A wooden pier extending into a clear blue sea with a sandy beach in the foreground and a cloudy sky above.

Search Cottages in Upper Matecumbe Key

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8
No exact matches found, but these alternatives could be just right

Recommended hotels in Upper Matecumbe Key

Deluxe Ocean View Two Queen Suite | Balcony

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (1,739 reviews)
"Love the place very clean and peaceful"
United States
Elizabeth
The price is ₩223,562
₩334,761 total
includes taxes & fees
Aug 16 - Aug 17
Chesapeake Beach Resort
Balcony

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,335 reviews)
"Great place!!"
United States
David
The price is ₩383,333
₩539,485 total
includes taxes & fees
Aug 6 - Aug 7
Cheeca Lodge & Spa
Deluxe Cottage | 1 bedroom, WiFi (free)

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (708 reviews)
"Enjoyed this place."
United States
Christopher
The price is ₩95,907
₩184,621 total
includes taxes & fees
Aug 2 - Aug 3
Breezy Palms Resort
Room, 1 King Bed with Sofa bed, Oceanfront (Alligator Reef, Lanai) | View from room

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,283 reviews)
"Staff was helpful and they went out of their way to make sure our stay was good."
United States
Jon
The price is ₩248,759
₩388,091 total
includes taxes & fees
Aug 16 - Aug 17
Amara Cay Resort
House, 3 Bedrooms, Ocean View, Oceanfront | Lanai

La Jolla Resort

La Jolla Resort
2.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,000 reviews)
"Good location and great staff"
United States
adrian
The price is ₩211,795
₩279,903 total
includes taxes & fees
Aug 3 - Aug 4
La Jolla Resort
Restaurant

Bayside Villas by Islander Resort

Bayside Villas by Islander Resort
3.5 star property
Matecumbe
9.0 out of 10, Wonderful, (450 reviews)
"Nice place very clean , quiet . Was great stay for us , thank you"
United States
beata
The price is ₩341,004
₩483,532 total
includes taxes & fees
Aug 13 - Aug 14
Bayside Villas by Islander Resort
Premium bedding, in-room safe, desk, blackout drapes

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,072 reviews)
"Can't wait to stay there again!"
United States
Sarah
The price is ₩361,132
₩506,176 total
includes taxes & fees
Aug 10 - Aug 11
Islander Resort
Outdoor pool, sun loungers

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,000 reviews)
"Clean quiet and serene. Staff was so helpful and kind!"
United States
Cassandra
The price is ₩258,750
₩399,329 total
includes taxes & fees
Aug 4 - Aug 5
La Siesta Resort & Villas
Aerial view

Pines & Palms Resort

Pines & Palms Resort
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,003 reviews)
"Wonderful property and friendly staff. Rooms were lovely and beds very comfortable"
Canada
Jonathan
The price is ₩345,000
₩469,719 total
includes taxes & fees
Jul 29 - Jul 30
Pines & Palms Resort
Property grounds

Sunset Inn

Sunset Inn
3.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,001 reviews)
"Great location!"
United States
Jeanne
The price is ₩191,814
₩232,442 total
includes taxes & fees
Jul 20 - Jul 21
Sunset Inn
Balcony view

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.6 out of 10, Exceptional, (78 reviews)
"Love this property! Our family had the most amazing time in the villas. The location is great and the property is really well kept with amazing staff. We enjoyed the pool, the kids game area, pickle ball and relaxing in the home. Highly recommend!!"
United States
Christian
The price is ₩738,545
₩912,451 total
includes taxes & fees
Aug 3 - Aug 4
The Islands of Islamorada
Balcony view

Hadley Resort and Marina

Hadley Resort and Marina
3.5 star property
Matecumbe
7.6 out of 10, Good, (1,001 reviews)
"Great staff"
United States
Ulrich
The price is ₩149,707
₩216,714 total
includes taxes & fees
Aug 4 - Aug 5
Hadley Resort and Marina
Shangri-La Suite | Terrace/patio

Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (447 reviews)
"The hotel was in the mist of redoing it's landscaping by adding gaint palm trees and some new boat docks, but it didn't interfere with the overall feel of the place. We enjoyed the free paddle boards and pool. Its also located on a beautiful part of the Keys"
United States
Lois
The price is ₩377,709
₩488,668 total
includes taxes & fees
Jul 20 - Jul 21
Casa Morada
Suite, 1 King Bed with Sofa bed, Kitchenette, Oceanfront | Terrace/patio

Sands of Islamorada

Sands of Islamorada
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (414 reviews)
"Great place to stay!"
United States
Virginia
The price is ₩303,410
₩361,325 total
includes taxes & fees
Jul 22 - Jul 23
Sands 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Upper Matecumbe Key Hotel Reviews

Amara Cay Resort

Amara Cay Resort

8/10 Good
"Great place to relax and escape from city noise and stress."
Eliana 1-night trip
Posted 2 hours ago
Amara Cay Resort

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Cottages information

Number of reviews
8,385
Accommodation
6 Cottages
Lowest Price
₩184,621
Highest Price
₩912,451