Places to Stay

Locally owned vacation rental company offering a variety of homes and condos in Marathon, FL. Features include private pools, pet-friendly options, and concierge services.

Westwinds Inn is a charming, adults-only Victorian-style boutique hotel located in the Historic Seaport District of Old Town Key West.

Stay in the heart of Key West with stylish rooms, rooftop pool, and free breakfast!

Boyd’s Key West Campground offers a variety of accommodations including RV sites, tiny homes, and tent camping.

Discover Pennekamp Park: Nature, adventure, and fun await you!

Luxury 2-story townhome in Key West's premier Truman Annex, near Duval St.

The Cabana Clubis a premier private swim and beach club offering a range of amenities including a heated/cooled pool, private sandy beach, spa/whirlpool, showering facilities, full bar, and a beach shop.

Key Lime Sailing Club & Cottages offers a unique, all-inclusive waterfront retreat in Key Largo, featuring self-contained cottages with unlimited sailboat use, kayaks, snorkeling gear, and more.

Luxurious Key West all-suite retreat with kitchens, pools, and Duval vibes.

Luxury Florida Keys retreat for inspiring executive escapes and unforgettable vacations.

The Hammocks at Marathon is a tropical resort offering spacious studios and 1- and 2-bedroom suites with full kitchens, balconies, and access to amenities like a heated pool, hot tub, tiki bar, and marina.

Vacation Homes of Key West is a locally owned boutique vacation rental company offering a curated collection of authentic island-style homes.

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.

Waterfront Florida Keys rental with sailboat included—perfect for sailors and nature lovers!