Cheeca Lodge and Spa - Islamorada, Village of Islands

Stay at Cheeca Lodge & Spa in Islamorada, FL

Sumptuous Accommodations with Private Views of Purple Isle

Since it debuted in 1940s as the Olney Inn, Cheeca Lodge & Spa has played host to presidents, performers, athletes, and other luminaries. The opulent resort occupies 27 acres on Florida’s Upper Matecumbe Key and has a nine-hole golf course onsite and a private beach lined with shade cabanas and palm trees. Each room or suite has a private balcony with a view of the ocean, lagoon, or resort.

Whether you're on a family vacation or a couples getaway, the resort offers a wide variety of activities to choose from. You can cast a fishing line off of Cheeca's 525-foot pier or take a snorkeling trip or sunset cruise. There's a tucked-away spa where you can take relaxation to the next level, and kids can try their hand at arts and crafts and scavenger hunts at Camp Cheeca. Access to the fitness center is covered by the resort fee, which is reduced with this Groupon.

The Florida Keys: Maritime Escape on the Overseas Highway

Islamorada is located in the upper portion of the Florida Keys, southwest of Key Largo. It's a quiet, laid-back place that typifies the Keys lifestyle; many people visit just to bask in the sun. You can also go from snorkeling with dolphins at one marina to kayaking with paddle-wielding manatees at the next. Most restaurants offer beach or patio seating for a nice view of the sunset.

The historic Overseas Highway was once a railroad connecting the Keys; after it was hit by a hurricane in 1935, it became a thoroughfare for motorists to drive right along the water. At Bahia Honda State Park, there's a bridge that commemorates the old railway.

_No-shows will be charged total Groupon rate; no refunds, rescheduling, or rebooking allowed. Read the Fine Print for important info on offer details and other restrictions._

What You Get

  • Stay for two in a luxury resort-view double-queen room, a premier island-view king suite, premier oceanfront king suite, or a 1-bedroom resort-view king suite
  • Up to two kids 14 or younger stay free
  • Best rates for this getaway can be found for $123 from September 3-5 and for $134 throughout the travel period. Other dates are also discounted, but rates will be somewhat higher.

Policies and Fees

  • Reservations: dates cannot be changed once booked; valid only for night(s) purchased
  • Cancellation policy: 8-day cancellation notice required prior to check-in or reservation is non-refundable
  • Taxes: 12.5% tax added at purchase
  • Additional fees: $20 daily resort fee paid at check-in

Read the Fine Print for important info on offer details and other restrictions.

The Fine Print

  • Dates cannot be changed once booked; valid only for night(s) purchased
  • 8-day cancellation notice required prior to check-in or reservation is non-refundable
  • No-shows will be charged total Groupon rate
  • No refunds will be processed by Groupon after check in
  • Must be 21 or older to check in
  • Traveler name must match ID at time of check-in
  • Credit card required at check-in
  • 12.5% tax added at purchase and $20 daily resort fee paid at check-in.

Other Details

Room Details

  • One king bed, one king bed and queen sleeper sofa in living room, or two queen beds
  • Standard occupancy: 2
  • Maximum occupancy: 4
  • Adding occupants above standard: $10 per night for each additional guest 15 or older; guests 14 or younger stay free

Hotel Policies

  • Check in: 4 p.m.
  • Check out: 11 a.m.
  • Resort fee includes: beach access, fitness studios, pools, sports facilities, watersports, sporting equipment, WiFi, fax services, valet, bottled water, and coffee
  • Parking: free
  • Rollaways: not available
  • Smoking policy: no smoking inside the property
  • Pet policy: pets are not allowed inside the property.
  • Accessibility: please contact property for handicap-accessibility requests or options.
  • Room upgrades: not available

Getting There

  • By plane: 79 miles from Miami International Airport (MIA); 108 miles from Fort Lauderdale International Airport (FLL)
  • By car: 80 miles south of Miami
  • By shuttle: Private car service from MIA and FLL is available by reservation through Emerald Transportation at 305-852-1468. Keys Shuttle, a shared airport shuttle service, can be booked in advance by calling 1-888-765-9997. Shuttle rates vary based on number of passengers, and rates for both services vary based on origin of departure.

Customer Reviews

50 Ratings

100% Verified Reviews
All reviews are from people who have redeemed deals with this merchant.


Monica P. ·
Reviewed April 2, 2015
The grounds are beautiful and they lend you bikes to explore the key


Lynn C. · 2 reviews
Reviewed August 28, 2014
Very friendly and accommodating! We went for an upgrade & it was wonderful.


Ursula A. · 7 reviews TOP REVIEWER
Reviewed May 15, 2014
The ocean front rooms in the NEW building are beautiful. Too bad they are so overpriced:-(
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