Lower Keys Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Lower Keys Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
per person
Oct 18 - Oct 24
found 11 hours ago
Roundtrip flight included
Washington (WAS) 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.
Southernmost Beach Resort and Guesthouses
Old Town Key West
Save 100% on your flight
per person
Oct 18 - Oct 24
found 11 hours ago
Roundtrip flight included
Washington (WAS) to Key West (EYW)
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and South Beach are located nearby.
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Save 100% on your flight
per person
Oct 18 - Oct 24
found 11 hours ago
Roundtrip flight included
Washington (WAS) 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.
DoubleTree Resort by Hilton Grand Key - Key West
Save 100% on your flight
per person
Oct 18 - Oct 24
found 11 hours ago
Roundtrip flight included
Washington (WAS) to Key West (EYW)
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Save 100% on your flight
per person
Oct 18 - Oct 24
found 11 hours ago
Roundtrip flight included
Washington (WAS) to Key West (EYW)
Stay at this 4-star beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach are located nearby.
The Perry Hotel & Marina Key West
Save 100% on your flight
per person
Oct 18 - Oct 24
found 11 hours ago
Roundtrip flight included
Washington (WAS) 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.
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 2 days ago
$269
Roundtrip
found 2 days ago
Tue, Feb 24 - Sat, Feb 28
DTW
Detroit Metropolitan Wayne County
EYW
Key West Intl.
$274 Roundtrip, found 1 day ago
$274
Roundtrip
found 1 day ago
Tue, Feb 24 - Sat, Feb 28
DTW
Detroit Metropolitan Wayne County
EYW
Key West Intl.
$285 Roundtrip, found 1 day ago
$285
Roundtrip
found 1 day ago
Fri, Nov 21 - Mon, Nov 24
ATL
Hartsfield-Jackson Atlanta Intl.
EYW
Key West Intl.
$319 Roundtrip, found 2 days ago
$319
Roundtrip
found 2 days ago
Sat, Dec 27 - Tue, Jan 6
PHL
Philadelphia Intl.
EYW
Key West Intl.
$793 Roundtrip, found 5 days ago
$793
Roundtrip
found 5 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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