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

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Anna Maria cottages

Exterior

1. 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.
The price is ￥30,645
￥131,596 total
includes taxes & fees
Aug 19 - Aug 20
Adorable Cottage with Covered Balconies and Private Pool
Property grounds

2. 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, (128 reviews)
"Very nice property! Clean and lovely water view!"
United States
Sadie E.
The price is ￥47,170
￥102,042 total
includes taxes & fees
Aug 11 - Aug 12
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Exterior

3. 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 ￥15,618
￥33,282 total
includes taxes & fees
Aug 12 - Aug 13
The "Grouper"
House (2 Bedrooms) | Interior

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 ￥27,608
￥53,004 total
includes taxes & fees
Aug 11 - Aug 12
Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach
Property grounds

5. Coastal Luxury 7mi to Anna Maria Private Cottage

Coastal Luxury 7mi to Anna Maria Private Cottage
Bradenton
10.0 out of 10, Exceptional, (10 reviews)
"Very nice location. "
United States
Daniel o.
The price is ￥12,621
￥41,655 total
includes taxes & fees
Aug 30 - Aug 31
Coastal Luxury 7mi to Anna Maria Private Cottage
Exterior

6. 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, (30 reviews)
"Such a great place to stay at a beautiful location! Will be back for sure!"
United States
Erin W.
The price is ￥21,203
￥52,772 total
includes taxes & fees
Aug 14 - Aug 15
Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear
Property grounds

7. 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 ￥19,184
￥50,176 total
includes taxes & fees
Aug 23 - Aug 24
Sunny PaG Island rental w/bikes-just steps2beach
Exterior

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 ￥22,575
￥58,877 total
includes taxes & fees
Aug 11 - Aug 12
St Pete/gulfport Tiny little small home
Exterior

9. 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 ￥28,876
￥66,284 total
includes taxes & fees
Aug 27 - Aug 28
Steps 2 Beach- Cottage w/king bd +2bikes +parking
1 bedroom, iron/ironing board, WiFi, bed sheets

10. Cozy Lido Key Bungalow by Pool & Beach

Cozy Lido Key Bungalow by Pool & Beach
Lido Key
The price is ￥13,883
￥52,880 total
includes taxes & fees
Aug 11 - Aug 12
Cozy Lido Key Bungalow by Pool & Beach
1 bedroom, iron/ironing board, WiFi, bed sheets

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

Lido Bungalow Walk to Beach & St. Armand's Circle
Lido Key
The price is ￥13,883
￥52,880 total
includes taxes & fees
Aug 18 - Aug 19
Lido Bungalow Walk to Beach & St. Armand's Circle
Hair dryer, towels, soap, shampoo

12. Sunny Lido Studio - Modern Touches

Sunny Lido Studio - Modern Touches
Lido Key
The price is ￥15,618
￥54,998 total
includes taxes & fees
Aug 17 - Aug 18
Sunny Lido Studio - Modern Touches
Property grounds

13. 3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is ￥359,283
￥472,061 total
includes taxes & fees
Aug 12 - Aug 13
3716 7th Ave W
Property grounds

14. 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 ￥30,290
￥67,883 total
includes taxes & fees
Aug 11 - Aug 12
Downtown Cottage | Walk Everywhere, Park once
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

North End Duplex with Pool on Anna Maria Island! Near Bean Point

North End Duplex with Pool on Anna Maria Island! Near Bean Point

10/10 Excellent
"Fantastic location. Quick walk or golf cart ride to the best sunset in the country."
Nick M. 3-night trip
Posted 10 hours ago
North End Duplex with Pool on Anna Maria Island! Near Bean Point

Find out more about Anna Maria

Anna Maria Cottages information

Number of reviews
158
Accommodation
27 Cottages
Lowest Price
￥33,282
Highest Price
￥472,061

Frequently asked questions

How much do cottages in Anna Maria cost?
Cottages in Anna Maria range between ￥33,282 and ￥472,061 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 travelers 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 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 ￥33,282 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 favorites. 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.