
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.

The Marker Key West Harbor Resort
Key West Historic District
Price was $1,735, price is now $1,274 per person
$1,274
per person
Jul 15 - Jul 20
found 7 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.

The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $2,596, price is now $1,720 per person
$1,720
per person
Jul 15 - Jul 20
found 7 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Duval Street and Southernmost Point are located nearby.

Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $2,044, price is now $1,396 per person
$1,396
per person
Jul 15 - Jul 20
found 7 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, parking (surcharge), and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Southernmost Point and Duval Street are located nearby.

Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $1,932, price is now $1,331 per person
$1,331
per person
Jul 15 - Jul 20
found 7 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Key West (EYW)
Stay at this 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 Southernmost Point and Duval Street are located nearby.

Coconut Beach Resort
Old Town Key West
Save 100% on your flight
Price was $1,968, price is now $1,449 per person
$1,449
per person
Jul 15 - Jul 20
found 7 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Key West (EYW)
Book a stay at this beach resort in Key West. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Southernmost Point and Duval Street are located nearby.

The Perry Hotel & Marina Key West
Price was $1,695, price is now $1,279 per person
$1,279
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Washington (IAD) to Key West (EYW)
Book a stay at this 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 Southernmost Point and Duval Street 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 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. ...

Sugarloaf Key RV Resort & Cottages
311 Johnson Rd Summerland Key FL
3.96 km from city center
Stay at this vacation home in Summerland Key. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Florida Keys Beaches and Upper Sugarloaf ...

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 ...

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 a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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.

Fri, Aug 14 - Sun, Aug 16
TPA
Tampa Intl.
EYW
Key West Intl.
$179 Roundtrip, found 1 day ago
$179
Roundtrip
found 1 day ago

Tue, Jul 21 - Fri, Jul 24
BOS
Logan Intl.
EYW
Key West Intl.
$267 Roundtrip, found 3 days ago
$267
Roundtrip
found 3 days ago

Mon, Mar 15 - Wed, Mar 31
LGA
LaGuardia
EYW
Key West Intl.
$309 Roundtrip, found 2 days ago
$309
Roundtrip
found 2 days ago

Mon, Mar 15 - Wed, Mar 31
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$344 Roundtrip, found 2 days ago
$344
Roundtrip
found 2 days ago

