Book Hotels in Osprey Village, FL
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Top Osprey Village hotels

Carlisle Inn
3727 Bahia Vista Sarasota FL
Fully refundableReserve now, pay when you stay
The price is $327 total per night from Mar 8 to Mar 9
$327 total
per night
Mar 8 - Mar 9
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and ...
Cleanest hotel I ever stayed in. Staff were extremely helpful. Breakfast is wonderful and cooked fresh. . Warm cookies every afternoon. We come back every year.
Reviewed on Feb 7, 2026

The St. Regis Longboat Key Resort
1601 Gulf Of Mexico Drive Longboat Key FL
The price is $1,892 total per night from Feb 16 to Feb 17
$1,892 total
per night
Feb 16 - Feb 17
This luxury hotel features a private beach, a full-service spa, and 3 restaurants. There's fun for all ages with a lazy river and a children's club, and supervised ...
Best of the best ! it was incredible! i want to go back again🙌♥️
Reviewed on Jan 12, 2026

Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
Fully refundableReserve now, pay when you stay
The price is $395 total per night from Feb 18 to Feb 19
$395 total
per night
Feb 18 - Feb 19
An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A garden, a library, and a picnic area ...
It was perfect location it was beautiful clean hotel I would definitely at least stay there again
Reviewed on Feb 10, 2026

Kompose Boutique Hotel
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
The price is $228 total per night from Feb 17 to Feb 18
$228 total
per night
Feb 17 - Feb 18
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. You'll ...
Yes to all
Reviewed on Feb 9, 2026

Tropical Breeze Resort
140 Columbus Blvd. Siesta Key FL
Fully refundableReserve now, pay when you stay
The price is $538 total per night from Mar 2 to Mar 3
$538 total
per night
Mar 2 - Mar 3
This hotel's 2 outdoor pools and hot tub are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. ...
The staff was very accommodating and helpful. The room was beautiful and comfortable. We’ll be back
Reviewed on Feb 9, 2026

Lido Beach Resort
700 Benjamin Franklin Dr Sarasota FL
Fully refundableReserve now, pay when you stay
The price is $722 total per night from Feb 17 to Feb 18
$722 total
per night
Feb 17 - Feb 18
This smoke-free resort features a private beach, 2 outdoor pools, and a restaurant. Spend a day at the beach surfing, or relax with beach cabanas and sun loungers. ...
It’s a great place
Reviewed on Feb 8, 2026

Zota Beach Resort
4711 Gulf of Mexico Dr Longboat Key FL
Fully refundableReserve now, pay when you stay
The price is $496 total per night from Feb 17 to Feb 18
$496 total
per night
Feb 17 - Feb 18
A private beach and an outdoor pool are featured at this smoke-free resort. Traveling on business? Take advantage of the business center and free WiFi in public ...
Loved the resort
Reviewed on Jan 31, 2026

Golden Host Resort - Sarasota
4675 N Tamiami Trl Sarasota FL
Fully refundable
The price is $125 total per night from Feb 17 to Feb 18
$125 total
per night
Feb 17 - Feb 18
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Free self parking, ...
Everything was great
Reviewed on Feb 10, 2026

Spark by Hilton Sarasota Siesta Key Gateway
6600 S Tamiami Trl Sarasota FL
Fully refundableReserve now, pay when you stay
The price is $268 total per night from Feb 15 to Feb 16
$268 total
per night
Feb 15 - Feb 16
This hotel features an outdoor pool, a hot tub, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink ...
Spark is an excellent hotel. The rooms are clean and beds are comfy. The pool area is gorgeous. We stayed for 5 nights and had zero problems. The breakfast could use some work but it is ok. Bagels, cereal, and yogurt parfaits.
Reviewed on Feb 11, 2026
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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Recent Osprey Village hotel reviews by fellow wanderers

Spark by Hilton Sarasota Siesta Key Gateway
5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Spark is an excellent hotel. The rooms are clean and beds are comfy. The pool area is gorgeous. We stayed for 5 nights and had zero problems. The breakfast could use some work but it is ok. Bagels, cereal, and yogurt parfaits. "
A verified traveler stayed at Spark by Hilton Sarasota Siesta Key Gateway
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