Go to Map View
Want travel alerts for this area?

Enter your name and email to receive alerts when new vacation deals are added to any property in this region.

By clicking "Submit" you are agreeing to the
Terms of Service.

Alert successfully created!

Filters

Activities
Amenities
Avg. Daily Rate

Florida Keys Articles

Showing 1-15 of 15 Island Resorts

Cheeca Lodge & Spa

Islamorada, Florida, United States
84
Very Good
1138 Reviews
More Info
Compare
$199

As a "virtual Caribbean" destination, Cheeca Lodge & Spa takes the celebrated and timeless island experience and combines it with its own brand of colorful elegance. You'll feel just like you're on the island. There is no other place like this in the entire Florida Keys!... 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
  • Meetings
  • Family
  • Reunions
  • Fishing
  • Island
  • Luxury
  • Romantic
  • Spa
  • Villas and Condos
  • Wedding

Hawks Cay Resort

Duck Key, Florida, United States
82
Very Good
1444 Reviews
More Info
Compare
$299

Duck Key is a series of five islands that offer you easy access to stunning blue waters and soft, white-sand beaches all around. When you stay with Hawks Cay Resort, you'll find yourself on a 60-acre island in the Florida Keys with breathtaking views of the ocean everywhere you turn. Here, you can enjoy the laid-back atmosphere as you lounge at the... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 450 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Duck Key
  • Nearby Water Atlantic Ocean
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Meetings
  • Diving
  • Family
  • Reunions
  • Fishing
  • Holiday
  • Honeymoon
  • Island
  • Luxury
  • Nature
  • Romantic
  • Spa
  • Wedding
  • Villas and Condos

Tranquility Bay Beach House Resort

Marathon, Florida, United States
90
Excellent
358 Reviews
More Info
Compare
$279

Experience a beautiful and relaxing island vacation when you plan your next Florida vacation at Tranquility Bay Beach House Resort. Located on Marathon, with the blue waves of the Gulf of Mexico as your backdrop, this is the perfect setting for all your island adventures. Whether you're exploring the world down under on a SCUBA diving trip, or just... 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
  • Diving
  • Family
  • Fishing
  • Historical
  • Holiday
  • Island
  • Luxury
  • Nature
  • Romantic
  • Villas and Condos

Parrot Key Resort

Key West, Florida, United States
More Info
Compare
$179

Located on the beautiful island of Key West, a getaway at Parrot Key Resort is the tropical vacation you've been looking for. Here, you can feel completely at ease amongst the warm sunshine and tall palm trees, the white-sand shores and the stunning waves. Unwind in your private accommodation at the resort and enjoy incredible views, and spend your... 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):
  • Ecotourism
  • Family
  • Reunions
  • Fishing
  • Holiday
  • Honeymoon
  • Island
  • Luxury
  • Nature
  • Romantic
  • Villas and Condos

Coral Bay Resort

Islamorada, Florida, United States
More Info
Compare
$129

Islamorada is comprised of six islands including Plantation Key, Windley Key, Upper Matecumbe Key, Lower Matecumbe Key and the offshore islands of Indian Key and Lignumvitae Key. It's a great destination for divers, snorkelers, fishermen, and families. Enjoy the beautiful and tropical island atmosphere as you unwind on the beach or make a splash in... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 17 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Islamorada
  • Nearby Water Gulf of Mexico
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Family
  • Reunions
  • Nature
  • Fishing
  • Romantic
  • Ecotourism
  • Honeymoon
  • Diving
  • Island

Chesapeake Beach Resort

Islamorada, Florida, United States
78
Good
556 Reviews
More Info
Compare
$159

As part of the Florida Keys, Islamorada is the Sport Fishing Capital of the World. But if you're not into fishing, there are plenty of other things to do on the island. Of course you can spend your days relaxing on the beautiful white sand beaches, or maybe catch an Adventure Boat Tour for some whale and dolphin watching. Plus there are three State... 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
  • Meetings
  • Family
  • Reunions
  • Fishing
  • Honeymoon
  • Island
  • Luxury
  • Romantic
  • Villas and Condos
  • Wedding

Sunset Key Guest Cottages, A Westin Resort

Key West, Florida, United States
More Info
Compare
$251

The Sunset Key Guest Cottages resort is located on the magnificent Sunset Key, a 27-acre Florida island. Cars are not allowed on the island, and you can get to the resort by charter boat. Once you get on land, most of the cottages are accessible by walking or golf cart. ... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 40 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Key West
  • Nearby Water Atlantic Ocean
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Meetings
  • Family
  • Reunions
  • Honeymoon
  • Island
  • Luxury
  • Romantic
  • Spa
  • Wedding
  • Cabins, Cottages, and Chalets

Lookout Lodge Resort

Islamorada, Florida, United States
More Info
Compare

Located at Mile Marker 88 in Islamorada, Lookout Lodge Resort offers you the ideal island vacation in the Florida Keys! This beautifully tropical destination is perfect for all types of vacations, whether you're here with family, a group of friends, or that special someone. Their convenient setting puts you near the stunning waters of the Gulf of... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 10 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Islamorada
  • Nearby Water Atlantic Ocean
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Diving
  • Family
  • Reunions
  • Fishing
  • Honeymoon
  • Island
  • Pet Friendly
  • Romantic
  • Wedding

Hampton Inn & Suites Islamorada

Islamorada, Florida, United States
More Info
Compare
$169

Islamadora consists of a village of islands that form a beautiful branch of the Florida Keys. When you stay at Hampton Inn & Suites Islamorada, you're in the best spot to experience the refreshing tropical air, the white sand shores, and the clear blue waters. Enjoy all this Sports Fishing and Diving Capital of the World has to offer on an... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 79 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Islamadora
  • Nearby Water Atlantic Ocean
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Diving
  • Family
  • Fishing
  • Holiday
  • Honeymoon
  • Island
  • Nature
  • Romantic
  • Cabins, Cottages, and Chalets

The Hammocks at Marathon

Marathon, Florida, United States
78
Good
24 Reviews
More Info
Compare
$120

The resort makes its home on the island city of Marathon in the Florida Keys. Discover a lush tropical scene upon arrival and experience a breathtaking Keys getaway with activities like snorkeling, kayaking or chartering a boat for fishing. Choose a condo with a water view or garden view.... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 58 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Marathon
  • Nearby Water Gulf of Mexico
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Family
  • Fishing
  • Island
  • Villas and Condos

Marina Del Mar Resort & Marina

Key Largo, Florida, United States
More Info
Compare
$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

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 76 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Key Largo
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Family
  • Island
  • Luxury
  • Romantic

La Jolla Resort Hotel

Islamorada, Florida, United States
More Info
Compare
$89

Tropical island paradise resort outpost La Jolla Resort Hotel puts you on the map to adventure. Go on the dive of your dreams, catch the biggest fish you've ever seen, or snorkel the only barrier reef in the United States at Florida Keys' Islamorada.... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 20 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Islamorada
  • Nearby Water Florida Bay
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Diving
  • Fishing
  • Island
  • Nature
  • Romantic
  • Villas and Condos

Ocean Key Resort & Spa

Key West, Florida, United States
91
Excellent
1235 Reviews
More Info
Compare
$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

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 100 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Key West
  • Nearby Water N/A
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Family
  • Island
  • Luxury
  • Romantic
  • Spa

Rainbow Bend Resort

Duck Key, Florida, United States
More Info
Compare
$150

Relaxation is key at Rainbow Bend Resort, and is easily attainable with the resort's uncrowded FL Keys beaches, unspoiled waters and unrestrained island fun. Fish from the resort's complimentary Boston Whaler motor boat, snorkel in Coffin's Patch and skip along the private, sun-soaked beaches.... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 23 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Marathon
  • Nearby Water Atlantic Ocean
  • Open Dates All Year
RESORT TYPE(S):
  • Beach
  • Diving
  • Family
  • Fishing
  • Island
  • Romantic

The Moorings Village

Islamorada, Florida, United States
More Info
Compare
$419

Caribbean cruises aren't the only excursion experts. There are plenty of things to do on the sand of Islamorada, from arts & culture excursions on literary seminars and professional symphony events, to diving & snorkeling trips to the world under the water. Take an eco-tour to see dolphin pods, crocodiles, and manatees, or indulge in a... more

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 18 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Islamorada
  • Nearby Water Caribbean Sea
  • Open Dates All Year
RESORT TYPE(S):
  • Family
  • Fishing
  • Health
  • Honeymoon
  • Island
  • Luxury
  • Nature
  • Romantic
  • Spa
  • Wedding

Showing 1-15 of 15 Island Resorts

Still didn't find what you were looking for?
Checkout more cities in Florida Keys
statsstats