Search Cottages in Anna Maria

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Anna Maria 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 HK$1,761
HK$6,333 total
includes taxes & fees
21 May - 22 May
Beautiful Guest House Near the Beach with Private Pool!

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 HK$2,082
HK$6,778 total
includes taxes & fees
14 May - 15 May
Beautiful Condo on Pine Ave, 2 Blocks to 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 HK$2,388
HK$5,148 total
includes taxes & fees
17 May - 18 May
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

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)
"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 HK$4,408
HK$10,619 total
includes taxes & fees
6 Jun - 7 Jun
Adorable Cottage with Covered Balconies and Private Pool

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 HK$599
HK$2,005 total
includes taxes & fees
14 May - 15 May
Coastal Luxury 7mi to Anna Maria Private Cottage

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (65 reviews)
"Short stay to see a friend that was in the area it was a great olace"
United States
deborah f.
The price is HK$775
HK$1,652 total
includes taxes & fees
1 Jun - 2 Jun
The "Grouper"

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, (105 reviews)
"Very peaceful place. Would love to come back!"
United States
Amanda G.
The price is HK$1,282
HK$2,274 total
includes taxes & fees
20 May - 21 May
Private historical completely renovated cottage with 60 ft dock on Sarasota Bay

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 HK$720
HK$1,871 total
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 HK$1,574
HK$5,240 total
includes taxes & fees
16 May - 17 May
Outdoor Kitchen & Gaming Garage: Bradenton Retreat

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$1,120
HK$2,883 total
includes taxes & fees
17 May - 18 May
St Pete/gulfport Tiny little small home

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 HK$1,253
HK$2,622 total
includes taxes & fees
2 Jun - 3 Jun
Sunny PaG Island rental w/bikes-just steps2beach

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

Steps 2 Beach- Cottage w/king bd +2bikes +parking
Pass-a-Grille
9.8 out of 10, Exceptional, (48 reviews)
"Yes, the Host went over the top very clean very accommodating great location!!!"
United States
Susan T.
The price is HK$1,744
HK$3,687 total
includes taxes & fees
19 May - 20 May
Steps 2 Beach- Cottage w/king bd +2bikes +parking

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 HK$1,356
HK$3,091 total
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 HK$728
HK$3,165 total
includes taxes & fees
31 May - 1 Jun
Lido Key Getaway - Bikes & Beach Gear

Downtown Cottage | Walk Everywhere, Park once

Downtown Cottage | Walk Everywhere, Park once
Historic Old Northeast
10.0 out of 10, Exceptional, (8 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 HK$1,503
HK$3,345 total
includes taxes & fees
17 May - 18 May
Downtown Cottage | Walk Everywhere, Park once

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 HK$1,159
HK$4,240 total
includes taxes & fees
27 May - 28 May
Romantic Island Getaway! Just Steps from the Beach

Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum

Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum
Indian Beach Sapphire Shores
9.8 out of 10, Exceptional, (38 reviews)
"Fun stay, great location"
United States
Theresa H.
The price is HK$1,174
HK$1,957 total
includes taxes & fees
2 Jun - 3 Jun
Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum

3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is HK$17,737
HK$23,321 total
includes taxes & fees
13 Jun - 14 Jun
3716 7th Ave W

5 Mi to Riverwalk: Bradenton Family Home w/ Yard

5 Mi to Riverwalk: Bradenton Family Home w/ Yard
3.0 star property
Bayshore Gardens
The price is HK$1,088
HK$3,068 total
includes taxes & fees
14 May - 15 May
5 Mi to Riverwalk: Bradenton Family Home w/ Yard

Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30

Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30
Madeira Beach
10.0 out of 10, Exceptional, (2 reviews)
"Great family resort!!"
United States
Patrick B.
The price is HK$9,739
HK$23,787 total
includes taxes & fees
31 May - 1 Jun
Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Anna Maria Hotel Reviews

Find out more about Anna Maria

Anna Maria Cottages information

Number of reviews
576
Accommodation
27 Cottages
Lowest Price
HK$1,652
Highest Price
HK$23,787

Frequently asked questions

How much do cottages in Anna Maria cost?
Cottages in Anna Maria range between HK$1,652 and HK$23,787 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 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$1,652 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.

Explore a world of travel with Expedia