Old Town Key West, FL

Key West

Old Town Key West
Old Town Key West
Old Town Key West
Old Town Key West
Old Town Key West

Popular places to visit


Old Town Key West Hotel Deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is AED 909 per night from May 27 to May 28
AED 909
AED 1,291 total
27 May - 28 May
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 ...
8.8/10 Excellent! (3,311 reviews)
Loved our stay with Southern most! It was safe, clean, quiet, roomy, and stylish. The staff were all friendly and knowledgeable.

Reviewed on 13 May 2026

Southernmost Beach Resort and Guesthouses
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
The price is AED 1,010 per night from May 27 to May 28
AED 1,010
AED 1,385 total
27 May - 28 May
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 ...
8.4/10 Very Good! (648 reviews)
First BE CAREFUL. EXPEDIA shows the rooms all have balconies which they do not and I was charged an additional 150 plus fees a night. TOTAL false advertising and I am very disappointed with Expedia's response regarding this. BASICALLY too bad.

Reviewed on 13 May 2026

Casa Marina Key West, Curio Collection by Hilton
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street Key West FL
The price is AED 951 per night from May 25 to May 26
AED 951
AED 1,215 total
25 May - 26 May
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. ...
9.2/10 Wonderful! (1,095 reviews)
Helpful staff, excellent location.

Reviewed on 13 May 2026

Opal Key Resort & Marina, Key West
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street Key West FL
The price is AED 728 per night from May 25 to May 26
AED 728
AED 1,067 total
25 May - 26 May
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 ...
8.6/10 Excellent! (1,013 reviews)
The Reach was amazing. We’ll definitely be back!

Reviewed on 10 May 2026

The Reach Key West, Curio Collection by Hilton
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street Key West FL
The price is AED 731 per night from May 26 to May 27
AED 731
AED 988 total
26 May - 27 May
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. ...
8.4/10 Very Good! (1,362 reviews)
The property was nice and clean the rooms were very small. The parking is terrible you have to pay to park even if you rent a golf cart and the parking lot was 2 blocks away. There is no free parking in key west anymore. We paid an average of $100 to park a golf cart. Best option is uber

Reviewed on 10 May 2026

The Southernmost Inn - Adults Only
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
Fully refundable
The price is AED 602 per night from Jun 3 to Jun 4
AED 602
AED 801 total
3 Jun - 4 Jun
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. ...
8.6/10 Excellent! (1,342 reviews)
Parking fees extra. Resort fees added because used 3rd part booking. Breakfast was fresh. POOL was clean yet not award winning.

Reviewed on 12 May 2026

Southwinds Motel
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.

Other neighborhoods around Old Town Key West

Uptown - Upper Duval

Uptown - Upper Duval

4.5/5(74 area reviews)

If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.

Uptown - Upper Duval
Downtown Key West

Downtown Key West

If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

Downtown Key West
Key West Historic District

Key West Historic District

4.5/5(4,090 area reviews)

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

Key West Historic District
Bahama Village

Bahama Village

5/5(39 area reviews)

Bahama Village is noteworthy for its historic sites, and you can make a stop at top attractions like Duval Street and Key West Lighthouse and Keeper's Quarters Museum.

Bahama Village
Casa Marina

Casa Marina

While visiting Casa Marina, you might make a stop by sights like Florida Keys Beaches and Clarence S. Higgs Memorial Beach Park.

Casa Marina
Aerial view of Island Key West . Florida. USA.

The Meadows

While visiting The Meadows, you might make a stop by sights like The Unitarian Universalist Fellowship of Key West and Bayview Park.

The Meadows


Old Town Key West, FL

Choose two or more items and save on your trip: