Showing 21-40 of 43 Luxury Resorts
Preferred Properties Key West features an exclusive list of luxurious condominiums and homes around Key West. Private swimming pools, outdoor hot... more
- Beach
- Family
- Romantic
- Pet Friendly
- Luxury
- Honeymoon
- Holiday
- Island
- Villas and Condos
Pier House Resort & Spa is a luxurious location to spend your next vacation. Indulge your palate at one of the three onsite award winning... more
- Beach
- Family
- Meetings
- Reunions
- Wedding
- Nature
- Fishing
- Romantic
- Pet Friendly
- Luxury
- Honeymoon
- Health
- Diving
- Holiday
- Island
- Spa
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
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
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
Rent Key West Vacations offer numerous options that will have you feeling like you're in the lap of luxury. Choose properties with granite... more
- Beach
- Family
- Golf
- Nature
- Fishing
- Romantic
- Ecotourism
- Luxury
- Historical
- Honeymoon
- Holiday
- Island
- Villas and Condos
The spacious two-bedroom, two-bathroom condominiums at Sunrise Suites Resort ensure your complete comfort and convenience. These charming rentals are... more
- Beach
- Family
- Romantic
- Pet Friendly
- Luxury
- Honeymoon
Keys Holiday Rentals features a wide range of charming accommodations throughout the Upper Keys. These spacious rentals offer many modern amenities... more
- Beach
- Family
- Nature
- Fishing
- Romantic
- Pet Friendly
- Luxury
- Honeymoon
- Holiday
- Island
- Villas and Condos
Get all the fun and thrill of a vacation in the Florida Keys for a great value! Located on sun-drenched Key Largo, the Marina Del Mar Resort &... more
- Beach
- Family
- Romantic
- Luxury
- Island
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
Resting on a 60-acre island in the Florida Keys, there's very little about Hawks Cay Resort that doesn't scream luxury. This incredible destination... more
- Beach
- Family
- Golf
- Meetings
- Reunions
- Wedding
- Nature
- Fishing
- Romantic
- Ecotourism
- Luxury
- Honeymoon
- Health
- Diving
- Holiday
- Island
- Spa
- Villas and Condos
- Waterpark
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
These spacious condos and vacation homes offer all the comforts of home and more! Flat-screen televisions, cable, Wi-Fi access, and full kitchens make... more
- Beach
- Family
- Golf
- Romantic
- Luxury
- Honeymoon
- Health
- Holiday
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
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 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
At The Westin Key West you'll find luxury in every corner. From their beautiful 19th century atmosphere to their modern amenities in every room,... more
- Beach
- Family
- Meetings
- Reunions
- Wedding
- Fishing
- Romantic
- Luxury
- Spa
- Villas and Condos
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
From fresh, local fare featuring Spanish, African, and Caribbean cuisines, to the phenomenal, French fusion of Pierre's, the Morado Bay Beach Cafe,... more
- Family
- Wedding
- Nature
- Fishing
- Romantic
- Luxury
- Honeymoon
- Health
- Island
- Spa
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