Upper Matecumbe Key

Travel Guide
Islamorada showing a beach bar
Islamorada which includes a sandy beach
Islamorada
Islamorada showing mangroves, a marina and general coastal views
Islamorada showing tropical scenes, a sandy beach and general coastal views
Cheeca Lodge & Spa
Cheeca Lodge & Spa
5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
The price is S$532 per night from 2 Dec to 3 Dec
S$532
includes taxes & fees
2 Dec - 3 Dec
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 ...
9/10 Wonderful! (972 reviews)
"Excellent resort"

Reviewed on 28 Nov,2024

Cheeca Lodge & Spa
Amara Cay Resort
Amara Cay Resort
4 out of 5
80001 Overseas Hwy, Islamorada, FL
The price is S$337 per night from 8 Dec to 9 Dec
S$337
includes taxes & fees
8 Dec - 9 Dec
Stay at this 4-star beach resort in Islamorada. Enjoy free parking, 2 restaurants, and a private beach. Our guests praise the pool and the bar in our reviews. ...
8.8/10 Excellent! (1,210 reviews)
"Enjoyed the complimentary water taxi to the other resort. Krissen at the front desk was AMAZING! Captain Dave and deckhand Rob were great! Beautiful property!"

Reviewed on 27 Nov,2024

Amara Cay Resort
Chesapeake Beach Resort
Chesapeake Beach Resort
2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is S$280 per night from 15 Dec to 16 Dec
S$280
includes taxes & fees
15 Dec - 16 Dec
Book a stay at this beach hotel in Islamorada. Enjoy 2 outdoor pools, a private beach, and a 24-hour front desk. Our guests praise the breakfast and the pool ...
9/10 Wonderful! (1,379 reviews)
Great get away
"Room was comfortable .. not much storage for clothing in drawers, bathroom not any space to set you bathroom extras on . But has 2 great pools and a hot tub . Breakfast in the morning ."

Reviewed on 30 Nov,2024

Chesapeake Beach Resort
See all 2,741 properties in Upper Matecumbe Key
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
Breezy Palms Resort
2.5 out of 5
80015 Overseas Highway, Islamorada, FL
Book a stay at this beach aparthotel in Islamorada. Enjoy free WiFi, a beach locale, and a marina. Our guests praise the helpful staff and the clean rooms in ...
8.4/10 Very Good! (373 reviews)
"Great screened Patio, comfy bed, large 1 bedroom and livingroom. Highly recommend. Beautiful beach view and lots of loungers"

Reviewed on 23 Nov,2024

Breezy Palms Resort
The Islands of Islamorada
The Islands of Islamorada
4 out of 5
82779 Old Hwy, Islamorada, FL
Stay at this 4-star beach villa in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions History of Diving Museum and Islamorada ...
9.6/10 Exceptional! (39 reviews)
"We loved the entire experiences; especially the amenities on site (kayaks, paddle boards, swimming-pool & ocean, food & bar) and Emmanuel (person responsible kayaks and paddle boards)."

Reviewed on 27 Oct,2024

The Islands of Islamorada
Mangrove Marina and Resort Aqualodge Houseboats
Mangrove Marina and Resort Aqualodge Houseboats
3 out of 5
200 Florida Ave, Tavernier, FL
Stay at this 3-star houseboat in Tavernier. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (326 reviews)
"Gorgeous view, generally quiet. Location just a short drive from numerous dining locations. Would stay again!"

Reviewed on 22 Nov,2024

Mangrove Marina and Resort Aqualodge Houseboats
See all properties in Upper Matecumbe Key
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.

Popular places to visit

Florida Keys Brewing Co.

Florida Keys Brewing Co.

You can take time to visit Florida Keys Brewing Co. during your travels to Islamorada.

Florida Keys Brewing Co.
History of Diving Museum

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.

History of Diving Museum
Hurricane Monument showing a monument and outdoor art

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.

Hurricane Monument

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.

Bud n' Mary's Dive Center

Islamorada Brewery & Distillery

You can take time to visit Islamorada Brewery & Distillery during your travels to Islamorada.

Islamorada Brewery & Distillery

Matecumbe United Methodist Church

Find out about the history of Islamorada when you spend time at Matecumbe United Methodist Church. Discover the beautiful sunsets in this family-friendly area or enjoy its fishing spots.

Matecumbe United Methodist Church
Islamorada which includes a beach and tropical scenes

Islamorada