Hotels in Downtown Key West

October 2026
13
November 2026

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This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Where to stay in Downtown Key West?

1. Duval House

Duval House
Downtown Key West
United States
Edna
$179
$223 total
includes taxes & fees
Oct 26 - Oct 27
Duval House

2. Heron House - Adult Only

Heron House - Adult Only
Downtown Key West
United States
colleen
$120
$169 total
includes taxes & fees
Oct 14 - Oct 15
Heron House - Adult Only

3. Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
Downtown Key West
United States
Jeff
$143
$211 total
includes taxes & fees
Oct 26 - Oct 27
Paradise Inn Key West - Adults Only

4. Wicker Guesthouse

Wicker Guesthouse
Downtown Key West
United States
Susan
$186
$209 total
includes taxes & fees
Oct 14 - Oct 15
Wicker Guesthouse

5. Duval Inn

Duval Inn
Downtown Key West
United States
Jane
$129
$196 total
includes taxes & fees
Oct 14 - Oct 15
Duval Inn

6. Tropical Inn

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

7. Pegasus International Hotel

Pegasus International Hotel
Downtown Key West
United States
Catherine
$131
$198 total
includes taxes & fees
Oct 14 - Oct 15
Pegasus International Hotel

8. Seascape Tropical Inn - Adult Exclusive

Seascape Tropical Inn - Adult Exclusive
Downtown Key West
United States
Keegan
$150
$219 total
includes taxes & fees
Oct 14 - Oct 15
Seascape Tropical Inn - Adult Exclusive

9. The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
Downtown Key West
United States
Michael
$146
$210 total
includes taxes & fees
Oct 14 - Oct 15
The Cabana Inn Key West - Adults Only

10. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Downtown Key West
United States
Linda
$278
$313 total
includes taxes & fees
Oct 27 - Oct 28
Almond Tree Inn Hotel - Adults Only

11. Coco Plum Inn

Coco Plum Inn
Downtown Key West
United States
Chris
$189
$213 total
includes taxes & fees
Oct 14 - Oct 15
Coco Plum Inn

12. Andrews Inn & Garden Cottages

Andrews Inn & Garden Cottages
Downtown Key West
United States
Leigh
$223
$271 total
includes taxes & fees
Oct 14 - Oct 15
Andrews Inn & Garden Cottages

13. Key West Villas

Key West Villas
Downtown Key West
$289
$325 total
includes taxes & fees
Oct 15 - Oct 16
Key West Villas

14. The Gardens Hotel

The Gardens Hotel
Downtown Key West
United States
Kathleen
$359
$404 total
includes taxes & fees
Oct 26 - Oct 27
The Gardens Hotel

15. Marrero's Guest Mansion

Marrero's Guest Mansion
Downtown Key West
United States
Scott
$314
$353 total
includes taxes & fees
Oct 14 - Oct 15
Marrero's Guest Mansion

16. Poolside Retreat by Brightwild Cottage w Pool

Poolside Retreat by Brightwild Cottage w Pool
Downtown Key West
United States
Julia
$310
$538 total
includes taxes & fees
Oct 28 - Oct 29
Poolside Retreat by Brightwild Cottage w Pool

17. Contra House Key West

Contra House Key West
Downtown Key West
United States
Rosalie
$707
$1,195 total
includes taxes & fees
Oct 14 - Oct 15
Contra House Key West

18. Poolside Suite by Brightwild Pvt Pool Parking

Poolside Suite by Brightwild Pvt Pool Parking
Downtown Key West
$311
$665 total
includes taxes & fees
Oct 14 - Oct 15
Poolside Suite by Brightwild Pvt Pool Parking

19. Duval Dream Loft by Brightwild Right on Duval

Duval Dream Loft by Brightwild Right on Duval
Downtown Key West
$413
$824 total
includes taxes & fees
Oct 14 - Oct 15
Duval Dream Loft by Brightwild Right on Duval

20. Poolside Paradise by Brightwild Heated Pool

Poolside Paradise by Brightwild Heated Pool
Downtown Key West
$819
$1,426 total
includes taxes & fees
Oct 27 - Oct 28
Poolside Paradise by Brightwild Heated Pool
View all properties

Compare popular hotels in Downtown Key West

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.
Almond Tree Inn Hotel - Adults Only
10.0
Exceptional
1,004 reviews
View
A staircase with white balusters and blue steps leading to an exit.
Duval House
9.6
Exceptional
1,119 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
1,008 reviews
View
A gated entrance to Villas Key West with a brick pathway leading to the gate.
Key West Villas
9.8
Exceptional
278 reviews
View
A spacious room with a wooden floor, white furniture, and large windows.
Paradise Inn Key West - Adults Only
9.2
Wonderful
1,004 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

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

The Gardens Hotel

The Gardens Hotel
Old Town Key West

10/10 Exceptional

United States
Anonymous traveler
The Gardens Hotel

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

Douglas House - Adults Only

Douglas House - Adults Only
Old Town Key West

10/10 Exceptional

United States
Anthony
Douglas House - Adults Only

H2O Suites - Adults Only

H2O Suites - Adults Only
Old Town Key West

10/10 Exceptional

United States
Erin
H2O Suites - Adults Only

Key West Villas

Key West Villas
Old Town Key West

10/10 Exceptional

United States
Thys
Key West Villas

Duval House

Duval House
Old Town Key West

10/10 Exceptional

United States
Sarah
Duval House

Tropical Inn

Tropical Inn
Old Town Key West

10/10 Exceptional

United States
Michael
Tropical Inn

Marrero's Guest Mansion

Marrero's Guest Mansion
Old Town Key West

10/10 Exceptional

United States
ROBERT
Marrero's Guest Mansion

Coco Plum Inn

Coco Plum Inn
Old Town Key West

10/10 Exceptional

United States
Phil
Coco Plum Inn

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

Heron House - Adult Only

Heron House - Adult Only
Old Town Key West

10/10 Exceptional

United States
Scott
Heron House - Adult Only

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

Andrews Inn & Garden Cottages

Andrews Inn & Garden Cottages
Old Town Key West

10/10 Exceptional

United States
Charles
Andrews Inn & Garden Cottages

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

Duval Inn

Duval Inn
Old Town Key West

10/10 Exceptional

United States
Lisa
Duval Inn

Wicker Guesthouse

Wicker Guesthouse
Old Town Key West

10/10 Exceptional

United States
Denise
Wicker Guesthouse

Pegasus International Hotel

Pegasus International Hotel
Old Town Key West

10/10 Exceptional

United States
Clifton
Pegasus International Hotel

Contra House Key West

Contra House Key West
Old Town Key West

8/10 Very good

United States
Rosalie
Contra House Key West