Upper Matecumbe Key Travel Guide
Tourist Guide
Visit Upper Matecumbe Key
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
The price is ₹19,605 per night from 28 Jan to 29 Jan
₹19,605
₹27,229 total
28 Jan - 29 Jan
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! (1,655 reviews)
Staff was very nice. Nice to use the complimentary clear bottom kayaks. Breakfast was good, Didi made a great omelette!
Reviewed on 24 Jan 2026
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
The price is ₹27,433 per night from 1 Feb to 2 Feb
₹27,433
₹37,587 total
1 Feb - 2 Feb
includes taxes & fees
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (1,301 reviews)
This palce is awesome. Clean rooms. 2 large pools with a view. Covered garage spot.
Reviewed on 22 Jan 2026
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
The price is ₹21,072 per night from 1 Feb to 2 Feb
₹21,072
₹30,431 total
1 Feb - 2 Feb
includes taxes & fees
Stay at this beach resort in Islamorada. Enjoy 2 restaurants, a private beach and 3 bars/lounges. Our guests praise the pool and the helpful staff in their reviews. ...
8.8/10 Excellent! (1,276 reviews)
We enjoyed our stay and found the staff to be courteous and responsive. Our room was a generous size, clean and well appointed (as is often the case we wouldn’t have said no to a couple of more outlets lol). The beach and pool areas had plenty of seating and multiple things to do—ping pong, cornhole, ...
Reviewed on 26 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.
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! (615 reviews)
Room was good staff was excellent
Reviewed on 20 Jan 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! (70 reviews)
Beautiful accommodations and location, very clean, many activities available at resort
Reviewed on 25 Nov 2025
Treasure Harbor
200 Treasure Harbor Dr Islamorada FL
Stay at this hotel in Islamorada. Enjoy free Wi-Fi, free parking and premium bedding. Our guests praise the helpful staff in their reviews. Popular attractions ...
8.8/10 Excellent! (125 reviews)
Very peaceful and comfortable stay! Dallas and Hannah were amazing hosts! Thank you so much !
Reviewed on 12 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.
Check Upper Matecumbe Key hotel availability
Popular places to visit
Bud n' Mary's Dive Center
4.5/5(3 reviews)
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 relaxing 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
3/5(2 reviews)
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
- 5 Star Hotels in Islamorada
- Country Houses in Big Pine Key
- Cheap Hotels in Big Pine Key
- Hotels near Biscayne Bay
- Hotels near Coco Plum Beach
- Resorts in Conch Key
- Conch Key Hotels
- Hotels near Coral Reef Park
- Luxury Hotels in Duck Key
- Hotels near Everglades National Park
- Hotels near Fiesta Key
- Aparthotels in Flamingo
- Resorts in Flamingo
- All-Inclusive Hotels in Flamingo
- Flamingo Hotels
- Inns in Flamingo
- Aparthotels in Florida City
- Cruise Ships in Florida City
- Guest Houses in Florida City
- Hostels in Florida City
- All-Inclusive Hotels in Florida City
- Beach Resorts & in Florida City
- Cheap Hotels in Florida City
- Family-Friendly Hotels in Florida City
- Hotels with Views in Florida City
- Luxury Hotels in Florida City
- Pet-Friendly Hotels in Florida City
- Scuba Diving Hotels in Florida City
- Hotels with Waterpark in Florida City
- Florida City Hotels
- Inns in Florida City
- Palaces in Florida City
- Town Houses in Florida City
- Hotels near Florida Keys Factory Shops
- Hotels near Florida Keys Marathon
- Hotels near Florida Keys Outlet Marketplace
- Cheap Hotels in Goulds
- Farmstay in Homestead
- Aparthotels in Homestead
- Beach Resorts & in Homestead
- Luxury Hotels in Homestead
- Winery Hotels in Homestead
- Homestead Hotels
- Hotels near Homestead Town Square
- Aparthotels in Islamorada
- Beach Resorts & in Islamorada
- Cheap Hotels in Islamorada
- Islamorada Hotels
- Kendall Hotels
- Aparthotels in Key Colony Beach
- Key Colony Beach Hotels
- Motels in Key Colony Beach
- Aparthotels in Key Largo
- Capsule Hotels in Key Largo
- Resorts in Key Largo
- All-Inclusive Hotels in Key Largo
- Beach Resorts & in Key Largo
- Cheap Hotels in Key Largo
- Luxury Hotels in Key Largo
- Scuba Diving Hotels in Key Largo
- Key Largo Hotels
- Palaces in Key Largo
- Scuba Diving Hotels in Key Largo Park
- Key Largo Village Hotels
- Luxury Hotels in Little Torch Key
- Riverside Hotels in Little Torch Key
- Cheap Hotels in Lower Matecumbe Beach
- Aparthotels in Marathon
- Chalets in Marathon
- Beach Resorts & in Marathon
- Cheap Hotels in Marathon
- Luxury Hotels in Marathon
- Marathon Hotels
- Town Houses in Marathon
- Hotels near Miami Executive
- B&B in No Name Key
- Resorts in No Name Key
- Motels in North Key Largo
- Hotels near Ocean Reef Club
- Aparthotels in Princeton
- Hostels in Princeton
- Motels in Princeton
- Richmond West Hotels
- Cheap Hotels in Tavernier
- Hotels near The Falls
- Hotels near Windley Key Fossil Reef Geological State Park
- Hotels near Zoo Miami
- Car hire near Blue Waters
- Car hire near Doctor's Arm
- Car hire near Eco Pond
- Car hire near Florida Keys Brewing Co.
- Rental cars Florida Keys Marathon airport
- Car hire near Kendall
- Car hire near Key West Visitors Center
- Car hire near London Square
- Car hire Long Key
- Car hire near Palmetto Bay
- Car hire near Richmond West
