Hotels with Swimming Pool in Siesta Key, Florida

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Siesta Key Hotels with Swimming Pool

This weekend
Next weekend

Our top choices for Siesta Key hotels with a pool

Azul Resort Siesta Key

Azul Resort Siesta Key
3.0 star property
South Village
8.8 out of 10, Excellent, (176 reviews)
The price is P11,280
P12,747 total
includes taxes & fees
Jun 29 - Jun 30
Azul Resort Siesta Key

Siesta Key Beachside Villas

Siesta Key Beachside Villas
2.5 star property
Siesta Key Village
9.0 out of 10, Wonderful, (1,005 reviews)
  • cleanliness
    Secluded pool oasis offers tropical tranquility steps from the white sand beaches.
The price is P11,284
P16,149 total
includes taxes & fees
Jun 28 - Jun 29
Siesta Key Beachside Villas

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (69 reviews)
The price is P8,560
P22,674 total
includes taxes & fees
Jun 30 - Jul 1
Siesta Key Island Rentals

Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites
2.5 star property
Siesta Key Village
9.0 out of 10, Wonderful, (1,139 reviews)
  • cleanliness
    Relax in the Mediterranean-style pool sanctuary with hot tub, just steps from Siesta Key Beach.
The price is P12,965
P18,059 total
includes taxes & fees
Jun 28 - Jun 29
Siesta Key Beach Resort and Suites

Tropical Breeze Resort

Tropical Breeze Resort
3.0 star property
Siesta Key Village
9.0 out of 10, Wonderful, (1,011 reviews)
  • cleanliness
    Luxurious splash and sand escape with two sun-drenched pools just steps from pristine shores.
The price is P10,650
P13,479 total
includes taxes & fees
Jun 30 - Jul 1
Tropical Breeze Resort

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,269 reviews)
  • cleanliness
    Splash into beachside serenity with a pristine pool just steps from Siesta Key's famous white sand shores.
The price is P10,147
P12,509 total
includes taxes & fees
Jul 7 - Jul 8
Captiva Beach Resort

Siesta Key Palms Resort

Siesta Key Palms Resort
3.5 star property
Sarasota
9.2 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Dive into paradise with two sparkling outdoor pools surrounded by lush gardens, just a short walk from Crescent Beach.
The price is P7,711
P11,833 total
includes taxes & fees
Jul 1 - Jul 2
Siesta Key Palms Resort

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.6 out of 10, Excellent, (44 reviews)
  • cleanliness
    Sun-drenched pool paradise with extended hours offers the ultimate Siesta Key relaxation retreat.
The price is P8,701
P22,210 total
includes taxes & fees
Jun 28 - Jun 29
Siesta Heron Suites & Villas

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (199 reviews)
  • cleanliness
    Sparkling pools and white sand beaches merge at this serene cottage retreat on Siesta Key.
The price is P26,319
P33,148 total
includes taxes & fees
Jul 12 - Jul 13
The Inn On Siesta Key
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.

Choose what matters most at hotels with a pool in Siesta Key

Top Siesta Key Hotel Reviews

Frequently asked questions

What's it like visiting Siesta Key?
If taking it easy by the pool is your idea of the perfect getaway, you may want to check out quaint Siesta Key, which offers 15 places to stay with pools. While you're visiting, you can explore attractions like Siesta Key Beach and Lido Beach, and then relax and unwind poolside at one of the accommodations 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. The Capri at Siesta: Hotel, 8-minute walk from Crescent Beach. Offers free self parking, a pool, and sun loungers. Twin Palms at Siesta: Hotel, 4-minute walk from Crescent Beach. Features free self parking, an outdoor pool, and complimentary wireless internet access.
How many hotels with pools will I be able to find in Siesta Key?
Expedia's 15 hotels in Siesta Key give you a great choice for your poolside getaway.
What is there to see and do in Siesta Key?
Explore places like Siesta Key Beach and Turtle Beach while you're in Siesta Key. The picturesque setting of Shell Beach and Crescent Beach 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 into account the local weather in Siesta Key can help you maximize your time at the pool during your trip. The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 66°F. Average annual precipitation for Siesta Key is 44 inches.