Hotels logo

Hotels in Downtown Key West

October 2026
November 2026

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

This weekend
Oct 2 - Oct 4
Next weekend
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 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
Michele
$99
$133 total
includes taxes & fees
Oct 1 - Oct 2
Duval House
A bedroom with a four-poster bed, a wooden desk, wicker chairs, and a view of the outdoors.
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.
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.

2. Tropical Inn

Tropical Inn
Downtown Key West
United States
Robb
$139
$182 total
includes taxes & fees
Oct 1 - Oct 2
Tropical Inn
A spacious room with a wooden floor, white furniture, and large windows.
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.
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.

3. 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 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.

4. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Downtown Key West
United States
mario
$184
$207 total
includes taxes & fees
Sep 30 - Oct 1
Almond Tree Inn Hotel - 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 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 30 - Oct 1
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 reception area with a wooden reception desk, a brown leather couch, and a mural of palm trees on the wall.
A white building with a sign reading "The StarCare Inn" and a "No Vacancies" sign.

6. 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 poolside area with lounge chairs and umbrellas, a bar, and a staircase leading to a house.
A bedroom with a large bed, wooden headboard, two bedside lamps, and a floral wall art piece.

7. Duval Inn

Duval Inn
Downtown Key West
United States
Jane
$107
$171 total
includes taxes & fees
Oct 1 - Oct 2
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 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.

8. Wicker Guesthouse

Wicker Guesthouse
Downtown Key West
United States
Susan
$152
$171 total
includes taxes & fees
Sep 30 - Oct 1
Wicker Guesthouse
A balcony with a view of a street, a bench, and a potted plant.
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.
A reception desk with clocks, a Pegasus International Hotel sign, and a computer monitor.

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 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.

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 30 - Oct 1
The Cabana Inn Key West - 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.

11. Key West Villas

Key West Villas
Downtown Key West
United States
Sarah
$229
$258 total
includes taxes & fees
Oct 4 - Oct 5
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 swimming pool with lounge chairs, a covered deck, and a view of lush greenery.

12. Coco Plum Inn

Coco Plum Inn
Downtown Key West
United States
julie
$152
$171 total
includes taxes & fees
Sep 30 - Oct 1
Coco Plum Inn
A pool area with lounge chairs, a staircase leading to a house, and lush greenery.
A glass-top table with wicker chairs, a potted plant, and a bamboo fence in a covered outdoor area.
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.

13. Andrews Inn & Garden Cottages

Andrews Inn & Garden Cottages
Downtown Key West
United States
Leigh
$211
$257 total
includes taxes & fees
Sep 30 - Oct 1
Andrews Inn & Garden Cottages
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.
A colonial-style building with a porch, surrounded by lush tropical vegetation.
A bar area with a counter, chairs, and a clock.
A couple walking along a poolside pathway surrounded by lush greenery.

14. The Gardens Hotel

The Gardens Hotel
Downtown Key West
United States
Kathleen
$296
$333 total
includes taxes & fees
Oct 1 - Oct 2
The Gardens Hotel
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 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.

15. Marrero's Guest Mansion

Marrero's Guest Mansion
Downtown Key West
United States
Scott
$274
$308 total
includes taxes & fees
Sep 30 - Oct 1
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 living room with a gray sofa, a coffee table, and a red chair. There is a ceiling fan and a window with blinds.
A house with a beige exterior, white porch railing, and a number '832' on a post.
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 hotel room with a bed, a bedside lamp, a door leading to a bathroom, and a wall-mounted light fixture.

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 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
$352
$775 total
includes taxes & fees
Sep 30 - Oct 1
Duval Dream Loft by Brightwild Right on Duval
A modern kitchen with a large island, built-in appliances, and pendant lighting.
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".
A modern bedroom with a bed, two gray sofas, a coffee table, and a ceiling fan.

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 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
1,007 reviews
View
A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.
Duval House
9.6
Exceptional
1,105 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
440 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
1,005 reviews
View
A spacious room with a wooden floor, white furniture, and large windows.
Paradise Inn Key West - Adults Only
9.2
Wonderful
1,002 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.
29°
28°
28°
27°
26°
24°
24°
22°
23°
21°
23°
21°
24°
22°
26°
24°
27°
26°
29°
27°
29°
28°
30°
28°
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.
See properties
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?
See properties
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.
See properties

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 colonial-style building with a porch, surrounded by lush tropical vegetation.
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 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 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.
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.

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 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 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 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.
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.

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 covered outdoor dining area with white chairs and tables, surrounded by lush greenery and a wooden deck.
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 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.

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 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.
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 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 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 reception area with a wooden reception desk, a brown leather couch, and a mural of palm trees on the wall.
A white building with a sign reading "The StarCare Inn" and a "No Vacancies" sign.

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 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 pool area with lounge chairs, a staircase leading to a house, and lush greenery.
A glass-top table with wicker chairs, a potted plant, and a bamboo fence in a covered outdoor area.
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.

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 poolside area with lounge chairs and umbrellas, a bar, and a staircase leading to a house.
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 two-story house with a balcony, a front porch with chairs, and a staircase leading to the upper level.
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.

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 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.
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 modern kitchen with a stainless steel sink, a dining area with chairs, and a glass door leading to an outdoor space.
A hotel room with a bed, a bedside lamp, a door leading to a bathroom, and a wall-mounted light fixture.

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.
An outdoor seating area with a modern fire feature, surrounded by lush greenery and palm trees.
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.

H2O Suites - Adults Only

H2O Suites - Adults Only
Old Town Key West

10/10 Exceptional

United States
Erin
H2O Suites - Adults Only