Deals on vacations and trips to Lower Keys

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Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
Save 100% on your flight
Price was $1,249, price is now $789 per person
$789
per person
Mar 3 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This hotel features an outdoor pool and a hot tub. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A safe deposit box and concierge services are also provided.
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Save 100% on your flight
Price was $1,272, price is now $800 per person
$800
per person
Mar 3 - Mar 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This hotel features an outdoor pool, a hot tub, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack bar/deli, concierge services, and barbecue grills are also on offer.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Save 100% on your flight
Price was $1,395, price is now $889 per person
$889
per person
Jan 30 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. The restaurant provides options for dining, while the bar/lounge and poolside bar are great spots to unwind.
The Gardens Hotel

The Gardens Hotel

4 out of 5
Old Town Key West
Save 100% on your flight
Price was $2,753, price is now $1,800 per person
$1,800
per person
Mar 15 - Mar 20
found 1 day ago
Roundtrip non-stop 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.
The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Save 100% on your flight
Price was $2,286, price is now $1,518 per person
$1,518
per person
Jan 30 - Feb 2
found 1 day ago
Roundtrip non-stop 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.

Top Lower Keys hotels deals

Looe Key Reef Resort

Looe Key Reef Resort

2.5 out of 5
27340 Overseas Highway Summerland Key FL
Free Cancellation
Reserve now, pay when you stay
$140 nightly
The price is $158 total per night
$158 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, express check-in, and luggage storage are also on offer.
Pool
Pet friendly
Parmer's Resort

Parmer's Resort

2.5 out of 5
565 Barry Avenue Summerland Key FL
Free Cancellation
Reserve now, pay when you stay
$253 nightly
The price is $285 total per night
$285 total
Jan 4 - Jan 5, 2026
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
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 out of 5
1791 Bogie Drive Big Pine Key FL
$241 nightly
The price is $271 total per night
$271 total
Jan 6 - Jan 7, 2026
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

Sugar Loaf Lodge

2.5 out of 5
17001 Overseas Hwy Summerland Key FL
Free Cancellation
Reserve now, pay when you stay
$199 nightly
The price is $224 total per night
$224 total
Jan 4 - Jan 5, 2026
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
Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

3 out of 5
251 Co Rd 939 Summerland Key FL
Get rates
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
Barnacle Resort

Barnacle Resort

3 out of 5
1557 Long Beach Dr Big Pine Key FL
$272 nightly
The price is $306 total per night
$306 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
A rooftop terrace, free self parking, and barbecue grills are featured at this bed & breakfast. WiFi in public areas is free. Luggage storage is also provided.
Parking included
Free WiFi
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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.

Popular places to visit

Bahia Honda State Park

Bahia Honda State Park

You can take time to visit Bahia Honda State Park during your travels to Big Pine Key. While you're in the area, wander around the natural setting.

Bahia Honda State Park
Bahia Honda State Park, Beach at the Campground, view to the new Bridge. If you like to get a spot here for your RV, you have to book up to 8 months in advance.

Calusa Beach

Why not spend a lazy afternoon at Calusa Beach during your trip to Big Pine Key? While you're in the area, wander around the natural setting.

Calusa Beach
Boca Chica Beach

Boca Chica Beach

Why not spend a lazy afternoon at Boca Chica Beach during your trip to Key West? Stroll along the area's seaside, or simply savor its lively bars.

Boca Chica Beach

Frequently asked questions

How much are vacation packages to Lower Keys?
Enjoy a memorable travel experience in Lower Keys with a vacation package starting at $789. Reserving your flights and hotels through Travelocity has never been so easy. What's more, our vacation deals will leave you with more savings for loads of fun times.
Where can I get the best vacation package deals for Lower Keys?
For an affordable Lower Keys package deal, nothing compares to Travelocity. Pick from as many as 400 air carriers and 1,000,000 properties worldwide to create your dream adventure — you're spoiled for choice!
Why should I purchase my Lower Keys vacation bundle via Travelocity?
Savings, support and a stress-free booking are just the beginning. Collect lifelong memories and enjoy a fulfilling travel experience knowing you can rely on 24/7 customer support. With the Travelocity Price Match Guarantee, you know you're getting the best deal available.
Will I save money on my Lower Keys car rental if I book it with a hotel or flight?
You can with our Lower Keys vacation packages. With one of these, there are plenty of ways to make your travel budget go further. Bundle any two or more car, flight, hotel and tour bookings and see the savings add up. With a rental car, all the attractions around Lower Keys are within your reach.
What is there to do in Lower Keys?
A diverse and exciting destination, Lower Keys offers some excellent tourist attractions. Boca Chica Nude Beach and Boca Chica Beach are two of the favorites.

Photos of local treasures

Browse Lower Keys vacation photos for more inspiration

Big Pine Key featuring a river or creek, a bay or harbor and general coastal views
Big Pine Key which includes forest scenes
Big Pine Key which includes views and a lake or waterhole as well as a small group of people
Big Pine Key featuring signage
Big Pine Key showing mangroves

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