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Check prices for these dates

Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan
In one month
23 Jan - 25 Jan
In two months
20 Feb - 22 Feb

Our top choices for Anna Maria cottages

Terrace/patio
Adorable Cottage with Covered Balconies and Private Pool

Cottage in Anna Maria

Adorable Cottage with Covered Balconies and Private Pool
9.6 out of 10, Exceptional, (41)
"Amazing cottage with plenty of amenities and a fantastic location. Just a few minutes walk to the beach, shopping and restaurants. Check-in and check-out were a breeze. The only hiccup was issues with parking. Often the single reserved space below was taken by restaurant clients."
United States
C. S.
The price is HK$1,967
HK$7,028 total
includes taxes & fees
3 Jan - 4 Jan 2026
Adorable Cottage with Covered Balconies and Private Pool
Exterior
SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool

Cottage in Anna Maria

SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool
10.0 out of 10, Exceptional, (1)
"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$3,110
HK$7,475 total
includes taxes & fees
6 Jan - 7 Jan 2026
SunSalt Cottage~5 min to Beach, Shops & Restaurants~PrivatePool
Outdoor dining
Beautiful Guest House Near the Beach with Private Pool!

Cottage in Anna Maria

Beautiful Guest House Near the Beach with Private Pool!
8.6 out of 10, Excellent, (30)
"Beautiful home perfectly located near the beach, bars and restaurants. "
United States
Bibiana G.
Beautiful Guest House Near the Beach with Private Pool!
Exterior
St Pete/gulfport Tiny little small home

Cottage in St. Petersburg

St Pete/gulfport Tiny little small home
10.0 out of 10, Exceptional, (3)
"The house was decorated nicely, it was clean, and inside/outside was well kept. The hosts were lovely and responded quickly to questions with precise information. If I need a place to stay in Gulfport again, I would not hesitate to stay!"
United States
Karen J.
The price is HK$1,113
HK$3,067 total
includes taxes & fees
28 Dec - 29 Dec
St Pete/gulfport Tiny little small home
Property grounds
7mi to Anna Maria Newly Renovated Private Cottage

Cottage in Bradenton

7mi to Anna Maria Newly Renovated Private Cottage
10.0 out of 10, Exceptional, (3)
"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$763
HK$2,308 total
includes taxes & fees
1 Jan - 2 Jan 2026
7mi to Anna Maria Newly Renovated Private Cottage
Exterior
Cozy 1-bedroom cottage that connects to a county park in beautiful Sarasota

Cottage in Bayou Oaks

Cozy 1-bedroom cottage that connects to a county park in beautiful Sarasota
2.0 star property
The price is HK$504
HK$883 total
includes taxes & fees
20 Jan - 21 Jan 2026
Cozy 1-bedroom cottage that connects to a county park in beautiful Sarasota
Exterior
The "Grouper"

Cottage in Sunny Shores

The "Grouper"
9.4 out of 10, Exceptional, (43)
"A beautiful little place to stay only minutes away from the beach! Very cozy and clean! "
United States
savana w.
The price is HK$769
HK$1,640 total
includes taxes & fees
30 Dec - 31 Dec
The "Grouper"
Exterior
Steps to Beach+bikes VaCay getaway on PaG island

Cottage in Pass-a-Grille

Steps to Beach+bikes VaCay getaway on PaG island
9.8 out of 10, Exceptional, (20)
"Super cute location and unit! Close parking and within walking distance to restaurants (dinner, lunch, breakfast) and soooo close to the beach! "
United States
Shaunte W.
The price is HK$1,222
HK$2,314 total
includes taxes & fees
28 Dec - 29 Dec
Steps to Beach+bikes VaCay getaway on PaG island
Property grounds
Sunny PaG Island rental w/bikes-just steps2beach

Cottage in Pass-a-Grille

Sunny PaG Island rental w/bikes-just steps2beach
9.0 out of 10, Wonderful, (18)
"Short walk to the beach and well-kept property. Very neat area."
United States
Emily M.
The price is HK$886
HK$1,895 total
includes taxes & fees
28 Dec - 29 Dec
Sunny PaG Island rental w/bikes-just steps2beach
Property grounds
Cozy 2BR Cottage Steps2 Pier, Vinoy, Beach Dr+Bikes

Cottage in Historic Old Northeast

Cozy 2BR Cottage Steps2 Pier, Vinoy, Beach Dr+Bikes
10.0 out of 10, Exceptional, (4)
"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$1,399
HK$2,723 total
includes taxes & fees
28 Dec - 29 Dec
Cozy 2BR Cottage Steps2 Pier, Vinoy, Beach Dr+Bikes
Exterior
Romantic Island Getaway! Just Steps from the Beach

Cottage in Bradenton Beach

Romantic Island Getaway! Just Steps from the Beach
2.0 star property
8.8 out of 10, Excellent, (3)
"It was great! Check in was super easy and anything you would need is nearby. "
United States
Thomas N.
The price is HK$2,185
HK$5,545 total
includes taxes & fees
28 Dec - 29 Dec
Romantic Island Getaway! Just Steps from the Beach
Exterior
Steps 2 Beach-Island Cottage w/king bd+2bike+parking

Cottage in Pass-a-Grille

Steps 2 Beach-Island Cottage w/king bd+2bike+parking
9.8 out of 10, Exceptional, (41)
"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$2,406
HK$3,900 total
includes taxes & fees
2 Jan - 3 Jan 2026
Steps 2 Beach-Island Cottage w/king bd+2bike+parking
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 Hotel Reviews

Charming cottage located close to beach - Private heated pool!

Charming cottage located close to beach - Private heated pool!

10/10 Excellent
"We had a great stay! The property manager was very easy to get ahold of and the house was wonderful. The pool seemed to be a little chilly so we called and they had maintenance there right away to check the temperature and they turned it up without hesitation. The beach was a short walk anround the corner with the most beautiful sunsets. Overall would definitely recommend! "
Melanie H. 2-night trip
Posted 4 days ago
Charming cottage located close to beach - Private heated pool!

Find out more about Anna Maria

Anna Maria Cottages information

Number of reviews
200
Accommodation
27 Cottages
Lowest Price
HK$1,640
Highest Price
HK$7,475

Frequently asked questions

How much do cottages in Anna Maria cost?
Cottages in Anna Maria range between HK$1,640 and HK$7,475 per night. These stays offer a chance to reconnect with nature — at a price you can afford. These prices were 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.
What are the best cottages in Anna Maria?
There are multiple cottages in Anna Maria with a total average guest review rating of 9.4. Queen's Gate Resort is a superb place to rest and unwind between adventures. This 2.5-star cottage also features a garden and pool sun loungers. 105b 12th Street South Front 2 Bedroom Apts By Redawning is another popular pick with travellers in this area. It has a 3-star rating and amenities including a barbecue grill and a swimming pool.
How many cottages are there in Anna Maria?
You can choose from 27 cottages in Anna Maria. No matter if you're travelling with the family or planning a retreat with close friends, Expedia will help you find the perfect property to enjoy nature's beauty.
What are the best cheap cottages in Anna Maria?
With cottages starting from just HK$1,640 per night, you can afford to stay a little longer in Anna Maria! One escape that's easy on the pocket is Queen's Gate Resort. Amenities here include a swimming pool and a barbecue grill. Another cost-effective pick where you can get back in touch with nature is Pool Party North - 2 Bedroom Cottage. A barbecue grill and clothes washing facilities are two of the conveniences here. If you're sightseeing in Anna Maria and want to stay within your budget, there are loads of fun and free attractions to put on your to-do list. Anna Maria Beach and Coquina Beach 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?
Get cosy at Queen's Gate Resort, a 2.5-star cottage just a short drive from downtown. Conveniences here include a nearby beach and beach umbrellas. Another family-friendly option where you can swap the concrete jungle for wide open spaces is 105b 12th Street South Front 2 Bedroom Apts By Redawning. A barbecue grill and WiFi help make this 3-star cottage a hit with guests. Once you've checked in and unpacked your things, there are tons of family-friendly attractions to visit in and around Anna Maria. Anna Maria Beach and Coquina Beach are two popular options.
Why book your cottage in Anna Maria with Expedia?
Expedia has some great cottages in Anna Maria, so get ready for a memorable stay close to nature. If you're sticking to a budget, select how much you'd like to spend and the star rating of your property. Or, try out our filters to search for cottages with a kitchen or a pool. We'll help you find the right place whatever your trip looks like.
How can I find cheap cottages in Anna Maria?
With Expedia's helpful filter tool, getting your hands on cheap cottages in Anna Maria has never been simpler. To discover accommodation that'll make your wallet smile, narrow your search by star rating, amenities and budget.
What is there to do in Anna Maria near my cottage?
Anna Maria has enough sights and experiences to keep you entertained for weeks, starting with Anna Maria Island Museum and Historical Park. Bean Point Beach, Palmetto Avenue Beach and Island Players are other popular attractions. If you're in town a while, Bayfront Park and Historic Green Village will cap off your itinerary nicely.

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