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
$144 nightly
The price is $163 total per night from Oct 29 to Oct 30
$163 total
Oct 29 - Oct 30
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, ...
"I loved the Orchid theme. It was clean, bright and colorful. The breakfast was great for a continental free breakfast. All of the staff was super friendly. But my favorite has to be Mr. P :) I watched a few YouTube videos on The Orchid Key before coming down last week. They are a few years old. I ..."

Reviewed on Sep 30, 2025

Opens in a new windowOrchid Key Inn - Adults Only
Santa Maria Suites

Santa Maria Suites

4 out of 5
1401 Simonton St, Key West, FL
$299 nightly
The price is $336 total per night from Oct 8 to Oct 9
$336 total
Oct 8 - Oct 9
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 ...
"The room was amazing. We had a balcony that overlooked the pool. The staff are helpful and sincere. They bring fresh muffins daily to your room. We walked everywhere. There is a beach close by. I am a light sleeper and I slept well."

Reviewed on Sep 27, 2025

Opens in a new windowSanta Maria Suites
Douglas House

Douglas House

3 out of 5
419 Amelia St, Key West, FL
$128 nightly
The price is $145 total per night from Oct 8 to Oct 9
$145 total
Oct 8 - Oct 9
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 ...
"Douglas House was perfect for a quiet getaway for a few days in one of our favorite places! Right of Duval St., it’s walkable to everywhere that Key West is famous for! The staff were personable and helpful. The rooms are clean and comfortable."

Reviewed on Sep 30, 2025

Opens in a new windowDouglas House
Southernmost House

Southernmost House

4 out of 5
1400 Duval Street, Key West, FL
$312 nightly
The price is $350 total per night from Oct 5 to Oct 6
$350 total
Oct 5 - Oct 6
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 ...
"We went there for our honeymoon! We were in the poolside cabana 103 right next to the pool. Amazing view! I loved all of the roosters and hens. Great drinks and food at the seaside restaurant. Belkis did a great room on cleaning the room. This is truely a great place to stay and we will be back. ..."

Reviewed on Sep 29, 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 refundable
$229 nightly
The price is $258 total per night from Oct 29 to Oct 30
$258 total
Oct 29 - Oct 30
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 ...
"I loved the variety of restaurants and the location. It was perfect for my daughter and I, we will be back! Thank you 🤗"

Reviewed on Oct 2, 2025

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street, Key West, FL
$150 nightly
The price is $169 total per night from Oct 7 to Oct 8
$169 total
Oct 7 - Oct 8
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 ...
"Hotel is amazing has everything you need. Pools are clean. Service is amazing"

Reviewed on Sep 25, 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
$233 nightly
The price is $262 total per night from Oct 15 to Oct 16
$262 total
Oct 15 - Oct 16
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, ...
"Beach was fantastic and shopping was good"

Reviewed on Sep 27, 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
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $152 total per night from Oct 5 to Oct 6
$152 total
Oct 5 - Oct 6
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 ...
"Great area, amenities are great"

Reviewed on Sep 28, 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
$119 nightly
The price is $134 total per night from Oct 7 to Oct 8
$134 total
Oct 7 - Oct 8
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 ...
"Yes plenty of shops near by and not sure about pets"

Reviewed on Sep 30, 2025

Opens in a new windowKona Kai Oasis
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Lowest 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.

Uptown - Upper Duval Hotel Guide

Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.

Nowhere else can you find better deals on Uptown - Upper Duval area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Uptown - Upper Duval to find the perfect one to will fit your budget.

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.

Recent Uptown - Upper Duval hotel reviews by fellow wanderers

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

5 out of 5
Posted 10 hours ago
Travelocity Verified Review
"I loved the variety of restaurants and the location. It was perfect for my daughter and I, we will be back! Thank you 🤗"
A verified traveler stayed at Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses

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