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Anna Maria Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Anna Maria

Outdoor dining
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Condo in Anna Maria

9.2 out of 10, Wonderful, (56)
"We absolutely enjoyed staying here and will be back. "
United States
Allie S.
$304 nightly
The price is $339
Dec 9 - Dec 10
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Beach nearby
Beautiful Bungalow with Pool and Bay Views!

Villa in Anna Maria

9.8 out of 10, Exceptional, (37)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
United States
Michel
$350 nightly
The price is $390
Dec 9 - Dec 10
Total with taxes and fees
Beautiful Bungalow with Pool and Bay Views!
Pool
Feelin' Salty-Pool Modern Beach House w/Pool/Spa

Vacation Home in Anna Maria

10.0 out of 10, Exceptional, (4)
"Great pool and short walk to bay and beach!"
United States
Eric S.
$566 nightly
The price is $633
Dec 9 - Dec 10
Total with taxes and fees
Feelin' Salty-Pool Modern Beach House w/Pool/Spa
Outdoor dining
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Condo in Anna Maria

8.6 out of 10, Excellent, (39)
"Very close to the beach and restaurants!"
United States
Danay G.
$282 nightly
The price is $315
Dec 14 - Dec 15
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Exterior
Beachside Duplex w/ Pool and Private Suite

Vacation Home in Anna Maria

2.5 star property
9.0 out of 10, Wonderful, (2)
"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.
$348 nightly
The price is $388
Dec 9 - Dec 10
Total with taxes and fees
Beachside Duplex w/ Pool and Private Suite
Beach
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Apartment in Anna Maria

8.8 out of 10, Excellent, (41)
"Wonderful relaxing place to be, and very private"
United States
Christy L.
$259 nightly
The price is $289
Dec 9 - Dec 10
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Property grounds
Stylish bayside condo with WiFi & pool - close to the beach & restaurants

Condo in Anna Maria

9.6 out of 10, Exceptional, (102)
"Perfect place to stay, loved it, walking distance to everything you need beach right across the street. Loved it."
United States
jason l.
$227 nightly
The price is $254
Dec 9 - Dec 10
Total with taxes and fees
Stylish bayside condo with WiFi & pool - close to the beach & restaurants
Beach nearby, sun loungers
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

Apartment in Anna Maria

9.8 out of 10, Exceptional, (36)
"Location was perfect"
United States
Michael S.
$462 nightly
The price is $514
Dec 10 - Dec 11
Total with taxes and fees
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!
Beach nearby, sun loungers
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!

Apartment in Anna Maria

9.6 out of 10, Exceptional, (33)
"Great place for a beach stay on Anna Maria!!!"
United States
John F.
$479 nightly
The price is $534
Dec 10 - Dec 11
Total with taxes and fees
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!
A heated pool
Beautiful Condo on Pine Ave, 2 Blocks to Beach

Cottage in Anna Maria

8.8 out of 10, Excellent, (25)
"Great location, clean, and spacious. Pool didn’t work fir a couple of days but they got it fixed the day before we left "
United States
Paris K.
$387 nightly
The price is $432
Dec 9 - Dec 10
Total with taxes and fees
Beautiful Condo on Pine Ave, 2 Blocks to Beach
Pool
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Vacation Home in Anna Maria

8.4 out of 10, Very Good, (34)
"Loved access to the beaches and restaurants."
United States
Kenneth C.
$282 nightly
The price is $315
Dec 9 - Dec 10
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Outdoor dining
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Vacation Home in Anna Maria

8.2 out of 10, Very Good, (28)
"For our small family of 3 this was the perfect little condo that is located in my favorite area of the island. Everything we needed was a short bike ride away. "
United States
Amanda D.
$282 nightly
The price is $315
Dec 14 - Dec 15
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
A heated pool
Adorable Cottage with Covered Balconies and Private Pool

Cottage in Anna Maria

9.6 out of 10, Exceptional, (41)
"Amazing cottage with plenty of amenities and a fantastic location. Just a few minutes walk to the beach, shopping and restaurants. Check-in and check-out were a breeze. The only hiccup was issues with parking. Often the single reserved space below was taken by restaurant clients."
United States
C. S.
$430 nightly
The price is $479
Dec 14 - Dec 15
Total with taxes and fees
Adorable Cottage with Covered Balconies and Private Pool
Fridge, microwave, oven, stovetop
Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!

Vacation Home in Anna Maria

9.8 out of 10, Exceptional, (61)
"Everything is just perfect,I love all about this house, ♥️♥️♥️"
United States
Katherine
$413 nightly
The price is $461
Dec 12 - Dec 13
Total with taxes and fees
Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!
Fridge, microwave, oven, stovetop
Covey Cottage! Walk to Beach, Boutique Shops and City Pier

Vacation Home in Anna Maria

9.8 out of 10, Exceptional, (54)
"the place had all the amenities, and beautiful backyard, comfortable beds, good A/C."
United States
Howard W.
$415 nightly
The price is $463
Dec 9 - Dec 10
Total with taxes and fees
Covey Cottage! Walk to Beach, Boutique Shops and City Pier
Fridge, microwave, oven, stovetop
Canal Home with Pool & Dock Near Beach

Vacation Home in Anna Maria

9.6 out of 10, Exceptional, (8)
"The only negative I can say is that my trip wasn't longer. This property is fantastic. Great location and had everything we needed. I would highly recommend it and can't wait to book it again!"
United States
Angela R.
$399 nightly
The price is $445
Dec 9 - Dec 10
Total with taxes and fees
Canal Home with Pool & Dock Near Beach
Beach nearby, sun loungers
Adorable Cottage moments to beach w/ pool, beach gear, bikes

Vacation Home in Anna Maria

9.8 out of 10, Exceptional, (14)
"Loved how the cottage is wqlking distance to the beach and also restaurants."
United States
Pamela
$558 nightly
The price is $621
Dec 10 - Dec 11
Total with taxes and fees
Adorable Cottage moments to beach w/ pool, beach gear, bikes
Beach nearby, sun loungers
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

Apartment in Anna Maria

9.8 out of 10, Exceptional, (30)
"Enjoyed the property, pool, the closeness to the beach"
United States
Susane D.
$474 nightly
The price is $528
Dec 10 - Dec 11
Total with taxes and fees
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
Beach nearby, sun loungers
Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!

Condo in Anna Maria

9.6 out of 10, Exceptional, (20)
"Convenient to the beach, nicely furnished inside."
United States
Gerald H.
$485 nightly
The price is $540
Dec 10 - Dec 11
Total with taxes and fees
Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!
Beach nearby, sun loungers
Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!

Vacation Home in Anna Maria

10.0 out of 10, Exceptional, (25)
"The cottage was clean, well appointed with great proximity to the beach. Would definitely stay here again. "
United States
Melissa E.
$557 nightly
The price is $620
Dec 10 - Dec 11
Total with taxes and fees
Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!
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

Lazy River! Mini Golf! Sleeps 16 Anna Maria Island - Nautical Situation

Lazy River! Mini Golf! Sleeps 16 Anna Maria Island - Nautical Situation

10/10 Excellent
"I cannot say enough good things about our stay. Cara was the most fantastic host. We traveled with kids, and she had a pack n play and a high chair we were able to borrow which made traveling that much easier. The house is absolutely beautiful and well appointed. It was a quick walk to the beach and we split our time between there and the pool. This property is a gem, and look forward to the day when we can come back."
Leah H. 1-night trip
Posted 4 days ago
Lazy River! Mini Golf! Sleeps 16 Anna Maria Island - Nautical Situation

Price trends for vacation rentals in Anna Maria

Less expensive
More expensive
This month
Next month
November
March
$529
$573
Month
Price
January
$573
February
$823
March
$913
April
$714
May
$618
June
$644
July
$681
August
$492
September
$422
October
$386
November
$358
December
$529
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Anna Maria. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Anna Maria

Everything you need to know about Anna Maria 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 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Anna Maria vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Anna Maria. 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 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 $1,482 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 rentals

At Expedia, we put the best Anna Maria 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 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 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. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Anna Maria?

Yes, we give you a choice of vacation rentals close to top points of interest in Anna Maria, or you can go with a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the beaches in Anna Maria. Make sure you have time to check out the waterfront while you're in the area.

What are some of the best vacation rentals that Anna Maria has to offer?

Charming cottage located close to beach - Private heated pool!: Visitors give good reviews to this Anna Maria vacation home rental, which is located near the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Other favorite homes for rent in Anna Maria are Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar and Bayfront Escape with Stunning Water Views and Steps to Bean Point.

How many vacation rentals are there in Anna Maria?

With 505 Expedia vacation rentals, you're sure to find just the right place for your Anna Maria stay.

What can I see and do in Anna Maria?

Cultural attractions include Anna Maria Island Museum and Historical Park and Island Players, whereas Anna Maria Beach and Bean Point Beach are a couple of picturesque spots to enjoy the outdoors. While in the area, you can also visit popular places like Lido Beach and Tampa Bay.

What are vacation rentals like in Anna Maria?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in Anna Maria. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for family trips.