Lower Matecumbe Key Vacation Packages
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5.0-star property
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
8/10 Very Good! (1 review)
Dec 27 - Jan 2
6 night stay
Boston (BOS) to Miami (MIA)
Frontier Airlines • Non-stop • Coach
Miami (MIA) to Boston (BOS)
Southwest Airlines • Non-stop • Coach
Price was $50,833, price is now $24,167 per person
$24,167
per person
found 1 day ago
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on Jun 22, 2016
4.5-star property
Avi Lux Stay
East Fort Lauderdale
7.6/10 Good! (10 reviews)
Jan 7 - Jan 10
3 night stay
Philadelphia (PHL) to Miami (MIA)
Allegiant Air • Roundtrip • Coach
Price was $1,058, price is now $540 per person
$540
per person
found 1 day ago
If you are looking for a quiet place to stay this suite is NOT recommended. You can hear motorcycles and racing cars at all hours of the night. Valet is $60 per night mandatory payment required upon check in for the entire length of your stay tips not included. This is not stated in the description prior to booking. BEWARE.
Reviewed on Aug 28, 2025
3.5-star property
Brickell Arch Sea View Balcony Free Parking by Palermo Home Miami
Brickell
10/10 Exceptional! (2 reviews)
Jan 6 - Jan 10
4 night stay
Boston (BOS) to Miami (MIA)
Delta • Coach
Miami (MIA) to Boston (BOS)
Allegiant Air • Coach
Save 100% on your flight
Price was $1,184, price is now $678 per person
$678
per person
found 1 day ago
Great
Reviewed on Jul 28, 2026
Top rated hotels for your Lower Matecumbe Key vacation package
Matecumbe Resort
76261 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
0.77 mi from city center
$141 nightly
The price is $158 total per night
$158 total
Oct 21 - Oct 22
Total with taxes and fees
Guests staying at Matecumbe Resort enjoy access to a private beach, an outdoor pool, and free WiFi in public areas. You can put free parking to good use if you drive. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. Other amenities at this beach resort include free use of bicycles, laundry facilities, and a garden.
On private beach
Pool
Caloosa Cove Resort by CoolVacay
73801 Overseas Hwy Islamorada FL
1.77 mi from city center
Guests staying at Caloosa Cove Resort by CoolVacay enjoy access to a marina, an outdoor pool, and free WiFi in public areas. Free parking is available if you drive. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing. Additional amenities include a picnic area, barbecue grills, and an ATM.
Pool
Kitchen
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Free Cancellation
Reserve now, pay when you stay
6.17 mi from city center
$232 nightly
The price is $261 total per night
$261 total
Oct 19 - Oct 20
Total with taxes and fees
Cheeca Lodge & Spa features a private beach, a golf course, and a full-service spa. Free valet and self parking are available, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with securing valuables, luggage storage, and dry cleaning/laundry. Other amenities at this beach resort include 3 outdoor pools, a 24-hour gym, and a sauna.
On private beach
Pool
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View all propertiesLowest 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.
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