An aerial view of a coastal town with a long pier extending into turquoise waters.

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Anna Maria Island cottages

Property grounds

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, (127 reviews)
"Was very enjoyable! Great place for our family to stay and visit!"
United States
john V.
The price is AED 1,194
AED 2,495 total
includes taxes & fees
19 Jul - 20 Jul
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Exterior

Adorable Cottage with Covered Balconies and Private Pool

Adorable Cottage with Covered Balconies and Private Pool
Anna Maria
9.8 out of 10, Exceptional, (47 reviews)
"Pleasantly surprised how great this place was - awesome backyard setup and incredible location "
United States
Cyrus M.
The price is AED 1,212
AED 3,751 total
includes taxes & fees
14 Aug - 15 Aug
Adorable Cottage with Covered Balconies and Private Pool
Interior

Siesta Heron 6 / Sunset

Siesta Heron 6 / Sunset
3.0 star property
Siesta Key
The price is AED 1,822
AED 3,028 total
includes taxes & fees
11 Aug - 12 Aug
Siesta Heron 6 / Sunset
House (3 Bedrooms) | Interior

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 AED 1,223
AED 2,499 total
includes taxes & fees
5 Aug - 6 Aug
Unwind Poolside + Walk to Beach! Sarasota Retreat
Exterior

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, (89 reviews)
"Would definitely stay here again. Great location and great house! Owner was quick and helpful with communication."
United States
Clarissa S.
The price is AED 364
AED 1,117 total
includes taxes & fees
2 Aug - 3 Aug
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Outdoor dining

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

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 AED 588
AED 1,445 total
includes taxes & fees
20 Jul - 21 Jul
Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Exterior

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, (187 reviews)
"Right across the beach Less then 5 minutes Good space - rooms nice ad clean "
United States
ASHISH
The price is AED 926
AED 1,706 total
includes taxes & fees
15 Aug - 16 Aug
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Exterior

Blue Dolphin Cottage steps from the beach

Blue Dolphin Cottage steps from the beach
Siesta Key Village
The price is AED 601
AED 2,438 total
includes taxes & fees
21 Jul - 22 Jul
Blue Dolphin Cottage steps from the beach
1 bedroom, iron/ironing board, WiFi, bed sheets

Lido Bungalow Walk to Beach & St. Armand's Circle

Lido Bungalow Walk to Beach & St. Armand's Circle
Lido Key
The price is AED 323
AED 1,231 total
includes taxes & fees
19 Jul - 20 Jul
Lido Bungalow Walk to Beach & St. Armand's Circle
1 bedroom, iron/ironing board, WiFi, bed sheets

Cozy Lido Key Bungalow by Pool & Beach

Cozy Lido Key Bungalow by Pool & Beach
Lido Key
The price is AED 323
AED 1,224 total
includes taxes & fees
20 Jul - 21 Jul
Cozy Lido Key Bungalow by Pool & Beach
Hair dryer, towels, soap, shampoo

Sunny Lido Studio - Modern Touches

Sunny Lido Studio - Modern Touches
Lido Key
The price is AED 408
AED 1,327 total
includes taxes & fees
13 Aug - 14 Aug
Sunny Lido Studio - Modern Touches
Property grounds

Coastal Luxury 7mi to Anna Maria Private Cottage

Coastal Luxury 7mi to Anna Maria Private Cottage
Bradenton
10.0 out of 10, Exceptional, (10 reviews)
"Very nice location. "
United States
Daniel o.
The price is AED 298
AED 967 total
includes taxes & fees
19 Jul - 20 Jul
Coastal Luxury 7mi to Anna Maria Private Cottage
Interior

Beach Road

Beach Road
2.0 star property
Siesta Key
The price is AED 2,773
AED 3,749 total
includes taxes & fees
15 Aug - 16 Aug
Beach Road
House (3 Bedrooms) | Front of property

Pool, Dock & Kayaks: Waterfront Palmetto Home

Pool, Dock & Kayaks: Waterfront Palmetto Home
3.0 star property
Palmetto
10.0 out of 10, Exceptional, (1 review)
"This house was absolutely stunning. The kitchen is fully loaded with double appliances. The pool is warm, clean, and salt water! The view is stunning. The area is safe and quiet. We walked 20 min to hit up a cute coffee shop, paddled the kayaks, and took Uber to the Moat Marine and Planetarium. Great for a family. Better if you have a car. "
United States
Carley
The price is AED 1,003
AED 2,656 total
includes taxes & fees
20 Jul - 21 Jul
Pool, Dock & Kayaks: Waterfront Palmetto Home
Outdoor dining

Cozy Lido Key Studio Steps to Beach & Kayaking

Cozy Lido Key Studio Steps to Beach & Kayaking
Lido Key
The price is AED 323
AED 1,231 total
includes taxes & fees
19 Jul - 20 Jul
Cozy Lido Key Studio Steps to Beach & Kayaking
Property grounds

Downtown Cottage | Walk Everywhere, Park once

Downtown Cottage | Walk Everywhere, Park once
Historic Old Northeast
10.0 out of 10, Exceptional, (10 reviews)
"The accommodations were great! The host communicated really well and we enjoyed walking everywhere! Highly recommend this quaint location. "
United States
Amy C.
The price is AED 705
AED 1,569 total
includes taxes & fees
16 Aug - 17 Aug
Downtown Cottage | Walk Everywhere, Park once
Exterior

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (73 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is AED 364
AED 779 total
includes taxes & fees
22 Jul - 23 Jul
The "Grouper"
Exterior

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 AED 526
AED 1,356 total
includes taxes & fees
18 Jul - 19 Jul
St Pete/gulfport Tiny little small home
Exterior

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

Steps 2 Beach- Cottage w/king bd +2bikes +parking
Pass-a-Grille
9.6 out of 10, Exceptional, (49 reviews)
"Yes, the Host went over the top very clean very accommodating great location!!!"
United States
Susan T.
The price is AED 954
AED 1,902 total
includes taxes & fees
22 Jul - 23 Jul
Steps 2 Beach- Cottage w/king bd +2bikes +parking
Property grounds

Sunny PaG Island rental w/bikes-just steps2beach

Sunny PaG Island rental w/bikes-just steps2beach
Pass-a-Grille
9.2 out of 10, Wonderful, (24 reviews)
"Great location! "
United States
Quinton W.
The price is AED 602
AED 1,351 total
includes taxes & fees
3 Aug - 4 Aug
Sunny PaG Island rental w/bikes-just steps2beach
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

Silver Surf Gulf Beach Resort

Silver Surf Gulf Beach Resort

10/10 Excellent
"What a great find! Fabulous little hotel. The room was pretty spacious and loved the Murphy bed, much more comfortable than a traditional pull out. The little touches like charging points and pullout beside tables were also appreciated."
Linsey 2-night trip
Posted 2 hours ago
Silver Surf Gulf Beach Resort

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 9.3, 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.
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.