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Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking

Photo gallery for Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking

A backyard with a swimming pool, palm trees, and outdoor furniture.
A dining area with a coffee machine, wicker chairs, a glass table with food items, and a Christmas tree.
A bedroom with a bed, a window with a view of a tropical garden, and a painting of a palm tree.
A cozy living room with a sofa, armchairs, a coffee table, and a bookshelf.
A cozy living room with a fireplace, a bookshelf, and a comfortable seating area.

Reviews

9.2 out of 10
Wonderful

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Florida Keys Beaches

Popular amenities

  • Private pool
  • Air-conditioning
  • Pet-friendly
  • Kitchen
  • Washing machine
  • Internet

Explore the area

View in a map
Key West, FL
  • Place, Clarence S. Higgs Memorial Beach Park
    ‪6 min walk‬
  • Place, Duval Street
    ‪10 min walk‬
  • Place, South Beach
    ‪10 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪7 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Caribbean King Room

1 King Bed

Conch Queen Room

1 Queen Bed

Living Room 1

1 Queen Sofa Bed

2 bathrooms

Caribbean King Ensuite Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Conch Queen Ensuite Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Number of living rooms

Add dates for prices

Similar properties

Living area
Charming cottage with private hot tub - one block to Duvall Street
Downtown Key West
  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer
9.2 out of 10, Wonderful, (191 reviews)
Charming cottage with private hot tub - one block to Duvall Street

About the area

Key West

Old Town Key West, a neighbourhood in Key West, is home to this holiday 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.
View more Holiday homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Key West Naval Station - 6 min walk - 0.5 km
  • Clarence S. Higgs Memorial Beach Park - 6 min walk - 0.6 km
  • Duval Street - 10 min walk - 0.9 km
  • South Beach - 10 min walk - 0.9 km
  • Southernmost Point - 12 min walk - 1.1 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 8 min drive

Restaurants

  • ‪Southernmost Point Bar in the USA - ‬13 min walk
  • ‪Sandy's Café - ‬10 min walk
  • ‪Southernmost Beach Café - ‬12 min walk
  • ‪Banana Cafe - ‬13 min walk
  • ‪El Siboney Restaurant - ‬7 min walk

Frequently asked questions

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.

How much does it cost to stay at Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking?

As of 1 Nov, 2026, prices found for a 1-night stay for 2 adults at Hemingway Caribbean Townhome/Private Pool by Beach,Key West charm,free parking on 15 Nov, 2026 start from S$2,517, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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 23 kg 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?

Checkout 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 holiday 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 mile (2 km).

Reviews

9.2

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 12 out of 16 reviews
Rating 8 - Good. 2 out of 16 reviews
Rating 6 - Okay. 1 out of 16 reviews
Rating 4 - Poor. 1 out of 16 reviews
Rating 2 - Terrible. 0 out of 16 reviews

9.2/10

Cleanliness

8.8/10

Check-in

10/10

Communication

9.6/10

Location

8.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay! Thanks Mark!
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everthing was very nice and we enjoyed our stay. Close to many things and the beach.
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Very nice accommodations. Lots of room. Mark the host was very helpful with suggestions for things to do.
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stay was very nice. Highly recommend.
Stayed 2 nights in Dec 2025
Verified review

6/10 Okay

Liked: Communication
Disliked: Check-in
Good location and overall value, but could
Stayed 3 nights in May 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
The hosts were very responsive and helpful. The stay was very comfortable and private. Close to beach and about a mile walk to Duval.
Stayed 3 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
So quaint and private. Close to everything and the private pool was absolutely lovely! Owners were accommodating and so friendly and nice!
Stayed 5 nights in Oct 2025
Response from VrboOwner on 3 Dec, 2025
Thank you Sandi. Come back often.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 5 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Entry way
Backyard to 2br suites
Stunning pool
Stayed 5 nights in Mar 2026
Response from VrboOwner on 31 Mar, 2026
Thank you Winnie for your kind review of our accommodations. We are so pleased to have gotten to know you all. You folks are just wonderful. We hope to spend more time with you here in paradise or at our Red Mountain Manor guesthouse and vineyard in Corrales NM.
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 2 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 2 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Response from VrboOwner on 16 Mar, 2026
We are so glad you and your party enjoyed the Caribbean Townhouse near the beach. We so enjoyed hosting you all. Because it takes 24 to 48 hours to fully heat your private pool, we have decided to start heating the pool prior to our guests arrival with a request in advance from our guests. That way it will be warm when guests arrive. So sorry the pool was not fully heated during your stay. We look forward to hosting you again soon.
Verified review

4/10 Poor

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.
Stayed 2 nights in Nov 2025
Response from VrboOwner on 11 Nov, 2025
Karen, we appreciate your observations. Perhaps we should have communicated more clearly. We recently had a new shower and a large double sink vanity installed. The professional bath installers unintentionally damaged the lower corner of the bathroom wall as shown in the first picture. We expect the installers to repair this wall. The two discolored spots shown in the second picture are water stains from the shower installation. This is not dry rot or mold. Regarding the pool, it is heated to 86 degrees. We have always been pleased to accommodate guest requests to make the pool warmer. Since the lagoon pool is surrounded by palm trees and lush tropical gardens, the ocean breezes can easily blow leaves into the pool. Out of respect for guest privacy, we do not disturb guests by entering the pool area to clean without a guest request. We never received any requests via text or phone call from you to clean the pool again or increase the pool temperature to your liking. We know that the warm and humid Key West climate has a natural potential for mold. This is why we installed UV sterilizers in both A/C units in your townhouse and change the air filters regularly. We also disinfect all floors and touch surfaces with cleaners that contain essential oils including lavender, peppermint and citrus oil. We are sorry your daughter has allergies. We have accommodated requests not to use any types of essential oils when we were informed of sensitivities in advance.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Jun 2026
Response from VrboOwner on 6 Jul, 2026
Thank you Joy for your kind words. We do focus on ensuring our guests have a marvelous vacation experience at our property and in and around Key West. The fact that we are so close to Higgs Beach and the city park with tennis, pickleball, sand volleyball, two children playgrounds, restaurants. a dog park and a dog beach and more is a huge positive. We look forward to hosting you all again.
Verified review

10/10 Excellent

Stayed 2 nights in Oct 2026
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