We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Villas and apartments in Anna Maria Island, FL

Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
All 868 Rentals in Anna Maria Island
loading...
Sort by
From
€174
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 7
33 photos Details
Reviews (8) Make Enquiry
From
€138
Per Night
Bradenton Beach
3 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
24 photos Details
Reviews (3) Make Enquiry
From
€142
Per Night
Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
25 photos Details
Reviews (4) Make Enquiry
Make Enquiry
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...
See all reviews
Also consider
Ditch the Crowds    Quiet Gulf-View Condo with Pool
2 Bedrooms, sleeps 6
€123 - €180 / night
Family Beach Home. Well appointed & comfortable!
3 Bedrooms, sleeps 6
€262 / night
Beautiful Home 1 Block to the Gulf on Spring Lake.
3 Bedrooms, sleeps 6
€117 - €168 / night
North Beach Village, unit 59 - "Surfside Fantasea"
3 Bedrooms, sleeps 8
€149 - €192 / night
From
€101
Per Night
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
16 photos Details
Reviews (1) Make Enquiry
From
€149
Per Night
Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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...
See all reviews
From
€336
Per Night
Anna Maria
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
20 photos Details
Reviews (1) Make Enquiry
From
€112
Per Night
Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
11 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 10 August 2014
What can one say about the Coconuts Resort on Holmes Beach, FL. Well we have spent two months of every year for ten years there and expect to do so in 2015. They are a friendly...
See all reviews
From
€131
Per Night
Bradenton Beach
3 Bedrooms, 3 Bathrooms, Sleeps 7
Bookings
21 photos Details
Reviews (2) Make Enquiry
Make Enquiry
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...
See all reviews
Get the List
From
€579
Per Week
Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
18 photos Details
Reviews (5) Make Enquiry
Make Enquiry
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...
See all reviews
From
€822
Per Week
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
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...
See all reviews
From
€108
Per Night
Anna Maria
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
12 photos Details
Reviews (6) Make Enquiry
Make Enquiry
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...
See all reviews
From
€131
Per Night
Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 3
22 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 21 July 2014
We spent a fun-filled week at this property. We loved being steps away from this gorgeous beach where the sunsets are amazing. The apartment was spotless and well maintained...
See all reviews
From
€82
Per Night
Bradenton Beach
1 Bedroom, 2 Bathrooms, Sleeps 4
Bookings
21 photos Details
Reviews (13) Make Enquiry
Make Enquiry
5 of 5 stars Reviewed 9 August 2014
Two of us stayed for a week and we had a wonderful time. The cottage is clean and the kitchen well stocked with all you need . The owner was available through email to answer any...
5 of 5 stars Reviewed 30 July 2014
We stayed at the Little Mermaid with out two little doggies. We were so impressed that we will more than likely to go back. We didn't want to leave. It's like a little house...
See all reviews
From
€123
Per Night
Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 2
9 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 16 August 2014
First I should let y'all know we were moved to 103 but it was right next door and actually a little closer to the pool so this is a review of 103. This place was great! The...
See all reviews
From
€64
Per Night
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
8 photos Details
Reviews (4) Make Enquiry
From
€106
Per Night
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
22 photos Details
Reviews (10) Make Enquiry
From
€123
Per Night
Bradenton Beach
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
64 photos Details
Reviews (1) Make Enquiry
From
€149
Per Night
Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 2
Booking
14 photos Details
Reviews (1) Make Enquiry
5 of 5 stars Reviewed 21 July 2014
Our stays here have always been enjoyable & awesome. Really nice comfortable condo unit & being right on the beach......you can't ask for anything more!!!! Even the Sea Turtles...
See all reviews
From
€127
Per Night
Holmes Beach
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
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...
See all reviews
From
€144
Per Night
Holmes Beach
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
28 photos Details
Reviews (4) Make Enquiry
5 of 5 stars Reviewed 20 July 2014
This home looked great from the online pictures but was even nicer in person. Mike and Lesley went out of their way to accommodate our young family by purchasing a highchair and...
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...
See all reviews
From
€85
Per Night
Bradenton Beach
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
33 photos Details
Reviews (9) Make Enquiry
Make Enquiry
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...
See all reviews
From
€86
Per Night
Bradenton Beach
1 Bedroom, 1 Bathroom, Sleeps 5
Bookings
10 photos Details
Reviews (2) Make Enquiry
Make Enquiry
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...
See all reviews
From
€200
Per Night
Anna Maria
5 Bedrooms, 3 Bathrooms, Sleeps 12
Bookings
37 photos Details
Reviews (3) Make Enquiry
Make Enquiry
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...
See all reviews
From
€112
Per Night
Bradenton Beach
3 Bedrooms, 3 Bathrooms, Sleeps 8
Booking
11 photos Details
Reviews (1) Make Enquiry
Make Enquiry
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...
See all reviews
From
€73
Per Night
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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...
See all reviews
From
€187
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
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...
See all reviews
From
€187
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
-128 photos Details
Reviews (13) Make Enquiry
From
€86
Per Night
Bradenton Beach
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
41 photos Details
Reviews (17) Make Enquiry
Make Enquiry
5 of 5 stars Reviewed 15 August 2014
We stayed at this property in July of 2014 and it was great. Many times you see pictures of rental properties on-line and think everything looks great but when you arrive the...
4 of 5 stars Reviewed 6 August 2014
Exactly as advertised. Good for a couple or small family. We were within a 2 minute walk to the beach and the neighborhood was quiet at night. The biggest drawback was the lack...
See all reviews
From
€112
Per Night
Bradenton Beach
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
41 photos Details
Reviews (5) Make Enquiry
Make Enquiry
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!
See all reviews
From
€93
Per Night
Bradenton Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
9 photos Details
Reviews (3) Make Enquiry
Make Enquiry
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.
See all reviews
From
€86
Per Night
Bradenton Beach
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
28 photos Details
Reviews (1) Make Enquiry
Make Enquiry
5 of 5 stars Reviewed 9 August 2014
I rented 3 units, all of them where very clean, confortable, and have everything that you need. I love them, and i want to come back again .
See all reviews
From
€67
Per Night
Bradenton Beach
1 Bedroom, 1 Bathroom, Sleeps 2
Booking
8 photos Details
Reviews (1) Make Enquiry
Make Enquiry
5 of 5 stars Reviewed 21 July 2014
From making the initial reservation to check out, the staff was very friendly and courteous. Amenities were awesome as well. Will definitely be back!
See all reviews
From
€82
Per Night
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
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...
5 of 5 stars Reviewed 19 August 2014
Erholung pur!!! Super Appartment, liebevoll eingerichtet mit allem Zubehör ( z.B. Spiele, Gewürze, Kaffeefiltertüten usw.) Tolle Lage, Fußweg zu Publix und zum Strand, Balkon mit...
See all reviews
From
€75
Per Night
Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
23 photos Details
Reviews (19) Make Enquiry
5 of 5 stars Reviewed 17 July 2014
This condo is just outstanding, from the decor/amenities to the location. Danny has made sure you have EVERYTHING you need to enjoy your stay. It was very clean and charming. It...
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...
See all reviews
From
€93
Per Night
Anna Maria
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
8 photos Details
Reviews (8) Make Enquiry
Make Enquiry
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...
See all reviews
From
€101
Per Night
Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
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...
See all reviews
From
€187
Per Night
Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
78 photos Details
Reviews (1) Make Enquiry
Make Enquiry
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...
See all reviews
From
€108
Per Night
Bradenton Beach
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details
Reviews (2) Make Enquiry
From
€149
Per Night
Holmes Beach
3 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
34 photos Details
Reviews (17) Make Enquiry
5 of 5 stars Reviewed 7 August 2014
Our recent stay at Holmes Beach was simply amazing. We were pleased to walk in the door and find our vacation rental extremely clean and ready for our arrival. We were impressed...
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...
See all reviews
From
€101
Per Night
Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
13 photos Details
Reviews (4) Make Enquiry
Go to map view
Popular cities
Book Online(161)
Use filters to find the best results!

Suitability

  • Wheelchair access (43)
  • Elder access (242)
  • Suitable for children (305)
  • Pet friendly (187)
  • Smoking allowed (2)

Amenities

  • Internet (772)
  • All pools (603)
  • Parking (539)
  • Grill (448)
  • Other outdoor space (415)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
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.