Lower Florida Keys Vacation Packages 2026 from $1,038

Lower Florida Keys flight + hotel vacation packages

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

Hyatt Vacation Club at Beach House, Key West

Save 100% on your flight

$1,038

per person

Apr 26 - Apr 30

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 WiFi. Self parking, concierge services, and barbecue grills are also on offer.

Hyatt Vacation Club at Windward Pointe, Key West

$1,238

per person

Apr 2 - Apr 6

found 1 day ago

Roundtrip 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.

Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

Save 100% on your flight

$1,635

per person

Apr 19 - Apr 23

found 1 day ago

Roundtrip non-stop 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.

The Key West Hotel

Key West Historic District

$1,977

per person

Mar 18 - Mar 21

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.

Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool

Key West Historic District

Save 100% on your flight

$2,243

per person

Mar 19 - Mar 23

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

An outdoor pool is featured at this cottage, along with free 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.

Parmer's Resort

565 Barry Avenue Summerland Key FL

Free Cancellation

Reserve now, pay when you stay

$348 nightly

$392 total

Feb 10 - Feb 11

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.

Sugarloaf Key Hotel at KOA Resort

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.

Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL

Free Cancellation

Reserve now, pay when you stay

$249 nightly

$280 total

Feb 10 - Feb 11

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.

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.

Cottage with Pool and Boat Dockage just minutes to Key West!

Cudjoe Key FL

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This cottage features a garden, laundry facilities, and barbecue grills.

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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

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

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

Mallory Square

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.

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 $1,038. 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.