Matecumbe Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Matecumbe Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Creekside Inn
Price was $1,255, price is now $524 per person
$524
per person
Apr 19 - Apr 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Miami (MIA)
Stay at this motel in Tavernier. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Florida Keys Dive Center and Mangrove Marina are located nearby.
President Hotel
South Beach
Save 100% on your flight
Price was $1,275, price is now $738 per person
$738
per person
Apr 22 - Apr 26
found 18 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Miami (MIA)
Stay at this hotel in Miami Beach. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
The Penguin Hotel
South Beach
Save 100% on your flight
Price was $1,176, price is now $688 per person
$688
per person
Apr 22 - Apr 26
found 22 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Miami (MIA)
Book a stay at this beach hotel in Miami Beach. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $3,199, price is now $1,914 per person
$1,914
per person
May 2 - May 7
found 20 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Duval Street and Mallory Square are located nearby.
Cavalier Hotel South Beach
South Beach
Save 100% on your flight
Price was $943, price is now $585 per person
$585
per person
May 28 - Jun 1
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
Book a stay at this beach hotel in Miami Beach. Enjoy free WiFi, a beach locale, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
Lux Retreat By Renzzi
Little Havana
Save 100% on your flight
Price was $1,536, price is now $955 per person
$955
per person
Apr 20 - Apr 27
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Miami (MIA)
Stay at this apartment in Miami. Enjoy free WiFi, daily housekeeping, and rainfall showerheads. Popular attractions Brickell City Centre and Kaseya Center are located nearby.
Top Hotel Deals
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
3.84 km from Matecumbe
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 ...
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
6.8 km from Matecumbe
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. ...
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
1.08 km from Matecumbe
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 ...
Islander Resort
82100 Overseas Highway Islamorada FL
4.35 km from Matecumbe
Book a stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
1.6 km from Matecumbe
Book a stay at this beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the spacious ...
Hadley Resort and Marina
82749 Overseas Hwy Islamorada FL
5.3 km from Matecumbe
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Sunset Inn
82200 Overseas Hwy Islamorada FL
4.6 km from Matecumbe
Stay at this hotel in Islamorada. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the pool and the helpful staff in our reviews. ...
Breezy Palms Resort
80015 Overseas Highway Islamorada FL
1.18 km from Matecumbe
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 ...
Matecumbe Resort
76261 Overseas Hwy Islamorada FL
4.89 km from Matecumbe
Book a stay at this beach resort in Islamorada. Enjoy free WiFi, free parking, and a private beach. Popular attractions Robbie’s of Islamorada and Indian Key ...
La Jolla Resort
82216 Overseas Highway Islamorada FL
4.76 km from Matecumbe
Stay at this hotel in Islamorada. Enjoy free WiFi, a private beach, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Bayside Villas by Islander Resort
81450 Overseas Highway Islamorada FL
2.91 km from Matecumbe
Book a stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and 3 restaurants. Popular attractions Hurricane Monument and MoradaWay Arts & ...
The Islands of Islamorada
82779 Old Hwy Islamorada FL
5.49 km from Matecumbe
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 ...
The Caribbean Resort
117 Carroll St Islamorada FL
4.18 km from Matecumbe
Book a stay at this family-friendly hotel in Islamorada. Enjoy a marina, free bicycles on site, and daily housekeeping. Popular attractions Keys History & Discovery ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, May 19 - Wed, May 20
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$67 Roundtrip, found 9 hours ago
$67
Roundtrip
found 9 hours ago
Fri, Apr 17 - Fri, May 1
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$70 Roundtrip, found 15 hours ago
$70
Roundtrip
found 15 hours ago
Wed, Jun 3 - Wed, Jun 10
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$137 Roundtrip, found 6 days ago
$137
Roundtrip
found 6 days ago
Fri, Apr 17 - Mon, Apr 20
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$159 Roundtrip, found 2 days ago
$159
Roundtrip
found 2 days ago
Sat, Apr 11 - Fri, Apr 17
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$180 Roundtrip, found 6 days ago
$180
Roundtrip
found 6 days ago