Find Romantic Hotels in Osprey, FL

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Check availability on Osprey Romantic Hotels

Tonight
1 Oct - 2 Oct
Tomorrow
2 Oct - 3 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Top Osprey Romantic Hotels

Bentley's Boutique Hotel, BW Premier Collection
Outdoor pool, free cabanas, pool umbrellas

Bentley's Boutique Hotel, BW Premier Collection

2.5 star property
8.6 out of 10, Excellent, (1000)
"Check in was backed up a bit at 7:00 p.m. Room was nice. Bar area outside was enjoyable with live music..drinks..the bright moon. Enjoyed the pool ...good temperature. Breakfast was good. Love the Coffee machine in the lobby area."
Bentley's Boutique Hotel, BW Premier Collection
Casey Key Resorts - Mainland
Outdoor dining

Casey Key Resorts - Mainland

2.5 star property
8.6 out of 10, Excellent, (1050)
"Great location, friendly staff."
Casey Key Resorts - Mainland
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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Top Osprey Hotel Reviews

Spark by Hilton Sarasota Siesta Key Gateway

Spark by Hilton Sarasota Siesta Key Gateway

10/10 Excellent
"This was a last minute decision but I don’t regret. Room was extremely clean and comfortable. This is what I like about Hilton: Beds are sooo comfortable. Thank you !"
Sandra 1-night trip
Posted 15 hours ago
Spark by Hilton Sarasota Siesta Key Gateway

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Frequently asked questions

Searching for romantic hotels in Osprey?
If you and your partner need a romantic escape, we'd like to help you plan for it. Our guests also love Osprey for its bar scene, array of dining options, and beautiful beaches. If you'd like to explore some of the area's notable sights, you might make a stop by Oscar Scherer State Park, Turtle Beach, or Nokomis Beach. If you'd like to stay close to a certain attraction, you can sort by neighborhood or distance to top landmarks, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Osprey?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Osprey: 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.
What is there to do in Osprey?
There's nothing better than experiencing a new destination with your sweetheart, so consider checking out all there is to see and do in Osprey. If you and your partner are interested in sampling the local food and drinks, you'll love Osprey for its bar scene and array of dining options. You might think about visiting Oscar Scherer State Park, Turtle Beach, or Nokomis Beach.
What's the best way to get to Osprey and around town during my romantic getaway?
These transportation options in Osprey might help your romantic trip get off to a smooth start: To get to Osprey, book a flight to Sarasota-Bradenton Intl. Airport (SRQ), which is the closest major airport, located 13.8 mi (22.2 km) from the city center. If you'd like to explore around the area, you may want a rental car for your journey.