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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan
No exact matches found, but these alternatives could be just right

Recommended hotels in Upper Matecumbe Key

A beachfront property with a staircase leading to a light blue building, palm trees, and a clear view of the ocean.

1. La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,005 reviews)
"The room was very nice and neat !"
United States
Leslie
The price is £113
includes taxes & fees
22 Sept - 23 Sept
La Jolla Resort
A resort with palm trees, a white building, and a sandy ground.

2. Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,123 reviews)
"Great palace to stay at a reasonable price"
United States
John
The price is £211
includes taxes & fees
29 Sept - 30 Sept
Islander Resort
A courtyard with palm trees and flower beds, surrounded by buildings with balconies and a central entrance.

3. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,444 reviews)
"Excellent hotel to spend good time with friends and family, just amazing."
United States
RAIBEL
The price is £171
includes taxes & fees
24 Sept - 25 Sept
Cheeca Lodge & Spa
A waterfront hotel with multiple floors, palm trees, and a calm reflective pool.

4. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,781 reviews)
"Excellent location, nice breakfast."
United States
Suresh
The price is £162
includes taxes & fees
8 Oct - 9 Oct
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.

5. Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (749 reviews)
"It was very cozy. I was able to relax while I was celebrating my anniversary with my wife. The bed was super comfortable. The shower was excellent, and the staff was very friendly."
United States
Dionisio
The price is £73
includes taxes & fees
29 Sept - 30 Sept
Breezy Palms Resort
An aerial view of a resort with a swimming pool, palm trees, and a dock.

6. Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,317 reviews)
"amazing clean stay."
United States
MICHAEL
The price is £174
includes taxes & fees
24 Sept - 25 Sept
Amara Cay Resort
A modern two-story beachfront property with balconies, a pool, and a sandy beach area.

7. Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,002 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 £139
includes taxes & fees
22 Sept - 23 Sept
Pines & Palms Resort
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, (1,004 reviews)
"Great place"
United States
weder
The price is £124
includes taxes & fees
28 Sept - 29 Sept
Hadley Resort and Marina
A resort with a central swimming pool surrounded by palm trees and a view of the ocean.

9. Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (464 reviews)
"Nice place very clean , quiet . Was great stay for us , thank you"
United States
beata
The price is £237
includes taxes & fees
28 Sept - 29 Sept
Bayside Villas by Islander Resort
A two-story building with a balcony, surrounded by palm trees and a sandy ground.

10. 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 £171
includes taxes & fees
1 Oct - 2 Oct
Sands of Islamorada
A resort with multiple-story buildings, palm trees, and a well-maintained lawn.

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 £395
includes taxes & fees
1 Oct - 2 Oct
The Islands of Islamorada
A two-story building with a covered porch and a pathway leading to it, surrounded by lush greenery and palm trees.

12. Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite

Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
Matecumbe
The price is £957
includes taxes & fees
28 Sept - 29 Sept
Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
A two-story building with a covered porch and a pathway leading to it, surrounded by lush greenery and palm trees.

13. Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite

Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite
Matecumbe
The price is £2,881
includes taxes & fees
28 Sept - 29 Sept
Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite
A two-story building with a covered porch and a pathway leading to it, surrounded by lush greenery and palm trees.

14. Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite

Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite
Matecumbe
The price is £1,441
includes taxes & fees
28 Sept - 29 Sept
Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite
A two-story building with a covered porch and a pathway leading to it, surrounded by lush greenery and palm trees.

15. Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite

Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite
Matecumbe
The price is £1,562
includes taxes & fees
28 Sept - 29 Sept
Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite
A deck with a white railing, a lounge chair, a blue towel, and a large umbrella.

16. Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room

Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room
Matecumbe
The price is £957
includes taxes & fees
28 Sept - 29 Sept
Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room
A two-story building with a covered porch and a pathway leading to it, surrounded by lush greenery and palm trees.

17. Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (457 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 £140
includes taxes & fees
19 Oct - 20 Oct
Casa Morada
A two-story building with a covered porch and a pathway leading to it, surrounded by lush greenery and palm trees.

18. Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite

Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
Matecumbe
The price is £1,553
includes taxes & fees
28 Sept - 29 Sept
Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
A two-story building with a covered porch and a pathway leading to it, surrounded by lush greenery and palm trees.

19. Charming Suite @Islamorada With Pool Access - Twilight Suite

Charming Suite @Islamorada With Pool Access - Twilight Suite
Matecumbe
The price is £1,914
includes taxes & fees
28 Sept - 29 Sept
Charming Suite @Islamorada With Pool Access - Twilight Suite
A two-story building with a covered porch and a pathway leading to it, surrounded by lush greenery and palm trees.

20. Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite

Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
Matecumbe
The price is £1,912
includes taxes & fees
28 Sept - 29 Sept
Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
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
"What is unique about the property is how convenient and practical is the property, excellent for families! Always a nice experience"
Sonia 3-night trip
Posted 4 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
6,078
Accommodation
2 Cabin Rentals
Lowest Price
£73
Highest Price
£2,881

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 £73 to £2,881 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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