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Check availability on Osprey Hotels with a Pool

Tonight
21 Sep - 22 Sep
Tomorrow
22 Sep - 23 Sep
This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 Oct

Our top choices for Osprey hotels with a pool

1. Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
Osprey
  • Splash into sunshine at this Nokomis retreat featuring a heated pool and tiki bar with live music.
AED 312
AED 395 total
includes taxes & fees
1 Oct - 2 Oct
Casey Key Resorts - Mainland

2. Escape Coastal Resort on Casey Key

Escape Coastal Resort on Casey Key
Casey Key
  • Coastal retreat features serene waters and a sun-soaked outdoor pool with loungers and umbrellas.
AED 301
AED 568 total
includes taxes & fees
23 Sep - 24 Sep
Escape Coastal Resort on Casey Key

3. Comfort Suites Sarasota - Siesta Key

Comfort Suites Sarasota - Siesta Key
Sarasota
  • Plunge into poolside paradise with soothing hot tub escapes at this Sarasota retreat.
AED 349
AED 395 total
includes taxes & fees
27 Sep - 28 Sep
Comfort Suites Sarasota - Siesta Key

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.
AED 343
AED 388 total
includes taxes & fees
24 Sep - 25 Sep
Spark by Hilton Sarasota Siesta Key Gateway

5. Holiday Inn Express Sarasota East - I-75 by IHG

Holiday Inn Express Sarasota East - I-75 by IHG
Sarasota
  • Dive into refreshing bliss at this beachside haven with a sparkling outdoor pool and hot tub sanctuary.
AED 290
AED 328 total
includes taxes & fees
25 Sep - 26 Sep
Holiday Inn Express Sarasota East - I-75 by IHG

6. 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.
AED 192
AED 404 total
includes taxes & fees
27 Sep - 28 Sep
Siesta Key Palms Resort

7. Inn at the Beach

Inn at the Beach
Venice Island
  • Sparkling beachfront pool invites evening dips with stunning sunset views across the water.
AED 355
AED 497 total
includes taxes & fees
22 Sep - 23 Sep
Inn at the Beach

8. Days Inn by Wyndham Sarasota I-75

Days Inn by Wyndham Sarasota I-75
Sarasota
  • Splash into Florida sunshine at this Sarasota hotel with a serene poolside escape just minutes from Siesta Key Beach.
AED 228
AED 258 total
includes taxes & fees
22 Sep - 23 Sep
Days Inn by Wyndham Sarasota I-75

9. Home2 Suites by Hilton Nokomis Sarasota Casey Key

Home2 Suites by Hilton Nokomis Sarasota Casey Key
Nokomis
  • Dive into aquatic bliss at this Sarasota gem with a sun-drenched pool and cozy loungers.
AED 479
AED 541 total
includes taxes & fees
7 Oct - 8 Oct
Home2 Suites by Hilton Nokomis Sarasota Casey Key

10. Quality Inn - Near Serenoa Golf Club

Quality Inn - Near Serenoa Golf Club
Sarasota
  • Splash into fun at this hotel's sunlit outdoor pool just minutes from Siesta Key Beach.
AED 244
AED 276 total
includes taxes & fees
24 Sep - 25 Sep
Quality Inn - Near Serenoa Golf Club
View all properties

Choose what matters most at hotels with a pool in Osprey

Breakfast included
Hot tub
4 stars
5 stars
Beach

Top Osprey Hotel Reviews

Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"The staff was helpful every time. The room was spacious and had all the things. I would definitely stay here again."
Dana 4-night trip
Posted less than an hour ago
Tropical Beach Resorts
Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

8/10 Good
"The room was clean, air conditioning was great, pool was also clean. Will say not enough towels in the room but overall good"
Tyrin 3-night trip
Posted 3 hours ago
Spark by Hilton Sarasota Siesta Key Gateway
Zota Beach Resort

Zota Beach Resort

10/10 Excellent
"Great!"
Marlo 3-night trip
Posted 4 hours ago
Zota Beach Resort
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

10/10 Excellent
"Environment was everything you want! Very nice people, easy beach access, food was good and very Fun. Will do again soon!!"
Jonathan 2-night trip
Posted 5 hours ago
Siesta Key Beach Resort and Suites
DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport

10/10 Excellent
"Is very very good"
Maria Gabriela 1-night trip
Posted 23 hours ago
DoubleTree by Hilton Sarasota Bradenton Airport
Siesta Key Palms Resort

Siesta Key Palms Resort

10/10 Excellent
"Spectacular experience, thanks!!!"
Elimel 2-night trip
Posted 23 hours ago
Siesta Key Palms Resort
The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota

10/10 Excellent
"We love the hospitality and everyone was so kind. It has been an extraordinary experience with all the staff at The Ritz Charlton. Thank You!!!"
Loida 2-night trip
Posted 1 day ago
The Ritz-Carlton, Sarasota
Lido Beach Resort

Lido Beach Resort

10/10 Excellent
"Wonderful stay! Great atmosphere helpful staff clean rooms."
Christina 2-night trip
Posted 1 day ago
Lido Beach Resort

Frequently asked questions

What are some hotels with pools in Osprey?
Casey Key Resorts - Mainland: Features a snack bar/deli, an outdoor pool, and complimentary wired internet access. Kompose Boutique Hotel: Offers a snack bar/deli, a pool, and complimentary wireless internet access. Tropical Beach Resorts: Aparthotel, 10-minute walk from Crescent Beach. Provides free self parking, 2 outdoor pools, and complimentary wireless internet access. The Westin Sarasota: Hotel located near Lido Beach. Features 2 restaurants, an outdoor pool, and a full-service spa. Siesta Key Beach Resort and Suites: Resort, 1-minute walk from Siesta Key Beach. Offers complimentary bicycles, a pool, and complimentary wireless internet access.
What is there to see and do in Osprey?
Explore places like Siesta Key Beach and Lido Beach while you're in the area. Make a point to visit attractions like Turtle Beach and Nokomis Beach. Osprey appeals to visitors with its beautiful beaches, bar scene, and array of dining options.
When is the best time to book a hotel with a pool in Osprey?
Taking into account the local weather in Osprey 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 Osprey is 44 inches.

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