Places to Stay

New Orleans House is a gay male-only guesthouse on Duval Street in Key West, featuring a clothing-optional pool, rooftop sundeck, and complimentary happy hour.

Marina Del Mar Resort & Marina is a waterfront resort in Key Largo featuring pet-friendly rooms, deep-water marina slips, pools, and on-site dining.

Oceanfront condos in Islamorada with stunning views, pool, tennis, and beach fun!

Blue Flamingo Resort in Key West offers a reimagined getaway with tropical-style rooms, two lively pools with luxe cabanas, and poolside dining at Rum Row and Toasted Coconut.

Tropical seaside stay with marina access and on-site dining.

Bayside Villas by Islander Resort offers fully renovated, two-bedroom townhouse-style accommodations in Islamorada, featuring a bayview pool, water sports access, and private boat slips. Ideal for families, friends, and extended stays.

Tea Table Key is a spectacular, car-accessible private island estate in Islamorada, spanning over 15 acres and offering complete exclusivity just off the Overseas Highway.

Florida Bay Club is a laid-back, Key Largo timeshare resort offering spacious 2- and 3-bedroom units with full kitchens and balconies, plus a heated pool, docks, and bayfront access—perfect for families and boating enthusiasts.

Star Properties Destinations is a vacation rental and property management company in the Florida Keys, offering a variety of accommodations across Key Largo, Islamorada, Marathon, Tavernier, and the Lower Keys.

Charming beachfront condos in Key Colony Beach, perfect for a relaxing Florida Keys getaway.

Charming eco-lodge on Big Pine Key with oceanfront views and Key deer nearby.

Coconut Cay RV Resort is a boutique family-operated RV park in Marathon, Florida, featuring 25 spacious sites with electric, water, and sewer hookups. Enjoy a heated pool, private sunset beach, and easy access to boat dockage.

The Reach Key West, Curio Collection by Hilton, is a luxurious beachfront resort situated on the island's only private natural sand beach.

Coupon Key is a secluded private island located at Mile Marker 27.5 in the Florida Keys, offering breathtaking sunset views, wildlife sightings, and a rooftop bar for a tranquil escape.

Drift Hotel is a boutique waterfront retreat in Key Largo offering modern, eco-chic rooms with bay views, complimentary kayaks, paddleboards, and bicycles, plus a private dock and fire pit. Ideal for couples and small groups seeking a tranquil, adventure-filled escape.