Entire home

**HALFWAY TO HAVANA** Two Cottages w/ Pool + Last Key White Glove Service...

Photo gallery for **HALFWAY TO HAVANA** Two Cottages w/ Pool + Last Key White Glove Service...

A rectangular pool with a floating ring, surrounded by white lounge chairs and a dining area with umbrellas.
A white colonial-style house with a porch and a number '1229' on the front.
A modern kitchen with white cabinets, a black stove, and a tiled backsplash.
A modern kitchen with a built-in oven and microwave, a dining area with a table and chairs, and a gray sofa.
A modern kitchen with white cabinets, a stainless steel refrigerator, a gas stove, and a window with blinds.

Reviews

9.4 out of 10
Exceptional

Highlights

  • Your personal oasis
    Unwind in the luxury of a top-rated private pool, all to yourself.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Duval Street

Popular amenities

  • Balcony
  • Spa pool on site
  • Private pool
  • Barbecue
  • Air-conditioning
  • Pet-friendly

Explore the area

View map
Key West, FL
  • Place, Duval Street
    ‪1 min walk‬
  • Place, South Beach
    ‪2 min walk‬
  • Place, Southernmost Point
    ‪3 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪9 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom #2

1 King Bed

Bedroom #4

1 King Bed

Master Suite #1

1 King Bed

Master Suite #2

1 King Bed

4 bathrooms

Bathroom #2

Bathroom #4

Master Bathroom #1

Master Bathroom #2

Spaces

Kitchen
Balcony

Add dates for prices

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About the area

Key West

Located by the sea, this holiday home is in Old Town Key West, a neighbourhood in Key West. 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 Florida Keys Eco - Discovery Center are also worth visiting. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with ecotours and cycling.
View more Holiday homes in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 1 min walk - 0.0 km
  • South Beach - 2 min walk - 0.2 km
  • Key West Butterfly and Nature Conservatory - 2 min walk - 0.2 km
  • Southernmost Point - 3 min walk - 0.3 km
  • Ernest Hemingway Home and Museum - 6 min walk - 0.5 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 11 min drive

Restaurants

  • ‪Circle K - ‬3 min walk
  • ‪Cuban Coffee Queen (Duval) - ‬2 min walk
  • ‪Southernmost Point Bar in the USA - ‬2 min walk
  • ‪Southernmost Beach Café - ‬3 min walk
  • ‪Banana Cafe - ‬1 min walk

Frequently asked questions

Does **HALFWAY TO HAVANA** Two Cottages w/ Pool + Last Key White Glove Service... have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at **HALFWAY TO HAVANA** Two Cottages w/ Pool + Last Key White Glove Service...?

As of 1 Nov 2026, prices found for a 1-night stay for 2 adults at **HALFWAY TO HAVANA** Two Cottages w/ Pool + Last Key White Glove Service... on 13 Dec 2026 start from AU$7,176, 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 **HALFWAY TO HAVANA** Two Cottages w/ Pool + Last Key White Glove Service... pet-friendly?

Yes, pets are allowed at this property.

How much is parking at **HALFWAY TO HAVANA** Two Cottages w/ Pool + Last Key White Glove Service...?

On-site parking is available at the property.

What time is check-in at **HALFWAY TO HAVANA** Two Cottages w/ Pool + Last Key White Glove Service...?

Check-in begins at 4:00 PM.

What time is check-out at **HALFWAY TO HAVANA** Two Cottages w/ Pool + Last Key White Glove Service...?

Checkout is at 10:00 AM.

Where is **HALFWAY TO HAVANA** Two Cottages w/ Pool + Last Key White Glove Service... located?

Located in Old Town Key West, this holiday home is steps away from Key West Butterfly and Nature Conservatory and Duval Street. Florida Keys Beaches and South Beach are also within 5 minutes.

Reviews

9.4

Exceptional

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. 2 out of 3 reviews
Rating 8 - Good. 1 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property for family or friends who want to be on Duval St. I wanted a bigger family gathering spot indoors and that is the only downside for me; however, my adult kids enjoyed it because they had their separate space with plenty of bathrooms, a private pool and hot tub, and the convenience of the trolley step right outside the door.
Stayed 4 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The setup was perfect. We had a great week. Instructions were well laid out. We had a small issue with the dryer, that was not able to be fixed during our one week stay. We were able to work around this having rented both cottages. Location was great, we walked all over. The Duval Street area is a fun place with lots of people watching from the fabulous front porch.
Stayed 7 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We stayed at the Halfway to Havana cottages right on Duval. We rented both side by side cottages for a party of 5 so we had access to both the pool and the hot tub and this allowed us separate cottages for the 2 families traveling together. Both cottages were well stocked so you could just bring yourself, clothes, and essentials. The host was wonderful, very responsive, and even got us an early check-in! Check out procedures were very easy and not labor intensive. The location was prime- we walked almost everywhere! We can’t wait to come back!
Stayed 7 nights in Jun 2026
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