Book Exclusive Long Key Vacation Packages

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Long Key flight + hotel packages

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

The Penguin Hotel

3.5 out of 5
South Beach
Price was CA $1,607, price is now CA $883 per person
CA $883
per person
Jan 8 - Jan 13
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
Book a stay at this beach hotel in Miami Beach. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Lincoln Road Mall are located nearby.
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was CA $43,277, price is now CA $21,770 per person
CA $21,770
per person
Jan 2 - Jan 6
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
Book a stay at this luxury aparthotel in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.
President Hotel Villa

President Hotel Villa

3.5 out of 5
South Beach
Price was CA $2,743, price is now CA $1,440 per person
CA $1,440
per person
Dec 31 - Jan 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
Stay at this hotel in Miami Beach. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Lincoln Road Mall are located nearby.
Avi Lux Stay

Avi Lux Stay

4.5 out of 5
East Fort Lauderdale
Save 100% on your flight
Price was CA $2,512, price is now CA $1,391 per person
CA $1,391
per person
Jan 4 - Jan 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
Book a stay at this luxury aparthotel in Fort Lauderdale. Enjoy free WiFi, 8 hot tubs, and a fitness center. Popular attractions Fort Lauderdale Beach and Las Olas Beach are located nearby.
Miami Vacation Rentals - Downtown

Miami Vacation Rentals - Downtown

5 out of 5
Downtown Miami
Save 100% on your flight
Price was CA $3,151, price is now CA $1,794 per person
CA $1,794
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
Book a stay at this luxury apartment in Miami. Enjoy free WiFi, a 24-hour health club, and valet parking (surcharge). Popular attractions Bayside Marketplace and Kaseya Center are located nearby.

Top Long Key hotels deals

Lime Tree Bay Resort

Lime Tree Bay Resort

3.5 out of 5
68500 Overseas Hwy Long Key FL
Free cancellation
Reserve now, pay when you stay
The price is CA $159 per night
CA $159
CA $242 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this beach resort in Long Key. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Long Key State Park and Fiesta Key are located nearby.
On private beach
Pool
Edgewater Lodge

Edgewater Lodge

2.5 out of 5
US Highway 1 MM 65,5 Long Key FL
The price is CA $278 per night
CA $278
CA $313 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this beach hotel in Long Key. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Long Key State Park and Walkers Island are located nearby.
Pool
Parking included
Fiesta Key RV Resort

Fiesta Key RV Resort

2.5 out of 5
70001 Overseas Hwy Long Key FL
Get rates
Book a stay at this beach hotel in Long Key. Enjoy free parking, a marina, and WiFi (surcharge). Popular attractions Fiesta Key and Long Key State Park are located nearby.
Pool
Parking included
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Free cancellation
Reserve now, pay when you stay
The price is CA $208 per night
CA $208
CA $336 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Florida Keys Brewing Co. and Lorelei Restaurant & Cabana Bar are located nearby.
On private beach
Pool
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
1 Knights Key Boulevard Marathon FL
Free cancellation
Reserve now, pay when you stay
The price is CA $314 per night
CA $314
CA $438 total
Oct 30 - Oct 31
includes taxes & fees
Book a stay at this luxury hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Seven Mile Bridge and Sombrero Beach are located nearby.
Pool
Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Free cancellation
Reserve now, pay when you stay
The price is CA $196 per night
CA $196
CA $299 total
Nov 4 - Nov 5
includes taxes & fees
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions History of Diving Museum and Windley Key Fossil Reef Geological State Park are located nearby.
On private beach
Pool
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See all available properties in Long Key
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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.

Stay near popular Long Key attractions

Long Key State Park

8.6/10 (376 reviews)
You can take time to visit Long Key State Park during your travels to Long Key. Wander the beautiful beaches or discover the beautiful sunsets in this relaxing area.
See properties

Long Key Vacations

A bit of planning can mean the difference between a good vacation and an epic one! Wander wisely in Long Key by familiarizing yourself with some basic facts about it before you dash off.

This town lies 14 miles (23 kilometers) southwest of Islamorada. It is also 19 miles (31 kilometers) northeast of Marathon.

Places to visit in Long Key

Time spent with nature has been shown to improve both your emotional and physical well-being. Take a trip to Long Key State Park and enjoy the benefits of connecting with the natural environment. Need some more ideas? There is something bewitching about the murmuring swell of the sea. Unfold a picnic chair, sit back, relax and enjoy the ocean's ever-changing moods at Anne's Beach.

Where do you fly into for Long Key?

The thrill and excitement of exploring a totally new destination never gets old. Once you've safely touched down at Homestead Air Reserve Base Airport (HST), the center of Long Key will be only 55 miles (89 kilometers) to the southwest away.

Frequently asked questions

How much are vacation packages to Long Key?
Travelocity has flight and hotel vacation packages starting at an incredible CA $883. With these kinds of bargains, you'll be exploring all of Long Key in a flash.
How long should my Long Key vacation be?
Your Long Key vacation can be as long as you like, but most travelers stay around 3 nights. Want to hop off the beaten path and discover some less touristy sights? Lock in a few more nights and see another side of this place.
Where can I get the best vacation package deals for Long Key?
Travelocity will be able to help you snap up an awesome Long Key package deal. With 400 airlines and 665,000 properties across the world, you're bound to find the perfect combination.
Why should I book my Long Key vacation package via Travelocity?
You'll not only save loads, but you'll also have access to our 24/7 customer support, excellent service and a Price Match Guarantee. Explore every nook-and-cranny across the globe, uncover hidden sights and forge long-lasting memories — we'll take care of the little details.
Can I save on my Long Key car rental if I combine it with my hotel or flight?
You most certainly can — combine your hotel, flight and car into a Long Key vacation package and you'll save a handsome sum. With so much to see and do in and around Long Key, that rental car will make exploring easy. Once you've buckled yourself in, turn up the tunes and head toward PortMiami, a renowned attraction about 121 kilometersfrom Long Key.
What is the best time of year to go to Long Key?
You'll land the lowest hotel prices around and pay the highest prices during . It's generally more relaxed in , while you'll have plenty more like-minded travelers to hang out with in the months of . It all comes down to what prices you're willing to pay, the weather conditions and how well you handle crowds.
What is there to do in Long Key?
Long Key State Park is just one of the awesome sights that make Long Key such a popular tourist destination. But allow yourself enough time to explore its lesser-known attractions too. This is sometimes where the best vacation memories are created.
Where should I stay when visiting Long Key?
The Lime Tree Bay Resort is recommended by many visitors. Book now before it's too late.
Can I go on vacation to Long Key at this time?
Learn all the info that's important relating to quarantine policies and travel restrictions ahead of your journey to Long Key. Our Covid-19 Travel Advisor is full of advice to help make your trip relaxed and stress-free.

Photos of local treasures

Browse Long Key vacation photos for more inspiration

A pier with a boat rental sign, a colorful building, and a calm sea.
A wooden pier extending into calm waters with two people fishing and a red bag on a white chair.
A white boat named "Miss Olivia" with "POLAR" branding, equipped with a motor and a canopy.
A wooden boardwalk leading to a building surrounded by dry, tangled vegetation.
A wooden pier extending into calm blue waters with a clear sky.