Anna Maria Island Vacation Rentals

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Check prices for these dates

Tonight
Nov 26 - Nov 27
Tomorrow
Nov 27 - Nov 28
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Vacation Rentals in Anna Maria Island

Beach nearby, white sand, sun loungers, beach towels
Haley's at The Anna Maria Island Inn

Apartment in Holmes Beach

3.0 star property
8.6 out of 10, Excellent, (395)
"Super stay! Clean cute room…very short walk to spectacular beach! We’ll be back!"
United States
Imre
$177 nightly
The price is $200
Nov 30 - Dec 1
Total with taxes and fees
Haley's at The Anna Maria Island Inn
Exterior
Pelican Post at Anna Maria Island Inn

Apartment in Bradenton Beach

3.0 star property
9.2 out of 10, Wonderful, (322)
"Fabulous stay! Super clean!"
United States
Sarah
$216 nightly
The price is $244
Dec 2 - Dec 3
Total with taxes and fees
Pelican Post at Anna Maria Island Inn
Outdoor pool, pool umbrellas, sun loungers
Bridgewalk Resort

Aparthotel in Bridge Street

3.5 star property
9.4 out of 10, Exceptional, (761)
"Great stay!"
United States
Sufyan
$284 nightly
The price is $321
Nov 30 - Dec 1
Total with taxes and fees
Bridgewalk Resort
Exterior
Seabreeze at Anna Maria Island Inn

Apartment in Bradenton Beach

3.0 star property
8.8 out of 10, Excellent, (54)
"Balcony was great! It was wonderful to be able to walk right out on the beach instead of having to drive and find a parking spot. "
United States
Chelsea May
$294 nightly
The price is $332
Dec 3 - Dec 4
Total with taxes and fees
Seabreeze at Anna Maria Island Inn
Fridge, microwave, oven, stovetop
Steps from Beach and Local Hotspots! Stay at Sunny Side Down!

Vacation Home in Bradenton Beach

2.0 star property
9.8 out of 10, Exceptional, (13)
"Wonderful stay ! Our family loved it ! "
United States
Daniel
Steps from Beach and Local Hotspots! Stay at Sunny Side Down!
Terrace/patio
Bayfront Home with Amazing Water Views! Private pool! – Breakaway

Vacation Home in Anna Maria

9.4 out of 10, Exceptional, (43)
"Great location, great people, awsome hosts, very prompt and caring. "
United States
Alban K.
Bayfront Home with Amazing Water Views! Private pool! – Breakaway
Beach nearby, white sand, beach umbrellas, beach towels
Palm Tree Villas

Apartment in Holmes Beach

3.0 star property
9.2 out of 10, Wonderful, (172)
"Lovely property, clean and so close to the beach! Do need a car, for food/dinning. We'll be back."
United States
Nadya
$330 nightly
The price is $353
Dec 1 - Dec 2
Total with taxes and fees
Palm Tree Villas
On the beach
Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar

Vacation Home in Anna Maria

3.0 star property
9.6 out of 10, Exceptional, (16)
"The location and amenities are amazing. Would definitely stay here again."
United States
Nathan B.
Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar
Smart TV, fireplace, offices
Charming cottage located close to beach - Private heated pool!

Vacation Home in Anna Maria

9.4 out of 10, Exceptional, (101)
"Great location. "
United States
Summer J.
Charming cottage located close to beach - Private heated pool!
On the beach
Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes

Vacation Home in Anna Maria

9.8 out of 10, Exceptional, (124)
"We had so much fun at our stay at AMI. There were so many beautiful beach's (not crowded) and delicious restaurants. A great place to relax and watch sunrise and sunset."
United States
Fran M.
Pet Friendly Bay-Canal Waterfront! Tiki Bar 5BR, 5BA Huge Pool, 2 Kayaks/Bikes
A heated pool
Private Pool & Hot Tub -Close to Bridge Street

Vacation Home in Bradenton Beach

10.0 out of 10, Exceptional, (3)
"Wonderful property that is comfortably close to beach. Everything at the property was what we needed and the downstairs area was super nice. This really is a hidden gem next to cortez beach. "
United States
Angel B.
Private Pool & Hot Tub -Close to Bridge Street
Interior
Bayfront Escape with Stunning Water Views and Steps to Bean Point

Vacation Home in Anna Maria

9.4 out of 10, Exceptional, (12)
"Loved our time there!"
United States
Thomas L.
Bayfront Escape with Stunning Water Views and Steps to Bean Point
A heated pool
Beachfront - 2 Masters with Beachfront Views! Pool - Games!

Vacation Home in Anna Maria Island

10.0 out of 10, Exceptional, (31)
"We can't say enough good things about this house and the owners! The location, amenities, cleanliness, and communication were all A.We will definitely stay here again!"
United States
Chad S.
Beachfront - 2 Masters with Beachfront Views! Pool - Games!
Private beach nearby, sun loungers, beach towels
Tradewinds Beach Resort

Condo in Bradenton Beach

2.5 star property
9.2 out of 10, Wonderful, (384)
"Everything was awesome "
United States
John
Tradewinds Beach Resort
Property grounds
Anna Maria Sunsets - studio

Condo in Bradenton Beach

9.0 out of 10, Wonderful, (228)
"Great stay"
United States
Katelyn P.
$215 nightly
The price is $240
Nov 30 - Dec 1
Total with taxes and fees
Anna Maria Sunsets - studio
Exterior
DEC., JAN. SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog

Vacation Home in Anna Maria

9.6 out of 10, Exceptional, (191)
"Bay view was nice "
United States
Steven
$810 nightly
The price is $903
Nov 30 - Dec 1
Total with taxes and fees
DEC., JAN. SPECIALS, BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your dog
Sun loungers
Love Shack on the Water Most desirable location on AMI

Apartment in Anna Maria

10.0 out of 10, Exceptional, (40)
"Great spot for our last minute vacation! Beautiful views and short walk to anything up Pine Avenue and to the beaches. The place is as nice as pictured. Would definitely stay again!"
United States
Laura H.
Love Shack on the Water Most desirable location on AMI
On the beach, sun loungers, beach towels
Beautiful, Gulf-Front Home on Bean Point--Halcyon House

Vacation Home in Anna Maria

10.0 out of 10, Exceptional, (236)
"Beautiful property, great blend of rustic charm and modern updates. Well stocked with everything, from kitchenware to beach toys. Gorgeous views with fantastic beach access. Kelly was wonderfully responsive and very kind. Wonderful experience all around!"
United States
Daniel P.
Beautiful, Gulf-Front Home on Bean Point--Halcyon House
Beach nearby, sun loungers, beach towels
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!

Cottage in Anna Maria

10.0 out of 10, Exceptional, (286)
"Beautiful property in the perfect location to the beach. Dan and Goose were thoughtful and easily accessible. We had a great time! Would absolutely stay here again!"
United States
Hillary D.
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
Beach
Cozy Cottage

Vacation Home in Bradenton Beach

9.6 out of 10, Exceptional, (29)
"Wonderful little place for the little getaway my daughter and I needed"
United States
Jennifer
Cozy Cottage
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

Seaside at Anna Maria Island Inn

Seaside at Anna Maria Island Inn

10/10 Excellent
"Great staff and beautiful location with updated rooms. Easiest access to beach on the island. "
Andrew 3-night trip
Posted 3 days ago
Seaside at Anna Maria Island Inn

Find out more about Anna Maria Island

Everything you need to know about Anna Maria Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Anna Maria Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Anna Maria Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Anna Maria Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Anna Maria Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Anna Maria Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $200 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Anna Maria Island rentals

At Expedia, we put the best Anna Maria Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Anna Maria Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Anna Maria Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Anna Maria Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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