Upper Matecumbe Key, FL
Travel Guide
Visit Upper Matecumbe Key
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
The price is NT$10,762 per night from Feb 24 to Feb 25
NT$10,762
NT$13,882 total
Feb 24 - Feb 25
includes taxes & fees
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (1,666 reviews)
Clean rooms, friendly staff. Liked that coffee, tea and water available 24 hours. However, we felt the cost was very expensive.
Reviewed on 2026/2/20
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
The price is NT$12,591 per night from Mar 3 to Mar 4
NT$12,591
NT$16,473 total
Mar 3 - Mar 4
includes taxes & fees
Book a 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 ...
9.2/10 Wonderful! (1,307 reviews)
Room was very nice and plenty of room. First time visitor. Tub on the balcony was unexpected bonus
Reviewed on 2026/2/17
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
The price is NT$8,499 per night from Feb 25 to Feb 26
NT$8,499
NT$11,869 total
Feb 25 - Feb 26
includes taxes & fees
Book a 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 ...
8.8/10 Excellent! (1,263 reviews)
Great
Reviewed on 2026/2/20
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
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 ...
8.8/10 Excellent! (622 reviews)
Clean room friendly and helpful staff proximity to many attractions
Reviewed on 2026/2/20
The Islands of Islamorada
82779 Old Hwy Islamorada FL
Book a stay at this beach villa in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions History of Diving Museum and Islamorada ...
Treasure Harbor
200 Treasure Harbor Dr Islamorada FL
Stay at this hotel in Islamorada. Enjoy free WiFi, free parking, and premium bedding. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (132 reviews)
Treasure Harbor was just fantastic. Everything was perfect! We can't wait to visit again and stay longer.
Reviewed on 2026/2/20
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
Bud n' Mary's Dive Center
4.5/5(141 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 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
4.5/5(51 reviews)
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.
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.
Hurricane Monument
4/5(66 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.
Islamorada Brewery & Distillery
You can take time to visit Islamorada Brewery & Distillery during your travels to Islamorada.
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- Eco Pond
- Sunset Drive Beach
- Visit Key Largo
- Visit Key Colony Beach
- Founders Park
- Visit Duck Key
- Visit Marathon
- Visit Homestead
- Jimmy Johnson's Big Chill
- Visit Big Pine Key
- Flamingo Visitor Center
- Buttonwood Canal
- Anne's Beach
- Visit Pirates Cove
- Visit Long Key
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- History of Diving Museum
- Florida Keys Brewing Co.
- Visit Little Venice
- Marinelab Undersea Laboratory
- Islamorada Vacations
- Visit Venetian Shores
