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Key West Historic District Vacation Packages

Key West Historic District Flight + Hotel packages

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

Beach Place Hotel

2 out of 5
North Beach
Save 100% on your flight
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this hotel in Miami Beach. Enjoy free parking, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lincoln Road Mall and Aventura Mall are located nearby.
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 5-star luxury hotel in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. 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.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this hotel in Miami Beach. Enjoy free breakfast, valet parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
Henrosa Hotel

Henrosa Hotel

3.5 out of 5
South Beach
Save 100% on your flight
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 3.5-star hotel in Miami Beach. Enjoy free breakfast, free WiFi, 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.
President Hotel

President Hotel

3.5 out of 5
South Beach
Save 100% on your flight
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 3.5-star hotel in Miami Beach. Enjoy free breakfast, valet parking (surcharge), and a 24-hour front desk. 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.
Pelican Hotel

Pelican Hotel

4 out of 5
South Beach
Save 100% on your flight
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 4-star beach hotel in Miami Beach. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ocean Drive and Collins Avenue Shopping Area are located nearby.
Solé Miami, A Noble House Resort

Solé Miami, A Noble House Resort

4 out of 5
Save 100% on your flight
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 4-star beach hotel in Sunny Isles Beach. Enjoy a beach locale, breakfast (surcharge), and room service. Our guests praise the pool and the restaurant in our reviews. Popular attractions Aventura Mall and Gulfstream Park Racing and Casino are located nearby.
ABAE Hotel by Eskape Collection

ABAE Hotel by Eskape Collection

3.5 out of 5
South Beach
Save 100% on your flight
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 3.5-star boutique hotel in Miami Beach. Enjoy free WiFi, a rooftop terrace, and valet parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.

3-4 Night Vacations in Key West Historic District

Price found within the past 48 hours. Click for updated prices.
Banana Bay Resort & Marina

Banana Bay Resort & Marina

3 out of 5
Save 100% on your flight
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Ocean Front Casablanca Studios with FULL KITCHENS & Beach access By BL Rentals

Ocean Front Casablanca Studios with FULL KITCHENS & Beach access By BL Rentals

3 out of 5
North Beach
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Miami (MIA)
President Hotel

President Hotel

3.5 out of 5
South Beach
Save 100% on your flight
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)

5-7 Night Vacations in Key West Historic District

Price found within the past 48 hours. Click for updated prices.
Broadmore Miami Beach

Broadmore Miami Beach

3.5 out of 5
North Beach
Save 100% on your flight
per person
Dec 13 - Dec 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Henrosa Hotel

Henrosa Hotel

3.5 out of 5
South Beach
Save 100% on your flight
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)

Cheap Hotel Deals in Key West Historic District

Southernmost Beach Resort

Southernmost Beach Resort

4 out of 5
1319 Duval Street, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy 3 outdoor pools, a full-service spa, and a beach locale. Our guests praise the pool and the bar in our reviews. ...
Southernmost Beach Resort
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St, Key West, FL
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the bar in our reviews. Popular ...
Hyatt Centric Key West Resort and Spa
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
725 Truman Avenue, Key West, FL
Stay at this 4-star hotel in Key West. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular ...
Winslow's Bungalows - Key West Historic Inns
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Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St, Key West, FL
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
Pier House Resort & Spa
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

5 out of 5
1500 Reynolds Street, Key West, FL
Stay at this 5-star luxury resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and Mallory Square ...
Casa Marina Key West, Curio Collection by Hilton
La Concha Key West

La Concha Key West

4 out of 5
430 Duval St, Key West, FL
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff ...
La Concha Key West
Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

3.5 out of 5
902 Whitehead St, Key West, FL
Stay at this 3.5-star hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff and the property condition ...
Lighthouse Hotel - Key West Historic Inns
NYAH Key West - Adults Only

NYAH Key West - Adults Only

3 out of 5
420 Margaret Street, Key West, FL
Stay at this 3-star guesthouse in Key West. Enjoy free breakfast, 3 outdoor pools, and a rooftop terrace. Our guests praise the pool and the helpful staff in ...
NYAH Key West - Adults Only
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.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Tue, Dec 17 - Tue, Dec 24
BOS
Logan Intl.
MIA
Miami Intl.
$63 Roundtrip, found 6 hours ago
$63
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Tue, Dec 17 from Logan Intl. to Miami Intl., returning Tue, Dec 24, priced at $63 found 6 hours ago
Frontier Airlines
Tue, Dec 10 - Thu, Dec 12
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$73 Roundtrip, found 1 hour ago
$73
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Dec 10 from Hartsfield-Jackson Atlanta Intl. to Miami Intl., returning Thu, Dec 12, priced at $73 found 1 hour ago
Frontier Airlines
Tue, Dec 17 - Wed, Dec 18
LGA
LaGuardia
MIA
Miami Intl.
$78 Roundtrip, just found
$78
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Dec 17 from LaGuardia to Miami Intl., returning Wed, Dec 18, priced at $78 just found
Frontier Airlines
Sun, Nov 17 - Thu, Nov 21
PHL
Philadelphia Intl.
MIA
Miami Intl.
$88 Roundtrip, found 1 hour ago
$88
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sun, Nov 17 from Philadelphia Intl. to Miami Intl., returning Thu, Nov 21, priced at $88 found 1 hour ago

Find cheap hotels in Key West Historic District

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Key West Historic District hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Key West Historic District.

Choosing the right hotel in Florida has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Key West Historic District’s 1,778 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $186. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Key West Historic District hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Key West Historic District. No matter your reason for visiting Key West Historic District, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Key West Historic District hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Key West Historic District for as low as $186.

How many hotels are there in Key West Historic District?

With over 1,778 hotels in Key West Historic District, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $186.

How to find cheap car rentals in Key West Historic District?

Finding a cheap car rental deal in Key West is as easy as scoring cheap hotels in Key West Historic District. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Key West Historic District now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Key West Historic District right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.