Title: 5 Stars Hotels in Old Town Key West, Key West from CA $697 - Find Cheap Old Town Key West Hotels With 5 Stars | Expedia.ca

[Old Town Key West Travel Guide](https://expedia.ca/Key-West-Old-Town-Key-West.dx553248635976481920)[Flights to Key West](https://expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)[Things to do in Key West](https://expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)[Old Town Key West Car Rentals](https://expedia.ca/Car-Rentals-In-Old-Town-Key-West.d553248635976481920.Car-Rental-Guide)[Old Town Key West Vacations](https://expedia.ca/Old-Town-Key-West.d553248635976481920.Destination-Travel-Guides)

![Key West Lighthouse and Keeper\'s Quarters Museum featuring a lighthouse](https://images.trvl-media.com/place/501383/0a79f1bb-7c8b-43da-830f-8c77ccf8ffbb.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/501383/0a79f1bb-7c8b-43da-830f-8c77ccf8ffbb.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Old Town Key West 5 Star Hotels

Tonight

[Jan 31 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635976481920&startDate=2026-01-31&endDate=2026-02-01&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 1 - Feb 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976481920&startDate=2026-02-01&endDate=2026-02-02&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976481920&startDate=2026-02-06&endDate=2026-02-08&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976481920&startDate=2026-02-13&endDate=2026-02-15&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

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## Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Old Town Key West.

![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

CA $627

CA $804 total

Feb 3 - Feb 4

includes taxes & fees

8.6/10 Excellent! (3,031 reviews)

[](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information)

![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Winslow's Bungalows - Key West Historic Inns

725 Truman Avenue Key West FL

CA $558

CA $697 total

Feb 1 - Feb 2

includes taxes & fees

9.2/10 Wonderful! (1,138 reviews)

[](https://expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information)

![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Casa Marina Key West, Curio Collection by Hilton

1500 Reynolds Street Key West FL

CA $774

CA $961 total

Feb 10 - Feb 11

includes taxes & fees

8.2/10 Very Good! (520 reviews)

[](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information)

Still don't see what you're looking for?

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[Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F02%2F2026&endDate=02%2F02%2F2026&regionId=553248635976481920&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F02%2F2026&endDate=02%2F02%2F2026&regionId=553248635976481920&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F02%2F2026&endDate=02%2F02%2F2026&regionId=553248635976481920&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F02%2F2026&endDate=02%2F02%2F2026&regionId=553248635976481920&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=01%2F02%2F2026&endDate=02%2F02%2F2026&regionId=553248635976481920&star=50&star=50&amenities=WATER_PARK)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

## Top Old Town Key West Hotel Reviews

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- [Duval Street ](https://www.expedia.ca/Duval-Street-Key-West-Historic-District.d6068616.Vacation-Attraction)
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