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Showing 1-15 of 21 Luxury Resorts

Pier House Resort & Spa

Key West, Florida, United States
Compare
$330

Pier House Resort & Spa is a luxurious location to spend your next vacation. Indulge your palate at one of the three onsite award winning restaurants, take the afternoon and be pampered at the spa, enjoy the health club, private beach and the poolside bar. You will feel like royalty as you relax here in Key West! ... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 142 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Key West
  • Nearby Water Atlantic Ocean
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Family
  • Meetings
  • Reunions
  • Wedding
  • Nature
  • Fishing
  • Romantic
  • Pet Friendly
  • Luxury
  • Honeymoon
  • Health
  • Diving
  • Holiday
  • Island
  • Spa

Oceans Edge Key West Hotel & Marina

Key West, Florida, United States
Compare

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 swimming pools to the fantastic onsite restaurant, the Yellowfin Bar and Grill, you have everything you need for a magical vacation. And that's just the beginning! Their charming guestrooms and suites are... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 175 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Key West
  • Nearby Water Gulf of Mexico and Atlantic Ocean
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Family
  • Romantic
  • Luxury
  • Honeymoon
  • Holiday
  • Island

Key West Vacation Rentals

Key West, Florida, United States
Compare
$169

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 historic piece of Old Key West. Eight of the rooms have doors onto verandas, four of which overlook the heated pool. The inn is located in a quiet neighborhood only three short blocks off Duval St,... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 207 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Key West
  • Nearby Water Gulf of Mexico
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Family
  • Golf
  • Nature
  • Fishing
  • Romantic
  • Luxury
  • Honeymoon
  • Diving
  • Holiday
  • Island

The Heron House & Heron House Court

Key West, Florida, United States
Compare
$151

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 are well-furnished and feature amenities such as private baths, cable television, and in-room robes. Some rooms even have a private deck! Onsite, you will enjoy a complimentary breakfast every morning,... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 23 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Key West
  • Nearby Water Gulf of Mexico
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Nature
  • Romantic
  • Luxury
  • Honeymoon
  • Island

Rent Key West Vacations

Key West, Florida, United States
Compare
$150

Rent Key West Vacations offer numerous options that will have you feeling like you're in the lap of luxury. Choose properties with granite countertops, fine linens, jacuzzis and more. Make sure that every element of your Key West vacation is nothing but the finest when you stay with Rent Key West Vacations.... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 85 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Key West
  • Nearby Water Caribbean
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Family
  • Golf
  • Nature
  • Fishing
  • Romantic
  • Ecotourism
  • Luxury
  • Historical
  • Honeymoon
  • Holiday
  • Island
  • Villas and Condos

La Concha Hotel & Spa

Key West, Florida, United States
Compare
$213

Built with city-chic luxuries and total comfort in mind, the La Concha Hotel & Spa has been updated to encourage relaxation, entertainment, and rejuvenation. Spend time with your family in this beautiful hideaway complete with granite countertops, private balconies overlooking the city, dark wood plantation furnishings, and peacock colored... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 160 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Key West
  • Nearby Water Atlantic Ocean
  • Open Dates All Year
RESORT TYPE(S):
  • Family
  • Nature
  • Romantic
  • Luxury
  • Historical
  • Honeymoon
  • Island
  • Spa
  • Villas and Condos

The Gardens Hotel

Key West, Florida, United States
95
Excellent
387 Reviews
Compare
$263

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" by New York Times List, it's clear that the Gardens Hotel provides an unparalleled Florida vacation experience. This luxury boutique hotel offers impeccable service and amenities that brings guests... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 23 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Key West
  • Nearby Water Gulf of Mexico
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Family
  • Romantic
  • Luxury
  • Honeymoon
  • Holiday
  • Island

Parrot Key Resort

Key West, Florida, United States
Compare
$179

From the four incredible swimming pools to delightful poolside dining at the Café Blue to an unbeatable oceanfront location, you'll find luxury around every corner at the Parrot Key Resort. Choose from a guestrooms and one- and two-bedroom suites that offer modern amenities to keep you comfortable. Rent equipment right onsite for fun watersports,... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 148 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Key West
  • Nearby Water Gulf of Mexico
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Family
  • Reunions
  • Nature
  • Fishing
  • Romantic
  • Ecotourism
  • Luxury
  • Honeymoon
  • Holiday
  • Island
  • Villas and Condos

Curry House

Key West, Florida, United States
Compare
$138

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 that make it special. You will love private bathrooms and balconies, ceiling fans, and luxury linens. Enjoy breakfast cooked up everyday in the commercial kitchen and relax out on the lounge chairs... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 9 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Key West
  • Nearby Water Atlantic Ocean
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Family
  • Romantic
  • Luxury
  • Honeymoon
  • Island

Garden House Bed & Breakfast

Key West, Florida, United States
Compare
$168

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 amenities such as cable television and mini-refrigerator. Onsite, the lagoon-shaped pool provides you with a place to unwind easily, while the spacious patio area lets you soak up the sun as you indulge... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 12 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Key West
  • Nearby Water Gulf of Mexico
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Family
  • Romantic
  • Luxury
  • Honeymoon
  • Island

Sunrise Suites Resort

Key West, Florida, United States
Compare
$169

The spacious two-bedroom, two-bathroom condominiums at Sunrise Suites Resort ensure your complete comfort and convenience. These charming rentals are equipped with a full kitchen, a private balcony, and cozy furniture to ensure you feel right at home throughout your stay. Enjoy the views from your balcony, and whip up your favorite meals in the... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 48 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Key West
  • Nearby Water Gulf of Mexico
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Family
  • Romantic
  • Pet Friendly
  • Luxury
  • Honeymoon

Vacation Homes of Key West

Key West, Florida, United States
Compare
$250

Vacation Homes of Key West prides themselves on offering travelers with an impressive selection of accommodations that are beyond all your expectations. These are not just rentals where you can rest your head; these are charming beachfront cottages with cozy decks, spacious multi-bedroom condominiums with shared community pools, and luxurious... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 59 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Key West
  • Nearby Water Gulf of Mexico
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Family
  • Fishing
  • Romantic
  • Luxury
  • Honeymoon
  • Holiday
  • Island

Ocean Key Resort & Spa

Key West, Florida, United States
90
Excellent
1305 Reviews
$459

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 celebration. Located at the point where the Atlantic Ocean meets the Gulf of Mexico, you'll enjoy a plethora of activities from Waverunner rentals to soothing treatments at the Spa Terre at Ocean Key.... more

The Reach Resort A Waldorf Astoria Resort

Key West, Florida, United States
80
Very Good
1598 Reviews
$179

Experience unique beachside luxury combined with relaxing Florida charm when you stay at The Reach Resort. Unwind with an island-inspired massage right on the beach or soak up the sun on the area's only natural beach. After a day of relaxation or sandy fun, return to your lavish Caribbean-style room for a soothing end to your day.... more

1800 Atlantic Condominiums

Key West, Florida, United States
82
Very Good
30 Reviews
$195

Each interior space at 1800 Atlantic Condominiums is designed for convenience and stylish comfort. Features include living room wet bars, oversized whirlpool tubs, cable TV and more, all overlooking the ocean, courtyards & stunning tropical gardens – a Key West getaway the way it should be!... more

Showing 1-15 of 21 Luxury Resorts

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