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Vacation Rentals in Anna Maria Island, FL

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All 913 Rentals in Anna Maria Island
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$175
Per Night
1 / 21
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Bradenton Beach
3 Bedrooms, 3 Bathrooms, Sleeps 7
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$268
Per Night
1 / 37
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Anna Maria
5 Bedrooms, 3 Bathrooms, Sleeps 12
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$143
Per Night
1 / 28
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Holmes Beach
3 Bedrooms, 3 Bathrooms, Sleeps 8
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Details Reviews (5) Make Inquiry Similar Properties
Also consider
Sunny Haven
2 Bedrooms, sleeps 6
$175 / night
Gulf Views from Every Room!
3 Bedrooms, sleeps 9
$319 - $499 / night
2 Bedroom Beach Front Condo, Anna Maria Island Fl.
2 Bedrooms, sleeps 4
$200 - $225 / night
Seaside Beach House 205
2 Bedrooms, sleeps 4
$129 - $175 / night
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$150
Per Night
1 / 21
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Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed August 10, 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...
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$200
Per Night
1 / 21
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Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed July 6, 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 June 21, 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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$115
Per Night
1 / 57
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Bradenton Beach
2 Bedrooms, 1 Bathroom, Sleeps 6
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5 of 5 stars Reviewed October 1, 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 September 8, 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...
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$165
Per Night
1 / 20
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Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed August 16, 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...
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$180
Per Night
1 / 25
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Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
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5 of 5 stars Reviewed September 2, 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 July 6, 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...
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$125
Per Night
1 / 24
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Bradenton Beach
1 Bedroom, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed September 14, 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 August 8, 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 .
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$100
Per Night
1 / 23
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Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed August 31, 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 July 17, 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...
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$250
Per Night
1 / 127
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed November 2, 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 September 20, 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.
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From
$250
Per Night
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2 Bedrooms, 2 Bathrooms, Sleeps 6
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$90
Per Night
1 / 10
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Bradenton Beach
1 Bedroom, 1 Bathroom, Sleeps 2
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5 of 5 stars Reviewed September 15, 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 July 21, 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!
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$250
Per Night
1 / 78
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Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed June 20, 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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$170
Per Night
1 / 41
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Bradenton Beach
1 Bedroom, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed June 24, 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 February 9, 2014
The house was excellent! It was clean, comfortable and easy access. The area and restaurants was great!
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$233
Per Night
1 / 33
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3 Bedrooms, 2 Bathrooms, Sleeps 7
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$145
Per Night
1 / 12
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Anna Maria
2 Bedrooms, 1 Bathroom, Sleeps 6
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5 of 5 stars Reviewed July 10, 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 June 27, 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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$450
Per Night
1 / 20
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Anna Maria
3 Bedrooms, 2 Bathrooms, Sleeps 8
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$100
Per Night
1 / 8
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Anna Maria
2 Bedrooms, 1 Bathroom, Sleeps 6
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5 of 5 stars Reviewed September 5, 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 June 23, 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...
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$95
Per Night
1 / 32
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Bradenton Beach
2 Bedrooms, 1 Bathroom, Sleeps 5
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5 of 5 stars Reviewed September 11, 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 August 12, 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...
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$110
Per Night
1 / 21
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Bradenton Beach
1 Bedroom, 2 Bathrooms, Sleeps 4
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5 of 5 stars Reviewed October 23, 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 August 28, 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...
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$122
Per Night
1 / 10
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Bradenton Beach
1 Bedroom, 1 Bathroom, Sleeps 5
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5 of 5 stars Reviewed July 14, 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 March 11, 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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$185
Per Night
1 / 24
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Bradenton Beach
3 Bedrooms, 2 Bathrooms, Sleeps 7
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$98
Per Night
1 / 45
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Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed September 21, 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 January 4, 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...
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$120
Per Night
1 / 19
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Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 5
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$150
Per Night
1 / 19
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Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 4
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4 of 5 stars Reviewed September 2, 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...
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$1,500
Per Week
1 / 18
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Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 4
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5 of 5 stars Reviewed April 18, 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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$193
Per Night
1 / 31
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Holmes Beach
3 Bedrooms, 3 Bathrooms, Sleeps 6
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5 of 5 stars Reviewed July 19, 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 March 16, 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...
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$86
Per Night
1 / 8
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Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (4) Make Inquiry Similar Properties
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$142
Per Night
1 / 22
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Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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$200
Per Night
1 / 18
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Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 4
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5 of 5 stars Reviewed July 21, 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...
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$193
Per Night
1 / 27
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Holmes Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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$170
Per Night
1 / 52
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Holmes Beach
3 Bedrooms, 3 Bathrooms, Sleeps 8
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5 of 5 stars Reviewed October 29, 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 September 10, 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...
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$175
Per Night
1 / 22
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Holmes Beach
1 Bedroom, 1 Bathroom, Sleeps 3
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5 of 5 stars Reviewed July 21, 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...
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$400
Per Night
1 / 89
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Bradenton Beach
4 Bedrooms, 3 Bathrooms, Sleeps 8
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4 of 5 stars Reviewed October 16, 2014
Really nice. The outdoor pool/Jacuzzi & outdoor kitchen are really nice. Needs more silverware & beds were a little too hard for our taste but I think we will definitely go back.
2 of 5 stars Reviewed May 6, 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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$183
Per Night
1 / 29
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Anna Maria
3 Bedrooms, 2 Bathrooms, Sleeps 8
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$150
Per Night
1 / 27
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Bradenton Beach
3 Bedrooms, 2 Bathrooms, Sleeps 6
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$475
Per Night
1 / 23
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Bradenton Beach
2 Bedrooms, 2 Bathrooms, Sleeps 6
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$1,900
Per Week
1 / 25
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Anna Maria
3 Bedrooms, 2 Bathrooms, Sleeps 6
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$2,000
Per Week
1 / 25
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Holmes Beach
4 Bedrooms, 4 Bathrooms, Sleeps 9
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Book Online(170)

Suitability

  • Wheelchair access (43)
  • Elder access (241)
  • Suitable for children (316)
  • Pet friendly (202)
  • Smoking allowed (1)

Amenities

  • Internet (816)
  • All pools (634)
  • Parking (600)
  • Grill (463)
  • Other outdoor space (427)
  • View all amenities
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.