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Hotels in Downtown Key West

November 2026
December 2026

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This weekend
Oct 23 - Oct 25
Next weekend
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 two-story building with a white picket fence, a mailbox, and a small tree in front.
A hallway with a white door, a wooden bench, a blue sofa, and a staircase with a white railing.
A swimming pool with a mural of a dolphin and a butterfly, surrounded by lounge chairs and palm trees.

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 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.

2. Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
Downtown Key West
United States
Jeff
$137
$204 total
includes taxes & fees
Oct 26 - Oct 27
Paradise Inn Key West - Adults Only
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 hotel entrance with a sign reading "Heron House Office."
A two-story house with a balcony, surrounded by palm trees and a clear blue sky.

3. Heron House - Adult Only

Heron House - Adult Only
Downtown Key West
United States
colleen
$159
$213 total
includes taxes & fees
Oct 25 - Oct 26
Heron House - Adult Only
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

Tropical Inn
Downtown Key West
United States
April
$203
$253 total
includes taxes & fees
Oct 29 - Oct 30
Tropical Inn
A balcony with a view of a street, a bench, and a potted plant.
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.
A multi-story building with a ground-level commercial space featuring a brightly lit storefront.

5. 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 breakfast setup with wine bottles, fruits, and pastries on a tray by a door with a view of a staircase and greenery.
A spacious kitchen with wooden cabinets and a dining area with a round table and chairs.
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.

6. 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 25 - Oct 26
The Cabana Inn Key West - Adults Only
A pool area with lounge chairs, a white fence, and tropical plants.
A two-story house with a balcony, a front porch with chairs, and a staircase leading to the upper level.
A King Room at An Island Oasis with a large bed, dresser, and a mirror.
A row of bicycles with baskets parked under a tree.

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 swimming pool with lounge chairs, surrounded by palm trees and greenery.
A reception area with a wooden herringbone wall, teal chairs, a wooden bench, and two framed sunset paintings.

8. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Downtown Key West
United States
Bridget
$275
$310 total
includes taxes & fees
Oct 25 - Oct 26
Almond Tree Inn Hotel - Adults Only
A poolside area with lounge chairs, a small pool, and a white building with a balcony.
A reception area with a wooden reception desk, a brown leather couch, and a mural of palm trees on the wall.
A pool area with lounge chairs, a hot tub, and a deck with a railing.
A bedroom with a bed, a ceiling fan, a window with blinds, a painting, and a nightstand with a lamp.

9. 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 gated entrance with lush green foliage 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.
A white colonial-style building with a balcony, surrounded by palm trees and a white picket fence.

10. Coco Plum Inn

Coco Plum Inn
Downtown Key West
United States
Chris
$239
$269 total
includes taxes & fees
Oct 20 - Oct 21
Coco Plum Inn
A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.
A bedroom with a large bed, wooden headboard, two bedside lamps, and a floral wall art piece.
A garden with a statue of two figures, lush greenery, and a building in the background.
A poolside area with lounge chairs and umbrellas, a bar, and a staircase leading to a house.

11. Duval Inn

Duval Inn
Downtown Key West
United States
Jane
$229
$308 total
includes taxes & fees
Nov 1 - Nov 2
Duval Inn
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.
A bedroom with a large bed, a television on a dresser, and a view of the outdoors through a sliding door.
A bar area with a counter, chairs, and a clock.
A colonial-style building with a porch, surrounded by lush tropical vegetation.

12. The Gardens Hotel

The Gardens Hotel
Downtown Key West
United States
Kathleen
$299
$336 total
includes taxes & fees
Oct 27 - Oct 28
The Gardens Hotel
A pool area with lounge chairs, a staircase leading to a house, and lush greenery.
A bedroom with a large bed, a window with blinds, a bedside table, and a nightstand.
A bakery display with various pastries and desserts, including cakes and muffins, covered with glass domes.
A glass-top table with wicker chairs, a potted plant, and a bamboo fence in a covered outdoor area.

13. Andrews Inn & Garden Cottages

Andrews Inn & Garden Cottages
Downtown Key West
United States
Leigh
$258
$314 total
includes taxes & fees
Oct 26 - Oct 27
Andrews Inn & Garden Cottages
A gated entrance to Villas Key West with a brick pathway leading to the gate.
A covered porch with wicker furniture, a large potted plant, and a sign for Villas Key West.
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'.

14. Key West Villas

Key West Villas
Downtown Key West
United States
Mackenzie
$339
$381 total
includes taxes & fees
Nov 18 - Nov 19
Key West Villas
A covered porch with white railings, wooden benches, and a hanging light fixture.
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.
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.

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 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.
A living room with a sofa, armchair, and a TV stand with a flat-screen TV.

16. Poolside Retreat by Brightwild Cottage w Pool

Poolside Retreat by Brightwild Cottage w Pool
Downtown Key West
United States
Julia
$275
$499 total
includes taxes & fees
Nov 18 - Nov 19
Poolside Retreat by Brightwild Cottage w Pool
A modern house with a swimming pool, a balcony, and a well-maintained garden.
A modern kitchen with a stainless steel sink, a dining area with chairs, and a glass door leading to an outdoor space.
A small outdoor seating area with two white chairs and a table, enclosed by a wall with climbing plants.
A modern building with a concrete facade, a large window, and a gated entrance.

17. Contra House Key West

Contra House Key West
Downtown Key West
United States
Rosalie
$825
$1,328 total
includes taxes & fees
Oct 25 - Oct 26
Contra House Key West
A balcony with a wicker sofa and a palm tree, overlooking a street with buildings and a CVS store.
A living room with a brown leather sofa, a dining area with a table and chairs, and a kitchen with white cabinets and blue tiles.
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.
A spacious attic bedroom with a large bed, wooden flooring, and a sloped ceiling.

18. 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 28 - Oct 29
Duval Dream Loft by Brightwild Right on Duval
A pool area with a washing machine, chairs, and an umbrella.
A spacious kitchen with a large island, wooden cabinets, and a ceiling fan.
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.

19. Poolside Suite by Brightwild Pvt Pool Parking

Poolside Suite by Brightwild Pvt Pool Parking
Downtown Key West
$359
$719 total
includes taxes & fees
Nov 18 - Nov 19
Poolside Suite by Brightwild Pvt Pool Parking
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 backyard with a swimming pool, lounge chairs, and a barbecue grill.

20. Coconut Palm by Brightwild Island Home w Pool

Coconut Palm by Brightwild Island Home w Pool
Downtown Key West
$654
$1,202 total
includes taxes & fees
Oct 27 - Oct 28
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 wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.
Duval House
9.6
Exceptional
1,119 reviews
View
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
1,002 reviews
View
A gated entrance to Villas Key West with a brick pathway leading to the gate.
Key West Villas
9.8
Exceptional
279 reviews
View
A spacious room with a wooden floor, white furniture, and large windows.
Paradise Inn Key West - Adults Only
9.2
Wonderful
1,000 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 swimming pool with lounge chairs, surrounded by palm trees and greenery.
A reception area with a wooden herringbone wall, teal chairs, a wooden bench, and two framed sunset paintings.

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 bedroom with a large bed, a television on a dresser, and a view of the outdoors through a sliding door.
A bar area with a counter, chairs, and a clock.
A colonial-style building with a porch, surrounded by lush tropical vegetation.

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

Douglas House - Adults Only

Douglas House - Adults Only
Old Town Key West

10/10 Exceptional

United States
Anthony
Douglas House - Adults Only
A modern outdoor area with a pool, lounge chairs, and a bar area.
A modern hotel with a prominent glass facade, palm trees, and a clear sky.
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 room with a bed, sofa, coffee table, and artwork.

H2O Suites - Adults Only

H2O Suites - Adults Only
Old Town Key West

10/10 Exceptional

United States
Erin
H2O Suites - Adults Only
A gated entrance to Villas Key West with a brick pathway leading to the gate.
A covered porch with wicker furniture, a large potted plant, and a sign for Villas Key West.
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'.

Key West Villas

Key West Villas
Old Town Key West

10/10 Exceptional

United States
Thys
Key West Villas
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 hallway with a white door, a wooden bench, a blue sofa, and a staircase with a white railing.
A swimming pool with a mural of a dolphin and a butterfly, surrounded by lounge chairs and palm trees.

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 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.

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 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.
A white colonial-style building with a balcony, surrounded by palm trees and a white picket fence.

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 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.
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.

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 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.

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 bedroom with a large bed, a view of a swimming pool, and an open door leading to an outdoor seating area.
A hotel entrance with a sign reading "Heron House Office."
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 reception area with a wooden reception desk, a brown leather couch, and a mural of palm trees on the wall.
A pool area with lounge chairs, a hot tub, and a deck with a railing.
A bedroom with a bed, a ceiling fan, a window with blinds, a painting, and a nightstand with a lamp.

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 bedroom with a large bed, a window with blinds, a bedside table, and a nightstand.
A bakery display with various pastries and desserts, including cakes and muffins, covered with glass domes.
A glass-top table with wicker chairs, a potted plant, and a bamboo fence in a covered outdoor area.

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 spacious kitchen with wooden cabinets and a dining area with a round table and chairs.
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.

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 bedroom with a large bed, wooden headboard, two bedside lamps, and a floral wall art piece.
A garden with a statue of two figures, lush greenery, and a building in the background.
A poolside area with lounge chairs and umbrellas, a bar, and a staircase leading to a house.

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 two-story house with a balcony, a front porch with chairs, and a staircase leading to the upper level.
A King Room at An Island Oasis with a large bed, dresser, and a mirror.
A row of bicycles with baskets parked under a tree.

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 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.
A multi-story building with a ground-level commercial space featuring a brightly lit storefront.

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 kitchen with a stainless steel sink, a dining area with chairs, and a glass door leading to an outdoor space.
A small outdoor seating area with two white chairs and a table, enclosed by a wall with climbing plants.
A modern building with a concrete facade, a large window, and a gated entrance.

Contra House Key West

Contra House Key West
Old Town Key West

8/10 Very good

United States
Rosalie
Contra House Key West