
Lower Keys Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
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 1 day ago
$269
Roundtrip
found 1 day ago

Tue, Feb 24 - Sat, Feb 28
DTW
Detroit Metropolitan Wayne County
EYW
Key West Intl.
$274 Roundtrip, found 12 hours ago
$274
Roundtrip
found 12 hours ago

Tue, Feb 24 - Sat, Feb 28
DTW
Detroit Metropolitan Wayne County
EYW
Key West Intl.
$285 Roundtrip, found 12 hours ago
$285
Roundtrip
found 12 hours ago

Sun, Nov 30 - Thu, Dec 4
BOS
Logan Intl.
EYW
Key West Intl.
$312 Roundtrip, found 6 days ago
$312
Roundtrip
found 6 days 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
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