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Florida Keys Articles

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
  • Wedding
  • Romantic
  • Luxury
  • Honeymoon
  • Holiday
  • Spa

Cheeca Lodge & Spa

Islamorada, Florida, United States
85
Very Good
1712 Reviews
Compare
$199

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 artwork, signature spa services, gourmet meals and plush accommodations in the surrounding tropical environment. Tours by land or sea provide a tasteful appreciation for ecology.... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 214 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Key Largo
  • Nearby Water Gulf of Mexico
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Family
  • Meetings
  • Reunions
  • Wedding
  • Fishing
  • Romantic
  • Luxury
  • Island
  • Spa
  • Villas and Condos

Hawks Cay Resort

Duck Key, Florida, United States
79
Very Good
2221 Reviews
Compare
$299

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 features a wide selection of guest rooms and villas, each with an assortment of modern amenities that will make you feel right at home. Six spectacular onsite pools await for you to enjoy, along with... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 420 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Duck Key
  • Nearby Water Atlantic Ocean
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Family
  • Meetings
  • Reunions
  • Wedding
  • Nature
  • Fishing
  • Romantic
  • Luxury
  • Honeymoon
  • Diving
  • Holiday
  • Island
  • Spa
  • Villas and Condos

Chesapeake Beach Resort

Islamorada, Florida, United States
77
Good
706 Reviews
Compare
$179

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 lounge in the tiki hut. The beautiful oceanfront setting lets you sink your toes in the sand or unwind in a swaying hammock. With two onsite pools, outdoor exercise equipment, a tennis court and much more,... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 65 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Islamorada
  • Nearby Water Atlantic Ocean
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Family
  • Meetings
  • Reunions
  • Wedding
  • Fishing
  • Romantic
  • Luxury
  • Honeymoon
  • Island
  • Villas and Condos

La Concha Hotel & Spa

Key West, Florida, United States
Compare
$213

Built with total comfort in mind, the Crowne Plaza Key West La Concha 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 sea, dark wood plantation furnishings, and peacock colored ceilings. Find... 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):
  • Beach
  • Family
  • Romantic
  • Luxury
  • Historical
  • Honeymoon
  • Villas and Condos

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

The Southernmost House

Key West, Florida, United States
Compare
$239

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 at The Southernmost House. Let concierge handle the strings and stresses of planning the perfect trip! Take a snorkeling, parasailing, or jet ski trip, a sunset and glass bottom boat cruise, or hop... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 18 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Key West
  • Nearby Water Atlantic Ocean
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Family
  • Nature
  • Romantic
  • Luxury
  • Honeymoon
  • Villas and Condos

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
  • Luxury
  • Historical
  • Honeymoon
  • Holiday
  • Villas and Condos

The Inn at Key West

Key West, Florida, United States
Compare
$118

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 secluded pool to play in and so much more! High quality staff and a concierge service to make sure you can enjoy the Key West to the fullest! Let them book your glass bottom boat tour or romantic sunset... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 106 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Key West
  • Nearby Water Atlantic Ocean
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Family
  • Nature
  • Luxury
  • Holiday
  • Villas and Condos

Tranquility Bay Beach House Resort

Marathon, Florida, United States
90
Excellent
627 Reviews
Compare
$279

Tranquility Bay Beachhouse Resort's beautiful setting on the Gulf of Mexico offers you a truly luxurious beach vacation unlike any you've experienced before. Choose from a variety of spacious two- and three-bedroom beach homes that feature kitchens, flat-screen HDTVs, and much more! Stop on by the Butterfly Café- rated as Marathon's best... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 106 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Key West
  • Nearby Water Gulf of Mexico
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Family
  • Nature
  • Fishing
  • Romantic
  • Luxury
  • Historical
  • Diving
  • Holiday
  • Island
  • Villas and Condos

Marina Del Mar Resort & Marina

Key Largo, Florida, United States
$110

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 & Marina offers beautiful, contemporary rooms featuring great amenities such as wireless Broadband Internet access, as well as a deep-water marina and world-class dive shop. While you’re here, enjoy the... more

The Westin Key West Resort & Marina

Key West, Florida, United States
84
Very Good
1729 Reviews
$151

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, you'll be sure to have a truly comfortable vacation experience. Enjoy the spacious outdoor pool, a variety of delectable onsite dining options, and much more!... more

Pegasus International Hotel

Key West, Florida, United States
78
Good
722 Reviews
$109

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: Ernest Hemingway's house, Margaritaville, and much more. Free parking, swimming pool, Jacuzzi, sun deck Dining, Gift Shop, Cigar Store, the Pegasus International Hotel has all the conveniences of a... more

KeysCaribbean

Marathon, Florida, United States

KeysCaribbean knows luxury, and that's why you're sure to discover a truly comfortable vacation with their spacious Florida Keys accommodations. Their vacation homes offer stunning views and amenities such as full kitchens and balconies. It's no wonder you feel right at home!... 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

Showing 1-15 of 21 Luxury Resorts

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