Hotels with a Pool in Siesta Key

November 2026
December 2026

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This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Hotels with a Pool in Siesta Key

1. Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway
Sarasota
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
$96
$108 total
includes taxes & fees
Oct 27 - Oct 28
Spark by Hilton Sarasota Siesta Key Gateway

2. Tropical Beach Resorts

Tropical Beach Resorts
South Village
  • 2 outdoor pools
  • Pool loungers
  • Private beach access
$139
$183 total
includes taxes & fees
Oct 21 - Oct 22
Tropical Beach Resorts

3. Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites
Siesta Key Village
  • Outdoor pool
  • Pool loungers
  • Near the beach
  • Hot tub
$165
$241 total
includes taxes & fees
Nov 1 - Nov 2
Siesta Key Beach Resort and Suites

4. Siesta Key Beachside Villas

Siesta Key Beachside Villas
Siesta Key Village
  • Outdoor pool
  • Pool loungers
  • Direct access to the beach
$159
$235 total
includes taxes & fees
Oct 28 - Oct 29
Siesta Key Beachside Villas

5. Siesta Key Palms Resort

Siesta Key Palms Resort
Sarasota
  • 2 outdoor pools
$66
$125 total
includes taxes & fees
Oct 25 - Oct 26
Siesta Key Palms Resort

6. Azul at Siesta Key Inn

Azul at Siesta Key Inn
South Village
  • Outdoor pool
$106
$119 total
includes taxes & fees
Oct 26 - Oct 27
Azul at Siesta Key Inn

7. Tropical Breeze Resort

Tropical Breeze Resort
Siesta Key Village
  • 3 outdoor pools
  • Pool loungers
  • Direct access to the beach
  • Hot tub
$140
$177 total
includes taxes & fees
Nov 18 - Nov 19
Tropical Breeze Resort

8. SeaSpray Resort

SeaSpray Resort
Siesta Key
  • Outdoor pool
  • Near the beach
$224
$253 total
includes taxes & fees
Nov 2 - Nov 3
SeaSpray Resort

9. Twin Palms at Siesta

Twin Palms at Siesta
Siesta Key
  • Outdoor pool
  • Pool loungers
  • Direct access to the beach
$186
$210 total
includes taxes & fees
Oct 22 - Oct 23
Twin Palms at Siesta

10. Cottages at Siesta Key Inn

Cottages at Siesta Key Inn
South Village
  • Outdoor pool
  • Pool loungers
  • Near the beach
$120
$151 total
includes taxes & fees
Oct 20 - Oct 21
Cottages at Siesta Key Inn

11. Captiva Beach Resort

Captiva Beach Resort
South Village
  • Outdoor pool
  • On private beach
$160
$198 total
includes taxes & fees
Oct 20 - Oct 21
Captiva Beach Resort

12. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
Sarasota
  • Outdoor pool
  • Pool loungers
$127
$144 total
includes taxes & fees
Nov 2 - Nov 3
Hibiscus Suites - Gateway to Siesta Key

13. Siesta Key Inn

Siesta Key Inn
South Village
  • Outdoor pool
$109
$123 total
includes taxes & fees
Oct 21 - Oct 22
Siesta Key Inn

14. Siesta Palms By the Beach

Siesta Palms By the Beach
South Village
  • Outdoor pool
  • Pool loungers
  • Near the beach
  • Hot tub
$145
$249 total
includes taxes & fees
Oct 21 - Oct 22
Siesta Palms By the Beach

15. The Inn On Siesta Key

The Inn On Siesta Key
Siesta Key
  • Outdoor pool
  • Pool loungers
  • Direct access to the beach
$241
$328 total
includes taxes & fees
Oct 20 - Oct 21
The Inn On Siesta Key

16. Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
Siesta Key
  • Outdoor pool
  • Near the beach
$100
$315 total
includes taxes & fees
Oct 20 - Oct 21
Siesta Heron Suites & Villas

17. Turtle Beach Resort

Turtle Beach Resort
Siesta Key
  • Outdoor pool
  • Pool loungers
  • Near the beach
$232
$292 total
includes taxes & fees
Nov 1 - Nov 2
Turtle Beach Resort

18. Aloft by Marriott Sarasota

Aloft by Marriott Sarasota
Central Sarasota
  • Outdoor pool
  • Poolside bar
  • Pool umbrellas
$154
$174 total
includes taxes & fees
Oct 25 - Oct 26
Aloft by Marriott Sarasota

19. Carlisle Inn

Carlisle Inn
Pinecraft
  • Outdoor pool
$143
$162 total
includes taxes & fees
Oct 20 - Oct 21
Carlisle Inn

20. Lido Beach Resort

Lido Beach Resort
Lido Key
  • 2 outdoor pools
  • Poolside bar
  • Pool loungers
  • On private beach
  • Hot tub
$325
$412 total
includes taxes & fees
Oct 25 - Oct 26
Lido Beach Resort
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Discover your perfect hotel with a pool in Siesta Key

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Top neighborhoods in Siesta Key

Siesta Key Village

Siesta Key Village feels like a tropical daydream with tiki bars and surf shops surrounding America's top-rated beach. You'll find sugar-white sand just steps from colorful boutiques, while live music drifts through palm-lined streets. Sunset cocktails flow as freely as the Gulf breeze at open-air restaurants where fresh grouper sandwiches are practically required eating. Getting around is easy on foot within the compact village core, though many visitors rent golf carts for style points. Vacation rentals and boutique hotels dominate the accommodation scene, most offering beach gear and those essential sunset views. When night falls, the village lights up with beachfront dining and steel drum soundtracks.

Bay Island

Bay Island offers an exclusive slice of paradise on Siesta Key with direct access to award-winning beaches and stunning Gulf views. This peaceful residential enclave features luxury waterfront properties with private docks, perfect for beach lovers and boating enthusiasts. You'll be just minutes from the powdery white sands that made Siesta Key famous and close to Shell Beach and Lido Beach. Dining requires a short drive to nearby Siesta Key Village or Sarasota for fresh seafood and upscale restaurants. Accommodation options focus on high-end vacation rentals with premium amenities like private pools. A rental car is essential for exploring the area's attractions, including Marie Selby Botanical Gardens and St. Armands Circle.

South Village

Siesta Key's South Village neighborhood is home to attractions such as Safe Harbor Siesta Key and Crescent Beach.

Aloha Kai

Aloha Kai delivers pristine beach access without the tourist crowds of busier Siesta Key spots. The neighborhood sits between sugar-white Siesta Key Beach and tranquil intracoastal waters, giving you the best of both worlds. Crystal-clear Gulf waters invite swimming year-round, while the neighborhood's peaceful streets and tropical landscaping create a true vacation vibe. Most accommodations offer luxury vacation rentals with private pools and Gulf views. You'll find limited dining within the neighborhood, but Siesta Key Village is just a 10-minute drive away. The flat terrain makes for easy walking and biking, while rental cars are recommended for exploring beyond this peaceful beachfront haven.

Top landmarks in Siesta Key

A lifeguard tower with an American flag, a green flag, and a signboard on a beach with people sunbathing and umbrellas.

Siesta Key Beach

9.6/10 (4,113 reviews)
If being by the water is a major draw, Siesta Key Beach is one of the most popular seaside spots located 0.9 mi (1.5 km) from central Siesta Key. Enjoy the sunset by the shore at Lido Beach, Crescent Beach, and Turtle Beach.
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A sandy beach with people sunbathing and umbrellas, clear blue sky, and calm sea.

Turtle Beach

9.0/10 (1,163 reviews)
Whether you want to collect beach glass or watch the sunset, Turtle Beach is a spot you might want to check out, located 4.4 mi (7.1 km) from central Siesta Key. If you want to continue walking by the waves, head to Siesta Key Beach and Crescent Beach.
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A sunset over the ocean with silhouettes of people and tall grasses.

Crescent Beach

9.4/10 (815 reviews)
If you can't wait to get to the beach, you might enjoy a trip to Crescent Beach located 2.3 mi (3.8 km) from central Siesta Key. Enjoy the sunset by the shore at Siesta Key Beach, Lido Beach, and Turtle Beach.
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A beach with a pier, palm trees, and calm ocean waters under a clear sky.

Point of Rocks

9.2/10 (444 reviews)
Point of Rocks is 2.7 mi (4.3 km) from central Siesta Key, why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? Want to stretch your legs some more? Head to Siesta Key Beach Playground and South Lido Park, both nearby.
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A marina with boats docked, a clear sky, and a palm tree.

Safe Harbor Siesta Key

9.2/10 (709 reviews)
You can stroll along Safe Harbor Siesta Key for relaxing water views when you're in South Village. If you carry on walking you'll get to Crescent Beach for some more water views.
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A coastal town with a beach, marina, and residential area.

Shell Beach

9.2/10 (164 reviews)
Whether you want to hunt for sand dollars or smell the fresh air, Shell Beach is a spot you might want to check out, located 1.6 mi (2.6 km) from central Siesta Key. If you want to continue walking by the waves, head to Irma Beach located nearby.
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A beach with people sunbathing, umbrellas, and beach chairs.

Jim Neville Marine Preserve

8.8/10 (71 reviews)
Jim Neville Marine Preserve is 5.5 mi (8.9 km) from central Siesta Key, why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here?
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A lifeguard tower with green and yellow colors, stairs, and a beach in the background.

Irma Beach

8.4/10 (66 reviews)
Whether you want to hunt for sand dollars or smell the fresh air, Irma Beach is a spot you might want to check out, located 1.1 mi (1.8 km) from central Siesta Key. If you want to continue walking by the waves, head to Shell Beach located nearby.
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About the destination

Siesta Key is a relaxing place known for its beaches. Beachcombers can spend the day at Siesta Key Beach when the weather is nice. Popular sights in the surrounding area include Lido Beach.