Showing 16-30 of 31 Luxury Resorts
Built with city-chic luxuries and total comfort in mind, the La Concha Hotel & Spa has been updated to encourage relaxation, entertainment, and... more
- Family
- Nature
- Romantic
- Luxury
- Historical
- Honeymoon
- Island
- Spa
- Villas and Condos
Here, you can customize your own room that will host up to six people and enjoy plenty of luxury comforts that you expect in a luxury hotel... more
- Beach
- Family
- Fishing
- Romantic
- Luxury
- Boutique
- Holiday
- Bed & Breakfasts, Inns
Named "The Best in the World" by Conde Nast Traveler, rated #1 of 42 hotels in Key West by TripAdvisor, and called "The Prettiest Hotel in Key West"... more
- Beach
- Family
- Romantic
- Luxury
- Honeymoon
- Holiday
- Island
Originally a historic conch estate, the Cabana Inn now features charming cottages and an elegant inn that offers everything you're looking for in a... more
- Beach
- Family
- Fishing
- Romantic
- Ecotourism
- Luxury
- Honeymoon
- Holiday
- Bed & Breakfasts, Inns
From the four incredible swimming pools to delightful poolside dining at the Café Blue to an unbeatable oceanfront location, you'll find luxury... more
- Beach
- Family
- Reunions
- Nature
- Fishing
- Romantic
- Ecotourism
- Luxury
- Honeymoon
- Holiday
- Island
- Villas and Condos
Escape to the beauty and serenity of Key West, Florida, where the water is turquoise blue and the sunsets are radiant. With its island inspired charm... more
- Beach
- Family
- Romantic
- Luxury
- Honeymoon
- Boutique
- Bed & Breakfasts, Inns
At Home in Key West strives to do exactly as their name suggests: make you feel right at home. Their impressive selection of Key West accommodations... more
- Beach
- Family
- Nature
- Romantic
- Pet Friendly
- Luxury
- Honeymoon
- Holiday
- Island
- Villas and Condos
The beautiful Banyan Resort presents a truly unique Key West vacation experience. Combining the classic elements of the past with the modern... more
- Beach
- Nature
- Fishing
- Romantic
- Luxury
- Holiday
- Timeshare
- Villas and Condos
Bed and breakfasts aren't just for mainland staycations! Up the ante and book the best no-stress spa experience with an in-room or ocean side massage... more
- Beach
- Nature
- Romantic
- Luxury
- Honeymoon
- Villas and Condos
The Inn at Key West offers quality amenities like 42 inch plasma televisions, access to the state-of-the-art facilities overlooking the ocean, a... more
- Beach
- Family
- Nature
- Luxury
- Holiday
- Villas and Condos
The Heron House & Heron Court are both elegant estates that provide you with all the comforts you'd expect of a five-star hotel. Spacious rooms... more
- Beach
- Nature
- Romantic
- Luxury
- Honeymoon
- Island
The Pegasus is the only Art Deco Hotel Located in the heart of downtown Key West, Florida and walking distance from all Key West's famous attractions:... more
- Family
- Holiday
- Luxury
- Romantic
Sunset Key Guest Cottages, a Luxury Collection Resort
Imagine yourself sipping your morning coffee as you relax in a comfortable Adirondack chair on the private porch of a charming cottage as a basket of... more
- Beach
- Family
- Meetings
- Reunions
- Wedding
- Romantic
- Luxury
- Honeymoon
- Cabins, Cottages, and Chalets
- Island
- Spa
Ocean Key Resort & Spa is an intimate world-class resort in Key West, where sunny days glide naturally into moonlit nights and every sunset is a... more
- Beach
- Family
- Romantic
- Luxury
- Island
- Spa
Experience unique beachside luxury combined with relaxing Florida charm when you stay at The Reach Resort. Unwind with an island-inspired massage... more
- Beach
- Family
- Meetings
- Wedding
- Fishing
- Romantic
- Luxury
- Honeymoon
- Holiday
- Spa
- Villas and Condos