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

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

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Check availability on Siesta Key Hotels with Pool

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

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.
€156
includes taxes & fees
27 Sept - 28 Sept
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 covered outdoor area with a pool, lounge chairs, and a wooden deck.
A bar area with a wooden ceiling, bar stools, and a neon sign.

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.
€96
includes taxes & fees
29 Sept - 30 Sept
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 modern living room with a blue sofa, wooden coffee table, and a bookshelf.
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.
€184
includes taxes & fees
27 Sept - 28 Sept
Siesta Key Beach Resort and Suites
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a fence.
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.

4. 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.
€92
includes taxes & fees
28 Sept - 29 Sept
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 tropical resort with a thatched-roof hut, a wooden bench, and a white fence.

5. Siesta Key Beachside Villas

Siesta Key Beachside Villas
Siesta Key Village
  • Secluded pool oasis offers tropical tranquility steps from the white sand beaches.
€186
includes taxes & fees
27 Sept - 28 Sept
Siesta Key Beachside Villas
An aerial view of a uniquely shaped swimming pool surrounded by palm trees and lounge chairs.
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.
A stone pathway leading through a tropical garden with palm trees and a signboard.

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.
€152
includes taxes & fees
30 Sept - 1 Oct
Tropical Breeze 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 colorful surfboards, and a palm tree.

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.
€167
includes taxes & fees
28 Sept - 29 Sept
Captiva Beach Resort
A pool area with lounge chairs, palm trees, and a brick pathway.
An outdoor patio with a grill, white chairs, and a red umbrella.
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.

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.
€109
includes taxes & fees
28 Sept - 29 Sept
Hibiscus Suites - Gateway to Siesta Key
A pool area with lounge chairs and a brick pathway.
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.
A palm tree with a clear blue sky in the background.
A living room with a sofa, a television, a coffee table, and a view of a pool.

9. Siesta Palms By the Beach

Siesta Palms By the Beach
South Village
€195
includes taxes & fees
28 Sept - 29 Sept
Siesta Palms By the Beach
A swimming pool with lounge chairs and a table, surrounded by white walls and palm trees.
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.
A bedroom with a view of a swimming pool and outdoor seating.

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.
€221
includes taxes & fees
27 Sept - 28 Sept
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.
An outdoor patio with a fire feature, seating, and a bar area.
A hotel lobby with a reception desk, a refrigerator with beverages, and a microwave.
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
€92
includes taxes & fees
28 Sept - 29 Sept
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.
A modern living room with a blue sofa, wooden coffee table, and a bookshelf.
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
€184
includes taxes & fees
27 Sept - 28 Sept
Siesta Key Beach Resort and Suites
A stone pathway leading through a tropical garden with palm trees and a signboard.
An outdoor patio with wicker furniture and a thatched roof.
An aerial view of a uniquely shaped swimming pool surrounded by palm trees and lounge chairs.
A couple walking on a beach with clear skies and ocean waves.

Tropical Breeze Resort

Tropical Breeze Resort
Siesta Key Village
€152
includes taxes & fees
30 Sept - 1 Oct
Tropical Breeze Resort
A clear turquoise sea with people swimming and a boat in the distance.
A spacious living room with wicker furniture, a leather sofa, a flat-screen TV, and a fireplace.
A living room with a sofa, a television, a coffee table, and a view of a pool.
A pool area with lounge chairs and a brick pathway.

Siesta Palms By the Beach

Siesta Palms By the Beach
South Village
€195
includes taxes & fees
28 Sept - 29 Sept
Siesta Palms By the Beach
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.
A modern kitchen with a built-in island, stainless steel appliances, and a dining area with a view of the outdoors.
A spacious living area with a dining table, white chairs, a chandelier, and a large window overlooking a pool.
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.

Siesta Key Island Rentals

Siesta Key Island Rentals
Siesta Key
€281
includes taxes & fees
30 Sept - 1 Oct
Siesta Key Island Rentals
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.
A pool area with palm trees, a small pool, and a wooden fence.
A modern kitchen with stainless steel appliances, dark wooden cabinets, and a tiled backsplash.
A multi-story hotel with balconies, palm trees, and a parking area.

Couple’s Escape-Beach Club at Siesta Key 106C by RVA

Couple’s Escape-Beach Club at Siesta Key 106C by RVA
South Village
Couple’s Escape-Beach Club at Siesta Key 106C by RVA
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.
A pool area with palm trees, a small pool, and a wooden fence.
A sign for 'The Beach Club' with a vacancy indicator.
A wooden deck with white railings, a ceiling fan, and a table and chair.

Siesta Key 1-Bedroom Condo w Private Patio | The Beach Club Vacation Rental

Siesta Key 1-Bedroom Condo w Private Patio | The Beach Club Vacation Rental
South Village
€320
includes taxes & fees
25 Sept - 26 Sept
Siesta Key 1-Bedroom Condo w Private Patio | The Beach Club Vacation Rental
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.
A pool area with palm trees, a small pool, and a wooden fence.
A multi-story hotel with balconies, palm trees, and a parking area.
A sign for 'The Beach Club' with a vacancy indicator.

Bright & Beachy–Beach Club Siesta Key 100A by RVA

Bright & Beachy–Beach Club Siesta Key 100A by RVA
South Village
€307
includes taxes & fees
24 Sept - 25 Sept
Bright & Beachy–Beach Club Siesta Key 100A by RVA
An outdoor hot tub surrounded by palm trees and a wooden fence.
A small outdoor hot tub area with a wooden deck, surrounded by palm trees and a yellow building.
A bedroom with a bed, a nightstand, a mirror, and a ceiling fan.
A living room with a sofa, a coffee table with magazines, a lamp, and a painting of a palm tree.

Beach View across street from beach

Beach View across street from beach
Siesta Key Village
Beach View across street from beach
A beach with rows of umbrellas and beach chairs, a sandy shoreline, and a clear view of the ocean.
A multi-story hotel with balconies, palm trees, and a parking area.
A modern kitchen with dark wooden cabinets, stainless steel appliances, and a white dining table with benches.
A pool area with palm trees, a small pool, and a wooden fence.

2BR Beach Style w Pool Beach Club Siesta 204C RVA

2BR Beach Style w Pool Beach Club Siesta 204C RVA
South Village
2BR Beach Style w Pool Beach Club Siesta 204C RVA
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 Siesta Key Hotel Reviews

Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"Amazing resort,"
kurt 2-night trip
Posted 4 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
The Capri at Siesta

The Capri at Siesta

10/10 Excellent
"Great"
Benjamin 2-night trip
Posted 9 days ago
The Capri 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. Palm Bay Club Siesta Key Newley renovated !: Resort, 4-minute walk from Siesta Key Beach. Features kitchens, a communal pool and televisions. #7-TwinPalms-King Studio Suite: Hotel, 6-minute walk from Crescent Beach. Offers complimentary wireless Internet access, a pool and kitchens.
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 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 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.

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