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Anna Maria Holiday Rentals

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Check prices for these dates

Tonight
22 Nov - 23 Nov
Tomorrow
23 Nov - 24 Nov
Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec

Holiday Rentals in Anna Maria

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

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Anna Maria
9.2 out of 10, Wonderful, (56)
"We absolutely enjoyed staying here and will be back. "
United States
Allie S.
The price is HK$693
HK$2,678 total
includes taxes & fees
1 Dec - 2 Dec
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
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

Anna Maria
9.2 out of 10, Wonderful, (98)
"Very comfortable and modern, great location across the street from bay side beach, a block to restaurant/coffee/ice cream"
United States
Jeffrey B.
The price is HK$560
HK$2,211 total
includes taxes & fees
7 Dec - 8 Dec
Updated bayside condo with heated pool - across the street from the beach
Property grounds
Stylish bayside condo with WiFi & pool - close to the beach & restaurants

Stylish bayside condo with WiFi & pool - close to the beach & restaurants

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.
The price is HK$413
HK$2,019 total
includes taxes & fees
1 Dec - 2 Dec
Stylish bayside condo with WiFi & pool - close to the beach & restaurants
Outdoor dining
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Anna Maria
8.6 out of 10, Excellent, (38)
"Very close to the beach and restaurants!"
United States
Danay G.
The price is HK$693
HK$2,494 total
includes taxes & fees
1 Dec - 2 Dec
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Beach nearby
Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!

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
The price is HK$1,345
HK$3,052 total
includes taxes & fees
1 Dec - 2 Dec
Beautiful Bungalow with Pool and Bay Views!
Fridge, microwave, oven, stovetop
Bo’s Beach Bungalow! Steps to Beach, Shops and Dining

Bo’s Beach Bungalow! Steps to Beach, Shops and Dining

Anna Maria
9.0 out of 10, Wonderful, (6)
"Nice quiet area. About a block from beach! Short walk to Pine Ave with many restaurants and shops. House was nothing fancy but clean and comfortable. Had everything we needed. Only compliant was could use some more silverware. Hope it's available for us next year!"
United States
Julie P.
The price is HK$662
HK$2,193 total
includes taxes & fees
3 Dec - 4 Dec
Bo’s Beach Bungalow! Steps to Beach, Shops and Dining
Outdoor dining
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, (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.
The price is HK$693
HK$2,494 total
includes taxes & fees
1 Dec - 2 Dec
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Beach
Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Freshly Remodeled Island Suite w/ Pool & Pet Friendly

Anna Maria
8.8 out of 10, Excellent, (41)
"This was a quiet corner of town and the property was beautiful as well as the pool area. I would stay here again 💯 %"
United States
Susie Goodwin S.
The price is HK$693
HK$2,285 total
includes taxes & fees
1 Dec - 2 Dec
Freshly Remodeled Island Suite w/ Pool & Pet Friendly
Pool
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, (33)
"Loved access to the beaches and restaurants."
United States
Kenneth C.
The price is HK$693
HK$2,494 total
includes taxes & fees
1 Dec - 2 Dec
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!

Anna Maria
9.8 out of 10, Exceptional, (36)
"Location was perfect"
United States
Michael S.
The price is HK$1,541
HK$4,001 total
includes taxes & fees
3 Dec - 4 Dec
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!
Beach nearby
Cute Cottage Near Beach and Shops

Cute Cottage Near Beach and Shops

Anna Maria
10.0 out of 10, Exceptional, (4)
"The place was great and as presented on the app. Having a designated parking space was very helpful. Close to many great restaurants, shops, the beach, etc. The north shore cafe and waterfront restaurant were both very good and very close in walking distance "
United States
Justin B.
The price is HK$1,261
HK$2,890 total
includes taxes & fees
1 Dec - 2 Dec
Cute Cottage Near Beach and Shops
Smart TV, offices
Tiny Tides: Adorable Cozy House!

Tiny Tides: Adorable Cozy House!

Anna Maria
10.0 out of 10, Exceptional, (2)
"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 HK$1,233
HK$2,974 total
includes taxes & fees
23 Nov - 24 Nov
Tiny Tides: Adorable Cozy House!
Exterior
Emerald Shores East! Walk to Beach!

Emerald Shores East! Walk to Beach!

2.5 star property
Anna Maria
9.6 out of 10, Exceptional, (5)
"It was good "
United States
Jennifer
The price is HK$1,603
HK$3,749 total
includes taxes & fees
23 Nov - 24 Nov
Emerald Shores East! Walk to Beach!
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!

Anna Maria
9.6 out of 10, Exceptional, (32)
"Great place for a beach stay on Anna Maria!!!"
United States
John F.
The price is HK$1,581
HK$4,154 total
includes taxes & fees
30 Nov - 1 Dec
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!
Pool
Feelin' Salty-Pool Modern Beach House w/Pool/Spa

Feelin' Salty-Pool Modern Beach House w/Pool/Spa

Anna Maria
10.0 out of 10, Exceptional, (4)
"We had a great stay at Feelin Salty. The pool and hot tub were an awesome touch. Would recommend to stay! "
Australia
Natalia R.
The price is HK$1,331
HK$5,564 total
includes taxes & fees
30 Nov - 1 Dec
Feelin' Salty-Pool Modern Beach House w/Pool/Spa
Terrace/patio
Dog friendly cottage - One block to the Bay!

Dog friendly cottage - One block to the Bay!

Anna Maria
9.4 out of 10, Exceptional, (10)
"Beautiful property. Excellent location. Outstanding communication with rental company. Everything we wanted and more "
United States
Brian A.
The price is HK$1,385
HK$3,143 total
includes taxes & fees
23 Nov - 24 Nov
Dog friendly cottage - One block to the Bay!
A heated pool
Beautiful Guest House Near the Beach with Private Pool!

Beautiful Guest House Near the Beach with Private Pool!

Anna Maria
8.6 out of 10, Excellent, (29)
"Great place, super clean, convenient location, awesome pool!"
United States
Rafael C.
The price is HK$1,417
HK$3,461 total
includes taxes & fees
23 Nov - 24 Nov
Beautiful Guest House Near the Beach with Private Pool!
Beach nearby, sun-loungers
Adorable Cottage moments to beach w/ pool, beach gear, bikes

Adorable Cottage moments to beach w/ pool, beach gear, bikes

Anna Maria
9.8 out of 10, Exceptional, (13)
"Loved how the cottage is wqlking distance to the beach and also restaurants."
United States
Pamela
The price is HK$1,780
HK$4,835 total
includes taxes & fees
2 Dec - 3 Dec
Adorable Cottage moments to beach w/ pool, beach gear, bikes
Property grounds
The Hideaway - Less than a block from beach!

The Hideaway - Less than a block from beach!

2.0 star property
Anna Maria
The price is HK$1,351
HK$5,551 total
includes taxes & fees
1 Dec - 2 Dec
The Hideaway - Less than a block from beach!
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!

Anna Maria
9.6 out of 10, Exceptional, (19)
"Convenient to the beach, nicely furnished inside."
United States
Gerald H.
The price is HK$1,582
HK$4,206 total
includes taxes & fees
30 Nov - 1 Dec
Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!
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

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

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

10/10 Excellent
"Unit was as described. Was very clean. Excellent communication, including a check-in to make sure everything was in order."
Alan M C. 2-night trip
Posted 6 days ago
Dog-Friendly 4 Mins to the Beach & Pine Ave - A Place in Paradise Unit B

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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Look no further and take a look at our great range of rental properties in Anna Maria!

Frequently asked questions

Can I find a holiday rental in Anna Maria?

Yes, there are holiday rentals close to the most popular sights in Anna Maria, or you can select 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 holiday rentals that Anna Maria has to offer?

Bean Point Bungalow! Pet Friendly Home with Pool and Walk to Beach: This highly rated holiday home rental in Anna Maria is located near the beach, and has a balcony, a BBQ and air conditioning 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 that you can cook with friends or family. Other favourite homes for rent in Anna Maria are Bayfront Escape with Stunning Water Views and Steps to Bean Point and NEW! Meet Me At Sunset! 3 Homes from the Beach!.

How many holiday rentals are there in Anna Maria?

With 811 Expedia holiday rentals, you're guaranteed 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 such as Lido Beach and Tampa Bay.

What are holiday rentals like in Anna Maria?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Anna Maria. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for a family trip.