
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 Balfour
South Beach
Save 100% on your flight
per person
Jul 10 - Jul 15
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
Stay at this 4-star boutique hotel in Miami Beach. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ocean Drive and Collins Avenue Shopping Area are located nearby.

Miami accommodations BeachFront
South Beach
per person
Jul 10 - Jul 15
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
Stay at this hotel in Miami Beach. Enjoy free WiFi, slippers, and housekeeping. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

Fontainebleau Miami Beach
Mid Beach
Save 100% on your flight
per person
Jul 10 - Jul 15
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
Stay at this 4.5-star luxury hotel in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

Henrosa Hotel
South Beach
Save 100% on your flight
per person
Jul 10 - Jul 15
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Miami (MIA)
Stay at this 3.5-star hotel in Miami Beach. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.

Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Save 100% on your flight
per person
Jul 10 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Washington (DCA) to Key West (EYW)
Stay at this 3.5-star hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Save 100% on your flight
per person
Jul 10 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Washington (DCA) to Key West (EYW)
Stay at this 4-star hotel in Key West. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Top Hotel Deals

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 ...

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. ...

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 ...

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 ...

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. ...

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 ...

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 ...

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 ...

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. ...

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 ...

Sands of Islamorada
80051 Overseas Highway, Islamorada, FL
1.22 km from Matecumbe
Stay at this hotel in Islamorada. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Bud n' Mary's Dive Center and Hurricane Monument ...
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
DTW
Detroit Metropolitan Wayne County
MIA
Miami Intl.
$108 Roundtrip, found 2 days ago
$108
Roundtrip
found 2 days ago

Tue, Jun 24 - Fri, Jun 27
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$116 Roundtrip, found 2 days ago
$116
Roundtrip
found 2 days ago

Sun, Jul 20 - Thu, Jul 24
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$118 Roundtrip, found 1 day ago
$118
Roundtrip
found 1 day ago

Wed, Jul 2 - Tue, Jul 8
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$118 Roundtrip, just found
$118
Roundtrip
just found
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
- Matecumbe United Methodist Church Vacations
- MoradaWay Arts & Cultural District Vacations
More AARP Member Vacation Packages
- Las Vegas Vacations
- New York Vacations
- Orlando Vacations
- Los Angeles Vacations
- Miami Vacations
- San Francisco Vacations
- New Orleans Vacations
- Chicago Vacations
- Fort Lauderdale Vacations
- Boston Vacations
- Honolulu Vacations
- San Diego Vacations
- Washington Vacations
- Toronto Vacations
- Anaheim Vacations
- Atlanta Vacations
- Nashville Vacations
- Seattle Vacations
- Phoenix Vacations
- Myrtle Beach Vacations
- Vancouver Vacations
- Palm Springs Vacations
- Denver Vacations
- Tampa Vacations
- Niagara Falls Vacations
- San Antonio Vacations
- Atlantic City Vacations
- Philadelphia Vacations
- Austin Vacations
- Dallas Vacations