Search cabins in Upper Matecumbe Key

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Cabin Rentals in Upper Matecumbe Key

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Recommended hotels in Upper Matecumbe Key

Water view
Chesapeake Beach Resort
Chesapeake Beach Resort
3.5 star property
9.2 out of 10, Wonderful, (1552)
"Wonderful property, breakfast was awesome "
United States
Carl
$165 nightly
The price is $186
Nov 4 - Nov 5
Total with taxes and fees
Chesapeake Beach Resort
Aerial view
Amara Cay Resort
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1277)
"Great hotel with a perfect location and friendly staff."
United States
Amir
$203 nightly
The price is $229
Dec 4 - Dec 5
Total with taxes and fees
Amara Cay Resort
Exterior
La Jolla Resort
La Jolla Resort
2.5 star property
9.0 out of 10, Wonderful, (1001)
"Excellent motel"
United States
heidy
$116 nightly
The price is $131
Nov 18 - Nov 19
Total with taxes and fees
La Jolla Resort
Reception
Cheeca Lodge & Spa
Cheeca Lodge & Spa
5.0 star property
9.2 out of 10, Wonderful, (1268)
"This resort was amazing!"
United States
Paul
$259 nightly
The price is $291
Nov 4 - Nov 5
Total with taxes and fees
Cheeca Lodge & Spa
Exterior
Islander Resort
Islander Resort
4.0 star property
9.2 out of 10, Wonderful, (1015)
"Staff at resort were extremely friendly and helpful. Highly recommend if visiting Islamorada"
United States
Thalia
$237 nightly
The price is $267
Nov 9 - Nov 10
Total with taxes and fees
Islander Resort
Exterior
Breezy Palms Resort
Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (553)
"Spacious rooms and location was great for what we needed. "
United States
Daniel
$109 nightly
The price is $122
Nov 11 - Nov 12
Total with taxes and fees
Breezy Palms Resort
Exterior
La Siesta Resort & Villas
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1003)
"Clean rooms, great ambiance and service. Would definitely go again!!"
United States
Gary
$216 nightly
The price is $244
Nov 10 - Nov 11
Total with taxes and fees
La Siesta Resort & Villas
Exterior
Bayside Villas by Islander Resort
Bayside Villas by Islander Resort
3.5 star property
8.8 out of 10, Excellent, (392)
"Beautiful property loads of thing to do or do nothing. Great restaurao"
United States
Leslie
$254 nightly
The price is $286
Nov 20 - Nov 21
Total with taxes and fees
Bayside Villas by Islander Resort
Property grounds
Sunset Inn
Sunset Inn
3.0 star property
9.4 out of 10, Exceptional, (1004)
"Conveniently located to dining options and attractions to explore and do."
United States
Tony
$129 nightly
The price is $145
Nov 4 - Nov 5
Total with taxes and fees
Sunset Inn
Exterior detail
Hadley Resort and Marina
Hadley Resort and Marina
3.5 star property
7.8 out of 10, Good, (1001)
"Super "
United States
Michel
$150 nightly
The price is $168
Dec 2 - Dec 3
Total with taxes and fees
Hadley Resort and Marina
Exterior
Pines & Palms Resort
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (1008)
"Very happy with accommodations. Simone at the Front Desk was amazing."
United States
Peter
$248 nightly
The price is $279
Nov 4 - Nov 5
Total with taxes and fees
Pines & Palms Resort
Exterior
Casa Morada
Casa Morada
3.5 star property
9.4 out of 10, Exceptional, (410)
"Beautiful"
United States
Zoila N
$314 nightly
The price is $353
Nov 5 - Nov 6
Total with taxes and fees
Casa Morada
Front of property
Sands of Islamorada
Sands of Islamorada
2.5 star property
8.8 out of 10, Excellent, (389)
"Nicely renovated older, smaller hotel with friendly staff that accommodates different arrival and departure times. Very clean, could have a better kitchen area, but comfortable stay!"
United States
Callie
$161 nightly
The price is $181
Nov 4 - Nov 5
Total with taxes and fees
Sands of Islamorada
Aerial view
The Islands of Islamorada
The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (68)
"Beautiful property!"
United States
Betty
$684 nightly
The price is $769
Nov 9 - Nov 10
Total with taxes and fees
The Islands of Islamorada
Exterior
Hidden Gem Islamorada | 1st Floor
Hidden Gem Islamorada | 1st Floor
10.0 out of 10, Exceptional, (44)
"Great. "
United States
keith g.
$514 nightly
The price is $561
Dec 2 - Dec 3
Total with taxes and fees
Hidden Gem Islamorada | 1st Floor
Exterior
Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite
Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite
$3,426 nightly
The price is $3,801
Nov 10 - Nov 11
Total with taxes and fees
Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite
Exterior
Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
$2,282 nightly
The price is $2,532
Nov 10 - Nov 11
Total with taxes and fees
Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
Exterior
Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite
Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite
$1,860 nightly
The price is $2,064
Nov 10 - Nov 11
Total with taxes and fees
Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite
Exterior
Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
$1,849 nightly
The price is $2,051
Nov 10 - Nov 11
Total with taxes and fees
Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
Exterior
Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite
Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite
$1,713 nightly
The price is $1,901
Nov 10 - Nov 11
Total with taxes and fees
Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon 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

Sunset Inn

Sunset Inn

10/10 Excellent
"This is my go to when I need a little staycation away from Key West. Staff have always been friendly and helpful. Walking distance to some great restaurants, although they have bikes available to rent also!"
Erin 2-night trip
Posted 4 days ago
Sunset Inn

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Cabin Rentals information

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 Cabin Rentals
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Frequently asked questions

Are there cheap cabins in Upper Matecumbe Key?
For a nicely priced getaway in Mother Nature, have a look at our cheap cabins in Upper Matecumbe Key. Awake to the sound of birds chirping from one of our cozy cabins priced from to a night. 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 best weekend cabin rentals in Upper Matecumbe Key?
If you can't wait to spend two or so restful days surrounded by Mother Nature, Cabin - Sand Is The New Snow - New 4bedroom W will check all your boxes. Stay here for a weekend and make use of amenities such as a private pool and a deck. Another terrific escape is Historic, Dog - Friendly Cottage In The Heart Of Key West W. Offering a patio, a deck and lots of peace and quiet, you'll go home feeling refreshed and energized.
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?
For a nature-filled getaway at the perfect price, you can't go past a cabin. Picture yourself waking up to the sound of birds outside and having breakfast on your deck surrounded by dreamy views. Choose a cabin in Upper Matecumbe Key and say goodbye to the busyness of the city. Whether they're by a lake, river, beach or mountain, cabins offer a rustic and relaxing experience for those who need a break.
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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