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Showing 1-15 of 23 Luxury Resorts

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
  • Nature
  • Fishing
  • Romantic
  • Luxury
  • Honeymoon
  • Diving
  • Holiday
  • Island
  • 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
  • Golf
  • Meetings
  • Reunions
  • Wedding
  • Nature
  • Fishing
  • Romantic
  • Ecotourism
  • Luxury
  • Honeymoon
  • Health
  • Diving
  • Holiday
  • Island
  • Spa
  • Villas and Condos
  • Waterpark

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
  • Honeymoon
  • Diving
  • Holiday
  • Island
  • Villas and Condos

Barefeet Rentals

Key Largo, Florida, United States
Compare
$175

Ranging from a variety of styles and sizes, Barefeet Rnetals offers everything you expect in a luxurious getaway. Choose from waterview rentals to private homes to accommodations that offer their own dockage for your convenience. With multiple bedrooms and baths, modern gourmet kitchens, and spacious living rooms, you're sure to find the place... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 134 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Miami
  • Nearby Water Gulf of Mexico
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Family
  • Nature
  • Fishing
  • Romantic
  • Luxury
  • Honeymoon
  • Diving

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

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
  • Nature
  • Romantic
  • Luxury
  • Historical
  • Honeymoon
  • Island
  • Spa
  • 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

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

Pier House Resort & Spa

Key West, Florida, United States
$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

The Banyan Resort

Key West, Florida, United States
86
Excellent
135 Reviews
$190

The beautiful Banyan Resort presents a truly unique Key West vacation experience. Combining the classic elements of the past with the modern conveniences of today you'll find a completely luxurious getaway. Your well appointed suite offers a semi-private veranda with views of the elegantly manicured gardens. You'll also find two temperature... more

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

iTrip - Islamorada

Islamorada, Florida, United States
$115

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 you feel at home. Jacuzzi tubs, private beach access, tennis courts, swimming pools, and balconies remind you that you're on vacation. Stay in these chic settings and uncover your utopia! ... 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

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

$251

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 muffins and other breakfast goodies are delivered to you along with a daily paper. All this and more waits for you at Sunset Key Guest Cottages!... more

Showing 1-15 of 23 Luxury Resorts

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