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

Search Resorts in Upper Matecumbe Key

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Check prices for these dates

Next weekend
Aug 28 - Aug 30
In two weeks
Sep 4 - Sep 6
In one month
Sep 18 - Sep 20
In two months
Oct 16 - Oct 18

Our top choices for Upper Matecumbe Key resorts

Balcony

1. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,408 reviews)
"Wonderful stay! Friendly staff, clean rooms, highly recommend!"
United States
Jessica
The price is ₩210,485
₩340,102 total
includes taxes & fees
Sep 1 - Sep 2
Cheeca Lodge & Spa
View from room

2. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,289 reviews)
"Best place to stay !!"
United States
David A
The price is ₩237,431
₩370,416 total
includes taxes & fees
Aug 24 - Aug 25
Amara Cay Resort
Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe

3. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,009 reviews)
"Great place to stay!"
United States
Brianne
The price is ₩218,361
₩348,963 total
includes taxes & fees
Aug 25 - Aug 26
La Siesta Resort & Villas
Room, 1 King Bed, Balcony, Ocean View (Balcony) | Premium bedding, in-room safe, laptop workspace, iron/ironing board

4. 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, (251 reviews)
"Wonderful resort and friendly staff!"
United States
Ana
The price is ₩292,701
₩432,595 total
includes taxes & fees
Aug 31 - Sep 1
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio

5. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.4 out of 10, Exceptional, (1,473 reviews)
"Great place to stay!!"
United States
Javier
The price is ₩158,325
₩241,685 total
includes taxes & fees
Sep 3 - Sep 4
Lime Tree Bay Resort
Exterior

6. Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,012 reviews)
"Such a beautiful resort!"
United States
Rachel
The price is ₩337,623
₩457,705 total
includes taxes & fees
Sep 2 - Sep 3
Playa Largo Resort & Spa, Autograph Collection
Exterior

7. 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
8.6 out of 10, Excellent, (1,158 reviews)
"Beautiful and great place and a LOT activity for the kids very family hotel"
United States
Vianney
The price is ₩369,521
₩493,591 total
includes taxes & fees
Sep 2 - Sep 3
Baker's Cay Resort Key Largo, Curio Collection by Hilton
3 outdoor pools, cabanas (surcharge), pool umbrellas

8. Villas At Hawks Cay Resort

Villas At Hawks Cay Resort
4.0 star property
Marathon
8.0 out of 10, Very Good, (230 reviews)
"The property was beautiful, clean, and a short distance from many great adventures in the keys."
United States
Don
The price is ₩1,094,804
₩1,319,070 total
includes taxes & fees
Aug 20 - Aug 21
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

Islander Resort

Islander Resort

10/10 Excellent
"I decided to splurge on myself and do a night and a day at the resort and man oh man what a treat. I have been to other resorts in the Caribbean and Mexico and this space totally gives you that vibe everywhere you go! Beautiful landscaping and gardens! Rooms were huge and so well decorated! This room also had a back patio to hang out on! The long walkway to the beach and pool area is so relaxing and really sets the tone for your experience! Pool area was chill, they had a live singer out by the pool area who was really good. Tons of activities that you could engage in, basketball, mini golf, cornhole! You could even go fishing on the pier or hang out in a plethora of outdoor lounge seating. Unfortunately as is many of the areas in Islamorada, don’t expect to be swimming in the ocean, Islander Resort is the same, so much seaweed and unable for swimming, but that’s not their fault, more the environment and the way it goes in the summer months. Lobby was beautiful and catered to any need I had. Nighttime roaming and wandering around the space is chill and great resort vibes. Would def go back again in the future!"
Ryan 1-night trip
Posted 8 hours ago
Islander Resort

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Resorts information

Number of reviews
3,894
Accommodation
10 Resorts
Lowest Price
₩241,685
Highest Price
₩1,319,070