
Deals on vacations and trips to Lower Keys
Save when you book Lower Keys package deals

Lower Keys flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Ibis Bay Beach Resort
Northside Resort
Price was $1,324, price is now $970 per person
$970
per person
Dec 5 - Dec 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
This Art Deco hotel features a private beach, a marina, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. Enjoy the outdoor pool and free perks like continental breakfast and WiFi in public areas.

The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $3,967, price is now $2,469 per person
$2,469
per person
Dec 5 - Dec 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a garden. Luggage storage and concierge services are also provided.

The Gardens Hotel
Old Town Key West
Save 100% on your flight
Price was $2,954, price is now $2,087 per person
$2,087
per person
Dec 5 - Dec 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
2 outdoor pools, 2 bars/lounges, and a restaurant are among this bed & breakfast's featured amenities. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink at the poolside bar and enjoy the free cooked-to-order breakfast each morning.

Kona Kai Oasis
Old Town Key West
Price was $1,473, price is now $1,059 per person
$1,059
per person
Nov 24 - Nov 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
An outdoor pool, free self parking, and concierge services are featured at this guesthouse. WiFi in public areas is free. A garden, a picnic area, and luggage storage are also on offer.

Orchid Key Inn - Adults Only
Old Town Key West
Save 100% on your flight
Price was $2,293, price is now $1,658 per person
$1,658
per person
Dec 5 - Dec 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Enjoy the hot tub and free continental breakfast each morning. Self parking, a garden, and dry cleaning are also offered.
Top Lower Keys hotels deals

Parmer's Resort
565 Barry Avenue Summerland Key FL
$156 nightly
The price is $175 total per night
$175 total
Nov 1 - Nov 2
Total with taxes and fees
The private beach and marina are among the highlights at this motel. Spend a day at the beach kayaking, or relax with sun loungers and beach umbrellas. Enjoy the outdoor pool and free perks like on-the-go breakfast and free self parking.
On private beach
Pool

Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
The private beach and marina are among the highlights at this hotel. Enjoy the outdoor pool and perks like free self parking and free WiFi. You'll appreciate the hot tub, bar/lounge, and snack bar/deli.
On private beach
Pool

Looe Key Reef Resort
27340 Overseas Highway Summerland Key FL
$101 nightly
The price is $114 total per night
$114 total
Oct 14 - Oct 15
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. A picnic area is also provided.
Pool
Pet friendly

Sugarloaf Key RV Resort & Cottages
311 Johnson Rd Summerland Key FL
An outdoor pool, free self parking, and laundry facilities are featured at this vacation home. WiFi in public areas is free. Luggage storage is also provided.
Pool
Pet friendly

Old Wooden Bridge Resort and Marina
1791 Bogie Drive Big Pine Key FL
$225 nightly
The price is $253 total per night
$253 total
Oct 6 - Oct 7
Total with taxes and fees
A marina and an outdoor pool are featured at this cottage. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a picnic area, and express check-in are also on offer.
Pool
Pet friendly

Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key FL
$119 nightly
The price is $134 total per night
$134 total
Oct 6 - Oct 7
Total with taxes and fees
This hotel features a marina, 2 outdoor tennis courts, and a restaurant. Enjoy the outdoor pool and perks like free self parking and free WiFi. A bar/lounge and a garden are also provided.
Pool
Parking included
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.
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