Deals on vacations and trips to Fleming Key

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Fleming Key flight + hotel vacation packages

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

President Hotel

3.5 out of 5
South Beach
per person
Jun 6 - Jun 8
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
This hotel features an outdoor pool and a bar/lounge. Enjoy the free buffet breakfast each morning. Valet parking, a terrace, and a garden are also offered.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
per person
Jul 17 - Jul 21
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
A restaurant and a bar/lounge are featured at this hotel. Valet parking, a terrace, and express check-out are also offered.
Casablanca Miami Beach

Casablanca Miami Beach

3 out of 5
North Beach
per person
Jul 10 - Jul 17
found 1 day ago
Roundtrip flight included
New York (JFK) to Miami (MIA)
An outdoor pool, valet parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A grocery/convenience store, a communal living room, and express check-out are also on offer.
The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
per person
Jun 20 - Jun 22
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
A restaurant and a bar/lounge are featured at this hotel. Valet parking, a terrace, and a garden are also offered.
Henrosa Hotel

Henrosa Hotel

3.5 out of 5
South Beach
per person
Jul 17 - Jul 21
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Miami (MIA)
This hotel features free WiFi in public areas, concierge services, and valet parking. A terrace, a garden, and luggage storage are also on offer.

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 $391 per night
$391
includes taxes & fees
$348 per night
May 27 - May 28
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling for business? Take advantage of the 24-hour business center, laundry service, and conference space.
Pool
Spa
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 $350 per night
$350
includes taxes & fees
$312 per night
May 18 - May 19
This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a 24-hour gym on site, and a 24-hour front desk and dry cleaning are also provided.
Pool
Pet friendly
Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West

3 out of 5
2400 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $234 per night
$234
includes taxes & fees
$208 per night
Jun 1 - Jun 2
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free continental breakfast each morning.
Pool
Breakfast included
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $267 per night
$267
includes taxes & fees
$238 per night
May 6 - May 7
This smoke-free hotel features a private beach, a marina, and 2 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and an area shuttle.
On private beach
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 $267 per night
$267
includes taxes & fees
$237 per night
May 11 - May 12
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.
Pool
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 $190 per night
$190
includes taxes & fees
$169 per night
May 11 - May 12
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Unwind with a drink at the bar/lounge and enjoy perks like a free area shuttle.
Pool
Pet friendly
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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.

Frequently asked questions

How much are vacation packages to Fleming Key?
Vacation packages, which include flights and hotels in Fleming Key, start from just $332. Make your travel dreams a reality and secure your vacation with Travelocity today.
Where can I get the best vacation package deals for Fleming Key?
One word — Travelocity. With no less than 400 partner airlines and 1,000,000 properties across the globe, it’s a breeze to craft a Fleming Key package deal that fits your budget.
Why should I book my Fleming Key vacation bundle via Travelocity?
Nothing beats the feeling of knowing you’ve bagged the best price available — that’s our Price Match Guarantee. Add to that our enormous range of destinations and 24/7 team of customer service professionals and you’ve got the formula for an unforgettable vacation.
Can I save on my Fleming Key car rental if I bundle it with my hotel or flight?
Certainly — and if you also add a tour to your Fleming Key vacation package, you’ll pick up even greater savings. With an affordable package from Travelocity, you can find things to do around the region that interest you. Then, jump in your rental car and work your way through the list. Zoo Miami is one terrific sight to put on your itinerary. It’s 110 mi from Fleming Key.
What is the best time of year to go to Fleming Key?
If you really want to wander wisely, is one of the best times to do it. That’s when hotel rates are at their cheapest. In contrast, prices are at their highest around . January, February and March are the most popular times to vacation in Fleming Key, so expect long queues for famous attractions. Rather avoid the busy season? You’ll find fewer crowds during August, September and October.

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