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Oct 17 - Oct 19
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Cabin Rentals in Upper Matecumbe Key

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Recommended hotels in Upper Matecumbe Key

Chesapeake Beach Resort
Water view

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1537)
"Wonderful property, breakfast was awesome "
The price is ￥21,888
￥33,204 total
includes taxes & fees
Oct 22 - Oct 23
Chesapeake Beach Resort
Cheeca Lodge & Spa
Reception

Cheeca Lodge & Spa

5.0 star property
9.2 out of 10, Wonderful, (1222)
"Beautiful and relaxing hotel!!"
The price is ￥18,213
￥30,821 total
includes taxes & fees
Oct 16 - Oct 17
Cheeca Lodge & Spa
Sunset Inn
Property grounds

Sunset Inn

3.0 star property
9.4 out of 10, Exceptional, (1003)
"Great place to stay!"
The price is ￥17,025
￥20,874 total
includes taxes & fees
Oct 20 - Oct 21
Sunset Inn
La Jolla Resort
Exterior

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"
La Jolla Resort
Amara Cay Resort
Aerial view

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1254)
"Great hotel with a perfect location and friendly staff."
The price is ￥19,532
￥32,131 total
includes taxes & fees
Oct 19 - Oct 20
Amara Cay Resort
Breezy Palms Resort
Exterior

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (543)
"Spacious rooms and location was great for what we needed. "
The price is ￥11,770
￥21,175 total
includes taxes & fees
Oct 13 - Oct 14
Breezy Palms Resort
Islander Resort
Exterior

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1007)
"Stunning resort with great amenities and excellent service! "
The price is ￥35,387
￥50,107 total
includes taxes & fees
Oct 20 - Oct 21
Islander Resort
Pines & Palms Resort
Exterior

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (1002)
"Very nice place to stay "
Pines & Palms Resort
La Siesta Resort & Villas
Exterior

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1004)
"Great rooms"
The price is ￥16,644
￥28,884 total
includes taxes & fees
Oct 19 - Oct 20
La Siesta Resort & Villas
Casa Morada
Exterior

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (409)
"The marina was clean and convenient."
Casa Morada
Hadley Resort and Marina
Exterior detail

Hadley Resort and Marina

3.5 star property
7.8 out of 10, Good, (1002)
"Loved the rooms very spacious. Ocean view was amazing very close to restaurants "
The price is ￥15,014
￥21,885 total
includes taxes & fees
Oct 13 - Oct 14
Hadley Resort and Marina
Bayside Villas by Islander Resort
Exterior

Bayside Villas by Islander Resort

3.5 star property
8.8 out of 10, Excellent, (391)
"Great place to stay"
The price is ￥33,304
￥47,799 total
includes taxes & fees
Oct 19 - Oct 20
Bayside Villas by Islander Resort
Sands of Islamorada
Front of property

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!"
The price is ￥29,386
￥35,125 total
includes taxes & fees
Oct 12 - Oct 13
Sands of Islamorada
The Islands of Islamorada
Aerial view

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (66)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is ￥83,892
￥102,787 total
includes taxes & fees
Oct 14 - Oct 15
The Islands of Islamorada
Hidden Gem Islamorada | 1st Floor
Exterior

Hidden Gem Islamorada | 1st Floor

10.0 out of 10, Exceptional, (44)
"Perfect location in islamorada. Definitely recommend and will stay there again. "
The price is ￥40,099
￥85,827 total
includes taxes & fees
Oct 26 - Oct 27
Hidden Gem Islamorada | 1st Floor
Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite
Exterior

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

The price is ￥459,150
￥581,743 total
includes taxes & fees
Oct 17 - Oct 18
Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite
Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
Exterior

Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite

The price is ￥305,794
￥387,484 total
includes taxes & fees
Oct 17 - Oct 18
Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite
Exterior

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

The price is ￥249,165
￥315,818 total
includes taxes & fees
Nov 9 - Nov 10
Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite
Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
Exterior

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

The price is ￥247,788
￥313,964 total
includes taxes & fees
Oct 17 - Oct 18
Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite
Exterior

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

The price is ￥229,575
￥290,872 total
includes taxes & fees
Oct 17 - Oct 18
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

Cheeca Lodge & Spa

Cheeca Lodge & Spa

10/10 Excellent
"room were cleaned every morning; we were able to park under the room drinks were pricy "
Terry-John 3-night trip
Posted 1 day 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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