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Key West Historic District Vacation Packages

Key West Historic District Flight + Hotel packages

Icon Residences By Sunnyside Hotel and Resorts

Icon Residences By Sunnyside Hotel and Resorts

4 out of 5
Downtown Miami
per person
May 27 - May 31
Roundtrip flight included
Chicago (ORD) to Miami (MIA)
Stay at this 4-star spa aparthotel in Miami. Enjoy free WiFi, 2 outdoor pools, and 5 restaurants. Our guests praise the pool in our reviews. Popular attractions Brickell City Centre and Bayside Marketplace are located nearby. Discover genuine guest reviews for Icon Residences By Sunnyside Hotel and Resorts, in Downtown Miami neighborhood, along with the latest prices and availability – book now.
1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
per person
Jun 9 - Jun 15
Roundtrip flight included
Newark (EWR) to Miami (MIA)
Stay at this 5-star luxury hotel in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 3 restaurants. 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. Discover genuine guest reviews for 1 Hotel South Beach, in South Beach neighborhood, along with the latest prices and availability – book now.
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
May 26 - May 30
Roundtrip flight included
Newark (EWR) to Miami (MIA)
Stay at this 5-star luxury condo in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby. Discover genuine guest reviews for The Retreat Collection at 1 Hotel & Homes South Beach, in South Beach neighborhood, along with the latest prices and availability – book now.
Amazing Apartments at H Beach House

Amazing Apartments at H Beach House

3.5 out of 5
Hollywood Beach
per person
May 25 - Jun 1
Roundtrip flight included
Newark (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. Discover genuine guest reviews for Amazing Apartments at H Beach House, in Hollywood Beach neighborhood, along with the latest prices and availability – book now.
Beach Place Hotel

Beach Place Hotel

2 out of 5
North Beach
Save 100% on your flight
per person
May 25 - Jun 1
Roundtrip flight included
Newark (EWR) to Miami (MIA)
Stay at this hotel in Miami Beach. Enjoy free parking, WiFi, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Miami Beach Boardwalk and Fontainebleau are located nearby. Discover genuine guest reviews for Beach Place Hotel, in North Beach neighborhood, along with the latest prices and availability – book now.
UMA House by Yurbban South Beach

UMA House by Yurbban South Beach

4 out of 5
South Beach
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip flight included
Newark (EWR) to Miami (MIA)
Stay at this 4-star hotel in Miami Beach. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. 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. Discover genuine guest reviews for UMA House by Yurbban South Beach, in South Beach neighborhood, along with the latest prices and availability – book now.
Solé Miami, A Noble House Resort

Solé Miami, A Noble House Resort

4 out of 5
Save 100% on your flight
per person
Jun 9 - Jun 15
Roundtrip flight included
Newark (EWR) to Miami (MIA)
Stay at this 4-star beach hotel in Sunny Isles Beach. Enjoy a beach locale, breakfast, and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Aventura Mall and Gulfstream Park Racing and Casino are located nearby. Discover genuine guest reviews for Solé Miami, A Noble House Resort along with the latest prices and availability – book now.
The Gates Hotel South Beach - a DoubleTree by Hilton

The Gates Hotel South Beach - a DoubleTree by Hilton

4 out of 5
South Beach
Save 100% on your flight
per person
Jun 1 - Jun 8
Roundtrip flight included
Newark (EWR) to Miami (MIA)
Stay at this business-friendly hotel in Miami Beach. Enjoy free WiFi, a rooftop terrace, and breakfast. Our guests praise the pool and the restaurant in our reviews. Popular attractions Collins Avenue Shopping Area and Fontainebleau are located nearby. Discover genuine guest reviews for The Gates Hotel South Beach - a DoubleTree by Hilton, in South Beach neighborhood, along with the latest prices and availability – book now.
Prices and availability subject to change. Additional terms may apply.

5-7 Night Vacations in Key West Historic District

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
per person
Jun 9 - Jun 15
Roundtrip flight included
Newark (EWR) to Miami (MIA)
Amazing Apartments at H Beach House

Amazing Apartments at H Beach House

3.5 out of 5
Hollywood Beach
per person
May 25 - Jun 1
Roundtrip flight included
Newark (EWR) to Miami (MIA)
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
May 30 - Jun 4
Roundtrip flight included
Newark (EWR) to Miami (MIA)
Beach Place Hotel

Beach Place Hotel

2 out of 5
North Beach
Save 100% on your flight
per person
May 25 - Jun 1
Roundtrip flight included
Newark (EWR) to Miami (MIA)
Prices and availability subject to change. Additional terms may apply.

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 beach locale, and 2 poolside bars. 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
Stay at this beach resort in Key West. Enjoy free WiFi, a marina, and a full-service spa. Our guests praise the pool and the bar in our reviews. Popular attractions ...
Hyatt Centric Key West Resort and Spa
Heron House - Adult Only

Heron House - Adult Only

3.5 out of 5
512 Simonton St, Key West, FL
Stay at this B&B in Key West. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the pool and the helpful staff in our reviews. Popular ...
Heron House - Adult Only
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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 bar and the helpful staff in our reviews. ...
Winslow's Bungalows - Key West Historic Inns
Eden House

Eden House

3.5 out of 5
1015 Fleming St, Key West, FL
Stay at this 3.5-star family-friendly hotel in Key West. Enjoy free WiFi, in-room massages, and a 24-hour front desk. Our guests praise the pool and the helpful ...
Eden House
Heron House Court - Adult Only

Heron House Court - Adult Only

3 out of 5
412 Frances St, Key West, FL
Stay at this 3-star guesthouse in Key West. Enjoy a rooftop terrace, daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. ...
Heron House Court - Adult Only
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street, Key West, FL
Stay at this 4-star hotel in Key West. Enjoy a marina, 3 bars/lounges, and breakfast. Our guests praise the restaurant and the helpful staff in our reviews. ...
Opal Key Resort & Marina, Key West
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.

Spirit Airlines
Tue, May 14 - Wed, May 15
PHL
Philadelphia Intl.
MIA
Miami Intl.
$49 Roundtrip, found 1 hour ago
$49
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Tue, May 14 from Philadelphia Intl. to Miami Intl., returning Wed, May 15, priced at $49 found 1 hour ago
Spirit Airlines
Tue, May 14 - Wed, May 15
EWR
Liberty Intl.
MIA
Miami Intl.
$53 Roundtrip, found 1 hour ago
$53
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Tue, May 14 from Liberty Intl. to Miami Intl., returning Wed, May 15, priced at $53 found 1 hour ago
Frontier Airlines
Wed, May 1 - Sun, May 5
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$54 Roundtrip, found 1 day ago
$54
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, May 1 from Hartsfield-Jackson Atlanta Intl. to Miami Intl., returning Sun, May 5, priced at $54 found 1 day ago
Spirit Airlines
Sat, May 11 - Tue, May 14
ORD
O'Hare Intl.
MIA
Miami Intl.
$69 Roundtrip, found 4 hours ago
$69
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Sat, May 11 from O'Hare Intl. to Miami Intl., returning Tue, May 14, priced at $69 found 4 hours 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 1,707 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 $197. 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 $197.

How many hotels are there in Key West Historic District?

With over 1,707 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 $197.

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.

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