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Our top choices for Anna Maria cottages

1. 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, (129 reviews)
"Has a beautiful view of the bay right behind the houseNeighbors were very friendly,has a new house being built next door but it still was quaint beach was in walking distance. Definitely a must do again."
United States
Terrence H.
The price is HK$2,038
HK$4,513 total
includes taxes & fees
7 Nov - 8 Nov
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

2. Adorable Cottage with Covered Balconies and Private Pool

Adorable Cottage with Covered Balconies and Private Pool
Anna Maria
9.8 out of 10, Exceptional, (53 reviews)
"This property was great! So convenient to everything we wanted to do. The management team was extremely responsive. Less than a 5 minute walk down to the beach. The pool and backyard were so fun for my boys when we got back from the beach each day. Highly recommend!"
United States
Mary C.
The price is HK$3,401
HK$9,013 total
includes taxes & fees
12 Nov - 13 Nov
Adorable Cottage with Covered Balconies and Private Pool

3. The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (79 reviews)
"Perfect spot"
United States
Canyon L.
The price is HK$776
HK$1,599 total
includes taxes & fees
10 Nov - 11 Nov
The "Grouper"

4. Cozy Private Cottage, Minutes to Anna Maria Island

Cozy Private Cottage, Minutes to Anna Maria Island
Bradenton
9.8 out of 10, Exceptional, (14 reviews)
"Clean and nice place"
United States
Ismael
The price is HK$615
HK$1,914 total
includes taxes & fees
10 Nov - 11 Nov
Cozy Private Cottage, Minutes to Anna Maria Island

5. Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach

Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
3.0 star property
Bradenton
10.0 out of 10, Exceptional, (3 reviews)
"Very nice place to stay. Clean and a lot of amenities. We enjoyed all the little touches that went into decorating the house, giving it a beach house feel. We would definitely stay here again. "
United States
Rob
The price is HK$1,372
HK$2,634 total
includes taxes & fees
16 Nov - 17 Nov
Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach

6. Bridge Street Pier Beach House + Dog-friendly

Bridge Street Pier Beach House + Dog-friendly
Bridge Street
9.6 out of 10, Exceptional, (38 reviews)
"Great place! Perfect location to the beach and shops "
United States
Michelle R.
The price is HK$2,432
HK$3,678 total
includes taxes & fees
23 Nov - 24 Nov
Bridge Street Pier Beach House + Dog-friendly

7. Sunny Island Rental, Bikes, Steps2Beach

Sunny Island Rental, Bikes, Steps2Beach
Pass-a-Grille
9.4 out of 10, Exceptional, (29 reviews)
"Wonderful place to stay. Great location to the beach, restaurants and shopping. If you want a peaceful getaway highly recommend."
United States
Janise W.
The price is HK$1,005
HK$2,504 total
includes taxes & fees
10 Nov - 11 Nov
Sunny Island Rental, Bikes, Steps2Beach

8. Beach Getaway Near Rays, Bikes & Gear

Beach Getaway Near Rays, Bikes & Gear
Pass-a-Grille
9.8 out of 10, Exceptional, (34 reviews)
"We love staying at this nice cozy beach house! It's so close to the beach.And such a nice quiet location!"
United States
Cathy P.
Beach Getaway Near Rays, Bikes & Gear

9. 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 HK$1,122
HK$2,784 total
includes taxes & fees
13 Nov - 14 Nov
St Pete/gulfport Tiny little small home

10. 3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is HK$18,500
HK$24,188 total
includes taxes & fees
11 Nov - 12 Nov
3716 7th Ave W

11. Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.

Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.
Desoto Lakes
The price is HK$815
HK$1,990 total
includes taxes & fees
7 Dec - 8 Dec
Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.

12. 🐾 1 BR Beach Cottage | Pet Friendly I Unit 8

🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
Sunset Beach
The price is HK$1,391
HK$3,860 total
includes taxes & fees
7 Dec - 8 Dec
🐾 1 BR Beach Cottage | Pet Friendly I Unit 8

13. Lido Beach Studio with Heated Pool

Lido Beach Studio with Heated Pool
Lido Key
10.0 out of 10, Exceptional, (1 review)
"Wonderful place!!"
United States
Lorraine B.
The price is HK$1,257
HK$3,111 total
includes taxes & fees
12 Nov - 13 Nov
Lido Beach Studio with Heated Pool

14. Coastal Studio, Walk to St Armand's or Lido Beach

Coastal Studio, Walk to St Armand's or Lido Beach
Lido Key
10.0 out of 10, Exceptional, (2 reviews)
"This studio was perfect for a quick weekend getaway. The just was very responsive, and the property was very clean.We arrived after dark, and had to look around a bit to find the right unit (front of the office bldg.), but the host was available to assist. Good amenities and proximity to Lido Beach/ St. Armand Circle."
United States
Kevin C.
The price is HK$1,164
HK$3,006 total
includes taxes & fees
25 Nov - 26 Nov
Coastal Studio, Walk to St Armand's or Lido Beach

15. 🌅 Ocean View 2 Bedroom Cottage | Unit 6

🌅 Ocean View 2 Bedroom Cottage | Unit 6
Sunset Beach
The price is HK$2,132
HK$4,278 total
includes taxes & fees
8 Nov - 9 Nov
🌅 Ocean View 2 Bedroom Cottage | Unit 6

16. ⭐ Sea Side 2 Bedroom 2 Bath Cottage | Unit 7

⭐ Sea Side 2 Bedroom 2 Bath Cottage | Unit 7
Sunset Beach
The price is HK$2,461
HK$4,673 total
includes taxes & fees
7 Dec - 8 Dec
⭐ Sea Side 2 Bedroom 2 Bath Cottage | Unit 7

17. 🏖️ Beach Suite Collection I Pet Friendly

🏖️ Beach Suite Collection I Pet Friendly
Sunset Beach
The price is HK$2,782
HK$6,811 total
includes taxes & fees
7 Dec - 8 Dec
🏖️ Beach Suite Collection I Pet Friendly

18. 🌴 Beach Escape Collection | Sleeps Up to 8

🌴 Beach Escape Collection | Sleeps Up to 8
Sunset Beach
The price is HK$3,029
HK$7,210 total
includes taxes & fees
7 Dec - 8 Dec
🌴 Beach Escape Collection | Sleeps Up to 8

19. 🌊 Family Beach Retreat | Sleeps Up to 12

🌊 Family Beach Retreat | Sleeps Up to 12
Sunset Beach
The price is HK$4,593
HK$9,821 total
includes taxes & fees
8 Nov - 9 Nov
🌊 Family Beach Retreat | Sleeps Up to 12

20. An oasis ACROSS THE STREET FROM THE BEACH :)

An oasis ACROSS THE STREET FROM THE BEACH :)
Sunshine Beach
10.0 out of 10, Exceptional, (16 reviews)
"Perfect location, quiet, and close to the beach. Looking forward to coming back again. "
Canada
Richard
An oasis ACROSS THE STREET FROM THE BEACH :)
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.

Learn more about Anna Maria

This laid-back island paradise offers white-sand beaches where dolphins often swim close to shore during sunset walks. Rent a bike to explore the Pine Avenue shops, then grab fresh grouper sandwiches at Rod and Reel Pier.

A coastal town with a long pier extending into the turquoise sea, a sandy beach, and residential buildings along the shore.

Frequently Asked Questions

How much do cottages in Anna Maria cost?

Cottages in Anna Maria range between HK$614 and HK$18,499 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 9.6. 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 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$614 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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