
Deals on vacations and trips to Key West Historic District

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



Bentley Hotel South Beach
South Beach
Price was $2,872, price is now $1,278 per person
$1,278
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
This hotel features an outdoor pool and a rooftop terrace. Enjoy the hot tub and perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.

The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was $26,071, price is now $12,074 per person
$12,074
per person
Oct 24 - Oct 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
This aparthotel 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.

President Hotel
South Beach
Price was $1,171, price is now $545 per person
$545
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
This hotel features an outdoor pool and a bar/lounge. Guests will appreciate free perks like full breakfast and WiFi in public areas. Valet parking, a terrace, and a garden are also offered.
Top Key West Historic District hotels deals

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$203 nightly
The price is $228 total per night
$228 total
Sep 1 - Sep 2
Total with taxes and fees
A full-service spa, 3 outdoor pools, and a restaurant are all featured at this hotel. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services. 2 poolside bars and 2 bars/lounges are featured at this hotel, along with a gym.

Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
Free Cancellation
Reserve now, pay when you stay
$261 nightly
The price is $294 total per night
$294 total
Aug 30 - Aug 31
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.

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$276 nightly
The price is $310 total per night
$310 total
Sep 14 - Sep 15
Total with taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the gym and perks like free WiFi.

Pier House Resort & Spa
1 Duval St Key West FL
Free Cancellation
Reserve now, pay when you stay
$266 nightly
The price is $299 total per night
$299 total
Aug 24 - Aug 25
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling on business? Take advantage of the 2 conference rooms, business center, and express check-in.

The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$216 nightly
The price is $243 total per night
$243 total
Sep 3 - Sep 4
Total with taxes and fees
This resort features a private beach, a full-service spa, and a restaurant. Traveling on business? Take advantage of the express check-out, laundry service, and valet parking. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.

La Concha Key West, Autograph Collection
430 Duval St Key West FL
Free Cancellation
Reserve now, pay when you stay
$225 nightly
The price is $253 total per night
$253 total
Aug 30 - Aug 31
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.
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View all propertiesLowest 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.
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