92%
Members Recommend
4.0
Very Good 3824 Reviews
Jetsetter Verified
This Hotel meets our standards
Our editors have been here and it has met our standards

What We Love

  • A rich history: Served as a vacation spot for everyone from Paul Newman to President George H.W. Bush
  • Excellent stargazing and the glow of tiki torches around the lagoons
  • Camp Cheeca environmental program for kids (full days of fishing, scavenger hunts, lagoon swimming and snorkeling, for a fee)

What To Know

  • A per-day activities resort fee provides unlimited use of bikes, rods, golf course, kayaks, WiFi and more
  • The property was renovated in 2010
  • Very family-oriented, so expect lots of kids and teens
  • The adults-only pool is open only from dawn to dusk — no late-night skinny-dipping

Amenities

  •  Babysitting
  •  Free WiFi
  •  Golf Course
  •  Gym
  •  Handicap-accessible
  •  Kids Club
  •  Parking On Site
  •  Pet-friendly
  •  Pool
  •  Restaurant
  •  Spa
Disclaimer: This content was accurate at the time the hotel was reviewed. Please check our partner sites when booking to verify that details are still correct.
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Overview

Retro luxe family friendly enclave in the Keys with a Jack Nicklaus–designed golf course and stunning beach

The Lowdown

The Florida Keys’ come-as-you-are ideology and tropical simplicity have attracted travelers for many decades. In the heart of these iconoclastic islands, the historic Cheeca Lodge & Spa has evolved into a serene barefoot-luxe destination since its 1940s inception as an exclusive hideaway for the Washington elite, bringing a new level of sophistication to the sport-fishing capital of the world while remaining true to the Keys’ renowned casual vibe. Beyond the cascading waterfalls and tranquil lagoons, the inland Luxury Rooms and Suites have private screened balconies, rich mahogany furnishings and West Indies–style accessories. Closer to the ocean, Cheeca’s main building is composed exclusively of Premier Suites, with extraordinary window-side spa tubs, glassed-in rain showers and floor-to-ceiling glass walls that look out over the ocean or the island foliage. Behind the resort’s soaring palm trees, a Jack Nicklaus–designed nine-hole golf course dominates the northern half of the property. Along the south you’ll find six lighted tennis courts, a state-of-the-art fitness facility and the sumptuous spa island. But the resort’s appeal rests on its 1,100 dazzling feet of private sandy beach, a rarity in the rocky Keys. The pier juts 525 feet into the sea, so it’s ideal for a romantic amble or fantastic fishing by day, spectacular stargazing and moonlit conversation by night.

In the Area

Halfway between Key West and Miami, Islamorada shines as Florida’s oceanic playground — the sport-fishing capital of the world, home of the best snorkeling and diving in the state and a haven for water sports enthusiasts. Save your appetite and camera batteries for lunch at the original Islamorada Fish Company. It’s mildly touristy, but the resident sharks, tarpons and pelicans are guaranteed crowd-pleasers. If you’re an avid snorkeler or diver, charter a boat and find underwater rapture aboard the sunken Eagle ship or at Davis Reef with its resident moray eels. Visit the Dolphin Research Center and have a personal encounter with rehabilitated dolphins in a safe, welcoming and healthy environment.

How to Get There

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82
Islamorada, FL 33036 United States

Reviews

4.0 Very Good 3824 Reviews
Extraordinary experience and vacation! Truly, the BEST!!! Exceptional staff! Rave review!
Reviewed 12 hours ago

The absolute best hotel stay and I have had some extremely wonderful ones but there is something incredibly unique about Cheeca Lodge and the team of people who work there and keep it flowing with the most wonderful energy and appreciation about being a part of this magical place. I can’t imagine anything less than a superior stay at this place but should that ever happen, with confidence, I must say that it can’t be because of a lack of 100% effort from the staff. Each and every person along the way from the knowledgeable and kind Taren who assisted me in booking my room (and, OH WHAT a room-let’s call it a piece of paradise in the midst of paradise) and even came and met me in the lobby and called me to check in while I was there on the property to the gentleman who greeted us and warmly directed us along our merry way as we drove into the property. When I say everyone is over-the-top accommodating and happy to make sure all guests are fully enjoying their vacation, I am serious. There is a unique energy to the family of
employees at Cheeca Lodge. They are proud to be a part of this historical, incredible team. All of the fellow guests I met expressed similar sentiment about their heartfelt enjoyment their experiences. You can see online in the pictures that Cheeca Lodge is ABSOLUTELY GORGEOUS but you MUST visit to experience the magic these people bring. I immediately felt like I was truly vacationing. Some of the people literally brought tears to my eyes from their acts of hospitality (Reggie and Taren). These people are so gifted and devoted to the guests. Nisha, thank you for all of your smiles, warmth and suggestions for making our vacation extra special. Each bellman is readily available, engaging and willing to help (again, Reggie, Bruce, and Dixie). We loved all of our unique and special interactions with them. The staff at the Tiki Bar was also very friendly and engaging and so attentive to all (thank you, Jimmy, John, Mike, JN, and Ulrich). I stopped in the spa and the gift shop and was warmly greeted by the ladies working there. We swam in both the family pool and the adult/spa pool. We basked in the hot tub. Everyone on staff complimented our vacation experience in their own unique ways. Housekeeping staff kept our room impecccably ready for our enjoyment. They paid special attention to the things we liked, even noticing to put extra little creamers in our fridge for our morning coffee. As part of our trip we snorkeled, parasailed and bicycled through the easily accessible and readily available Cheeca Lodge Adventures/Watersports so conveniently located on the property. Again, the people who helped us greeted us graciously and brought us joy and happiness. Thank you, Paris, for lining up all of our fun. Robert, thank you for all of your suggestions and kindness. Nathaniel and Mackey went literally “above and beyond” to make sure our parasailing adventure was memorable beyond measure. I can’t say enough about the beauty of Cheeca Lodge. A transformation begins when you drive on the property, and the memories will stay in your heart like a true love who beckons you to return. I am thankful my memories will sustain me until
I return.

So disappointed
Reviewed 14 hours ago

Upon arrival we were told our room wasn’t ready because they were in the middle of cleaning it. After an hour wait, swimming in the pool where there wasn’t any available chairs, because nobody was cleaning up the towels and drinks and plates of food that birds were happily snacking on we were called... the room was ready. No big deal right? Our room was in a building with parking underneath the unit. We drive and park and enter the room. The room was gorgeous. A beautiful balcony with a decent view of the ocean. We were so happy until we realize the bathroom was under construction. There was no tile or bottom floor in the showers and the worker’s tools were all there waiting for his return. I call the desk and the only response I got from the gentleman who answered was, “mam I didn’t register you!” He has us come back to the main building where they give us a new “upgraded” room. But this time our view is a sandpit from their golf course. I reserved a room with a view and that’s what they gave us! Everyone (except the bell men parking cars and the people handling water sports) was rude! There is NO WAY we will recommend or stay at this place again!

I need more time there!
Reviewed 18 hours ago

Everyone was friendly. Service and guests were all very nice. Cheeca is a lovely, lovely place. The landscaping is beautiful and there is so much to do. There are many free amenities and even more for a fee, like snorkeling, speed boat rides, parasailing, etc. My only negative comment is that the game room was lame. I have been to much better game rooms at KOA campsites. If a fine resort is going to offer a game room, it should reflect the rest of the hotel experience. This was clearly not a priority. It was hot and the guys were looking for fun out of the sun for a while.A game room sounded like an excellent idea. The game room desperately needs updating and simply isn't on par with the rest of the resort. The rest of the resort-AMAZING!

Surprised at Quality for High Price
Reviewed 22 hours ago

There was no wifi in the rooms. this should have been told to us and the resort fee adjusted accordingly. Wifi is no longer an amenity, it is a must. i choose wifi as most important adult only pool was way too hot the whole area needs more shade. the staff at the pool were super friendly. the family pool had a haze in it the entire time we were there. room was comfy, the walls are thin, we could hear neighbor. bath door had a 2 inch gap between the bottom and the floor. while there, roads were re-coated and the first person that was directing traffic actually yelled at us, when he appeared to motion us forward. I am glad the hotel is back up and running, but for the price we paid, the experience did not match it. food under the tiki hut was not good at all. I had the Gyro sandwich. it had 1-2 pieces of meat in it and was dry. we did not eat in the hotel again because of this. There is a huge cesspool between the family pool and the kayak area (it was fenced off), but the combined stench from the beach and that area had us thinking we were in trouble with mosquitos or other issues. also, a touch, but is there a way to Air Condition the elevators? What about Air Conditioning in the bathrooms out side (pool side, etc). When pulling into the resort, i was not told by the Parking attendants what my options were, nor offered bell service or storage of my luggage. i was just told to park my car and wait until we could check in. the reason that I am pointing all of this out is that at the rates we paid to stay in your resort AND the resort fee, i can only compare it to other properties that I have paid similar prices. Until some changes are made, I cannot recommend to clients or others to stay at your resort. At your price point, it IS important to cover all of the details, even in the off season (summer). Also, what is the purpose of the Lagoon? is it for swimming or simply just a water feature? Almost all staff interactions were super pleasant.

Family vacation
Reviewed 2 days ago

Very beautiful place to stay but it’s a bit overpriced for the service you receive at the resort. The front desk lady we encountered was very rude at check in and wasn’t helpful. The restaurant staff was nice but very slow on serving the food and for the price the food wasn’t that good. It’s a place you want to love but can’t do to the service and people working at the hotel.