A marina with boats, a bridge, and high-rise buildings.

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Anna Maria cottages

A balcony with wicker furniture, a grill, and a view of a marina with boats and greenery.

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)
"Very nice property! Clean and lovely water view!"
United States
Sadie E.
The price is CA $350
CA $828 total
includes taxes & fees
Sep 25 - Sep 26
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
A two-story house with a green exterior, a blue door, and orange trim.

2. The "Grouper"

The "Grouper"
Sunny Shores
9.6 out of 10, Exceptional, (75 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is CA $139
CA $298 total
includes taxes & fees
Sep 26 - Sep 27
The "Grouper"
A keyless entry system with a red pathway leading to a gated entrance.

3. Cozy Private Cottage, Minutes to Anna Maria Island

Cozy Private Cottage, Minutes to Anna Maria Island
Bradenton
10.0 out of 10, Exceptional, (13 reviews)
"Clean and nice place"
United States
Ismael
The price is CA $89
CA $337 total
includes taxes & fees
Sep 27 - Sep 28
Cozy Private Cottage, Minutes to Anna Maria Island
A patio with two blue lounge chairs, a potted plant, and a gravel area.

4. 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 CA $246
CA $473 total
includes taxes & fees
Sep 25 - Sep 26
Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
A yellow building with a blue door and a white staircase.

5. Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear

Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear
Pass-a-Grille
9.8 out of 10, Exceptional, (31 reviews)
"Such a great place to stay at a beautiful location! Will be back for sure!"
United States
Erin W.
Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear
A balcony with two wooden chairs and a small round table, surrounded by white railings and palm trees.

6. 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, (27 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 CA $160
CA $417 total
includes taxes & fees
Sep 27 - Sep 28
Sunny PaG Island rental w/bikes-just steps2beach
A single-story house with a blue exterior, a front door, and a small porch area.

7. 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 CA $127
CA $336 total
includes taxes & fees
Sep 25 - Sep 26
Coastal Breeze Cottage in Sunny Sarasota. Pet friendly. King size bed.
A small, light blue single-story house with a front door, a garage door, and a small porch area.

8. 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 CA $201
CA $524 total
includes taxes & fees
Sep 25 - Sep 26
St Pete/gulfport Tiny little small home
A bedroom with a bed, a ceiling fan, a window with curtains, a wooden wardrobe, and a framed picture on the wall.

9. Cozy Lido Studio by Beach & St Armand's

Cozy Lido Studio by Beach & St Armand's
Lido Key
The price is CA $169
CA $525 total
includes taxes & fees
Oct 17 - Oct 18
Cozy Lido Studio by Beach & St Armand's
A rectangular pool with white lounge chairs and a white fence, surrounded by palm trees and a building with balconies.

10. Lido Key Casita w Pool Steps to the Beach

Lido Key Casita w Pool Steps to the Beach
Lido Key
The price is CA $132
CA $482 total
includes taxes & fees
Sep 28 - Sep 29
Lido Key Casita w Pool Steps to the Beach
A well-maintained garden with artificial grass, palm trees, and a pathway leading to a building with a light-colored facade.

11. Downtown Cottage | Walk Everywhere, Park once

Downtown Cottage | Walk Everywhere, Park once
Historic Old Northeast
10.0 out of 10, Exceptional, (11 reviews)
"Lovely accommodation close to everything. So many lovely restaurants and sights right you doorstep while sating in a darling cottage in a very quaint neighborhood. And just a short drive to lovely beaches. Highly recommend."
United States
Jennifer C.
Downtown Cottage | Walk Everywhere, Park once
A building with a tiled roof, a door, and two windows with shutters. There are two white chairs outside.

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

🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
Sunset Beach
The price is CA $266
CA $748 total
includes taxes & fees
Sep 27 - Sep 28
🐾 1 BR Beach Cottage | Pet Friendly I Unit 8
A white house with a covered porch, surrounded by a gravel driveway and various tropical plants.

13. 3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is CA $3,187
CA $4,190 total
includes taxes & fees
Oct 5 - Oct 6
3716 7th Ave W
A beach with tall grasses in the foreground and a sunset over the ocean.

14. 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
The price is CA $197
CA $428 total
includes taxes & fees
Sep 27 - Sep 28
An oasis ACROSS THE STREET FROM THE BEACH :)
A bedroom with a large bed, multiple pillows, and a wall-mounted artwork of tropical leaves.

15. Happy Hour ACROSS THE STREET FROM THE BEACH

Happy Hour ACROSS THE STREET FROM THE BEACH
Sunshine Beach
10.0 out of 10, Exceptional, (12 reviews)
"Super accommodating, clean, and perfect location from the beach. The Happy Hour is the perfect home away from home."
United States
Morgan M.
The price is CA $197
CA $426 total
includes taxes & fees
Sep 27 - Sep 28
Happy Hour ACROSS THE STREET FROM THE BEACH
A patio with a table set for two, a blue umbrella, and a white fence.

16. Studio by Lido Beach w heated pool

Studio by Lido Beach w heated pool
Lido Key
The price is CA $132
CA $455 total
includes taxes & fees
Oct 1 - Oct 2
Studio by Lido Beach w heated pool
A rustic building with a sign reading "The Hut Grill" and a covered outdoor seating area.

17. Order up relaxation ACROSS The STREET FROM The BEACH :)

Order up relaxation ACROSS The STREET FROM The BEACH :)
Sunshine Beach
10.0 out of 10, Exceptional, (34 reviews)
"Perfect location, perfect accommodations! Will be staying here again."
United States
Billy H.
The price is CA $215
CA $451 total
includes taxes & fees
Sep 27 - Sep 28
Order up relaxation ACROSS The STREET FROM The BEACH :)
A bathroom with a toilet, a glass-enclosed shower, and a framed picture on the wall.

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

Coastal Studio, Walk to St Armand's or Lido Beach
Lido Key
The price is CA $155
CA $506 total
includes taxes & fees
Oct 4 - Oct 5
Coastal Studio, Walk to St Armand's or Lido Beach
A house with a red door, a blue chair, and palm trees in the yard.

19. 🌅 Ocean View 2 Bedroom Cottage | Unit 6

🌅 Ocean View 2 Bedroom Cottage | Unit 6
Sunset Beach
The price is CA $399
CA $830 total
includes taxes & fees
Sep 29 - Sep 30
🌅 Ocean View 2 Bedroom Cottage | Unit 6
A building with a red-tiled roof, a blue door, and a 'NO PARKING' sign.

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

⭐ Sea Side 2 Bedroom 2 Bath Cottage | Unit 7
Sunset Beach
The price is CA $458
CA $905 total
includes taxes & fees
Sep 27 - Sep 28
⭐ Sea Side 2 Bedroom 2 Bath Cottage | Unit 7
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

Coral Cove: Walk to the Beach! Heated pool! Prime North End!

Coral Cove: Walk to the Beach! Heated pool! Prime North End!

10/10 Excellent
"Great time in Anna Maria Island! Property was wonderful! Water was great in pool. Thank you for a wonderful time spent."
Christine N. 5-night trip
Posted 9 hours ago
Coral Cove: Walk to the Beach! Heated pool! Prime North End!

Find out more about Anna Maria

Anna Maria Cottages information

Number of reviews
188
Accommodation
23 Cottages
Lowest Price
CA $337
Highest Price
CA $4,190

Frequently asked questions

How much do cottages in Anna Maria cost?
Cottages in Anna Maria range between CA $337 and CA $4,190 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 9.9. 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 23 cottages in Anna Maria. No matter if you're traveling 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 CA $337 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 cozy 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 accommodations 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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