Photo by Cameron Abbott
Upper Matecumbe Key condominium resorts to rent from $160
Bundle & SaveGet more, spend less whenever you see Bundle & Save deals
OneKeyCashEarn OneKeyCash on all your eligible bookings
Upfront pricingWe are not like the others - we include taxes and fees
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
No exact matches found, but these alternatives could be just right
Recommended hotels in Upper Matecumbe Key
La Jolla Resort
La Jolla Resort9.0 out of 10, Wonderful, (1000)
"Great stay. Friendly staff, great accommodations, very nice complex. "
Shela
$147 nightly
The price is $165
Jan 14 - Jan 15, 2026
Total with taxes and fees
Chesapeake Beach Resort
Chesapeake Beach Resort9.2 out of 10, Wonderful, (1602)
"The entire resort was wonderful."
Mat
$231 nightly
The price is $260
Jan 5 - Jan 6, 2026
Total with taxes and fees
Sunset Inn
Sunset Inn9.4 out of 10, Exceptional, (1000)
"Room was clean and staff was helpful"
Robert
$142 nightly
The price is $160
Jan 8 - Jan 9, 2026
Total with taxes and fees
Islander Resort
Islander Resort9.2 out of 10, Wonderful, (1002)
"The resort was perfect
Everyone from checking in and during our stay could not have been nicer and helpful"
Theresa
$346 nightly
The price is $390
Jan 6 - Jan 7, 2026
Total with taxes and fees
Aparthotel in Matecumbe
Breezy Palms Resort8.8 out of 10, Excellent, (590)
"we stayed in the beach front cottage kitchen was stocked room was clean and the views were great friendly staff
"
Terry
$225 nightly
The price is $253
Dec 25 - Dec 26
Total with taxes and fees
Resort in Matecumbe
Amara Cay Resort8.8 out of 10, Excellent, (1267)
"Friendly staff and beautiful property !"
ron
$271 nightly
The price is $305
Jan 5 - Jan 6, 2026
Total with taxes and fees
Hadley Resort and Marina
Hadley Resort and Marina7.6 out of 10, Good, (1000)
"Comfortable stay. Great location. "
Anand
$178 nightly
The price is $200
Jan 11 - Jan 12, 2026
Total with taxes and fees
Pines & Palms Resort
Pines & Palms Resort9.2 out of 10, Wonderful, (1001)
"Staff are excellent, resort has been recently upgraded. Best describe his quaint, comfortable and cozy."
scott
$308 nightly
The price is $347
Jan 4 - Jan 5, 2026
Total with taxes and fees
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.
Top Upper Matecumbe Key Hotel Reviews
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
10/10 Excellent
Find out more about Upper Matecumbe Key
Upper Matecumbe Key Condo Resorts information
Number of reviews | 12,001 |
|---|---|
Accommodation | 1 Condo Resorts |
Lowest Price | $160 |
Highest Price | $2,524 |
Explore a world of travel with Expedia
- Islamorada Hotels
- Resorts in Islamorada
- Houseboats in Islamorada
- Cottages in Islamorada
- Motels in Islamorada
- Condo Rentals in Islamorada
- Villas in Islamorada
- RV Parks in Islamorada
- Vacation Homes in Islamorada
- Apartments in Islamorada
- Treehouses in Islamorada
- Guest Houses in Islamorada
- B&B in Islamorada
- Lodges in Islamorada
- Aparthotels in Islamorada
- Condo Resorts in Islamorada
- Farmstay in Islamorada
- Hotels near Matecumbe United Methodist Church
- Hotels near Florida Keys Brewing Co.
- Cheap Hotels in Islamorada
- Oceanfront Hotels in Islamorada
- All-inclusive Resorts in Islamorada
- Pet-friendly Hotels in Islamorada
- Beach Hotels in Islamorada
- Luxury Hotels in Islamorada
- Adults Only Resorts & in Islamorada
- Hilton Hotels in Islamorada
- Marriott Hotels & Resorts in Islamorada
- Family Hotels in Islamorada
- Hotels near Hurricane Monument
- Hotels with a Swim-up Bar in Islamorada
- Hotels with Bars in Islamorada
- Fishing Resorts & in Islamorada
- Boutique Hotels in Islamorada
- Wyndham Hotels in Islamorada
- Honeymoon Resorts & in Islamorada
- 5 Star Hotels in Islamorada
- Hotels with Free Breakfast in Islamorada
- Resorts & Hotels with Spas in Islamorada
- Hotels with Restaurants in Islamorada
- Hotel Wedding Venues Hotels in Islamorada
- Romantic Hotels in Islamorada
- 4 Star Hotels in Islamorada
- Gay friendly Hotels in Islamorada
- Hotels with Kitchenettes in Islamorada
- Hotels with Suites in Islamorada
- Hotels with Hot Tubs in Islamorada
- Hotels with Laundry Facilities in Islamorada
- Hotels with Connecting Rooms in Islamorada
- Historic Hotels in Islamorada
- Golf Hotels in Islamorada
- Hotels with a Gym in Islamorada
- Hotels & Resorts for Couples in Islamorada
- 3 Star Hotels in Islamorada
- Hersha Hospitality Hotels in Islamorada
- Hotels with smoking rooms in Islamorada
- Hotels with Room Service in Islamorada
- Aimbridge Hospitality Hotels in Islamorada
- Hotels with Tennis Courts in Islamorada
- Hotels with a Pool in Islamorada
- Best Western Hotels in Islamorada
- Hotels with Childcare in Islamorada
- Rainforest & Jungle Hotels in Islamorada
- Quiet Resorts & in Islamorada
- Hotels with a View in Islamorada
- Hotels with Balconies in Islamorada
- Hotels with an Outdoor Pool in Islamorada
- Hotels with Free Parking in Islamorada
- Independent Hotels in Islamorada
- Casino Hotels in Islamorada
- Hotels on the River in Islamorada
- Flights to Islamorada
- Flights from Islamorada
- Flights from Tampa to Islamorada
- Flights from New York to Islamorada
- Flights from Cleveland to Islamorada
- Flights from Kansas City to Islamorada
- Flights from Columbus to Islamorada
- Flights from Boston to Islamorada
- Flights from Atlanta to Islamorada
- Flights from Baltimore to Islamorada
- Flights from Minneapolis - St. Paul to Islamorada
- Flights from Phoenix to Islamorada
- Car rentals near Islamorada
- Car rentals near Hurricane Monument
- Hertz Rental Cars in Islamorada
- Enterprise Rental Cars in Islamorada
- Thrifty Car Rental Rental Cars in Islamorada
- Budget Rental Cars in Islamorada
- Van Car Rentals in Islamorada
- Avis Rental Cars in Islamorada
- Alamo Rent A Car Rental Cars in Islamorada
- Luxury Car Rentals in Islamorada
- National Car Rental Rental Cars in Islamorada
- Convertible Car Rentals in Islamorada
- Sixt Rental Cars in Islamorada