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Hotels in Downtown Key West

October 2026
November 2026

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Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

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 two-story building with a white picket fence, a mailbox, and a small tree in front.
A lush garden with a variety of tropical plants and a paved walkway.

1. Duval House

Duval House
Downtown Key West
United States
Michele
$108
$143 total
includes taxes & fees
Oct 5 - Oct 6
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 wooden door with glass panels, leading to an interior space with furniture and plants.
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.

2. Tropical Inn

Tropical Inn
Downtown Key West
United States
Robb
$109
$148 total
includes taxes & fees
Sep 28 - Sep 29
Tropical Inn
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 building with a sign reading "ALMOND Frog & Toad Inn" and a "VACANCY" sign below it.

3. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Downtown Key West
United States
mario
$161
$181 total
includes taxes & fees
Sep 30 - Oct 1
Almond Tree Inn Hotel - Adults Only
A pool area with lounge chairs, a white fence, and tropical plants.
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.
A wooden deck with a hot tub, surrounded by tropical vegetation and a bungalow-style house with a sloped roof.

4. Wicker Guesthouse

Wicker Guesthouse
Downtown Key West
United States
Susan
$165
$186 total
includes taxes & fees
Sep 28 - Sep 29
Wicker Guesthouse
A wooden deck with wicker furniture, a white staircase, and a lush garden area.
A two-story house with a balcony, surrounded by palm trees and a clear blue sky.
A bedroom with a large bed, a view of a swimming pool, and an open door leading to an outdoor seating area.
A hotel room with a large bed, a view of a swimming pool, and a balcony with outdoor seating.

5. Heron House - Adult Only

Heron House - Adult Only
Downtown Key West
United States
colleen
$116
$164 total
includes taxes & fees
Sep 27 - Sep 28
Heron House - Adult Only
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

Paradise Inn Key West - Adults Only
Downtown Key West
United States
Paul
$153
$222 total
includes taxes & fees
Sep 27 - Sep 28
Paradise Inn Key West - Adults Only
A poolside area with lounge chairs, a small pool, and a white building with a balcony.
A white building with a sign reading "The StarCare Inn" and a "No Vacancies" sign.
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.

7. Seascape Tropical Inn - Adult Exclusive

Seascape Tropical Inn - Adult Exclusive
Downtown Key West
United States
Diana
$115
$180 total
includes taxes & fees
Oct 1 - Oct 2
Seascape Tropical Inn - Adult Exclusive
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 bedroom with a large bed, wooden headboard, two bedside lamps, and a floral wall art piece.

8. Duval Inn

Duval Inn
Downtown Key West
United States
Jane
$119
$185 total
includes taxes & fees
Oct 1 - Oct 2
Duval Inn
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 multi-story building with a ground-level commercial space featuring a brightly lit storefront.
A bar area with a Pegasus International Hotel sign, round tables, and metal chairs.

9. Pegasus International Hotel

Pegasus International Hotel
Downtown Key West
United States
Jeffrey
$110
$174 total
includes taxes & fees
Oct 1 - Oct 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 white building with a grey roof, surrounded by potted plants and a blue umbrella.
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.

10. The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
Downtown Key West
United States
Michael
$149
$213 total
includes taxes & fees
Sep 27 - Sep 28
The Cabana Inn Key West - Adults 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 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.

11. Coco Plum Inn

Coco Plum Inn
Downtown Key West
United States
julie
$152
$171 total
includes taxes & fees
Sep 29 - Sep 30
Coco Plum Inn
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 covered entrance with a brick pathway leading to a gated area, surrounded by lush greenery and plants.
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
Sarah
$249
$280 total
includes taxes & fees
Oct 4 - Oct 5
Key West Villas
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
$211
$257 total
includes taxes & fees
Sep 27 - Sep 28
Andrews Inn & Garden Cottages
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.

14. Marrero's Guest Mansion

Marrero's Guest Mansion
Downtown Key West
United States
Scott
$254
$286 total
includes taxes & fees
Sep 29 - Sep 30
Marrero's Guest Mansion
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 bedroom with a large bed, a television on a dresser, and a view of the outdoors through a sliding door.
A colonial-style building with a porch, surrounded by lush tropical vegetation.

15. The Gardens Hotel

The Gardens Hotel
Downtown Key West
United States
Kathleen
$318
$357 total
includes taxes & fees
Sep 27 - Sep 28
The Gardens Hotel
A view through white blinds of a swimming pool area with a hot tub, surrounded by palm trees and a white fence.
A living room with a sofa, armchair, and a TV stand with a flat-screen TV.
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 single-story house with a porch and a small staircase leading to the front door.

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 1 - Oct 2
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 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.

17. Contra House Key West

Contra House Key West
Downtown Key West
United States
Rosalie
$707
$1,195 total
includes taxes & fees
Sep 27 - Sep 28
Contra House Key West
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 front view of a house with a stacked washer and dryer unit against a white exterior wall.
A bedroom with a bed, bedside tables, and a wall-mounted lamp.

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 1 - Oct 2
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 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.
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
$383
$809 total
includes taxes & fees
Sep 28 - Sep 29
Duval Dream Loft by Brightwild Right on Duval
A modern kitchen with a large island, built-in appliances, and pendant lighting.
A modern bedroom with a bed, two gray sofas, a coffee table, and a ceiling fan.
A modern kitchen with a central island, built-in appliances, and pendant lighting.
A two-story building with a balcony, a blue awning, and a storefront with a sign reading "Get West".

20. Cloud Suite on Duval Luxury Condo Epic Location

Cloud Suite on Duval Luxury Condo Epic Location
Downtown Key West
Canada
Marcus
$418
$835 total
includes taxes & fees
Sep 30 - Oct 1
Cloud Suite on Duval Luxury Condo Epic Location
View all properties

Compare popular hotels in Downtown Key West

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
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
1,002 reviews
View
A bedroom with a four-poster bed, a wooden desk, wicker chairs, and a view of the outdoors.
Tropical Inn
9.6
Exceptional
437 reviews
View
A gated entrance with lush green foliage and a white picket fence.
Coco Plum Inn
9.4
Exceptional
559 reviews
View
A wooden deck with wicker furniture, a white staircase, and a lush garden area.
Heron House - Adult Only
9.2
Wonderful
1,146 reviews
View
A covered porch with white railings, wooden benches, and a hanging light fixture.
Marrero's Guest Mansion
9.4
Exceptional
343 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 September

September

High 29°C / low 28°C. Sunny most days.
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Monthly weather averages (˚C)

Top landmarks in Downtown Key West

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

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 bedroom with a large bed, a television on a dresser, and a view of the outdoors through a sliding door.
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 building with a neon sign that reads "Orchid Key Inn."
A neon sign for Orchid Key Inn with a 'VACANCY' sign below it.
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 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 covered entrance with a brick pathway leading to a gated area, surrounded by lush greenery and plants.
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 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 two-story building with a white picket fence, a mailbox, and a small tree in front.
A lush garden with a variety of tropical plants and a paved walkway.

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 wooden door with glass panels, leading to an interior space with furniture and plants.
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 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 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 wooden deck with wicker furniture, a white staircase, and a lush garden area.
A two-story house with a balcony, surrounded by palm trees and a clear blue sky.
A bedroom with a large bed, a view of a swimming pool, and an open door leading to an outdoor seating area.
A hotel room with a large bed, a view of a swimming pool, and a balcony with outdoor seating.

Heron House - Adult Only

Heron House - Adult Only
Old Town Key West

10/10 Exceptional

United States
Scott
Heron House - Adult Only
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.

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 poolside area with lounge chairs, a small pool, and a white building with a balcony.
A white building with a sign reading "The StarCare Inn" and a "No Vacancies" sign.
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 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 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.

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

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 King Room at An Island Oasis with a large bed, dresser, and a mirror.
A row of bicycles with baskets parked under a tree.
A wooden deck with a hot tub, surrounded by tropical vegetation and a bungalow-style house with a sloped roof.

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

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 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.

Contra House Key West

Contra House Key West
Old Town Key West

8/10 Very good

United States
Rosalie
Contra House Key West
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 modern hotel room with a bed, sofa, coffee table, and artwork.
An outdoor seating area with a modern fire feature, surrounded by lush greenery and palm trees.

H2O Suites - Adults Only

H2O Suites - Adults Only
Old Town Key West

10/10 Exceptional

United States
Erin
H2O Suites - Adults Only