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  1. World
  2. >North America
  3. >United States
  4. >Florida
  5. >Sarasota
  6. >Osprey

Hotels with Swimming Pool in Osprey

200+ HOTELS IN AND AROUND OSPREYRanking can be influenced by the commissions we receive.
Casey Key Resorts - Mainland main photo
Casey Key Resorts - Mainland
Hotel in Osprey FLUS flag
8.2
Very Good
From $126
$
+4
Pool
Outdoor Pool
Summary of reviews related to the 'Pool' category
Casey Key Resorts - Mainland boasts an inviting and well-maintained pool area that receives high praise from guests. The pool, described as nice, clear and beautifully designed, is a key highlight of many stays. Guests frequently mention the pool's relaxing atmosphere and the fun, enjoyable environment of the pool deck. The poolside tiki bar with live entertainment adds to the vibrant ambiance, combining leisure with the convenience of on-site dining and drinks. With its excellent and attentive pool staff, the area offers a consistently positive experience. The proximity of the pool to rooms adds an extra layer of convenience for guests. While some noted occasional minor drawbacks such as trash and the layout, the overall consensus is that the pool area is a delightful retreat, making it a standout feature of the resort.
Windsor Lodge Unit 5 close to the beaches Siesta Key main photo
Windsor Lodge Unit 5 close to the beaches Siesta Key
Apartment in Osprey FLUS flag
0.0
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
Windsor Lodge Unit #19, studio close to beaches main photo
Windsor Lodge Unit #19, studio close to beaches
Apartment in Osprey FLUS flag
0.0
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
Windsor Lodge Unit 3 close to the Beaches Siesta Key main photo
Windsor Lodge Unit 3 close to the Beaches Siesta Key
Apartment in Osprey FLUS flag
9.0
Excellent
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
Paradise with a pool, pier and private beach area main photo
Paradise with a pool, pier and private beach area
Vacation Home in Osprey FLUS flag
8.0
Very Good
$
+6
Info
Categories
Pool
Heated Pool
Outdoor Pool
Dog Friendly
Parking
Sarasota Bay Pool Home main photo
Sarasota Bay Pool Home
Vacation Home in Osprey FLUS flag
0.0
$
+3
Info
Categories
Pool
Private Pool
Dog Friendly
Osprey 01 Townhouse main photo
Osprey 01 Townhouse
Vacation Home in Osprey FLUS flag
0.0
$
+4
Info
Categories
Pool
Heated Pool
Outdoor Pool
Parking
Floridahome main photo
Floridahome
Vacation Home in Osprey FLUS flag
0.0
$
+5
Info
Categories
Pool
Private Pool
Outdoor Pool
Dog Friendly
Parking
Pool, Hot tub, Close to Beaches, Shopping, More! main photo
Pool, Hot tub, Close to Beaches, Shopping, More!
Vacation Home in Osprey FLUS flag
0.0
$
+4
Info
Categories
Pool
Private Pool
Dog Friendly
Parking
Fishing on Sunshine main photo
Fishing on Sunshine
Vacation Home in Osprey FLUS flag
0.0
$
+4
Info
Categories
Pool
Outdoor Pool
Dog Friendly
Accessible
Windsor Lodge Unit 20, studio, 1BR 1BA close to the beaches, pool access main photo
Windsor Lodge Unit 20, studio, 1BR 1BA close to the beaches, pool access
Apartment in Osprey FLUS flag
0.0
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
9 more hotels nearby!
Creek Way Estate main photo
Creek Way Estate
1.6 mi from Osprey
Vacation Home in Nokomis FLUS flag
9.0
Excellent
$
+5
Info
Categories
Pool
Heated Pool
Private Pool
Outdoor Pool
Dog Friendly
Lakeview Oasis main photo
Lakeview Oasis
1.8 mi from Osprey
Vacation Home in Sarasota FLUS flag
0.0
$
+3
Info
Categories
Pool
Heated Pool
Outdoor Pool
Osprey Preserve main photo
Osprey Preserve
2.0 mi from Osprey
Vacation Home in Nokomis FLUS flag
0.0
$
+3
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Casey Key Gulf Coast Gem main photo
Casey Key Gulf Coast Gem
2.1 mi from Osprey
Vacation Home in Nokomis FLUS flag
10
Excellent
$
+5
Info
Categories
Pool
Outdoor Pool
Dog Friendly
Free Wi-Fi
Walk to the Bay Family-Friendly Oasis in Sarasota main photo
Walk to the Bay Family-Friendly Oasis in Sarasota
2.2 mi from Osprey
Vacation Home in Vamo FLUS flag
0.0
$
+5
Info
Categories
Pool
Outdoor Pool
Dog Friendly
Free Wi-Fi
Quaint Cottage in a South Sarasota Neighborhood main photo
Quaint Cottage in a South Sarasota Neighborhood
2.3 mi from Osprey
Vacation Home in Sarasota FLUS flag
0.0
$
+4
Info
Categories
Pool
Private Pool
Free Wi-Fi
Parking
Turtle Bay Beauty main photo
Turtle Bay Beauty
2.4 mi from Osprey
Apartment in Siesta Key FLUS flag
0.0
$
+4
Info
Categories
Pool
Outdoor Pool
Small
Family
2BR Beachfront Condo Steps To Turtle Beach & Pool main photo
2BR Beachfront Condo Steps To Turtle Beach & Pool
2.4 mi from Osprey
Apartment in Sarasota FLUS flag
0.0
$
+4
Info
Categories
Pool
Outdoor Pool
Free Wi-Fi
Parking
Casa Margaritaville main photo
Casa Margaritaville
2.4 mi from Osprey
Vacation Home in Nokomis FLUS flag
0.0
$
+6
Info
Categories
Pool
Heated Pool
Private Pool
Outdoor Pool
Dog Friendly
Parking
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 200+ hotels in and around Osprey
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