Upper Matecumbe Key Vacation Packages
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Top Upper Matecumbe Key vacation package deals
Price found within the past 48 hours. Click for updated prices.
4.5-star property
Avi Lux Stay
East Fort Lauderdale
7.6/10 Good! (10 reviews)
Dec 11 - Dec 14
3 night stay
Detroit (DTW) to Miami (MIA)
Frontier Airlines • Roundtrip • Coach
Price was $1,078, price is now $471 per person
$471
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
Broadway Suites Downtown by RocketStay
Coral Way
8.6/10 Excellent! (229 reviews)
Jan 10 - Jan 17
7 night stay
New York (LGA) to Miami (MIA)
American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,332, price is now $690 per person
$690
per person
found 1 day ago
Muy bien ubicado, limpio, buena relación precio calidad
Reviewed on Aug 9, 2026
5.0-star property
1 Hotel South Beach
South Beach
9.4/10 Exceptional! (1,654 reviews)
Jan 9 - Jan 17
8 night stay
Detroit (DTW) to Miami (MIA)
American Airlines • Coach
Miami (MIA) to Detroit (DTW)
Frontier Airlines • Coach
Save 100% on your flight
Price was $6,763, price is now $3,774 per person
$3,774
per person
found 1 day ago
Top rated hotels for your Upper Matecumbe Key vacation package
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Free Cancellation
Reserve now, pay when you stay
0.09 mi from city center
$232 nightly
The price is $261 total per night
$261 total
Oct 31 - Nov 1
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.
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
1.76 mi from city center
$188 nightly
The price is $212 total per night
$212 total
Nov 4 - Nov 5
Total with taxes and fees
Chesapeake Beach Resort features a private beach, a marina, and 2 outdoor pools. The 24-hour front desk has multilingual staff ready to help with concierge services, and answer any questions about the area. Other amenities at this beach hotel include free WiFi in public areas, coffee/tea in a common area, and free use of bicycles.
On private beach
Pool
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
1.88 mi from city center
$220 nightly
The price is $248 total per night
$248 total
Nov 15 - Nov 16
Total with taxes and fees
At Amara Cay Resort, guests enjoy a private beach, an outdoor pool, and a gym. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a meeting room, a terrace, and laundry facilities.
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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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