Lower Florida Keys Vacation Packages 2026 from $1,031

Lower Florida Keys flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Southernmost Beach Resort and Guesthouses

Old Town Key West

Save 100% on your flight

$1,031

per person

Apr 2 - Apr 5

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.

Oceans Edge Key West Resort, Hotel & Marina

Save 100% on your flight

$1,837

per person

Mar 22 - Mar 28

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.

Havana Cabana at Key West

New Town

Save 100% on your flight

$1,434

per person

Mar 22 - Mar 28

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and perks like free self parking.

The Key West Hotel

Key West Historic District

Save 100% on your flight

$1,591

per person

Apr 13 - Apr 17

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.

Ibis Bay Beach Resort

Northside Resort

Save 100% on your flight

$1,314

per person

Mar 22 - Mar 28

found 1 day ago

Roundtrip non-stop 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.

Top Lower Florida Keys hotels deals

Looe Key Reef Resort

27340 Overseas Highway Summerland Key FL

$286 nightly

$322 total

Feb 22 - Feb 23

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

565 Barry Avenue Summerland Key FL

$368 nightly

$414 total

Feb 12 - Feb 13

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

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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 hot tub, bar/lounge, and snack bar/deli.

On private beach

Pool

Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL

Free Cancellation

Reserve now, pay when you stay

$299 nightly

$336 total

Feb 16 - Feb 17

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

Private Secluded Ocean View & Pool Near Key West

Summerland Key FL

Get rates

This vacation home features an outdoor pool and a gym. Enjoy the hot tub and conveniences like a garden and laundry facilities.

Pool

Hot Tub

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cudjoe Key FL

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This cottage featured laundry facilities and barbecue grills.

Pool

Kitchen

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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

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.

Aerial view from Venture Out on Cudjoe Key Florida., Shutterstock ID 757510879, Purchase Order: Wave 0 First Batch, Order Number: , Client/Licensee: Hotels.com / BEX, Other: Mixed Budget

Florida Keys Beaches

4/5(519 reviews)

Why not spend a lazy afternoon at Florida Keys Beaches during your trip to Long Beach Estates?

Smathers Beach

4/5(1,151 reviews)

Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.

Frequently asked questions

How much are vacation packages to Lower Florida Keys?

Your vacation dreams can all come true in Lower Florida Keys for only $1,031. Package deals include flights and hotels, so they're bound to make booking a breeze. The only thing you'll have to worry about is having a good time.

Where can I get the best vacation package deals for Lower Florida Keys?

You'll come across an amazing range of Lower Florida Keys package deals on Travelocity. With no less than 400 partner airlines and 1,000,000 properties across the globe, putting together the perfect escape won't take long.

Why should I purchase my Lower Florida Keys vacation bundle via Travelocity?

With our Price Match Guarantee, we'll match any better price you find. Add to that our 24/7 customer support and superb service and your perfect vacation is well within reach.

Will I save money on my Lower Florida Keys car rental if I combine it with a hotel or flight?

Certainly. And our Lower Florida Keys vacation packages are the ideal way to do it. In just a few clicks you can save money as well as time by booking everything in one place. Pick up the keys to your rental car then chart your own course. Looking for things to do? Throw some tours or experiences into your package and save on those too.

What is there to do in Lower Florida Keys?

A vibrant and attractive destination, Lower Florida Keys is home to some terrific things to see and do. Boca Chica Nude Beach and Boca Chica Beach are some of the very best.