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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.
Solé Miami, A Noble House Resort

Solé Miami, A Noble House Resort

4 out of 5
Save 100% on your flight
per person
Jan 6 - Jan 10
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.
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
Jan 4 - Jan 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 4-star beach resort in Fort Lauderdale. Enjoy 2 outdoor pools, 3 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Las Olas Beach and Port Everglades are located nearby.
Hampton Inn Ft. Lauderdale/Downtown Las Olas Area

Hampton Inn Ft. Lauderdale/Downtown Las Olas Area

3 out of 5
Downtown Fort Lauderdale
per person
Jan 12 - Jan 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 3-star business-friendly hotel in Fort Lauderdale. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Las Olas Boulevard and Las Olas Beach are located nearby.
The Savoy Hotel & Beach Club

The Savoy Hotel & Beach Club

4 out of 5
South Beach
per person
Jan 7 - Jan 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 4-star beach hotel in Miami Beach. Enjoy 2 outdoor pools, a beach locale, and a rooftop terrace. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ocean Drive and Collins Avenue Shopping Area are located nearby.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Save 100% on your flight
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
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 restaurant in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
The Landon Bay Harbor - Miami Beach

The Landon Bay Harbor - Miami Beach

3.5 out of 5
Save 100% on your flight
per person
Jan 9 - Jan 15
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 3.5-star business-friendly hotel in Bay Harbor Islands. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Aventura Mall and Miami Beach Boardwalk are located nearby.
Stylish Wynwood Flats

Stylish Wynwood Flats

2 out of 5
Allapattah
Save 100% on your flight
per person
Jan 11 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
Stay at this aparthotel in Miami. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Kaseya Center and Bayside Marketplace are located nearby.
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
Jan 16 - Jan 21
found 16 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.

3-4 Night Vacations in Key West Historic District

Price found within the past 48 hours. Click for updated prices.
B Ocean Resort Fort Lauderdale Beach

B Ocean Resort Fort Lauderdale Beach

4 out of 5
East Fort Lauderdale
per person
Jan 4 - Jan 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Solé Miami, A Noble House Resort

Solé Miami, A Noble House Resort

4 out of 5
Save 100% on your flight
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Mayfair House Hotel & Garden

Mayfair House Hotel & Garden

4.5 out of 5
Coconut Grove
Save 100% on your flight
per person
Jan 6 - Jan 10
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Banana Bay Resort & Marina

Banana Bay Resort & Marina

3 out of 5
Save 100% on your flight
per person
Dec 31 - Jan 4
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.
B Ocean Resort Fort Lauderdale Beach

B Ocean Resort Fort Lauderdale Beach

4 out of 5
East Fort Lauderdale
per person
Jan 1 - Jan 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
per person
Jan 5 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Flow Fort Lauderdale

Flow Fort Lauderdale

3.5 out of 5
Downtown Fort Lauderdale
per person
Jan 12 - Jan 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Solé Miami, A Noble House Resort

Solé Miami, A Noble House Resort

4 out of 5
per person
Dec 26 - Jan 1
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
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
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
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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
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
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
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street, Key West, FL
Stay at this 3-star hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
The Southernmost Inn - Adults Only
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
200 William Street, Key West, FL
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our ...
The Marker Key West Harbor Resort
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.

Spirit Airlines
Mon, Dec 9 - Tue, Dec 17
BOS
Logan Intl.
MIA
Miami Intl.
$73 Roundtrip, just found
$73
Roundtrip
just found
Select Spirit Airlines flight, departing Mon, Dec 9 from Logan Intl. to Miami Intl., returning Tue, Dec 17, priced at $73 just found
Spirit Airlines
Tue, Dec 10 - Fri, Dec 13
LGA
LaGuardia
MIA
Miami Intl.
$77 Roundtrip, found 4 hours ago
$77
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Tue, Dec 10 from LaGuardia to Miami Intl., returning Fri, Dec 13, priced at $77 found 4 hours ago
Spirit Airlines
Tue, Dec 10 - Thu, Dec 12
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$77 Roundtrip, found 21 hours ago
$77
Roundtrip
found 21 hours ago
Select Spirit Airlines flight, departing Tue, Dec 10 from Newark Liberty Intl. Airport to Miami Intl., returning Thu, Dec 12, priced at $77 found 21 hours ago
Frontier Airlines
Sun, Dec 15 - Thu, Dec 19
PHL
Philadelphia Intl.
MIA
Miami Intl.
$79 Roundtrip, found 1 hour ago
$79
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sun, Dec 15 from Philadelphia Intl. to Miami Intl., returning Thu, Dec 19, priced at $79 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 1,793 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 1,793 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.