Key West Pride

key west pride

Key West Pride is June 1-5, 2022. Presented by the Key West Business Guild, events showcase the diversity and welcoming atmosphere that make the southernmost city a top vacation destination for LGBTQ visitors. The festival schedule typically includes pool parties at guesthouses and emporiums, drag shows by Key West’s top performers, a street fair on famed Duval Street, nighttime soirees at local clubs, a burlesque-style show with an LGBTQ flair and the lively "Rainbow Roast."

Historic Key West Vacation Rentals invites you to experience our very colorful luxury Key West vacation rentals for your most extraordinary Pride experience in the Caribbean. These nightly, weekly and monthly rentals are just some of our premier guest cottages and Conch homes to choose from.

Casablanca Too - Nightly Rental 1 Bedroom 1 Bath Sleeps 2

Enjoy fresh air and sunshine from your front porch or backyard hot tub at Casablanca Too. This pet friendly vacation home is comfortably furnished and ready to welcome you and your fur baby. From your bedroom, you can open the French doors and step out to the backyard’s lush foliage and private hot tub. You will also enjoy the outdoor dining set, umbrella, and gas grill. Your own washer and dryer may be found in the outdoor shed near the hot tub.

Butterfly Cottage - Nightly Rental 2 Bedrooms 2 Bath Sleeps 4

Beautifully renovated, this Key West vacation home is trimmed with a white picket fence and boasts solid surface floors and an open concept living room/kitchen. Private wrap around deck with hot tub and outdoor shower. Comfortable seating, an umbrella dining table with chairs and a gas grill are provided for your enjoyment.

Poinciana Paradise - Group Rental 2 Bedrooms 2 Bath Sleeps 6

The entire house includes a total of two bedrooms and two bathrooms. Each floor has a king bedroom with an ensuite bath and tub/shower combination. There is a living room sleeper sofa on each level for a child or additional guest. From the lower-level bedroom, you can access your private hot tub via French doors. From the upper-level bedroom, you can access your covered porch via French doors.

Villa Luxe - Nightly Rental 3 Bedrooms 3.5 Bath Sleeps 7

The large outdoor area with a private pool provides you with a quiet yet playful haven in a terrific location. The décor, like the property itself, combines contemporary Key West with jet-set sparkle. Six grand Royal Palms lining the elongated pool function as a foyer and set the scene for this VIP-only vacation site. Loungers, grill, an outdoor shower, and lavish outdoor seating complete your perfect, opulent Key West vacation. Spoil yourself in the splendor of Villa Luxe!

Dreaming on Duval - Nightly Rental 5 Bedrooms 4.5 Bath Sleeps 10

 As you enter the front gate of this luxury key West property, you arrive in a private wonderland on the quieter end of Duval Street. Enjoy morning coffee or people watching on the elevated, partially covered front porch. The home’s backyard oasis includes a covered rear patio, a private pool with waterfall feature and lush landscaping. A gas grill and outdoor furniture allow you to dine under the stars.

Again, these are some of the luxury rentals available for Key West Pride.  View our collection of nightly and monthly rentals and reserve your vacation with our professional vacation planners by calling 305.296.1010. We're happy to help you plan your stay!