Lower Keys Vacation Packages for 2026
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 Beach House, Key West
Save 100% on your flight
Price was $1,722, price is now $1,185 per person
$1,185
per person
Jan 21 - Jan 25
found 23 hours ago
Roundtrip non-stop flight included
Gainesville (GNV) to Key West (EYW)
Stay at this 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.
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $3,360, price is now $2,032 per person
$2,032
per person
Jan 21 - Jan 25
found 23 hours ago
Roundtrip non-stop flight included
Gainesville (GNV) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Duval Street and Mallory Square are located nearby.
Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,983, price is now $1,374 per person
$1,374
per person
Jan 21 - Jan 25
found 23 hours ago
Roundtrip non-stop flight included
Gainesville (GNV) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff 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
Price was $1,895, price is now $1,322 per person
$1,322
per person
Jan 21 - Jan 25
found 23 hours ago
Roundtrip non-stop flight included
Gainesville (GNV) to Key West (EYW)
Stay at this 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.
Oceans Edge Key West Resort, Hotel & Marina
Price was $1,661, price is now $1,196 per person
$1,196
per person
Jan 21 - Jan 25
found 23 hours ago
Roundtrip non-stop flight included
Gainesville (GNV) to Key West (EYW)
Book a stay at this 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.
Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Save 100% on your flight
Price was $2,098, price is now $1,520 per person
$1,520
per person
Jan 30 - Feb 3
found 3 hours ago
Roundtrip non-stop flight included
Providence (PVD) to Key West (EYW)
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and Southernmost Point are located nearby.
Top Hotel Deals
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 helpful staff and the clean rooms in our reviews. ...
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 ...
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 Bahia ...
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 ...
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
3.36 km from city center
Stay at this 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 reviews. ...
Barnacle Resort
1557 Long Beach Dr Big Pine Key FL
15.59 km from city center
Book a stay at this beach B&B in Big Pine Key. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Bahia Honda State Park and Coupon Bight ...
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.
Sat, Jan 17 - Wed, Jan 21
TPA
Tampa Intl.
EYW
Key West Intl.
$230 Roundtrip, found 4 days ago
$230
Roundtrip
found 4 days ago
Wed, Apr 1 - Tue, Apr 7
ORD
O'Hare Intl.
EYW
Key West Intl.
$249 Roundtrip, found 4 days ago
$249
Roundtrip
found 4 days ago
Wed, Mar 4 - Tue, Mar 10
BWI
Baltimore Washington Intl. Thurgood Marshall
EYW
Key West Intl.
$259 Roundtrip, found 4 days ago
$259
Roundtrip
found 4 days ago
Sat, Jan 31 - Tue, Feb 3
ORD
O'Hare Intl.
EYW
Key West Intl.
$272 Roundtrip, found 5 days ago
$272
Roundtrip
found 5 days ago
Wed, Apr 1 - Tue, Apr 7
ORD
O'Hare Intl.
EYW
Key West Intl.
$319 Roundtrip, found 4 days ago
$319
Roundtrip
found 4 days ago