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Hotels in Downtown Key West

October 2026
17
November 2026

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Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Where to stay in Downtown Key West?

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 hallway with a white door, a wooden bench, a blue sofa, and a staircase with a white railing.
A two-story building with a white picket fence, a mailbox, and a small tree in front.

1. Duval House

Duval House
Downtown Key West
United States
Edna
$169
$212 total
includes taxes & fees
Oct 25 - Oct 26
Duval House
A spacious room with a wooden floor, white furniture, and large windows.
A paved pathway surrounded by lush greenery and palm trees.
A covered outdoor area with a table and chairs, surrounded by white railings and green foliage.
A white building with a covered porch, potted plants, and a white picket fence.

2. Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
Downtown Key West
United States
Jeff
$143
$211 total
includes taxes & fees
Oct 26 - Oct 27
Paradise Inn Key West - Adults Only
A balcony with a view of a street, a bench, and a potted plant.
A bar area with a Pegasus International Hotel sign, round tables, and metal chairs.
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.

3. Pegasus International Hotel

Pegasus International Hotel
Downtown Key West
United States
Catherine
$180
$253 total
includes taxes & fees
Nov 1 - Nov 2
Pegasus International Hotel
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 pool area with lounge chairs and candles, surrounded by palm trees and a building in the background.
A wooden door with glass panels, leading to an interior space with furniture and plants.

4. Tropical Inn

Tropical Inn
Downtown Key West
United States
April
$203
$253 total
includes taxes & fees
Oct 29 - Oct 30
Tropical Inn
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 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.

5. Heron House - Adult Only

Heron House - Adult Only
Downtown Key West
United States
colleen
$175
$232 total
includes taxes & fees
Oct 25 - Oct 26
Heron House - Adult Only
A poolside area with lounge chairs, a small pool, and a white building with a balcony.
A bedroom with a bed, a ceiling fan, a window with blinds, a painting, and a nightstand with a lamp.
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.

6. Seascape Tropical Inn - Adult Exclusive

Seascape Tropical Inn - Adult Exclusive
Downtown Key West
United States
Keegan
$190
$264 total
includes taxes & fees
Nov 1 - Nov 2
Seascape Tropical Inn - Adult Exclusive
A pool area with lounge chairs, a white fence, and tropical plants.
A wooden deck with a hot tub, surrounded by tropical vegetation and a bungalow-style house with a sloped roof.
A row of bicycles with baskets parked under a tree.
A two-story house with a balcony, a front porch with chairs, and a staircase leading to the upper level.

7. Wicker Guesthouse

Wicker Guesthouse
Downtown Key West
United States
Susan
$229
$258 total
includes taxes & fees
Oct 25 - Oct 26
Wicker Guesthouse
A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.
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.
A swimming pool with lounge chairs, surrounded by palm trees and greenery.

8. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Downtown Key West
United States
Bridget
$278
$313 total
includes taxes & fees
Oct 27 - Oct 28
Almond Tree Inn Hotel - Adults Only
A breakfast setup with wine bottles, fruits, and pastries on a tray by a door with a view of a staircase and greenery.
A patio with sun loungers, a table with an umbrella, and potted plants.
A pool area with lounge chairs, a wicker basket, and a staircase leading to an upper level.
A white building with a grey roof, surrounded by potted plants and a blue umbrella.

9. The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
Downtown Key West
United States
Michael
$176
$243 total
includes taxes & fees
Oct 27 - Oct 28
The Cabana Inn Key West - Adults Only
A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.
A poolside area with lounge chairs and umbrellas, a bar, and a staircase leading to a house.
A garden with a statue of two figures, lush greenery, and a building in the background.
A waterfront property with a white facade, palm trees, and a street view.

10. Duval Inn

Duval Inn
Downtown Key West
United States
Jane
$239
$320 total
includes taxes & fees
Oct 25 - Oct 26
Duval Inn
A gated entrance with lush green foliage and a white picket fence.
A white colonial-style building with a balcony, surrounded by palm trees and a white picket fence.
A hotel room with a large bed, two bedside tables, a ceiling fan, and two framed pictures on the wall.
A swimming pool with lounge chairs, a covered deck, and a view of lush greenery.

11. Coco Plum Inn

Coco Plum Inn
Downtown Key West
United States
Chris
$239
$269 total
includes taxes & fees
Oct 18 - Oct 19
Coco Plum Inn
A gated entrance to Villas Key West with a brick pathway leading to the gate.
A covered entrance with a brick pathway leading to a gated area, surrounded by lush greenery and plants.
A house with a porch, a table, and a door with a number '6'.
A swimming pool with a hot tub, surrounded by a wooden deck and lush greenery.

12. Key West Villas

Key West Villas
Downtown Key West
United States
Mackenzie
$349
$393 total
includes taxes & fees
Nov 2 - Nov 3
Key West Villas
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.
A bar area with a counter, chairs, and a clock.
A colonial-style building with a porch, surrounded by lush tropical vegetation.
A couple walking along a poolside pathway surrounded by lush greenery.

13. The Gardens Hotel

The Gardens Hotel
Downtown Key West
United States
Kathleen
$359
$404 total
includes taxes & fees
Oct 26 - Oct 27
The Gardens Hotel
A pool area with lounge chairs, a staircase leading to a house, and lush greenery.
A building with a covered entrance, surrounded by dense foliage.
A bakery display with various pastries and desserts, including cakes and muffins, covered with glass domes.
A bedroom with a large bed, a window with blinds, a bedside table, and a nightstand.

14. Andrews Inn & Garden Cottages

Andrews Inn & Garden Cottages
Downtown Key West
United States
Leigh
$294
$357 total
includes taxes & fees
Oct 19 - Oct 20
Andrews Inn & Garden Cottages
A covered porch with white railings, wooden benches, and a hanging light fixture.
A living room with a large mirror, a wicker chair, a television on a wooden cabinet, and a window with a view of palm trees.
A bedroom with a four-poster bed, a wicker chair, a wooden dresser, and a television.
A pool area with lounge chairs and a small palm tree.

15. Marrero's Guest Mansion

Marrero's Guest Mansion
Downtown Key West
United States
Scott
$354
$398 total
includes taxes & fees
Oct 25 - Oct 26
Marrero's Guest Mansion
A view through white blinds of a swimming pool area with a hot tub, surrounded by palm trees and a white fence.
A single-story house with a porch and a small staircase leading to the front door.
A house with a beige exterior, white porch railing, and a number '832' on a post.
A living room with a gray sofa, a coffee table, and a red chair. There is a ceiling fan and a window with blinds.

16. Poolside Retreat by Brightwild Cottage w Pool

Poolside Retreat by Brightwild Cottage w Pool
Downtown Key West
United States
Julia
$268
$490 total
includes taxes & fees
Nov 17 - Nov 18
Poolside Retreat by Brightwild Cottage w Pool
A modern house with a swimming pool, a balcony, and a well-maintained garden.
A modern building with a concrete facade, a large window, and a gated entrance.
A small outdoor seating area with two white chairs and a table, enclosed by a wall with climbing plants.
A modern kitchen with a stainless steel sink, a dining area with chairs, and a glass door leading to an outdoor space.

17. Contra House Key West

Contra House Key West
Downtown Key West
United States
Rosalie
$707
$1,195 total
includes taxes & fees
Oct 19 - Oct 20
Contra House Key West
A pool area with a washing machine, chairs, and an umbrella.
A bedroom with a bed, bedside tables, and a wall-mounted lamp.
A single-story house with a front porch, a small staircase, and a white fence.
A front view of a house with a stacked washer and dryer unit against a white exterior wall.

18. Poolside Suite by Brightwild Pvt Pool Parking

Poolside Suite by Brightwild Pvt Pool Parking
Downtown Key West
$349
$708 total
includes taxes & fees
Nov 17 - Nov 18
Poolside Suite by Brightwild Pvt Pool Parking
A balcony with a wicker sofa and a palm tree, overlooking a street with buildings and a CVS store.
A spacious attic bedroom with a large bed, wooden flooring, and a sloped ceiling.
A narrow hallway with wooden paneling and a central walkway.
A living room with a dark leather couch, a small table with a plant, a flat-screen TV, and a dining area with a yellow chair and white table.

19. Duval Dream Loft by Brightwild Right on Duval

Duval Dream Loft by Brightwild Right on Duval
Downtown Key West
$531
$956 total
includes taxes & fees
Oct 27 - Oct 28
Duval Dream Loft by Brightwild Right on Duval
A covered outdoor patio with a pool, seating area, and lush greenery.
A kitchen with white cabinets, a granite countertop, a coffee maker, and a refrigerator.
A bedroom with a wooden bed, white bedding, a white sofa, and a white armchair.
A white house with a sign reading "Life is Good" and a solar water heater.

20. Coconut Palm by Brightwild Island Home w Pool

Coconut Palm by Brightwild Island Home w Pool
Downtown Key West
$574
$1,112 total
includes taxes & fees
Nov 17 - Nov 18
Coconut Palm by Brightwild Island Home w Pool
View all properties

Compare popular hotels in Downtown Key West

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.
Almond Tree Inn Hotel - Adults Only
10.0
Exceptional
1,001 reviews
View
A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.
Duval House
9.6
Exceptional
1,117 reviews
View
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.
The Gardens Hotel
9.8
Exceptional
1,001 reviews
View
A gated entrance with lush green foliage and a white picket fence.
Coco Plum Inn
9.4
Exceptional
566 reviews
View
A poolside area with lounge chairs, a small pool, and a white building with a balcony.
Seascape Tropical Inn - Adult Exclusive
9.0
Wonderful
483 reviews
View
Our prices for hotels in Downtown Key West are cheapest in August

Price trends for hotels in Downtown Key West

Pricing is based on two traveler single night rates
View properties in October

October

High 28°C / low 27°C. Sunny most days.
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Monthly weather averages (˚C)

Top landmarks in Downtown Key West

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

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

Jackson Square

8.8/10 (110 reviews)
Jackson Square is worth passing through for a few pics when 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 historic building with ornate architecture, a balcony, and a coat of arms.

San Carlos Institute - Casa Cuba

8.6/10 (34 reviews)
San Carlos Institute - Casa Cuba 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 Duval Street, Harry S. Truman Little White House, and Ernest Hemingway Home and Museum.
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Tennessee Williams Key West Exhibit

9.0/10 (2 reviews)
Tennessee Williams Key West Exhibit 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, Key West Lighthouse and Keeper's Quarters Museum, and Duval Street.
See properties

Check out reviews of Downtown Key West hotels guests love

A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.
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.
A swimming pool with lounge chairs, surrounded by palm trees and greenery.

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Old Town Key West

10/10 Exceptional

United States
william
Almond Tree Inn Hotel - Adults Only
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.
A bar area with a counter, chairs, and a clock.
A colonial-style building with a porch, surrounded by lush tropical vegetation.
A couple walking along a poolside pathway surrounded by lush greenery.

The Gardens Hotel

The Gardens Hotel
Old Town Key West

10/10 Exceptional

United States
Anonymous traveler
The Gardens Hotel
A pool area with lounge chairs and a table, surrounded by palm trees.
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.
A building with a neon sign that reads "Orchid Key Inn."
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.

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
Old Town Key West

10/10 Exceptional

United States
Courtney
Orchid Key Inn - Adults Only
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 large, two-story building with a balcony, surrounded by dense tropical foliage.
A wooden deck with lush greenery and a pool area.

Douglas House - Adults Only

Douglas House - Adults Only
Old Town Key West

10/10 Exceptional

United States
Anthony
Douglas House - Adults Only
A gated entrance to Villas Key West with a brick pathway leading to the gate.
A covered entrance with a brick pathway leading to a gated area, surrounded by lush greenery and plants.
A house with a porch, a table, and a door with a number '6'.
A swimming pool with a hot tub, surrounded by a wooden deck and lush greenery.

Key West Villas

Key West Villas
Old Town Key West

10/10 Exceptional

United States
Thys
Key West Villas
A porch with a white railing, a bench, and a flag.
A two-story white house with green shutters, a wooden door, and a white picket fence.
A living room with a sofa, a glass coffee table, a TV, and a painting on the wall.
A pool area with lounge chairs and a dining table, surrounded by palm trees and a house with a porch.

The Conch House Heritage Inn

The Conch House Heritage Inn
Old Town Key West

10/10 Exceptional

United States
Nicholas
The Conch House Heritage Inn
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 hallway with a white door, a wooden bench, a blue sofa, and a staircase with a white railing.
A two-story building with a white picket fence, a mailbox, and a small tree in front.

Duval House

Duval House
Old Town Key West

10/10 Exceptional

United States
Sarah
Duval House
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 pool area with lounge chairs and candles, surrounded by palm trees and a building in the background.
A wooden door with glass panels, leading to an interior space with furniture and plants.

Tropical Inn

Tropical Inn
Old Town Key West

10/10 Exceptional

United States
Michael
Tropical Inn
A gated entrance with lush green foliage and a white picket fence.
A white colonial-style building with a balcony, surrounded by palm trees and a white picket fence.
A hotel room with a large bed, two bedside tables, a ceiling fan, and two framed pictures on the wall.
A swimming pool with lounge chairs, a covered deck, and a view of lush greenery.

Coco Plum Inn

Coco Plum Inn
Old Town Key West

10/10 Exceptional

United States
Phil
Coco Plum Inn
A covered porch with white railings, wooden benches, and a hanging light fixture.
A living room with a large mirror, a wicker chair, a television on a wooden cabinet, and a window with a view of palm trees.
A bedroom with a four-poster bed, a wicker chair, a wooden dresser, and a television.
A pool area with lounge chairs and a small palm tree.

Marrero's Guest Mansion

Marrero's Guest Mansion
Old Town Key West

10/10 Exceptional

United States
ROBERT
Marrero's Guest Mansion
A spacious room with a wooden floor, white furniture, and large windows.
A paved pathway surrounded by lush greenery and palm trees.
A covered outdoor area with a table and chairs, surrounded by white railings and green foliage.
A white building with a covered porch, potted plants, and a white picket fence.

Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
Old Town Key West

10/10 Exceptional

United States
Lisa
Paradise Inn Key West - Adults Only
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 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.

Heron House - Adult Only

Heron House - Adult Only
Old Town Key West

10/10 Exceptional

United States
Scott
Heron House - Adult Only
A poolside area with lounge chairs, a small pool, and a white building with a balcony.
A bedroom with a bed, a ceiling fan, a window with blinds, a painting, and a nightstand with a lamp.
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.

Seascape Tropical Inn - Adult Exclusive

Seascape Tropical Inn - Adult Exclusive
Old Town Key West

10/10 Exceptional

United States
Anonymous traveler
Seascape Tropical Inn - Adult Exclusive
A pool area with lounge chairs, a staircase leading to a house, and lush greenery.
A building with a covered entrance, surrounded by dense foliage.
A bakery display with various pastries and desserts, including cakes and muffins, covered with glass domes.
A bedroom with a large bed, a window with blinds, a bedside table, and a nightstand.

Andrews Inn & Garden Cottages

Andrews Inn & Garden Cottages
Old Town Key West

10/10 Exceptional

United States
Charles
Andrews Inn & Garden Cottages
A breakfast setup with wine bottles, fruits, and pastries on a tray by a door with a view of a staircase and greenery.
A patio with sun loungers, a table with an umbrella, and potted plants.
A pool area with lounge chairs, a wicker basket, and a staircase leading to an upper level.
A white building with a grey roof, surrounded by potted plants and a blue umbrella.

The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
Old Town Key West

10/10 Exceptional

United States
Michael
The Cabana Inn Key West - Adults Only
A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.
A poolside area with lounge chairs and umbrellas, a bar, and a staircase leading to a house.
A garden with a statue of two figures, lush greenery, and a building in the background.
A waterfront property with a white facade, palm trees, and a street view.

Duval Inn

Duval Inn
Old Town Key West

10/10 Exceptional

United States
Lisa
Duval Inn
A pool area with lounge chairs, a white fence, and tropical plants.
A wooden deck with a hot tub, surrounded by tropical vegetation and a bungalow-style house with a sloped roof.
A row of bicycles with baskets parked under a tree.
A two-story house with a balcony, a front porch with chairs, and a staircase leading to the upper level.

Wicker Guesthouse

Wicker Guesthouse
Old Town Key West

10/10 Exceptional

United States
Denise
Wicker Guesthouse
A balcony with a view of a street, a bench, and a potted plant.
A bar area with a Pegasus International Hotel sign, round tables, and metal chairs.
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.

Pegasus International Hotel

Pegasus International Hotel
Old Town Key West

10/10 Exceptional

United States
Clifton
Pegasus International Hotel
A modern house with a swimming pool, a balcony, and a well-maintained garden.
A modern building with a concrete facade, a large window, and a gated entrance.
A small outdoor seating area with two white chairs and a table, enclosed by a wall with climbing plants.
A modern kitchen with a stainless steel sink, a dining area with chairs, and a glass door leading to an outdoor space.

Contra House Key West

Contra House Key West
Old Town Key West

8/10 Very good

United States
Rosalie
Contra House Key West