The southernmost tip of the United States, Key West, is closer to Cuba and the Bahamas than to Tallahassee, Florida’s own state capital. These Caribbean influences make every trip to Key West feel like you’re visiting a place that’s exotic and familiar at the same time. While you’re here, don’t forget to visit the marker that indicates the southernmost point of the US, as well as historic attractions like Fort Zachary Taylor and The Hemingway Home and Museum. In addition to several non-touristy things to do, try to check out the Key West’s Butterfly and Nature Conservatory, Audubon House, one of the finest Colonial homes in Key West, John Pennekamp Coral Reef State Park, and Dry Tortugas National Park. Before looking into these attractions, check out the top 2-bedroom hotels in Key West, Florida, below.
We handpicked these listings carefully, considering (wherever possible) recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to two bedrooms. The image galleries get refreshed with the latest updates regularly. They were last updated on April 11, 2024.
1. Parrot Key Hotel and Villas (from USD 273)
Parrot Key Hotel and Villas is a resplendent oceanfront accommodation with all the works, including pools, cabanas and hammocks under the shade, alfresco dining, and a plethora of activities. They have plantation-style villas and guest rooms, all imbued with that relaxing Key West vibe. Take your pick among Parrot Key’s two-bedroom villas: waterfront with private balconies, villas with garden views and living rooms, and family suites. All of the two-bedroom villas in this family resort can accommodate up to four people.
Parrot Key Hotel & Villas
Address: 2801 North Roosevelt Boulevard, Key West, Key West (FL), United States, 33040
3.22 km (2.0 mi) from The Hemingway Home and Museum
2. Hyatt Beach House Resort (from USD 373)
Hyatt’s Beach House is a secluded and intimate retreat right on the beachfront, but it is close enough to the nightlife and dining options at Duval Street and Mallory Square. There are a total of 74 luxury suites at Beach House, all of which feature 2 spacious bedrooms, views of the water and the grounds, and 2 bathrooms– perfect for groups of up to 6 people. These two-bedroom suites also have jetted spa tubs, a fully equipped kitchen, a dining and living area, and a screened balcony.
Hyatt Vacation Club at Beach House
Address: 5051 Overseas Hwy
5.51 km (3.5 mi) from The Hemingway Home and Museum
3. Opal Key Resort and Marina (from USD 400)
Formerly known as Margaritaville, this luxury hotel has been re-envisioned and is now Opal Key Resort and Marina. It’s located in Old Town Key West and is within easy walking distance from Duval Street and Mallory Square. From here, you can hop on a yacht or one of the cruise ships docked in the area. Opal Key’s two-bedroom suites are perfect for up to six people. It has a private balcony, plenty of living space, a dedicated dining area, and views of the pool, ocean, or partial ocean.
Opal Key Resort and Marina
Address: 245 Front Street, Key West, Key West (FL), United States, 33040
1.06 km (0.7 mi) from The Hemingway Home and Museum
4. The Capitana Key West (from USD 379)
The Capitana Key West may be one of the newest boutique hotels in Key West, but it’s also recognized as one of the best accommodations in the island. It’s located right on the Gulf, giving every guest room and suite picture-perfect views of the water. Their family suites, in particular, have two bedrooms, a sitting and dining area, a full kitchen, a bathroom, and a balcony where you can enjoy the breeze.
The Capitana Key West
Address: 2401 North Roosevelt Boulevard
2.64 km (1.7 mi) from The Hemingway Home and Museum
5. Island City House (from USD 510)
When in Key West, do as the locals do. Get the authentic experience at Island City House, which has been around since 1889. All of the three buildings here showcase Key West architecture, transporting you back to the 19th and early 20th century. You can choose to book a two-bedroom suite at either Island City House (the main building) or Arch House. The two-bedroom suites at Island City House are done in their signature Victorian style, while the ones at Arch House offer a more relaxed and casual Caribbean feel complete with a porch swing or hammock.
Island City House
Address: 411 William Street
850 meters (0.6 ft) from The Hemingway Home and Museum
6. Hyatt Residence Club Key West, Windward Pointe (from USD 532)
Dive into the infinity pool and watch the sun set over the horizon at Hyatt Residence Club Key West’s Windward Pointe. Locates steps away from Duval Street, Windward Pointe is a great jump-off point to experience Downtown Key West. This beachfront hotel has residence-style guest rooms and suites, which include their two-bedroom units. Pick your view (garden, ocean, or the pool) and enjoy the king-sized bed in the master’s suite, a walk-in shower with jetted tub, dining and living areas, a full kitchen, and a furnished balcony.
Hyatt Vacation Club at Windward Pointe
Address: 3675 South Roosevelt Boulevard
4.98 km (3.1 mi) from The Hemingway Home and Museum
7. Kimpton Ella's Cottages, an IHG Hotel (from USD 610)
Previously known as Merlin Guest House, Ella’s Cottages under the Kimpton Key West brand is a historic accommodation in Key West’s historic Old Town neighborhood. This pet-friendly boutique hotel has an outdoor pool and offers easy access to Old Town delights, thanks to custom loaner bikes. The two-bedroom suites at Ella’s Cottages are furnished with queen- and king-sized beds, luxury bath amenities, refrigerators, smart TVs, and outdoor living spaces.
Ella's Cottages - Key West Historic Inns
Address: 811 Simonton Street
305 meters (0.2 ft) from The Hemingway Home and Museum
8. Key West Marriott Beachside Hotel (from USD 587)
Key West Marriott Beachside Hotel is a four-star hotel and one of the most trusted luxury accommodations in Key West. It’s right on the waterfront, with a long stretch of tanning beach and a private 16-slip boat marina. The two-bedroom suites (called “residences” here) feature lush views of the garden, king-sized beds in each bedroom, two bathrooms, a living and dining area, a kitchen, and a sofa bed for extra guests you want to accommodate.
Beachside Resort & Residences
Address: 3841 North Roosevelt Boulevard
5.38 km (3.4 mi) from The Hemingway Home and Museum
Get ready to explore Key West
Now that you have your accommodations in Key West all figured out, it’s time to check out the must-visit places and things to do on the island. Rejuvenate for a day filled with exploring by booking one of the best hotels listed above.
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