Accommodations
Book Your Lodging Here!
Found 40 listings
Winslow’s Bungalows
Winslow’s Bungalows spans a lush, landscaped campus in the heart of Old Town. Named for famous painter and summer resident Winslow Homer, this expansive haven boasts three private pools, an outdoor bar and vibrant gardens. It’s an idyllic scene for couples, families, groups and wedding parties.
Address:
725 Truman Avenue
Phone:
305-294-5229
Website:
view our site
VHKW – Vacation Homes of Key West
We are locally owned and operated full service vacation rental company. We are proud to offer a wide range of unique vacation rentals (something for everyone), from intimate charming cottages, to ocean view condos, to luxury island estate – each reflecting the island style of their individual owners. Our website provides detailed information about each home, a descriptive map of the neighborhoods of Key West where they are located, vacation rental management services and vacation rentals as an investment.
Address:
507 Whitehead Street
Phone:
305-294-7358
Website:
view our site
The Southernmost House
A sophisticated setting at ocean’s edge, The Southernmost House stands out as Key West’s most striking oceanfront bed and breakfast, with 18 spacious, exquisitely appointed guestrooms and suites.
Address:
1400 Duval Street
Phone:
305-296-3141
Website:
view our site
The Saint Hotel
Boutique Hotel with a Burgundy Bar and Tempt Restaurant
Address:
417 Eaton Street
Phone:
305-294-3200
The Reach Resort
Boasting Key West’s only natural beach as our backyard, we offer the perfect blend of glistening white sand and breathtaking sunshine. Pamper yourself at this enchanting Old Town Key West hotel, complete with 150 elegant guest rooms, sweeping beach views, and attentive guest services. Toll Free: 877-397-6427
Address:
1435 Simonton Street
Phone:
305-296-5000
Website:
view our site
The Perry Hotel Key West
Located one bridge away from Key West at the state-of-the-art Stock Island Marina, the award-winning Perry Hotel offers a respite from the hustle & bustle of downtown Key West, yet easy access to those looking to explore Old Town via scheduled shuttle service. This award-winning property features luxury accommodations, two waterfront pools, three dockside restaurants, onsite distillery, direct access to South Florida’s best water activities, art studios, and more. The Perry is more than just a boutique hotel, it’s a destination unlike any other.
.
Address:
7001 Shrimp Rd
Phone:
305-296-1717
Website:
view our site
