Upper Matecumbe Key Travel Guide
Tourist Guide
Visit Upper Matecumbe Key
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
The price is NZ$418 per night from 28 May to 29 May
NZ$418
28 May - 29 May
includes taxes & fees
Stay at this beach hotel in Islamorada. Enjoy free breakfast, free Wi-Fi and 2 outdoor pools. Our guests praise the breakfast and the pool in their reviews. ...
9.2/10 Wonderful! (1,719 reviews)
Great, will recommend
Reviewed on 14 May 2026
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
The price is NZ$500 per night from 21 May to 22 May
NZ$500
21 May - 22 May
includes taxes & fees
Stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their ...
9.2/10 Wonderful! (1,310 reviews)
Exelente service but the room need more clean and attention
Reviewed on 11 May 2026
Islander Resort
82100 Overseas Highway Islamorada FL
The price is NZ$500 per night from 1 June to 2 June
NZ$500
1 June - 2 June
includes taxes & fees
Stay at this beach hotel in Islamorada. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. ...
9.2/10 Wonderful! (1,010 reviews)
Beautiful property. Best part is it’s very pet friendly. Will be back very soon
Reviewed on 14 May 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.
Breezy Palms Resort
80015 Overseas Highway Islamorada FL
Stay at this beach aparthotel in Islamorada. Enjoy free Wi-Fi, a beach locale and a marina. Our guests praise the helpful staff and the clean rooms in their ...
8.8/10 Excellent! (675 reviews)
We stayed for 3 days. Breezy Palm is small quite and on the beach. Very clean and cozy. They have Boat rentals available. Great place to lounge in the sun. Nice breeze coming off the water. Plenty of parking. Will stay again on future trips to the Keys.
Reviewed on 13 May 2026
The Islands of Islamorada
82779 Old Hwy Islamorada FL
Stay at this beach villa in Islamorada. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Popular attractions History of Diving Museum and Islamorada Brewery ...
9.6/10 Exceptional! (75 reviews)
The "suite" was a single room with a king and pullout sofa, there was no separation. So if you are traveling with children be aware that this is the same as a double queen at any other hotel room.
Reviewed on 30 Apr 2026
Treasure Harbor
200 Treasure Harbor Dr Islamorada FL
Stay at this houseboat in Islamorada. Enjoy free Wi-Fi, free parking and premium bedding. Our guests praise the helpful staff in their reviews. Popular attractions ...
9/10 Wonderful! (153 reviews)
This place is absolutely incredible. It offers a perfect harmony with nature—you immediately feel relaxed and at peace as soon as you arrive. The atmosphere is calm, quiet, and truly refreshing, making it the perfect escape from everyday stress. The fishing experience here is amazing. Whether you're ...
Reviewed on 3 May 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.
Check Upper Matecumbe Key hotel availability
Popular places to visit
Bud n' Mary's Dive Center
Explore the waterfront of Bud n' Mary's Dive Center and enjoy other activities such as fishing in Islamorada. Discover the beautiful sunsets and seafood restaurants in this family-friendly area.
Florida Keys Brewing Co.
You can take time to visit Florida Keys Brewing Co. during your travels to Islamorada.
History of Diving Museum
Trace one of the world’s most astonishing watersports back through the centuries to see some of the first diving suits as you explore this interactive museum, featuring the world's largest international collection of diving artifacts.
Hurricane Monument
The memories of those lost to the 1935 Labor Day Hurricane live on at this moving tribute and burial site along the Overseas Highway.
Matecumbe United Methodist Church
After visiting Matecumbe United Methodist Church, make a plan to see the other sights and activities in Islamorada. Discover the beautiful sunsets in this family-friendly area or enjoy its fishing spots.
Islamorada Brewery & Distillery
You can take time to visit Islamorada Brewery & Distillery during your travels to Islamorada.
Explore a world of travel with Expedia
- Cheap Hotels in Duck Key
- Golf Hotels in Duck Key
- Hotels with Pool in Duck Key
- All Inclusive Hotels in Duck Key
- Adults Only Hotels in Duck Key
- Boutique Hotels in Key Largo
- Casino Hotels in Key Largo
- Family Hotels in Key Largo
- Beach Hotels in Key Largo
- All Inclusive Hotels in Key Largo
- Beach Hotels in Marathon
- Cheap Hotels in Grassy Key
- Historic Hotels in Islamorada
- Romantic Hotels in Plantation Key
- Motels in Lower Matecumbe Key
- Cabin Rentals in Marathon
- Holiday Homes in Marathon
- Cottages in Marathon
- Motels in Marathon
- Condo Rentals in Marathon
- Condo Rentals in Key Largo
- Resort in Key Largo
- Cottages in Conch Key
- Caravan Parks in Upper Matecumbe Key
- Villas in Islamorada
- Condo Rentals in Islamorada
- Resort in Duck Key
- Resort in North Key Largo
- Inns in North Key Largo
- Chalets 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
- 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 Marathon
- Visit Tavernier
- Visit Florida City
- Visit Duck Key
- Adventure Holiday Packages North Key Largo
- Beach Holiday Packages 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
