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
Seven Keys Vacations
Seven Keys Vacations is a locally managed Florida Keys vacation rental company with over 200 homes, condos, and waterfront properties stretching from Key West to Key Largo — your one-stop shop for oceanfront escapes, canal-front retreats, pet-friendly homes, private pools, and boat dock properties throughout the Keys.
Key West
Seashell Motel & Key West Youth Hostel
Seashell Motel & Key West Hostel is a budget-friendly, centrally located lodging offering private rooms and dorms, free Wi-Fi, on-site bike rentals, and proximity to Duval Street.
Key West
Courtney's Place Historic Cottages
Eighteen cottages, studios and rooms down a quiet lane a block and a half off Duval, gathered around a small plunge pool in a gated courtyard. Every unit takes pets, and the off-street parking is free, which in Old Town is practically unheard of.
Key West
Vacation Homes of Key West
Vacation Homes of Key West is a locally owned boutique vacation rental company offering a curated collection of authentic island-style homes.
Marathon
Tranquility Bay Beachfront Resort
Savor the Keys with a $50-per-night dining credit at Tranquility Bay's Culinary Escape.
Weddings Max
30
Meetings Max
30
Total Space
450 sq ft
Largest Room
450 sq ft
Key West
Pier House Resort & Spa
Pier House Resort & Spa is a historic oceanfront retreat in Old Town Key West, featuring a private white sand beach, full-service spa, three dining venues, and the iconic Chart Room Bar
Weddings Max
120
Meetings Max
120
Total Space
2600 sq ft
Largest Room
2000 sq ft
Marathon
Casa De Addison
RentalsInMarathon.com offers stunning vacation homes in the heart of the Florida Keys. Experience breathtaking ocean views, pristine beaches, and vibrant marine life. Perfect for relaxation and adventure, their handpicked rentals provide comfort and...
Key West
Marquesa Hotel
The Marquesa Hotel is a boutique adults-only retreat in Key West’s historic district, offering lush garden setting, three pools, and the award-winning Café Marquesa.
Key West
Historic Hideaways/Key West Realty
Thirty-three Key West houses, cottages, townhomes and condos, most of them in the Old Town Historic District, from an agency that has been at it since 1996. Stays run by the week, the month or the season, so plan on settling in rather than passing through.
Key Largo
Reefhouse Resort & Marina
Escape to Reefhouse Key Largo: luxury bayside resort with beach, spa, and marina.
Weddings Max
250
Meetings Max
200
Total Space
16000 sq ft
Largest Room
3000 sq ft
Key West
Boyd's Key West Campground
Boyd’s Key West Campground offers a variety of accommodations including RV sites, tiny homes, and tent camping.
Key West
Ridley House
Bohemian luxury in a historic Key West mansion with pool and chef's breakfast.
Weddings Max
40
Meetings Max
40
The Lower Keys
Coupon Key Island
A whole private island in the Lower Keys, reachable only by boat, with a bar built on the roof of the house. You climb up, you pour something cold, and there is nobody else out there.
Key West
Colors on White Apartments
Colors on White offers vibrant, apartment-style accommodations in Old Town Key West. Each unit features a private entrance, kitchenette, and access to a pool with a cascading waterfall.
Key West
The Capitana Key West
The Capitana Key West is a boutique waterfront hotel offering coastal-chic accommodations, a heated pool with a tiki bar, private beach access, and pet-friendly cottages.
