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Showing 1-20 of 33 Luxury Resorts

Pier House Resort & Spa

Key West, Florida, United States
$330
1-866-389-6689

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

Resort features:
  • Beach
  • Family
  • Meetings
  • Reunions
  • Wedding
  • Nature
  • Fishing
  • Romantic
  • Pet Friendly
  • Luxury
  • Honeymoon
  • Health
  • Diving
  • Holiday
  • Island
  • Spa

Chesapeake Beach Resort

Islamorada, Florida, United States
$179
1-866-588-0250

Savor the lavish surroundings at Chesapeake Beach Resort. Here, you can feel right at home in a spacious villa, relax on your private terrace or... more

Resort features:
  • Beach
  • Family
  • Meetings
  • Reunions
  • Wedding
  • Nature
  • Fishing
  • Romantic
  • Luxury
  • Honeymoon
  • Diving
  • Holiday
  • Island
  • Villas and Condos

Coral Bay Resort

Islamorada, Florida, United States
$129
1-888-328-0454

Imagine being all alone on a beautiful island--you'll feel like it when you stay at Coral Bay Resort. Enjoy breathtaking views of the island while you... more

Resort features:
  • Beach
  • Family
  • Reunions
  • Nature
  • Fishing
  • Romantic
  • Ecotourism
  • Luxury
  • Honeymoon
  • Diving
  • Holiday
  • Island

Key West Vacation Rentals

Key West, Florida, United States
$169
1-866-588-8139

Regardless of group size, you'll experience unparalleled luxury at Key West Vacation Rentals. For example, the The Curry House is a nine bath/nine bed... more

Resort features:
  • Beach
  • Family
  • Golf
  • Nature
  • Fishing
  • Romantic
  • Luxury
  • Honeymoon
  • Diving
  • Holiday
  • Island

Oceans Edge Key West Hotel & Marina

Key West, Florida, United States
$299
1-877-250-3908

Luxury is around every corner when you stay at the Oceans Edge Key West Hotel & Marina. From the full-service marina to the six oceanfront... more

Resort features:
  • Beach
  • Family
  • Fishing
  • Romantic
  • Luxury
  • Honeymoon
  • Holiday
  • Island

Luxury Rentals by At Home in Key West

Key West, Florida, United States
$175
1-877-695-2791

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

Resort features:
  • Beach
  • Family
  • Nature
  • Romantic
  • Pet Friendly
  • Luxury
  • Honeymoon
  • Holiday
  • Island
  • Villas and Condos

La Concha Hotel & Spa

Key West, Florida, United States
$213
1-866-452-5331

Built with city-chic luxuries and total comfort in mind, the La Concha Hotel & Spa has been updated to encourage relaxation, entertainment, and... more

Resort features:
  • Family
  • Nature
  • Romantic
  • Luxury
  • Historical
  • Honeymoon
  • Island
  • Spa
  • Villas and Condos

The Gardens Hotel

Key West, Florida, United States
$359
1-866-806-8810

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

Resort features:
  • Beach
  • Family
  • Romantic
  • Luxury
  • Honeymoon
  • Holiday
  • Island

The Heron House & Heron House Court

Key West, Florida, United States
$151
1-866-940-1047

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

Resort features:
  • Beach
  • Nature
  • Romantic
  • Luxury
  • Honeymoon
  • Island

Rent Key West Vacations

Key West, Florida, United States
$150
1-866-980-7608

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

Resort features:
  • Beach
  • Family
  • Golf
  • Nature
  • Fishing
  • Romantic
  • Ecotourism
  • Luxury
  • Historical
  • Honeymoon
  • Holiday
  • Island
  • Villas and Condos

Barefeet Rentals

Key Largo, Florida, United States
$175
1-866-599-3095

Ranging from a variety of styles and sizes, Barefeet Rnetals offers everything you expect in a luxurious getaway. Choose from waterview rentals to... more

Resort features:
  • Beach
  • Family
  • Nature
  • Fishing
  • Romantic
  • Ecotourism
  • Luxury
  • Honeymoon
  • Diving
  • Holiday
  • Island

Keys Holiday Rentals, Inc.

Islamorada, Florida, United States
$170
1-866-967-3004

Keys Holiday Rentals features a wide range of charming accommodations throughout the Upper Keys. These spacious rentals offer many modern amenities... more

Resort features:
  • Family
  • Nature
  • Fishing
  • Romantic
  • Luxury
  • Honeymoon
  • Holiday
  • Island
  • Villas and Condos

Sunrise Suites Resort

Key West, Florida, United States
$169
1-866-939-2501

The spacious two-bedroom, two-bathroom condominiums at Sunrise Suites Resort ensure your complete comfort and convenience. These charming rentals are... more

Resort features:
  • Beach
  • Family
  • Romantic
  • Pet Friendly
  • Luxury
  • Honeymoon

Curry House

Key West, Florida, United States
$138
1-866-939-2505

The Curry House is a charming retreat that's welcomed guests since the mid-1900s. It's nine bedrooms each offer its own unique style and amenities... more

Resort features:
  • Beach
  • Family
  • Romantic
  • Luxury
  • Honeymoon
  • Island

Vacation Homes of Key West

Key West, Florida, United States
$250
1-866-241-1140

Vacation Homes of Key West prides themselves on offering travelers with an impressive selection of accommodations that are beyond all your... more

Resort features:
  • Beach
  • Family
  • Fishing
  • Romantic
  • Luxury
  • Honeymoon
  • Holiday
  • Island

Garden House Bed & Breakfast

Key West, Florida, United States
$168
1-866-940-1121

The Garden House is an elegant retreat for your Key West vacation. Here, you will choose from twelve charming rooms, each with its own selection of... more

Resort features:
  • Beach
  • Family
  • Romantic
  • Luxury
  • Honeymoon
  • Island

Parrot Key Resort

Key West, Florida, United States
$179
1-866-939-3715

From the four incredible swimming pools to delightful poolside dining at the Café Blue to an unbeatable oceanfront location, you'll find luxury... more

Resort features:
  • Beach
  • Family
  • Reunions
  • Nature
  • Fishing
  • Romantic
  • Ecotourism
  • Luxury
  • Honeymoon
  • Holiday
  • Island
  • Villas and Condos

Tranquility Bay Beach House Resort

Marathon, Florida, United States
$279
1-866-452-5369

Tranquility Bay Beachhouse Resort's beautiful setting on the Gulf of Mexico offers you a truly luxurious beach vacation unlike any you've experienced... more

Resort features:
  • Beach
  • Family
  • Nature
  • Fishing
  • Romantic
  • Luxury
  • Historical
  • Honeymoon
  • Diving
  • Holiday
  • Island
  • Villas and Condos

Cheeca Lodge & Spa

Islamorada, Florida, United States
$199
877-497-6224

This is not the typical run-of-the-mill average luxury vacation hotel. Cheeca maintains its own fresh, playful twist on the idea with a combination of... more

Resort features:
  • Beach
  • Family
  • Meetings
  • Reunions
  • Wedding
  • Fishing
  • Romantic
  • Luxury
  • Island
  • Spa
  • Villas and Condos

The Westin Key West Resort & Marina

Key West, Florida, United States
$151
1.305.294.4000

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

Resort features:
  • Beach
  • Family
  • Meetings
  • Reunions
  • Wedding
  • Fishing
  • Romantic
  • Luxury
  • Spa
  • Villas and Condos

Showing 1-20 of 33 Luxury Resorts

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