Search Condos in Upper Matecumbe Key
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 condo rentals
Florida Keys Getaway - Slps 4 - Ocean View
Florida Keys Getaway - Slps 4 - Ocean ViewTavernier
9.6 out of 10, Exceptional, (18)
"Everything was just as described in the condo listing. We enjoyed the pool and hot tub. Wonderful location to explore the Keys. "
Michele G.
The price is NZ$735
includes taxes & fees
26 Dec - 27 Dec
Amazing Ocean view condo
Amazing Ocean view condoTavernier
9.6 out of 10, Exceptional, (42)
"Exceeded expectations, exceptionally clean, great for kids (they loved the pool), perfect for our Keys trip"
Natalie M.
The price is NZ$650
includes taxes & fees
4 Jan - 5 Jan 2026
Blue Haven Key Largo | Ocean Pointe 1315
Blue Haven Key Largo | Ocean Pointe 1315Tavernier
9.6 out of 10, Exceptional, (15)
"This condo was everything we needed. Lots of space, bug comfy beds, hreat shower and the pool at the complex was great in the late afternoon after a day exploring the upper keys.
There were works going on at the conplex when we were there which took the edge off things as 9am drilling on Monday morning wasnt welcome but I only knocked 1 star off - otherwise wouldnt hesitate to recommend!"
Philippa
The price is NZ$777
includes taxes & fees
7 Jan - 8 Jan 2026
Modern and Coastal Ocean Pointe 2307
Modern and Coastal Ocean Pointe 2307Tavernier
10.0 out of 10, Exceptional, (122)
"We enjoyed our stay!"
Halley R.
The price is NZ$722
includes taxes & fees
19 Jan - 20 Jan 2026
Serenity In The Sun Condo Fabulous Ocean View
Serenity In The Sun Condo Fabulous Ocean ViewTavernier
10.0 out of 10, Exceptional, (108)
"Fantastic place to stay! Very clean and great hosts. Will stay again. "
Les
The price is NZ$823
includes taxes & fees
5 Jan - 6 Jan 2026
Lazy Daze Double King Suite Ocean Pointe 2310
Lazy Daze Double King Suite Ocean Pointe 2310Tavernier
9.8 out of 10, Exceptional, (26)
"Everything was exceptionally nice. Would definitely book again."
Sharon
The price is NZ$774
includes taxes & fees
20 Jan - 21 Jan 2026
Flamingo Flats Ocean Pointe 5306 2BR/2BA
Flamingo Flats Ocean Pointe 5306 2BR/2BATavernier
9.6 out of 10, Exceptional, (7)
"Great location and prompt support with all questions we had. "
Jim I.
The price is NZ$834
includes taxes & fees
14 Jan - 15 Jan 2026
Ocean view condo with balcony/marina view
Ocean view condo with balcony/marina viewTavernier
8.8 out of 10, Excellent, (42)
"The condo was renovated, and very nicely decorated, very clean and cozy.
We enjoyed our short stay.
Community and pool were good too.
"
Lina
The price is NZ$739
includes taxes & fees
4 Jan - 5 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.
Top Upper Matecumbe Key Hotel Reviews
Chesapeake Beach Resort
10/10 Excellent
Find out more about Upper Matecumbe Key
Upper Matecumbe Key Condo Rentals information
Number of reviews | 870 |
|---|---|
Accommodation | 329 Condo Rentals |
Lowest Price | NZ$650 |
Highest Price | NZ$1,468 |
Explore a world of travel with Expedia
- Hotels with Pool in Duck Key
- Golf Hotels in Duck Key
- Cheap Hotels in Duck Key
- Adults Only Hotels in Duck Key
- All Inclusive Hotels in Duck Key
- Family Hotels in Key Largo
- All Inclusive Hotels in Key Largo
- Beach Hotels in Key Largo
- Casino Hotels in Key Largo
- Boutique Hotels in Key Largo
- Cheap Hotels in Grassy Key
- Historic Hotels in Islamorada
- Romantic Hotels in Plantation Key
- Motels in Lower Matecumbe Key
- Cabin Rentals in Marathon
- Condo Rentals in Marathon
- Cottages in Marathon
- Motels in Marathon
- Holiday Homes in Marathon
- Lodges in Tingler Island
- Motels in Florida City
- Condo Rentals in Key Largo
- Resort in Key Largo
- Cottages in Conch Key
- Caravan Parks in Upper Matecumbe Key
- Villas in Bahia Honda Key
- Resort in Bahia Honda Key
- Lodges in Bahia Honda Key
- Hostels in Homestead
- Villas in Homestead
- Condo Rentals in Islamorada
- Villas in Islamorada
- Resort in Duck Key
- Resort in North Key Largo
- Chalets in North Key Largo
- Inns in North Key Largo
- Winston Waterways Hotels
- Tavernier Hotels
- Key Colony Beach Hotels
- Flamingo Hotels
- Long Key Hotels
- Marathon Hotels
- Coral Lagoon Hotels
- Layton Hotels
- Islamorada Hotels
- Pirates Cove Hotels
- Hotels near Florida Keys Marathon
- Hotels near Everglades National Park
- Conch Key Hotels
- Key Largo Hotels
- Beach Holiday Packages Duck Key
- Visit Largo Sound Village
- Visit Flamingo
- Visit Key Largo
- Visit North Key Largo
- Visit Tingler Island
- Visit Islamorada
- Visit Hammer Point
- Visit Buccaneer Point
- Visit Tavernier
- Visit Duck Key
- Everglades National Park
- Key Largo Holidays
- Windley Key Fossil Reef Geological State Park
- Marinelab Undersea Laboratory
- Coco Plum Beach
- Anne's Beach
- History of Diving Museum
- Crane Point Museum and Nature Center
- Car hire Key Largo
- Sixt Rental Cars in Lignumvitae Key Botanical State Park
- Payless Rental Cars in Lignumvitae Key Botanical State Park
- Zezgo Rental Cars in Lower Matecumbe Key
- Mex Rent A Car Rental Cars in Duck Key
- Airport Van Rental Rental Cars in North Key Largo
- Thrifty EU Rental Cars in North Key Largo
- Rent A Wreck Rental Cars in Grassy Key
- Avis Rental Cars in Plantation Key
- Mex Rent A Car Rental Cars in Plantation Key