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Anna Maria Hotel with Pool

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Check availability on Anna Maria Hotel with Pool

Tonight
28 Dec - 29 Dec
Tomorrow
29 Dec - 30 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

Our top choices for Anna Maria hotels with a pool

Outdoor pool, a heated pool
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 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$1,233
HK$3,512 total
includes taxes & fees
4 Jan - 5 Jan 2026
Anna Maria Beach Cottage 110B Updated studio beach cottage, steps to the sand!
Outdoor pool, a 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 Beach Cottage 109G Old-Florida beach cottage,moments from the sand!
Anna Maria
9.6 out of 10, Exceptional, (34)
"Great place for a beach stay on Anna Maria!!!"
United States
John F.
The price is HK$1,265
HK$3,654 total
includes taxes & fees
4 Jan - 5 Jan 2026
Anna Maria Beach Cottage 109G Old-Florida beach cottage,moments from the sand!
A heated pool
Beautiful Bungalow with Pool and Bay Views!

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$1,805
HK$5,165 total
includes taxes & fees
13 Jan - 14 Jan 2026
Beautiful Bungalow with Pool and Bay Views!
Outdoor pool, a heated pool
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 Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
Anna Maria
9.8 out of 10, Exceptional, (30)
"Enjoyed the property, pool, the closeness to the beach"
United States
Susane D.
The price is HK$1,242
HK$3,626 total
includes taxes & fees
5 Jan - 6 Jan 2026
Anna Maria Updated Studio moments from the sand w/ Pool, Beach Gear & Bikes
Outdoor pool, a heated pool
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

Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill
Anna Maria
9.6 out of 10, Exceptional, (21)
"Mom and I just stayed for one night and had a lovely trip. "
United States
Brittany B.
The price is HK$1,337
HK$3,899 total
includes taxes & fees
6 Jan - 7 Jan 2026
Charming beach cottage close to the beach with Pool, Bikes, Beach gear and Grill
Pool
Feelin' Salty-Pool Modern Beach House w/Pool/Spa

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)
"Great pool and short walk to bay and beach!"
United States
Eric S.
The price is HK$1,772
HK$6,181 total
includes taxes & fees
27 Jan - 28 Jan 2026
Feelin' Salty-Pool Modern Beach House w/Pool/Spa
Outdoor pool, a 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 Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!
Anna Maria
9.6 out of 10, Exceptional, (20)
"My fiancé and I stayed at the cottages this past weekend and it was one of most relaxing weekend. Everyone there was so nice and helpful. We can’t wait to book another trip soon!!"
United States
Matthew S.
The price is HK$1,289
HK$3,782 total
includes taxes & fees
6 Jan - 7 Jan 2026
Anna Maria Beach Cottage 107A Pool, bikes, beach gear, moments from the sand!
Pool
Stylish bayside condo with WiFi & pool - close to the beach & restaurants

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.
Stylish bayside condo with WiFi & pool - close to the beach & restaurants
A heated pool
Adorable Cottage with Covered Balconies and Private Pool

Adorable Cottage with Covered Balconies and Private Pool

Adorable Cottage with Covered Balconies and Private Pool
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.
The price is HK$1,927
HK$7,054 total
includes taxes & fees
3 Jan - 4 Jan 2026
Adorable Cottage with Covered Balconies and Private Pool
Outdoor pool, a heated pool
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 Beach Cottage 110G Updated beach cottage, with pool and beach gear!
Anna Maria
9.4 out of 10, Exceptional, (24)
"Easy walk to the beach and restaurants. Allowed us to check in early since the place was available. "
United States
Nancy E.
The price is HK$1,376
HK$3,955 total
includes taxes & fees
6 Jan - 7 Jan 2026
Anna Maria Beach Cottage 110G Updated beach cottage, with pool and beach gear!
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

Frequently asked questions

What's it like visiting Anna Maria?
If relaxing by the pool is your idea of a great holiday, you might want to think about Anna Maria, which offers 8 places to stay with pools. While you're here, you can explore sights such as Lido Beach and Tampa Bay, and then relax poolside at one of the accommodation options in Anna Maria that guests like for their pools.
What are some accommodation options with pools in Anna Maria?
Resort-Style Ground Floor Suite Heated Pool/Spa 🐢: Resort, 6-minute walk from Bean Point Beach. Features a water park, a communal pool and complimentary wireless Internet access. Ground Floor Lakefront Resort, Private Dock, Heated Pool & Spa 🏖️🏖️🏖️🏖️🏖️: Resort, 6-minute walk from Bean Point Beach. Offers a water park, a pool and complimentary wireless Internet access. Lakefront 3-Bedroom Ground-Floor Suite • Heated Pool & Spa • Steps to Beach: Resort, 7-minute walk from Bean Point Beach. Provides a water park, a communal pool and complimentary wireless Internet access. Resort-Style Ground Floor 1-Bdr. Suite On Vista Lake, Heated Pool & Spa 🦤: Resort, 6-minute walk from Bean Point Beach. Features a water park, a communal pool and complimentary wireless Internet access.
How many hotels with pools should I expect to find in Anna Maria?
Expedia has 8 hotels in Anna Maria for your poolside break.
What is there to see and do in Anna Maria?
Explore places such as Lido Beach and Tampa Bay while you're in the area. Enjoy a stroll along the shore at Anna Maria Beach and Bean Point Beach. Take in the natural beauty of the island views, beaches and sunrises in Anna Maria.
When is the best time to book a hotel with a pool in Anna Maria?
You may want to consider a place to stay that offers an outdoor swimming pool if you'll be visiting Anna Maria in the driest months of February, March or November, when the average rainfall is 48 mm. Accommodation with an indoor pool may be the way to go if you come to town during the rainiest months of August, September and July when the average rainfall is 181 mm.

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