Hotels in Old Town Key West

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Where to stay in Old Town Key West?

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

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

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

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

Old Town Key West

David

$83

$138 total

includes taxes & fees

Sep 30 - Oct 1

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

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.

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

2. Duval House

Old Town Key West

"This inn is in the heart of old town Key West. It’s an old property that includes gorgeous lush courtyards full of trees and plants of all kind and a pool. A resident cat greated me for breakfast. Was in Key West for a wedding which was walking distance to the light house venue right across from Hemingway house. Perfect location and perfect place to chill. Oh, and had to have Cuban coffee each day. "

Denise

$99

$133 total

includes taxes & fees

Sep 30 - Oct 1

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

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.

The exterior of the Silver Palms Inn with a two-story structure, a green awning over the entrance, and a palm tree to the right.

3. Silver Palms Inn & Historic Homes

Old Town Key West

Craig

$99

$179 total

includes taxes & fees

Sep 29 - Sep 30

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

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

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.

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.

4. Tropical Inn

Old Town Key West

Robb

$109

$148 total

includes taxes & fees

Sep 29 - Sep 30

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

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

A two-story building with a porch, a sign reading "The Grand Guesthouse," and a purple flag.

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

5. The Grand Guesthouse

Old Town Key West

Carrie

$116

$155 total

includes taxes & fees

Sep 30 - Oct 1

A spacious room with a wooden floor, white furniture, and large windows.

A white building with a covered porch, potted plants, and a white picket fence.

A modern living room with a sofa, two armchairs, a coffee table, and a small table with a lamp. There is a large window with shutters, an air conditioning unit, and a view of greenery outside.

A paved pathway surrounded by lush greenery and palm trees.

6. Paradise Inn Key West - Adults Only

Old Town Key West

Garth

$160

$230 total

includes taxes & fees

Oct 13 - Oct 14

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

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

A hotel entrance with a sign reading "Heron House Office."

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

7. Heron House - Adult Only

Old Town Key West

Neil

$116

$164 total

includes taxes & fees

Sep 29 - Sep 30

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

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

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.

8. Southwinds Motel

Old Town Key West

Kathleen

$125

$174 total

includes taxes & fees

Sep 29 - Sep 30

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

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

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

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

9. Almond Tree Inn Hotel - Adults Only

Old Town Key West

stephane

$184

$207 total

includes taxes & fees

Sep 30 - Oct 1

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

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

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

A grand staircase with ornate railings and a chandelier.

10. Southernmost House - Adult Exclusive

Old Town Key West

Brendan

$149

$294 total

includes taxes & fees

Sep 30 - Oct 1

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

A covered porch with white columns and wicker furniture.

11. Tranquility Guest House

Old Town Key West

"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

$74

$172 total

includes taxes & fees

Sep 29 - Sep 30

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

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

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 poolside area with lounge chairs and umbrellas, palm trees, and a view of the sea.

12. Southernmost Beach Resort and Guesthouses

Old Town Key West

Craig

$164

$258 total

includes taxes & fees

Sep 29 - Sep 30

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

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

A wooden deck with lush greenery and a pool area.

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

13. Douglas House - Adults Only

Old Town Key West

Sherry

$154

$190 total

includes taxes & fees

Sep 30 - Oct 1

A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.

A garden with a statue of two figures, lush greenery, and a building in the background.

A bedroom with a large bed, wooden headboard, two bedside lamps, and a floral wall art piece.

A waterfront property with a white facade, palm trees, and a street view.

14. Duval Inn

Old Town Key West

Jane

$107

$171 total

includes taxes & fees

Oct 1 - Oct 2

A bright green porch with hanging planters, a wooden chair, and a railing.

A brightly colored Caribbean house with a balcony, a sign indicating it's for rent, and bicycles parked outside.

A bar area with a wooden counter, colorful decorations, and a sign with motivational ocean-themed text.

15. Caribbean House

Old Town Key West

Tracey

$112

$151 total

includes taxes & fees

Sep 29 - Sep 30

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

A garden with a stone pathway, a wooden fence, and various tropical plants.

A yellow building with a door marked '7'.

A pool area with a covered seating area, palm trees, and a small pavilion.

16. Alexander Palms Court

Old Town Key West

Dushaune

$135

$152 total

includes taxes & fees

Sep 29 - Sep 30

A two-story building with a covered entrance, palm trees, and a bench outside.

A poolside area with lounge chairs, umbrellas, and a covered seating area with hanging lights.

A bright room with a staircase, two windows overlooking a pool area, and two wicker chairs with cushions.

A white building with a sign reading 'Kimpton Key West Winslow's Bungalow.'

17. Winslow's Bungalows - Key West Historic Inns

Old Town Key West

Timothy

$200

$276 total

includes taxes & fees

Sep 29 - Sep 30

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

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

A building with a neon sign that reads "Orchid Key Inn."

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.

18. Orchid Key Inn - Adults Only

Old Town Key West

Kimberley

$184

$207 total

includes taxes & fees

Sep 30 - Oct 1

A balcony with a view of a street, a bench, and a potted plant.

A hotel lobby with a bar area, seating, and a fireplace.

A reception desk with clocks, a Pegasus International Hotel sign, and a computer monitor.

A bar area with a Pegasus International Hotel sign, round tables, and metal chairs.

19. Pegasus International Hotel

Old Town Key West

"We had a wonderful stay at this hotel in Key West. The property was clean, well-maintained, and the staff was friendly and accommodating throughout our visit. The location on Duval Street was perfect—everything was within walking distance, including restaurants, shops, attractions, and nightlife. The hotel provided a comfortable and relaxing atmosphere while still being right in the heart of all the action. We enjoyed being able to explore Key West on foot without needing a car. Overall, this...

Rhonda

$110

$174 total

includes taxes & fees

Oct 1 - Oct 2

A poolside area with lounge chairs, a small pool, and a white building with a balcony.

A pool area with lounge chairs, a hot tub, and a deck with a railing.

A reception area with a wooden reception desk, a brown leather couch, and a mural of palm trees on the wall.

A white building with a sign reading "The StarCare Inn" and a "No Vacancies" sign.

20. Seascape Tropical Inn - Adult Exclusive

Old Town Key West

Farhad

$115

$180 total

includes taxes & fees

Oct 1 - Oct 2

View all properties

Compare popular hotels in Old Town Key West

Property	Property class	Guest rating
Tropical Inn	9.6 Exceptional 437 reviews	View
Silver Palms Inn & Historic Homes	9.4 Exceptional 1,049 reviews	View
Marrero's Guest Mansion	9.4 Exceptional 343 reviews	View
Coco Plum Inn	9.4 Exceptional 561 reviews	View
Paradise Inn Key West - Adults Only	9.2 Wonderful 1,001 reviews	View

Our prices for hotels in Old Town Key West are cheapest in August

Top landmarks in Old Town Key West

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?

See properties

A vintage typewriter on a wooden table with a notebook and pen beside it.

Ernest Hemingway Home and Museum

9.2/10 (8,543 reviews)

Ernest Hemingway Home and Museum is just one of the attractions in Old Town Key West, Key West so you might want to stop by during your trip. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to experience more of the culture Key West has to offer, head to Key West Lighthouse and Keeper's Quarters Museum, Duval Street, and Key West Butterfly and Nature Conservatory.

See properties

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.

See properties

A beach with a bridge, palm trees, and a clear blue sky.

Clarence S. Higgs Memorial Beach Park

8.4/10 (4,659 reviews)

When the beach is calling your name, you might want to head down to Clarence S. Higgs Memorial Beach Park, located 1.2 mi (1.9 km) from central Key West. If you want to continue walking by the waves, head to Simonton Beach, South Beach, and Smathers Beach, located nearby.

See properties

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.

See properties

A white house with red and white flags, surrounded by lush greenery and palm trees.

Harry S. Truman Little White House

9.0/10 (995 reviews)

If you're planning a bit of sightseeing head to Harry S. Truman Little White House— 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?

See properties

A white lighthouse with a black top, surrounded by lush greenery and residential buildings.

Key West Lighthouse and Keeper's Quarters Museum

8.6/10 (548 reviews)

Key West Lighthouse and Keeper's Quarters Museum is just one of the attractions in Old Town Key West, Key West so you might want to stop by during your trip. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to experience more of the culture Key West has to offer, head to Ernest Hemingway Home and Museum, Duval Street, and Key West Butterfly and Nature Conservatory.

See properties

An aquarium exhibit with fish tanks and informational displays.

Florida Keys Eco - Discovery Center

8.8/10 (128 reviews)

Florida Keys Eco - Discovery Center is just one of the attractions in Old Town Key West, Key West so you might want to stop by during your trip. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to experience more of the culture Key West has to offer, head to Florida Keys National Marine Sanctuary, Fort Zachary Taylor Historic State Park, and Key West Lighthouse and Keeper's Quarters Museum.

See properties

Check out reviews of Old Town Key West hotels guests love

The Southernmost Inn - Adults Only

10/10 Excellent

"Charming place at the southern end."

Douglas House - Adults Only

10/10 Excellent

"After a long drive from Orlando I have to say I loved this hotel it’s in a perfect spot in key west, it’s walking distance from Duval Street ..and as for the staff Amsel i think his name apologises if am wrong 﫣anyway , he was a gentleman 🙏he made us feel very welcome . The hotel is old and quirky sitting on your your pourch watching the world go bye.. like all of key west and you will love your stay .. here .. ❤️. We will definitely be guys ❤️ All the best from your Irish 🇮🇪 visitors ."

Paradise Inn Key West - Adults Only

10/10 Excellent

"We loved this place! I will be recommending Paradise Inn to everyone I know."

Southwinds Motel

10/10 Excellent

"Wonderful"

Lighthouse Hotel - Key West Historic Inns

10/10 Excellent

"The Lighthouse Hotel is AHmazing. The entire staff provided superb customer service – a special shout-out to Laura, John, and Nura. They were extremely helpful, highly knowledgeable, and efficient. They made sure we were comfortable throughout our stay. I would be remiss not to mention the fabulous Ms. Jennie, Concierge Extraordinaire. I informed Ms. Jennie that my bestie and I were visiting Key West for our birthday vacation. She went above and beyond to ensure our stay was special. We arrived to find fabulous birthday decorations, a delicious charcuterie board, and a beautiful bottle of Prosecco in our upgraded room. It brought tears of joy and gratitude to our eyes. We can’t thank her enough. I wish we'd had the opportunity to meet her in person. We will make a point to do so on our next visit. The only downside of the hotel is the restaurant/bar, Isabel’s. They offer a free continental breakfast each morning that is simple and delicious – A perfect way to start the day. Other than that, the bar was never open during our stay. The hours they advertise for special events were highly inconsistent or nonexistent. One evening, they had musical entertainment: a lone guitar player/singer who was so-so at best. The bar was closed, and no one was poolside except the chickens and us. We stayed poolside because we felt obligated to the entertainer. The experience with Isabel’s was a little disappointing, as it would have been nice to unwind after the day's activities."

Heron House - Adult Only

10/10 Excellent

"Amazing , definitely stay there again!"

Orchid Key Inn - Adults Only

10/10 Excellent

"This was my favorite getaway yet! It will be my go to on any return trip to the Keys. The staff has been exceptional, the location perfect, and the hotel over exceeded everything I read about it. Quiet rooms, everything we needed, great bedding and very comfortable. Lovely continental breakfast is above and beyond. Will definitely be back!"

Silver Palms Inn & Historic Homes

10/10 Excellent

"The entire place was very clean. Staff was exceptionally helpful and polite."

The Reach Key West, Curio Collection by Hilton

10/10 Excellent

"Beach and service"

Find out more about Old Town Key West

Keep exploring

More ways to book

Book Hotels in Old Town Key West on Hotels.com

Hotels in Old Town Key West

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in Old Town Key West?

1. The Southernmost Inn - Adults Only

2. Duval House

3. Silver Palms Inn & Historic Homes

4. Tropical Inn

5. The Grand Guesthouse

6. Paradise Inn Key West - Adults Only

7. Heron House - Adult Only

8. Southwinds Motel

9. Almond Tree Inn Hotel - Adults Only

10. Southernmost House - Adult Exclusive

11. Tranquility Guest House

12. Southernmost Beach Resort and Guesthouses

13. Douglas House - Adults Only

14. Duval Inn

15. Caribbean House

16. Alexander Palms Court

17. Winslow's Bungalows - Key West Historic Inns

18. Orchid Key Inn - Adults Only

19. Pegasus International Hotel

20. Seascape Tropical Inn - Adult Exclusive

Compare popular hotels in Old Town Key West

Price trends for hotels in Old Town Key West

Typical weather for Key West

Top landmarks in Old Town Key West

Southernmost Point

Ernest Hemingway Home and Museum

South Beach

Clarence S. Higgs Memorial Beach Park

Key West Butterfly and Nature Conservatory

Harry S. Truman Little White House

Key West Lighthouse and Keeper's Quarters Museum

Florida Keys Eco - Discovery Center

Check out reviews of Old Town Key West hotels guests love

The Southernmost Inn - Adults Only

Douglas House - Adults Only

Paradise Inn Key West - Adults Only

Southwinds Motel

Lighthouse Hotel - Key West Historic Inns

Heron House - Adult Only

Orchid Key Inn - Adults Only

Silver Palms Inn & Historic Homes

The Reach Key West, Curio Collection by Hilton

Keep exploring