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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Key West
Colocada Vacation Rentals @ Sunrise Suites Resort
Colocada Vacation Rentals specializes in upscale Key West accommodations, offering nightly, weekly, and monthly rentals with VIP-level guest services rooted in generations of local expertise.
Islamorada
Freewheeler Vacations
Freewheeler Vacations is the Upper and Middle Keys’ largest and longest-running vacation rental company, offering everything from cozy condos to grand estates, backed by 30+ years of expert service.
Key Largo
Playa Largo Resort & Spa
Luxury beachfront resort in Key Largo with stunning bay views, spa, and watersports.
Weddings Max
1400
Meetings Max
600
Total Space
9275 sq ft
Largest Room
4761 sq ft
Key West
Authors Guesthouse
Stay inspired in a charming Key West guesthouse honoring literary legends.
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.
Marathon
Conch Key Fishing Lodge & Marina
Escape to paradise at Conch Key Fishing Lodge—prime fishing, stunning views, and cozy waterfront rooms!
Key West
The Gardens Hotel & Cottages d'vine Wine Gallery
The Gardens Hotel is a boutique hotel in Key West, offering luxurious accommodations, lush tropical gardens, and a serene atmosphere, just steps from Duval Street.
Key West
Fairfield Inn & Suites by Marriott
Fairfield Inn & Suites Key West at The Keys Collection is a newly renovated, family-friendly hotel near the airport offering a heated outdoor pool, fitness center, and complimentary breakfast—perfect for convenient island getaways
Marathon
Grassy Flats Resort & Beach Club
Eco-friendly boutique resort in the Florida Keys with oceanfront dining, water sports, and unique "olde Florida" charm.
Key West
Key West Hideaways
Key West Hideaways: premier Key West vacation rentals with full service.
Islamorada
Lime Tree Bay Resort
Lime Tree Bay Resort offers beachfront accommodations with multiple heated pools, complimentary watersports, and boat dockage in the Florida Keys.
Key West
Island City House Hotel
Island City House Hotel blends historic charm with lush gardens, pool, and three unique guesthouse styles in Old Town Key West. Perfect for families, wedding groups, or history lovers.
Key Largo
Coconut Palm Inn
Coconut Palm Inn is a boutique beachfront hotel on the Florida Bay in Tavernier, offering 450 feet of private beach, 19 stylish rooms and suites, and spectacular sunset views. Ideal for couples and small groups seeking a tranquil Keys retreat.
Marathon
Casa Feliz Florida Keys
Elegant three-story oceanfront villa on Grassy Key with private beach, pool, and luxury amenities.
