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Hotels in Uptown - Upper Duval
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Aug 14 - Aug 16Top 5 hotels in Uptown - Upper Duval at a glance
- Southernmost Beach Resort and Guesthouses — 4-star hotel in Uptown - Upper Duval. Guest rating: 8.8/10 — Excellent.
- The Reach Key West, Curio Collection by Hilton — 4-star hotel in Uptown - Upper Duval. Guest rating: 8.6/10 — Excellent.
- Southwinds Motel — 2-star hotel in Uptown - Upper Duval. Guest rating: 8.6/10 — Excellent.
- Douglas House - Adults Only — 3-star hotel in Uptown - Upper Duval. Guest rating: 9.6/10 — Exceptional.
- The Southernmost Inn - Adults Only — 3-star hotel in Uptown - Upper Duval. Guest rating: 8.4/10 — Very Good.
Where to stay in Uptown - Upper Duval?




Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and GuesthousesUptown - Upper Duval
Vladimir
$138
$228 total
includes taxes & fees
Sep 1 - Sep 2




The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by HiltonUptown - Upper Duval
Scott
$156
$243 total
includes taxes & fees
Sep 3 - Sep 4




Southwinds Motel
Southwinds MotelUptown - Upper Duval
Daniel
$125
$175 total
includes taxes & fees
Aug 23 - Aug 24




Douglas House - Adults Only
Douglas House - Adults OnlyUptown - Upper Duval
Jessica
$125
$155 total
includes taxes & fees
Aug 11 - Aug 12




The Southernmost Inn - Adults Only
The Southernmost Inn - Adults OnlyUptown - Upper Duval
Franco
$122
$182 total
includes taxes & fees
Aug 9 - Aug 10




Orchid Key Inn - Adults Only
Orchid Key Inn - Adults OnlyUptown - Upper Duval
Jim
$201
$226 total
includes taxes & fees
Aug 12 - Aug 13




Southernmost House - Adult Exclusive
Southernmost House - Adult ExclusiveUptown - Upper Duval
Mary Anne
$159
$306 total
includes taxes & fees
Aug 23 - Aug 24




Santa Maria Suites
Santa Maria SuitesUptown - Upper Duval
lloyd
$259
$359 total
includes taxes & fees
Aug 23 - Aug 24




Kona Kai Oasis
Kona Kai OasisUptown - Upper Duval
Martin
$161
$181 total
includes taxes & fees
Aug 12 - Aug 13




H2O Suites - Adults Only
H2O Suites - Adults OnlyUptown - Upper Duval
Barton
$279
$381 total
includes taxes & fees
Aug 9 - Aug 10




Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!Uptown - Upper Duval
Bradley
$253
$553 total
includes taxes & fees
Aug 12 - Aug 13




Sea Breeze by Brightwild Off-street Parking
Sea Breeze by Brightwild Off-street ParkingUptown - Upper Duval
$222
$589 total
includes taxes & fees
Aug 30 - Aug 31




Keys Please by Brightwild Pool Steps to Duval
Keys Please by Brightwild Pool Steps to DuvalUptown - Upper Duval
$749
$1,350 total
includes taxes & fees
Aug 31 - Sep 1




Silver Palms Inn & Historic Homes
Silver Palms Inn & Historic HomesOld Town Key West, 0.6 km from Uptown - Upper Duval
Penny
$80
$157 total
includes taxes & fees
Aug 19 - Aug 20




Tranquility Guest House
Tranquility Guest HouseBahama Village, 0.8 km from Uptown - Upper Duval
$56
$152 total
includes taxes & fees
Aug 30 - Aug 31




Paradise Inn Key West - Adults Only
Paradise Inn Key West - Adults OnlyDowntown Key West, 0.5 km from Uptown - Upper Duval
James
$116
$176 total
includes taxes & fees
Aug 25 - Aug 26




Duval House
Duval HouseDowntown Key West, 0.5 km from Uptown - Upper Duval
Regina
$109
$144 total
includes taxes & fees
Aug 9 - Aug 10




Margaritaville Beach House Key West
Margaritaville Beach House Key West2.5 km from Uptown - Upper Duval
susana
$178
$263 total
includes taxes & fees
Aug 24 - Aug 25




Pegasus International Hotel
Pegasus International HotelDowntown Key West, 0.9 km from Uptown - Upper Duval
Amanda Tyie
$109
$173 total
includes taxes & fees
Aug 9 - Aug 10




Seascape Tropical Inn - Adult Exclusive
Seascape Tropical Inn - Adult ExclusiveDowntown Key West, 0.5 km from Uptown - Upper Duval
Diana
$106
$170 total
includes taxes & fees
Aug 9 - Aug 10
Compare popular hotels in Uptown - Upper Duval
Property | Property class | Guest rating | Breakfast included | Pool | Spa | Pet friendly | WiFi included |
|---|---|---|---|---|---|---|---|
![]() Southernmost Beach Resort and Guesthouses | 8.8 Excellent 3,485 reviews | View | |||||
![]() The Southernmost Inn - Adults Only | 8.4 Very Good 1,420 reviews | View | |||||
![]() Kona Kai Oasis | 8.0 Very Good 644 reviews | View | |||||
![]() Orchid Key Inn - Adults Only | 9.8 Exceptional 1,006 reviews | View | |||||
![]() Douglas House - Adults Only | 9.6 Exceptional 480 reviews | View |
Our prices for hotels in Uptown - Upper Duval are cheapest in August
Our prices for hotels in Uptown - Upper Duval are cheapest in August
Price trends for hotels in Uptown - Upper Duval
Pricing is based on two traveler single night rates
Top landmarks in Uptown - Upper Duval

Southernmost Point
8.8/10 (17,214 reviews)
If you're planning a bit of sightseeing head to Southernmost Point— just one of the monuments in Old Town Key West. Why not take a stroll along the beaches and watch the sunset while you're here?

South Beach
8.4/10 (5,461 reviews)
If being by the water is a major draw, South Beach is a spot you might want to check out, located 0.7 mi (1.1 km) from central Key West. Catch the sunset by the shore at Simonton Beach, just a short walk away.

Key West Butterfly and Nature Conservatory
9.2/10 (1,711 reviews)
Old Town Key West is home to Key West Butterfly and Nature Conservatory, so why not stop by during your stay in Key West. Why not take a stroll along the beaches and watch the sunset while you're here? If you have fun at Key West Butterfly and Nature Conservatory, you'll love MLK Community Pool & Community Center, just a short walk away.
Simonton Beach
Whether you want to collect beach glass or watch the sunset, Simonton Beach is a spot you might want to check out, located 0.8 mi (1.2 km) from central Key West. Catch the sunset by the shore at South Beach, just a short walk away.
City Zoo Gallery
If you like art, you might want to check out the upcoming exhibitions at City Zoo Gallery in Old Town Key West and see if there's something that takes your fancy. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to see more of the art galleries in Key West, Roy John-Karl Gallery and Museum of Art & History at the Custom House aren't far.
Check out reviews of Uptown - Upper Duval hotels guests love
Ibis Bay Beach Resort
8/10 Good
"Had a good one night at Ibis Bay. Arrived in time to feed the nurse shark at the dock! (1pm&5pm) Highlight for our daughter. Rooms are small, but adequate and clean. Property has a fun vibe. Pool area was nice at the end of our day. Breakfast was good too. Overall a good little place to stop for a couple nights while at Key West."
H2O Suites - Adults Only
10/10 Excellent
"Beautiful, calming atmosphere."
Beachside Resort & Residences
8/10 Good
"I like that it was a shuttle that took you to the main strip."
Havana Cabana at Key West
10/10 Excellent
"Our stay at Havana Cabana was simply wonderful. From the moment we arrived, every member of the staff made us feel right at home. Everyone we met was kind, attentive, and always willing to help with a smile. We would like to sincerely thank the entire team for the thoughtful surprise they prepared for us on our anniversary. Receiving a bottle of champagne made our special day even more memorable and unforgettable. That gesture truly reflects the care and dedication they show to their guests. The property is beautiful, the atmosphere is relaxing and full of charm, and the service was outstanding throughout our entire stay. Without a doubt, it was an experience we will always remember with great fondness. Thank you to everyone at Havana Cabana for making our anniversary so special. We look forward to coming back very soon and will gladly recommend your hotel to everyone!"
Douglas House - Adults Only
10/10 Excellent
"My entire stay was perfect"
Southernmost Beach Resort and Guesthouses
10/10 Excellent
"Loved this place. Friendly staff. Great views. Amenities were awesome! Highly recommend!"
The Reach Key West, Curio Collection by Hilton
8/10 Good
"Sargassum smell was awful. Outdoor furniture was worn. Prices high for this level of hotel"
Orchid Key Inn - Adults Only
10/10 Excellent
"Perfect location. Lovely staff with a wonderful bar for happy hour"
Hyatt Centric Key West Resort and Spa
10/10 Excellent
"Great location, friendly helpful staff right in historic Key West"
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