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

Payment Protection
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 912 Rentals in Anna Maria Island
loading...
Sort by
From
€140
Per Night
1 / 21
Payment Protection
Bradenton Beach
3 Bedrooms, 3 Bathrooms, Sleeps 7
Bookings
Details Reviews (2) Make Enquiry Similar Properties
From
€160
Per Night
1 / 21
Payment Protection
Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (7) Make Enquiry Similar Properties
From
€132
Per Night
1 / 20
Payment Protection
Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Enquiry Similar Properties
Also consider
Holmes Beach 2 bdrm Condo near beach, heated pool
2 Bedrooms, sleeps 6
€132 - €156 / night
Anna Maria Island Beach Palace (October Deal)
4 Bedrooms, sleeps 8
€321 - €332 / night
Holiday Beach Townhouses
2 Bedrooms, sleeps 4
€168 - €232 / night
Beachcomber
3 Bedrooms, sleeps 6
€366 - €458 / night
From
€120
Per Night
1 / 21
Payment Protection
Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Enquiry Similar Properties
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
€215
Per Night
1 / 37
Payment Protection
Anna Maria
5 Bedrooms, 3 Bathrooms, Sleeps 12
Bookings
Details Reviews (3) Make Enquiry Similar Properties
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
€361
Per Night
1 / 20
Payment Protection
Anna Maria
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (1) Make Enquiry Similar Properties
From
€120
Per Night
1 / 19
Payment Protection
Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 4
Booking
Details Reviews (1) Make Enquiry Similar Properties
4 of 5 stars Reviewed 3 September 2014
Yes, the room was very dated, as the pictures showed. It would seem for $200 a night, an upgrade in furnishings is due. But, it was clean, and the short walk to the beach made...
See all reviews
From
€144
Per Night
1 / 25
Payment Protection
Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (5) Make Enquiry Similar Properties
5 of 5 stars Reviewed 3 September 2014
My husband booked a last minute trip to Bradenton Beach for Labor Day weekend. Sight unseen we booked @ the Birds Nest and were Happily surprised with our townhouse apt. Great...
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...
See all reviews
Get the List
From
€100
Per Night
1 / 57
Payment Protection
Bradenton Beach
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (20) Make Enquiry Similar Properties
5 of 5 stars Reviewed 2 October 2014
We've stayed twice at Ohana Beachside now, once in the Studio room and once in the two-bedroom unit. Both were beautifully decorated, clean, and new. We preferred the two...
5 of 5 stars Reviewed 9 September 2014
Truly amazing place to stay. Bright and Beautiful Colors! Just a few steps to the white sandy beach. Owners were very quick to respond with any questions I had and I would love...
See all reviews
From
€100
Per Night
1 / 24
Payment Protection
Bradenton Beach
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (2) Make Enquiry Similar Properties
5 of 5 stars Reviewed 15 September 2014
This two bedroom unit is very well appointed with full stove and refrigerator. Everything we needed to do a little cooking. There are two TV's and many other amenities. We plan...
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
€200
Per Night
1 / 127
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Reviews (10) Make Enquiry Similar Properties
5 of 5 stars Reviewed 2 November 2014
On our last week of 6 weeks. The condo is more than we could have asked for. Modern and clean with a stunning view of the beach and the nightly sunsets. We WILL be back,
5 of 5 stars Reviewed 20 September 2014
The view, location, accessibility to restaurants and shopping, decor and amenities within the condo were superb. I will undoubtedly return. I loved every minute of it.
See all reviews
From
€116
Per Night
1 / 12
Payment Protection
Anna Maria
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (6) Make Enquiry Similar Properties
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
€136
Per Night
1 / 52
Payment Protection
Holmes Beach
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Reviews (9) Make Enquiry Similar Properties
5 of 5 stars Reviewed 29 October 2014
We had a great time and the house was perfect. Our group was two families with 5 young children and 4 adults. Plenty of room in the house and everyone loved the pool. Alex was...
5 of 5 stars Reviewed 10 September 2014
We stayed in the house for a 4th of July holiday. The house is very well kept and had ample room for 4 adults and 3 children. The house is located a short walk from the beach...
See all reviews
From
€100
Per Night
1 / 8
Payment Protection
Anna Maria
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (9) Make Enquiry Similar Properties
5 of 5 stars Reviewed 6 September 2014
I planned a surprise trip for my wife and found this place solely based on Trip Advisor reviews. I talked to the owner Sandy who was extremely helpful in giving me more details...
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...
See all reviews
From
€200
Per Night
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (13) Make Enquiry Similar Properties
From
€80
Per Night
1 / 23
Payment Protection
Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (20) Make Enquiry Similar Properties
5 of 5 stars Reviewed 31 August 2014
Everything was perfect on our stay at Ohana North. We had a great time being close to the beach. The place was clean and thoughtfully stocked with things like beach chairs...
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...
See all reviews
From
€200
Per Night
1 / 78
Payment Protection
Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (1) Make Enquiry Similar Properties
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
€72
Per Night
1 / 10
Payment Protection
Bradenton Beach
1 Bedroom, 1 Bathroom, Sleeps 2
Booking
Details Reviews (2) Make Enquiry Similar Properties
5 of 5 stars Reviewed 16 September 2014
This place was amazing! It doesn't look like much on the outside, but when we walked into our room, we were blown away by the size, cleanliness, and amenities of our room. I...
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
€136
Per Night
1 / 41
Payment Protection
Bradenton Beach
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (5) Make Enquiry Similar Properties
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
€180
Per Night
1 / 24
Payment Protection
Bradenton Beach
4 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (1) Make Enquiry Similar Properties
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.
See all reviews
From
€115
Per Night
1 / 28
Payment Protection
Holmes Beach
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Reviews (5) Make Enquiry Similar Properties
5 of 5 stars Reviewed 9 October 2014
Loved this town house perfectly appointed for a family vacation. Beautiful tommy bahama furniture, comfortable living space, lots of bed space, well equipped kitchen. Beautiful...
5 of 5 stars Reviewed 29 September 2014
This beach condo is like staying in your own home. It is very comfortable, clean and spacious. Only a short walk to the beach makes it the perfect location! You can also bike...
See all reviews
From
€140
Per Night
1 / 22
Payment Protection
Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 3
Details Reviews (1) Make Enquiry Similar Properties
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
€76
Per Night
1 / 32
Payment Protection
Bradenton Beach
2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
Details Reviews (2) Make Enquiry Similar Properties
5 of 5 stars Reviewed 12 September 2014
This house is the perfect beach house. Located in a nice and quite neighborhood. Walking distance to the beach both sides and so close to a small park with a playground (I watched...
5 of 5 stars Reviewed 12 August 2014
What a wonderful place to stay! Beautiful view of the bay from my porch. Right next door there was a playground for my children to play on, after spending the day on the beach...
See all reviews
From
€120
Per Night
1 / 11
Payment Protection
Bradenton Beach
3 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Reviews (1) Make Enquiry Similar Properties
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
€79
Per Night
1 / 30
Payment Protection
Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (3) Make Enquiry Similar Properties
5 of 5 stars Reviewed 30 October 2014
Already submitted a full review just to confirm that the unit is in a great location with lovely views over the intercoastal The furnishings were new and the bed was really...
5 of 5 stars Reviewed 30 October 2014
ottima posizione, casa pulita e accogliente, con tutti i confort che uno cerca, spiaggia a due passi, vista mare e residence attrezzato e ben tenuto. internet wi-fi veloce e...
See all reviews
From
€135
Per Night
1 / 64
Payment Protection
Bradenton Beach
3 Bedrooms, 2 Bathrooms, Sleeps 8
Bookings
Details Reviews (1) Make Enquiry Similar Properties
From
€96
Per Night
1 / 19
Payment Protection
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 5
Bookings
Details Reviews (1) Make Enquiry Similar Properties
From
€155
Per Night
1 / 31
Payment Protection
Holmes Beach
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
Details Reviews (4) Make Enquiry Similar Properties
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
€187
Per Night
1 / 33
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 7
Details Reviews (8) Make Enquiry Similar Properties
From
€88
Per Night
1 / 21
Payment Protection
Bradenton Beach
1 Bedroom, 2 Bathrooms, Sleeps 4
Bookings
Details Reviews (15) Make Enquiry Similar Properties
5 of 5 stars Reviewed 24 October 2014
Our experience was great from the start. Quick response from the owner Betty, follow up emails with detailed check in information. Upon arrival our first thought was that it was...
4 of 5 stars Reviewed 28 August 2014
Very cozy, very comfortable king size bed...the AC units worked well but one of them (in the bedroom) was very noisy...The small oven needed deep cleaning , especially inside the...
See all reviews
From
€148
Per Night
1 / 24
Payment Protection
Bradenton Beach
3 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
Details Reviews (3) Make Enquiry Similar Properties
From
€1,202
Per Week
1 / 18
Payment Protection
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
Details Reviews (2) Make Enquiry Similar Properties
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
€169
Per Night
1 / 34
Payment Protection
Holmes Beach
4 Bedrooms, 2 Bathrooms, Sleeps 10
Bookings
Details Reviews (1) Make Enquiry Similar Properties
4 of 5 stars Reviewed 2 October 2014
We enjoyed our stay at Casa Laguna. Great location just a few blocks from the beach and the option to use the golf cart was a nice perk for getting there easily. The pool and spa...
See all reviews
From
€80
Per Night
1 / 33
Payment Protection
Bradenton Beach
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (10) Make Enquiry Similar Properties
5 of 5 stars Reviewed 22 August 2014
I guess we just can't get enough of "Footprints in the Sand", as we just returned from our third stay within a year! This time we spent two weeks in paradise. The place is...
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...
See all reviews
From
€98
Per Night
1 / 10
Payment Protection
Bradenton Beach
1 Bedroom, 1 Bathroom, Sleeps 5
Bookings
Details Reviews (2) Make Enquiry Similar Properties
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
€79
Per Night
1 / 45
Payment Protection
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (14) Make Enquiry Similar Properties
5 of 5 stars Reviewed 21 September 2014
Stayed here from the 3rd September to the 12th September. Lorraine is the nicest person to deal with. The condo was perfect. We travelled as a family, me, hubby, daughter aged 15...
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...
See all reviews
From
€155
Per Night
1 / 27
Payment Protection
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (4) Make Enquiry Similar Properties
From
€100
Per Night
1 / 9
Payment Protection
Bradenton Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (3) Make Enquiry Similar Properties
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
€108
Per Night
1 / 13
Payment Protection
Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (4) Make Enquiry Similar Properties
From
€69
Per Night
1 / 8
Payment Protection
Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (4) Make Enquiry Similar Properties
This feature is currently in development. Please try again later.
Go to map view
Popular cities
Book Online(166)
Use filters to find the best results!

Suitability

  • Wheelchair access (43)
  • Elder access (241)
  • Suitable for children (302)
  • Pet friendly (202)
  • Smoking allowed (1)

Amenities

  • Internet (815)
  • All pools (634)
  • Parking (599)
  • Grill (463)
  • Other outdoor space (427)
  • 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.