302 Angela St, Key West, Florida, United States | (586) 210-9239
Charming adult-only inn (con for some)
Excellent location within walking distance of Duval Street
Clean, simple rooms; some with refrigerators
Heated lagoon-style pool
Free breakfast, including famous homemade cinnamon rolls
Bike rentals on-site (for a fee)
Free Wi-Fi
No phones or TVs in rooms (a pro for some)
Seven-day cancellation notice required (not uncommon for small properties)
No in-room safes
No elevator
The Angelina Guest House is a former 1920s
bordello and gambling den turned into a charming Key West bed-and-breakfast teeming with
Southern hospitality. The 13-room budget property welcomes adults only, and maintains a quiet,
peaceful atmosphere; the owners request that guests leave their partying on
nearby Duval Street. The Angelina offers a lovely lagoon-style pool, bike rentals, and homemade cinnamon rolls included in the free breakfast. Accommodations are clean and well cared for, ranging from simple rooms with shared bathrooms to efficiencies with refrigerators and microwaves; guest rooms don’t have phones, and only one has
a TV.
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Scene
A gentle Southern bed-and-breakfast, filled with local character and history
The Angelina Guest House embodies the spirit
of Key West with its gentle Southern style, including a wraparound
second-floor gallery, wooden front porch with bench swing, and pastel-colored facade reflecting the peaceful
atmosphere inside. The hotel embraces its checkered
history by naming the guest rooms after fabled former working girls, including
Kitty, Flo, and Brandi. Although the Angelina is located two blocks from the
Duval Street nightlife, management requests that guests leave the noise and
spring break behavior at the bar. The hotel rents to adults only, so noisy kids
won’t disturb guests’ poolside lounging; hammocks hang from palm trees, begging vacationers to indulge in naps. There is nothing pretentious or
uptight about the Angelina, with its handmade signage, sunny yellow walls, and kindly owner rolling out dough for morning cinnamon rolls in the kitchen. The setting evokes something out of Southern literature, while the resident cats are
reminiscent of Key West denizen Ernest Hemingway’s feline brood. All in all,
the Angelina is a friendly Key West oasis, chock full of local character and
history.
Location
In a beautiful, quiet area, two blocks from Duval Street nightlife
The Angelina Guest House is located in the
heart of Key West’s Bahama Village. This is one of the most beautiful areas of town,
surrounded by shops and restaurants, and within two blocks of Duval Street’s
famous nightlife scene. The Hemingway Museum is five minutes’ walk. South Beach is a 15-minute walk south, while the waterfront Mallory Square and historic boardwalk are both about 15 minutes' walk in the opposite direction. Tourists who want to see the Key West sights and dip into the
nightlife, but then retire to peace and quiet, will find this an ideal location.
Rooms
A variety of room choices, beach-y decor, and air-conditioning
Rooms at the Angelina Guest House come in a
variety of configurations, with something for every guest. Smaller rooms share
hallway bathrooms; there are also one- and two-bedroom units, some with
microwaves and refrigerators. Clean and tidy, guest rooms have a beach-y vibe, with
white wicker furniture, picket-fence headboards, striped and quilted textiles, and lazy ceiling fans (plus
air-conditioning for hot days). Bathrooms are bright, with windows for natural
light; fresh towels are delivered daily, and there are stall showers. There is no elevator, so guests with mobility
issues may want to request ground-level rooms. Amenities include free toiletries
and Wi-Fi, but there are no in-rooms safes. TV is only available in the Queen Suite.
Features
Heated pool, porch swing, poolside hammocks, and fantastic breakfasts
The Angelina Guest House has a heated, lagoon-style pool with a brick patio shaded by palm trees, where guests can lay out in lounge chairs or hammocks while a little waterfall creates a peaceful soundscape. Rental bikes are available at the front desk
for tooling around the island (for a fee). There is a picturesque porch swing for idling
away the afternoon, maybe with a book borrowed from the hotel’s lending
library. A delicious breakfast is served each morning, including homemade
cinnamon rolls, which have a loyal following.
