A marina with docked boats, a wooden bridge, and a building with a red roof.

Osprey Hotel Guide - Boutique Hotels in Osprey, Florida

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Check availability on Osprey Boutique Hotels

Tonight
6 Sept - 7 Sept
Tomorrow
7 Sept - 8 Sept
Next weekend
11 Sept - 13 Sept
In two weeks
18 Sept - 20 Sept
No exact matches found, but these alternatives could be just right

Recommended hotels in Osprey

A pathway flanked by palm trees and a building with a covered patio area.
A resort with a pool, sun loungers, and a wooden deck.
A modern restaurant with multiple dining tables and chairs, a kitchen area, and large windows offering views of greenery.
A modern reception area with a wooden reception desk, a flat-screen TV, and a sign for Casey Key Resorts Mainland.

1. Casey Key Resorts - Mainland

Casey Key Resorts - Mainland
Osprey
United States
Staci
€80
includes taxes & fees
7 Sept - 8 Sept
Casey Key Resorts - Mainland
An aerial view of a beach with a large number of people, a clear blue sky, and a calm sea. There are buildings and palm trees visible in the foreground.
A dining area with a wooden table set for four, white plates, bowls, and cutlery. There are two chairs, a vase with flowers, and a kitchen area with a microwave and cabinets in the background.
A modern living room with a flat-screen TV displaying 'NETFLIX', a dining area with a table and chairs, and a kitchen in the background.
A modern kitchen with a white countertop, a black kettle, a sink with a black faucet, and a hanging light fixture.

2. Charming Osprey Home

Charming Osprey Home
Bay Acres
United States
Diane S.
€380
includes taxes & fees
8 Sept - 9 Sept
Charming Osprey Home
A cozy room with a bed, a small table with a welcome sign, a refrigerator, and a coffee maker.
A tented accommodation with a bed, pillows, a desk, and chairs.
A tented accommodation with a bed, a small table, and a hanging plant.
A tented accommodation with two beds, a bench, a table, and a hanging light fixture.

3. Fantastic Tented Cabin with Fire Pit in Sarasota, Florida

Fantastic Tented Cabin with Fire Pit in Sarasota, Florida
Sarasota
€300
includes taxes & fees
7 Sept - 8 Sept
Fantastic Tented Cabin with Fire Pit in Sarasota, Florida
A room with two beds, each with a black metal frame, white bedding, and striped pillows. There is a small table with a plant, a sign that says 'HAPPY CAMPING,' and a wooden floor.
A bed with a headboard, a bedside table with a sign that reads 'ADVENTURE AWAITS,' a wooden candle holder, and a small card on the table.
A tented accommodation with a picnic table, surrounded by trees.
A tented accommodation with a bed, pillows, a desk, and chairs.

4. Enjoyable Secluded Tented Cabin with Fire Pit in Sarasota, Florida

Enjoyable Secluded Tented Cabin with Fire Pit in Sarasota, Florida
Sarasota
€300
includes taxes & fees
7 Sept - 8 Sept
Enjoyable Secluded Tented Cabin with Fire Pit in Sarasota, Florida
A tent-style room with bunk beds, a central table, and a colorful rug.
A tented accommodation with a bed, a small table, a chair, and a refrigerator.
A tented accommodation with a central bed, bedside tables, a hanging light fixture, and a patterned floor.
A tent with a wooden platform, surrounded by trees and gravel.

5. Incredible Tented Cabin with Stunning Forest Views in Sarasota, Florida

Incredible Tented Cabin with Stunning Forest Views in Sarasota, Florida
Sarasota
€300
includes taxes & fees
7 Sept - 8 Sept
Incredible Tented Cabin with Stunning Forest Views in Sarasota, Florida
A tented accommodation with a central bed, bedside tables, a hanging light fixture, and a patterned floor.
A tent with two chairs and a welcome mat in front.
A tent with two chairs and a welcome mat, surrounded by trees and gravel.
A tent-style room with bunk beds, a central table, and a colorful rug.

6. Charming Secluded Tented Cabin in Sarasota, Florida

Charming Secluded Tented Cabin in Sarasota, Florida
Sarasota
€300
includes taxes & fees
7 Sept - 8 Sept
Charming Secluded Tented Cabin in Sarasota, Florida
A hotel room with two beds, a desk, a chair, a TV, and a window with blinds.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A hotel room with a desk, chair, sofa, and a TV.
A modern hotel room with a desk, office chair, sofa, TV, and dining area.

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

Holiday Inn Express Sarasota East - I-75 by IHG
Sarasota
United States
Jerry
€82
includes taxes & fees
13 Sept - 14 Sept
Holiday Inn Express Sarasota East - I-75 by IHG
An outdoor seating area with wicker furniture, a glass-top table, and a view of a lake and fountain.
A hotel room with a grey sofa, a small round table, a bed, and three framed pictures on the wall.
A lobby with a blue sofa, yellow armchairs, a reception desk, and a large white pendant light.
A hotel room with two beds, a nightstand, and a desk.

8. Comfort Suites Sarasota - Siesta Key

Comfort Suites Sarasota - Siesta Key
Sarasota
United States
Carol
€87
includes taxes & fees
27 Sept - 28 Sept
Comfort Suites Sarasota - Siesta Key
A multi-story hotel with a modern design, featuring balconies, a covered entrance, and lush landscaping.
A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a fence.
A hotel lobby with a reception desk, a refrigerator with beverages, and a microwave.
An outdoor patio with a fire feature, seating, and a bar area.

9. Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway
Sarasota
United States
Tina
€90
includes taxes & fees
7 Sept - 8 Sept
Spark by Hilton Sarasota Siesta Key Gateway
A lifeguard tower with a blue roof and white walls, situated on a sandy beach with clear blue water in the background.
A hotel with a palm tree entrance, a neon sign, and a tiled roof.
A swimming pool with a white pergola overhead, surrounded by lounge chairs and umbrellas.
A round table with two green placemats, a yellow napkin, and a glass vase with a pink flower.

10. Inn at the Beach

Inn at the Beach
Venice Island
United States
Barney
€117
includes taxes & fees
7 Sept - 8 Sept
Inn at the Beach
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Top Osprey Hotel Reviews

Siesta Key Palms Resort

Siesta Key Palms Resort

10/10 Excellent
"The cutest little resort! Would definitely stay again."
Erica 2-night trip
Posted 2 days ago
Siesta Key Palms Resort
Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

10/10 Excellent
"Muy limpio,tranquilo el lugar lo recomiendo"
Uliber 2-night trip
Posted 3 days ago
Casey Key Resorts - Mainland

Frequently asked questions

What's there to see and do in Osprey?
The beaches, bars and shopping are just some of the things to enjoy while you're in the area. Activities and attractions to experience around Osprey include Siesta Key Beach, Jim Neville Marine Preserve and Turtle Beach. You might also want to see places such as Lido Beach, Sarasota Opera House and John and Mable Ringling Museum of Art during your trip.
What kind of weather should I plan for when I travel to Osprey?
Having a good idea of the weather in Osprey will help you enjoy your stay to the fullest. The hottest months are usually August and July, with an average temperature of 28°C, while the coldest months are January and February, with an average of 19°C. Average annual precipitation for Osprey is 1126 mm.
What's the best way to get to my boutique hotel in Osprey?
You have a few options for travelling to and around Osprey. The closest major airport is Sarasota, FL (SRQ-Sarasota-Bradenton Intl.), which is located 13.8 mi (22.2 km) from the heart of the city. If you'd like to venture out around the area, you may want a rental car for your journey.

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