Book Exclusive Fleming Key Vacation Packages

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Fleming Key flight + hotel packages

Icon Residences By Sunnyside Hotel and Resorts

Icon Residences By Sunnyside Hotel and Resorts

4 out of 5
Downtown Miami
per person
May 24 - May 31
Roundtrip flight included
Montreal (YUL) to Miami (MIA)
Stay at this 4-star spa aparthotel in Miami. Enjoy free WiFi, 2 outdoor pools, and 5 restaurants. Our guests praise the pool in our reviews. Popular attractions Brickell City Centre and Bayside Marketplace are located nearby. Discover genuine guest reviews for Icon Residences By Sunnyside Hotel and Resorts, in Downtown Miami neighborhood, along with the latest prices and availability – book now.
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
Jun. 30 - Jul. 7
Roundtrip flight included
Montreal (YUL) to Miami (MIA)
Stay at this 5-star luxury condo 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. Discover genuine guest reviews for The Retreat Collection at 1 Hotel & Homes South Beach, in South Beach neighborhood, along with the latest prices and availability – book now.
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Save 100% on your flight
per person
Jun. 27 - Jul. 1
Roundtrip non-stop flight included
Montreal (YUL) to Miami (MIA)
Stay at this 5-star luxury hotel in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby. Discover genuine guest reviews for 1 Hotel South Beach, in South Beach neighborhood, along with the latest prices and availability – book now.
Amazing Apartments at H Beach House

Amazing Apartments at H Beach House

3.5 out of 5
Hollywood Beach
Save 100% on your flight
per person
Jun. 13 - Jun. 17
Roundtrip non-stop flight included
Syracuse (SYR) to Miami (MIA)
Stay at this 3.5-star apartment in Hollywood. Enjoy free WiFi, 2 outdoor pools, and a beach locale. Popular attractions Aventura Mall and Hollywood Beach are located nearby. Discover genuine guest reviews for Amazing Apartments at H Beach House, in Hollywood Beach neighborhood, along with the latest prices and availability – book now.
B Ocean Resort Fort Lauderdale Beach

B Ocean Resort Fort Lauderdale Beach

4 out of 5
East Fort Lauderdale
Save 100% on your flight
per person
May 20 - May 23
Roundtrip non-stop flight included
Detroit (DTW) to Miami (MIA)
Stay at this beach resort in Fort Lauderdale. Enjoy 2 outdoor pools, 3 restaurants, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Las Olas Beach and Port Everglades are located nearby. Discover genuine guest reviews for B Ocean Resort Fort Lauderdale Beach, in East Fort Lauderdale neighborhood, along with the latest prices and availability – book now.
Prices and availability subject to change. Additional terms may apply.

Top Fleming Key hotels deals

Southernmost Beach Resort

Southernmost Beach Resort

4 out of 5
1319 Duval Street, Key West, FL
Free cancellation
The price is CA $516 per night
CA $516
per night
May 5 - May 6
Stay at this 4-star beach hotel in Key West. Enjoy 3 outdoor pools, a beach locale, and 2 poolside bars. Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and South Beach are located nearby. Discover genuine guest reviews for Southernmost Beach Resort, in Old Town Key West neighborhood, along with the latest prices and availability – book now.
Spa
Pool
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $384 per night
CA $384
per night
Apr. 21 - Apr. 22
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast. Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and Key West Golf Club are located nearby. Discover genuine guest reviews for Havana Cabana at Key West, in New Town neighborhood, along with the latest prices and availability – book now.
Hot tub
Pet-friendly
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd, Key West, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $258 per night
CA $258
per night
Apr. 28 - Apr. 29
Stay at this business-friendly hotel in Key West. Enjoy breakfast, room service, and a fitness center. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Duval Street and Key West Golf Club are located nearby. Discover genuine guest reviews for Hilton Garden Inn Key West / The Keys Collection, in New Town neighborhood, along with the latest prices and availability – book now.
Pet-friendly
Pool
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $470 per night
CA $470
per night
May 7 - May 8
Stay at this 4-star beach hotel in Key West. Enjoy breakfast, room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby. Discover genuine guest reviews for Margaritaville Beach House Key West along with the latest prices and availability – book now.
Pet-friendly
Pool
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $317 per night
CA $317
per night
May 12 - May 13
Stay at this 4-star golf hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and Key West Golf Club are located nearby. Discover genuine guest reviews for Oceans Edge Key West Resort, Hotel & Marina along with the latest prices and availability – book now.
Pet-friendly
Pool
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd, Key West, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $254 per night
CA $254
per night
Apr. 23 - Apr. 24
Stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby. Discover genuine guest reviews for Ibis Bay Beach Resort, in Northside Resort neighborhood, along with the latest prices and availability – book now.
Pool
On private beach
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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

Image for Duval Street

Duval Street

4.5/5(161 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.

Duval Street
Image for Mallory Square

Mallory Square

4.5/5(148 reviews)

You can find out about the history of Key West with a stop at Mallory Square. Stroll along the area's seaside or experience its lively festivals.

Mallory Square
Image for Smathers Beach

Smathers Beach

4/5(56 reviews)

If a restful vacation is part of your travel plans, Smathers Beach might be the perfect place to seek out during your trip to Key West. Stroll along the seaside or discover the area's sunrises.

Smathers Beach

Fleming Key Vacations

You've booked your plane ticket and packed your bags, but what do you know about your next unforgettable vacation destination? Sit back, relax and let us give you the lowdown on Fleming Key.

You'll find this Key West neighborhood 6 miles (10 kilometers) to the east of the downtown area.

Last time they counted, the population of Key West was 25,000.

Places to visit in Fleming Key

Nothing gives us an insight into bygone times quite like old houses. Why not join a tour around Audubon House and Tropical Gardens and learn a few tales about what went on under its roof? Need more? It's difficult to imagine how people once survived at home without all the conveniences we rely on today. Peer inside Ernest Hemingway Home and Museum and find out how they did. But that's not all there is. Nothing is more calming than the murmur of water lapping at a shoreline. Roll out a picnic rug, lie back and let the soothing melodies wash over you at South Beach.

Where do you fly into for Fleming Key?

Pack your bags, grab your passport and get set for a wild adventure. The moment you land at Key West International Airport (EYW), you'll be just 3 miles (5 kilometers) southeast of Fleming Key.

Frequently asked questions

How much are vacation packages to Fleming Key?
With a Travelocity vacation package, you could paint the town red in Fleming Key for as little as CA $414. Activities, hotels and flights — we’ve got you covered. You’ll save loads just by combining your bookings together. And with all of that taken care of before you go, you won’t have to worry about a thing.
Where can I get the best vacation package deals for Fleming Key?
Check out Travelocity. With access to 400 airlines and at least 665,000 worldwide properties, creating the ultimate Fleming Key package deal couldn’t be easier.
Why should I book my Fleming Key vacation bundle with Travelocity?
With exceptional service, 24/7 support and some of the most idyllic escapes around, you’ll never roam alone. And if you find a better price, we’ll match it. That’s our Price Match Guarantee.
Will I save money on my Fleming Key car rental if I book it with my hotel or flight?
Booking a Fleming Key vacation package with Travelocity is a simple way to save you money. You can bundle a car, flight and hotel, or any combination of them, and enjoy great discounts. You might also like to throw in some activities and experiences. Once you’ve collected the keys to the rental car, head out of the neighborhood and uncover what this location has to offer. Roughly 180 kilometersfrom Fleming Key, Zoo Miami is the ideal road trip.
What is the best time of year to go to Fleming Key?
If funds are a bit tight, is a great month to see this part of the world, whereas is the most expensive time of year. is regarded as the peak season. If you’d rather avoid the big crowds, tend to be quieter.
Can I go on vacation to Fleming Key at this time?
Get all the info you should know about quarantine policies and travel restrictions ahead of your journey to Fleming Key. Our Covid-19 Travel Advisor is full of useful advice to help make your trip relaxed and stress-free.