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

Search Cabin Rentals in Upper Matecumbe Key

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Upper Matecumbe Key

Water view

1. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,782 reviews)
"Excellent location, nice breakfast."
United States
Suresh
The price is P7,472
P11,930 total
includes taxes & fees
Sep 8 - Sep 9
Chesapeake Beach Resort
Exterior

2. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,120 reviews)
"Property is beautiful, staff is great and overall an amazing place to stay."
United States
Sonia
The price is P12,265
P18,027 total
includes taxes & fees
Sep 13 - Sep 14
Islander Resort
Reception

3. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,441 reviews)
"Excellent stay."
United States
Mian
The price is P9,336
P15,085 total
includes taxes & fees
Sep 15 - Sep 16
Cheeca Lodge & Spa
Exterior

4. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (741 reviews)
"Great resorts - will return again. Highly recommend"
United States
Lourdes
The price is P4,928
P6,544 total
includes taxes & fees
Sep 8 - Sep 9
Breezy Palms Resort
Exterior

5. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,002 reviews)
"Good location and great staff"
United States
adrian
The price is P11,223
P14,388 total
includes taxes & fees
Sep 13 - Sep 14
La Jolla Resort
Exterior

6. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,004 reviews)
"I had an excellent stay at the resort. and look forward to returning!"
United States
Isabel
The price is P12,349
P17,347 total
includes taxes & fees
Sep 9 - Sep 10
Pines & Palms Resort
Aerial view

7. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,313 reviews)
"Wonderful resort, very friendly staff, would definitely stay again!"
United States
Amy
The price is P9,685
P15,477 total
includes taxes & fees
Sep 14 - Sep 15
Amara Cay Resort
Dock

8. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (460 reviews)
"Nice place very clean , quiet . Was great stay for us , thank you"
United States
beata
The price is P13,421
P19,328 total
includes taxes & fees
Sep 15 - Sep 16
Bayside Villas by Islander Resort
Exterior

9. Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,000 reviews)
"Nice pet friendly hotel, clean, nice staff, good continental breakfast."
United States
RAIBEL
The price is P8,468
P11,571 total
includes taxes & fees
Sep 15 - Sep 16
Hadley Resort and Marina
Exterior

10. La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,003 reviews)
"Great place to stay!"
United States
Brianne
La Siesta Resort & Villas
Property grounds

11. 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 P25,375
P32,509 total
includes taxes & fees
Sep 8 - Sep 9
The Islands of Islamorada
Exterior

12. Sands of Islamorada

Sands of Islamorada
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (414 reviews)
"Great place to stay!"
United States
Virginia
The price is P12,030
P14,379 total
includes taxes & fees
Oct 1 - Oct 2
Sands of Islamorada
Exterior

13. Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (456 reviews)
"The hotel was in the mist of redoing it's landscaping by adding gaint palm trees and some new boat docks, but it didn't interfere with the overall feel of the place. We enjoyed the free paddle boards and pool. Its also located on a beautiful part of the Keys"
United States
Lois
The price is P10,376
P12,378 total
includes taxes & fees
Sep 28 - Sep 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

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

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

10/10 Excellent
"Had a very relaxing time at Baker’s Cay ! Would definitely come back"
Carolyn 2-night trip
Posted 2 hours ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Cabin Rentals information

Number of reviews
7,259
Accommodation
0 Cabin Rentals
Lowest Price
P6,544
Highest Price
P32,509

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 P6,544 to P32,509 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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