Anna Maria Island, FL

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Our top choices for Anna Maria Island cottages

Cottage in the Shade, 3 min walk to beach, restaurants, and pickleball crt.

Cottage in the Shade, 3 min walk to beach, restaurants, and pickleball crt.
Bradenton Beach
9.6 out of 10, Exceptional, (13 reviews)
"It is a nice place. The furnitures in the bathroom and the bedrooms a little old but overall is a nice little place. "
United States
kelly n.
The price is £301
includes taxes & fees
28 Jun - 29 Jun
Cottage in the Shade, 3 min walk to beach, restaurants, and pickleball crt.

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 £859
includes taxes & fees
2 Jul - 3 Jul
Adorable Cottage with Covered Balconies and Private Pool

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, (126 reviews)
"Was very enjoyable! Great place for our family to stay and visit!"
United States
john V.
The price is £683
includes taxes & fees
6 Jul - 7 Jul
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

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, (27 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.
The price is £807
includes taxes & fees
27 Jun - 28 Jun
Beautiful Condo on Pine Ave, 2 Blocks to Beach

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 £899
includes taxes & fees
17 Jul - 18 Jul
Beautiful Guest House Near the Beach with Private Pool!

Sea Glass Cottage North End Of Anna Maria• 2bed/2 bath w/ pool Steps to Beach

Sea Glass Cottage North End Of Anna Maria• 2bed/2 bath w/ pool Steps to Beach
Anna Maria
10.0 out of 10, Exceptional, (2 reviews)
"This was our family’s first time visiting AMI and we will definitely be back. The location of the property was awesome - its steps from the beach. It’s less than a mile to walk to restaurants and shops, but we loved having a golf cart that made it easy to go out for dinners and get groceries from the Publix. I was a little nervous with what I read about the Bean Point beach because of the currents, but my 4, 6, and 8 year olds were totally fine in the water. The beach was clean and is great for...
United States
Tierney L.
The price is £948
includes taxes & fees
28 Jun - 29 Jun
Sea Glass Cottage North End Of Anna Maria• 2bed/2 bath w/ pool Steps to Beach

Cozy Lido Key Studio Steps to Beach & Kayaking

Cozy Lido Key Studio Steps to Beach & Kayaking
Lido Key
The price is £263
includes taxes & fees
1 Jul - 2 Jul
Cozy Lido Key Studio Steps to Beach & Kayaking

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (71 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is £163
includes taxes & fees
30 Jun - 1 Jul
The "Grouper"

Coastal Luxury 7mi to Anna Maria Private Cottage

Coastal Luxury 7mi to Anna Maria Private Cottage
Bradenton
10.0 out of 10, Exceptional, (9 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 £192
includes taxes & fees
25 Jun - 26 Jun
Coastal Luxury 7mi to Anna Maria Private Cottage

4 Mi to Dtwn St Pete! Pet-friendly Home w/ Yard

4 Mi to Dtwn St Pete! Pet-friendly Home w/ Yard
3.0 star property
St. Petersburg
The price is £461
includes taxes & fees
25 Jun - 26 Jun
4 Mi to Dtwn St Pete! Pet-friendly Home w/ Yard

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (199 reviews)
"This property was everything we wanted...although not on the beach, it was a short walk to the beach and chairs, umbrellas, coolers and wagons were provided to the beach. The pool area was very comfortable and clean. We like that there were only 6 units...each was unique and very clean. We stayed in "The Nook" which was perfect for our getaway."
United States
Michele
The price is £385
includes taxes & fees
12 Jul - 13 Jul
The Inn On Siesta Key

Yellow Palm Cottage steps from the beach

Yellow Palm Cottage steps from the beach
Siesta Key Village
10.0 out of 10, Exceptional, (1 review)
"This place was so cute and quaint! It was just a short walk to the village and to the beach. The grounds were beautiful! A little oasis in the backyard. . Would stay here again!!!"
United States
Tami B.
The price is £471
includes taxes & fees
30 Jun - 1 Jul
Yellow Palm Cottage steps from the beach

Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!

Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!
Southgate
9.6 out of 10, Exceptional, (15 reviews)
"Place had everything needed. Host was very communicative and helpful. "
United States
Chris R.
The price is £327
includes taxes & fees
30 Jun - 1 Jul
Entire Village! La Mia Casa out of Siesta Dr. Beach resort vibe!

Pink Mango Cottage steps from the beach

Pink Mango Cottage steps from the beach
Siesta Key Village
The price is £471
includes taxes & fees
30 Jun - 1 Jul
Pink Mango Cottage steps from the beach

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 £282
includes taxes & fees
6 Jul - 7 Jul
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
9.2 out of 10, Wonderful, (23 reviews)
"Great location! "
United States
Quinton W.
The price is £278
includes taxes & fees
27 Jun - 28 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
9.6 out of 10, Exceptional, (49 reviews)
"Yes, the Host went over the top very clean very accommodating great location!!!"
United States
Susan T.
The price is £383
includes taxes & fees
27 Jun - 28 Jun
Steps 2 Beach- Cottage w/king bd +2bikes +parking

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, (27 reviews)
"All as promised…clean, bright…small but perfect for a couple at the beach. "
United States
reva g.
The price is £301
includes taxes & fees
25 Jun - 26 Jun
Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear

Downtown Cottage | Walk Everywhere, Park once

Downtown Cottage | Walk Everywhere, Park once
Historic Old Northeast
10.0 out of 10, Exceptional, (9 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 £326
includes taxes & fees
5 Jul - 6 Jul
Downtown Cottage | Walk Everywhere, Park once

Pet-friendly Bradenton Home ~ 3 Mi to Cortez Beach

Pet-friendly Bradenton Home ~ 3 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 £253
includes taxes & fees
1 Jul - 2 Jul
Pet-friendly Bradenton Home ~ 3 Mi to Cortez 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 Island Hotel Reviews

Find out more about Anna Maria Island

Anna Maria Island Cottages information

Number of reviews
604
Accommodation
57 Cottages
Lowest Price
£163
Highest Price
£948

Frequently asked questions

What are the best cottages in Anna Maria Island?
There are multiple cottages in Anna Maria Island with a total average guest review rating of 9.7, so you're sure to snag a place that suits your needs. Planning to stay in Bradenton Beach? Queen's Gate Resort is one property loved by guests. This 2.5-star cottage includes handy amenities such as a swimming pool and pool sun loungers. 105b 12th Street South Front 2 Bedroom Apts By Redawning is another highly rated escape where you can relax close to nature. A barbecue grill and a swimming pool are two of the conveniences you can make use of at this 3-star pick in Bradenton Beach.
What are the best cheap cottages in Anna Maria Island?
Save money on your Anna Maria Island trip by choosing cottages from just £163 per night. Planning to discover the sights and sounds of Bradenton Beach? Settle in at Queen's Gate Resort, a cheap option with a barbecue grill and a swimming pool. If you're heading for Holmes Beach, Queen's Gate Resort is a terrific choice. It features pool sun loungers and a garden and provides the perfect opportunity to dial down the pace for a while. If you're exploring Anna Maria Island and want to save money, there are lots of free and popular attractions to put on your to-do list. Anna Maria Island Museum and Historical Park and Island Gallery West 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 Island?
You'll discover some terrific family-friendly cottages in Anna Maria Island. If you're on your way to Bradenton Beach, look up Queen's Gate Resort. With useful amenities like a nearby beach and WiFi, the whole crew will enjoy putting their feet up at this 2.5-star property. 105b 12th Street South Front 2 Bedroom Apts By Redawning is also a great choice for families in Bradenton Beach. This 3-star cottage includes WiFi, a barbecue grill and more. Once you've put your bags down and settled in, it's time to discover the best of Bradenton Beach. Look forward to making memories together at family-friendly attractions such as Florida Maritime Museum at Cortez and Anna Maria Island Museum and Historical Park.
Why book your cottage in Anna Maria Island with Expedia?
Reserving a cottage in Anna Maria Island is as simple as entering your travel dates and choosing an ideal place for a getaway in nature. From ritzy retreats to affordable properties and cottages that feature amenities like a kitchenette, Expedia has something for all traveller styles. As for the best offers around? We've got them as well!
How can I find cheap cottages in Anna Maria Island?
With Expedia's helpful filter tool, sourcing cheap cottages in Anna Maria Island has never been simpler. To discover accommodation that'll make your hip pocket happy, tailor your search results by budget, amenities and star rating.

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