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?

1. Duval House

Duval House
Downtown Key West
United States
Edna
$128
$166 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
$126
$175 total
includes taxes & fees
Oct 25 - Oct 26
Heron House - Adult Only

3. Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
Downtown Key West
United States
Jeff
$146
$214 total
includes taxes & fees
Oct 29 - Oct 30
Paradise Inn Key West - Adults Only

4. Tropical Inn

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

5. Pegasus International Hotel

Pegasus International Hotel
Downtown Key West
United States
Vincent
$179
$252 total
includes taxes & fees
Oct 25 - Oct 26
Pegasus International Hotel

6. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Downtown Key West
United States
Bridget
$239
$269 total
includes taxes & fees
Oct 25 - Oct 26
Almond Tree Inn Hotel - Adults Only

7. 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

8. 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

9. Wicker Guesthouse

Wicker Guesthouse
Downtown Key West
United States
Susan
$229
$258 total
includes taxes & fees
Oct 25 - Oct 26
Wicker Guesthouse

10. Duval Inn

Duval Inn
Downtown Key West
United States
Jane
$209
$286 total
includes taxes & fees
Oct 25 - Oct 26
Duval Inn

11. Coco Plum Inn

Coco Plum Inn
Downtown Key West
United States
Chris
$224
$252 total
includes taxes & fees
Oct 25 - Oct 26
Coco Plum Inn

12. 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

13. 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

14. 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

15. Marrero's Guest Mansion

Marrero's Guest Mansion
Downtown Key West
United States
Scott
$324
$365 total
includes taxes & fees
Oct 25 - Oct 26
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
$259
$480 total
includes taxes & fees
Nov 17 - Nov 18
Poolside Retreat by Brightwild Cottage w Pool

17. Lighthouse Suites Collection

Lighthouse Suites Collection
Downtown Key West
United States
Melissa
$513
$747 total
includes taxes & fees
Nov 9 - Nov 10
Lighthouse Suites Collection

18. Contra House Key West

Contra House Key West
Downtown Key West
United States
Rosalie
$707
$1,195 total
includes taxes & fees
Oct 25 - Oct 26
Contra House Key West

19. Poolside Suite by Brightwild Pvt Pool Parking

Poolside Suite by Brightwild Pvt Pool Parking
Downtown Key West
$338
$695 total
includes taxes & fees
Nov 17 - Nov 18
Poolside Suite by Brightwild Pvt Pool Parking

20. Coconut Palm by Brightwild Island Home w Pool

Coconut Palm by Brightwild Island Home w Pool
Downtown Key West
$551
$1,086 total
includes taxes & fees
Nov 17 - Nov 18
Coconut Palm by Brightwild Island Home w Pool
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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 gated entrance to Villas Key West with a brick pathway leading to the gate.
Key West Villas
9.8
Exceptional
279 reviews
View
A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.
Duval House
9.6
Exceptional
1,124 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
1,000 reviews
View
A bedroom with a four-poster bed, a wooden desk, wicker chairs, and a view of the outdoors.
Tropical Inn
9.4
Exceptional
450 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

Douglas House - Adults Only

Douglas House - Adults Only
Old Town Key West

10/10 Exceptional

United States
Anthony
Douglas House - Adults Only

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

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

Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
Key West Historic District

10/10 Exceptional

United States
RADANA
Simonton Court Historic Inn & Cottages

The Conch House Heritage Inn

The Conch House Heritage Inn
Old Town Key West

10/10 Exceptional

United States
Nicholas
The Conch House Heritage Inn

Alexander's Guesthouse - Adult Exclusive

Alexander's Guesthouse - Adult Exclusive
Old Town Key West

10/10 Exceptional

United States
Dominick
Alexander's Guesthouse - Adult Exclusive

Artist House Key West

Artist House Key West
Key West Historic District

10/10 Exceptional

United States
Anonymous traveler
Artist House Key West

The Marquesa Hotel

The Marquesa Hotel
Old Town Key West

10/10 Exceptional

United States
David
The Marquesa Hotel

The Grand Guesthouse

The Grand Guesthouse
Old Town Key West

10/10 Exceptional

United States
Anonymous traveler
The Grand Guesthouse

Santa Maria Suites

Santa Maria Suites
Old Town Key West

10/10 Exceptional

United States
Val
Santa Maria Suites

The Mermaid & Alligator

The Mermaid & Alligator
Old Town Key West

10/10 Exceptional

United States
Nannette
The Mermaid & Alligator

Island City House Hotel

Island City House Hotel
Key West Historic District

10/10 Exceptional

United States
Keith
Island City House Hotel

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

Tropical Inn

Tropical Inn
Old Town Key West

10/10 Exceptional

United States
Michael
Tropical Inn

Weatherstation Inn

Weatherstation Inn
Old Town Key West

10/10 Exceptional

United States
GaGirlWalking
Weatherstation Inn

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West

10/10 Exceptional

United States
Lindsay
Hyatt Vacation Club at Windward Pointe, Key West