Hotels in Downtown Key West

September 2026
16
October 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
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Where to stay in Downtown Key West?

1. Duval House

Duval House
Downtown Key West
United States
Michele
$95
$128 total
includes taxes & fees
Sep 20 - Sep 21
Duval House

2. Tropical Inn

Tropical Inn
Downtown Key West
United States
Katharine
$109
$148 total
includes taxes & fees
Sep 17 - Sep 18
Tropical Inn

3. Seascape Tropical Inn - Adult Exclusive

Seascape Tropical Inn - Adult Exclusive
Downtown Key West
United States
Diana
$119
$185 total
includes taxes & fees
Sep 25 - Sep 26
Seascape Tropical Inn - Adult Exclusive

4. Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
Downtown Key West
United States
Paul
$138
$205 total
includes taxes & fees
Sep 27 - Sep 28
Paradise Inn Key West - Adults Only

5. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Downtown Key West
United States
mario
$197
$222 total
includes taxes & fees
Sep 30 - Oct 1
Almond Tree Inn Hotel - Adults Only

6. Wicker Guesthouse

Wicker Guesthouse
Downtown Key West
United States
Susan
$161
$181 total
includes taxes & fees
Sep 29 - Sep 30
Wicker Guesthouse

7. Heron House - Adult Only

Heron House - Adult Only
Downtown Key West
United States
colleen
$116
$164 total
includes taxes & fees
Sep 17 - Sep 18
Heron House - Adult Only

8. Duval Inn

Duval Inn
Downtown Key West
United States
Jane
$118
$184 total
includes taxes & fees
Oct 1 - Oct 2
Duval Inn

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

10. The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
Downtown Key West
United States
Michael
$125
$186 total
includes taxes & fees
Sep 22 - Sep 23
The Cabana Inn Key West - Adults Only

11. The Gardens Hotel

The Gardens Hotel
Downtown Key West
United States
Daniel
$190
$214 total
includes taxes & fees
Sep 21 - Sep 22
The Gardens Hotel

12. Key West Villas

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

13. Coco Plum Inn

Coco Plum Inn
Downtown Key West
United States
julie
$152
$171 total
includes taxes & fees
Sep 17 - Sep 18
Coco Plum Inn

14. Andrews Inn & Garden Cottages

Andrews Inn & Garden Cottages
Downtown Key West
United States
Leigh
$200
$243 total
includes taxes & fees
Sep 17 - Sep 18
Andrews Inn & Garden Cottages

15. Marrero's Guest Mansion

Marrero's Guest Mansion
Downtown Key West
United States
Scott
$234
$263 total
includes taxes & fees
Sep 22 - Sep 23
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
$196
$419 total
includes taxes & fees
Sep 21 - Sep 22
Poolside Retreat by Brightwild Cottage w Pool

17. Contra House Key West

Contra House Key West
Downtown Key West
United States
Rosalie
$825
$1,328 total
includes taxes & fees
Sep 27 - Sep 28
Contra House Key West

18. Poolside Suite by Brightwild Pvt Pool Parking

Poolside Suite by Brightwild Pvt Pool Parking
Downtown Key West
$316
$655 total
includes taxes & fees
Sep 21 - Sep 22
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
$422
$840 total
includes taxes & fees
Sep 21 - Sep 22
Duval Dream Loft by Brightwild Right on Duval

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
Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Almond Tree Inn Hotel - Adults Only
10.0
Exceptional
1,004 reviews
View
House | Terrace/patio
Duval Dream Loft by Brightwild Right on Duval
10.0
Exceptional
1 review
View
Property grounds
Duval House
9.6
Exceptional
1,097 reviews
View
11 Gecko's Garden - Adults Only | Premium bedding, pillowtop beds, iron/ironing board, WiFi (free)
Tropical Inn
9.6
Exceptional
432 reviews
View
Exterior detail
The Gardens Hotel
9.8
Exceptional
1,000 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 historic building with green shutters and 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.
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

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

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

The Key West Hotel

The Key West Hotel
Key West Historic District

10/10 Exceptional

United States
Rob
The Key West Hotel

Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns
Key West Historic District

10/10 Exceptional

United States
Bob
Ridley House - Key West Historic Inns

Andrews Inn & Garden Cottages

Andrews Inn & Garden Cottages
Old Town Key West

10/10 Exceptional

United States
Charles
Andrews Inn & Garden Cottages

Duval Inn

Duval Inn
Old Town Key West

10/10 Exceptional

United States
Lisa
Duval Inn

The Gardens Hotel

The Gardens Hotel
Old Town Key West

10/10 Exceptional

United States
Anonymous traveler
The Gardens Hotel

Duval House

Duval House
Old Town Key West

10/10 Exceptional

United States
Sarah
Duval House

Key West Villas

Key West Villas
Old Town Key West

10/10 Exceptional

United States
Thys
Key West Villas

Tropical Inn

Tropical Inn
Old Town Key West

10/10 Exceptional

United States
Michael
Tropical 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

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

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

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

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