Upper Matecumbe Key Holiday Rentals
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Upper Matecumbe Key holiday rentals
Aparthotel in Matecumbe
Breezy Palms Resort8.8 out of 10, Excellent, (600)
"Property was nice and easy to navigate, ocean view room was extra nice to have!"
Lisa
The price is HK$1,218
HK$1,773 total
includes taxes & fees
8 Jan - 9 Jan 2026
Villa in Matecumbe
The Islands of Islamorada9.8 out of 10, Exceptional, (70)
"Great for family vacation with kids. love it"
Dixania
The price is HK$4,733
HK$5,753 total
includes taxes & fees
5 Jan - 6 Jan 2026
Aparthotel in Matecumbe
Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo SuiteThe price is HK$7,771
HK$9,846 total
includes taxes & fees
5 Jan - 6 Jan 2026
Aparthotel in Matecumbe
Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite RoomThe price is HK$7,771
HK$9,846 total
includes taxes & fees
5 Jan - 6 Jan 2026
Aparthotel in Matecumbe
Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon SuiteThe price is HK$11,657
HK$14,769 total
includes taxes & fees
5 Jan - 6 Jan 2026
Aparthotel in Matecumbe
Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee SuiteThe price is HK$12,582
HK$15,942 total
includes taxes & fees
5 Jan - 6 Jan 2026
Aparthotel in Matecumbe
Terrace & Florida Bay View Suite @Islamorada - Shangri La SuiteThe price is HK$12,652
HK$16,036 total
includes taxes & fees
5 Jan - 6 Jan 2026
Aparthotel in Matecumbe
Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana SuiteThe price is HK$15,527
HK$19,675 total
includes taxes & fees
5 Jan - 6 Jan 2026
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.
Find holiday rentals that suit your style
Aparthotels
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Upper Matecumbe Key Hotel Reviews
Amara Cay Resort
10/10 Excellent
Find out more about Upper Matecumbe Key
Search for holiday rentals in Upper Matecumbe Key on Expedia! You can easily find your home rentals, villas, holiday apartments in Upper Matecumbe Key using one of the methods below:
- View our selection of featured holiday rentals in Upper Matecumbe Key
- Use the map to find apartments and other holiday homes in the Upper Matecumbe Key neighbourhood you prefer
- Enter your travel dates to view the best deals on holiday rentals in Upper Matecumbe Key while they last
Look no further and take a look at our great range of rental properties in Upper Matecumbe Key!
Explore a world of travel with Expedia
- Vacation Homes in Upper Matecumbe Key
- Condo Rentals in Upper Matecumbe Key
- Apartments in Upper Matecumbe Key
- Villas in Upper Matecumbe Key
- Cottages in Upper Matecumbe Key
- Aparthotels in Upper Matecumbe Key
- Houseboats in Upper Matecumbe Key
- RV Parks in Upper Matecumbe Key
- Resorts in Upper Matecumbe Key
- Motels in Upper Matecumbe Key
- Guest Houses in Upper Matecumbe Key
- Lodges in Upper Matecumbe Key
- Condominium Resorts in Upper Matecumbe Key
- Cabin Rentals in Upper Matecumbe Key
