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Anna Maria Vacation Rentals

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Our top choices for Anna Maria vacation rentals

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
8.4 out of 10, Very Good, (44 reviews)
"Great location on this beautiful Island! I hope to return next year! "
United States
Lynda L.
$315 nightly
The price is $352
Jul 1 - Jul 2
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
9.2 out of 10, Wonderful, (65 reviews)
"We appreciated that the property was pet friendly and such a cozy place for our party of four. Property was clean and a pleasant stay. "
United States
Cindy
$353 nightly
The price is $394
Jul 8 - Jul 9
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Dog-Friendly 4 Mins to the Beach and Pine Ave - A Place in Paradise Unit B

Dog-Friendly 4 Mins to the Beach and Pine Ave - A Place in Paradise Unit B
Anna Maria
9.8 out of 10, Exceptional, (26 reviews)
"This unit was exactly as described. Perfect location as it was close to the beach and restaurants. We would definitely stay here again. "
United States
Renee D.
Dog-Friendly 4 Mins to the Beach and Pine Ave - A Place in Paradise Unit B

Kiwi Cottage~Private Heated Pool!~Shopping close!

Kiwi Cottage~Private Heated Pool!~Shopping close!
Anna Maria
$963 nightly
The price is $1,074
Jun 30 - Jul 1
Total with taxes and fees
Kiwi Cottage~Private Heated Pool!~Shopping close!

Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
Anna Maria
9.8 out of 10, Exceptional, (38 reviews)
"Amazing stay! location was perfect, the unit was clean and the host was so kind/accommodating!"
United States
Kyle K.
$474 nightly
The price is $528
Jun 15 - Jun 16
Total with taxes and fees
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
7.8 out of 10, Good, (31 reviews)
"The location of this VRBO is perfect, there are many restaurants, activities and beaches within walking distance! The communal pool was also amazing for down time and relaxation—it was never too full and always had chairs available for our group."
United States
Brandy S.
$292 nightly
The price is $326
Jun 21 - Jun 22
Total with taxes and fees
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

The Hideaway - Less than a block from beach!

The Hideaway - Less than a block from beach!
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"Everything was great. So close to the beach a 3 min walk. We loved everything about it."
United States
JASON G.
$798 nightly
The price is $889
Jun 15 - Jun 16
Total with taxes and fees
The Hideaway - Less than a block from beach!

Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!

Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!
Anna Maria
9.4 out of 10, Exceptional, (27 reviews)
"Old Florida charm of cottage. Beautiful location and only steps to the beach. Staff was wonderful and room was clean."
United States
Christina R.
$515 nightly
The price is $574
Jun 15 - Jun 16
Total with taxes and fees
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!

Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!
Anna Maria
9.6 out of 10, Exceptional, (42 reviews)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
United States
Michel
$647 nightly
The price is $721
Jun 15 - Jun 16
Total with taxes and fees
Beautiful Bungalow with Pool and Bay Views!

Birdsong-Steps to Bean Point Beach Heated Pool!

Birdsong-Steps to Bean Point Beach Heated Pool!
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"The property was exactly as advertised. We loved our time at this property and how clean it was. The private pool was so enjoyable and complimented our time at the beach that is just down the street during our stay."
United States
Aaron C.
$836 nightly
The price is $932
Jul 2 - Jul 3
Total with taxes and fees
Birdsong-Steps to Bean Point Beach Heated Pool!

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!
Anna Maria
9.6 out of 10, Exceptional, (45 reviews)
"Yes! The cottage was nicely decorated and we had everything we needed for our 2 night stay"
United States
J I.
$479 nightly
The price is $534
Jun 15 - Jun 16
Total with taxes and fees
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!

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!
Anna Maria
9.8 out of 10, Exceptional, (49 reviews)
"Our stay was incredible- couldn’t recommend this place more! "
United States
chelsea t.
$461 nightly
The price is $513
Jun 14 - Jun 15
Total with taxes and fees
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

NEW! Blue Pearl~Heated Pool/Spa~Walkable Pine Ave!

NEW! Blue Pearl~Heated Pool/Spa~Walkable Pine Ave!
Anna Maria
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful house! It’s an older home that has been remodeled so it has lots of charm and character with all the modern conveniences of a new house. The backyard is the highlight! We loved the pool and hot tub (just be sure to start the heater in the hot tub an hour prior to use it because it takes time to warm up). The location is absolutely perfect! It’s a short walk to the beach, and the hostess provides nice pool chairs, umbrella and a wagon. Lots of restaurants and stores that are walking...
United States
Ana Cynthia P.
$1,225 nightly
The price is $1,364
Jun 22 - Jun 23
Total with taxes and fees
NEW! Blue Pearl~Heated Pool/Spa~Walkable Pine Ave!

Mermaid’s Purse~Private Pool! 40 steps to beach!

Mermaid’s Purse~Private Pool! 40 steps to beach!
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"Perfect location and great service. Thanks for allowing us to make life long memories with our kids!"
United States
Magen S.
$792 nightly
The price is $883
Jun 14 - Jun 15
Total with taxes and fees
Mermaid’s Purse~Private Pool! 40 steps to beach!

Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill

Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill
Anna Maria
9.6 out of 10, Exceptional, (27 reviews)
"Very clean and relaxing atmosphere. And the proximity to the beach and town is perfect. We shall be back as soon as we can. "
United States
Sean L.
$497 nightly
The price is $553
Jun 17 - Jun 18
Total with taxes and fees
Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill

Charming Cottage with modern amenities close to beach w/ pool, beach gear, bikes

Charming Cottage with modern amenities close to beach w/ pool, beach gear, bikes
Anna Maria
9.0 out of 10, Wonderful, (11 reviews)
" The place was great, and the location to the beach was wonderful."
United States
Norman N.
$588 nightly
The price is $655
Jun 17 - Jun 18
Total with taxes and fees
Charming Cottage with modern amenities close to beach w/ pool, beach gear, bikes

McBean Point: Dog Friendly! Walk to Bean Point! by Anna Maria Life Vacation Rentals

McBean Point: Dog Friendly! Walk to Bean Point! by Anna Maria Life Vacation Rentals
Anna Maria
10.0 out of 10, Exceptional, (4 reviews)
"Everyone was very welcoming and nice. The property was in nice condition and clean. I will recommend this location to my family and friends."
United States
Stephen M.
$840 nightly
The price is $937
Jun 13 - Jun 14
Total with taxes and fees
McBean Point: Dog Friendly! Walk to Bean Point! by Anna Maria Life Vacation Rentals

Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!

Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!
Anna Maria
9.8 out of 10, Exceptional, (66 reviews)
"The house was very clean and well located. We fully enjoyed our stay and hope to return in the future. "
United States
Emma D.
$934 nightly
The price is $1,042
Jun 22 - Jun 23
Total with taxes and fees
Island Home with Private Pool, Oversized Front Porch, and Poolside Dining!

Emerald Shores East! Walk to Beach!

Emerald Shores East! Walk to Beach!
Anna Maria
9.4 out of 10, Exceptional, (11 reviews)
"Nice house and close to the beach! Large living room and kitchen. "
United States
Jennifer B.
$757 nightly
The price is $844
Jul 6 - Jul 7
Total with taxes and fees
Emerald Shores East! Walk to Beach!

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Anna Maria
8.2 out of 10, Very Good, (49 reviews)
"The place is as advertised. Small, clean and very basic. It was quaint. It’s in a great walkable location. The overall place is older and dated. "
United States
Kelly W.
$279 nightly
The price is $312
Jun 25 - Jun 26
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

Price trends for vacation rentals in Anna Maria

Less expensive
More expensive
This month
Next month
September
March
$691
$777
Month
Price
January
$648
February
$861
March
$887
April
$725
May
$551
June
$691
July
$777
August
$571
September
$540
October
$588
November
$561
December
$708
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 $747 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?

Sandy Cheeks: Ground-level home with plunge pool. Close to pier, park, & Bay!: Visitors give good reviews to this Anna Maria vacation home rental, which offers a furnished patio, a selection of games, and a barbecue grill to help you feel perfectly comfortable 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 Beautifully Updated Home North End of Island, Screen lanai Grill and beach gear and Freshly Remodeled Island Suite w/ Pool & Pet Friendly.

How many vacation rentals are there in Anna Maria?

With 588 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 Tampa Bay and Coquina Beach.

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.