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.
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Save 100% on your flight
Price was $982, price is now $626 per person
$626
per person
Oct 27 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference space. 2 poolside bars and 2 bars/lounges are featured at this hotel, along with a 24-hour gym.
Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
Old Town Key West
Save 100% on your flight
Price was $2,011, price is now $1,262 per person
$1,262
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Enjoy the hot tub and free perks like continental breakfast and WiFi in public areas. Self parking, a garden, and dry cleaning are also offered.
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 $1,082, price is now $688 per person
$688
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

3.5 out of 5
Old Town Key West
Save 100% on your flight
Price was $1,238, price is now $825 per person
$825
per person
Oct 27 - Nov 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This hotel features an outdoor pool and a poolside bar. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
Old Town Key West
Save 100% on your flight
Price was $1,613, price is now $1,082 per person
$1,082
per person
Oct 28 - Nov 2
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.

Top Lower Florida Keys hotels deals

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
$148 nightly
The price is $167 total per night
$167 total
Sep 8 - Sep 9
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.
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
$99 nightly
The price is $111 total per night
$111 total
Sep 1 - Sep 2
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

Looe Key Reef Resort

2.5 out of 5
27340 Overseas Highway, Summerland Key, FL
Free Cancellation
Reserve now, pay when you stay
$113 nightly
The price is $127 total per night
$127 total
Sep 1 - Sep 2
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

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

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

Get rates
This vacation home includes a garden and laundry facilities.
Kitchen
Washer
Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes

Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes

$737 nightly
The price is $818 total per night
$818 total
Aug 26 - Aug 27
Total with taxes and fees
An outdoor pool is featured at this vacation home, along with 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 featuring signage

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.

Duval Street
Southernmost Point featuring signage as well as a large group of people

Southernmost Point

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

Southernmost Point
Mallory Square which includes a sunset and a bay or harbor as well as a large group of people

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.

Mallory Square

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 $626. 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.

Photos of local treasures

Browse Lower Florida Keys vacation photos for more inspiration

Lower Florida Keys
Key West featuring a marina, a coastal town and general coastal views
Big Pine Key featuring a river or creek, a bay or harbor and general coastal views
Embassy Row
Smathers Beach showing a bay or harbor, tropical scenes and windsurfing