Find a Hotel in Uptown - Upper Duval

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Top hotels in Uptown - Upper Duval

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
1004 Duval St, Key West, FL
$200 nightly
The price is $225 total per night from Oct 28 to Oct 29
$225 total
Oct 28 - Oct 29
Total with taxes and fees
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Enjoy the hot tub and free continental breakfast each morning. Self parking, a garden, ...
"It was very safe, clean, beautiful rooms and friendly guests."

Reviewed on Oct 11, 2025

Opens in a new windowOrchid Key Inn - Adults Only
Douglas House

Douglas House

3 out of 5
419 Amelia St, Key West, FL
$160 nightly
The price is $181 total per night from Oct 27 to Oct 28
$181 total
Oct 27 - Oct 28
Total with taxes and fees
An outdoor pool, free self parking, and concierge services are featured at this guesthouse. WiFi in public areas is free. A terrace, a garden, and a picnic area ...
"I read a lot of reviews before I booked this property. Others 5 star reviews were exceede. We came during a quiet time in late September. It was a great time to visit, although a bit warm in the sun Alsi the price was extremely reasonable for an apartment"

Reviewed on Oct 15, 2025

Opens in a new windowDouglas House
Santa Maria Suites

Santa Maria Suites

4 out of 5
1401 Simonton St, Key West, FL
$339 nightly
The price is $381 total per night from Oct 21 to Oct 22
$381 total
Oct 21 - Oct 22
Total with taxes and fees
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 ...
"Our 2 bedroom suite was perfect!!! It was spacious and clean! Appreciated that a washer and dryer were in the unit AND they provide the Tide! Will definitely stay here again!!"

Reviewed on Oct 17, 2025

Opens in a new windowSanta Maria Suites
Southernmost House

Southernmost House

4 out of 5
1400 Duval Street, Key West, FL
$266 nightly
The price is $299 total per night from Oct 30 to Oct 31
$299 total
Oct 30 - Oct 31
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Unwind with a drink at the poolside bar and enjoy perks like free continental breakfast ...
"The pool /ocean view was beautiful- clean - and so private!! Pool was open for night swimming until 10pm -which was so relaxing!! Bar/restaurant on the premises - comp to your room! Get the Lobster pizza!! Beautiful sunrise viewing! Rooms are clean and cozy! Nice towels and crisp clean bedding. European ..."

Reviewed on Oct 14, 2025

Opens in a new windowSouthernmost House
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
$218 nightly
The price is $246 total per night from Oct 20 to Oct 21
$246 total
Oct 20 - Oct 21
Total with taxes and fees
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 ...
"Great hotel. It was amazing."

Reviewed on Oct 11, 2025

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street, Key West, FL
$159 nightly
The price is $179 total per night from Oct 27 to Oct 28
$179 total
Oct 27 - Oct 28
Total with taxes and fees
This hotel features 2 outdoor pools and a bar/lounge. Enjoy the free continental breakfast each morning. A picnic area, luggage storage, and laundry facilities ...
"Pool area was ok, nothing special"

Reviewed on Oct 16, 2025

Opens in a new windowSouthwinds Motel
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street, Key West, FL
Fully refundableReserve now, pay when you stay
$241 nightly
The price is $271 total per night from Oct 26 to Oct 27
$271 total
Oct 26 - Oct 27
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, ...
"Decent property, kept up, clean and excellent walk ability to Duval Street"

Reviewed on Oct 15, 2025

Opens in a new windowThe Reach Key West, Curio Collection by Hilton
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street, Key West, FL
$138 nightly
The price is $155 total per night from Oct 27 to Oct 28
$155 total
Oct 27 - Oct 28
Total with taxes and fees
This hotel's 2 outdoor pools and hot tub are among the featured amenities. Enjoy the free continental breakfast each morning. Self parking, a coffee shop, and ...
"Room was cool and clean."

Reviewed on Oct 16, 2025

Opens in a new windowThe Southernmost Inn - Adults Only
Kona Kai Oasis

Kona Kai Oasis

3 out of 5
630 South Street, Key West, FL
$197 nightly
The price is $222 total per night from Oct 26 to Oct 27
$222 total
Oct 26 - Oct 27
Total with taxes and fees
An outdoor pool, free self parking, and concierge services are featured at this guesthouse. WiFi in public areas is free. A garden, a picnic area, and luggage ...
"The room is very clean and spacious. The location is great!"

Reviewed on Oct 12, 2025

Opens in a new windowKona Kai Oasis
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Uptown - Upper Duval Hotel Guide

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Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Uptown - Upper Duval are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.

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