Find Cabins in Upper Matecumbe Key for Rent from CA $227

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months
No exact matches found, but these alternatives could be just right

Recommended hotels in Upper Matecumbe Key

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,726 reviews)
"Great breakfast and very friendly staff "
United States
Larry
The price is CA $250
CA $359 total
includes taxes & fees
May 26 - May 27
Chesapeake Beach Resort

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,312 reviews)
"Amazing place and wonderful stay. "
United States
Danielle
The price is CA $275
CA $410 total
includes taxes & fees
May 26 - May 27
Cheeca Lodge & Spa

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,274 reviews)
"Great location, clean rooms & nice staff. "
United States
Robert
The price is CA $259
CA $393 total
includes taxes & fees
May 26 - May 27
Amara Cay Resort

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,014 reviews)
"The resort is truly a tropical paradise."
United States
TAXAID
The price is CA $323
CA $457 total
includes taxes & fees
May 31 - Jun 1
Islander Resort

Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
8.8 out of 10, Excellent, (430 reviews)
"Really impressed with this property. "
United States
Byron
The price is CA $258
CA $384 total
includes taxes & fees
Jun 1 - Jun 2
Bayside Villas by Islander Resort

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (681 reviews)
"Amazing stay with my son! Close to everything - right in ocean, beach front and large room! Will stay again for sure!"
United States
Paul
The price is CA $182
CA $227 total
includes taxes & fees
May 27 - May 28
Breezy Palms Resort

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,001 reviews)
"This place is a sanctuary I love this hotel and with my mom and my child the best Mother’s Day ever 😍👍"
United States
Yadaris
The price is CA $257
CA $390 total
includes taxes & fees
Jun 17 - Jun 18
La Siesta Resort & Villas

La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.0 out of 10, Wonderful, (1,000 reviews)
"Excellent stay, friendly staff and excellent location on the bayside of the Key. Great views and lots of chairs and recliners to take in the views."
United States
Joel
The price is CA $247
CA $316 total
includes taxes & fees
May 27 - May 28
La Jolla Resort

Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,000 reviews)
"Wonderful place to stay. Quiet, private, close to everything. We will stay again"
United States
Angelina
The price is CA $322
CA $439 total
includes taxes & fees
Jun 4 - Jun 5
Pines & Palms Resort

Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (437 reviews)
"Great facility and staff. Excellent room and views."
United States
James
The price is CA $422
CA $546 total
includes taxes & fees
Jun 22 - Jun 23
Casa Morada

Sunset Inn

Sunset Inn
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
"Excellent stay, staff were great."
United States
Adam
The price is CA $215
CA $258 total
includes taxes & fees
Jun 18 - Jun 19
Sunset Inn

Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,001 reviews)
"Excellent and great location. Definitely would stay again."
United States
George
The price is CA $197
CA $267 total
includes taxes & fees
Jun 7 - Jun 8
Hadley Resort and Marina

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.6 out of 10, Exceptional, (76 reviews)
"What a wonderful venue for our last 2 nights in the Keys. This place is a hidden gem. The entire staff, especially Edith, the bartender, were fantastic."
United States
Michael
The price is CA $827
CA $1,006 total
includes taxes & fees
May 28 - May 29
The Islands of Islamorada

Sands of Islamorada

Sands of Islamorada
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (411 reviews)
"Great place to stay!"
United States
Virginia
The price is CA $274
CA $326 total
includes taxes & fees
May 26 - May 27
Sands of Islamorada

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

Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite
Matecumbe
The price is CA $2,243
CA $2,843 total
includes taxes & fees
Jun 17 - Jun 18
Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite

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

Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite
Matecumbe
The price is CA $2,066
CA $2,618 total
includes taxes & fees
May 29 - May 30
Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite

Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite

Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
Matecumbe
The price is CA $1,378
CA $1,736 total
includes taxes & fees
Jun 7 - Jun 8
Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite

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

Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite
Matecumbe
The price is CA $4,133
CA $5,236 total
includes taxes & fees
May 29 - May 30
Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite

Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite

Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite
Matecumbe
The price is CA $2,616
CA $3,315 total
includes taxes & fees
May 29 - May 30
Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite

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

Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room
Matecumbe
The price is CA $1,382
CA $1,751 total
includes taxes & fees
May 30 - May 31
Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Upper Matecumbe Key Hotel Reviews

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Cabin Rentals information

Number of reviews
11,272
Accommodation
2 Cabin Rentals
Lowest Price
CA $227
Highest Price
CA $5,236

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 CA $227 to CA $5,236 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.

Explore a world of travel with Expedia