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

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31
No exact matches found, but these alternatives could be just right

Recommended hotels in Upper Matecumbe Key

A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.

1. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,796 reviews)
"Great place"
United States
Richard
The price is NT$4,822
NT$7,221 total
includes taxes & fees
Oct 13 - Oct 14
Chesapeake Beach Resort
A building facade with the text "Buzzy Plims" and a website address. There are two potted plants and a staircase leading up to the entrance.

2. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (763 reviews)
"Such a great place to stay!!"
United States
Gavin
The price is NT$3,242
NT$4,156 total
includes taxes & fees
Oct 21 - Oct 22
Breezy Palms Resort
A beachfront property with a staircase leading to a light blue building, palm trees, and a clear view of the ocean.

3. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,007 reviews)
"Nice hotel."
United States
Brett
The price is NT$4,061
NT$5,467 total
includes taxes & fees
Oct 13 - Oct 14
La Jolla Resort
An aerial view of a resort with a swimming pool, palm trees, and a dock.

4. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,319 reviews)
"Super clean resort."
United States
Danielle
The price is NT$4,935
NT$7,887 total
includes taxes & fees
Oct 18 - Oct 19
Amara Cay Resort
A resort with palm trees, a white building, and a sandy ground.

5. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,135 reviews)
"Amazing place would definitely recommend"
United States
Steven
The price is NT$8,333
NT$11,709 total
includes taxes & fees
Oct 18 - Oct 19
Islander Resort
A courtyard with palm trees and flower beds, surrounded by buildings with balconies and a central entrance.

6. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,474 reviews)
"Staff is very helpful, rooms are clean, and there is a lot to do on the property!"
United States
Morgan
The price is NT$6,034
NT$9,123 total
includes taxes & fees
Oct 13 - Oct 14
Cheeca Lodge & Spa
A row of colorful beach huts with palm trees in the background.

7. 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 NT$5,366
NT$8,371 total
includes taxes & fees
Nov 8 - Nov 9
La Siesta Resort & Villas
A building with a green roof and a sign that reads "Hadley House Oceanfront Resort."

8. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,000 reviews)
"Great place"
United States
weder
The price is NT$4,569
NT$6,181 total
includes taxes & fees
Nov 9 - Nov 10
Hadley Resort and Marina
A resort with multiple-story buildings, palm trees, and a well-maintained lawn.

9. The Islands of Islamorada

The Islands of Islamorada
5.0 star property
Matecumbe
9.6 out of 10, Exceptional, (81 reviews)
"Love this property! Our family had the most amazing time in the villas. The location is great and the property is really well kept with amazing staff. We enjoyed the pool, the kids game area, pickle ball and relaxing in the home. Highly recommend!!"
United States
Christian
The price is NT$16,665
NT$20,842 total
includes taxes & fees
Oct 13 - Oct 14
The Islands of Islamorada
A modern two-story beachfront property with balconies, a pool, and a sandy beach area.

10. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
"It was a great time staying at the resort. Really enjoyed that they had a bartender at the pool in the evenings."
United States
Colt
The price is NT$6,580
NT$9,163 total
includes taxes & fees
Oct 15 - Oct 16
Pines & Palms Resort
A resort with a central swimming pool surrounded by palm trees and a view of the ocean.

11. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (466 reviews)
"Nice place very clean , quiet . Was great stay for us , thank you"
United States
beata
The price is NT$8,275
NT$11,644 total
includes taxes & fees
Oct 18 - Oct 19
Bayside Villas by Islander Resort
A two-story building with a balcony, surrounded by palm trees and a sandy ground.

12. Sands of Islamorada

Sands of Islamorada
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (416 reviews)
"Very small, Was quiet and relaxing."
United States
Nicolas
The price is NT$6,130
NT$7,327 total
includes taxes & fees
Oct 12 - Oct 13
Sands of Islamorada
A two-story building with a covered porch and a pathway leading to it, surrounded by lush greenery and palm trees.

13. Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (462 reviews)
"Very helpful staff and great location"
United States
David
The price is NT$5,107
NT$6,104 total
includes taxes & fees
Oct 28 - Oct 29
Casa Morada
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

Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"My husband and I loved the place, the beautiful views of the sunset. The place has a huge patio where you can sit outside and just enjoy the beautiful views. We absolutely loved it. We also went to the bar area and order dinner. The food is delicious. We are so glad we decided to stay at the Keylime Bay resort."
Loida 1-night trip
Posted 5 hours ago
Lime Tree Bay Resort

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Cabin Rentals information

Number of reviews
6,757
Accommodation
0 Cabin Rentals
Lowest Price
NT$4,156
Highest Price
NT$20,842

Frequently asked questions

Are there cheap cabins in Upper Matecumbe Key?
Whether you want to stay steps from the water or on the top of a mountain, we have an awesome variety of cheap cabins in Upper Matecumbe Key to suit your budget and taste. Priced from NT$4,156 to NT$20,842 per night, your ideal cabin is waiting right here. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the highest-rated cabins in Upper Matecumbe Key?
Expedia cabin travelers just keep coming back to Cabin - Sand Is The New Snow - New 4bedroom W. This top pick features a host of handy amenities including a private pool and a deck. It won't take you very long to see why Historic, Dog - Friendly Cottage In The Heart Of Key West W is also popular with vacationers. Conveniences such as a patio and a deck will help make your stay nice and comfortable.
Why should I book a cabin in Upper Matecumbe Key?
Affordability, outdoor attractions, rustic charm — there are countless great reasons to book an Upper Matecumbe Key cabin. Escape the noisy concrete jungle and wake up to the beautiful sounds of Mother Nature. There's so much adventure just around the corner too. Whether you're taking a break with friends, family or your partner, you'll find the perfect rental cabin on Expedia.
What are the top nature cabins in Upper Matecumbe Key?
Spend a few nights at Cabin - Sand Is The New Snow - New 4bedroom W and you'll be surrounded by nature. Amenities like a private pool and a deck help make this river cabin in Upper Matecumbe Key a top option. Historic, Dog - Friendly Cottage In The Heart Of Key West W is another place where you can escape the hustle and bustle and catch a few mindful moments by the water. Some of the conveniences here include a patio and a deck.

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