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.
Hyatt Vacation Club at Windward Pointe, Key West
Price was $1,108, price is now $771 per person
$771
per person
Oct 27 - Oct 31
found 22 hours ago
Roundtrip non-stop flight included
Austin (AUS) 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.
Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,739, price is now $1,216 per person
$1,216
per person
Nov 22 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) 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.
Oceans Edge Key West Resort, Hotel & Marina
Price was $1,317, price is now $932 per person
$932
per person
Nov 22 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) 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.
Ridley House - Key West Historic Inns
Key West Historic District
Save 100% on your flight
Price was $1,509, price is now $1,077 per person
$1,077
per person
Oct 27 - Oct 31
found 22 hours ago
Roundtrip non-stop flight included
Austin (AUS) 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 breakfast and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
Douglas House
Old Town Key West
Save 100% on your flight
Price was $1,844, price is now $1,316 per person
$1,316
per person
Nov 22 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Key West (EYW)
Stay at this 3-star guesthouse in Key West. Enjoy free WiFi, free parking, and daily housekeeping. 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
Price was $1,758, price is now $1,267 per person
$1,267
per person
Nov 22 - Nov 27
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) 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
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 ...
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 ...
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. ...
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 ...
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 ...
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, Feb 3 - Fri, Feb 6
TPA
Tampa Intl.
EYW
Key West Intl.
$182 Roundtrip, found 6 days ago
$182
Roundtrip
found 6 days ago
Mon, Feb 16 - Thu, Feb 19
TPA
Tampa Intl.
EYW
Key West Intl.
$183 Roundtrip, found 6 days ago
$183
Roundtrip
found 6 days ago
Sun, Oct 19 - Thu, Oct 23
BOS
Logan Intl.
EYW
Key West Intl.
$207 Roundtrip, found 15 hours ago
$207
Roundtrip
found 15 hours ago
Tue, Dec 2 - Wed, Dec 10
BOS
Logan Intl.
EYW
Key West Intl.
$227 Roundtrip, found 3 days ago
$227
Roundtrip
found 3 days ago
Thu, Dec 4 - Mon, Dec 8
BOS
Logan Intl.
EYW
Key West Intl.
$246 Roundtrip, found 1 day ago
$246
Roundtrip
found 1 day ago