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Showing 1-15 of 94 Resorts and Lodges.

Cheeca Lodge & Spa

Islamorada, Florida, United States

$159 - $1,300
Call Direct: +1 (866) 264 - 0820
Exterior View at Cheeca Lodge & Spa
43 Photos
Avg. Rating:
5
| 2 Reviews | Write Review

Cheeca Lodge & Spa is a Caribbean-style experience on the spectacular Key of Islamorada. Sitting on 27 lush, tropical acres, Cheeca combines the barefoot fun of a 1200-foot beach with elegant West Indies decor. This paradise overlooks a tremendous area for adventure, including a variety of boat cruises, eco tours, and world-class deep sea or backwater fishing in the sport-fishing capital of the world. You'll find a nine-hole Par-3 golf course, tennis courts, and much more; between activities, pamper yourself at the onsite spa, truly the finest in the Keys, or with a gourmet meal at any of three restaurants. A variety of colorful, elegant rooms and suites include plush linens, Mahogany... more

  • Property Size: 199 units
  • Open Dates: Open Year Round
  • Nearby City: Key Largo
  • Nearby Water: Gulf of Mexico
  • Conference Facility: Yes
  • Restaurant Onsite: Yes
  • Pets Allowed: No
  • Kids Allowed: Yes

Resort Type(s): Beach, Family, Fishing, Island, Luxury, Romantic, Spa

Data Provided By: Cheeca Lodge & Spa

Hawks Cay Resort

Duck Key, Florida, United States

Call For Rates!
Call Direct: +1 (866) 525 - 5709
Saltwater Lagoon at Hawk's Cay Resort
12 Photos

Relax and recharge your spirit at Hawks Cay, a 60-acre island resort and spa paradise! Immerse yourself in the unforgettable island experience of this elegant Caribbean-style resort on Duck Key, a composite of five islands with Venetian-style bridges spanning grand canals. Relax in one of the 177 hotel rooms, most with private balconies. Or choose one of the 295 expansive villas with full kitchens and living rooms, plus porches with relaxing garden or water views. In the available 85-slip marina, 53 slips are shore-powered and dockage includes access to the resort's wide array of restaurants and amenities. Families adore the Indies Club; and the lush tropical grounds, award-winning spa, and waterfront conference center make it the perfect venue for weddings, business retreats and family... more

  • Property Size: 450 units
  • Open Dates: Open Year Round
  • Nearby City: Duck Key
  • Nearby Water: Atlantic Ocean
  • Conference Facility: Yes
  • Restaurant Onsite: Yes
  • Pets Allowed: No
  • Kids Allowed: Yes

Resort Type(s): Island, Nature, Spa

Data Provided By: Hawks Cay Resort

Coral Bay Resort

Islamorada, Florida, United States

$129 - $325
Call Direct: +1 (888) 328 - 0454
Cabana And Ocean View at Coral Bay Resort
35 Photos
Avg. Rating:
5
| 0 Reviews | Write Review

Coral Bay Resort is a peaceful, quiet place where the hustle and bustle of the busier islands fades to nothing, leaving you with a tropical paradise that harkens back to a more simple time. Coral Bay Resort preserves an informality and grace that other Keys can only distantly recall. The resort has a protected harbor, private boat ramp, and a dock- all free for guest use. They also have an outdoor freshwater pool and a brilliant sandy beach. Enjoy breathtaking sunsets over the Gulf of Mexico from the end of the dock, then return to your cottage, styled after a historic Keys home. Each one of the cottages at Coral Bay Resort has a distinct tropical flair. Every unit features a covered porch, cable television, and laundry facilities. A variety of room types can accommodate anywhere from 1-2... more

  • Property Size: 17 units
  • Open Dates: Open Year Round
  • Nearby City: Islamorada
  • Nearby Water: Gulf of Mexico
  • Conference Facility: No
  • Restaurant Onsite: No
  • Pets Allowed: No
  • Kids Allowed: Yes

Resort Type(s): Beach, Family, Fishing, Honeymoon, Island, Romantic

Data Provided By: Coral Bay Resort

Parrot Key Resort

Key West, Florida, United States

Call For Rates!
Call Direct: +1 (866) 939 - 3715
Hotel Exterior View at Parrot Key Resort
44 Photos

Unlock the essence of the Key West at the Parrot Key Hotel & Resort! Overlooking the rolling Atlantic Ocean from a palm-dotted beach, this tropical paradise is your premier Florida getaway. Strap on a pair of goggles and go diving in the vibrant ocean, reel in trophy fish on a deep sea fishing excursion or catch a tan on the sugar-white sands. Afterward, explore the historic Old Town architecture and the pulsing downtown nightlife. And, there’s plenty of fun to be had without leaving the resort! Set on five acres of idyllic landscape, you can choose to make a splash in any of the four sprawling swimming pools, sip a pina colada at the onsite Cafe Blue or stroll through the stunning sculpture gardens. Loads of luxury awaits at this resort, which features the largest rooms in the Key... more

  • Property Size: 148 units
  • Open Dates: Open Year Round
  • Nearby City: Key West
  • Nearby Water: Gulf of Mexico
  • Conference Facility: No
  • Restaurant Onsite: Yes
  • Pets Allowed: No
  • Kids Allowed: Yes

Resort Type(s): Beach, Family, Family Reunion, Holiday, Romantic

Data Provided By: Parrot Key Resort

Tranquility Bay Beach House Resort

Marathon, Florida, United States

$279 - $869
Call Direct: +1 (866) 452 - 5369
42 Photos
Avg. Rating:
5
| 0 Reviews | Write Review

Tranquility Bay blends beach home comforts with luxury resort accommodations for an unforgettable Florida Keys getaway! Situated on twelve lush acres along the Gulf Coast of Marathon, Tranquility Bay has one of the largest beaches and most lavish two- and three-bedroom beach homes in all of the Keys. Featuring amenities such as gourmet kitchens, spacious porches with beautiful ocean views and flat-screen televisions, you'll be sure to feel right at home. Plus with an onsite spa, restaurant, two pools and Adventure Concierge, every day can be as action-packed or as relaxing as you'd like! Grab a bite to eat at their beachfront TJ's Tiki Bar, head to the reef for snorkeling and scuba diving, or hop aboard a fishing charter for a day on the water. A complete Florida Keys vacation awaits for... more

  • Property Size: 87 units
  • Open Dates: Open Year Round
  • Nearby City: Key West
  • Nearby Water: Gulf of Mexico
  • Conference Facility: No
  • Restaurant Onsite: Yes
  • Pets Allowed: No
  • Kids Allowed: Yes

Resort Type(s): Beach, Diving, Family, Holiday, Luxury, Romantic

Rock Reef Resort

Key Largo, Florida, United States

$118 - $310
Call Direct: +1 (866) 405 - 6812
26 Photos
Avg. Rating:
4
| 1 Review | Write Review

Wake up to warm tropical breezes and gentle Florida sunshine every morning! Magnificent sunsets can be seen here at Rock Reef Resort, which is family owned and operated. Soak up the laidback charm and their distinctive environment. Just outside your door, a lush bonsai garden and a private white sand beach is waiting for you. You'll wile away the days with a good book in a hammock under palm trees, fish off the 110-foot pier, build sandcastles and swim in the refreshing waters of Florida Bay. Watch the gorgeous sunsets from the beachfront cottages - all very well-appointed lodgings for couples, families and larger groups.... more

  • Property Size: 21 units
  • Open Dates: Open Year Round
  • Nearby City: Key Largo
  • Nearby Water: Atlantic Ocean/Florida Bay
  • Conference Facility: No
  • Restaurant Onsite: No
  • Pets Allowed: No
  • Kids Allowed: Yes

Resort Type(s): Beach, Family, Holiday, Honeymoon, Romantic, Wedding

Data Provided By: Rock Reef Resort

Chesapeake Beach Resort

Islamorada, Florida, United States

$159 - $529
Call Direct: +1 (866) 588 - 0250
31 Photos
Avg. Rating:
5
| 1 Review | Write Review

The Chesapeake Beach Resort in the Florida Keys is a tropical hideaway with a family-friendly vibe. More than 700 feet of oceanfront beach surround an expansive saltwater lagoon, the kind you've always pictured in a Florida Keys vacation. You'll also find two heated swimming pools and a waterfront whirlpool as well as tennis, an outdoor gym and plenty off water sports. Take out a dive boat or a back country charter fishing boat for a day full of sun, surf and Florida Keys adventure. Completing your experience is a 44-room, eight-suite hotel with 13 luxury villas. Guest rooms come with a full range of amenities including black-out drapes and sheers, a mini fridge, coffee maker, and a 37”... more

  • Property Size: 65 units
  • Open Dates: Open Year Round
  • Nearby City: Islamorada
  • Nearby Water: Atlantic Ocean
  • Conference Facility: No
  • Restaurant Onsite: No
  • Pets Allowed: Yes
  • Kids Allowed: Yes

Resort Type(s): Beach, Family, Fishing, Island, Luxury

Data Provided By: Chesapeake Beach Resort

The Moorings Village

Islamorada, Florida, United States

$419 - $799
Call Direct: +1 (866) 940 - 1154
Exclusive Florida Keys Oasis
24 Photos

The Moorings Village of Islamorada offers the original Florida Keys lifestyle, upgraded. Where sandy Caribbean beaches are shaded by cascading canopies of beachfront cottages, the island-style accommodations of Moorings Village provide the ultimate in private Islamorada lodging. Today's modern conveniences update the simple life, where you can watch nature take her course, the tide come in, and peace and quiet turn from a scarce commodity to a daily blessing. Plan your peaceful Florida Keys meeting, beach wedding ceremony by sunset, incredible spa getaway, or just take advantage of the island lifestyle and sit back, relax, and indulge as a member of Moorings Village.... more

  • Property Size: 18 units
  • Open Dates: Open Year Round
  • Nearby City: Islamorada
  • Nearby Water: Caribbean Sea
  • Conference Facility: Yes
  • Restaurant Onsite: Yes
  • Pets Allowed: No
  • Kids Allowed: Yes

Resort Type(s): Family, Fishing, Health, Honeymoon, Island, Luxury, Nature, Romantic, Spa, Wedding

Data Provided By: The Moorings Village
$175 - $650
Call Direct: +1 (866) 537 - 5241
32 Photos
Avg. Rating:
5
| 1 Review | Write Review

Welcome to paradise! The sand is warm, ocean water sparkles and classic Florida charm relaxes you. Enjoy the comfort of a luxury suite with tropical flair at The Reach Resort, a classic beachfront hotel conveniently located in Key West's Old Town just steps from the beach and within minutes of shopping, golf and nightlife. Enjoy spectacular views and cool ocean breezes from your room's private balcony, relax poolside at the fabulous pool area or feed your hungry appetite with a mouthwatering steak from Shula's on the Beach. There are dozens of things to do, from water sports and beach activities to fantastic shopping and fun nightlife at Duval Street - just one block from the resort!... more

  • Property Size: 140 units
  • Open Dates: Open Year Round
  • Nearby City: Key West
  • Nearby Water: Atlantic Ocean
  • Conference Facility: Yes
  • Restaurant Onsite: Yes
  • Pets Allowed: No
  • Kids Allowed: Yes

Resort Type(s): Beach, Conference and Meeting, Family, Holiday, Honeymoon, Luxury, Romantic, Spa, Wedding

KeysCaribbean

Marathon, Florida, United States

Call For Rates!
Call Direct: +1 (877) 832 - 9921
30 Photos

Tropical luxury on the shores of the Florida Keys - that's what the KeysCaribbean is all about. Here, amongst the cool ocean breezes, white-sand shores, and azure waves awaits a vacation experience where relaxation and indulgence come hand-in-hand. Choose from a range of spectacular oceanfront accommodations, all with the services and conveniences of a five-star luxury resort. And when you're not relaxing in your spacious villa or condo, the magical oceanfront location is sure to call your name. Come discover and explore the deep-sea on a fishing trip or dolphin cruise. Stay active with a day of surfing and swimming near the shore. Or, simply soak in the sunlight from the beach!... more

  • Property Size: 67 units
  • Open Dates: Open Year Round
  • Nearby City: Marathon
  • Nearby Water: Atlantic Ocean
  • Conference Facility: No
  • Restaurant Onsite: No
  • Pets Allowed: No
  • Kids Allowed: Yes

Resort Type(s): Beach, Family, Holiday, Luxury, Romantic

Data Provided By: KeysCaribbean
$251 - $500
Call Direct: +1 (877) 564 - 1273
36 Photos
Avg. Rating:
5
| 1 Review | Write Review

On an exclusive sun-drenched tropical island, just 10 minutes by launch from the Hilton Key West Resort, the Sunset Key Guest Cottages are designed for the sophisticated traveler who demands the very best. The superbly appointed cottages are surrounded by swaying palm trees near a white silky sand beach. They feature traditional Key West architecture and offer magnificent beachfront, ocean or garden views. Ranging in size from one to four bedrooms, the cottages cover seven acres of the island and feature spacious bathrooms and convenient amenities. Take advantage of the Adirondack chairs waiting for you on your own private veranda! A great vacation is waiting for you!... more

  • Property Size: 40 units
  • Open Dates: Open Year Round
  • Nearby City: Key West
  • Nearby Water: Atlantic Ocean
  • Conference Facility: Yes
  • Restaurant Onsite: Yes
  • Pets Allowed: No
  • Kids Allowed: Yes

Resort Type(s): Beach, Conference and Meeting, Luxury, Romantic, Spa, Wedding

Islander Resort - Islamorada

Islamorada, Florida, United States

Call For Rates!
Call Direct: +1 (866) 269 - 9818
25 Photos

The perfect island getaway is calling your name, waiting for you to enjoy all of it's fabulous amenities and beautiful scenery. Islander Resort is truly the best kept secret in the Florida Keys. Resting on 25 acres of sandy beaches, the resort boasts everything from two outdoor swimming pools, Tiki Bar, a Gift shop, convenience store, fishing pier and much more! Planning a meeting or wedding? Islander Resort offers nearly 2,000 square feet of indoor space perfect for large group gatherings of all sorts. Each of the 114 spacious rooms features ocean views, full kitchens, cable TV and WiFi. Come and relax at this hidden gem in the Florida Keys.... more

  • Property Size: 114 units
  • Open Dates: Open Year Round
  • Nearby City: Islamorada
  • Nearby Water: Cotten Key Basin
  • Conference Facility: Yes
  • Restaurant Onsite: No
  • Pets Allowed: Yes
  • Kids Allowed: Yes

Resort Type(s): Beach, Conference and Meeting, Family, Family Reunion, Pet Friendly

The Westin Key West Resort & Marina

Key West, Florida, United States

$151 - $250
Call Direct: +1 (877) 564 - 1277
35 Photos

The Westin Key West Resort and Marina is situated in a spectacular setting at the West End of Key West and beautiful Sunset Pier. The hotel is in the heart of historic Oldtown and is walking distance to famous Duval Street. Designed in classic, romantic Victoria style and overlooking the blue waters of the Gulf of Mexico, the Westin Key West Resort and Marina offers a 19th century atmosphere with 21st century amenities. Relax beneath the sun at their spacious outdoor pool, delight your senses at the incredible Bistro 245, and relish the breathtaking views from your private room. For a truly exquisite Florida Keys vacation, there's no where better than The Westin Key West.... more

  • Property Size: 178 units
  • Open Dates: Open Year Round
  • Nearby City: Key West
  • Nearby Water: Atlantic Ocean
  • Conference Facility: No
  • Restaurant Onsite: Yes
  • Pets Allowed: No
  • Kids Allowed: Yes

Resort Type(s): Beach, Conference and Meeting, Family, Luxury, Romantic, Wedding

The Banyan Resort

Key West, Florida, United States

$190 - $400
Call Direct: +1 (888) 327 - 6858
22 Photos
Avg. Rating:
5
| 0 Reviews | Write Review

The Banyan Resort is a lush, tranquil Caribbean estate tucked away in the heart of historic Old Town Key West. Your first step into The Banyan is like entering another world, one full of fragrance and color, beauty and luxury. The Banyan's eight Victorian houses are secluded beneath the canopies of the two magnificent, centuries-old banyan trees for which the resort is named. Many of the 38 contemporary suites have French doors that open onto either a private patio or veranda overlooking the Banyan's gardens. This tranquil oasis is the perfect place for relaxation!... more

  • Property Size: 38 units
  • Open Dates: Open Year Round
  • Nearby City: Key West
  • Nearby Water: Atlantic Ocean
  • Conference Facility: No
  • Restaurant Onsite: No
  • Pets Allowed: No
  • Kids Allowed: Yes

Resort Type(s): Beach, Fishing, Holiday, Luxury, Nature, Romantic, Timeshare

Data Provided By: The Banyan Resort

Coconut Cay Resort & Marina

Marathon, Florida, United States

$89 - $169
Call Direct: +1 (866) 280 - 9586
27 Photos

Located in the heart of the Florida Keys, Coconut Cay Resort keeps you close to all the action, while providing a comfortable place to relax! The small, intimate resort is perfect for family vacations, romantic escapes, solo escapades, and everything in-between! Choose one of our comfortable rooms; some have kitchenettes, dockage, and free WiFi. Guests enjoy free use of kayaks, paddle-boats, bicycles and fishing rods. Nearby attractions such as Sombrero Beach, Bahia Honda State Park, the Historic 7 Mile Bridge, and Pigeon Key Historic site are great to see during a daytime adventure! Whatever you choose to do during your stay in Florida Keys, Coconut Cay Resort is perfect for you.... more

  • Property Size: 38 units
  • Open Dates: Feb 22 to Jun 30
  • Nearby City: Key West - Islamorada
  • Nearby Water: Atlantic Ocean - Gulf of Mexico
  • Conference Facility: No
  • Restaurant Onsite: No
  • Pets Allowed: Yes
  • Kids Allowed: Yes

Resort Type(s): Family, Fishing, Pet Friendly, Wedding

Data Provided By: Coconut Cay Resort & Marina

Showing 1-15 of 94 Resorts and Lodges.

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Today's Best Deals

Take a look at some of the best travel deals that Florida Keys resorts and lodges have to offer.

Getaway Special - Free Nights Offer!

Savings: 25%

Source: KeysCaribbean

Super Saver Weekly Special

Savings: 50%

Source: KeysCaribbean

Spend Five Nights in Paradise and Save More!

Savings: 15%

Source: Tranquility Bay Beach House Resort

Today's Best Packages

Take a look at some of the top vacation packages that Florida Keys resorts and lodges have to offer.

Bed & Breakfast Package

Starts at $189.95

Source: Hawks Cay Resort

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