Close to South Beach and Southernmost Point, Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking provides amenities like laundry facilities. Stay connected with in-room WiFi.
Reviews
9.29.2 out of 10
Wonderful
Popular amenities
Pool
Kitchen
Washer
Dryer
Pet friendly
Air conditioning
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About this property
Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking
Enjoy a luxurious tropical stay at this first floor 2-bedroom 2 bath 1,100 sqft townhome in Key West Florida. It features a king and two queen beds, ensuring a serene night's sleep for all guests. With amenities like AC, heating, and full ensuite bathrooms, your comfort is our top priority. The living room offers additional space with a cozy sofa bed for additional guests. The private outdoor grilling area and complete gourmet kitchen with a full size refrigerator with ice maker, electric oven and many gourmet appliances allows for full meal preparations for everyday and special occasions. Our heated private pool, outdoor shower and sundeck along with a smaller cocktail pool are one of a kind. You can even connect additional rooms and suites to sleep up to 12 guests. We also offer room service, bike rental, grocery and beverage shopping and full concierge services. We are just a 3 minute stroll from the public beach at Higgs, city park, children's playgrounds, tennis, pickleball, professional bocee courts, great restaurants, beach volleyball, a dog park, a dog beach and a fishing pier, all located in the peaceful high-end Casa Marina residential neighborhood, perfect for leisurely walks with someone special. The Key West Garden Club's landscaping display and orchid showings are also located on the beach. Art galleries, museums, live music venues, theaters and the world famous Duval Street are all within walking distance. You are sure to make many treasured memories with a stay at our townhome in paradise. We are located in the heart of historic Old Town. For your security and peaceful enjoyment, this property is surrounded by a bamboo privacy fence. This desirable property is highly recommended and reasonably priced. No resort or parking fees.
Location Your Hemingway Caribbean Townhome is situated in a prime island location on the southern side of Key West in the prestigious residential Casa Marina neighborhood surrounded by majestic and luxurious homes with beautiful tropical gardens, perfect for pleasant walks any time of day. We are only a 3 minute stroll to Higgs Beach, Salute's Restaurant and West Martelo Tower, a Civil War Fort which is now home to the Key West Garden Club and walkable tropical gardens. We are a 13 minute walk to the Southernmost Point and a 12 minute walk to the Butterfly House. We are also close to several excellent restaurants and only a 9 minute drive from the airport.
Other Nearby Restaurants and Attractions Nearby access to the free Duval Loop Bus, provides access to the Historic Seaport, aquarium, Sloppy Joes, Truman Waterfront Park, Southernmost Point, Butterfly House and Nature Conservatory, Mel Fisher and Sails to Rails museums, art galleries and other attractions. Walking minutes to several nearby restaurants include: Durato's (2min), Ana's Cafe and Southernmost Grocery Store (8min), El Siboney Cuban (8min), Oasis Mediterranean (7min), White Street Pizza (7min) and famous Sandy's Cafe for authentic Cuban coffee and sandwiches (5min).
Beach, Pool and Outdoor Living Just steps from the beach, your townhome is surrounded by lush gardens and palm trees. You can lounge on your private sundeck, next to your private heated lagoon-style pool, amidst lush palm trees in your private garden setting. There is also a private grilling area next to your pool. The common area is complete with hammock swings and a dining table under our mango tree and a putting green. Higgs Beach, which is just down the street, is also ideal for romantic evening walks for stargazers.
Furnishings Our decor reflects a true Key West vibe. The gourmet kitchen is complete with an electric range, full size refrigerator with ice and water in the door, microwave, double sink, a george/forman, Keurig and a drip coffee maker, toaster, silverware, pots/pans, cookie sheets, roasting pans, grilling tools, a large and a mini blender to make your tropical drinks, an electric griddle, a dishwasher and many other speciality appliances. Your livingroom includes a lounging and sleeping area in front of a smart TV as well as a seating area with a reading library and a coffee table suitable for playing board games (which are also provided).
Sleeping Arrangements Your townhome sleeps up to six guests and includes a king and a queen bedroom. Each bedroom has an ensuite bathroom. Bodywash, shampoo, conditioner, extra toilet paper, large bath sheet towels and a hair dryer are provided. The king bedroom also has a large double sink vanity with drawers and shelves for your toiletries. Our bedrooms are equipped with cozy Tommy Bahama comforters. Each bedroom has a television complete with cable channels and free WiFi for your entertainment and convenience. Your livingroom includes a queen sofa bed and a separate couch suitable for a restful night's sleep, perfectly arranged for families or couples with friends.
Details and Amenities Your first-floor Carribbean Townhome is 1,100sqft. Your private lagoon style pool is heated and sunrounded by a raised sundeck. For your convenience bike rentals, an iron and ironing board and washer/dryer service are all available on our property. We are family and pet friendly. Wrapped breakfast bars, nuts, fruit snacks, gourmet meatsticks, cheese and crackers, mini muffins, coffee/teas are provided in the condo along with fresh Florida oranges and grapefruits in our common area. Higgs Beach city park is nearby, complete with tennis, pickleball, sand volleyball, professional bocce courts, two playgrounds for children, White St. fishing and observation piers, an oceanside restaurant and a dog park. The White Street Pier is a quarter mile over the ocean with spectacular views of sunrise and sunset and excellent fishing.
Concierge Services Enjoy our concierge service to assist you before or during your stay with planning activities with the very best of Key West. From bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset sails, sandbar excursions, scuba diving, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. We can also arrange licensed massage therapy for you and your party, in our gardens or in your suite and have your condo stocked with groceries, adult beverages and all the necessities in advance of your arrival.
Parking Free off-street parking in front of and around the townhome compound.
You Need To Know Our property is equipped with fire extinguishers and smoke detectors. Onsite parties, weddings and other events can be scheduled with prior approval by property owner. Government issued photo ID and a credit or debit card or cash deposit may be required at check-in for incidential charges Extra person charges may apply per the property's policies. Report any damages prior to check out. Key West Quiet Time may apply after 10pm on weekdays and 11pm on weekends through 8am in the morning. Thank you for supporting our efforts to be a good neighbor. Please note that your condo is located in a noise sensitive area. When you return from the parties, celebrations and live music on Duval street you will have a quiet, tranquil and restful sleep.
Make special memories that will last for a lifetime while relaxing at our paradise townhouse.
Old Town Key West, a neighborhood in Key West, is home to this vacation home. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. Key West Butterfly and Nature Conservatory and The Kite House are also worth visiting. Visit our Key West travel guide
Does Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
Is Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking pet-friendly?
Yes, this property allows cats and dogs (limit 2 total) with a maximum weight of up to 50 lbs per pet.
What time is check-in at Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking?
Check-in begins at 3:00 PM.
What time is check-out at Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking?
Check-out is at 11:00 AM.
Where is Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking located?
Located in Old Town Key West, this vacation home is within a 15-minute walk of Florida Keys Beaches, Duval Street, and South Beach. Southernmost Point and Ernest Hemingway Home and Museum are also within 1 mi (2 km).
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Reviews
Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking Reviews
9.2
Wonderful
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.More informationOpens in a new window
This was such a cozy rental, very comfortable. We had two couples in the two bedroom two bath room for another couple of needed. There were lots of eclectic rooms to hang out indoors but mostly stayed outdoors with the stunning tropical gardens and pool. Mark was a great host with plenty of suggestions for bars and restaurants within walking distance. Plenty of parking on premises as well. Would stay here again.
Not the most modern place, but it more than makes up for it with its uniqueness, charm, and rich history. The location is fantastic, making it easy to enjoy everything nearby. If you’re looking for something with character rather than cookie-cutter style, this is a great choice.The hosts couldn't have been nicer or more accommodating.
We had a great stay. It was larger than expected. Unfortunatly the pool heater was not working, but theres so much to do in Key West we didnt have much time to use the pool. We enjoyed the space and complimentary fruit daily.
We had a wonderful stay in Key West. The owners were very helpful and attentive, trying very hard to make our stay delightful - which they accomplished. The unit was clean and comfortable. We had plenty of room to spread out and enjoy the townhouse. Bike rentals were available right out our door. Walking distance to the main sights on Key West. If we come back we'll definitely stay here again.
This was a very peaceful place to stay. We thoroughly enjoyed the pool area, the breakfast snacks and grapefruit, the convenience of renting bikes right on the property and having free parking. We were not far from the beach and Southernmost Point for a beautiful sunset and around 15 minutes to Duval St Being a host myself I was surprised that the thermostat was hidden behind a picture and parts of the home were remotely controlled. Hosts were very responsive to any questions or concerns during our stay. Check in was with hosts who lived nearby rather than keyless access. Overall a great stay.
The host was super accommodating and helpful, went above and beyond by storing our bags for us after check out. Host is very attentive and nearby if you need anything. They provided some snacks and fresh fruit each day. Very cute spot, close to the beach and decorated very cute. The outdoor areas were very unique, there is a shared seating areas all around the front of the property, with a private back deck and pool. The only downfall was the pool heater wasn’t working, but it was okay because we had many plans and not much time to be at the pool anyways.
Stayed 4 nights in Feb 2026
Verified review
4/10 Poor
Karen T.
Nov 9, 2025
Liked: Communication, location
Disliked: Check-in, listing accuracy
The pictures are MUCH better than the actual property. Mold and dry rot was in the second bedroom making it uninhabitable for our daughter. The pool was dirty and not heated. The property needs some major TLC.
We loved staying at this place, it was absolutely perfect. The location was good and the furnishings lovely. The owners were absolutely wonderful, attentive and clearly wanted our stay to be relaxing and enjoyable.