Matecumbe Vacation Packages for 2025
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.
The Perry Hotel & Marina Key West
Save 100% on your flight
per person
Jul 16 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Key West (EYW)
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
per person
Jul 16 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Key West (EYW)
Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Orchid Key Inn - Adults Only
Old Town Key West
Save 100% on your flight
per person
Jul 16 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Key West (EYW)
Stay at this 3.5-star hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Almond Tree Inn Hotel - Adults Only
Old Town Key West
Save 100% on your flight
per person
Jul 16 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Key West (EYW)
Stay at this 3.5-star business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Havana Cabana at Key West
New Town
Save 100% on your flight
per person
Jul 16 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Key West (EYW)
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Bishop Hotel Key West
Old Town Key West
Save 100% on your flight
per person
Jul 16 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Key West (EYW)
Stay at this 4-star guesthouse in Key West. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Top Hotel Deals
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
1.08 km from Matecumbe
Stay at this 4-star beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
3.84 km from Matecumbe
Stay at this 5-star 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 2 outdoor pools, a private beach, and a 24-hour front desk. Our guests praise the breakfast and the pool ...
Islander Resort
82100 Overseas Highway, Islamorada, FL
4.48 km from Matecumbe
Stay at this 4-star 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
Stay at this 4-star 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 ...
Islander Bayside Villas and Boatslips
81450 Overseas Highway, Islamorada, FL
2.91 km from Matecumbe
Stay at this 3.5-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Hurricane Monument and MoradaWay ...
Sunset Inn
82200 Overseas Hwy, Islamorada, FL
4.6 km from Matecumbe
Stay at this 3-star 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. ...
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. ...
The Islands of Islamorada
82779 Old Hwy, Islamorada, FL
5.49 km from Matecumbe
Stay at this 4-star beach villa in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions History of Diving Museum and Islamorada ...
Breezy Palms Resort
80015 Overseas Highway, Islamorada, FL
1.17 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 ...
Pines & Palms Resort
80401 Old Hwy, Islamorada, FL
1.69 km from Matecumbe
Stay at this 3-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular ...
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, Nov 11 - Tue, Nov 18
BOS
Logan Intl.
MIA
Miami Intl.
$97 Roundtrip, found 1 day ago
$97
Roundtrip
found 1 day ago
Tue, Jun 24 - Tue, Jul 1
LGA
LaGuardia
MIA
Miami Intl.
$98 Roundtrip, found 6 hours ago
$98
Roundtrip
found 6 hours ago
Tue, Nov 11 - Tue, Nov 18
DTW
Detroit Metropolitan Wayne County
MIA
Miami Intl.
$98 Roundtrip, found 5 days ago
$98
Roundtrip
found 5 days ago
Sun, Jul 27 - Fri, Aug 1
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$108 Roundtrip, found 5 days ago
$108
Roundtrip
found 5 days ago
Best points of interest in Islamorada
- Anne's Beach Vacations
- Bud n' Mary's Dive Center Vacations
- Florida Keys Brewing Co. Vacations
- Sunset Drive Beach Vacations
- Robbie’s of Islamorada Vacations
- Islamorada Brewery & Distillery Vacations
- History of Diving Museum Vacations
- Hurricane Monument Vacations
- MoradaWay Arts & Cultural District Vacations
- Matecumbe United Methodist Church Vacations
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