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Gay and Gay-friendly Hotels in Osprey

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#1 Hotel
Friendly
Siesta Key Palms Resort
Siesta Key Palms Resort
Siesta Key Palms Resort
Siesta Key Palms Resort
Siesta Key Palms Resort
Approval 
Instant
Hotel room *** • 4.8 miles from Osprey
★ 5 (1)
Siesta Key Palms Resort
🏆 Pride Points x3
Wi-Fi • Pool • Spa
Booked 2 times
Gay-friendly
"Beautiful place to stay! Lush with tropical feel, just like being in the Caribbean. Bit far from beaches, b…» more
Friendly
Whitewood
Whitewood
Whitewood
Whitewood
Whitewood
Approval 
Instant
Hotel room • 4.4 miles from Osprey
★ 4.88 (1)
Whitewood
🏆 Pride Points x3
Wi-Fi • Pool • Parking
Friendly
Quality Inn Sarasota I-75
Quality Inn Sarasota I-75
Quality Inn Sarasota I-75
Quality Inn Sarasota I-75
Quality Inn Sarasota I-75
Approval 
Instant
Hotel room ** • 5.5 miles from Osprey
★ 4.12 (1)
Quality Inn Sarasota I-75
🏆 Pride Points x3
Wi-Fi • Pool • Parking
Friendly
Escape Casey Key
Escape Casey Key
Escape Casey Key
Escape Casey Key
Escape Casey Key
Approval 
Instant
Hotel room • 4.9 miles from Osprey
★ 5 (1)
Escape Casey Key
🏆 Pride Points x3
Wi-Fi • Pool • Spa
Friendly
Casey Key Resort - Gulf Shores
Casey Key Resort - Gulf Shores
Casey Key Resort - Gulf Shores
Casey Key Resort - Gulf Shores
Casey Key Resort - Gulf Shores
Approval 
Instant
Hotel room *** • 4.8 miles from Osprey
★ 4.64 (1)
Casey Key Resort - Gulf Shores
🏆 Pride Points x3
Wi-Fi • Parking • Private beach
Friendly
Twin Palms at Siesta
Twin Palms at Siesta
Twin Palms at Siesta
Twin Palms at Siesta
Twin Palms at Siesta
Approval 
Instant
Hotel room *** • 4.4 miles from Osprey
★ 5 (1)
Twin Palms at Siesta
🏆 Pride Points x3
Wi-Fi • Pool • Parking
Friendly
Days Inn by Wyndham Sarasota I-75
Days Inn by Wyndham Sarasota I-75
Days Inn by Wyndham Sarasota I-75
Days Inn by Wyndham Sarasota I-75
Days Inn by Wyndham Sarasota I-75
Approval 
Instant
Hotel room * • 5.4 miles from Osprey
★ 3.88 (1)
Days Inn by Wyndham Sarasota I-75
🏆 Pride Points x3
Wi-Fi • Pool • Parking
Friendly
Captiva Beach Resort (open private beach access)
Captiva Beach Resort (open private beach access)
Captiva Beach Resort (open private beach access)
Captiva Beach Resort (open private beach access)
Captiva Beach Resort (open private beach access)
Approval 
Instant
Hotel room ** • 4.5 miles from Osprey
★ 4.92 (1)
Captiva Beach Resort (open private beach access)
🏆 Pride Points x3
Wi-Fi • Pool • Parking
Best rated LGBTQ+ hosts by our community in Osprey
#1
Make yourself at home in historic Venice, Florida
Make yourself at home in historic Venice, Florida
Make yourself at home in historic Venice, Florida
Make yourself at home in historic Venice, Florida
Make yourself at home in historic Venice, Florida
LGBTQ Flag
John
Private room • Venice
★ 5 (3)
Make yourself at home in historic Venice, Florida
Clothing optional accepted • Parking • Air conditioning
#2
Sarasota Apartment 1BR Pet-Friendly w/ Fenced Patio, Close to Beaches
Sarasota Apartment 1BR Pet-Friendly w/ Fenced Patio, Close to Beaches
Sarasota Apartment 1BR Pet-Friendly w/ Fenced Patio, Close to Beaches
Sarasota Apartment 1BR Pet-Friendly w/ Fenced Patio, Close to Beaches
Sarasota Apartment 1BR Pet-Friendly w/ Fenced Patio, Close to Beaches
LGBTQ Flag
Fernando
Entire place • Sarasota
★ 5 (1)
Sarasota Apartment 1BR Pet-Friendly w/ Fenced Patio, Close to Beaches
LGBTQ+ venues nearby • Parking • Pets allowed
#3
This Artist’s Tropical Paradise - Saltwater Pool, Close to Everything!
This Artist’s Tropical Paradise - Saltwater Pool, Close to Everything!
This Artist’s Tropical Paradise - Saltwater Pool, Close to Everything!
This Artist’s Tropical Paradise - Saltwater Pool, Close to Everything!
This Artist’s Tropical Paradise - Saltwater Pool, Close to Everything!
LGBTQ Flag
Andrew
Private room • Bradenton
★ 5 (1)
This Artist’s Tropical Paradise - Saltwater Pool, Close to Everything!
Clothing optional accepted • Host shares gay local tips • LGBTQ+ venues nearby
Friendly
Casey Key Resorts - Beachfront
Casey Key Resorts - Beachfront
Casey Key Resorts - Beachfront
Casey Key Resorts - Beachfront
Casey Key Resorts - Beachfront
Approval 
Instant
Hotel room • 4.9 miles from Osprey
★ 4.8 (1)
Casey Key Resorts - Beachfront
🏆 Pride Points x3
Wi-Fi • Parking • Pets allowed
Friendly
Holiday Inn Express & Suites Sarasota East, an IHG Hotel
Holiday Inn Express & Suites Sarasota East, an IHG Hotel
Holiday Inn Express & Suites Sarasota East, an IHG Hotel
Holiday Inn Express & Suites Sarasota East, an IHG Hotel
Holiday Inn Express & Suites Sarasota East, an IHG Hotel
Approval 
Instant
Hotel room *** • 5.5 miles from Osprey
★ 4.28 (1)
Holiday Inn Express & Suites Sarasota East, an IHG Hotel
🏆 Pride Points x3
Wi-Fi • Pool • Hot tub
Friendly
Blue Sage
Blue Sage
Blue Sage
Blue Sage
Blue Sage
Approval 
Instant
Hotel room • 4.4 miles from Osprey
★ 5 (1)
Blue Sage
🏆 Pride Points x3
Wi-Fi • Pool • Parking
Friendly
Spark by Hilton Sarasota Siesta Key Gateway
Spark by Hilton Sarasota Siesta Key Gateway
Spark by Hilton Sarasota Siesta Key Gateway
Spark by Hilton Sarasota Siesta Key Gateway
Spark by Hilton Sarasota Siesta Key Gateway
Approval 
Instant
Hotel room *** • 4.8 miles from Osprey
★ 4.52 (1)
Spark by Hilton Sarasota Siesta Key Gateway
🏆 Pride Points x3
Wi-Fi • Pool • Hot tub
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