Siesta Key Hotel Guide - Hotels with Pool in Siesta Key, Florida

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Siesta Key Hotels with Pool

Top Siesta Key Hotels with Pool

Our top choices for Siesta Key hotels with a pool

Tropical Beach Resorts
Outdoor pool, a heated pool, open 8 AM to 10 PM, pool umbrellas

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4996)
"A great little hotel, the beach is beautiful too, will be back, this is our 3rd year coming."
The price is €153
includes taxes & fees
28 Sept - 29 Sept
Tropical Beach Resorts
Beach Club at Siesta Key by RVA
Outdoor spa tub

Beach Club at Siesta Key by RVA

3.5 star property
9.0 out of 10, Wonderful, (620)
"Good"
Beach Club at Siesta Key by RVA
Captiva Beach Resort
Outdoor pool, a heated pool

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1137)
"2nd time and excellent as always..close to the beach and great surroundings "
Captiva Beach Resort
Siesta Key Beach Resort and Suites
Outdoor pool, open 9 AM to 9 PM, pool loungers

Siesta Key Beach Resort and Suites

2.5 star property
8.8 out of 10, Excellent, (1029)
"Excellent accommodations"
Siesta Key Beach Resort and Suites
Siesta Key 2 Bedroom Condo
A heated pool

Siesta Key 2 Bedroom Condo

9.4 out of 10, Exceptional, (52)
"It’s an excellent location, the host thought of everything,, from beach chair and beach towels to coffee makers. Perfect for a couple wanting a nice quiet beach vacation."
Siesta Key 2 Bedroom Condo
Siesta Key Beachside Villas
Outdoor pool, pool umbrellas, pool loungers

Siesta Key Beachside Villas

2.5 star property
9.0 out of 10, Wonderful, (871)
"Amazing place to stay"
The price is €175
includes taxes & fees
24 Sept - 25 Sept
Siesta Key Beachside Villas
Island House Beach Resort
Outdoor pool

Island House Beach Resort

3.0 star property
9.4 out of 10, Exceptional, (49)
"It was amazing vacation time and stay there!!!"
Island House Beach Resort
Twin Palms at Siesta
Outdoor pool, a heated pool, open open 24 hours a day, pool loungers

Twin Palms at Siesta

3.0 star property
9.6 out of 10, Exceptional, (557)
"I really enjoyed my stay and will definitely return!"
Twin Palms at Siesta
Siesta Key GULF SIDE~#100 - Peaceful Private Condo, 3 Pools, Jamaica Royale
Outdoor pool, a heated pool

Siesta Key GULF SIDE~#100 - Peaceful Private Condo, 3 Pools, Jamaica Royale

10.0 out of 10, Exceptional, (169)
"It was a very nice stay. The construction was a bit much but couldn’t be helped. All the extras there were very nice like already having coffee in the cabinet and the britta for the water. Rene was extremely helpful and kind thanks for dinner when the water was turned off. "
Siesta Key GULF SIDE~#100 - Peaceful Private Condo, 3 Pools, Jamaica Royale
Turtle Beach Resort
Outdoor pool, free pool cabanas, pool umbrellas

Turtle Beach Resort

3.5 star property
8.8 out of 10, Excellent, (327)
"Great place!!"
Turtle Beach Resort
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.
View all properties

Top Siesta Key Hotel Reviews

Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

10/10 Excellent
"Beach was close as well as bars and restaurants "
Mike 5-night trip
Posted 1 day ago
Siesta Key Beach Resort and Suites

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What's it like visiting Siesta Key?
If spending time by the pool is your idea of the perfect getaway, you may want to consider quaint Siesta Key, which offers 10 places to stay with pools. During your visit, you can explore attractions such as Siesta Key Beach and Lido Beach, and then take it easy poolside at one of the accommodation options in Siesta Key that guests like for their pools.
What are some hotels with pools in Siesta Key?
Siesta Key Beach Resort and Suites: Resort, 1-minute walk from Siesta Key Beach. Features complimentary bicycles, a pool and complimentary wireless Internet access. Twin Palms at Siesta: Hotel, 4-minute walk from Crescent Beach. Offers free self parking, an outdoor pool and a beach shuttle. The Capri at Siesta: Hotel, 8-minute walk from Crescent Beach. Provides free self parking, a pool and sunloungers. Palm Bay Club Siesta Key Newley renovated !: Resort, 4-minute walk from Siesta Key Beach. Offers televisions, a communal pool and air conditioning.
How many hotels with pools should I expect to find in Siesta Key?
Expedia has 10 hotels in Siesta Key for your poolside break.
What is there to see and do in Siesta Key?
Explore places such as Siesta Key Beach while you're in Siesta Key. The picturesque setting of Crescent Beach and Point of Rocks showcase the area's natural beauty. Visitors to Siesta Key speak highly of the natural attractions, including the beautiful beaches.
When is the best time to book a hotel with a pool in Siesta Key?
Taking the local weather in Siesta Key into account can help you maximise your time at the pool during your trip. The hottest months are usually August and July, with an average temperature of 28°C, while the coldest months are January and February, with an average of 19°C. Average annual precipitation for Siesta Key is 1126 mm.