A marina with boats, a bridge, and high-rise buildings.

Anna Maria Vacation Rentals

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Our top choices for Anna Maria vacation rentals

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.
The price is ¥53,059
¥178,678 total
includes taxes & fees
Jul 26 - Jul 27
The Hideaway - Less than a block from beach!

Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
Anna Maria
9.2 out of 10, Wonderful, (62 reviews)
"The pool was very nice. The beach is really not a beach, there is really no place to sit on the sand. Nice view and conveniently located. The bedroom is very small but clean. Overall nice place to stay! "
United States
Todd
The price is ¥32,757
¥98,846 total
includes taxes & fees
Jul 1 - Jul 2
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

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.
The price is ¥32,207
¥85,353 total
includes taxes & fees
Jul 8 - Jul 9
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes

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

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.
The price is ¥80,870
¥186,899 total
includes taxes & fees
Jul 26 - Jul 27
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, (47 reviews)
"Yes! The cottage was nicely decorated and we had everything we needed for our 2 night stay"
United States
J I.
The price is ¥44,763
¥102,677 total
includes taxes & fees
Jul 27 - Jul 28
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!

Coconut Cottage~Private Heated Pool~Block to shops

Coconut Cottage~Private Heated Pool~Block to shops
Anna Maria
The price is ¥32,348
¥138,352 total
includes taxes & fees
Jul 2 - Jul 3
Coconut Cottage~Private Heated Pool~Block to shops

Coast is Clear! Heated pool/spa~Close to shops

Coast is Clear! Heated pool/spa~Close to shops
Anna Maria
The price is ¥36,726
¥140,167 total
includes taxes & fees
Jul 2 - Jul 3
Coast is Clear! Heated pool/spa~Close to shops

Tiny Tides: Adorable Cozy House!

Tiny Tides: Adorable Cozy House!
Anna Maria
9.2 out of 10, Wonderful, (5 reviews)
"This place was amazing. It was very clean and had everything you needed. It’s not a huge place but perfect for singles, couples and small families. "
United States
Josh H.
The price is ¥37,038
¥109,079 total
includes taxes & fees
Jul 8 - Jul 9
Tiny Tides: Adorable Cozy House!

Kiwi Cottage~Private Heated Pool!~Shopping close!

Kiwi Cottage~Private Heated Pool!~Shopping close!
Anna Maria
10.0 out of 10, Exceptional, (1 review)
"Perfect location! Walking distance to beaches, shops and restaurants! The pool was an added bonus"
United States
Christopher
The price is ¥74,017
¥171,488 total
includes taxes & fees
Jul 16 - Jul 17
Kiwi Cottage~Private Heated Pool!~Shopping close!

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, (51 reviews)
"Great stay. "
United States
courtneyharned
The price is ¥41,702
¥96,507 total
includes taxes & fees
Jul 14 - Jul 15
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!

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.
The price is ¥46,952
¥107,893 total
includes taxes & fees
Jul 14 - Jul 15
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!

Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!

Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!
Anna Maria
10.0 out of 10, Exceptional, (28 reviews)
"Great property!"
United States
Jessica S.
The price is ¥53,782
¥123,460 total
includes taxes & fees
Jul 8 - Jul 9
Sassy Seagull -Classic beach cottage, moments from the sand, beautiful pool!

Seaside Magnolia~1 Block to Pine Ave, Heated Pool!

Seaside Magnolia~1 Block to Pine Ave, Heated Pool!
Anna Maria
9.8 out of 10, Exceptional, (16 reviews)
The price is ¥90,574
¥275,271 total
includes taxes & fees
Jul 1 - Jul 2
Seaside Magnolia~1 Block to Pine Ave, Heated Pool!

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!
Anna Maria
9.6 out of 10, Exceptional, (30 reviews)
"Great location and perfect size for two of us! Just steps to the beach and nice having the chairs and bikes available to use!"
United States
Marianne L.
The price is ¥40,040
¥96,670 total
includes taxes & fees
Jul 6 - Jul 7
Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay
Anna Maria
9.6 out of 10, Exceptional, (126 reviews)
"Was very enjoyable! Great place for our family to stay and visit!"
United States
john V.
The price is ¥59,035
¥117,973 total
includes taxes & fees
Jul 1 - Jul 2
Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

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.
The price is ¥48,522
¥150,227 total
includes taxes & fees
Jul 6 - Jul 7
Emerald Shores East! Walk 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, (28 reviews)
"Lovely little cottage close to the beach!"
United States
Kathleen N.
The price is ¥43,961
¥103,037 total
includes taxes & fees
Jul 10 - Jul 11
Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill

Duplex with Heated Pool! 2 Blocks to Beach! - Turtle Crawl

Duplex with Heated Pool! 2 Blocks to Beach! - Turtle Crawl
Anna Maria
9.6 out of 10, Exceptional, (29 reviews)
"Enjoyed our stay the place was beautiful and very close to everything "
United States
Maria A.
The price is ¥47,668
¥129,651 total
includes taxes & fees
Jul 1 - Jul 2
Duplex with Heated Pool! 2 Blocks to Beach! - Turtle Crawl

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
9.2 out of 10, Wonderful, (13 reviews)
"Close walk to the beach "
United States
Zev C.
The price is ¥51,661
¥120,538 total
includes taxes & fees
Jul 8 - Jul 9
Charming Cottage with modern amenities close 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 Hotel Reviews

Find out more about Anna Maria

Search for holiday rentals in Anna Maria on Expedia! You can easily find your home rentals, villas, holiday apartments in Anna Maria using one of the methods below:

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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?

JUNE, JULY SPECIALS ,BEACHFRONT, PRIVATE BEACH ON THE WATERFRONT, Bring your Dog: Visitors give good reviews to this Anna Maria vacation home rental, which is located on the beach and has a balcony, a garden, 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. You and your friends and family can relax into your vacation with amenities like a selection of games. Other favorite homes for rent in Anna Maria are Casa Consuelo - 4 Bedroom Home Steps from the Beach and Naut 2 Shabby Bungalow - A sweet and cozy getaway on Pine Avenue!.

How many vacation rentals are there in Anna Maria?

With 589 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.