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Hotels near Old Town Key West

Douglas House - Adults Only
419 Amelia St Key West FL
The price is CA $236 per night from Apr 28 to Apr 29
CA $236
CA $292 total
Apr 28 - Apr 29
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free WiFi, daily housekeeping, and a garden. Popular attractions Duval Street and Ernest Hemingway Home and Museum ...
The property was located off Duval St. near the southern end. It was located perfectly for our needs, staff was friendly and accommodating. Coffee in the morning, near the pool, perfect for adults.
Reviewed on Apr 21, 2026

Opal Key Resort & Marina, Key West
245 Front Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $368 per night from May 3 to May 4
CA $368
CA $467 total
May 3 - May 4
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. ...
Was perfect.
Reviewed on Apr 21, 2026

Heron House - Adult Only
512 Simonton St Key West FL
The price is CA $205 per night from Apr 30 to May 1
CA $205
CA $278 total
Apr 30 - May 1
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 ...
Our stay was amazing- first off the staff was excellent. Every person on the staff that we interacted with was so nice and helpful. Our room was great - good size and very clean. They did a happy hour in the evenings.
Reviewed on Apr 21, 2026

Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $362 per night from May 19 to May 20
CA $362
CA $508 total
May 19 - May 20
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 cafe on the beach has an amazing view and great food! Clean rooms and clean property. Easy access to Duval street and conveniently located next to the popular southernmost marker.
Reviewed on Apr 21, 2026

The Cabana Inn Key West - Adults Only
413 Applerouth Lane Key West FL
The price is CA $240 per night from May 10 to May 11
CA $240
CA $331 total
May 10 - May 11
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free breakfast, parking (surcharge), and daily housekeeping. Our guests praise the breakfast and the pool in our reviews. ...
Breakfast was very good, fresh fruit, waffles cereal toast etc. The Starbuck's coffee machine was wonderful to have on the premises. The happy hour was great, wine and snacks every day at 5:00.
Reviewed on Apr 20, 2026

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 $361 per night from May 3 to May 4
CA $361
CA $499 total
May 3 - May 4
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 ...
Great location. Had to call on several occasions to get our room cleaned. Still was not cleaned real well, dirty floors etc... Pool did not seem clean to me
Reviewed on Apr 20, 2026

Southwinds Motel
1321 Simonton Street Key West FL
The price is CA $304 per night from May 10 to May 11
CA $304
CA $388 total
May 10 - May 11
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. ...
All good, classic MOTOR HOTEL!
Reviewed on Apr 21, 2026

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 $427 per night from May 3 to May 4
CA $427
CA $573 total
May 3 - May 4
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 South Beach ...
Our stay was absolutely wonderful! We spent a lot of our time at the family pool and the staff was incredible, happy and helpful
Reviewed on Apr 20, 2026

The Southernmost Inn - Adults Only
525 United Street Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $292 per night from May 10 to May 11
CA $292
CA $390 total
May 10 - May 11
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. ...
Great spot for a quiet retreat
Reviewed on Apr 22, 2026
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Recent Old Town Key West hotel reviews by fellow wanderers

The Southernmost Inn - Adults Only
5 out of 5
Posted 7 hours ago
Travelocity Verified Review
"Great spot for a quiet retreat"
A verified traveller stayed at The Southernmost Inn - Adults Only
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