Lower Florida Keys Vacation Packages 2025/2026 from $583

Lower Florida Keys flight + hotel vacation packages

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

Oceans Edge Key West Resort, Hotel & Marina

Save 100% on your flight

$583

per person

Jan 19 - Jan 22

found 1 day ago

Roundtrip 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 Key West Hotel

Key West Historic District

$1,112

per person

Jan 19 - Jan 22

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.

Hyatt Vacation Club at Beach House, Key West

Save 100% on your flight

$946

per person

Jan 26 - Jan 31

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.

Winslow's Bungalows - Key West Historic Inns

Old Town Key West

Save 100% on your flight

$677

per person

Jan 19 - Jan 22

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

This smoke-free hotel features 3 outdoor pools, a bar/lounge, and a poolside bar. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Self parking, a garden, and luggage storage are also offered.

Hyatt Vacation Club at Windward Pointe, Key West

Save 100% on your flight

$623

per person

Jan 19 - Jan 22

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.

Top Lower Florida Keys hotels deals

Parmer's Resort

565 Barry Avenue Summerland Key FL

Free Cancellation

Reserve now, pay when you stay

$137 nightly

$154 total

Dec 2 - Dec 3

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

Sugar Loaf Lodge

17001 Overseas Hwy Summerland Key FL

Free Cancellation

Reserve now, pay when you stay

$99 nightly

$111 total

Nov 23 - Nov 24

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

Looe Key Reef Resort

27340 Overseas Highway Summerland Key FL

Free Cancellation

Reserve now, pay when you stay

$195 nightly

$219 total

Nov 24 - Nov 25

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

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.

On private beach

Pool

Old Florida Style, wrap around porch, boat basin for dockage, open water

Little Torch Key FL

$714 nightly

$792 total

Nov 24 - Nov 25

Total with taxes and fees

This vacation home includes a garden and laundry facilities.

Kitchen

Washer

Little Torch Cottages

28501 Channel View Drive Summerland Key FL

$587 nightly

$661 total

Dec 6 - Dec 7

Total with taxes and fees

This hotel's 2 outdoor pools and sauna are among the featured amenities. Free self parking and laundry facilities are also offered on site.

Pool

Parking included

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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.

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.

Southernmost Point

Snap a memorable photograph from the edge of North America at this monumental landmark.

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 $583. 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.