The Best Hotels in Uptown - Upper Duval, Key West - 2026 Updated Prices

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Our top choices for Uptown - Upper Duval hotels

An outdoor seating area with a modern fire feature, surrounded by lush greenery and palm trees.

1. H2O Suites - Adults Only

Uptown - Upper Duval

Kimberly

₹44,164 total

includes taxes & fees

30 Nov - 1 Dec

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

2. Orchid Key Inn - Adults Only

Uptown - Upper Duval

Jessica

₹26,624 total

includes taxes & fees

1 Dec - 2 Dec

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

3. Southwinds Motel

Uptown - Upper Duval

becky

₹19,469 total

includes taxes & fees

1 Dec - 2 Dec

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

4. Douglas House - Adults Only

Uptown - Upper Duval

Sandra

₹26,276 total

includes taxes & fees

19 Nov - 20 Nov

A pool area with lounge chairs and palm trees.

5. Santa Maria Suites

Uptown - Upper Duval

Anthony

₹43,876 total

includes taxes & fees

2 Dec - 3 Dec

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

6. The Reach Key West, Curio Collection by Hilton

Uptown - Upper Duval

Andrzej

₹31,049 total

includes taxes & fees

30 Nov - 1 Dec

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

7. Southernmost Beach Resort and Guesthouses

Uptown - Upper Duval

Damian

₹29,481 total

includes taxes & fees

30 Nov - 1 Dec

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

8. Southernmost House - Adult Exclusive

Uptown - Upper Duval

Edward Lance

₹26,541 total

includes taxes & fees

16 Nov - 17 Nov

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

9. The Southernmost Inn - Adults Only

Uptown - Upper Duval

Amy

₹22,145 total

includes taxes & fees

29 Nov - 30 Nov

A two-story building with a white picket fence, palm trees, and a sign that reads 'DUVAL GARDENS.'

10. Duval Gardens - Adults Only

Uptown - Upper Duval

JoAnn

₹18,792 total

includes taxes & fees

8 Dec - 9 Dec

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

11. Kona Kai Oasis

Uptown - Upper Duval

Parker

₹17,048 total

includes taxes & fees

17 Nov - 18 Nov

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

12. Sea Breeze by Brightwild Off-street Parking

Uptown - Upper Duval

₹72,037 total

includes taxes & fees

19 Nov - 20 Nov

13. Keys Please by Brightwild Pool Steps to Duval

Uptown - Upper Duval

A breakfast table with various food items and drinks, a pool in the background, and a tiled wall.

14. Almond Tree Inn Hotel - Adults Only

Downtown Key West, 0.3 km from Uptown - Upper Duval

Teresa

₹21,150 total

includes taxes & fees

18 Nov - 19 Nov

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

Brenda

₹17,930 total

includes taxes & fees

1 Dec - 2 Dec

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

16. Silver Palms Inn & Historic Homes

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

TODD

₹22,415 total

includes taxes & fees

2 Dec - 3 Dec

A pool area with lounge chairs and candles, surrounded by palm trees and a building in the background.

17. Tropical Inn

Downtown Key West, 0.5 km from Uptown - Upper Duval

Brandon

₹17,641 total

includes taxes & fees

15 Nov - 16 Nov

A porch with a white railing, a bench, and a flag.

18. The Conch House Heritage Inn

Old Town Key West, 0.4 km from Uptown - Upper Duval

Jennifer

₹28,839 total

includes taxes & fees

15 Nov - 16 Nov

A pool area with lounge chairs, a white fence, and tropical plants.

19. Wicker Guesthouse

Downtown Key West, 0.4 km from Uptown - Upper Duval

James

₹24,571 total

includes taxes & fees

29 Nov - 30 Nov

A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.

20. Opal Key Resort & Marina, Key West

Old Town Key West, 1.5 km from Uptown - Upper Duval

A

₹31,070 total

includes taxes & fees

29 Nov - 30 Nov

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Compare top hotels in Uptown - Upper Duval

H2O Suites - Adults Only 3.5 star property Uptown - Upper Duval View	Orchid Key Inn - Adults Only 3.5 star property Uptown - Upper Duval View	Southwinds Motel 2.0 star property Uptown - Upper Duval View	Douglas House - Adults Only 3.5 star property Uptown - Upper Duval View	Santa Maria Suites 4.0 star property Uptown - Upper Duval View
9.8 Exceptional 676 reviews	9.8 Exceptional 1,007 reviews	8.6 Excellent 1,406 reviews	9.8 Exceptional 591 reviews	9.6 Exceptional 1,007 reviews
The price is ₹33,636 ₹44,164 total includes taxes & fees 30 Nov - 1 Dec	The price is ₹23,666 ₹26,624 total includes taxes & fees 1 Dec - 2 Dec	The price is ₹14,488 ₹19,469 total includes taxes & fees 1 Dec - 2 Dec	The price is ₹18,206 ₹26,276 total includes taxes & fees 19 Nov - 20 Nov	The price is ₹33,379 ₹43,876 total includes taxes & fees 2 Dec - 3 Dec
No Breakfast included Yes, Pool No Spa No Pet-friendly Yes, WiFi included Yes, Parking	Yes, Breakfast included Yes, Pool No Spa No Pet-friendly No WiFi included Yes, Parking	Yes, Breakfast included Yes, Pool No Spa No Pet-friendly No WiFi included Yes, Parking	No Breakfast included Yes, Pool No Spa Yes, Pet-friendly Yes, WiFi included No Parking	No Breakfast included Yes, Pool No Spa No Pet-friendly Yes, WiFi included Yes, Parking

Where to stay in Uptown - Upper Duval

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

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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The Monroe County Courthouse with a clock tower, surrounded by trees and a clear blue sky.

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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Top Uptown - Upper Duval Hotel Reviews

Almond Tree Inn Hotel - Adults Only

Old Town Key West

10/10 Excellent

John

Douglas House - Adults Only

Old Town Key West

10/10 Excellent

The douglas house was very very nice! The staff was friendly and knowledgeable. The only 1 thing I could say we were taken aback about was , the place is adult only which we like because our kids are grown and we dont really want to have to deal with , listen to , or share spaces with other people's children , but there were several guests that were very very comfortable in their bodies and were very rude in and around the pool most of the time . We dont consider ourselves prudes at all but the...

Ron

Orchid Key Inn - Adults Only

Old Town Key West

10/10 Excellent

Lisa

A modern interior with a staircase, a sofa set, a wooden table, and a television.

Simonton Court Historic Inn & Cottages

Key West Historic District

10/10 Excellent

Lee

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

The Grand Guesthouse

Old Town Key West

10/10 Excellent

This property is a gem. Very friendly and welcoming host who couldn't do enough to ensure we were welcome and enjoyed our staff. The room was spotlessly clean, the free continental breakfast and free water, tea and coffee and sun supplies were the icing on the cake. Within easy walking distance of everything the historic old town has to offer. Cant recommend this highly enough and will definitely recommend to all our friends and family

We stayed here for a single night, having driven down from Miami on the Overseas Highway. The hotel is in a great quiet area just a couple of blocks' walk from the main part of the old town. There is occasionally on-street parking available outside, you just have to be lucky but we parked overnight in a nearby outdoor car park at an old church for $15 (cash only) The hotel is in great condition, and the rooms were spotlessly clean. We stayed in the Cigar Suite on the first floor with a balcony...

Mark

Southernmost House - Adult Exclusive

Old Town Key West

10/10 Excellent

This property is full of history and character. The staff helpful and friendly. Not a problem for us but there is no lift/elevator, they offered to take our bags to our room which was on the top floor (UK 2nd/US 3rd). Self serve breakfast provided which was great - plenty of options; fresh fruit, yoghurts, bagels, juice, cereal, pastries. Chilled bottled water available all day. Is at the end of busy Duval St, so during the daytime is quite busy with tourists visiting the cafe adjacent to the...

Catherine

Frequently Asked Questions

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.

Search Hotels in Uptown - Upper Duval, Key West

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Treat yourself

Be picky

Check prices for these dates

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Our top choices for Uptown - Upper Duval hotels

1. H2O Suites - Adults Only

2. Orchid Key Inn - Adults Only

3. Southwinds Motel

4. Douglas House - Adults Only

5. Santa Maria Suites

6. The Reach Key West, Curio Collection by Hilton

7. Southernmost Beach Resort and Guesthouses

8. Southernmost House - Adult Exclusive

9. The Southernmost Inn - Adults Only

10. Duval Gardens - Adults Only

11. Kona Kai Oasis

12. Sea Breeze by Brightwild Off-street Parking

13. Keys Please by Brightwild Pool Steps to Duval

14. Almond Tree Inn Hotel - Adults Only

15. Alexander Palms Court

16. Silver Palms Inn & Historic Homes

17. Tropical Inn

18. The Conch House Heritage Inn

19. Wicker Guesthouse

20. Opal Key Resort & Marina, Key West

Compare top hotels in Uptown - Upper Duval

H2O Suites - Adults Only

Orchid Key Inn - Adults Only

Southwinds Motel

Douglas House - Adults Only

Santa Maria Suites

Where to stay in Uptown - Upper Duval

Old Town Key West

Stock Island

Downtown Key West

Key West Historic District

New Town

Top Uptown - Upper Duval Hotel Reviews

Almond Tree Inn Hotel - Adults Only

10/10 Excellent

Frequently Asked Questions

What is Uptown - Upper Duval like?

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

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

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

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

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