A wooden pier extending into a clear blue sea with a sandy beach in the foreground and a cloudy sky above.

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Check prices for these dates

Next weekend
6 Nov - 8 Nov
In two weeks
13 Nov - 15 Nov
In one month
27 Nov - 29 Nov
In two months
25 Dec - 27 Dec

Our top choices for Upper Matecumbe Key resorts

A bathroom with a large bathtub, a view of the sea, and a pier with boats.

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,496 reviews)
"Great place. Phenomenal food!"
United States
Brandon
The price is NZ$492
includes taxes & fees
8 Nov - 9 Nov
Cheeca Lodge & Spa
A building with the name "AMARA" on the facade, surrounded by palm trees.

2. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,324 reviews)
"Great location as well."
United States
Amir
The price is NZ$442
includes taxes & fees
15 Nov - 16 Nov
Amara Cay Resort
A row of beachside cottages with colorful exteriors, each with a beach chair and umbrella.

3. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,000 reviews)
"Great place to stay!"
United States
Brianne
The price is NZ$439
includes taxes & fees
15 Nov - 16 Nov
La Siesta Resort & Villas
Terrace/patio

4. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,561 reviews)
"Very friendly staff, quiet and low key if that’s what you’re looking for"
United States
Mark Blair
The price is NZ$327
includes taxes & fees
3 Nov - 4 Nov
Lime Tree Bay Resort
A balcony with wicker chairs, a small table with drinks, and a view of the beach and ocean.

5. Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (306 reviews)
"Great place to stay!"
United States
Liosbel
The price is NZ$544
includes taxes & fees
29 Nov - 30 Nov
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
A compact kitchen with wooden cabinets, a refrigerator, and a window with curtains.

6. Matecumbe Resort

Matecumbe Resort
2.0 star property
Matecumbe
9.0 out of 10, Wonderful, (182 reviews)
"A very peaceful place."
United States
angel
The price is NZ$315
includes taxes & fees
8 Nov - 9 Nov
Matecumbe Resort
An aerial view of a resort with a large pool, palm trees, and a beach.

7. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,003 reviews)
"Everything was amazing!!! Beautiful hotel and great location."
United States
Jorge
The price is NZ$623
includes taxes & fees
29 Nov - 30 Nov
Playa Largo Resort & Spa, Autograph Collection
A table with a glass pitcher, a glass with a slice of lime, and a plate with raspberries and a sprig of rosemary.

8. Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
Key Largo
8.8 out of 10, Excellent, (1,202 reviews)
"Very relaxing the beach was nice and pretty from that side of the property clean rooms staff was nice and helpful they made the stay enjoyable"
United States
Damion
The price is NZ$588
includes taxes & fees
11 Nov - 12 Nov
Baker's Cay Resort Key Largo, Curio Collection by Hilton
An aerial view of a resort with a central pool, multiple buildings, and a marina.

9. Villas At Hawks Cay Resort

Villas At Hawks Cay Resort
4.0 star property
Marathon
8.0 out of 10, Very good, (233 reviews)
"Amazing service. It was an unexpected experience."
United States
Gabriela
The price is NZ$1,027
includes taxes & fees
16 Nov - 17 Nov
Villas At Hawks Cay Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Upper Matecumbe Key Hotel Reviews

Waterside Suites & Marina

Waterside Suites & Marina

8/10 Good
"It was dark when we arrived and pouring rain when we left, so no amenities used. It was great for a short stay."
Mary 1-night trip
Posted 4 hours ago
Waterside Suites & Marina

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Resort information

Number of reviews
1,185
Accommodation
12 Resort
Lowest Price
NZ$315
Highest Price
NZ$1,027

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