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Our top choices for Anna Maria Island cottages

Beautiful Guest House Near the Beach with Private Pool!

Beautiful Guest House Near the Beach with Private Pool!
Anna Maria
8.8 out of 10, Excellent, (36 reviews)
"I couldnt have booked a better spot for my kids. I was nervous it being above a restaurant but you couldnt even tell. It was so tranquil in the backyard and upstairs, during the day we took the golf cart to the beach or shopped around and this was the most convenient place I ever stayed at. It was decorated better than most people decorate their own homes I just loved it and so did my kids and their friends. Cleanliness was perfect, decor, location, I couldnt have asked for anything better,...
United States
Danielle
The price is ¥40,760
¥135,384 total
includes taxes & fees
Apr 14 - Apr 15
Beautiful Guest House Near the Beach with Private Pool!

Adorable Cottage with Covered Balconies and Private Pool

Adorable Cottage with Covered Balconies and Private Pool
Anna Maria
9.6 out of 10, Exceptional, (45 reviews)
"Everything was wonderful. We would love to stay there again. Great location, lots of room, and very comfy beds. "
United States
Jennifer B.
The price is ¥53,924
¥159,471 total
includes taxes & fees
May 1 - May 2
Adorable Cottage with Covered Balconies and Private Pool

Family Fun: Ping Pong, Bbq, Walk to Park Nearby

Family Fun: Ping Pong, Bbq, Walk to Park Nearby
3.0 star property
Fruitville
The price is ¥30,207
¥99,753 total
includes taxes & fees
Apr 4 - Apr 5
Family Fun: Ping Pong, Bbq, Walk to Park Nearby

Lanai & Pond at Tranquil Bradenton Retreat!

Lanai & Pond at Tranquil Bradenton Retreat!
3.0 star property
Bradenton
10.0 out of 10, Exceptional, (2 reviews)
"I really enjoyed how easy it was to get to the location, and how clean and spacious it was. Although it was a short visit to help my daughter move out of college, it provided a great place to relax after the busy move. The environment was very peaceful and safe."
United States
Ching-Wei Tabitha
The price is ¥17,229
¥64,656 total
includes taxes & fees
Apr 6 - Apr 7
Lanai & Pond at Tranquil Bradenton Retreat!

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (56 reviews)
"I would recommend this place to anyone! It was extremely clean and neat, and we had a lovely time here! The host was very responsive and kind too. Overall, this place was above my expectations and a great place to stay."
United States
Lana
The price is ¥15,701
¥33,459 total
includes taxes & fees
Apr 14 - Apr 15
The "Grouper"

7mi to Anna Maria Newly Renovated Private Cottage

7mi to Anna Maria Newly Renovated Private Cottage
Bradenton
10.0 out of 10, Exceptional, (4 reviews)
"Place was clean, cozy and cute! Host communication was friendly, clear and concise. Would absolutely recommend!"
United States
Tracee Candace L.
The price is ¥16,415
¥46,454 total
includes taxes & fees
Apr 26 - Apr 27
7mi to Anna Maria Newly Renovated Private Cottage

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Sarasota
9.2 out of 10, Wonderful, (181 reviews)
"Very close to the village and we only had to cross the road to access the beach!! Loved it!!"
United States
Kim H.
The price is ¥61,061
¥100,814 total
includes taxes & fees
Apr 8 - Apr 9
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Steps 2 Beach- Cottage w/king bd +2bikes +parking

Steps 2 Beach- Cottage w/king bd +2bikes +parking
Pass-a-Grille
9.8 out of 10, Exceptional, (47 reviews)
"Quiet neighborhood away from the tourist areas. 50 steps to a beautiful white sandy beach:) charming little place, very clean and comfortable. sunsets were beautiful and almost no rain all week:)"
United States
James C.
The price is ¥48,184
¥87,729 total
includes taxes & fees
Apr 28 - Apr 29
Steps 2 Beach- Cottage w/king bd +2bikes +parking

St Pete/gulfport Tiny little small home

St Pete/gulfport Tiny little small home
St. Petersburg
10.0 out of 10, Exceptional, (4 reviews)
"Really nice place to stay and host communication was excellent "
United States
Susan D.
The price is ¥22,696
¥56,337 total
includes taxes & fees
Apr 4 - Apr 5
St Pete/gulfport Tiny little small home

Escape near Siesta Key with Hot Tub, BBQ, and Fire pit

Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
Sarasota
8.8 out of 10, Excellent, (3 reviews)
"Perfect vacation get away. Host are very good to work with. Everything was exactly as we wanted it! "
United States
Kara F.
The price is ¥24,266
¥54,422 total
includes taxes & fees
Apr 14 - Apr 15
Escape near Siesta Key with Hot Tub, BBQ, and Fire pit

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
South Village
9.6 out of 10, Exceptional, (86 reviews)
"Great stay - flexible early check-in!"
United States
Jill P.
The price is ¥15,701
¥46,005 total
includes taxes & fees
Apr 28 - Apr 29
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

Sunny PaG Island rental w/bikes-just steps2beach

Sunny PaG Island rental w/bikes-just steps2beach
Pass-a-Grille
9.0 out of 10, Wonderful, (19 reviews)
"Short walk to the beach and well-kept property. Very neat area."
United States
Emily M.
The price is ¥37,845
¥68,789 total
includes taxes & fees
Apr 6 - Apr 7
Sunny PaG Island rental w/bikes-just steps2beach

Stylish Retro Vibes Private BBQ & Beach Access

Stylish Retro Vibes Private BBQ & Beach Access
3.0 star property
Sarasota
The price is ¥13,640
¥62,489 total
includes taxes & fees
Apr 8 - Apr 9
Stylish Retro Vibes Private BBQ & Beach Access

4 Mi to Dtwn St Pete! Pet-friendly Home w/ Yard

4 Mi to Dtwn St Pete! Pet-friendly Home w/ Yard
3.0 star property
St. Petersburg
The price is ¥23,790
¥86,058 total
includes taxes & fees
Apr 7 - Apr 8
4 Mi to Dtwn St Pete! Pet-friendly Home w/ Yard

Downtown Cottage | Walk Everywhere, Park once

Downtown Cottage | Walk Everywhere, Park once
Historic Old Northeast
10.0 out of 10, Exceptional, (8 reviews)
"The location is great. in a few minutes you are in North Shore Park walking along Tampa Bay. The cottage was clean and cozy. We just might rent it again next time we visit family in the area."
United States
Cynthia S.
The price is ¥30,022
¥66,124 total
includes taxes & fees
May 4 - May 5
Downtown Cottage | Walk Everywhere, Park once

Unwind Poolside + Walk to Beach! Sarasota Retreat

Unwind Poolside + Walk to Beach! Sarasota Retreat
3.0 star property
South Village
8.0 out of 10, Very Good, (1 review)
"The location of the property was excellent. The home was clean and had everything we needed to prepare breakfast in the morning. The 3 bedrooms and 3 bathrooms made it easy for the six of us wash up and get ready for dinner after a fun fill day at the walkable beach. Beach was great. Having a pool at the property was great for the 2 youngsters. We also made use of the wagon that was available to carry items to the beach., The property is nothing fancy but a great value for the money. "
United States
Eleuterio
The price is ¥29,024
¥85,395 total
includes taxes & fees
Apr 7 - Apr 8
Unwind Poolside + Walk to Beach! Sarasota Retreat

3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is ¥364,780
¥488,114 total
includes taxes & fees
Apr 7 - Apr 8
3716 7th Ave W

Siesta Heron 7

Siesta Heron 7
3.0 star property
Siesta Key
The price is ¥193,222
¥285,144 total
includes taxes & fees
Apr 7 - Apr 8
Siesta Heron 7

Beach Road

Beach Road
2.0 star property
Siesta Key
Beach Road

Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
Siesta Heron 6 / Sunset
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Anna Maria Island Hotel Reviews

Find out more about Anna Maria Island

Anna Maria Island Cottages information

Number of reviews
489
Accommodation
61 Cottages
Lowest Price
¥33,459
Highest Price
¥488,114

Frequently asked questions

What are the best cottages in Anna Maria Island?
There are multiple cottages in Anna Maria Island with a total average guest review rating of 9.5, so you're sure to snag a place that suits your style. Planning to stay in Bradenton Beach? Queen's Gate Resort is one property favored by travelers. This 2.5-star cottage includes amenities such as a swimming pool and a garden. 105b 12th Street South Front 2 Bedroom Apts By Redawning is another highly rated escape where you'll be close to nature. A barbecue grill and a swimming pool are two of the conveniences waiting for you at this 3-star pick in Bradenton Beach.
What are the best cheap cottages in Anna Maria Island?
With cottages starting at only ¥33,459 per night, you can afford an extra couple of nights in Anna Maria Island for outdoor fun. If Bradenton Beach is on your travel radar, book a room at Queen's Gate Resort. A garden and a swimming pool help make this option an excellent choice. You'll also find inexpensive cottages in Holmes Beach. Take deep, calming breaths in nature during your stay at Queen's Gate Resort and take advantage of conveniences like pool sun loungers and a garden. If you're exploring Anna Maria Island and want to save money, there are many fabulous free attractions to put on your itinerary. Anna Maria Beach and Coquina Beach are always popular with visitors. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly cottages in Anna Maria Island?
There are indeed. Whether it's in one of Anna Maria Island's busy cities or way out in nature, the cozy charm of a cottage is perfect for vacationing families. If Bradenton Beach is on your radar, book a stay at Queen's Gate Resort. This 2.5-star option offers a nearby beach and a barbecue grill. Another superb choice is 105b 12th Street South Front 2 Bedroom Apts By Redawning. Also in Bradenton Beach, this family-friendly cottage has a 3-star rating and includes WiFi and a barbecue grill. You'll find plenty of awesome things to do with the family in Bradenton Beach. Anna Maria Beach and Coquina Beach promise a fantastic day out.
Why book your cottage in Anna Maria Island with Expedia?
Reserving a cottage in Anna Maria Island is as simple as entering your travel dates and choosing an ideal place for a getaway in nature. From ritzy retreats to affordable properties and cottages that feature amenities like a kitchenette, Expedia has something for all traveler styles. As for the best offers around? We've got them as well!
How can I find cheap cottages in Anna Maria Island?
With Expedia's helpful filter tool, sourcing cheap cottages in Anna Maria Island has never been simpler. To discover accommodations that'll make your hip pocket happy, tailor your search results by budget, amenities and star rating.

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