Search Cottages in Anna Maria Island

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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Anna Maria Island cottages

Property grounds

Cottage in Bradenton Beach

Romantic Island Getaway! Just Steps from the Beach
8.8 out of 10, Excellent, (3 reviews)
"It was great! Check in was super easy and anything you would need is nearby. "
United States
Thomas N.
The price is HK$1,170
HK$4,189 total
includes taxes & fees
30 Jan - 31 Jan
Romantic Island Getaway! Just Steps from the Beach
Exterior

Cottage in Anna Maria

Adorable Cottage with Covered Balconies and Private Pool
9.6 out of 10, Exceptional, (41 reviews)
"The house was fantastic, clean and a great location. It had Everything and more than you needed. Will definitely return for a longer trip x"
United Kingdom
Danielle E.
The price is HK$1,724
HK$6,812 total
includes taxes & fees
3 Feb - 4 Feb
Adorable Cottage with Covered Balconies and Private Pool
Exterior

Cottage in Anna Maria

Beautiful Guest House Near the Beach with Private Pool!
8.8 out of 10, Excellent, (32 reviews)
"Beautiful home perfectly located near the beach, bars and restaurants. "
United States
Bibiana G.
The price is HK$3,815
HK$9,258 total
includes taxes & fees
25 Feb - 26 Feb
Beautiful Guest House Near the Beach with Private Pool!
Exterior

Cottage in Anna Maria

SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool
10.0 out of 10, Exceptional, (1 review)
"Absolutely lovely place to stay. The four of us were SO comfortable. The place was clean and beautiful. Very well maintained. You can tell by the high quality finishes that this is someone’s home and they maintain it as such. There was an unforeseen circumstance that popped up with the island doing some work that affected the house while we were there. I messaged the owner and within minutes he had replied and had all the necessary people on the way to fix it. They fixed it all while we were at...
United States
Devon F.
The price is HK$6,278
HK$11,710 total
includes taxes & fees
16 Feb - 17 Feb
SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool
Interior

Cottage in Fruitville

Family Fun: Ping Pong, Bbq, Walk to Park Nearby
3.0 star property
The price is HK$967
HK$4,320 total
includes taxes & fees
1 Feb - 2 Feb
Family Fun: Ping Pong, Bbq, Walk to Park Nearby
Terrace/patio

Cottage in Siesta Key

The Inn On Siesta Key
3.5 star property
10.0 out of 10, Exceptional, (194 reviews)
"Very charming place! Great location for the beach and restaurants. Would definitely stay again."
United States
Blaine
The price is HK$2,648
HK$3,425 total
includes taxes & fees
30 Jan - 31 Jan
The Inn On Siesta Key
Interior

Cottage in Bradenton

3 Mi to Downtown Bradenton: Family Home w/ Yard!
3.0 star property
The price is HK$843
HK$3,701 total
includes taxes & fees
8 Feb - 9 Feb
3 Mi to Downtown Bradenton: Family Home w/ Yard!
Property grounds

Cottage in Bradenton

7mi to Anna Maria Newly Renovated Private Cottage
10.0 out of 10, Exceptional, (3 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 HK$1,084
HK$2,645 total
includes taxes & fees
28 Feb - 1 Mar
7mi to Anna Maria Newly Renovated Private Cottage
Exterior

Cottage in Sarasota

Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
10.0 out of 10, Exceptional, (1 review)
"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 HK$1,217
HK$2,758 total
includes taxes & fees
1 Feb - 2 Feb
Escape near Siesta Key with Hot Tub, BBQ, and Fire pit
Outdoor dining

Cottage in Siesta Key

Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
9.4 out of 10, Exceptional, (6 reviews)
"We really enjoyed the cleanliness and location. Pool was great. Having our own deck was nice. Great views. Highly recommend. "
United States
Rolly N.
The price is HK$1,451
HK$2,949 total
includes taxes & fees
1 Feb - 2 Feb
Tropical Treehouse · Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed
Exterior

Cottage in Sarasota

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
9.2 out of 10, Wonderful, (178 reviews)
"Wonderful property with an excellent location! Beach access was across the street and the trolley pick-up was at the end of the block. The village was within walking distance as well. The property was very clean and the beds were comfortable. The washer and dryer is located right outside of the unit and beach chairs and a cooler were provided. We look forward to booking this property again in the future! "
United States
Alison B.
The price is HK$1,787
HK$3,404 total
includes taxes & fees
2 Feb - 3 Feb
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Exterior

Cottage in South Village

Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
9.6 out of 10, Exceptional, (83 reviews)
"Great condo. The location is perfect. The pool was the best. Will stay here again."
United States
Jeanne J.
The price is HK$772
HK$2,310 total
includes taxes & fees
11 Feb - 12 Feb
Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.
Exterior

Cottage in Bayou Oaks

1-bedroom cottage in a park like setting! Close to Spring Training and Beaches.
The price is HK$462
HK$678 total
includes taxes & fees
1 Feb - 2 Feb
1-bedroom cottage in a park like setting! Close to Spring Training and Beaches.
Exterior

Cottage in Sunny Shores

The "Grouper"
9.4 out of 10, Exceptional, (45 reviews)
"We really enjoyed our stay here. So close to AMI "
United States
Taylor B.
The price is HK$772
HK$1,646 total
includes taxes & fees
8 Feb - 9 Feb
The "Grouper"
Interior

Cottage in Sarasota

Stylish Retro Vibes Private BBQ & Beach Access
3.0 star property
The price is HK$1,084
HK$3,541 total
includes taxes & fees
3 Feb - 4 Feb
Stylish Retro Vibes Private BBQ & Beach Access
Property grounds

Cottage in Pass-a-Grille

Sunny PaG Island rental w/bikes-just steps2beach
9.0 out of 10, Wonderful, (18 reviews)
"Short walk to the beach and well-kept property. Very neat area."
United States
Emily M.
The price is HK$1,065
HK$2,153 total
includes taxes & fees
2 Feb - 3 Feb
Sunny PaG Island rental w/bikes-just steps2beach
Exterior

Cottage in Pass-a-Grille

Steps 2 Beach- Cottage w/king bd +2bikes +parking
9.8 out of 10, Exceptional, (44 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 HK$1,727
HK$3,223 total
includes taxes & fees
31 Jan - 1 Feb
Steps 2 Beach- Cottage w/king bd +2bikes +parking
Property grounds

Cottage in Historic Old Northeast

Downtown Cottage | Walk Everywhere, Park once
10.0 out of 10, Exceptional, (5 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 HK$1,948
HK$3,449 total
includes taxes & fees
4 Feb - 5 Feb
Downtown Cottage | Walk Everywhere, Park once
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cottage in Indian Beach Sapphire Shores

Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum
9.6 out of 10, Exceptional, (34 reviews)
"Clean and everything was as advertised "
United States
alan m.
The price is HK$1,365
HK$2,179 total
includes taxes & fees
1 Feb - 2 Feb
Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum
Terrace/patio

Cottage in Siesta Key

Nook Cottage Across street from beach and Heated Pool
10.0 out of 10, Exceptional, (4 reviews)
"They have really thought of everything and gone above and beyond to make our stay as comfortable as possible. Everything was very clean! Paige was a wonderful guide and host for the local area!"
United States
Derek N.
The price is HK$2,960
HK$6,093 total
includes taxes & fees
31 Jan - 1 Feb
Nook Cottage Across street from beach and Heated Pool
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

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn

10/10 Excellent
"The room was clean, the beds were comfy, and the view was incredible!"
Amy 2-night trip
Posted 1 day ago
Seabreeze at Anna Maria Island Inn

Find out more about Anna Maria Island

Anna Maria Island Cottages information

Number of reviews
552
Accommodation
61 Cottages
Lowest Price
HK$1,646
Highest Price
HK$11,710

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 9.4, 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 favoured by travellers. 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 HK$1,646 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 cosy charm of a cottage is perfect for holidaying 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 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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