Filter Your Results -
Expand

Showing 1-14 of 14 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

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

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

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

Islander Bayside Resort

Islamorada, Florida, United States

$255 - $549
Call Direct: +1 (866) 308 - 1218
20 Photos

Experience a unique vacation unlike any other! Twenty-five cozy cottages line along the stunning and clear Gulf of Mexico. At Islander Bayside Resort you'll experience amenities and activities that are sure to rise above any vacation expectations you have. The contemporary cottages are filled with private balconies, flat screen TVs, stainless steel appliances and more! Take a cruise around the gulf at sunset, see the depths of the ocean scuba diving, take on a wave on your boogie board or just bask in the hot Florida sunshine! The resort is just steps from delicious dining options, boutique shops and some unique sight seeing opportunities. Come relax, go on adventures and start creating a vacation filled with memories to last a lifetime!... more

  • Property Size: 25 units
  • Open Dates: Open Year Round
  • Nearby City: Islamorada
  • Nearby Water: Gulf of Mexico
  • Conference Facility: No
  • Restaurant Onsite: Yes
  • Pets Allowed: No
  • Kids Allowed: Yes

Resort Type(s): Beach, Diving, Family, Fishing, Romantic

Data Provided By: Islander Bayside Resort

Hampton Inn & Suites Islamorada

Islamorada, Florida, United States

$169 - $309
Call Direct: +1 (866) 775 - 2726
20 Photos

In the Caribbean dream of Islamadora, Florida, Hampton Inn & Suites sits where saltwater wilderness meets pampered paradise! Islamadora tides wash away your sand-impressed footprints and puts an end to your quest. Erase your stress and find paradise in the tropical pastels of seaside suites and thatched roof Tiki-hut and coconut palm-lined pools. Outside the temperature-controlled poolside, this Sport Fishing Capital of the World provides an endless supply of diving, snorkeling, wave-running, sea kayaking, and more aquatic adventures in the warmth of its clear Keys waters. Find rentals, guides, and gifts galore in Seamonkey's Dive Shop, book a tour with a charter partner Offshore Fishing, and rediscover your inner beach bum at Hampton Inn & Suites Islamorada beach. A mainland... more

  • Property Size: 79 units
  • Open Dates: Open Year Round
  • Nearby City: Islamadora
  • Nearby Water: Atlantic Ocean
  • Conference Facility: No
  • Restaurant Onsite: Yes
  • Pets Allowed: No
  • Kids Allowed: Yes

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

Casa Morada

Islamorada, Florida, United States

$279 - $645
Call Direct: +1 (866) 263 - 4204
Exterior View of Casa Morada
20 Photos

Casa Morada is a classic, boutique hotel in the gorgeous Florida Keys. Here, you'll find 16 beautifully decorated rooms overlooking the ocean. Wake up each morning and smell the salty sea. Spend the days on the beach, basking in the Florida sun. See the world from a new perspective by trying out some Scuba diving or, head for the deep sea for a guided fishing tour! There is as much or as little as you desire going on at Casa Morada to create the perfect Florida escape. In the evenings feel right at home with classic amenities including cable TV, Flat screen TVs and free WiFi!... more

  • Property Size: 16 units
  • Open Dates: Open Year Round
  • Nearby City: Islamorada
  • Nearby Water: Florida Bay
  • Conference Facility: No
  • Restaurant Onsite: No
  • Pets Allowed: Yes
  • Kids Allowed: No

Resort Type(s): Beach, Diving, Fishing, Pet Friendly, Romantic, Wedding

Data Provided By: Casa Morada

La Jolla Resort Hotel

Islamorada, Florida, United States

$89 - $299
Call Direct: +1 (877) 574 - 9062
10 Photos

Whisk away to the breathtaking Florida Bay and join La Jolla for an island festival of fun! Bare feet are the best means of exploration, but adventure can also be found by bicycle or by water! Let this bay side Florida Keys' Islamorada resort opens up a world of ocean activities and island festivities. A treasure chest of fun lies beyond seaside villas and cottages for families and fishermen in this resort in Islamorada, the Sportfishing and Diving Capital of the World! Only a few bare foot-steps will take you to awe-inspiring Islamorada fishing, shopping, dining, dancing, sightseeing, and more!... more

  • Property Size: 20 units
  • Open Dates: Open Year Round
  • Nearby City: Islamorada
  • Nearby Water: Florida Bay
  • Conference Facility: No
  • Restaurant Onsite: No
  • Pets Allowed: No
  • Kids Allowed: Yes

Resort Type(s): Beach, Diving, Fishing, Island, Nature, Romantic

Data Provided By: La Jolla Resort Hotel

Lookout Lodge Resort

Islamorada, Florida, United States

Call For Rates!
Call Direct: +1 (866) 967 - 0741
10 Photos

Delight in the natural beauty of the Florida Keys on your vacation at Lookout Lodge Resort! This luxurious getaway offers you a wonderful waterfront Islamorada setting, a range of spacious boutique-style accommodations, and activities to enjoy both on and offsite that is sure to keep you entertained. Head out onto the soft, white-sand shores and relax under the sun with a good book, or make a splash in the deep blue waters as you swim, surf, or fish. Rent out a kayak and explore their beautiful private lagoon, indulge in a beachfront barbecue, and much more! Everything you need for a fun-filled and relaxing Florida Keys vacation awaits at Lookout Lodge Resort!... more

  • Property Size: 10 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, Diving, Family, Fishing, Island, Pet Friendly, Romantic, Wedding

Data Provided By: Lookout Lodge Resort

Postcard Inn Beach Resort & marina at Holiday Isle, Fl

Islamorada, Florida, United States

One hundred seventy-plus rooms, suites and cottages make up Holiday Isle Beach Resorts in Islamorada, Florida. On a small island in the Florida Keys, the view from your window is an Atlantic Ocean sunrise. At dusk, across the backcountry islands, is a glorious Gulf of Mexico sunset. These turquoise waters bring you every water sport, including parasailing and reef and wreck diving. An entire fleet of boats awaits for offshore, backcountry, and reef fishing.... more

  • Property Size: N/A
  • Open Dates: Open Year Round
  • Nearby City: Islamorada
  • Nearby Water: N/A
  • Conference Facility: No
  • Restaurant Onsite: Yes
  • Pets Allowed: No
  • Kids Allowed: Yes

Resort Type(s): Beach

Data Provided By: Postcard Inn Beach Resort & marina at Holiday Isle, Fl

Pines & Palms

Islamorada, Florida, United States

In Islamorada, in the beautiful Florida Keys, Pines & Palms Resort stands ready to offer you the vacation of your dreams. The views are spectacular, and the accommodations offer a range of options in terms of size and style. Even the most economic options feature full kitchens, so dining in is always an option!... more

  • Property Size: 23 units
  • Open Dates: Open Year Round
  • Nearby City: Key West
  • Nearby Water: Gulf of Mexico
  • Conference Facility: No
  • Restaurant Onsite: No
  • Pets Allowed: No
  • Kids Allowed: Yes

Resort Type(s): Family, Romantic

Data Provided By: Pines & Palms

Regal Palms Resort

Islamorada, Florida, United States

Situated next to the Highlands Reserve Golf Club, and just minutes from the excitement Orlando has to offer, Regal Palms Resort Orlando offers a quiet retreat off the beaten path where you can spread out and enjoy spacious self-catering accommodations paired with full service amenities. This unique Orlando, Florida, resort features a combination of fully equipped and furnished townhomes and vacation home rentals so you can enjoy all the comforts of home in this beautiful tropical setting.... more

  • Property Size: N/A
  • Open Dates: Open Year Round
  • Nearby City: N/A
  • Nearby Water: N/A
  • Conference Facility: No
  • Restaurant Onsite: No
  • Pets Allowed: No
  • Kids Allowed: No

Resort Type(s): Family, Spa

Data Provided By: Regal Palms Resort

Sands of Islamorada

Islamorada, Florida, United States

Avg. Rating:
5
| 1 Review | Write Review

Retreat to the Florida Keys with Sands of Islamorada Resort! This oceanfront resort offers spacious and comfortable rooms near plenty of great activity. Swim in the sparkling ocean, explore the nightlife of the keys, or just stay in your room and surf the web. All this and more awaits you at Sands of Islamorada Resort!... more

  • Property Size: 12 units
  • Open Dates: Open Year Round
  • Nearby City: N/A
  • Nearby Water: N/A
  • Conference Facility: No
  • Restaurant Onsite: No
  • Pets Allowed: No
  • Kids Allowed: No

Resort Type(s): Family, Pet Friendly

Data Provided By: Sands of Islamorada

Showing 1-14 of 14 Resorts and Lodges.

Also See in Islamorada

Latest Reviews

Travel Articles

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

statsstats