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Check prices for these dates

Next weekend
5 Sept - 7 Sept
In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct

Featured Cabin Rentals in Upper Matecumbe Key

We don't have any properties that match your exact search

Recommended hotels in Upper Matecumbe Key

Hampton Inn Key Largo Manatee Bay
Room, 1 King Bed, Bay View | Beach/ocean view

Hampton Inn Key Largo Manatee Bay

2.5 star property
8.8 out of 10, Excellent, (1012)
"Very nice hotel, the plus is the private beach!!"
The price is AU$197
includes taxes & fees
3 Sept - 4 Sept
Hampton Inn Key Largo Manatee Bay
Drift Hotel
On the beach, sun-loungers, snorkelling, kayaking

Drift Hotel

2.5 star property
9.0 out of 10, Wonderful, (1008)
"Great stay, nice property. Staff was awesome. "
Drift Hotel
Rock Reef Resort
Sundeck

Rock Reef Resort

2.5 star property
9.2 out of 10, Wonderful, (1015)
"It was a very quite and a relaxing stay."
Rock Reef Resort
Chesapeake Beach Resort
Private beach, white sand, sun-loungers, beach towels

Chesapeake Beach Resort

3.5 star property
9.2 out of 10, Wonderful, (1502)
"Excellent location on the ocean and everything was really perfect. will stay there again"
The price is AU$284
includes taxes & fees
28 Aug - 29 Aug
Chesapeake Beach Resort
Cheeca Lodge & Spa
Private beach, sun-loungers, beach umbrellas, beach towels

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1162)
"amazing stay"
The price is AU$354
includes taxes & fees
4 Sept - 5 Sept
Cheeca Lodge & Spa
La Jolla Resort
Private beach, fishing

La Jolla Resort

2.5 star property
9.0 out of 10, Wonderful, (1002)
"I love staying here! Old Florida charm and convenient to great restaurants!"
La Jolla Resort
Islander Resort
Exterior

Islander Resort

4.0 star property
9.2 out of 10, Wonderful, (1012)
"Excellent property for a relaxing getaway. "
The price is AU$450
includes taxes & fees
22 Sept - 23 Sept
Islander Resort
Sunset Inn
Outdoor pool, free pool cabanas

Sunset Inn

3.0 star property
9.4 out of 10, Exceptional, (1001)
"Sunset Inn was a great place to stay while fishing and diving in Islamorada! We will be back again!"
The price is AU$206
includes taxes & fees
1 Sept - 2 Sept
Sunset Inn
Bayside Villas by Islander Resort
Restaurant

Bayside Villas by Islander Resort

3.5 star property
8.8 out of 10, Excellent, (380)
"The villas were nice and relaxing but the association with the islander resort made to stay great. "
The price is AU$428
includes taxes & fees
24 Sept - 25 Sept
Bayside Villas by Islander Resort
Pines & Palms Resort
Exterior

Pines & Palms Resort

3.0 star property
9.2 out of 10, Wonderful, (1001)
"Clean, nice beach and pool area we had a great time. Highly recommend it."
Pines & Palms Resort
Amara Cay Resort
Exterior

Amara Cay Resort

4.0 star property
9.0 out of 10, Wonderful, (1240)
"Always an amazing place to stay "
The price is AU$393
includes taxes & fees
1 Sept - 2 Sept
Amara Cay Resort
La Siesta Resort & Villas
Outdoor pool, pool loungers

La Siesta Resort & Villas

4.0 star property
8.6 out of 10, Excellent, (1009)
"perfect family hotel with a keys flare."
The price is AU$310
includes taxes & fees
10 Sept - 11 Sept
La Siesta Resort & Villas
Breezy Palms Resort
Exterior

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (519)
"Best kept secret, love staying here,!"
The price is AU$213
includes taxes & fees
10 Sept - 11 Sept
Breezy Palms Resort
The Islands of Islamorada
2 outdoor pools, open 8:00 AM to 6:00 PM, pool loungers

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 AU$1,037
includes taxes & fees
4 Sept - 5 Sept
The Islands of Islamorada
Sands of Islamorada
Suite, 1 King Bed with Sofa bed, Kitchenette, Oceanfront | Terrace/patio

Sands of Islamorada

2.5 star property
8.8 out of 10, Excellent, (387)
"Quiet place which made it a great place to sit and enjoy the view of the water."
The price is AU$300
includes taxes & fees
7 Sept - 8 Sept
Sands of Islamorada
Hadley Resort and Marina
Dock

Hadley Resort and Marina

3.5 star property
7.8 out of 10, Good, (1002)
"We stayed in the “Villas” on our 2nd stay and it was comfortable at a very affordable price. This is an older hotel and villa we had was clean and the furniture was in good condition. "
The price is AU$220
includes taxes & fees
1 Sept - 2 Sept
Hadley Resort and Marina
Casa Morada
Beach nearby, white sand, sun-loungers, beach umbrellas

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (409)
"The marina was clean and convenient."
Casa Morada
Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
Pool

Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite

The price is AU$1,972
includes taxes & fees
9 Sept - 10 Sept
Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room
Terrace/patio

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

The price is AU$1,972
includes taxes & fees
9 Sept - 10 Sept
Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room
Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite
Pool

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

The price is AU$2,931
includes taxes & fees
9 Sept - 10 Sept
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

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

10/10 Excellent
"We had an absolutely amazing stay. From pulling into the resort until leaving everything was perfect. Top notch hospitality from every single worker on the property. "
Sara 2-night trip
Posted 2 days ago
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Find out more about Upper Matecumbe Key

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Cabin Rentals information

Number of reviews
Accommodation
2 Cabin Rentals
Lowest Price
Highest Price

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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.