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

Search Anna Maria Cottages

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Anna Maria cottages

Exterior

1. 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)
"House was in great condition and very comfortable. Ideal location! "
United States
Scott B.
The price is £613
includes taxes & fees
11 Sept - 12 Sept
Beautiful Guest House Near the Beach with Private Pool!
Exterior

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, (50 reviews)
"Pleasantly surprised how great this place was - awesome backyard setup and incredible location "
United States
Cyrus M.
Adorable Cottage with Covered Balconies and Private Pool
Property grounds

3. 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 £488
includes taxes & fees
20 Aug - 21 Aug
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Property grounds

4. 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, (29 reviews)
"Nice place, a little noisy in the morning but a good convenient location for a girls trip. It was clean and beds were decent. The water pressure was not great but that being said, I would stay here again!"
United States
Amy H.
Beautiful Condo on Pine Ave, 2 Blocks to Beach
Exterior

5. The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (73 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is £161
includes taxes & fees
20 Aug - 21 Aug
The "Grouper"
House (2 Bedrooms) | Interior

6. 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 £248
includes taxes & fees
20 Aug - 21 Aug
Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
Property grounds

7. 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 £376
includes taxes & fees
20 Aug - 21 Aug
Romantic Island Getaway! Just Steps from the Beach
Property grounds

8. Coastal Luxury 7mi to Anna Maria Private Cottage

Coastal Luxury 7mi to Anna Maria Private Cottage
Bradenton
10.0 out of 10, Exceptional, (11 reviews)
"Very nice location. "
United States
Daniel o.
The price is £191
includes taxes & fees
31 Aug - 1 Sept
Coastal Luxury 7mi to Anna Maria Private Cottage
Exterior

9. 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.
The price is £249
includes taxes & fees
20 Aug - 21 Aug
Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear
Property grounds

10. 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, (26 reviews)
"Great location! "
United States
Quinton W.
The price is £232
includes taxes & fees
24 Aug - 25 Aug
Sunny PaG Island rental w/bikes-just steps2beach
Exterior

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

Steps 2 Beach- Cottage w/king bd +2bikes +parking
Pass-a-Grille
9.6 out of 10, Exceptional, (50 reviews)
"Clean, quiet and an easy walk to the beach."
United States
Marion W.
The price is £328
includes taxes & fees
4 Sept - 5 Sept
Steps 2 Beach- Cottage w/king bd +2bikes +parking
Exterior

12. 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 £278
includes taxes & fees
20 Aug - 21 Aug
St Pete/gulfport Tiny little small home
1 bedroom, iron/ironing board, WiFi, bed sheets

13. Lido Bungalow Walk to Beach & St. Armand's Circle

Lido Bungalow Walk to Beach & St. Armand's Circle
Lido Key
The price is £224
includes taxes & fees
24 Aug - 25 Aug
Lido Bungalow Walk to Beach & St. Armand's Circle
Hair dryer, towels, soap, shampoo

14. Sunny Lido Studio - Modern Touches

Sunny Lido Studio - Modern Touches
Lido Key
Sunny Lido Studio - Modern Touches
1 bedroom, iron/ironing board, WiFi, bed sheets

15. Cozy Lido Key Bungalow by Pool & Beach

Cozy Lido Key Bungalow by Pool & Beach
Lido Key
The price is £224
includes taxes & fees
21 Aug - 22 Aug
Cozy Lido Key Bungalow by Pool & Beach
Property grounds

16. 3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is £2,200
includes taxes & fees
21 Aug - 22 Aug
3716 7th Ave W
Property grounds

17. Downtown Cottage | Walk Everywhere, Park once

Downtown Cottage | Walk Everywhere, Park once
Historic Old Northeast
10.0 out of 10, Exceptional, (11 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 £313
includes taxes & fees
30 Aug - 31 Aug
Downtown Cottage | Walk Everywhere, Park once
Outdoor dining

18. Cozy Lido Key Studio Steps to Beach & Kayaking

Cozy Lido Key Studio Steps to Beach & Kayaking
Lido Key
Cozy Lido Key Studio Steps to Beach & Kayaking
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Anna Maria Hotel Reviews

Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!

Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!

10/10 Excellent
"Awesome location, pretty and cozy house, clean, has everything you need on your vacation. Communication was quick, friendly and efficient."
Dani P. 4-night trip
Posted 7 hours ago
Cute & cozy getaway at north end of Anna Maria Island. 5-min walk to the beach!

Find out more about Anna Maria

Anna Maria Cottages information

Number of reviews
328
Accommodation
19 Cottages
Lowest Price
£161
Highest Price
£2,200

Frequently asked questions

How much do cottages in Anna Maria cost?
Cottages in Anna Maria range between £161 and £2,200 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?
Select from multiple cottages in Anna Maria with a total average guest review rating of 9.5. Queen's Gate Resort is an ideal place to relax and recharge between adventures. This 2.5-star cottage also features a barbecue grill and a garden. 105b 12th Street South Front 2 Bedroom Apts By Redawning is another leading option with visitors to this area. It has a 3-star rating and amenities including a swimming pool and a barbecue grill.
How many cottages are there in Anna Maria?
You can choose from 19 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?
Cottages start from only £161 per night, so your Anna Maria escape doesn't have to stretch your finances! Queen's Gate Resort is a top wallet-friendly pick and features loads of amenities, including a barbecue grill and a swimming pool. Pool Party North - 2 Bedroom Cottage is another one of our popular cheap cottages. Conveniences here include a barbecue grill and clothes washing facilities. If you're exploring Anna Maria and want to save money, there are plenty of free attractions to put on your itinerary. Florida Maritime Museum at Cortez and Anna Maria Island Museum and Historical Park 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?
A trip with your group in Anna Maria is a breeze at Queen's Gate Resort. With amenities such as a nearby beach and laundry facilities, you'll find all the necessary comforts at this 2.5-star cottage. 105b 12th Street South Front 2 Bedroom Apts By Redawning is another family-friendly option where you and the rest of your crew can escape the relentless pace of life in the city. This cottage has a 3-star rating and conveniences including WiFi and a barbecue grill. Anna Maria boasts an array of family-friendly attractions to explore when the kids are getting restless. Florida Maritime Museum at Cortez and Anna Maria Island Museum and Historical Park guarantee a fun day out for visitors of all ages.
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.