What is Uptown - Upper Duval like?

Travellers will be sure to find plenty to entertain them in Key West's Uptown - Upper Duval neighbourhood. Experience the best of Uptown - Upper Duval with a visit to Duval Street and Florida Keys Beaches during your trip.

Where is the best place to stay in Uptown - Upper Duval?

Based on our traveller data, Southernmost Beach Resort and Guesthouses is one of the top choices for your stay in Uptown - Upper Duval. This hotel is a short 1-minute walk from Duval Street, and it offers 3 outdoor pools and a full-service spa. Other good choices for your stay in the neighbourhood include Southwinds Motel and The Reach Key West, Curio Collection by Hilton .

How many hotels will I find in the Uptown - Upper Duval area?

If you're searching for places to stay in Key West, Expedia has something to meet your needs with 243 Uptown - Upper Duval hotels and other accommodation options to choose from.

If I need to cancel my hotel reservation in Uptown - Upper Duval, will I receive a refund?

Yes! You'll find that most hotel bookings are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of your booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to view the top deals on offer in Uptown - Upper Duval.

What are the top things to see and do in Uptown - Upper Duval?

Florida Keys Beaches, South Beach and Simonton Beach are great spots if you want to spend some time by the water during your stay in Uptown - Upper Duval. You could also plan a visit to Duval Street or Key West Butterfly and Nature Conservatory while you're in the neighbourhood. A few places to visit in the area around Uptown - Upper Duval include City Zoo Gallery, Southernmost Point and Tennessee Williams Key West Exhibit. While you're out sightseeing in Key West, make sure that you visit other sights such as Key West Lighthouse and Keeper's Quarters Museum or Ernest Hemingway Home and Museum.

Top 10 Uptown - Upper Duval Hotels of 2026

A sunset over the ocean with scattered clouds.

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Our top choices for Uptown - Upper Duval hotels

A tropical outdoor area with palm trees, hanging plants, and string lights.

1. Douglas House - Adults Only

Uptown - Upper Duval

michael

includes taxes & fees

1 Oct - 2 Oct

A poolside area with lounge chairs, a staircase leading to a balcony, and a pool.

2. The Southernmost Inn - Adults Only

Uptown - Upper Duval

Anthony

includes taxes & fees

5 Oct - 6 Oct

A large, ornate hotel with a pool, palm trees, and a view of the ocean.

3. Southernmost House - Adult Exclusive

Uptown - Upper Duval

yessy

includes taxes & fees

13 Oct - 14 Oct

An outdoor bar area with wooden tables and blue stools, a bar counter, and a sign that reads "Liqour Store".

4. Southwinds Motel

Uptown - Upper Duval

Michael

includes taxes & fees

1 Oct - 2 Oct

A beach with a wooden pier, palm trees, and beach umbrellas.

5. The Reach Key West, Curio Collection by Hilton

Uptown - Upper Duval

Darlene

includes taxes & fees

8 Oct - 9 Oct

A pool area with lounge chairs and a table, surrounded by palm trees.

6. Orchid Key Inn - Adults Only

Uptown - Upper Duval

Nicholas

includes taxes & fees

5 Oct - 6 Oct

A deck with sun loungers and a railing overlooking the sea.

7. Southernmost Beach Resort and Guesthouses

Uptown - Upper Duval

Krystle

includes taxes & fees

6 Oct - 7 Oct

A modern outdoor area with a pool, lounge chairs, and a bar area.

8. H2O Suites - Adults Only

Uptown - Upper Duval

Corey

includes taxes & fees

4 Oct - 5 Oct

A white building with green shutters, surrounded by a white picket fence and palm trees.

9. Kona Kai Oasis

Uptown - Upper Duval

Leah

includes taxes & fees

8 Oct - 9 Oct

A pool area with lounge chairs and palm trees.

10. Santa Maria Suites

Uptown - Upper Duval

Anthony

includes taxes & fees

14 Oct - 15 Oct

A bedroom with a bed, a ceiling fan, a painting, and a window.

11. Sea Breeze by Brightwild Off-street Parking

Uptown - Upper Duval

includes taxes & fees

1 Oct - 2 Oct

12. Keys Please by Brightwild Pool Steps to Duval

Uptown - Upper Duval

includes taxes & fees

14 Oct - 15 Oct

A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.

13. Almond Tree Inn Hotel - Adults Only

Downtown Key West, 0.3 km from Uptown - Upper Duval

John

includes taxes & fees

5 Oct - 6 Oct

A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

14. Duval House

Downtown Key West, 0.5 km from Uptown - Upper Duval

Christopher

includes taxes & fees

4 Oct - 5 Oct

A room with a door featuring horizontal blinds, a visible outdoor view through the window, and a patterned carpet.

15. Alexander Palms Court

Casa Marina, 0.4 km from Uptown - Upper Duval

Andrew

includes taxes & fees

1 Oct - 2 Oct

A bedroom with a four-poster bed, a wooden desk, wicker chairs, and a view of the outdoors.

16. Tropical Inn

Downtown Key West, 0.5 km from Uptown - Upper Duval

Natalie

includes taxes & fees

1 Oct - 2 Oct

A building with a white exterior, a large red awning, and a gated entrance.

17. Authors of Key West Guest House

The Meadows, 1.1 km from Uptown - Upper Duval

Avamarie

includes taxes & fees

4 Oct - 5 Oct

A swimming pool with clear water, surrounded by lush greenery and palm trees.

18. Tranquility Guest House

Bahama Village, 0.8 km from Uptown - Upper Duval

Sandra

includes taxes & fees

7 Oct - 8 Oct

A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

19. The Grand Guesthouse

Old Town Key West, 0.7 km from Uptown - Upper Duval

Travis

includes taxes & fees

1 Oct - 2 Oct

A swimming pool with water splashing, surrounded by palm trees and a building in the background.

20. Silver Palms Inn & Historic Homes

Old Town Key West, 0.6 km from Uptown - Upper Duval

sam

includes taxes & fees

5 Oct - 6 Oct

View all properties

Compare popular hotels in Uptown - Upper Duval

Property	Property class	Guest rating
Douglas House - Adults Only	3.0 star property	9.6 Exceptional 542 reviews	View
H2O Suites - Adults Only	3.5 star property	9.8 Exceptional 659 reviews	View
Orchid Key Inn - Adults Only	3.5 star property	9.8 Exceptional 1,005 reviews	View
Santa Maria Suites	4.0 star property	9.6 Exceptional 1,003 reviews	View
Southernmost House - Adult Exclusive	4.0 star property	9.4 Exceptional 1,001 reviews	View

Where to stay in Uptown - Upper Duval

Find the best Uptown - Upper Duval areas for the activities you enjoy most.

A large red brick building with arched windows and a prominent entrance.

Old Town Key West

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Florida Keys Beaches.

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A sunset over a coastal landscape with a small island surrounded by water.

Stock Island

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A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

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A white lighthouse surrounded by lush greenery and a white picket fence.

Key West Historic District

Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Florida Keys Beaches.

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A row of pastel-colored houses with white railings and a clear blue sky.

New Town

While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Fort East Martello Museum and Gallery.

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