A yellow lifeguard tower with an American flag on a beach with people and umbrellas.

Hotels with Swimming Pools in Siesta Key

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Siesta Key Hotels with Swimming Pools

Tonight
25 Oct - 26 Oct
Tomorrow
26 Oct - 27 Oct
Next weekend
30 Oct - 1 Nov
In two weeks
6 Nov - 8 Nov

Our top choices for Siesta Key hotels with a pool

A pool area with a waterfall feature, lounge chairs, and palm trees.
A pathway lined with palm trees and tropical plants, leading to a building with a white facade.
A modern kitchen with white cabinets, a central island, and a dining area with a table and chairs.
A covered patio with a brick floor, wicker furniture, and tropical plants.

1. Tropical Beach Resorts

Tropical Beach Resorts
South Village
  • Sparkling private beachfront pool awaits just steps from your villa-style retreat.
S$226
includes taxes & fees
25 Nov - 26 Nov
Tropical Beach Resorts
A swimming pool with blue lounge chairs and palm trees.
A beach with several beach chairs and umbrellas, a small table, and a few people relaxing.
A bedroom with a bed, two bedside tables, a ceiling fan, and a window with blinds.
A modern living room with a blue sofa, wooden coffee table, and a bookshelf.

2. Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites
Siesta Key Village
  • Relax in the Mediterranean-style pool sanctuary with hot tub, just steps from Siesta Key Beach.
S$282
includes taxes & fees
1 Nov - 2 Nov
Siesta Key Beach Resort and Suites
An aerial view of a uniquely shaped swimming pool surrounded by palm trees and lounge chairs.
A modern living room with a large flat-screen TV, a sofa, and a dining area with a table and chairs.
A stone pathway leading through a tropical garden with palm trees and a signboard.
A couple walking on a beach with clear skies and ocean waves.

3. Tropical Breeze Resort

Tropical Breeze Resort
Siesta Key Village
  • Luxurious splash and sand escape with two sun-drenched pools just steps from pristine shores.
S$224
includes taxes & fees
17 Nov - 18 Nov
Tropical Breeze Resort
A pool area with a thatched roof, lounge chairs, and a lifeguard stand.
A modern kitchen with white cabinets, a dining area with a white table and chairs, a blue sofa with white cushions, and a ceiling fan.
A tropical resort with a thatched-roof hut, a wooden bench, and a white fence.
A beach with people sunbathing and swimming.

4. Siesta Key Beachside Villas

Siesta Key Beachside Villas
Siesta Key Village
  • Secluded pool oasis offers tropical tranquility steps from the white sand beaches.
S$277
includes taxes & fees
27 Oct - 28 Oct
Siesta Key Beachside Villas
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a fence.
An outdoor patio with a fire feature, seating, and a bar area.
A multi-story hotel with a modern design, featuring balconies, a covered entrance, and lush landscaping.
A hotel reception area with a wooden reception desk, a large abstract mural, and a seating area with a view of greenery outside.

5. Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway
Sarasota
  • Splash into holiday mode with a sparkling poolside sanctuary just steps from Siesta Key Beach.
S$156
includes taxes & fees
28 Oct - 29 Oct
Spark by Hilton Sarasota Siesta Key Gateway
A poolside area with lounge chairs, umbrellas, and a pool.
A narrow concrete pathway flanked by white walls, leading to a lush green area with palm trees and a small grassy patch.
A modern living room with a flat-screen TV on a wooden cabinet, a grey sofa with patterned cushions, and a large window with sheer curtains.
An outdoor dining setup with a white table, pink and beige cushions, and a floral centerpiece.

6. SeaSpray Resort

SeaSpray Resort
Siesta Key
  • Tranquil beachside retreat with a refreshing outdoor pool and private lounging areas, just steps from Siesta Key Beach.
S$301
includes taxes & fees
3 Nov - 4 Nov
SeaSpray Resort
A swimming pool with lounge chairs and palm trees, surrounded by string lights.
A covered outdoor area with a pool, lounge chairs, and a wooden deck.
A bedroom with a bed, bedside tables, a desk, and a chair.
A bar area with a wooden ceiling, bar stools, and a neon sign.

7. Siesta Key Palms Resort

Siesta Key Palms Resort
Sarasota
  • Dive into paradise with two sparkling outdoor pools surrounded by lush gardens, just a short walk from Crescent Beach.
S$143
includes taxes & fees
15 Nov - 16 Nov
Siesta Key Palms Resort
A rectangular swimming pool with a clear blue waterline, surrounded by a brick patio with outdoor seating.
A narrow concrete pathway flanked by lush tropical plants, leading to a wooden gate.
A beach with white sand, wooden beach chairs, and a clear blue sky.
A beachside area with a wooden deck, a row of surfboards, and a palm tree.

8. Captiva Beach Resort

Captiva Beach Resort
South Village
  • Splash into beachside serenity with a pristine pool just steps from Siesta Key's famous white sand shores.
S$247
includes taxes & fees
26 Oct - 27 Oct
Captiva Beach Resort
A pool area with lounge chairs, palm trees, and a brick pathway.
A modern apartment with a living room, a dining area, a kitchen, and a TV mounted on the wall.
A bathroom with a shower, toilet, and a sink with a mirror.
An outdoor patio with a grill, white chairs, and a red umbrella.

9. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
Sarasota
  • Sparkling outdoor pool surrounded by tropical gardens offers a perfect retreat to cool off in florida's sunshine.
S$195
includes taxes & fees
4 Nov - 5 Nov
Hibiscus Suites - Gateway to Siesta Key
A hotel with a swimming pool, palm trees, and lounge chairs.
A room with a blue patterned wall, a wooden floor, a blue sofa, a wooden bench, and a bed with a white headboard.
A room with a wooden cabinet, a TV on the wall, and a wooden floor.
A modern bathroom with a herringbone tile backsplash, a large mirror, and a wooden vanity with a marble countertop.

10. Azul at Siesta Key Inn

Azul at Siesta Key Inn
South Village
S$150
includes taxes & fees
28 Oct - 29 Oct
Azul at Siesta Key Inn
View all properties

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

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Siesta Key Hotel Reviews

Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
""The receptionist's office was very customer-service-oriented and helpful with our needs. They communicated quickly via text and phone. The cleaning ladies were exceptional with their service and flexibility. This place is definitely 5-star in service and cleanliness, and the location was half a block from the beach and a block from the main road. I loved that 10 p.m. to 8 a.m. was quiet time on the premises. When we visit Siesta Key again, we will be staying here.""
Raul Aponte 4-night trip
Posted 18 hours ago
Tropical Beach Resorts
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

10/10 Excellent
"Completely enjoyed our stay here. Very clean friendly and helpful staff. Beach is close. Looking forward to coming back."
Nancy 5-night trip
Posted 19 hours ago
Siesta Key Beach Resort and Suites
The Capri at Siesta

The Capri at Siesta

10/10 Excellent
"I liked everything about the property. They had really nice beach chairs, toys and diapers for children, washers and dyers with detergent ( for free), grills and outside seating, easy access to the beach, a nice pool with loungers, plenty of beach towels, friendly front desk, and a free trolley every 10-15 minutes. I would definitely stay there again."
Andrea 3-night trip
Posted 20 hours ago
The Capri at Siesta
Tropical Breeze Resort

Tropical Breeze Resort

8/10 Good
"Great location."
TIMOTHY 1-night trip
Posted 2 days ago
Tropical Breeze Resort
Siesta Palms By the Beach

Siesta Palms By the Beach

10/10 Excellent
"loved the property, location was great."
Janeth 2-night trip
Posted 6 days ago
Siesta Palms By the Beach
Turtle Beach Resort

Turtle Beach Resort

10/10 Excellent
"This is a really charming property right on the bay with a small pool and really nice staff. We had a lovely stay. We enjoyed the pool and kayaks with baby dolphins jumping right off the dock 🐬"
Noelle 2-night trip
Posted 7 days ago
Turtle Beach Resort
The Ringling Beach House

The Ringling Beach House

10/10 Excellent
"We had a wonderful stay at The Ringling Beach House! The location was perfect, within walking distance of the beach and so many great shops and restaurants. The place was beautiful, very clean, and comfortable. Our host was amazing, friendly, and always quick to communicate, making our stay even more enjoyable. We truly enjoyed our time here and would definitely recommend it to anyone looking for a relaxing beach getaway. We would love to stay again!"
Vanessa 3-night trip
Posted 2 weeks ago
The Ringling Beach House
Twin Palms at Siesta

Twin Palms at Siesta

10/10 Excellent
"Awesome place! It’s super convenient and within easy walking distance of the beach and restaurants."
Leonardo 2-night trip
Posted 1 month ago
Twin Palms at Siesta

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 14 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. The Capri at Siesta: Hotel, 8-minute walk from Crescent Beach. Offers free self parking, a pool and sunloungers. Twin Palms at Siesta: Hotel, 4-minute walk from Crescent Beach. Provides free self parking, an outdoor pool and complimentary wireless Internet access.
How many hotels with pools should I expect to find in Siesta Key?
Expedia has 14 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.

Explore a world of travel with Expedia