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

Upper Matecumbe Key Vacation Rentals

Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Upper Matecumbe Key vacation rentals

Balcony view

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.6 out of 10, Exceptional, (77 reviews)
"What a wonderful venue for our last 2 nights in the Keys. This place is a hidden gem. The entire staff, especially Edith, the bartender, were fantastic."
United States
Michael
The price is ￥81,018
￥100,095 total
includes taxes & fees
Aug 3 - Aug 4
The Islands of Islamorada
Exterior

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (705 reviews)
The price is ￥14,546
￥24,780 total
includes taxes & fees
Jul 19 - Jul 20
Breezy Palms Resort
25-inch flat-screen TV with digital channels, TV

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (162 reviews)
"Amazing stay!"
United States
Amanda
The price is ￥24,695
￥50,614 total
includes taxes & fees
Jul 15 - Jul 16
Treasure Harbor
Exterior

Premium Floating Bungalow by Stay Ombi

Premium Floating Bungalow by Stay Ombi
3.5 star property
Key Largo
10.0 out of 10, Exceptional, (2 reviews)
The price is ￥114,689
￥129,025 total
includes taxes & fees
Jul 13 - Jul 14
Premium Floating Bungalow by Stay Ombi
Private beach, sun loungers, beach umbrellas, beach towels

Island Bay Resort

Island Bay Resort
2.5 star property
Tavernier
10.0 out of 10, Exceptional, (173 reviews)
"The place is beautiful"
United States
Adriana
The price is ￥41,572
￥46,768 total
includes taxes & fees
Aug 2 - Aug 3
Island Bay Resort
Boating

Key Largo Cottages

Key Largo Cottages
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (29 reviews)
"Beautiful and peaceful place "
United States
Jacqueline
The price is ￥39,980
￥69,231 total
includes taxes & fees
Jul 31 - Aug 1
Key Largo Cottages
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

Chesapeake Beach Resort

Chesapeake Beach Resort

8/10 Good
"The property has very good parking areas/The room was very clean/ The omlette breakfast did not work out because the employee could only cook one at a time due to the lack of an electrical .tri plug/ . This issues makes no sense to me since these omlettes are cooked daily/. This bothers me alot."
Rob 1-night trip
Posted less than an hour ago
Chesapeake Beach Resort

Find out more about Upper Matecumbe Key

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