
Lower Matecumbe Key Vacations from $421
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The Latest Lower Matecumbe Key vacation packages
Price found within the past 48 hours. Click for updated prices.

Solé Miami, A Noble House Resort
Ocean Four
Price was $929, price is now $421 per person
$421
per person
Jan 30 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,935 reviews)
The property was nice and valet and service was excellent. We didn’t realize this but after 2pm there is no sun on the beach or pool… which is sort of a bummer!!! Also while we were there the elevators did not work, luckily we were on the 6th floor and could walk but others weren’t as fortunate.
Reviewed on Dec 30, 2025


The Shelborne By Proper, a Member of Design Hotels
South Beach
Price was $1,970, price is now $875 per person
$875
per person
Feb 10 - Feb 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (56 reviews)
Wonderful hotel. Charming and attentive staff catering to the needs of the newer Miami crowd. Original modern approach to design, perfectly well suited to post-Beaux Arts Miami. Rooms and common areas beautifully appointed with substancial furnishings. The color palette is very rich and understated. Gorgeous uniforms. A lot of care went into this revival. Appreciate the Aesop bath products, and all the small details that make this place sing. Great pool experience, didn’t even make it to the beach. Excellent poolside menu - lovely fresh and delicious salads. Try the grilled Mahi Mahi basket with farm greens. Love the stackable containers the food is served in. Special thanks to Chris, the host and manager who served us the most perfect breakfast at Pauline’s, the main restaurant.
Reviewed on Dec 30, 2025

Cavalier Hotel South Beach
South Beach
Price was $1,736, price is now $776 per person
$776
per person
Mar 8 - Mar 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
Perfect location and great bonus with beach towels and two free chairs on the beach.
Reviewed on Dec 27, 2025

Hawks Cay Resort
Price was $1,372, price is now $622 per person
$622
per person
Feb 2 - Feb 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1,003 reviews)
Overall the resort was great! The only criticism I can add is that the villa showed some wear and tear.
Reviewed on Dec 30, 2025
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See all available trips from Columbus to Lower Matecumbe Key
View all tripsDiscover the most popular places to visit in Lower Matecumbe Key

Anne's Beach
If a restful vacation is part of your travel plans, Anne's Beach might be the perfect place to seek out during your trip to Islamorada.
Sunset Drive Beach
Why not spend a lazy afternoon at Sunset Drive Beach during your trip to Islamorada?
Lower Matecumbe Key Hotel Deals

Matecumbe Resort
76261 Overseas Hwy Islamorada FL
8.8/10 Excellent! (84 reviews)
Matecumbe Resort is a nice old school but very up-to-date place to stay. They have everything you need. The pool is awesome. The marina for parking your boat a boat ramp. Everybody there was very nice and the place is well-maintained. And you can see they’re constantly doing upgrades.
Reviewed on Nov 21, 2025

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$213 nightly
The price is $240 total per night from Jan 25 to Jan 26
$240 total
Jan 25 - Jan 26, 2026
Total with taxes and fees
9.2/10 Wonderful! (1,597 reviews)
It was a great breakfast.... they had everything that i liked in particular. They had healthy options.. not a big place so it didnt seem overwhelmed with options just the right amount of options. Place i staid had an amazing ocean view :)
Reviewed on Dec 23, 2025

Hawks Cay Resort
61 Hawks Cay Blvd Marathon FL
Fully refundableReserve now, pay when you stay
$293 nightly
The price is $329 total per night from Jan 4 to Jan 5
$329 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8/10 Very Good! (1,003 reviews)
TV and. Internet was very spotty. Several promises to fix with no show. Otherwise really nice accommodations.
Reviewed on Dec 27, 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.
Find the Best Lower Matecumbe Key Vacation Packages
Lower Matecumbe Key Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Key West Intl. Airport (EYW) |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















