Uptown - Upper Duval flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Havana Cabana at Key West
New Town
Save 100% on your flight
per person
Aug 17 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the spa tub and perks like free self parking.
Ibis Bay Beach Resort
Northside Resort
Save 100% on your flight
per person
Aug 17 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This Art Deco hotel features a private beach, a marina, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. Enjoy the outdoor pool and free perks like continental breakfast and WiFi in public areas.
Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
per person
Aug 17 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
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. 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.
Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Save 100% on your flight
per person
Aug 17 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
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.
The Reach Key West, Curio Collection by Hilton
Old Town Key West
Save 100% on your flight
per person
Aug 17 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This hotel features a private beach, a full-service spa, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, express check-out, and valet parking. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.
Top Uptown - Upper Duval hotels deals
Southernmost Beach Resort
1319 Duval Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $201 per night
$201
per night
Jun 16 - Jun 17
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
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $265 per night
$265
per night
Jul 7 - Jul 8
This hotel features a private beach, a full-service spa, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, express check-out, and valet parking. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.
On private beach
Pool
The Southernmost Inn - Adults Only
525 United Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $119 per night
$119
per night
Jun 16 - Jun 17
This hotel's 2 outdoor pools and spa tub are among the featured amenities. Enjoy the free continental breakfast each morning. Self parking, a coffee shop, and a terrace are also offered.
Pool
Hot Tub
Southwinds Motel
1321 Simonton Street, Key West, FL
The price is $145 per night
$145
per night
Jun 16 - Jun 17
This hotel features 2 outdoor pools and a bar/lounge. A picnic area, luggage storage, and laundry facilities are also on offer.
Pool
Air conditioning
Orchid Key Inn - Adults Only
1004 Duval St, Key West, FL
The price is $240 per night
$240
per night
Jun 15 - Jun 16
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Enjoy the spa tub and free perks like continental breakfast and WiFi in public areas. Self parking, a garden, and dry cleaning are also offered.
Pool
Hot Tub
Santa Maria Suites
1401 Simonton St, Key West, FL
The price is $399 per night
$399
per night
Jun 17 - Jun 18
This smoke-free resort features 2 outdoor pools, a gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and laundry facilities are also provided.
Pool
Free WiFi
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See all available properties in Uptown - Upper Duval
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.
Popular places to visit
Southernmost Point
4.5/5(3,182 reviews)
Snap a memorable photograph from the edge of North America at this monumental landmark.
South Beach
4/5(980 reviews)
Head to the southernmost beach of the continental United States to relax and swim in the waters where famous writer Tennessee Williams once took his daily swim.
Key West Butterfly and Nature Conservatory
4.5/5(760 reviews)
With about 60 species of butterfly, an indoor waterfall and a tropical rainforest, this nature conservatory is one of the most popular attractions in Key West.
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