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Hotels in Downtown Key West

October 2026
5
November 2026

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This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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 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.
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
Michele
$139
$178 total
includes taxes & fees
Oct 14 - Oct 15
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 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 covered outdoor area with a table and chairs, surrounded by white railings and green foliage.

2. Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
Downtown Key West
United States
Paul
$160
$230 total
includes taxes & fees
Oct 13 - Oct 14
Paradise Inn Key West - Adults Only
A pool area with lounge chairs, a white fence, and tropical plants.
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.
A King Room at An Island Oasis with a large bed, dresser, and a mirror.

3. Wicker Guesthouse

Wicker Guesthouse
Downtown Key West
United States
Susan
$165
$186 total
includes taxes & fees
Oct 6 - Oct 7
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 hotel lobby with a bar area, seating, and a fireplace.
A multi-story building with a ground-level commercial space featuring a brightly lit storefront.

4. Pegasus International Hotel

Pegasus International Hotel
Downtown Key West
United States
Catherine
$118
$184 total
includes taxes & fees
Oct 7 - Oct 8
Pegasus International Hotel
A bedroom with a four-poster bed, a wooden desk, wicker chairs, and a view of the outdoors.
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 wooden door with glass panels, leading to an interior space with furniture and plants.
A pool area with lounge chairs and candles, surrounded by palm trees and a building in the background.

5. Tropical Inn

Tropical Inn
Downtown Key West
United States
Robb
$173
$219 total
includes taxes & fees
Oct 6 - Oct 7
Tropical Inn
A wooden deck with wicker furniture, a white staircase, and a lush garden area.
A hotel entrance with a sign reading "Heron House Office."
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.

6. Heron House - Adult Only

Heron House - Adult Only
Downtown Key West
United States
colleen
$120
$169 total
includes taxes & fees
Oct 6 - Oct 7
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 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.

7. Seascape Tropical Inn - Adult Exclusive

Seascape Tropical Inn - Adult Exclusive
Downtown Key West
United States
Angela
$120
$186 total
includes taxes & fees
Oct 7 - Oct 8
Seascape Tropical Inn - Adult Exclusive
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 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.

8. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Downtown Key West
United States
Holly
$224
$252 total
includes taxes & fees
Oct 6 - Oct 7
Almond Tree Inn Hotel - Adults Only
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 waterfront property with a white facade, palm trees, and a street view.
A poolside area with lounge chairs and umbrellas, a bar, and a staircase leading to a house.

9. Duval Inn

Duval Inn
Downtown Key West
United States
Jane
$134
$201 total
includes taxes & fees
Oct 8 - Oct 9
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 couple walking along a poolside pathway surrounded by lush greenery.

10. The Gardens Hotel

The Gardens Hotel
Downtown Key West
United States
Kathleen
$254
$286 total
includes taxes & fees
Oct 6 - Oct 7
The Gardens Hotel
A gated entrance to Villas Key West with a brick pathway leading to the gate.
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.
A covered porch with wicker furniture, a large potted plant, and a sign for Villas Key West.

11. Key West Villas

Key West Villas
Downtown Key West
United States
Sarah
$229
$258 total
includes taxes & fees
Oct 8 - Oct 9
Key West Villas
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 covered outdoor dining area with white chairs and tables, surrounded by lush greenery and a wooden deck.
A white colonial-style building with a balcony, surrounded by palm trees and a white picket fence.

12. Coco Plum Inn

Coco Plum Inn
Downtown Key West
United States
julie
$161
$181 total
includes taxes & fees
Oct 12 - Oct 13
Coco Plum Inn
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 building with a covered entrance, surrounded by dense foliage.
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
$235
$285 total
includes taxes & fees
Oct 6 - Oct 7
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 white building with a grey roof, surrounded by potted plants and a blue umbrella.
A pool area with lounge chairs, a wicker basket, and a staircase leading to an upper level.
A spacious kitchen with wooden cabinets and a dining area with a round table and chairs.

14. The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
Downtown Key West
United States
Michael
$186
$254 total
includes taxes & fees
Oct 12 - Oct 13
The Cabana Inn Key West - Adults Only
A covered porch with white railings, wooden benches, and a hanging light fixture.
A sign for Marrero's Guest Mansion in Key West, FL, by Verdigris Hotels.
A bedroom with a four-poster bed, a wicker chair, a wooden dresser, and a television.
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
$314
$353 total
includes taxes & fees
Oct 7 - Oct 8
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 living room with a sofa, armchair, and a TV stand with a flat-screen TV.
A house with a beige exterior, white porch railing, and a number '832' on a post.

16. Poolside Retreat by Brightwild Cottage w Pool

Poolside Retreat by Brightwild Cottage w Pool
Downtown Key West
United States
Julia
$196
$419 total
includes taxes & fees
Oct 11 - Oct 12
Poolside Retreat by Brightwild Cottage w Pool
A modern house with a swimming pool, a balcony, and a well-maintained garden.
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.
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
$707
$1,195 total
includes taxes & fees
Oct 11 - Oct 12
Contra House Key West
A pool area with a washing machine, chairs, and an umbrella.
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.
A spacious kitchen with a large island, wooden cabinets, and a ceiling fan.

18. Poolside Suite by Brightwild Pvt Pool Parking

Poolside Suite by Brightwild Pvt Pool Parking
Downtown Key West
$316
$688 total
includes taxes & fees
Oct 11 - Oct 12
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 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.
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.

19. Duval Dream Loft by Brightwild Right on Duval

Duval Dream Loft by Brightwild Right on Duval
Downtown Key West
$411
$841 total
includes taxes & fees
Oct 6 - Oct 7
Duval Dream Loft by Brightwild Right on Duval
A covered outdoor patio with a pool, seating area, and lush greenery.
A white house with a sign reading "Life is Good" and a solar water heater.
A kitchen with white cabinets, a granite countertop, a coffee maker, and a refrigerator.
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
$457
$1,005 total
includes taxes & fees
Oct 6 - Oct 7
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
1,106 reviews
View
A pool area with lounge chairs, a white fence, and tropical plants.
Wicker Guesthouse
8.6
Excellent
1,003 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
482 reviews
View
A breakfast setup with wine bottles, fruits, and pastries on a tray by a door with a view of a staircase and greenery.
The Cabana Inn Key West - Adults Only
9.0
Wonderful
1,000 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
1,001 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 bottle of Marc's Reserve 12 FL. OZ. on a coaster with a metal table.
A potted yellow orchid plant in a garden setting with a brick pathway, palm trees, and a white building in the background.
A front door with purple shutters, a small porch, and a doormat with 'The Artist House Circa 1890' text.
A pool with a lion head sculpture in the center.

Artist House Key West

Artist House Key West
Key West Historic District

10/10 Exceptional

United States
Anonymous traveler
Artist House Key West
A two-story house with a covered porch, a brick pathway, and a large tree.
A restaurant with multiple tables set for dining, a wine bottle, and a glass of wine on the table.
A hotel room with two beds, a ceiling fan, a large window with a view of palm trees, and a painting on the wall.
A covered porch with white wicker furniture and a blue floor, surrounded by lush tropical plants.

The Marquesa Hotel

The Marquesa Hotel
Old Town Key West

10/10 Exceptional

United States
David
The Marquesa Hotel
A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.
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.
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 poolside area with lounge chairs, umbrellas, and a pergola.
A wooden bench with a cushion and a small table, surrounded by bamboo plants and a wooden deck.
An open door leading to a pool area with a wicker chair and a sofa inside a room with a view of the pool.
A living room with a spiral staircase, a sofa, a chair, a coffee table, and a view of an outdoor seating area.

Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns
Old Town Key West

10/10 Exceptional

United States
Cara
Ella's Cottages - Key West Historic Inns
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 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.

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 building with a covered entrance, surrounded by dense foliage.
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 white building with a grey roof, surrounded by potted plants and a blue umbrella.
A pool area with lounge chairs, a wicker basket, and a staircase leading to an upper level.
A spacious kitchen with wooden cabinets and a dining area with a round table and chairs.

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 pool area with lounge chairs, a white fence, and tropical plants.
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.
A King Room at An Island Oasis with a large bed, dresser, and a mirror.

Wicker Guesthouse

Wicker Guesthouse
Old Town Key West

10/10 Exceptional

United States
Denise
Wicker Guesthouse
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 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.

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 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 gated entrance to Villas Key West with a brick pathway leading to the gate.
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.
A covered porch with wicker furniture, a large potted plant, and a sign for Villas Key West.

Key West Villas

Key West Villas
Old Town Key West

10/10 Exceptional

United States
Thys
Key West Villas
A modern house with a swimming pool, a balcony, and a well-maintained garden.
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.
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
A bedroom with a four-poster bed, a wooden desk, wicker chairs, and a view of the outdoors.
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 wooden door with glass panels, leading to an interior space with furniture and plants.
A pool area with lounge chairs and candles, surrounded by palm trees and a building in the background.

Tropical Inn

Tropical Inn
Old Town Key West

10/10 Exceptional

United States
Michael
Tropical Inn
A spacious room with a wooden floor, white furniture, and large windows.
A paved pathway surrounded by lush greenery and palm trees.
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 covered outdoor area with a table and chairs, surrounded by white railings and green foliage.

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

Heron House - Adult Only

Heron House - Adult Only
Old Town Key West

10/10 Exceptional

United States
Scott
Heron House - Adult Only
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 covered outdoor dining area with white chairs and tables, surrounded by lush greenery and a wooden deck.
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 sign for Marrero's Guest Mansion in Key West, FL, by Verdigris Hotels.
A bedroom with a four-poster bed, a wicker chair, a wooden dresser, and a television.
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 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 waterfront property with a white facade, palm trees, and a street view.
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