Osprey Hotel Guide - Hotels with Pool in Osprey, Florida
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11 Sept - 13 SeptOur top choices for Osprey hotels with a pool
1. Casey Key Resorts - Mainland
Casey Key Resorts - MainlandOsprey
- Splash into sunshine at this Nokomis retreat featuring a heated pool and tiki bar with live music.
€86
includes taxes & fees
1 Sept - 2 Sept
2. Spark by Hilton Sarasota Siesta Key Gateway
Spark by Hilton Sarasota Siesta Key GatewaySarasota
- Splash into holiday mode with a sparkling poolside sanctuary just steps from Siesta Key Beach.
€88
includes taxes & fees
30 Aug - 31 Aug
3. Holiday Inn Express Sarasota East - I-75 by IHG
Holiday Inn Express Sarasota East - I-75 by IHGSarasota
- Dive into refreshing bliss at this beachside haven with a sparkling outdoor pool and hot tub sanctuary.
€75
includes taxes & fees
3 Sept - 4 Sept
4. Tropical Beach Resorts
Tropical Beach ResortsSouth Village
- Sparkling private beachfront pool awaits just steps from your villa-style retreat.
€130
includes taxes & fees
2 Sept - 3 Sept
5. Comfort Suites Sarasota - Siesta Key
Comfort Suites Sarasota - Siesta KeySarasota
- Plunge into poolside paradise with soothing hot tub escapes at this Sarasota retreat.
€87
includes taxes & fees
20 Sept - 21 Sept
6. Siesta Key Palms Resort
Siesta Key Palms ResortSarasota
- Dive into paradise with two sparkling outdoor pools surrounded by lush gardens, just a short walk from Crescent Beach.
€114
includes taxes & fees
3 Sept - 4 Sept
7. Inn at the Beach
Inn at the BeachVenice Island
- Sparkling beachfront pool invites evening dips with stunning sunset views across the water.
€122
includes taxes & fees
7 Sept - 8 Sept
8. Hampton Inn & Suites Venice Bayside South Sarasota
Hampton Inn & Suites Venice Bayside South SarasotaGateway
- Sun-drenched relaxation awaits at this Venice hotel's outdoor pool, complemented by beach proximity and modern comforts.
€111
includes taxes & fees
6 Sept - 7 Sept
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Top Osprey Hotel Reviews
Tropical Beach Resorts
10/10 Excellent
"Super clean and spacious. Amazing location, with the private beach right behind it. Pool was brand new and peaceful. Great property!"
Inn at the Beach
10/10 Excellent
"Frie"
Lido Beach Resort
10/10 Excellent
"Nice rooms right on the beautiful beach. Tiki bar, pool, everything well maintained. We had a great time."
Spark by Hilton Sarasota Siesta Key Gateway
10/10 Excellent
"My stay was excellent. The room was clean and spacious. The staff were friendly, and the hotel's location is perfect—just a 10-minute drive from Siesta Beach and close to supermarkets, shops, and various restaurants. Breakfast was good, offering plenty of variety and quality. The parking area is right in front of the rooms, so you don't need to go through the hotel lobby every time you come and go. I would definitely come back."
Siesta Key Palms Resort
10/10 Excellent
"This is a delightful place that feels like a tropical getaway in the middle of a city. The greenery and decor make you forget you're in town, the room was cozy yet spacious and very well maintained. The pools were lovely and the free beach chair/towel rentals were a nice surprise for our planned beach days."
Siesta Key Beach Resort and Suites
10/10 Excellent
"Great... dehumidifier quite noisy should be corrected but otherwise AWeSOME place!"
DoubleTree by Hilton Sarasota Bradenton Airport
10/10 Excellent
"Beautiful hotel with road side parking to watch the planes land and take off. Comfy beds and pillows."
The Westin Sarasota
10/10 Excellent
"Maybe needed as second pool and microwaves in the rooms"
Golden Host Resort - Sarasota
8/10 Good
"I love how they had coffee available in the lobby Very nice ladies They do cook breakfast at a small price Very nice quality sheets, and pillows Nice big Pool with an area to hang out and barbecue with umbrellas and tables and chairs Not far from the airport they do have a nice tiki bar as well with live music would definitely go back"