A street with a pharmacy, a theater, and a yellow building.

Hotels in Uptown - Upper Duval

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Where to stay in Uptown - Upper Duval?

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

An outdoor patio with tables and chairs, surrounded by trees and a house.

A dining area with round tables and wicker chairs, a ceiling fan, and a bar area in the background.

A beige sofa with two pillows, flanked by two wooden side tables with lamps and potted plants, against a white wall with a framed picture of a tree.

1. The Southernmost Inn - Adults Only

Uptown - Upper Duval

David

$76

$130 total

includes taxes & fees

Sep 27 - Sep 28

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

A white decorative sculpture in a garden area with a white fence and a building in the background.

A motel with a porch, white chairs, and a signboard.

A modern kitchen with a granite countertop, white cabinetry, and a coffee machine.

2. Southwinds Motel

Uptown - Upper Duval

Troy

$125

$174 total

includes taxes & fees

Sep 27 - Sep 28

A room with a view of the beach and ocean, a bed with a white and blue blanket, and a small table with a potted plant.

A beachside lounge with chairs and umbrellas, overlooking the ocean.

A beachside hotel with rows of blue lounge chairs and white umbrellas, palm trees, and a clear blue sky.

A beach scene with two people relaxing under a white umbrella, a palm tree, and a clear blue sky.

3. Southernmost Beach Resort and Guesthouses

Uptown - Upper Duval

Arlene Catherine

$160

$253 total

includes taxes & fees

Sep 30 - Oct 1

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

An outdoor patio with a table and chairs, surrounded by lush greenery and string lights.

A large, two-story building with a balcony, surrounded by dense tropical foliage.

A hotel room with a bed, a wooden floor, a seating area with a table and chairs, and a view of greenery outside.

4. Douglas House - Adults Only

Uptown - Upper Duval

James

$145

$179 total

includes taxes & fees

Oct 5 - Oct 6

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

A patio with a white wicker lounge chair, a wooden table with a book and a potted plant, surrounded by lush tropical foliage and palm trees.

A neon sign for Orchid Key Inn with a 'VACANCY' sign below it.

A hotel room with a large bed, a nightstand, a desk, a bathroom with a shower, and a painting of a pier over water on the wall.

5. Orchid Key Inn - Adults Only

Uptown - Upper Duval

Jim

$161

$181 total

includes taxes & fees

Sep 30 - Oct 1

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

An outdoor patio area with a glass table, cushioned chairs, and a large umbrella.

A swimming pool with a tiled edge, surrounded by a patio area with chairs and an umbrella.

A dining area with a wooden table and chairs, a painting of a beach scene, and a kitchen area with a microwave and a refrigerator.

6. Kona Kai Oasis

Uptown - Upper Duval

Carlos

$104

$117 total

includes taxes & fees

Sep 27 - Sep 28

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

A large, two-story house with a prominent tower and a covered porch.

A balcony with white railings and a table, overlooking a beach with palm trees and a clear blue sky.

A gated entrance with a blue metal gate, palm trees, and a building with a red roof in the background.

7. Southernmost House - Adult Exclusive

Uptown - Upper Duval

Mary Anne

$149

$294 total

includes taxes & fees

Sep 30 - Oct 1

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

An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.

A modern bar area with a central island, white bar stools, and a view of the ocean.

A resort with a pool, lounge chairs, umbrellas, palm trees, and a view of the ocean.

8. The Reach Key West, Curio Collection by Hilton

Uptown - Upper Duval

Nicole

$199

$291 total

includes taxes & fees

Oct 1 - Oct 2

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

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

A bar area with a modern design, featuring a flat-screen TV mounted on a textured wall, two stools, and a bar stocked with various bottles.

A modern hotel with a prominent glass facade, palm trees, and a clear sky.

9. H2O Suites - Adults Only

Uptown - Upper Duval

Rosa

$279

$381 total

includes taxes & fees

Sep 27 - Sep 28

A pool area with lounge chairs and palm trees.

A hotel named "Santa Maria" with a prominent illuminated sign, a glass entrance, and a view of the ocean.

A reception area with a modern design, featuring a reception desk, a sofa, and a potted plant.

A modern outdoor seating area with a sofa, chairs, and a small table, surrounded by glass doors and a view of greenery.

10. Santa Maria Suites

Uptown - Upper Duval

$279

$381 total

includes taxes & fees

Sep 27 - Sep 28

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

A living room with a sofa, a coffee table, and a dining table with chairs. There is a kitchen area with cabinets and appliances.

A wooden fence with a gate, a pathway, and a house in the background.

A hallway with white doors, one of which has a 'no smoking' sign.

11. Sea Breeze by Brightwild Off-street Parking

Uptown - Upper Duval

$337

$731 total

includes taxes & fees

Oct 5 - Oct 6

A modern kitchen with white cabinetry, a central island with bar stools, and a dining area with a grey sofa.

A modern kitchen with white cabinets, a central island with stools, and a light-colored sofa in a bright room with wooden flooring.

A modern kitchen with a built-in dishwasher, a grey sectional sofa, a round ottoman, and a dining area with a white table and chairs.

12. Keys Please by Brightwild Pool Steps to Duval

Uptown - Upper Duval

$663

$1,271 total

includes taxes & fees

Sep 28 - Sep 29

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

A lush garden with a variety of tropical plants and a paved walkway.

A two-story building with a white picket fence, a mailbox, and a small tree in front.

A swimming pool with a mural of a dolphin and a butterfly, surrounded by lounge chairs and palm trees.

13. Duval House

Downtown Key West, 0.5 km from Uptown - Upper Duval

Michele

$99

$133 total

includes taxes & fees

Sep 27 - Sep 28

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

A two-story yellow house with a porch, white railings, and green shutters.

A hotel with a pool, bicycles, and lush greenery.

The entrance to Silver Palms Inn with a reception desk, a seating area, and a glass door.

14. Silver Palms Inn & Historic Homes

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

Dennis

$89

$168 total

includes taxes & fees

Sep 28 - Sep 29

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

A building with a sign reading "ALMOND Frog & Toad Inn" and a "VACANCY" sign below it.

A reception area with a wooden herringbone wall, teal chairs, a wooden bench, and two framed sunset paintings.

A swimming pool with lounge chairs, surrounded by palm trees and greenery.

15. Almond Tree Inn Hotel - Adults Only

Downtown Key West, 0.3 km from Uptown - Upper Duval

mario

$161

$181 total

includes taxes & fees

Sep 30 - Oct 1

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

A cozy room with a wicker chair, a small table with a bottle and glasses, and a view of a yellow room through an open door.

A wooden door with glass panels, leading to an interior space with furniture and plants.

A breakfast buffet with a variety of fruits, pastries, and beverages on a wooden deck with a view of a lush garden and a pool.

16. Tropical Inn

Downtown Key West, 0.5 km from Uptown - Upper Duval

Robb

$109

$148 total

includes taxes & fees

Sep 27 - Sep 28

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

A covered outdoor area with a wooden staircase, seating, and potted plants.

A bedroom with a bed, nightstand, lamp, air conditioning unit, and a no smoking sign.

A row of blue bicycles parked under a tree, with a white fence and a building in the background.

17. The Grand Guesthouse

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

Harriett C

$116

$155 total

includes taxes & fees

Sep 27 - Sep 28

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

A yellow building with a blue door and shutters, a number '302' on the wall, and a small porch area.

A bedroom with a bed, a ceiling fan, an air conditioning unit, a bedside table, a lamp, and a window with blinds.

A bathroom with a white sink, three bottles of body lotion, and a white towel.

18. Tranquility Guest House

Bahama Village, 0.8 km from Uptown - Upper Duval

"We had a great stay. If you're looking for a quiet place of of Duval, I highly recommend this place. It's not a fancy place but the rooms are clean, the beds are comfortable and the pool is lovely. The location is fantastic! Walking distance to several nice restaurants and bars. Stores nearby. The hosts communicate very well. Anything we needed, they were on it right away with a text and let us know when to expect them. We will be booking here for our future stays."

Dianna

$96

$197 total

includes taxes & fees

Sep 28 - Sep 29

A dining table with plates of food, a drink, and a view of a pool and palm trees.

A beach with a palm tree and two chairs.

A hotel room with a bed, a TV, a coffee table, a sofa, and a view of the ocean.

A person standing by a window overlooking a beach with palm trees and the ocean.

19. Margaritaville Beach House Key West

2.5 km from Uptown - Upper Duval

Paraskevi

$178

$263 total

includes taxes & fees

Oct 7 - Oct 8

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

A pool area with lounge chairs and a lifebuoy.

A small, enclosed porch with a chair and a table, surrounded by lush greenery and a white lattice fence.

A paved pathway lined with various plants and trees, leading to a building with a beige exterior.

20. Authors of Key West Guest House

The Meadows, 1.1 km from Uptown - Upper Duval

Jonathan

$93

$104 total

includes taxes & fees

Sep 27 - Sep 28

View all properties

Compare popular hotels in Uptown - Upper Duval

Property	Property class	Guest rating
H2O Suites - Adults Only	9.8 Exceptional 655 reviews	View
Douglas House - Adults Only	9.6 Exceptional 534 reviews	View
Southernmost Beach Resort and Guesthouses	8.6 Excellent 3,616 reviews	View
Orchid Key Inn - Adults Only	9.8 Exceptional 1,002 reviews	View
Santa Maria Suites	9.6 Exceptional 1,003 reviews	View

Our prices for hotels in Uptown - Upper Duval are cheapest in August

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?

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A beachside resort with palm trees, a large white building, and a checkered pattern on the sand.

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.

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A butterfly on a plant with green leaves and yellow flowers.

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 Florida Keys Eco - Discovery Center and Florida Keys National Marine Sanctuary, both located nearby.

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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.

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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, Museum of Art & History at the Custom House and Roy John-Karl Gallery aren't far.

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Check out reviews of Uptown - Upper Duval hotels guests love

Almond Tree Inn Hotel - Adults Only

Old Town Key West

10/10 Exceptional

william

H2O Suites - Adults Only

Old Town Key West

10/10 Exceptional

My husband and I recently stayed at H2O Suites for 3 nights. The property was immaculate, the staff was extremely friendly and helpful, and our room was large and comfortable. We had a suite that had a plunge pool - this was amazing!! We used it several times daily. The location is perfect - one block from Duval, so everything is easily accessed, but it’s very quiet. We rented bikes from the hotel (easy parking right out back) and truly enjoyed our getaway. Cannot day enough good things about...

Erin

Douglas House - Adults Only

Old Town Key West

10/10 Exceptional

Anthony

A wooden deck with wicker furniture, a white staircase, and a lush garden area.

A bedroom with a large bed, a view of a swimming pool, and an open door leading to an outdoor seating area.

A two-story house with a balcony, surrounded by palm trees and a clear blue sky.

A hotel room with a large bed, a view of a swimming pool, and a balcony with outdoor seating.

Heron House - Adult Only

Old Town Key West

10/10 Exceptional

Scott

A wooden deck with wicker furniture and a white railing, surrounded by lush tropical vegetation.

A pathway leading to a building with a white facade, surrounded by lush greenery and palm trees.

A swimming pool with a white picket fence, surrounded by lounge chairs and potted plants.

A breakfast tray with croissants, orange juice, and coffee on a table by a window with a view of a pool and greenery.

Weatherstation Inn

Old Town Key West

10/10 Exceptional

Tucked into the very quiet Truman Annex, the Weatherstation Inn was a great find. It is an old house, built in 1911. If you enjoy old, quiet inns with reconfigured spaces, then this is the place for you. If you are looking for uniform, sleek and modern, then head on down the road. The continental breakfast was just right with delicious pastries from local bakery and the bed was comfy. Perhaps the most perfect aspect of the inn is the parking space where we parked our vehicle upon arrival and did...

GaGirlWalking

Southernmost Beach Resort and Guesthouses

Old Town Key West

10/10 Exceptional

magdy

Orchid Key Inn - Adults Only

Old Town Key West

10/10 Exceptional

Absolutely loved our 5 night stay this past week at Orchid Key!! What a fabulous adult only boutique hotel located just steps off of Duval! We stayed in a Deluxe King the first night because we added on a night at the front end of our trip and it was just off of the pool area and very cozy. Loved the large shower and the room was so clean! Lots of fluffy towels and little extras like free waters and cookies and peppermints were left in the room. The rest of our stay was in a Deluxe King...

Courtney

Santa Maria Suites

Old Town Key West

10/10 Exceptional

Love Love Loved this hotel. I rented the two level two BR model for just me and my wife b/c I snore. Rooms are well soundproofed :) Very comfy beds. Perfect for two couples or fam w kids. Pricier than other hotels but value was off the charts! Kitchen had everything...thoughtful yummy complimentary snacks were left for us every night when we rolled in. Front deck young ladies so helpful with tips for restaurants. They pulled no punches and if a place was a ripoff, they let us know. Walk up Cuban...

Gerry