Ann Street Cottage Key West Exterior photoAnn Street Cottage Key West Exterior photoAnn Street Cottage Key West Exterior photo
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From711US$ /night
Check-in
19Apr2026Select date
Check-out
20Apr2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

219 Ann Street #2, Key West, Florida, United States, 33040
-
Close to Duval Street
Perfect
9.0
/10

Amenities

Ann Street Cottage offers a relaxing pool and a lush tropical garden, perfect for unwinding in the sun. Each guest has access to outdoor lounges for socializing or quiet reflection. The property also has a complimentary bicycle service, enhancing the exploration of Key West.

Rooms

The hotel provides seven unique accommodations, each meticulously decorated to reflect the character of Key West. Guests can choose from rooms featuring fully equipped kitchens and private porches for a true home-away-from-home experience. Rooms include names like the Garden Suite and the Pirate Room for guests to enjoy themed decor.

Location

Located in the historic district of Key West, Ann Street Cottage is just a short walk from the famous Duval Street. Guests can explore nearby attractions such as the Ernest Hemingway Home and Museum and the Southernmost Point Buoy. The hotel is also conveniently situated near art galleries, restaurants, and local shops.

Wellness

The hotel promotes wellness with its inviting outdoor pool and peaceful garden areas. Guests find it easy to relax in shaded nooks or enjoy yoga sessions on the lawn. The serene environment encourages a focus on mental well-being and relaxation.

Dining

While Ann Street Cottage does not offer on-site dining, it is surrounded by numerous local eateries and cafes within walking distance. Guests can enjoy a range of culinary options, from fresh seafood to classic Key West flavors. The vibrant dining scene nearby ensures every meal can be an adventure.

Highlights

Location: Historic district of Key West, a short walk from Duval Street

Rooms: Seven unique accommodations, including themed decor options

Amenities: Relaxing pool and lush tropical garden

Dining: Surrounded by local eateries and cafes

Must-do experiences

  • Enjoy the fresh catch of the day at Blackfin Bistro.
  • Visit the Ernest Hemingway Home for a glimpse of literary history.
  • Try the Key Lime Pie at Kermit's for a sweet local treat.
  • Explore the vibrant artworks at the Key West Art & Historical Museum.
  • Take a sunset sail with Danger Charters for an unforgettable view.
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Price and Room Availability Calendar

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Facilities

Ann Street Cottage offers amenities for your comfortable stay and unforgettable experiences
Facilities: Great
8.7/10Review score

General

  • No smoking on site
  • Wi-Fi
  • Parking
  • No pets allowed
  • Smoke detectors
  • Fire extinguishers

Sports & Fitness

  • Wind surfing
  • Snorkelling
  • Canoeing
  • Hiking
  • Cycling
  • Tennis court
  • Golf course
  • Fishing

Guest Parking

  • Cookware/ Kitchen utensils

Spa & Leisure

  • Heated swimming pool
  • Spa & wellness centre

Room features

  • Air conditioning
  • Patio
  • Dining table
  • Ironing facilities

Bathroom

  • Washing machine

Self-catering

  • Cookware/ Kitchen utensils
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Ann Street Cottage Location

219 Ann Street #2, Key West, Florida, United States, 33040
Map view
219 Ann Street #2, Key West, Florida, United States, 33040
Nearby
511 Caroline St
Curry Mansion
1700 ft
Gallery
The Studios of Key West
800 ft
Mallory Square between Whitehead and Wall sts.
Memorial Sculpture Garden
1300 ft
Square
Key West-Florida Keys Historical Military Memorial
1200 ft
Gallery
7 Artists & Friends Gallery
300 ft
322 Duval St
The Oldest House
700 ft
Church
Saint Paul's Episcopal Church of Key West
900 ft
Gallery
Gallery on Greene
500 ft
410 Caroline St Between Duval and Whitehead Streets
Key West Pirates Well
700 ft
534 Fleming St
KEPart Studio-Gallery
1300 ft
Restaurants
Caroline's Cafe
2200 ft
310 Duval St
Duetto Pizza & Gelato
400 ft
540 Greene St Suite #1
Fogarty's
600 ft
227 Duval St
Thai Cuisine
300 ft
513 Greene St
Shorty's Market
700 ft
215 Duval St
Duval Central
600 ft
209 Duval St
Sandbar Sports Grill
400 ft
511 Greene St Suite A
The Rooster Tale
800 ft
217 Duval St
Explore Key West
Explore Key West
Top Attractions
Activities
Dining
Entertainment
Mallory Square
Mallory Square
12 minutes' walk
Vibrant sunset celebrations occur daily at Mallory Square, featuring street performers, local artisans, and stunning views.
Duval Street
Duval Street
13 minutes' walk
Famous for its lively atmosphere, Duval Street offers shops, bars, and restaurants, perfect for casual strolling and dining.
The Ernest Hemingway Home and Museum
The Ernest Hemingway Home and Museum
18 minutes' walk
This historic site showcases Hemingway's life with guided tours, lush gardens, and the iconic six-toed cats.
Truman Little White House
Truman Little White House
11 minutes' walk
Once Harry Truman's retreat, this museum hosts exhibits about the president's time and offers guided tours of the historic site.
Snorkeling Adventures
5-minute drive
Thrilling water sports experiences, with equipment rentals available nearby, exploring vibrant coral reefs and marine life.
Yoga in the Parks
8 minutes' walk
Relaxing outdoor yoga classes held in local parks, suitable for all levels, with mats often provided or available for rent.
Caroline's Cafe
Caroline's Cafe
9 minutes' walk
Casual atmosphere serving fresh seafood and classic American dishes, with famous Key lime pie as a must-try dessert.
Duetto Pizza & Gelato
Duetto Pizza & Gelato
2 minutes' walk
Charming eatery known for its authentic pizzas and homemade gelato, perfect for family dining or a quick bite.
Green Parrot Bar
8 minutes' walk
Iconic bar with a laid-back vibe, featuring live music and local musicians, popular for nightly events and great drinks.
Key West Theater
5-minute drive
Offers a variety of performances, from concerts to comedy shows, in a comfortable setting suitable for all ages.
Getting around
City Centre
Key West28 min  ·  1.4 mi
Airports
Key West International (EYW)9 min  ·  3.7 mi
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Property information and rules
Check-in
from 15:00-23:59
Check-out
until 10 am
Internet
Wireless internet is available in for free.
Pets
Pets are not allowed.

Reviews and Ratings

Feedback about Ann Street Cottage from previous guests about their experience.
Cleanliness
8.7/10
Comfort
8.7/10
Facilities
8.7/10
Location
10.0/10
Staff
8.7/10
Value for money
7.5/10
Guest reviews
based on 2 reviews
9.0/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
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FAQs
About Ann Street Cottage
What is the check-in and check-out policy at Ann Street Cottage?
Check-in is at 15:00 and check-out is at 10:00.
How far is Ann Street Cottage from Key West International Airport?
The hotel is located 5 km from Key West International Airport.
What recreational activities can guests enjoy at Ann Street Cottage?
Guests can enjoy windsurfing, snorkeling, canoeing, cycling, and hiking.
What nearby restaurants are available in proximity to Ann Street Cottage?
Nearby restaurants include Irish Kevin's Bar, Thai Cuisine, The Rooster Tale, Fogarty's, Paradise Pizza, and Conch Republic Seafood Company, all within 0.5 km.
What are the key features of the rooms at Ann Street Cottage?
Rooms feature air conditioning, free Wi-Fi, a multi-channel TV, a fully equipped kitchen, and a heated pool.
What attractions are close to Ann Street Cottage?
Attractions include Key West Aquarium, Mallory Dock, and Mallory Square, all within walking distance.
What amenities are provided in the kitchen at Ann Street Cottage?
The kitchen is equipped with cookware, utensils, a refrigerator, microwave, dishwasher, and oven.

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Check-in
19Apr2026Select date
Check-out
20Apr2026Select date
Rooms and Guests2 Guests, 1 Room