Places to Stay

Claim your corner of The Florida Keys & Key West. Waterfront resorts, tucked-away inns, vacation rentals with a dock out back, campgrounds under the palms...however you like to unwind, there's a place here that gets it. Filter by destination, amenities or whatever matters most and find the spot that turns your trip from planned to perfect. Checkout is the only thing that should stress you out.

Marathon

Dolphin Vacation Rental Homes

Dolphin Vacations offers a curated selection of vacation rentals in Key West and Marathon, FL, including historic homes and modern condos. Properties like Casa Rosa provide private pools and prime locations near Duval Street.

Key West

Blue Flamingo Resort

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.

Key Largo

Gilbert's Resort

Gilbert’s Resort & Marina is a laid-back waterfront resort in Key Largo, featuring waterfront rooms, a private beach, and the Keys’ largest tiki bar with live music and dining.

Key West

Historic Key West Vacation Rentals

Historic Key West Vacation Rentals offers a curated selection of luxury vacation homes, cottages, and condos in the Key West Historic District.

Islamorada

Florida Keys Brewing Co.

Florida Keys Brewing Co. is the Upper Keys’ first microbrewery, serving award-winning craft beers in a vibrant beer garden and taproom located in Islamorada’s Morada Way Arts District—perfect for beer lovers and locals alike. Also offers a vacation rental.

Key West

Alexander Palms Court

Charming Key West oasis with private baths, heated pool, and prime location.

The Lower Keys

Sunshine Key RV Resort & Marina

RV on the Go — mobile home & RV vacation rentals in the Florida Keys, offering turnkey setups where you arrive and relax without hauling your own trailer.

Islamorada

Nest Villa at Holiday House

The Nest Villa in Islamorada is a private upper-level retreat with two bedrooms, panoramic Florida Bay views, and marina access with free dockage.

Key West

Casa Del Sol, a Key West Vacation

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

Key West

Courtney's Place Historic Cottages

Charming historic cottages in the heart of Old Key West, steps from Duval Street!

Key Largo

Florida Keys Luxury Rentals

Florida Keys Luxury Rentals offers high-end vacation homes throughout the Keys, pairing luxury accommodations with personalized concierge, private boating, fishing, gourmet meals, and diving experiences.