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.
Filters
Key West
Southernmost Beach Resort
Southernmost Beach Resort & Guesthouses is an oceanfront Key West escape featuring multiple heated pools, beachfront dining, a full-service spa, and lush tropical gardens just steps from Duval Street.
Weddings Max
200
Meetings Max
200
Total Space
1476 sq ft
Largest Room
800 sq ft
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.
Islamorada
Matecumbe Resort
Matecumbe Resort is an oceanfront, family-friendly resort in Islamorada, offering fully equipped suites, a heated pool, private beach, and complimentary kayaks and bicycles.
Marathon
Villa Paraiso Vacation Rentals
Villa Paraiso Vacation Rentals offers luxurious, handpicked properties in Marathon and Miami, with personal concierge service and premium comfort.
Key Largo
Blue Fin Rock Harbor RV Park & Marina
RV Key Largo (Blue Fin Rock Harbor Marina & RV Resort) offers oceanfront and oceanview RV sites with full hookups, cable, and water access—ideal for families, anglers, and road-trippers exploring the Florida Keys.
Islamorada
Cheeca Lodge & Spa
Cheeca Lodge & Spa is a luxury oceanfront resort in Islamorada, offering elegant rooms, a 9-hole golf course, multiple dining options, and a full-service spa. Ideal for couples and families seeking a tranquil Keys getaway.
Meetings Max
675
Total Space
16000 sq ft
Largest Room
10000 sq ft
Marathon
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
Waterfront resort in Marathon offering coastal luxury, a full-service marina, spa, dining, four pools, and a sister property, Courtyard by Marriott.
Weddings Max
130
Meetings Max
130
Total Space
1820 sq ft
Largest Room
1820 sq ft
Key West
Ella's Cottages
Bohemian Key West charm awaits at Ella’s Cottages—stylish, cozy, and full of island spirit.
Key West
Center Court Key West
Center Court Key West offers boutique vacation rentals in Old Town, featuring 9 private suites with heated pools, lush gardens, and a central location just steps from Duval Street.
Key Largo
Kona Kai Resort, Gallery and Botanic Gardens
Kona Kai Resort offers adults-only boutique accommodations with a private beach, botanical gardens, and art gallery in Key Largo, Florida Keys.
Weddings Max
50
Meetings Max
50
Islamorada
Island Bay Resort
Island Bay Resort is an adults-only boutique escape with tropical cottages, a private beach, and free kayaks & SUPs.
Key Largo
Kings Kamp RV Park, Motel & Marina
Kings Kamp offers waterfront RV sites, cottages, and motel rooms in Key Largo, Florida Keys, with marina access and pet-friendly accommodations.
