Anna Maria Vacation Rentals

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Nov 3 - Nov 4
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Nov 7 - Nov 9
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Nov 14 - Nov 16

Vacation Rentals in Anna Maria

Beach
Sea Shack - 2bd/2ba POOL Home
Sea Shack - 2bd/2ba POOL Home
$810 nightly
The price is $810
Nov 18 - Nov 19
Total with taxes and fees
Sea Shack - 2bd/2ba POOL Home
Property grounds
Updated bayside condo with heated pool - across the street from the beach
Updated bayside condo with heated pool - across the street from the beach
9.2 out of 10, Wonderful, (98)
"We loved our 3 night stay . The unit itself was perfect, very clean . We could walk to every thing and enjoyed our stay so much . We definitely will be returning, since we are local . I totally getaway!!"
United States
Serina B.
$246 nightly
The price is $275
Nov 10 - Nov 11
Total with taxes and fees
Updated bayside condo with heated pool - across the street from the beach
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
Emerald Shores East! 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!
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.
$335 nightly
The price is $373
Nov 5 - Nov 6
Total with taxes and fees
The Hideaway! Beach Block, Near Pine Avenue!
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)
"The location was perfect with close beach access and surrounded by a lot of fun businesses. We loved being over the pizza shop, could go down there and grab food or drinks! We enjoyed our stay very much!"
United States
Sarah E.
$406 nightly
The price is $452
Nov 4 - Nov 5
Total with taxes and fees
Adorable Cottage with Covered Balconies and Private Pool
Terrace/patio
Dog friendly cottage - One block to the Bay!
Dog friendly cottage - One block to the Bay!
9.4 out of 10, Exceptional, (9)
"Check in and out process very easy!"
United States
Kelly G.
$296 nightly
The price is $330
Nov 4 - Nov 5
Total with taxes and fees
Dog friendly cottage - One block to the Bay!
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.
$375 nightly
The price is $418
Nov 4 - Nov 5
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
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.
$462 nightly
The price is $514
Nov 5 - Nov 6
Total with taxes and fees
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!
Terrace/patio
Tropical Oasis with Private Pool and Game Room! 3 Blocks to Beach or Bay!
Tropical Oasis with Private Pool and Game Room! 3 Blocks to Beach or Bay!
9.6 out of 10, Exceptional, (43)
"Wonderful days in a wonderful beach house! The house was beautiful, very well maintained and hosts were very attentive and prompt on assisting upon our request. Location was amazing, walking distance to Bean Point. Cant wait to go back!"
United States
Roberta S.
$494 nightly
The price is $551
Nov 9 - Nov 10
Total with taxes and fees
Tropical Oasis with Private Pool and Game Room! 3 Blocks to Beach or Bay!
Fridge, microwave, oven, stovetop
Covey Cottage! Walk to Beach, Boutique Shops and City Pier
Covey Cottage! Walk to Beach, Boutique Shops and City Pier
9.8 out of 10, Exceptional, (52)
"Everything we needed and more. Wonderful location, walked to the beach every day. Walking distance to shops. The backyard is bliss and the house was comfortable , clean , and well stocked. The street very quiet. Thank you! "
United States
Elizabeth S.
$418 nightly
The price is $466
Nov 4 - Nov 5
Total with taxes and fees
Covey Cottage! Walk to Beach, Boutique Shops and City Pier
Beach nearby
Cute Cottage Near Beach and Shops
Cute Cottage Near Beach and Shops
10.0 out of 10, Exceptional, (3)
"The cottage is just beautiful. It's very historic and true to Old Florida while being impeccably beautiful inside. The renovation done is an impressive feat of retaining the historic charm while providing all the modern amenities. Cottage is squeaky clean, bed was so comfortable, and it was nice for us to be able to spread out a bit in the evening to our own decompression spaces. There is seating galore, but not at all cluttered. We loved the coastal modern furniture and decor. Layout is nice to...
United States
Stephanie S.
$336 nightly
The price is $374
Nov 4 - Nov 5
Total with taxes and fees
Cute Cottage Near Beach and Shops
Outdoor dining
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
8.4 out of 10, Very Good, (45)
"Nice place for long weekend. Close to great restaurants and an easy walk to the beach."
United States
Sean P.
$298 nightly
The price is $332
Nov 4 - Nov 5
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
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.
$485 nightly
The price is $540
Nov 5 - Nov 6
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 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.
$479 nightly
The price is $534
Nov 11 - Nov 12
Total with taxes and fees
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!
Outdoor dining
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
8.2 out of 10, Very Good, (28)
"Could not have asked for more."
United States
Scott L.
$338 nightly
The price is $376
Nov 4 - Nov 5
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Smart TV, foosball
Private Home with Pool and Hot Tub, just 5 Houses to the Water!
Private Home with Pool and Hot Tub, just 5 Houses to the Water!
9.4 out of 10, Exceptional, (29)
"Wow!! This place had everything we needed for the perfect beach vacation! The management company was amazing! We loved everything about the property! "
United States
Carrie J.
$443 nightly
The price is $494
Nov 4 - Nov 5
Total with taxes and fees
Private Home with Pool and Hot Tub, just 5 Houses to the Water!
Outdoor dining
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
8.6 out of 10, Excellent, (37)
"Really close to the beach!"
United States
Danay
$374 nightly
The price is $416
Nov 4 - Nov 5
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
A heated pool
Beautiful Guest House Near the Beach with Private Pool!
Beautiful Guest House Near the Beach with Private Pool!
8.6 out of 10, Excellent, (29)
"The house is above 2 restaurants. But that did not cause us problems. There had been a huge storm on day of arrival and the pool got trashed. I called and had someone out next morning. There was an annoying fire beeping alarming going off everyday and that really didn't get addressed during our stay despite my calls. I had to shut it off multiple times. Overall it was a great stay. Beds so comfortable I miss them! Plenty of room for us ladies. Would consider coming back if the alarm was...
United States
Dawn H.
Beautiful Guest House Near the Beach with Private Pool!
Pool
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
8.4 out of 10, Very Good, (33)
"Nice little place if you just need a place to sleep at night. I wouldn't pick this place if I was hoping to hang out in my rental at all, but it worked great for our purposes of just a place to sleep. Clean and simple!"
United States
Elizabeth A.
$338 nightly
The price is $376
Nov 4 - Nov 5
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
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

Bean Point Bungalow! Pet Friendly Home with Pool and Walk to Beach

Bean Point Bungalow! Pet Friendly Home with Pool and Walk to Beach

10/10 Excellent
"Beautiful place super clean the beach super close spectacular service I want to come back"
Gumy G. 3-night trip
Posted 8 days ago
Bean Point Bungalow! Pet Friendly Home with Pool and Walk to Beach

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 $376 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?

Thanksgiving Availability! Amazing 6 bed house on Anna Maria! Putt putt: Visitors give good reviews to this Anna Maria vacation home rental, which offers an outdoor pool, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a hot tub. Other favorite homes for rent in Anna Maria are Newly Renovated Pet Friendly Waterview w/Private Heated Pool/Spa & Cabana Bar and Bayfront home with amazing water views! Private pool!! Close to Rod & Reel Pier!.

How many vacation rentals are there in Anna Maria?

With 798 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.