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Explore Gay Accommodations in Winter Garden

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The Oasis: w/pool access En-Suite #1
The Oasis: w/pool access En-Suite #1
The Oasis: w/pool access En-Suite #1
The Oasis: w/pool access En-Suite #1
The Oasis: w/pool access En-Suite #1
LGBTQ Flaglock
Ken
Private room • 14.4 miles from Winter Garden
★ 5 (13)
The Oasis: w/pool access En-Suite #1
Host shares gay local tips • LGBTQ+ venues nearby • Gym nearby
Freshly Updated!
Travelers Rest
Travelers Rest
Travelers Rest
Travelers Rest
Travelers Rest
LGBTQ Flaglock
Tony
Private room • 16 miles from Winter Garden
★ 5 (10)
Travelers Rest
Clothing optional accepted • Host shares gay local tips • LGBTQ+ venues nearby
Freshly Updated!
Key West Cottage of Mt Dora
Key West Cottage of Mt Dora
Key West Cottage of Mt Dora
Key West Cottage of Mt Dora
Key West Cottage of Mt Dora
LGBTQ Flaglock
Troy
Entire place • 17.3 miles from Winter Garden
★ 5 (7)
Key West Cottage of Mt Dora
Dedicated workspace • Hot tub • Parking
Freshly Updated!
Beautiful home located in Winter Park, FL.
Beautiful home located in Winter Park, FL.
Beautiful home located in Winter Park, FL.
Beautiful home located in Winter Park, FL.
Beautiful home located in Winter Park, FL.
LGBTQ Flaglock
Charles
Private room • 16.5 miles from Winter Garden
★ 5 (9)
Beautiful home located in Winter Park, FL.
Host shares gay local tips • LGBTQ+ venues nearby • Gym nearby
Tugboat Resort Luxury King Room, Resort Pool, Lake & City View
Tugboat Resort Luxury King Room, Resort Pool, Lake & City View
Tugboat Resort Luxury King Room, Resort Pool, Lake & City View
Tugboat Resort Luxury King Room, Resort Pool, Lake & City View
Tugboat Resort Luxury King Room, Resort Pool, Lake & City View
LGBTQ Flaglock
J & Chris
Private room • 13.6 miles from Winter Garden
★ 5 (7)
Tugboat Resort Luxury King Room, Resort Pool, Lake & City View
Host shares gay local tips • LGBTQ+ venues nearby • Breakfast included
Beautiful Hollywood style home next to Disney World
Beautiful Hollywood style home next to Disney World
Beautiful Hollywood style home next to Disney World
Beautiful Hollywood style home next to Disney World
Beautiful Hollywood style home next to Disney World
LGBTQ Flaglock
Albert
Entire place • 16.8 miles from Winter Garden★ New
Beautiful Hollywood style home next to Disney World
Host shares gay local tips • LGBTQ+ venues nearby • Gym nearby
Cozy, Comfortable and Convenient to Downtown, MCO and Theme Parks
Cozy, Comfortable and Convenient to Downtown, MCO and Theme Parks
Cozy, Comfortable and Convenient to Downtown, MCO and Theme Parks
Cozy, Comfortable and Convenient to Downtown, MCO and Theme Parks
Cozy, Comfortable and Convenient to Downtown, MCO and Theme Parks
LGBTQ Flaglock
Sam
Private room • 14.9 miles from Winter Garden
★ 4.78 (9)
Cozy, Comfortable and Convenient to Downtown, MCO and Theme Parks
LGBTQ+ venues nearby • Dedicated workspace • Parking
Freshly Updated!
Quiet master suite in North Orlando
Quiet master suite in North Orlando
Quiet master suite in North Orlando
Quiet master suite in North Orlando
Quiet master suite in North Orlando
LGBTQ Flaglock
Richard
Private room • 11.7 miles from Winter Garden
★ 5 (6)
Quiet master suite in North Orlando
Clothing optional accepted • Host shares gay local tips • LGBTQ+ venues nearby
#1 Hotel
Friendly
Ramada by Wyndham Suites Orlando Airport- Free Airport Shuttle
Ramada by Wyndham Suites Orlando Airport- Free Airport Shuttle
Ramada by Wyndham Suites Orlando Airport- Free Airport Shuttle
Ramada by Wyndham Suites Orlando Airport- Free Airport Shuttle
Ramada by Wyndham Suites Orlando Airport- Free Airport Shuttle
Approval 
Instant
Hotel room *** • 18.4 miles from Winter Garden
★ 4.52 (1)
Ramada by Wyndham Suites Orlando Airport- Free Airport Shuttle
🏆 Pride Points x3
Wi-Fi • Pool • Parking
Booked 6 times
Freshly Updated!
New townhome in revitalized Packing District a few miles from downtown
New townhome in revitalized Packing District a few miles from downtown
New townhome in revitalized Packing District a few miles from downtown
New townhome in revitalized Packing District a few miles from downtown
New townhome in revitalized Packing District a few miles from downtown
LGBTQ Flaglock
Michael
Private room • 12.7 miles from Winter Garden
★ 4.5 (2)
New townhome in revitalized Packing District a few miles from downtown
Clothing optional accepted • LGBTQ+ venues nearby • Parking
#2 Hotel
Friendly
Days Inn & Suites by Wyndham Orlando Airport
Days Inn & Suites by Wyndham Orlando Airport
Days Inn & Suites by Wyndham Orlando Airport
Days Inn & Suites by Wyndham Orlando Airport
Days Inn & Suites by Wyndham Orlando Airport
Approval 
Instant
Hotel room ** • 16 miles from Winter Garden
★ 5 (3)
Days Inn & Suites by Wyndham Orlando Airport
🏆 Pride Points x3
Wi-Fi • Pool • Hot tub
Booked 5 times
Large private pool room close to downtown Orlando and entertainment.
Large private pool room close to downtown Orlando and entertainment.
Large private pool room close to downtown Orlando and entertainment.
Large private pool room close to downtown Orlando and entertainment.
LGBTQ Flaglock
Jonathan
Private room • 15 miles from Winter Garden
★ 5 (3)
Large private pool room close to downtown Orlando and entertainment.
Clothing optional accepted • LGBTQ+ venues nearby • Gym nearby
Comfortable Luxury
Comfortable Luxury
Comfortable Luxury
Comfortable Luxury
Comfortable Luxury
LGBTQ Flaglock
Sam
Private room • 14.9 miles from Winter Garden
★ 5 (3)
Comfortable Luxury
Host shares gay local tips • LGBTQ+ venues nearby • Gym nearby
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