Deals on vacations and trips to Lower Florida Keys

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Lower Florida Keys flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Beachside Resort & Residences

Beachside Resort & Residences

4 out of 5
Save 100% on your flight
per person
Jul 15 - Jul 21
Roundtrip flight included
Boston (BOS) to Key West (EYW)
This smoke-free hotel features a private beach, a marina, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the outdoor pool and visit the 2 bars/lounges and poolside bar for drinks.
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Northside Resort
Save 100% on your flight
per person
Jul 15 - Jul 21
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.
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

5 out of 5
Old Town Key West
Save 100% on your flight
per person
Jul 15 - Jul 21
Roundtrip flight included
Boston (BOS) to Key West (EYW)
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the gym and perks like free WiFi.
Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn

3 out of 5
Key West Historic District
Save 100% on your flight
per person
Jul 15 - Jul 21
Roundtrip flight included
Boston (BOS) to Key West (EYW)
An area shuttle and free self parking are featured at this bed & breakfast, along with an outdoor pool. WiFi in public areas is free. A business center, a terrace, and a garden are also on offer.
Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only

3.5 out of 5
Key West Historic District
Save 100% on your flight
per person
Jul 15 - Jul 21
Roundtrip flight included
Boston (BOS) to Key West (EYW)
This hotel features an outdoor pool and a spa tub. Self parking, a terrace, and a garden are also offered.

Top Lower Florida Keys hotel deals

Sugarloaf Key Hotel at KOA Resort

Sugarloaf Key Hotel at KOA Resort

2 out of 5
251 Co Rd 939, Summerland Key, FL
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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 spa tub, bar/lounge, and snack bar/deli.
Hot Tub
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
The price is $139 per night
$139
per night
May 27 - May 28
The private beach and marina are among the highlights at this motel. Enjoy the outdoor pool and free perks like on-the-go breakfast and free self parking. Free parking, a 24-hour business center, and free WiFi in public areas are also offered.
Pet friendly
Breakfast included
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
The price is $169 per night
$169
per night
May 14 - May 15
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.
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
The price is $188 per night
$188
per night
May 15 - May 16
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.
Pet friendly
Pool
Little Palm Island Resort & Spa - A Noble House Resort

Little Palm Island Resort & Spa - A Noble House Resort

4.5 out of 5
28500 Overseas Hwy, Summerland Key, FL
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This eco-certified resort features a private beach, a full-service spa, and a marina. Traveling on business? Take advantage of the free WiFi in public areas and airport shuttle. Enjoy the outdoor pool and perks like free valet parking.
34’ Catamaran Sailboat

34’ Catamaran Sailboat

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Stay at this houseboat in Key West. Enjoy patios and air conditioning. Popular attractions Key West Golf Club and Wilhelmina Harvey Park are located nearby.
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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

Image for Duval Street

Duval Street

4.5/5(3,475 reviews)

With a visit to Duval Street, a favorite shopping spot in Key West, you can search for that perfect souvenir. Wander the seaside or discover the area's beautiful sunsets.

Duval Street
Image for Mallory Square

Mallory Square

4.5/5(3,096 reviews)

Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.

Mallory Square
Image for Sombrero Beach

Sombrero Beach

4.5/5(417 reviews)

Play beach games; go swimming, kayaking or snorkeling; and lounge in the sun at one of Marathon’s most visited beaches.

Sombrero Beach

Frequently asked questions

How much are vacation packages to Lower Florida Keys?
Vacation packages, which include hotels and flights in Lower Florida Keys, start from as little as $926. Make your daydreams come true and book your trip with Travelocity today.
Where can I get the best vacation package deals for Lower Florida Keys?
Travelocity can help you lock in an awesome Lower Florida Keys package deal. With more than 400 air carriers and 1,000,000 properties across the globe, you’re bound to be able to craft the perfect itinerary.
Why should I book my Lower Florida Keys vacation bundle via Travelocity?
We offer 24/7 customer support, superb service and a Price Match Guarantee. Travel is all about the journey — and we have exciting destinations for you to journey to in all four corners of the globe. Wander with us and your bank balance will thank you for it.
Can I save money on my Lower Florida Keys car rental if I bundle it with hotels and flights?
You certainly can with our Lower Florida Keys vacation packages. With one of these, there are loads of ways to make your vacation budget go further. Bundle any two or more car, flight, hotel and tour bookings and watch your savings start to grow. With your own ride, all the popular sights around Lower Florida Keys are a memorable road trip away.
What is the best time of year to go to Lower Florida Keys?
January, February and July are the months when most travelers visit, while August, September and October are usually less busy. If your budget is a little tight, you’re better off visiting in . is generally regarded as the most expensive time of year to come here.
Which airport is best for Lower Florida Keys?
Visiting Lower Florida Keys typically means you’ll stroll through arrivals at Key West Intl. Airport (EYW), the area’s major hub.