
Uptown - Upper Duval Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Uptown - Upper Duval Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Blue Flamingo Resort Key West
New Town
Price was $1,494, price is now $1,168 per person
$1,168
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.

The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $2,516, price is now $1,550 per person
$1,550
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Duval Street and Mallory Square are located nearby.

Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $3,365, price is now $2,303 per person
$2,303
per person
Mar 8 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Washington (DCA) to Key West (EYW)
Book a stay at this luxury 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 Smathers Beach are located nearby.

Southernmost Beach Resort and Guesthouses
Old Town Key West
Save 100% on your flight
Price was $1,819, price is now $1,282 per person
$1,282
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this beach hotel in Key West. 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 Duval Street and Southernmost Point are located nearby.

Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
Price was $2,501, price is now $1,923 per person
$1,923
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
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 helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.

The Perry Hotel & Marina Key West
Price was $1,695, price is now $1,307 per person
$1,307
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
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See all available trips from Columbus to Uptown - Upper Duval
View all tripsTop Hotel Deals

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
0.08 km from Uptown - Upper Duval
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...

The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
0.28 km from Uptown - Upper Duval
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...

The Southernmost Inn - Adults Only
525 United Street Key West FL
0.04 km from Uptown - Upper Duval
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...

Southwinds Motel
1321 Simonton Street Key West FL
0.15 km from Uptown - Upper Duval
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...

Douglas House
419 Amelia St Key West FL
0.2 km from Uptown - Upper Duval
Stay at this 3-star guesthouse in Key West. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Duval Street and Ernest Hemingway Home ...

Southernmost House
1400 Duval Street Key West FL
0.22 km from Uptown - Upper Duval
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the property condition ...

Orchid Key Inn - Adults Only
1004 Duval St Key West FL
0.33 km from Uptown - Upper Duval
Stay at this hotel in Key West. Enjoy free breakfast, parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. ...

Kona Kai Oasis
630 South Street Key West FL
0.27 km from Uptown - Upper Duval
Stay at this guesthouse in Key West. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Duval ...

H2O Suites - Adults Only
1212 Simonton Street Key West FL
0.06 km from Uptown - Upper Duval
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, a rooftop terrace, and a fitness center. Our guests praise the pool and the helpful ...

Santa Maria Suites
1401 Simonton St Key West FL
0.23 km from Uptown - Upper Duval
Stay at this resort in Key West. Enjoy free WiFi, 2 outdoor pools, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular ...

Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
5.07 km from Uptown - Upper Duval
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
4.92 km from Uptown - Upper Duval
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
7.05 km from Uptown - Upper Duval
Book a stay at this luxury 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 ...
Don't see what you're looking for?
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Jan 29 - Mon, Feb 2
TPA
Tampa Intl.
EYW
Key West Intl.
$110 Roundtrip, found 1 day ago
$110
Roundtrip
found 1 day ago

Mon, Jan 26 - Fri, Jan 30
BOS
Logan Intl.
EYW
Key West Intl.
$227 Roundtrip, found 4 days ago
$227
Roundtrip
found 4 days ago

Mon, Mar 2 - Thu, Mar 19
PHL
Philadelphia Intl.
EYW
Key West Intl.
$284 Roundtrip, found 4 days ago
$284
Roundtrip
found 4 days ago

Sat, Jan 24 - Fri, Jan 30
BOS
Logan Intl.
EYW
Key West Intl.
$297 Roundtrip, found 4 days ago
$297
Roundtrip
found 4 days ago

Wed, Mar 11 - Tue, Mar 17
BOS
Logan Intl.
EYW
Key West Intl.
$319 Roundtrip, found 3 days ago
$319
Roundtrip
found 3 days ago

