
Find Hotels with a Pool in Old Town Key West, FL from CA $356
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check availability on Old Town Key West Hotels with a Pool
Our top choices for Old Town Key West hotels with a pool
The price is CA $338
CA $380 total
includes taxes & fees
Mar 11 - Mar 12

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Alexanders Guesthouse - Adult Exclusive, LGBTQ FriendlyOld Town Key West
9.8 out of 10, Exceptional, (142 reviews)

9.0 out of 10, Wonderful, (1,008 reviews)
The price is CA $316
CA $356 total
includes taxes & fees
Apr 8 - Apr 9

Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by HiltonOld Town Key West
8.4 out of 10, Very good, (573 reviews)
The price is CA $756
CA $942 total
includes taxes & fees
Mar 23 - Mar 24

8.8 out of 10, Excellent, (1,806 reviews)
The price is CA $577
CA $738 total
includes taxes & fees
Mar 25 - Mar 26

9.6 out of 10, Exceptional, (311 reviews)
The price is CA $450
CA $557 total
includes taxes & fees
Apr 8 - Apr 9
The price is CA $489
CA $550 total
includes taxes & fees
Apr 9 - Apr 10
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.
Price trends for hotels in Old Town Key West
Less expensive | More expensive | This month | Next month |
|---|---|---|---|
August | February | CA $658 | CA $562 |
Month | Price |
|---|---|
January | CA $705 |
February | CA $735 |
March | CA $658 |
April | CA $562 |
May | CA $489 |
June | CA $400 |
July | CA $383 |
August | CA $329 |
September | CA $341 |
October | CA $487 |
November | CA $466 |
December | CA $522 |
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Old Town Key West. Select dates and complete search for nightly totals inclusive of taxes and fees.
Top Old Town Key West Hotel Reviews

Southernmost Beach Resort and Guesthouses
10/10 Excellent
Frequently asked questions
Explore a world of travel with Expedia
- Cheap Hotels in Bahia Honda Key
- Luxury Hotels in Bahia Honda Key
- Adults Only Resorts & in Downtown Key West
- Beach Hotel Hotels in Downtown Key West
- Boutique Hotels in Downtown Key West
- Casino Hotels in Downtown Key West
- Family Hotels in Downtown Key West
- Historic Hotels in Downtown Key West
- Honeymoon Resorts and in Downtown Key West
- Hotels with a Pool in Downtown Key West
- Hotels with Balconies in Downtown Key West
- Hotels with Free Airport Shuttle in Downtown Key West
- Hotels with Free Breakfast in Downtown Key West
- Hotels with Free Parking in Downtown Key West
- Hotels with Kitchenettes in Downtown Key West
- Hotels with smoking rooms in Downtown Key West
- Hotels with Waterslides in Downtown Key West
- Lgbt Friendly Hotels in Downtown Key West
- Luxury Hotels in Downtown Key West
- Scuba Diving Hotels in Downtown Key West
- Waterpark Hotels in Downtown Key West
- Adults Only Resorts & in Flamingo
- Beach Hotel Hotels in Flamingo
- Boutique Hotels in Flamingo
- Casino Hotels in Flamingo
- Hotels & Resorts for Couples in Flamingo
- Golf Hotels in Flamingo
- Historic Hotels in Flamingo
- Hotels with a Pool in Flamingo
- Hotels with Wifi in Flamingo
- Hotels with Free Breakfast in Flamingo
- Hotels with Hot Tubs in Flamingo
- Hotels with an Indoor Pool in Flamingo
- Hotels with Kitchenettes in Flamingo
- Hotels with smoking rooms in Flamingo
- Lgbt Friendly Hotels in Flamingo
- Mountain Hotels in Flamingo
- Oceanfront Hotels in Flamingo
- Spa Hotels in Flamingo
- Waterpark Hotels in Flamingo
- Hotel Wedding Venues Hotels in Flamingo
- Business Hotels in Key Largo
- Hotels with Bar in Key Largo
- Hotels with Childcare in Key Largo
- Hotels with Hot Tubs in Key Largo
- Waterpark Hotels in Key Largo
- Business Hotels in Key West Historic District
- Green Hotels in Key West Historic District
- Hotels with Childcare in Key West Historic District
- Hotels with smoking rooms in Key West Historic District
- Hotels with Tennis Courts in Key West Historic District
- Lake Hotels in Key West Historic District
- All Inclusive Resorts and in Key West
- Beach Hotel Hotels in Key West
- Business Hotels in Key West
- Cheap Hotels in Key West
- Green Hotels in Key West
- Hotels with Early Check-in in Key West
- Hotels with Balconies in Key West
- Hotels with Bar in Key West
- Hotels with an Indoor Pool in Key West
- Lake Hotels in Key West
- Mountain Hotels in Key West
- Shopping Hotels in Key West
- Waterpark Hotels in Key West
- Winery Hotels in Key West
- Waterpark Hotels in Marathon
- Adults Only Resorts & in Sunset Key
- All Inclusive Resorts and in Sunset Key
- Beach Hotel Hotels in Sunset Key
- Boutique Hotels in Sunset Key
- Casino Hotels in Sunset Key
- Cheap Hotels in Sunset Key
- Hotels & Resorts for Couples in Sunset Key
- Family Hotels in Sunset Key
- Golf Hotels in Sunset Key
- Honeymoon Resorts and in Sunset Key
- Hotels with Early Check-in in Sunset Key
- Hotels with a Lazy River in Sunset Key
- Hotels with Balconies in Sunset Key
- Hotels with smoking rooms in Sunset Key
- Hotels with Tennis Courts in Sunset Key
- Luxury Hotels in Sunset Key
- Mountain Hotels in Sunset Key
- Oceanfront Hotels in Sunset Key
- Pet-Friendly Hotels in Sunset Key
- Romantic Hotels in Sunset Key
- Shopping Hotels in Sunset Key
- Ski Hotels in Sunset Key
- Spa Hotels in Sunset Key
- Hotel Wedding Venues Hotels in Sunset Key
- Winery Hotels in Sunset Key
- Adults Only Resorts & in Uptown - Upper Duval
- All Inclusive Resorts and in Uptown - Upper Duval
- Beach Hotel Hotels in Uptown - Upper Duval
- Boutique Hotels in Uptown - Upper Duval
- Hotels with Free Breakfast in Uptown - Upper Duval
- Hotels with smoking rooms in Uptown - Upper Duval
- Oceanfront Hotels in Uptown - Upper Duval
- Scuba Diving Hotels in Uptown - Upper Duval










































