Anna Maria Island Vacation Rentals

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Oct 31 - Nov 1
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This weekend
Oct 31 - Nov 2
Next weekend
Nov 7 - Nov 9

Vacation Rentals in Anna Maria Island

Beach nearby, white sand, sun loungers, beach towels
Haley's at The Anna Maria Island Inn
Haley's at The Anna Maria Island Inn
3.0 star property
8.6 out of 10, Excellent, (382)
"Shampoos conditioners and lotions, beach towels, cleanliness freshness, thank you it was a good day"
United States
Karen
$148 nightly
The price is $167
Nov 2 - Nov 3
Total with taxes and fees
Haley's at The Anna Maria Island Inn
Outdoor pool
Alamanda Villas
Alamanda Villas
3.5 star property
10.0 out of 10, Exceptional, (2)
"The location is wonderful for beach access,places to eat and grocery is block away. Small parking area if more than one couple stay. Had a great stay."
United States
Traci
$426 nightly
The price is $460
Nov 2 - Nov 3
Total with taxes and fees
Alamanda Villas
Beach nearby, white sand, beach umbrellas, beach towels
Palm Tree Villas
Palm Tree Villas
3.0 star property
9.2 out of 10, Wonderful, (172)
"Liked everything about the property! Great location! "
United States
jane
$330 nightly
The price is $353
Nov 2 - Nov 3
Total with taxes and fees
Palm Tree Villas
Exterior
Pelican Post at Anna Maria Island Inn
Pelican Post at Anna Maria Island Inn
3.0 star property
9.2 out of 10, Wonderful, (313)
"Great location"
United States
Michael
$220 nightly
The price is $249
Nov 9 - Nov 10
Total with taxes and fees
Pelican Post at Anna Maria Island Inn
A heated pool
Vacay in Luxury! 2 mins to the Beach!
Vacay in Luxury! 2 mins to the Beach!
9.8 out of 10, Exceptional, (67)
"Cozy stay at this beautiful villa. Great customer service, was very fast to respond to questions we had. Highly recommend for a fun and comfortable stay. "
United States
Donald R.
$288 nightly
The price is $321
Nov 2 - Nov 3
Total with taxes and fees
Vacay in Luxury! 2 mins to the Beach!
Fridge, microwave, oven, stovetop
Beach Villa! Pool, Porch, and 2-Min Walk to Beach!
Beach Villa! Pool, Porch, and 2-Min Walk to Beach!
9.8 out of 10, Exceptional, (61)
"Place us espectacular , one block to a beautiful beach, nice and clean pool, place was clean "
United States
Enis
$348 nightly
The price is $388
Nov 2 - Nov 3
Total with taxes and fees
Beach Villa! Pool, Porch, and 2-Min Walk to Beach!
Beach nearby
Beautiful Bungalow with Pool and Bay Views!
Beautiful Bungalow with Pool and Bay Views!
9.8 out of 10, Exceptional, (36)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
United States
Michel
$355 nightly
The price is $395
Nov 4 - Nov 5
Total with taxes and fees
Beautiful Bungalow with Pool and Bay Views!
Exterior
Seabreeze at Anna Maria Island Inn
Seabreeze at Anna Maria Island Inn
3.0 star property
8.8 out of 10, Excellent, (47)
"Recommended "
United States
Jose
$294 nightly
The price is $332
Dec 1 - Dec 2
Total with taxes and fees
Seabreeze at Anna Maria Island Inn
Exterior
Emerald Shores East! Walk to Beach!
Emerald Shores East! Walk to Beach!
2.5 star property
9.6 out of 10, Exceptional, (5)
"It was good "
United States
Jennifer
$348 nightly
The price is $388
Nov 2 - Nov 3
Total with taxes and fees
Emerald Shores East! Walk to Beach!
Beach nearby, sun loungers
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!
10.0 out of 10, Exceptional, (35)
"Fantastic location close to the beach. Perfect for a couple looking to getaway for a bit and have lots to do."
United States
Chad R.
$450 nightly
The price is $501
Nov 3 - Nov 4
Total with taxes and fees
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!
A heated pool
Adorable Cottage with Covered Balconies and Private Pool
Adorable Cottage with Covered Balconies and Private Pool
9.6 out of 10, Exceptional, (41)
"This property definitely did not disappoint! Fantastic location that’s close to both the beach and the pier. Shops and food are all within walking distance. The backyard was a hit. The pool and putting green were a fun addition to the large backyard space. Great communication from the hosts who made sure our check in process went well and called to make sure everything was going well and to let them know if we needed anything. Would definitely stay at this space again. "
United States
Erin M.
$422 nightly
The price is $470
Nov 4 - Nov 5
Total with taxes and fees
Adorable Cottage with Covered Balconies and Private Pool
Beach nearby, sun loungers
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!
9.6 out of 10, Exceptional, (32)
"Great location, cool little property and cabin. Perfect for a long weekend getaway!"
United States
Calvin J.
$468 nightly
The price is $521
Nov 11 - Nov 12
Total with taxes and fees
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!
Property grounds
The Hideaway! Beach Block, Near Pine Avenue!
The Hideaway! Beach Block, Near Pine Avenue!
9.4 out of 10, Exceptional, (12)
"Awesome little house right by the beach, central to EVERYTHING!"
United States
Maria R.
$319 nightly
The price is $356
Nov 2 - Nov 3
Total with taxes and fees
The Hideaway! Beach Block, Near Pine Avenue!
Outdoor dining
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
9.2 out of 10, Wonderful, (56)
"We absolutely enjoyed staying here and will be back. "
United States
Allie S.
$372 nightly
The price is $415
Nov 2 - Nov 3
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
A heated pool
Villa #4 Sand Dollar! Pool, Porch, Near the Beach!
Villa #4 Sand Dollar! Pool, Porch, Near the Beach!
9.6 out of 10, Exceptional, (46)
"Hometown hang out feel close to beach, dining, everything. Would stay again"
United States
Danny L.
$336 nightly
The price is $374
Nov 2 - Nov 3
Total with taxes and fees
Villa #4 Sand Dollar! Pool, Porch, Near the Beach!
Exterior
Beachside Duplex w/ Pool and Private Suite
Beachside Duplex w/ Pool and Private Suite
2.5 star property
8.0 out of 10, Very Good, (1)
"We have stayed here over the years and have enjoyed the perfect location to the beach. The house is a bit dated and needs a few upgrades but overall the house was very clean and comfortable. Please note there were no beach umbrellas supplied but did have plenty of beach chairs. You may want to plan on alternate shade options once there as the sun is intense and can be challenging. We would stay there again as the price was very affordable. "
United States
Mark T.
Beachside Duplex w/ Pool and Private Suite
Beach nearby, sun loungers
Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!
Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!
9.6 out of 10, Exceptional, (19)
"Convenient to the beach, nicely furnished inside."
United States
Gerald H.
$479 nightly
The price is $534
Nov 3 - Nov 4
Total with taxes and fees
Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!
Beach nearby, sun loungers
Anna Maria Beach Cottage 109A -Old-Florida beach cottage, steps to the beach!
Anna Maria Beach Cottage 109A -Old-Florida beach cottage, steps to the beach!
9.6 out of 10, Exceptional, (21)
"Mom and I just stayed for one night and had a lovely trip. "
United States
Brittany B.
$486 nightly
The price is $541
Nov 16 - Nov 17
Total with taxes and fees
Anna Maria Beach Cottage 109A -Old-Florida beach cottage, steps to the beach!
Beach nearby
Sugary Sands 1 Bed Condo and One Block to Beach!
Sugary Sands 1 Bed Condo and One Block to Beach!
9.4 out of 10, Exceptional, (22)
"Great little place, super convenient to many attractions. Comfy bed! Had a great weekend!"
United States
Karla M.
$429 nightly
The price is $478
Nov 2 - Nov 3
Total with taxes and fees
Sugary Sands 1 Bed Condo and One Block to Beach!
Beach nearby, sun loungers
Adorable Cottage moments to beach w/ pool, beach gear, bikes
Adorable Cottage moments to beach w/ pool, beach gear, bikes
9.8 out of 10, Exceptional, (13)
"Great stay . Close to the beach . Property was cute, clean . Felt at home . We enjoyed it very much . Highly recommend. "
United States
Jennifer
$568 nightly
The price is $633
Nov 18 - Nov 19
Total with taxes and fees
Adorable Cottage moments to beach w/ pool, beach gear, bikes
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

Silver Surf Gulf Beach Resort

Silver Surf Gulf Beach Resort

10/10 Excellent
"The room was clean and smartly organized, the property was easy to navigate and right near the beautiful beach - with beach towels, chairs and umbrellas included. However we found the staff to be a delight to deal with - Renee and Noah were super friendly and helpful. We will definitely go back."
Kimberly 5-night trip
Posted 3 days ago
Silver Surf Gulf Beach Resort

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 $167 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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