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.
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Dream Bay Resort
Dream Bay Resort is a private, gated resort and wedding venue in Key Largo, offering five charming cottages, a small marina, and breathtaking sunset views over Florida Bay. Ideal for romantic getaways and intimate weddings.
KeysCations Vacation Rentals
KeysCations offers a curated selection of luxury vacation homes in Marathon, FL, featuring private pools, docks, and ocean views. Ideal for families and groups seeking a tranquil Keys getaway.
Caribbean Soul Charters
Waterfront Florida Keys rental with sailboat included—perfect for sailors and nature lovers!
Opal Key Resort & Marina
Opal Key Resort & Marina is a luxury waterfront resort in the heart of Old Town Key West, offering 178 elegant rooms, Lolita’s Coastal Cocina, a 37-slip marina, and a sparkling pool just steps from Mallory Square and Duval Street.
Cayo Hueso Resorts
Cayo Hueso Resorts offers tropically elegant vacation rentals in Old Town Key West. Choose from private 1–3 bedroom bungalows, cottages, and homes, just steps from Duval Street.
Ocean Pointe Suites
Set on a private 60-acre oceanfront sanctuary, this resort offers spacious one- and two-bedroom suites, a private sandy beach, Jr. Olympic pool, deep-water marina, oceanfront gazebo, and tennis/pickleball courts.
La Casa Habana Vacation Rental
La Casa Habana — private waterfront vacation home on Grassy Key with pool, dock, and gulf views.
Marrero's Guest Mansion
Marrero’s Guest Mansion is an adults-only boutique B&B in Old Town Key West, offering unique rooms in a restored Victorian mansion with a saltwater pool.
Key Largo Vacation Home Rentals
Key Largo Vacay — family-friendly vacation rental and lodging service in Key Largo, where waterfront amenities and island comfort meet.
Bud N Mary's Fishing Marina
Bud N' Mary's: Florida Keys' oldest, largest fishing fleet with charters, lodging, and epic fishing adventures!
Mar-Key Islamorada
Mar‑Key Islamorada is an exclusive oceanfront private estate in the Florida Keys blending historic Old Florida charm with modern luxury.
Morning Star Sailing Charters
Morning Star Sailing Charters offers personalized sailing experiences in the Florida Keys, including captained and bareboat charters, sunset cruises, and snorkeling tours.