Find a cheap Hotel in Old Town Key West
Wander Wisely with exceptional service, 24/7 support
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Hotels near Old Town Key West
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $464 per night from Jan 5 to Jan 6
CA $464
CA $591 total
Jan 5 - Jan 6
includes taxes & fees
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Excellent breakfast! Conveniently located and nice walks! Can't wait to stay there again!
Reviewed on Dec 29, 2025
Silver Palms Inn
830 Truman Ave Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $332 per night from Jan 19 to Jan 20
CA $332
CA $466 total
Jan 19 - Jan 20
includes taxes & fees
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. Popular ...
Rooms were big, airy and clean with lots of storage areas. Staff were excellent, extremely helpful Breakfast was ok but the poolside omelette was star of the show Very good location also , can be walked to most of the touristy places
Reviewed on Dec 26, 2025
Opal Key Resort & Marina, Key West
245 Front Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $547 per night from Jan 4 to Jan 5
CA $547
CA $670 total
Jan 4 - Jan 5
includes taxes & fees
Stay at this hotel in Key West. Enjoy a marina, 3 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
Room was beautiful. Friendly staff with great amenities. Very busy area with cruise ships docking everyday.
Reviewed on Dec 28, 2025
Heron House - Adult Only
512 Simonton St Key West FL
The price is CA $251 per night from Jan 7 to Jan 8
CA $251
CA $331 total
Jan 7 - Jan 8
includes taxes & fees
Stay at this B&B in Key West. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Great place clean and very spacious!!
Reviewed on Dec 31, 2025
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
The price is CA $487 per night from Jan 26 to Jan 27
CA $487
CA $648 total
Jan 26 - Jan 27
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
The pool staff Constantine and Vlad were so fun! The daily music and activities made for a fun day at the pineapple pool. We will be back!
Reviewed on Jan 2, 2026
The Palms Hotel
820 White St Key West FL
The price is CA $322 per night from Jan 4 to Jan 5
CA $322
CA $393 total
Jan 4 - Jan 5
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free breakfast, daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular ...
Hotel was clean and beautiful. Staff were very nice and let us keep our bags behind the counter before and after check in. ONLY complaint was the room above us had noisy people that kept walking around all night. Heard everything.
Reviewed on Dec 29, 2025
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $449 per night from Jan 13 to Jan 14
CA $449
CA $587 total
Jan 13 - Jan 14
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Hotel was beautiful. My view from my balcony was fantastic. The staff were really friendly
Reviewed on Dec 26, 2025
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $585 per night from Jan 13 to Jan 14
CA $585
CA $741 total
Jan 13 - Jan 14
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and Southernmost ...
Nice resort. One of the best beach and pool areas in Key West. Very clean and classic style resort. Our room had a big beautiful deck overlooking the resort and the water. Downside is bathroom was tiny for a resort of this stature and the location requires a 20 nite walk to the heart of Duval ...
Reviewed on Jan 2, 2026
The Southernmost Inn - Adults Only
525 United Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $359 per night from Jan 5 to Jan 6
CA $359
CA $465 total
Jan 5 - Jan 6
includes taxes & fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
Room was clean and good friendly staff. Good breakfast options. The main building did not have elevator but it was manageable
Reviewed on Dec 30, 2025
Don't see what you're looking for?
See all available properties in Old Town Key West
View all propertiesLowest 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.
About Old Town Key West Hotels
Search Old Town Key West area hotels for the best deals on Travelocity.ca. Zoom in on Old Town Key West neighborhood to help narrow your hotel selection.
Get Started - Lets Roam Old Town Key West!
Recent Old Town Key West hotel reviews by fellow wanderers
Southernmost Beach Resort and Guesthouses
5 out of 5
Posted 1 day ago
Travelocity Verified Review
"The pool staff Constantine and Vlad were so fun! The daily music and activities made for a fun day at the pineapple pool. We will be back!"
A verified traveller stayed at Southernmost Beach Resort and Guesthouses
Hotels near…
Areas of Old Town Key West
Most popular
Hotels
- Hotels in South Beach
- Hotels in Rochester
- Cottages Guelph
- Hotels with Hot Tubs in Oshawa
- Hotels in Edmonton
- Beach Resorts & Hotels in South Beach
- Ottawa Marriott Hotel
- Hotels in Blue Mountain Beach
- Bahia Principe Luxury Ambar - Adults Only - All Inclusive
- Hotels in Puerto Morelos
- Kid Friendly Hotels in South Beach
- Travelodge by Wyndham Ottawa East
- Grand Palladium Vallarta Resort & Spa - All Inclusive
- Hotels with Hot Tubs in Brandon
- Hotels in Little Havana
- Beach Resorts & Hotels in North Beach
- Pet Friendly Hotels in Charlottetown
Flights