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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for Anna Maria cottages

Property grounds

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 £544
includes taxes & fees
21 May - 22 May
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Exterior

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 £613
includes taxes & fees
21 May - 22 May
Beautiful Guest House Near the Beach with Private Pool!
Exterior

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)
"Pleasantly surprised how great this place was - awesome backyard setup and incredible location "
United States
Cyrus M.
The price is £965
includes taxes & fees
14 Jun - 15 Jun
Adorable Cottage with Covered Balconies and Private Pool
House (4 Bedrooms) | Interior

Outdoor Kitchen & Gaming Garage: Bradenton Retreat

Outdoor Kitchen & Gaming Garage: Bradenton Retreat
3.0 star property
Bradenton
The price is £498
includes taxes & fees
21 May - 22 May
Outdoor Kitchen & Gaming Garage: Bradenton Retreat
Property grounds

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 £164
includes taxes & fees
21 May - 22 May
Florida Charm Minifarm🐓 HotTub-POOL-Chickens! Near I75, I275. Pets, trailers OK
Exterior

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (66 reviews)
"Short stay to see a friend that was in the area it was a great olace"
United States
deborah f.
The price is £161
includes taxes & fees
28 May - 29 May
The "Grouper"
Exterior

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
26 May - 27 May
St Pete/gulfport Tiny little small home
Property grounds

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)
"Place was clean, cozy and cute! Host communication was friendly, clear and concise. Would absolutely recommend!"
United States
Tracee Candace L.
The price is £199
includes taxes & fees
26 May - 27 May
Coastal Luxury 7mi to Anna Maria Private Cottage
Property grounds

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 £357
includes taxes & fees
17 Jun - 18 Jun
Downtown Cottage | Walk Everywhere, Park once
Exterior

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 £401
includes taxes & fees
9 Jun - 10 Jun
Steps 2 Beach- Cottage w/king bd +2bikes +parking
Fridge, microwave, stovetop, dishwasher

Lido Key Getaway - Bikes & Beach Gear

Lido Key Getaway - Bikes & Beach Gear
Lido Key
The price is £267
includes taxes & fees
31 May - 1 Jun
Lido Key Getaway - Bikes & Beach Gear
Exterior

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

Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear
Pass-a-Grille
10.0 out of 10, Exceptional, (25 reviews)
"Super cute location and unit! Close parking and within walking distance to restaurants (dinner, lunch, breakfast) and soooo close to the beach! "
United States
Shaunte W.
The price is £303
includes taxes & fees
16 Jun - 17 Jun
Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear
Property grounds

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 £273
includes taxes & fees
2 Jun - 3 Jun
Sunny PaG Island rental w/bikes-just steps2beach
1 bedroom, iron/ironing board, free WiFi, bed sheets

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 £192
includes taxes & fees
26 May - 27 May
Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum
Beach nearby

New Listing Sunset Tropical Beach Bungallow

New Listing Sunset Tropical Beach Bungallow
Sunset Beach
9.8 out of 10, Exceptional, (39 reviews)
"Great location! We'll definitely book again!"
United States
Carolyn J.
The price is £279
includes taxes & fees
28 May - 29 May
New Listing Sunset Tropical Beach Bungallow
Property grounds

3716 7th Ave W

3716 7th Ave W
3.0 star property
Bradenton
The price is £2,214
includes taxes & fees
20 Jun - 21 Jun
3716 7th Ave W
Property grounds

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 £430
includes taxes & fees
26 May - 27 May
Romantic Island Getaway! Just Steps from the Beach
Terrace/patio

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 £2,239
includes taxes & fees
2 Jun - 3 Jun
Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30
1 bedroom, iron/ironing board, free WiFi, bed sheets

Happy Hour ACROSS THE STREET FROM THE BEACH

Happy Hour ACROSS THE STREET FROM THE BEACH
Sunshine Beach
10.0 out of 10, Exceptional, (11 reviews)
"Super accommodating, clean, and perfect location from the beach. The Happy Hour is the perfect home away from home."
United States
Morgan M.
Happy Hour 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.
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Top Anna Maria Hotel Reviews

MAY, JUNE SPECIALS ,BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your Dog

MAY, JUNE SPECIALS ,BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your Dog

10/10 Excellent
"Everything was great just me and the wife so it was more then we needed but loved our stay."
Waylon M. 1-night trip
Posted 15 hours ago
MAY, JUNE SPECIALS ,BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your Dog

Find out more about Anna Maria

Anna Maria Cottages information

Number of reviews
444
Accommodation
27 Cottages
Lowest Price
£161
Highest Price
£2,239

Frequently asked questions

How much do cottages in Anna Maria cost?
Cottages in Anna Maria range between £161 and £2,239 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 9.7. 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 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?
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.