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Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was $707, price is now $340 per person
$340
per person
Apr 1 - Apr 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Valet parking, a terrace, and express check-out are also offered.
Creekside Inn

Creekside Inn

2.5 out of 5
Price was $1,135, price is now $465 per person
$465
per person
Mar 9 - Mar 13
found 2 days ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This smoke-free motel's marina and 2 outdoor pools are some of the highlights. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area and barbecue grills are also provided.
Pelican Hotel

Pelican Hotel

4 out of 5
South Beach
Price was $784, price is now $364 per person
$364
per person
Apr 1 - Apr 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
A restaurant and a bar/lounge are featured at this hotel. 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. Valet parking, a business center, and limo/town car service are also offered.
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 $29,944, price is now $14,100 per person
$14,100
per person
Mar 1 - Mar 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This condo resort features 2 restaurants, 3 outdoor pools, and a gym. There's fun for all ages with a children's club and a children's pool, and babysitting is an added bonus. Enjoy the a rooftop terrace and perks like free WiFi.
Beach Park Hotel

Beach Park Hotel

3 out of 5
South Beach
Save 100% on your flight
Price was $1,385, price is now $690 per person
$690
per person
Feb 14 - Feb 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Self parking is available and the hotel's multilingual staff can provide around-the-clock assistance. WiFi in public areas is free. Luggage storage and a safe deposit box are also provided.

Top Fleming Key hotels deals

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
$327 nightly
The price is $368 total per night
$368 total
Jan 14 - Jan 15
Total with taxes and fees
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
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Free Cancellation
$520 nightly
The price is $585 total per night
$585 total
Jan 14 - Jan 15
Total with taxes and fees
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
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Free Cancellation
Reserve now, pay when you stay
$292 nightly
The price is $329 total per night
$329 total
Jan 14 - Jan 15
Total with taxes and fees
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and an arcade/game room, and families will appreciate the picnic area. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and an area shuttle.
Pool
Hot Tub
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
$334 nightly
The price is $376 total per night
$376 total
Jan 14 - Jan 15
Total with taxes and fees
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
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
$491 nightly
The price is $553 total per night
$553 total
Jan 26 - Jan 27
Total with taxes and fees
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
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd Key West FL
$379 nightly
The price is $426 total per night
$426 total
Jan 19 - Jan 20
Total with taxes and fees
This resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like a free beach shuttle.
Pool
Free airport shuttle
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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 $340. 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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