Cheeca Lodge & Spa

Private beach, sun loungers, beach umbrellas, beach towels

Premium bedding, in-room safe, desk, laptop workspace

Couples treatment rooms, sauna, steam room, body treatments

Resort View Two Bedroom Casita | Living area | 47-inch LED TV with cable channels, TV, toys

47-inch LED TV with cable channels, TV, toys

5.0 / 5.0

Outstanding(1,012 Ratings)

Resort in Upper Matecumbe Key, FL

5-Star Resort

Reasons to book

Guests love it hereGuests give this property a top rating

Includes essentialsGarden, Pool, Air conditioner and more

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this resort

Luxury resort on the beach, with 3 outdoor pools
Spend the day relaxing at Cheeca Lodge & Spa's private sand beach, practicing your swing on the golf course, or pampering yourself at the full-service spa. Then enjoy a meal at one of the resort's 3 restaurants.
Cheeca Lodge & Spa offers 243 accommodations with safes and coffee/tea makers. Rooms open to balconies. Beds feature premium bedding. 47-inch LED televisions come with premium cable channels.

Bathrooms include bathrobes, slippers, designer toiletries, and complimentary toiletries. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Additionally, rooms include hair dryers and irons/ironing boards. In-room massages and hypo-allergenic bedding can be requested. A nightly turndown service is provided and housekeeping is offered daily.

Guests can play rounds at the 9-hole golf course and enjoy other recreation facilities including a private beach, 10 outdoor tennis courts, and complimentary bicycles. 3 outdoor swimming pools are on site along with a spa tub. Other recreational amenities include a sauna and a 24-hour fitness center.

The recreational activities listed below are available either on site or nearby; fees may apply.

Amenities

Pool

Air conditioner

Internet / Wifi

Parking

Laundry

Balcony or Patio

Hot tub or spa

Garden

Family friendly

Map of Upper Matecumbe Key, FL

Nearby attractions

Everglades National Park

48.8 mi

Everglades Alligator Farm

54.5 mi

Florida Keys Aquarium Encounters

45 mi

Theater of the Sea

4.3 mi

Available Rooms

Golf Course Double Queen Guestroom

2 Queen • 360 ft²

Sleeps 4

You'll be directed to Expedia.com for availability & pricing

Lagoon View Double Queen Guestroom

2 Queen • 360 ft²

Sleeps 4

You'll be directed to Expedia.com for availability & pricing

Lagoon View One Bedroom King Suite

1 King • 1 Sofa • 680 ft²

Sleeps 4

You'll be directed to Expedia.com for availability & pricing

Lodge Island King Suite

1 King • 1 Sofa • 840 ft²

Sleeps 4

You'll be directed to Expedia.com for availability & pricing

Lodge Oceanfront King Suite

1 King • 1 Sofa • 840 ft²

Sleeps 4

You'll be directed to Expedia.com for availability & pricing

$$$$

Cheeca Lodge & Spa

$$$$

5.0 / 5.0

Outstanding(1,012 Ratings)

Resort in Upper Matecumbe Key, FL

5-Star Resort

Reasons to book

Guests love it hereGuests give this property a top rating

Includes essentialsGarden, Pool, Air conditioner and more

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this resort

The recreational activities listed below are available either on site or nearby; fees may apply.

Amenities

Pool

Air conditioner

Internet / Wifi

Parking

Laundry

Balcony or Patio

Hot tub or spa

Garden

Family friendly

Map of Upper Matecumbe Key, FL

Nearby attractions

Everglades National Park

48.8 mi

Everglades Alligator Farm

54.5 mi

Florida Keys Aquarium Encounters

45 mi

Theater of the Sea

4.3 mi

Available Rooms

Golf Course Double Queen Guestroom

2 Queen • 360 ft²

Sleeps 4

You'll be directed to Expedia.com for availability & pricing

Lagoon View Double Queen Guestroom

2 Queen • 360 ft²

Sleeps 4

You'll be directed to Expedia.com for availability & pricing

Lagoon View One Bedroom King Suite

1 King • 1 Sofa • 680 ft²

Sleeps 4

You'll be directed to Expedia.com for availability & pricing

Lodge Island King Suite

1 King • 1 Sofa • 840 ft²

Sleeps 4

You'll be directed to Expedia.com for availability & pricing

Lodge Oceanfront King Suite

1 King • 1 Sofa • 840 ft²

Sleeps 4

You'll be directed to Expedia.com for availability & pricing

Ratings and reviews

5.0 / 5.0

Outstanding(1,012 Ratings)

2.5 / 5.0

Nov 2024

The upgrade to oceanfront walkout was well worth it!!! The resort was so clean!!!

2.5 / 5.0

Nov 2024

Excellent service and their hospitality.

2.5 / 5.0

Nov 2024

The views were amazing and the grounds were clean and the staff was friendly and tentative.

2.5 / 5.0

Nov 2024

Spectacular resort. Been before, will return again. Fly into Key West and drive up.

2.5 / 5.0

Oct 2024

This resort felt like a paradise. Every corner was picturesque. The service , food , drinks and ambiance were superb . Love it love it loved it .

2.5 / 5.0

Oct 2024

It was great experience the hotel is very nice the service was great the kids enjoyed every moment

2.5 / 5.0

Oct 2024

I have been living in FL for 50 years, I am so upset that it took me this long to discover one of the BEST TESORT I have stayed! Everything was perfect! Unfortunately I had a bad accident by the pool that will keep Me in hospital Few days, but I have already booked my next stay in October

1.5 / 5.0

Sep 2024

Though I had a conversation with the hotel manager the day after my stay, I can honestly say all I got was lip service. Driving home from the Keys, I noticed that I had a rash on the inside of my right arm and on my right-side of my chest. The manager and I discussed "Bed-Bugs", as I felt that the pillow (I sleep with my arm under the pillow). The rash eventually got so itchy I got cortisone cream, which eased the itch. Its now 8 days from my checkout and the rash is now easing up, but per the convo, all I got is "We take great measures to insure we don't have bed bugs". I've stayed at Chica over the years dozens of times, I guess that's gonna have to change.

2.5 / 5.0

Sep 2024

Amazing hotel and we are glad we took up the recommendation. Beautiful hotel and nice walk to the bar for great cocktails We will be back for sure

2.5 / 5.0

Sep 2024

Best place to stay in Islamorada hands down! Beautiful, clean, spacious, comfortable, accommodating. I wish every resort I stay at is like Cheeca. Beautiful oceanfront views. We had a private hot tub on our balcony overlooking the water. It was incredible. Our suite was very spacious with a large bathroom and walk in shower. The bed was super comfortable with plenty of pillows. In room wet bar was nice for enjoying an evening cocktail. Restaurants were delicious, pool bars had great service. We visit the Keys yearly, and will stay at Cheeca Resort every time from now on.

5.0 / 5.0

Sep 2024

We absolutely love Cheeka 3 rd year in a row. Great food all over Islamorada. Closest thyroid being in the islands without leaving the US. Snorkeling and diving is better out of Key Largo but best fishing is out of Islamorada if that’s ur thing. I travel back up to Largo to about an easy 30 minute drive. Same for diving Pennecamp or molasses reef area. Would fly in to Lauderdale or West Palm because MIA is horrible!

5.0 / 5.0

Aug 2024

Beautiful property, very clean, staff very friendly, our room was very clean and comfortable, I will definitely return.

5.0 / 5.0

Aug 2024

Amazing experience, so nice and beautiful place! Lovely stuff who did all the best to take care us!❤️

2.5 / 5.0

Aug 2024

An excellent facility, above all quiet, and off the beaten path. Everyone was friendly and the daily cleaning service is the way a resort stay SHOULD be. I would highly recommend this facility to anyone.

5.0 / 5.0

Aug 2024

Very nice place and love how we could park under our room in a garage. The older man at the gate is the cutest, very welcoming. I wouldn’t say it’s luxury, more like 4.5 star. We only stayed one night. Hung out in the pool for a while and met some cool people. One of the pool bars had slow service but unsure if they were short staffed so hubs got a bucket of beer lol I would definitely stay again

5.0 / 5.0

Aug 2024

My favorite place to stay. You will not be disappointed.

5.0 / 5.0

Aug 2024

The staff was incredible best resort I’ve ever stayed at

5.0 / 5.0

Aug 2024

Was a beautiful resort with amazing views and staff!

4.0 / 5.0

Aug 2024

Beach and surroundings make the location a unique experience in the Keys. Always enjoy coming here.

5.0 / 5.0

Aug 2024

Everything about it was amazing wish I could up load photos

5.0 / 5.0

Aug 2024

I was very surprised when we arrived to the resort. The pictures online do not do this resort justice. Very well maintained. made us feel as if we were on a remote island with all the palm trees. Great amenities for kids and super family friendly. Double bedrooms are a good size still alot of room to walk. Only complaint we have is the activity are from 8 am to 6 pm and check in is at 4.

4.0 / 5.0

Aug 2024

Nice property not sure if return. It was worth the experience.

5.0 / 5.0

Aug 2024

Everything about this property is exceptional!

3.0 / 5.0

Aug 2024

No Breakfast available Carli for people there to fish.

5.0 / 5.0

Aug 2024

Great resort

3.0 / 5.0

Aug 2024

I had conversations with staff personnel Some sort of adjustment should be made The amenity fee was waived but still should be adjusted I would contact guest service manager At 305-664-4652 ext 6642 Was not worth 500 per night But the stay was nice ,relaxing very nice nature walks,… Kelly millhiser is excellent and basically tried to make my stay pleasant

5.0 / 5.0

Aug 2024

Love this propert! Will absolutely be back! Very family friendly!

5.0 / 5.0

Aug 2024

Great resort, family friendly! Had many options for kids and adults.

5.0 / 5.0

Aug 2024

Great resort!! Islamorada is one of my favorite keys and this resort’s atmosphere fits right in.

2.0 / 5.0

Aug 2024

Room given had a lot a small cockroaches in the kitchen, room upgrade was not offered. Left a bag by accident in the cockroaches room And they took 24 hrs to find that bag for us. New room sink faucet was leaking water, both phones were not working. We were a family of 32 in 8 different rooms and every single one of them had a different issue. They need to start taking care of maintenance.

5.0 / 5.0

Aug 2024

We stayed at Cheeca for our 10 year anniversary and it was absolutely perfect. The room was in the main lodge and was one with a soaking tub overlooking the golf course and bay. The room was very roomy, beautiful, and clean! The bed, bedding, and pillows were very comfortable. My husband and I made several statements about how comfortable everything was. The views for breakfast at the main lodge were breathtaking. Right on the beach. And the food there was delicious. The avacado toast for breakfast was so good. The paddle boarding, kayaks, and resort amenities were great!! We utilized the shuttle service to go to Lorelei’s for a sunset drink. They picked us up from there and took us over to the Brewery afterwards. We are so glad we chose Cheeca for this trip. We will be back!

5.0 / 5.0

Aug 2024

We have stayed at many places in Islamorada and this was by far our favorite. Our new go-to spot for future trips.

5.0 / 5.0

Aug 2024

Amazing view! Great pool, dock access. Large room and Hot tub on the balcony was great!

4.0 / 5.0

Aug 2024

The property was very nice. One recommendation would be hooks in the bathroom for your towels/cloths to be hung.

4.0 / 5.0

Aug 2024

Stayed only night. Last minute thing. Had a lovely time with my boys. Met some wonderful people including and old friend that i haven't seen in 10 years. The staff was amazing as were the amenities and the restaurants. Looking forward to coming back for a longer stay. The only thing I was only slightly disappointed about was the size of the lagoon view room. A bit small for me and my the sons.

2.5 / 5.0

Aug 2024

Exceptional hotel, cannot wait to visit again. We had a balcony room with a bath outside, so relaxing in the evening to sit in the balcony in the early evening. The swimming pool, restaurant & staff were fabulous.

4.0 / 5.0

Aug 2024

A lot of activities on resort and restaurants, staff very helpful

5.0 / 5.0

Aug 2024

Great experience at Cheeca. The grounds are beautiful, staff was friendly, stunning views.

5.0 / 5.0

Aug 2024

Loved everything about this place! EVERYTHING

5.0 / 5.0

Aug 2024

FAQs

How much does this resort cost compared to others in Upper Matecumbe Key?

The average price for a rental in Upper Matecumbe Key is $833 per night. This rental is $268 less expensive than the average.

Is parking included with this resort?

Yes, parking is listed as an amenity at Cheeca Lodge & Spa. For more information, we encourage you to contact the property about where to park.

Is there a pool at this resort?

Yes, a swimming pool is available for use at Cheeca Lodge & Spa. Enjoy the water!

Is Cheeca Lodge & Spa pet friendly?

Unfortunately, this resort is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Cheeca Lodge & Spa?

We found 10 amenities for this rental. This includes pool, air conditioner, internet / wifi, parking, and laundry.

Explore similar vacation rentals in Upper Matecumbe Key

Explore all rentals in Upper Matecumbe Key

5.0 / 5.0

Outstanding(1,012 Ratings)

Cheeca Lodge & Spa

Resort

in Islamorada

2 guests · 1 bedroom · 1 bath

Garden · Pool · Air conditioner

Looking for a memorable stay in Upper Matecumbe Key? Our Resort might just be what you're looking for. Enjoy amenities including Air conditioner, Internet / Wifi and Laundry, and more during your stay.

$$$$

Cheeca Lodge & Spa

Resort in Upper Matecumbe Key, FL

Reasons to book

About this resort

Amenities

Map of Upper Matecumbe Key, FL

Nearby attractions

Available Rooms

Golf Course Double Queen Guestroom

Lagoon View Double Queen Guestroom

Lagoon View One Bedroom King Suite

Lodge Island King Suite

Lodge Oceanfront King Suite

Cheeca Lodge & Spa

Resort in Upper Matecumbe Key, FL

Reasons to book

About this resort

Amenities

Map of Upper Matecumbe Key, FL

Nearby attractions

Available Rooms

Golf Course Double Queen Guestroom

Lagoon View Double Queen Guestroom

Lagoon View One Bedroom King Suite

Lodge Island King Suite

Lodge Oceanfront King Suite

Ratings and reviews

FAQs

How much does this resort cost compared to others in Upper Matecumbe Key?

Is parking included with this resort?

Is there a pool at this resort?

Is Cheeca Lodge & Spa pet friendly?

What amenities are available at Cheeca Lodge & Spa?

Explore similar vacation rentals in Upper Matecumbe Key

Upper Matecumbe Key travel inspiration

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