
Deals on vacations and trips to Fleming Key
Save when you book Fleming Key package deals

Fleming Key flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Beach Place Hotel
North Beach
Price was $603, price is now $287 per person
$287
per person
Jan 24 - Jan 28
found 2 days ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
An outdoor pool, free self parking, and laundry facilities are featured at this hotel. There's a garden and multilingual staff can provide around-the-clock assistance.

Hawks Cay Resort
Price was $1,660, price is now $670 per person
$670
per person
Jan 20 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This luxury hotel features a private beach, a full-service spa, and a marina. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. There's fun for all ages with a children's club and a children's pool, and families will appreciate the picnic area.

Cavalier Hotel South Beach
South Beach
Price was $1,589, price is now $705 per person
$705
per person
Jan 24 - Jan 28
found 2 days 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.

The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was $14,844, price is now $6,814 per person
$6,814
per person
Jan 24 - Jan 28
found 2 days 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.

Flow Miami Hotel
Downtown Miami
Price was $999, price is now $472 per person
$472
per person
Jan 24 - Jan 28
found 2 days ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This apartment features an outdoor pool and a 24-hour gym. WiFi in public areas is free. Valet parking and a safe deposit box are also offered on site.
Top Fleming Key hotels deals

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$187 nightly
The price is $210 total per night
$210 total
Nov 19 - Nov 20
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

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Free Cancellation
Reserve now, pay when you stay
$133 nightly
The price is $150 total per night
$150 total
Dec 8 - Dec 9
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 onsite laundry facilities. 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
5950 Peninsular Avenue Key West FL
Free Cancellation
Reserve now, pay when you stay
$195 nightly
The price is $220 total per night
$220 total
Dec 3 - Dec 4
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

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$233 nightly
The price is $263 total per night
$263 total
Dec 2 - Dec 3
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

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Free Cancellation
Reserve now, pay when you stay
$235 nightly
The price is $264 total per night
$264 total
Dec 2 - Dec 3
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

Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Free Cancellation
Reserve now, pay when you stay
$320 nightly
The price is $360 total per night
$360 total
Nov 19 - Nov 20
Total with taxes and fees
This smoke-free resort features a full-service spa, a marina, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. Enjoy the 24-hour gym and unwind at the bar/lounge and poolside bar.
Pool
Spa
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
Photos of local treasures
Browse Fleming Key vacation photos for more inspiration
Book a vacation to Fleming Key
Explore More Ways to Travel with Travelocity
- Hotels near Red Barn Theater
- Hotels near Duval Street
- The Meadows Hotels
- Hotels near Oldest House Museum and Garden
- Hotels near Audubon House and Tropical Gardens
- Hotels near Schooner Western Union
- Hotels near Mel Fisher Maritime Museum
- Meadows Hotels
- Hotels near Key West Shipwreck Museum
- Hotels near Mallory Square
- Hotels near The Kite House
- Hotels near St. Paul's Episcopal Church
- Historic Seaport Hotels
- Hotels near Mallory Dock
- 4 Star Hotels in Key West Historic District
- All Inclusive Resorts & in Key West Historic District
- Beach Resorts & in Key West Historic District
- Cheap Hotels in Key West Historic District
- Kid Friendly Hotels in Key West Historic District
- Historic Hotels in Key West Historic District
- Hotels with Balconies in Key West Historic District
- Hotels with Free Parking in Key West Historic District
- Hotels with Hot Tubs in Key West Historic District
- Luxury Hotels in Key West Historic District
- Oceanfront Hotels in Key West Historic District
- Pet Friendly Hotels in Key West Historic District
- Remington Hotels in Key West Historic District
- Spa Resorts & in Key West Historic District
- Key West Historic District Hotels
- Hotels near Key West Burlesque Theater
- Apartments in Key West
- B&B in Key West
- Cabins in Key West
- Condos in Key West
- Cottages in Key West
- Extended Stay Hotels in Key West
- Guest Houses in Key West
- Hostels in Key West
- All Inclusive Resorts & in Key West
- Beach Resorts & in Key West
- Boutique Hotels in Key West
- Kid Friendly Hotels in Key West
- Gay Friendly Hotels in Key West
- Hotels with Kitchenettes in Key West
- Hyatt Hotels in Key West
- Luxury Hotels in Key West
- Pet Friendly Hotels in Key West
- Romantic Getaways & Hotels in Key West
- Key West Hotels
- Houseboats in Key West
- Vacation Homes in Key West
- Resorts in Key West
- Villas in Key West
- Hotels near Museum of Art & History at the Custom House
- Hotels near The Unitarian Universalist Fellowship of Key West
- Hotels near Key West Museum of Art and History
- Old Town Key West Hotels
- South Beach
- Tingler Island Vacations
- Duval Street
- Clarence S. Higgs Memorial Beach Park
- Sombrero Beach
- Ramrod Key Vacations
- Uptown - Upper Duval Vacations
- Audubon House and Tropical Gardens
- Big Pine Key Vacations
- Southernmost Point
- Mel Fisher Maritime Museum
- Smathers Beach
- Fort Zachary Taylor Historic State Park
- Pigeon Key
- Summerland Key Vacations
- Dredgers Key Vacations
- Donkey Milk House
- Raccoon Key Vacations
- Ernest Hemingway Home and Museum
- Sugarloaf Key Vacations
- Key West Historic District Vacations
- Seven Mile Bridge
- Robbie's
- Key West Vacations
- Key West Golf Club
- Cow Key Vacations
- Florida Keys Country Club
- Stock Island Vacations
- Little Torch Key Vacations
- Old Town Key West Vacations
- Key West vacations
- Family Hotels in Key West
- Visit Duval Street
- Key West vacation rentals
- Hotels near Mallory Square
- Pet-friendly Hotels in Key West
- Cheap Hotels in Key West
- Flights to Key West
- Hotels near Duval Street
- Romantic Hotels in Key West
- Car rentals in Key West
- Beach Hotels in Key West
- Houseboats in Key West
- Hotels in Key West
- All-inclusive Resorts in Key West
- Visit Fort Zachary Taylor Historic State Park
- Oceanfront Hotels in Key West
- Hotels in Key West Historic District
- Condos in Key West
