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Check prices for these dates

Next weekend
31 Oct - 2 Nov
In two weeks
7 Nov - 9 Nov
In one month
21 Nov - 23 Nov
In two months
19 Dec - 21 Dec

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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, (1544)
"Wonderful property, breakfast was awesome "
United States
Carl
The price is ₹10,659
₹16,934 total
includes taxes & fees
28 Oct - 29 Oct
Chesapeake Beach Resort
Reception
Cheeca Lodge & Spa
Cheeca Lodge & Spa
5.0 star property
9.2 out of 10, Wonderful, (1254)
"This resort was amazing!"
United States
Paul
The price is ₹12,212
₹19,668 total
includes taxes & fees
26 Oct - 27 Oct
Cheeca Lodge & Spa
Exterior
La Jolla Resort
La Jolla Resort
2.5 star property
9.0 out of 10, Wonderful, (1002)
"The location is great..nice beach and dock area..room was very nice.. will definitely plan to return for a longer stay"
United States
Ronnie
La Jolla Resort
Aerial view
Amara Cay Resort
Amara Cay Resort
4.0 star property
8.8 out of 10, Excellent, (1265)
"Great hotel with a perfect location and friendly staff."
United States
Amir
The price is ₹11,330
₹18,577 total
includes taxes & fees
28 Oct - 29 Oct
Amara Cay Resort
Exterior
Breezy Palms Resort
Breezy Palms Resort
2.5 star property
8.8 out of 10, Excellent, (550)
"Nice place to stay for the wedding I went to "
United States
michael
The price is ₹6,756
₹10,753 total
includes taxes & fees
27 Oct - 28 Oct
Breezy Palms Resort
Exterior
Islander Resort
Islander Resort
4.0 star property
9.2 out of 10, Wonderful, (1002)
"The pool was amazing. The room and bed was very comfortable. "
United States
Kathleen
The price is ₹18,273
₹26,488 total
includes taxes & fees
2 Nov - 3 Nov
Islander Resort
Property grounds
Sunset Inn
Sunset Inn
3.0 star property
9.4 out of 10, Exceptional, (1002)
"Great place to stay!"
United States
Heather
The price is ₹10,624
₹11,952 total
includes taxes & fees
29 Oct - 30 Oct
Sunset Inn
Exterior
Pines & Palms Resort
Pines & Palms Resort
3.0 star property
9.2 out of 10, Wonderful, (1004)
"Very nice place to stay "
United States
Joan
Pines & Palms Resort
Exterior detail
Hadley Resort and Marina
Hadley Resort and Marina
3.5 star property
7.8 out of 10, Good, (1004)
"Loved the rooms very spacious. Ocean view was amazing very close to restaurants "
United States
Andrea
The price is ₹9,014
₹13,007 total
includes taxes & fees
26 Oct - 27 Oct
Hadley Resort and Marina
Exterior
La Siesta Resort & Villas
La Siesta Resort & Villas
4.0 star property
8.6 out of 10, Excellent, (1003)
"Excellent stay with great amenities."
United States
Maria
The price is ₹9,767
₹16,819 total
includes taxes & fees
28 Oct - 29 Oct
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, (391)
"Great place to stay"
United States
Gregory
The price is ₹16,446
₹24,431 total
includes taxes & fees
6 Nov - 7 Nov
Bayside Villas by Islander Resort
Exterior
Casa Morada
Casa Morada
3.5 star property
9.4 out of 10, Exceptional, (410)
"The marina was clean and convenient."
United States
Gil
Casa Morada
Front of property
Sands of Islamorada
Sands of Islamorada
2.5 star property
8.8 out of 10, Excellent, (389)
"The hotel was reasonably priced and while a little dated, the rooms were large and clean. The staff was SUPER nice. All in all, a great place to stay a couple nights in the keys at a reasonable price. Would definitely recommend!"
United States
Amanda
The price is ₹13,090
₹15,912 total
includes taxes & fees
4 Nov - 5 Nov
Sands of Islamorada
Aerial view
The Islands of Islamorada
The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (67)
"Great for family vacation with kids. love it"
United States
Dixania
The price is ₹48,319
₹59,202 total
includes taxes & fees
26 Oct - 27 Oct
The Islands of Islamorada
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

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"Amazing place. Smooth check in and great room."
peter 1-night trip
Posted 18 hours ago
Cheeca Lodge & Spa

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Cabin Rentals information

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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 to 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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