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

Hotels with Swimming Pool in Siesta Key, Florida

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Check availability on Siesta Key Hotels with Swimming Pool

Tonight
Sep 23 - Sep 24
Tomorrow
Sep 24 - Sep 25
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Siesta Key hotels with a pool

A pool area with a waterfall feature, lounge chairs, and palm trees.
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.
A pathway lined with palm trees and tropical plants, leading to a building with a white facade.

1. Tropical Beach Resorts

Tropical Beach Resorts
South Village
  • Sparkling private beachfront pool awaits just steps from your villa-style retreat.
P8,476
P11,208 total
includes taxes & fees
Sep 27 - Sep 28
Tropical Beach Resorts
A swimming pool with lounge chairs and palm trees, surrounded by string lights.
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.
A covered outdoor area with a pool, lounge chairs, and a wooden deck.

2. 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.
P3,276
P6,890 total
includes taxes & fees
Sep 30 - Oct 1
Siesta Key Palms Resort
A swimming pool with blue lounge chairs and palm trees.
An outdoor seating area with blue cushioned sofas and tables, a thatched roof, and a sign for Big Tiko Lounge.
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.

3. 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.
P8,596
P13,186 total
includes taxes & fees
Sep 27 - Sep 28
Siesta Key Beach Resort and Suites
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a fence.
A hotel lobby with a reception desk, a refrigerator with beverages, and a microwave.
A multi-story hotel with a modern design, featuring balconies, a covered entrance, and lush landscaping.
An outdoor patio with a fire feature, seating, and a bar area.

4. Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway
Sarasota
  • Splash into vacation mode with a sparkling poolside sanctuary just steps from Siesta Key Beach.
P5,863
P6,625 total
includes taxes & fees
Sep 28 - Sep 29
Spark by Hilton Sarasota Siesta Key Gateway
A pool area with a thatched roof, lounge chairs, and a lifeguard stand.
A beach with people sunbathing and swimming.
A modern living room with a sofa, a dining table, and a TV mounted on the wall.
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.

5. Siesta Key Beachside Villas

Siesta Key Beachside Villas
Siesta Key Village
  • Secluded pool oasis offers tropical tranquility steps from the white sand beaches.
P8,751
P13,361 total
includes taxes & fees
Sep 27 - Sep 28
Siesta Key Beachside Villas
An aerial view of a uniquely shaped swimming pool surrounded by palm trees and lounge chairs.
A stone pathway leading through a tropical garden with palm trees and a signboard.
An outdoor patio with wicker furniture and a thatched roof.
A modern living room with a large flat-screen TV, a sofa, and a dining area with a table and chairs.

6. Tropical Breeze Resort

Tropical Breeze Resort
Siesta Key Village
  • Luxurious splash and sand escape with two sun-drenched pools just steps from pristine shores.
P8,597
P10,881 total
includes taxes & fees
Sep 30 - Oct 1
Tropical Breeze Resort
A rectangular swimming pool with a clear blue waterline, surrounded by a brick patio with outdoor seating.
A beachside area with a wooden deck, a row of colorful surfboards, and a palm tree.
A beach with white sand, wooden beach chairs, and a clear blue sky.
A dining table with glassware and decorative branches, set outdoors with a house in the background.

7. 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.
P9,694
P12,017 total
includes taxes & fees
Sep 28 - Sep 29
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 spacious room with wicker furniture, a television, and a window with a view of parked cars.
An outdoor patio with a grill, white chairs, and a red umbrella.

8. 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.
P7,467
P8,438 total
includes taxes & fees
Sep 24 - Sep 25
Hibiscus Suites - Gateway to Siesta Key
A pool area with lounge chairs and a brick pathway.
A living room with a sofa, a television, a coffee table, and a view of a pool.
A palm tree with a clear blue sky in the background.
A living room with a brown leather sofa, a wicker chair, a glass coffee table, and a dining area with a white table and chairs.

9. Siesta Palms By the Beach

Siesta Palms By the Beach
South Village
P7,673
P13,986 total
includes taxes & fees
Sep 28 - Sep 29
Siesta Palms By the Beach
A swimming pool with lounge chairs and a table, surrounded by white walls and palm trees.
A bedroom with a view of a swimming pool and outdoor seating.
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.
A modern living room with a flat-screen TV, a round coffee table, and a sofa.

10. SeaSpray Resort

SeaSpray Resort
Siesta Key
  • Tranquil beachside retreat with a refreshing outdoor pool and private lounging areas, just steps from Siesta Key Beach.
P14,054
P15,882 total
includes taxes & fees
Sep 30 - Oct 1
SeaSpray Resort
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Choose what matters most at hotels with a pool in Siesta Key

Breakfast included
Hot tub
4 stars
5 stars
Spa

Hotels with pools and hot tubs in Siesta Key

A multi-story hotel with a modern design, featuring balconies, a covered entrance, and lush landscaping.
A hotel lobby with a reception desk, a refrigerator with beverages, and a microwave.
An outdoor patio with a fire feature, seating, and a bar area.
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a fence.

Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway
Sarasota
P5,863
P6,625 total
includes taxes & fees
Sep 28 - Sep 29
Spark by Hilton Sarasota Siesta Key Gateway
A beach with several beach chairs and umbrellas, a small table, and a few people relaxing.
A swimming pool with blue lounge chairs and palm trees.
An outdoor seating area with blue cushioned sofas and tables, a thatched roof, and a sign for Big Tiko Lounge.
A bedroom with a bed, two bedside tables, a ceiling fan, and a window with blinds.

Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites
Siesta Key Village
P8,596
P13,186 total
includes taxes & fees
Sep 27 - Sep 28
Siesta Key Beach Resort and Suites
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.
A modern living room with a large flat-screen TV, a sofa, and a dining area with a table and chairs.
An aerial view of a uniquely shaped swimming pool surrounded by palm trees and lounge chairs.

Tropical Breeze Resort

Tropical Breeze Resort
Siesta Key Village
P8,597
P10,881 total
includes taxes & fees
Sep 30 - Oct 1
Tropical Breeze Resort
A clear turquoise sea with people swimming and a boat in the distance.
A pool area with lounge chairs and a brick pathway.
A living room with a sofa, a television, a coffee table, and a view of a pool.
A spacious living room with wicker furniture, a leather sofa, a flat-screen TV, and a fireplace.

Siesta Palms By the Beach

Siesta Palms By the Beach
South Village
P7,673
P13,986 total
includes taxes & fees
Sep 28 - Sep 29
Siesta Palms By the Beach
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.
A modern living room with a beige sofa, a coffee table, and a chandelier. There is a kitchen area in the background with a dining table and chairs.
A modern kitchen with a built-in island, stainless steel appliances, and a dining area with a view of the outdoors.
An aerial view of a beach with white sand, clear turquoise water, and a grassy area with paths.

Siesta Key Island Rentals

Siesta Key Island Rentals
Siesta Key
P6,242
P20,162 total
includes taxes & fees
Sep 30 - Oct 1
Siesta Key Island Rentals
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 Palms By the Beach

Siesta Palms By the Beach

10/10 Excellent
"The unit was very clean. We had everything we needed to enjoy the beach. Would definitely stay there again. Loved the Breeze Trolley to all shops and restaurants. The pool was very clean and nice. It was very quiet while we were there."
john 7-night trip
Posted 1 hour ago
Siesta Palms By the Beach
Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"Amazing resort,"
kurt 2-night trip
Posted 3 hours ago
Tropical Beach Resorts
Siesta Key Beachside Villas

Siesta Key Beachside Villas

10/10 Excellent
"Amazing staff and beautiful property in the village. We enjoyed our stay."
Alberta 3-night trip
Posted 22 hours ago
Siesta Key Beachside Villas
Tropical Breeze Resort

Tropical Breeze Resort

10/10 Excellent
"We had such an amazing stay at Tropical Cottages! I could not recommend this place enough and definitely see this becoming a regular vacation spot for our family. First off, the location could not be any better. You are literally steps away from the beach and a ton of restaurants! We had our 1 1/2 year old and carried him everywhere, so it was perfect to not have to wander too far to find what we needed. The beach here is UNBELIEVABLE. We grew up in South Florida and have been to several beaches throughout the state. This is 100% my favorite! The rooms were clean, comfy, and cozy. My only complaint (gotta have at least one!) is I wish there were hoses or showers outside the rooms so we could get the sand off our feet before going inside. Such a minor complaint. Everything was just so perfect about our stay and we cannot wait to return! Cannot recommend enough!!"
Alexandra 2-night trip
Posted 1 day ago
Tropical Breeze Resort
Twin Palms at Siesta

Twin Palms at Siesta

10/10 Excellent
"Great space and super clean. It had everything and a short walk to the beach."
Ana 2-night trip
Posted 3 days ago
Twin Palms at Siesta
The Ringling Beach House

The Ringling Beach House

8/10 Good
"Everything was great, and the sea was right nearby. The only downside was that we couldn't use the pool for one day due to tree maintenance—or rather, my child was disappointed by that )) but otherwise, thank you for the care and hospitality!"
Natalia 5-night trip
Posted 5 days ago
The Ringling Beach House
Turtle Beach Resort

Turtle Beach Resort

8/10 Good
"Great location. Friendly staff and nice amentities."
Szilvia 3-night trip
Posted 2 weeks ago
Turtle Beach Resort

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 14 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. Provides 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 has 14 hotels in Siesta Key for your poolside break.
What is there to see and do in Siesta Key?
Explore places like Siesta Key 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.

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