Lower Keys Vacation Packages for 2025
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Lower Keys Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
per person
Sep 1 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) 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.
Almond Tree Inn Hotel - Adults Only
Old Town Key West
per person
Sep 1 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) 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.
Hyatt Vacation Club at Windward Pointe, Key West
per person
Sep 1 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Key West (EYW)
Stay at this 3.5-star eco-certified hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Orchid Key Inn - Adults Only
Old Town Key West
per person
Sep 1 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) 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.
Hyatt Vacation Club at Sunset Harbor, Key West
Old Town Key West
per person
Sep 1 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Key West (EYW)
Stay at this 3.5-star eco-certified apartment in Key West. Enjoy free WiFi, parking (surcharge), and concierge services. Popular attractions Duval Street and Mallory Square are located nearby.
Hyatt Vacation Club at Beach House, Key West
per person
Sep 1 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Key West (EYW)
Stay at this 3.5-star eco-certified hotel in Key West. Enjoy free WiFi, free parking, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Top Hotel Deals
Parmer's Resort
565 Barry Avenue, Summerland Key, FL
10.76 km from city center
Book a stay at this beach motel in Summerland Key. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939, Summerland Key, FL
3.36 km from city center
Stay at this 3-star hotel in Summerland Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our ...
Sugar Loaf Lodge
17001 Overseas Hwy, Summerland Key, FL
8.16 km from city center
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
Old Wooden Bridge Resort and Marina
1791 Bogie Drive, Big Pine Key, FL
14.91 km from city center
Stay at this cottage in Big Pine Key. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Blue ...
Looe Key Reef Resort
27340 Overseas Highway, Summerland Key, FL
9.13 km from city center
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the bar and the helpful staff in our reviews. ...
Barnacle Resort
1557 Long Beach Dr, Big Pine Key, FL
15.59 km from city center
Stay at this 3-star beach B&B in Big Pine Key. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Coupon Bight Aquatic Preserve and Cook ...
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, Aug 26 - Wed, Sep 3
ORD
O'Hare Intl.
EYW
Key West Intl.
$269 Roundtrip, found 3 days ago
$269
Roundtrip
found 3 days ago
Tue, Feb 24 - Sat, Feb 28
DTW
Detroit Metropolitan Wayne County
EYW
Key West Intl.
$274 Roundtrip, found 2 days ago
$274
Roundtrip
found 2 days ago
Tue, Feb 24 - Sat, Feb 28
DTW
Detroit Metropolitan Wayne County
EYW
Key West Intl.
$285 Roundtrip, found 2 days ago
$285
Roundtrip
found 2 days ago
Fri, Nov 21 - Mon, Nov 24
ATL
Hartsfield-Jackson Atlanta Intl.
EYW
Key West Intl.
$319 Roundtrip, found 3 days ago
$319
Roundtrip
found 3 days ago
Sat, Dec 27 - Tue, Jan 6
PHL
Philadelphia Intl.
EYW
Key West Intl.
$793 Roundtrip, found 6 days ago
$793
Roundtrip
found 6 days ago
Best neighborhoods in Lower Keys
Best points of interest in Lower Keys
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All accommodation types in Lower Keys
More Types of Hotels
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