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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, (37 reviews)
"Everything was fantastic!"
United States
Kevin O.
The price is £601
includes taxes & fees
18 May - 19 May
Beautiful Guest House Near the Beach with Private Pool!

Romantic Island Getaway! Just Steps from the Beach

Romantic Island Getaway! Just Steps from the Beach
Bradenton Beach
8.6 out of 10, Excellent, (4 reviews)
"It was nice to be so close to the beach, and walking distance to places to eat. I enjoyed driving around the island and seeing the little villages. The cottage was comfortable and had many conveniences. "
United States
Valerie T.
The price is £397
includes taxes & fees
27 May - 28 May
Romantic Island Getaway! Just Steps from the Beach

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Anna Maria
9.6 out of 10, Exceptional, (125 reviews)
"Was very enjoyable! Great place for our family to stay and visit!"
United States
john V.
The price is £480
includes taxes & fees
11 May - 12 May
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

Beautiful Condo on Pine Ave, 2 Blocks to Beach

Beautiful Condo on Pine Ave, 2 Blocks to Beach
Anna Maria
8.8 out of 10, Excellent, (26 reviews)
"Great location, clean, and spacious. Pool didn’t work fir a couple of days but they got it fixed the day before we left "
United States
Paris K.
The price is £691
includes taxes & fees
16 May - 17 May
Beautiful Condo on Pine Ave, 2 Blocks to Beach

Adorable Cottage with Covered Balconies and Private Pool

Adorable Cottage with Covered Balconies and Private Pool
Anna Maria
9.8 out of 10, Exceptional, (46 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 £994
includes taxes & fees
6 Jun - 7 Jun
Adorable Cottage with Covered Balconies and Private Pool

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (65 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 £159
includes taxes & fees
16 May - 17 May
The "Grouper"

Coastal Luxury 7mi to Anna Maria Private Cottage

Coastal Luxury 7mi to Anna Maria Private Cottage
Bradenton
10.0 out of 10, Exceptional, (7 reviews)
"I stayed for 9 days. It was in a great location in Bradenton...just minutes from the beach, shopping and dining. It was clean and quiet. I would stay there again."
United States
MO L.
The price is £209
includes taxes & fees
11 May - 12 May
Coastal Luxury 7mi to Anna Maria Private Cottage

Private historical completely renovated cottage with 60 ft dock on Sarasota Bay

Private historical completely renovated cottage with 60 ft dock on Sarasota Bay
cortez
10.0 out of 10, Exceptional, (104 reviews)
"The host was always available! The cottage is adorable and homey. Wonderful location and had everything you need for a fun experience."
United States
Janice C.
The price is £213
includes taxes & fees
18 May - 19 May
Private historical completely renovated cottage with 60 ft dock on Sarasota Bay

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (198 reviews)
"This property was everything we wanted...although not on the beach, it was a short walk to the beach and chairs, umbrellas, coolers and wagons were provided to the beach. The pool area was very comfortable and clean. We like that there were only 6 units...each was unique and very clean. We stayed in "The Nook" which was perfect for our getaway."
United States
Michele
The price is £507
includes taxes & fees
22 May - 23 May
The Inn On Siesta Key

Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK

Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK
Palmetto
10.0 out of 10, Exceptional, (2 reviews)
"The accommodations were very comfortable and clean. Quiet neighborhood. Host was extremely helpful and pleasant. The screened porch off of the kitchen was a great place to relax with the dogs. We didn't get an opportunity to enjoy the pool and hot tub because of our other obligations but definitely will plan on staying again the next time I need to visit the area. It was like a home away from home."
United States
Douglas T.
The price is £177
includes taxes & fees
21 May - 22 May
Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK

Outdoor Kitchen & Gaming Garage: Bradenton Retreat

Outdoor Kitchen & Gaming Garage: Bradenton Retreat
3.0 star property
Bradenton
The price is £491
includes taxes & fees
16 May - 17 May
Outdoor Kitchen & Gaming Garage: Bradenton Retreat

Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Siesta Key
9.6 out of 10, Exceptional, (8 reviews)
"The most well maintained property I've ever stayed."
United States
Russ H.
The price is £309
includes taxes & fees
26 May - 27 May
Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

Yellow Palm Cottage steps from the beach

Yellow Palm Cottage steps from the beach
Siesta Key Village
10.0 out of 10, Exceptional, (1 review)
"This place was so cute and quaint! It was just a short walk to the village and to the beach. The grounds were beautiful! A little oasis in the backyard. . Would stay here again!!!"
United States
Tami B.
The price is £566
includes taxes & fees
12 May - 13 May
Yellow Palm Cottage steps from the beach

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 £274
includes taxes & fees
11 May - 12 May
St Pete/gulfport Tiny little small home

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, (87 reviews)
"Great stay - flexible early check-in!"
United States
Jill P.
The price is £224
includes taxes & fees
20 May - 21 May
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, (20 reviews)
"Short walk to the beach and well-kept property. Very neat area."
United States
Emily M.
The price is £257
includes taxes & fees
2 Jun - 3 Jun
Sunny PaG Island rental w/bikes-just steps2beach

Downtown Cottage | Walk Everywhere, Park once

Downtown Cottage | Walk Everywhere, Park once
Historic Old Northeast
10.0 out of 10, Exceptional, (8 reviews)
"Host was wonderful and very communicative. Location of property was great."
United States
David B.
The price is £316
includes taxes & fees
8 Jun - 9 Jun
Downtown Cottage | Walk Everywhere, Park once

New Listing Sunset Tropical Beach Bungallow

New Listing Sunset Tropical Beach Bungallow
Sunset Beach
9.8 out of 10, Exceptional, (38 reviews)
"Great location! We'll definitely book again!"
United States
Carolyn J.
The price is £293
includes taxes & fees
28 May - 29 May
New Listing Sunset Tropical Beach Bungallow

Lido Key Getaway - Bikes & Beach Gear

Lido Key Getaway - Bikes & Beach Gear
Lido Key
The price is £297
includes taxes & fees
31 May - 1 Jun
Lido Key Getaway - Bikes & Beach Gear
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
780
Accommodation
58 Cottages
Lowest Price
£159
Highest Price
£994

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 9.6, so you're sure to snag a place that suits your needs. Planning to stay in Bradenton Beach? Queen's Gate Resort is one property loved by guests. This 2.5-star cottage includes handy amenities such as a swimming pool and pool sun loungers. 105b 12th Street South Front 2 Bedroom Apts By Redawning is another highly rated escape where you can relax close to nature. A barbecue grill and a swimming pool are two of the conveniences you can make use of at this 3-star pick in Bradenton Beach.
What are the best cheap cottages in Anna Maria Island?
Save money on your Anna Maria Island trip by choosing cottages from just £159 per night. Planning to discover the sights and sounds of Bradenton Beach? Settle in at Queen's Gate Resort, a cheap option with a barbecue grill and a swimming pool. If you're heading for Holmes Beach, Queen's Gate Resort is a terrific choice. It features pool sun loungers and a garden and provides the perfect opportunity to dial down the pace for a while. If you're exploring Anna Maria Island and want to save money, there are lots of free and popular attractions to put on your to-do list. Anna Maria Island Museum and Historical Park and Island Gallery West are favourites. 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?
You'll discover some terrific family-friendly cottages in Anna Maria Island. If you're on your way to Bradenton Beach, look up Queen's Gate Resort. With useful amenities like a nearby beach and WiFi, the whole crew will enjoy putting their feet up at this 2.5-star property. 105b 12th Street South Front 2 Bedroom Apts By Redawning is also a great choice for families in Bradenton Beach. This 3-star cottage includes WiFi, a barbecue grill and more. Once you've put your bags down and settled in, it's time to discover the best of Bradenton Beach. Look forward to making memories together at family-friendly attractions such as Florida Maritime Museum at Cortez and Anna Maria Island Museum and Historical Park.
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 traveller 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 accommodation that'll make your hip pocket happy, tailor your search results by budget, amenities and star rating.

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