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Upper Matecumbe Key Vacation Packages
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Top Upper Matecumbe Key Vacation Deals
Price found within the past 48 hours. Click for updated prices.
![B Ocean Resort Fort Lauderdale Beach](https://images.trvl-media.com/lodging/1000000/10000/5500/5404/2957ba79_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
B Ocean Resort Fort Lauderdale Beach
East Fort Lauderdale
per person
Apr. 20 - Apr. 26
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
7.6/10 Good! (2,494 reviews)
Beach and pool area was great and restaurants and stires nearby. The Lauderdale Beach strip just acouple of blocks away was also a big convenience. Kudos to the entire "B Team !!
Reviewed on Feb. 8, 2025
![Sunrise in Miami Suites](https://images.trvl-media.com/lodging/112000000/111900000/111897800/111897719/335764ad_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
![The Penguin Hotel](https://images.trvl-media.com/lodging/1000000/70000/62900/62824/86cdf47f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
The Penguin Hotel
South Beach
per person
Apr. 16 - Apr. 22
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
8/10 Very Good! (1,027 reviews)
Convenient location if going to beach. Great people watching. Had room facing ocean-view was amazing.Ton of restaurants within walking distance
Reviewed on Feb. 6, 2025
![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/815702a0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Hawks Cay Resort
per person
Apr. 19 - Apr. 24
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
8/10 Very Good! (1,007 reviews)
Amazing , late January early February is the perfect time to go! Perfect weather, not to hot not to cold. There is not many people so we got offered an upgrade to a villa for a discounted price! This place is beautiful!
Reviewed on Feb. 8, 2025
Upper Matecumbe Key Hotel Deals
![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/7a012acc_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is CA $492 per night from Feb. 10 to Feb. 11
CA $492
CA $648 total
includes taxes & fees
Feb 10 - Feb 11
8.8/10 Excellent! (1,211 reviews)
"supper friendly and professional staff!"
Reviewed on Feb. 5, 2025
![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/c393a7d6_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is CA $428 per night from Feb. 23 to Feb. 24
CA $428
CA $578 total
includes taxes & fees
Feb 23 - Feb 24
9/10 Wonderful! (1,028 reviews)
"Elijah (at front desk) and Renee (server for 34 years) provided excellent service! Renee even remembered me from previous stays. Thank you both for making my stay memorable!"
Reviewed on Feb. 4, 2025
![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is CA $428 per night from Feb. 10 to Feb. 11
CA $428
CA $562 total
includes taxes & fees
Feb 10 - Feb 11
9/10 Wonderful! (1,388 reviews)
"Great location, staff was great, complementary breakfast was very good. We definitely will stay here again."
Reviewed on Feb. 4, 2025
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.
Frequently asked questions
Discover the most popular places to visit in Upper Matecumbe Key
![History of Diving Museum](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/497000/497744-history-of-diving-museum.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
History of Diving Museum
4/5(1 review)
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 showing outdoor art and a monument](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63861-Islamorada.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Hurricane Monument
4/5(1 review)
The memories of those lost to the 1935 Labor Day Hurricane live on at this moving tribute and burial site along the Overseas Highway.
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