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 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
Key West
Westwinds Inn
Westwinds Inn is a charming, adults-only Victorian-style boutique hotel located in the Historic Seaport District of Old Town Key West.
Islamorada
Island Villa Rental Properties
Discover Island Villa: Luxury Florida Keys getaways await.
Key West
Historic Hideaways/Key West Realty
Historic Hideaways offers a curated selection of private Key West vacation homes, including cottages, townhomes, and historic residences, many with private pools.
Key West
Coconut Mallory Resort & Marina
Coconut Mallory Marina + Resort is a laid-back, family-friendly retreat in Key West, offering studio, one-bedroom, and two-bedroom condos with full kitchens.
Islamorada
The Moorings Village & Spa
The Moorings Village is a private 18-acre beachfront resort in Islamorada, offering 18 secluded cottages nestled among 800 coconut palms, providing a tranquil and intimate setting.
Islamorada
Scuba Town USA
Scuba Town USA in Islamorada offers an all-in-one dive and vacation experience with lodging, dining, pools, a private beach, and access to multiple dive-related businesses, all set within Three Waters Resort & Marina.
Key West
Rent Key West Vacations
Key West condos and vacation rentals with full kitchens and linens—learn more.
Key West
La Pensione Inn
La Pensione Inn is an adults-only boutique guesthouse in Old Town Key West, featuring Victorian architecture, a pool, and complimentary breakfast.
Marathon
Gulf View Waterfront
Gulf View Waterfront Resort offers a laid-back, Old Florida experience with spacious rooms featuring kitchenettes, an oceanfront pool, complimentary kayaks and paddleboards, and pet-friendly accommodations.
Key West
Blue Marlin Motel
Blue Marlin Motel in Key West (1320 Simonton Street, MM 0.5) offers clean, comfortable rooms with fridges, microwaves, and cable TV, centered around a sun-soaked heated pool just steps from the Atlantic and Duval Street.
Islamorada
Keys Holiday Rentals
Keys Holiday Rentals offers vacation homes and condos in Islamorada, Florida Keys, perfect for waterfront stays, fishing trips, and family getaways.
