enquiry
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5 of 5 stars Reviewed 22 June 2014
My husband and I brought a couple of our grandkids, and daughter in law for a short vacation. Ohana Hale South (West Suite) fit the bill perfectly. The kitchen had everything...
5 of 5 stars Reviewed 19 May 2014
My family of three really enjoyed our stay at Ohana Hale South. The accommodations were very clean and nice. Great location, too. It only took us a minute or two to walk to the...
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From
€186
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
-128 photos Details
Reviews (13) Make Enquiry
From
€112
Per Night
Bradenton Beach
1 Bedroom, 1 Bathroom, Sleeps 4
41 photos Details
Reviews (5) Make Enquiry
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5 of 5 stars Reviewed 25 June 2014
My family stayed here the week following Father's Day. This was our first time in Bradenton Beach. We fell in love with this unit the moment we walked in the place! The location...
5 of 5 stars Reviewed 9 February 2014
The house was excellent! It was clean, comfortable and easy access. The area and restaurants was great!
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From
€73
Per Night
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
45 photos Details
Reviews (13) Make Enquiry
5 of 5 stars Reviewed 4 January 2014
We stayed at this wonderful condo over Christmas 2013. I was as described, a short walk to Publix and to beach. The bus stops outside Publix,so there is no need to use your...
4 of 5 stars Reviewed 29 August 2013
Lovely condo, it was very clean and well maintained, although it was still comfortable. TVs in all rooms and Internet, excellent for our family of 4 including 2 teenage girls. It...
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From
€74
Per Night
Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 4
23 photos Details
Reviews (18) Make Enquiry
5 of 5 stars Reviewed 11 July 2014
My husband and I stayed here for his birthday this year and we were not let down by this property! We love AMI and enjoy everything the island has to offer. This property with its...
4 of 5 stars Reviewed 18 April 2014
It was a pleasure corresponding with Brenda and Danny. We arrived to find a warm and well-maintained home with a good layout. During our stay, we imagined coming back for a...
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From
€74
Per Night
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
12 photos Details
Reviews (2) Make Enquiry
4 of 5 stars Reviewed 5 August 2013
We stayed for 4 nights at the appartment and enjoyed all our time there. The appartment is well situated on easy access routes, across the way from the Publix and a brisk walk...
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From
€93
Per Night
Anna Maria
2 Bedrooms, 1 Bathroom, Sleeps 6
8 photos Details
Reviews (8) Make Enquiry
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5 of 5 stars Reviewed 24 June 2014
Location Location Location. In walking distance to all the great restaurants and beach was just a block way. Place had everything you needed and more. Clean and than owners are...
5 of 5 stars Reviewed 10 May 2014
We stayed at Becker's Beach Bungalow for 4 nights. Bruce, the property manager, was so nice and easy to reach. Everything was as promised. It was only a short walk to the...
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From
€141
Per Night
Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
25 photos Details
Reviews (4) Make Enquiry
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5 of 5 stars Reviewed 6 July 2014
My family and I spent two nights in the apartment. It was very clean and maintained. Nice furnishings. Very roomy and comfortable. Great location for easy access to the beach...
5 of 5 stars Reviewed 15 January 2013
4 of us stayed in the Birds Nest for 10 days in November 2013. Upon arrival there were some things that needed attended to. Told Amerigo (the owner along with Alessandra) about...
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From
€101
Per Night
Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 2
13 photos Details
Reviews (4) Make Enquiry
From
€108
Per Night
Bradenton Beach
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details
Reviews (2) Make Enquiry
From
€186
Per Night
Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
78 photos Details
Reviews (1) Make Enquiry
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5 of 5 stars Reviewed 20 June 2014
This was our 3rd stay at this condo. We love Anna Maria Island! We see something interesting in the water every year. This year we saw dolphins every day in the bay and twice...
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From
€149
Per Night
Holmes Beach
3 Bedrooms, 2 Bathrooms, Sleeps 4
32 photos Details
Reviews (16) Make Enquiry
5 of 5 stars Reviewed 24 June 2014
The condo was perfect! The owner is responsive and helpful. The condo is clean and nicely decorated. The photos on trip advisor are accurate. The kitchen is well stocked with...
5 of 5 stars Reviewed 22 September 2012
Just returned from a wonderful stay in Anna Maria island. This condo is absolutly perfect located, meticulously maintained, and made the trip so easy and relaxing. The pictures...
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From
€276
Per Night
Bradenton Beach
4 Bedrooms, 2 Bathrooms, Sleeps 8
24 photos Details
Reviews (1) Make Enquiry
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5 of 5 stars Reviewed 10 April 2014
Auf der schönsten Insel Anna Maria Island gelegen. Traumhaus in Traumlage. Aussicht, Pool, Zimmer, Küche,eigentlich das ganze Haus ist kaum zu übertreffen. Nur zu empfehlen.
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From
€117
Per Night
Holmes Beach
3 Bedrooms, 3 Bathrooms, Sleeps 6
28 photos Details
Reviews (3) Make Enquiry
5 of 5 stars Reviewed 16 March 2014
we should declare an interest in that Mike and Lesley are long standing friends nevertheless this is, the website suggests a jewel of a property. We had a week with my husband's...
5 of 5 stars Reviewed 5 March 2014
The owners, Mike and Lesley Crowther were wonderful to deal with before, during and after our two week stay at their home. The house was immaculate and had everything we could...
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From
€144
Per Night
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
27 photos Details
Reviews (4) Make Enquiry
From
€298
Per Night
Bradenton Beach
4 Bedrooms, 3 Bathrooms, Sleeps 8
87 photos Details
Reviews (1) Make Enquiry
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2 of 5 stars Reviewed 6 May 2014
I have mixed reviews of my stay at the Beach Palace. First, the pros: The house is very nice. It has a great location, and is within walking distance of many great restaurants and...
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From
€96
Per Night
Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
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Suitability

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Waterfront vacation rentals on Anna Maria Island

Whether an experienced or a first-time vacation home renter, you’ll enjoy the many choices for beachside getaways on Anna Maria Island. Luxury gulf side villas, quaint beach cottages and canal front condos offer breathing-room space and countless amenities that traditional hotel stays can’t match. Beyond the advantage of preparing some meals at home, your beach rental allows you to slide right into islander life and feel very much at home.

“Old Florida” charm and easy island living

Three small communities share Anna Maria Island – Bradenton Beach, Holmes Beach and Anna Maria. Each gathers along 7 miles of silky white beach overlooking the Gulf of Mexico. The island offers the village feel of Old Florida, with simple beach cottages and sandy lanes dipping under lazy Florida oaks and beachfront villas overlooking turquoise bays. There’s plenty to do on the family-friendly island, but nothing quite as important as simple relaxation. Rent a bike to roam the island or a kayak to explore the waterways. Fish, sail, comb the beaches for shells, and pack a little picnic for a sunset meal.

One-of-a-kind dining and shopping

Shop names reveal that island boutiques are anything but ordinary. The Painted Gate, Egret’s Landing, Paper Panache and other local establishments offer everything from resort wear to arts and crafts. The free island trolley runs North and South, as a convenient way to explore. Ginny's and Jane E's at the old IGA is a popular spot, where vintage furniture mixes with home-baked quiches and brioches in an internet café setting. One restaurant you can’t miss is Rod & Reel located at the end of a wooden pier jutting out into the bay. Kick back, fish, eat and let that tropical seascape deliver complete relaxation.

Take a side trip south to “Shangri-la”

Don your best resort wear and head south along Highway 789 that links Anna Maria Island to Longboat and St. Armand Keys. The gulf front drive leads you to famous St. Armand’s Circle, where elite shopping and pampered dining venues merge in an elegant European atmosphere. After a gourmet lunch, venture over to Sarasota for a visit to the cherished Ringling enclave, home to the Museum of Art and Ca d’Zan Mansion. Set in a lush 20-acre garden overlooking the water, the Venetian mansion is considered “the last of the Gilded Age mansions” built in America.

Vacation rental homes, a superb value for families and friends

Spacious living areas, plenty of baths and bedrooms and every imaginable amenity explain why vacation homes are today’s most popular travel choices. From the comfort of your own island getaway, you’ll enjoy every pleasure Anna Maria Island offers.