This holiday home puts you in the heart of Key West, within just a 10-minute stroll of popular attractions like Duval Street and Florida Keys Beaches. Highlights at this holiday home include a kitchen, a private pool and a washing machine. .Home features free WiFi, 3.5 bathrooms and a living room. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A dining area, a fenced private garden and a TV are also available. .Attractions within a 20-minute walk of this Key West Historic District holiday home include Mallory Square and Ernest Hemingway Home and Museum.
Harry S. Truman Little White House - 8 min walk - 0.7 km
Getting around
Key West, FL (EYW-Key West Intl.) - 10 min drive
Restaurants
Sloppy Joe's Bar - 5 min walk
Kermit's Key West Key Lime Shoppe - 2 min walk
Conch Republic Seafood Company - 6 min walk
Stinkin Crawfish Key West - 4 min walk
Irish Kevin's - 4 min walk
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
The Caroline House Estate - 1 Block off Duval & Key West Historic Seaport
This gorgeous classical Key West Estate property is quite possibly the most stylish blend of historic Victorian-Caribbean with stunning island-modern that we have seen. An exceptional degree of refinement was reserved for the sophisticated renovation and décor of this circa 1930’s Key West Victorian house plus Caribbean bungalow cottage.
Located in Key West’s famous Old Town Historic Seaport neighborhood on two full lots, The Caroline House Estate vacation rental is comprised of two dwellings – a classic 2-story Key West Victorian house, and a hidden 1 ½ story Caribbean bungalow.
THE CAROLINE HOUSE (Main Victorian House)
INTERIOR LAY OUT: (Downstairs)
Entrance: The arts-and-crafts staircase defines the luxurious entrance to the house and leads to the 2nd floor straight ahead, where the three bedrooms in the main house are found. The expansive runs of original heart pine wood that make the interior walls of the house have been painted with absolutely brilliant tropical colors you find on the feathers of a scarlet macaw parrot. Downstairs - left side (as you face the house): Immediately to your left of the staircase is a spacious entrance hall, fit to receive the most discerning guest. Take an immediate left again to find the fabulous Victorian sitting room with yellow-gold painted walls and styled in eclectic tropical modern fashion. Cushy floral barrel chairs surround a round bamboo and glass coffee table and prints of colorful parrots the sitting room walls.
A square arch leads directly to the next room, a bright red dining room furnished with an oversized round mahogany dining table and chairs. The interior decorator has perfectly placed a long mahogany side board that runs the entire length of the dining room under the sash windows. A striking bouquet of red coral is placed in the middle, and then framed with a pair of clear designer lamps topped with coral red shades to match.
Another square arch flows directly from the dining room to the spacious living room where a designer sofa and chairs have been chosen for comfort and style. The large wicker sofa with nautical striped upholstery is flanked by an oversized ottoman that doubles as a lounge table. A pair of khaki print occasional chairs and an antique side table is set to the side. A large flat-screen TV is prominently placed in the living room for group enjoyment, and mounted above the TV is an impressive taxidermy of a sword fish.
Straight ahead is yet a third square arch that melds into the left side of the spacious kitchen, where a double set of French doors lead to the spacious deck and swimming pool. But before we consider details of the kitchen and the pool grounds let’s look at the right side of the downstairs starting from the front.
Downstairs – right side (as you face the house): The classic hard wood front entrance hall points all the way to the back of the house where your senses are ultimately treated to a remarkable blend of a Key West historical kitchen with contemporary culinary luxury. But first, on the way to the kitchen, you pass through a beautiful office kiosk that is set with a wooden desk large enough for two. Folk-art prints from Mario Sanchez and a rustic shutter create a charming Key West office décor. Continue through to the other end of the office to the right side of the living room, and then a final interior passage joins the living room with the kitchen.
The spacious sunlit kitchen is spectacular. It encompasses most of the back of the house and feels even grander with the 12 foot high ceilings, and pendulum designer lighting that show it all off. One entire wall, from floor to ceiling, is tiled with a period correct blue and white Spanish design pattern. Against the traditional tiled wall is the contrasting modern bright white cabinets and glistening stainless steel chef’s kitchen. A large dark wooden table creates an elegant dining area for in-kitchen meals, and is joined via French doors with the back sun deck and swimming pool. Finally, at the very back of the house, off the kitchen, is a walk-in laundry room and a half-bath. There is an outdoor shower just outside the door near the laundry room and downstairs bathroom.
Upstairs - Back to the front door entrance of the main house, the staircase leads to the 2nd floor where you find three beautifully appointed bedrooms off the hallway. The first bedroom is the master suite. Luxuriously styled in tropical gold walls and bedding of soft shades of tropical pink and green, it’s set toward the back of the house and furnished with a traditional king size four-poster mahogany bed, upscale matching Caribbean style furnishings, original art, and a 42” flat screen TV. The completely modernized en-suite bathroom for this bedroom is done vintage style with mahogany vanity and double size walk in shower with dual shower heads.
Next in line down the hallway is the 2nd bedroom. Situated in the middle of the hall, it is very comfortable and offers a 27” flat screen TV. Providing two twin beds and sweetly decorated in pretty shades of coral pink and white with sea-grass headboards, it is possible to push the beds together to make a king size bed.
The 3rd bedroom is at the end of the hall at the front of the main house. Shown in our slide show with a blue and white comforter, walls painted sun yellow create a striking contrast for the queen size mahogany pencil poster bed and matching wood and wicker furnishings. This bedroom also provides a 27” flat screen TV.
Both the 2nd and 3rd bedrooms share a large luxury bathroom with soak tub and in-tub shower that is located at the end of the hall near the top of the stairs.
THE CAROLINE COTTAGE (Caribbean Bungalow Cottage) INTERIOR LAYOUT:
Set on the lot next door to the main house on the other side of the pool garden, is the 1930’s free-standing Caribbean bungalow cottage. A brass plaque on the outside announces you have arrived at ‘The Caroline Cottage.’ From the outside, it maintains it’s traditional historic cottage charm, but inside is a completely different story.
As with the main house, the staircase in the cottage defines the entrance and is also the center piece for the entire interior. The architect made a dramatic statement by taking the ceiling line clear up to the roof timbers. Then the builder hand-crafted an outrageous wooden winding staircase to reach the 2nd floor sleeping loft that was made possible with the extreme vaulted ceiling. The sleeping loft is cozy and feels a bit like a secret hiding place when you’re up there.
The compact yet well designed and fully equipped kitchen lines one corner of the cottage and is ideally set to serve as a preparation kitchen for entertaining guests. Beautiful tropical furnishings and soft goods fill every room. A 52” TV is placed for easy viewing throughout the main room.
The master bedroom, located directly off the living room space, provides a chocolate color wicker king size bed that makes a stunning contrast against the flamingo pink walls. On the wall directly opposite the bed is a flat screen TV. The entire cottage is finished with beautiful hard wood floors that compliment the staircase. The cottage provides one full beautiful bathroom on the main floor with a bath tub and in-tub shower.
PAYMENT: Payment for the rental will be processed outside of VRBO according to the terms of your rental agreement (sent for review upon reservation). Payments by credit card are subject to an additional 2.95% merchant processing fee. PARKING: There is off-street parking for a maximum of 2 vehicles at The Caroline House Estate. Park in the driveway is to the left of the main house on Caroline Street, one vehicle in front of the other.
Parking is challenging in Old Town Key West and parking meters and parking lots are relatively expensive. Since this part of the island was developed before there were cars, this should be expected. It is best to park your car, remove your valuables, lock it, and forget about it when you are here. Enjoy your location and walk or bike everywhere if possible.
Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
Fire extinguisher
General
Garden
Unit size: 3,800 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Rules
PARKING: There is off-street parking for a maximum of 2 vehicles at The Caroline House Estate.
Pets
No pets allowed
Children and extra beds
Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts cash
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. This property accepts cash. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher and a smoke detector in all accommodation.
Property is also known as
The Caroline House Estate Key West
239279
The Caroline House Estate Private vacation home
The Caroline House Estate Private vacation home Key West
Frequently asked questions
Are there any beaches close to The Caroline House Estate - 1 Block off Duval & Key West Historic Seaport?
Yep, The Caroline House Estate - 1 Block off Duval & Key West Historic Seaport is a short 6-minute walk from Florida Keys Beaches.
Fun beach activities include swimming. You can also find motor boats.
Does The Caroline House Estate - 1 Block off Duval & Key West Historic Seaport have a pool?
The Caroline House Estate - 1 Block off Duval & Key West Historic Seaport has a heated pool and a pool.
What luxury perks are available at The Caroline House Estate - 1 Block off Duval & Key West Historic Seaport?
This property features a heated pool, as well as a private pool and a living room.
What makes The Caroline House Estate - 1 Block off Duval & Key West Historic Seaport a romantic place to stay?
1 hot tub and private pools help set the scene for a sizzling getaway at The Caroline House Estate - 1 Block off Duval & Key West Historic Seaport.
Is there a private hot tub at The Caroline House Estate - 1 Block off Duval & Key West Historic Seaport?
Yep, there is a hot tub.
Is there a free airport shuttle available at The Caroline House Estate - 1 Block off Duval & Key West Historic Seaport?
No, The Caroline House Estate - 1 Block off Duval & Key West Historic Seaport does not offer an airport shuttle service.
What time are check-in & check-out at The Caroline House Estate - 1 Block off Duval & Key West Historic Seaport?
Check-in begins at 4:00 PM. Check-out time is 10:00 AM.
Are pets allowed at The Caroline House Estate - 1 Block off Duval & Key West Historic Seaport?
No, pets are not allowed.
The Caroline House Estate - 1 Block off Duval & Key West Historic Seaport Reviews
Reviews
9.8
Exceptional
All reviews shown are from real guest experiences. Only travellers 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.
Rating 10 - Excellent. 18 out of 22 reviews
10 - Excellent
18
Rating 8 - Good. 4 out of 22 reviews
8 - Good
4
Rating 6 - Okay. 0 out of 22 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 22 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 22 reviews
2 - Terrible
0
9.8/10
Cleanliness
8.0/10
Amenities
8.0/10
Property conditions & facilities
Reviews
10/10 Excellent
Leslie S., Park City, UT
8 Feb 2026
Liked: Cleanliness
Beautiful, well equipped house in an excellent location!
Leslie S.
Stayed 5 nights in Jan 2026
10/10 Excellent
James M.
3 Nov 2025
James M.
Stayed 3 nights in Oct 2025
8/10 Good
kelsie p.
7 Sept 2025
kelsie p.
Stayed 4 nights in Aug 2025
10/10 Excellent
Erin R., Ocala, FL
9 Aug 2025
Liked: Cleanliness
Communication was excellent from beginning to end. House was very spacious from bedrooms to kitchen . Plenty of dining space too. Beds were all comfortable. Only the couch needs replacing. The location was great for exploring all aspects of Key West.
Erin R.
Stayed 7 nights in Aug 2025
10/10 Excellent
Kellie A.
18 Jun 2025
Liked: Cleanliness
The house was absolutely amazing! It exceeded my expectations-pictures don’t do it justice! We wanted the “Key West” vibe/feel and it delivered. The location was great- close to Duval and all the action but quiet. It was easy for people to get around and come and go as they pleased.
Kellie A.
Stayed 3 nights in Jun 2025
10/10 Excellent
Jason s.
7 Apr 2025
Liked: Cleanliness
Enjoyable stay
Close to everything and a quiet location
Jason s.
Stayed 3 nights in Apr 2025
10/10 Excellent
Stephanie M.
20 Jan 2025
Liked: Cleanliness
Magical Oasis
This place is a perfect Key West getaway! The location is equidistant to both Duval street (2 blocks) and the pier (3 blocks) where many of the boat tours and day excursions depart from. Despite proximity to all of the action, the house and yard are quiet. Landscaped with palm trees throughout the back yard/pool area, you feel like you are miles away from anyone else. The house itself has much of its historical qualities intact, with restored original hardwood floors. Despite its historic charm, the house was incredibly clean with comfortable beds and soft linens (including both bathroom towels and beach towels for the pool). Of note, there is an additional fee to heat the pool/hot tub in the colder months if desired. Communication with the host was easy and prompt. Overall, we had the most lovely, relaxing stay and hope to come back again!!
We enjoyed our stay at Caroline house. Beautiful home. My only issue with the accommodations is the lift sleeping area in the cottage. Not for older people. Kids - yes they would love it. Seniors - not a good fit. The master suite downstairs was lovely. The main house - well equipped.
Deanna
Stayed 4 nights in Oct 2024
10/10 Excellent
Erin H., Erie, PA
8 Feb 2022
Liked: Cleanliness
Perfect home and location
Our family of 9 adults and two 1 year olds stayed for a week for our wedding. The pictures do not do the house justice. It is beautiful and well maintained! Only complaint was the ice maker and water in the refrigerator was not working. We thoroughly enjoyed our stay at 618 Caroline Street!
Erin H.
Stayed 7 nights in Jan 2022
10/10 Excellent
Keri M.
22 Dec 2021
Liked: Cleanliness
Location Location Location
The Caroline Estate was the perfect house for our group of 6 Adults/1 Child. But mostly our stay was the perfect mix of a peaceful quaint neighborhood retreat located just steps from all the action…and not just the nightlife but everything that Key West has to offer. We highly recommend the Caroline Estate.
Keri M.
Stayed 7 nights in Dec 2021
10/10 Excellent
Gary B.
4 Dec 2021
Liked: Cleanliness
Very nice property
Very nice property, excellent location. Only downsides are the cleanliness and rowdy neighbors behind the house.
Gary B.
Stayed 4 nights in Nov 2021
10/10 Excellent
Kristen M.
21 Sept 2021
Liked: Cleanliness
Girls Weekend!
The house and property are beautiful and well maintained. The pool and hot tub were amazing and great way for us to cool off during the day and in the evening! The house is approx 2 blocks from Duval yet you can not hear all the noise at the house! We were literally walking distance to everything, we only took an uber to and from the airport. The house had everything we needed! I would definitely stay here again and recommend it to anyone I know coming to KeyWest
Kristen M.
Stayed 4 nights in Sep 2021
10/10 Excellent
Tricia B.
19 Jun 2021
Liked: Cleanliness
Beautiful space Perfect location Impeccably clean
We spent our familymoon at the Caroline House, and it was perfect. All areas were sparklingly clean. I can not say that enough. My husband and I had the smaller house to ourselves and our family stayed in the bigger house. It was close to all the fun of Duval Street, but we also could retreat to the privacy of the pool area. The pool was remarkably clean. The foliage around the pool beautiful and offered both shade and sun. The kitchen was stocked with anything we would ever need. We also used the outside grill. It was paradise.
Tricia B.
Stayed 5 nights in Jun 2021
10/10 Excellent
John L.
13 May 2021
Liked: Cleanliness
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John L.
Stayed 7 nights in May 2021
10/10 Excellent
Dan R., Phoenix
13 Apr 2021
Liked: Cleanliness
Great Place!
Loved the house and the location! Great time!
Dan R.
Stayed 7 nights in Apr 2021
10/10 Excellent
Susan P.
9 Mar 2021
Liked: Cleanliness
Great house!
This was a great house in a great location! We really enjoyed our stay here! I agree with another reviewer that the pictures don't do it justice. It was much bigger and better than I expected. I would definitely stay here again and highly recommend this property.
Susan P.
Stayed 7 nights in Feb 2021
10/10 Excellent
Jan C.
11 Jan 2021
Liked: Cleanliness
Amazing Property Close to Everything
A beautiful property filled with every amenity you could possibly need! Excellent location - within walking distance to Duval Street. We had an amazing stay - can't wait to return!
Jan C.
Stayed 7 nights in Jan 2021
10/10 Excellent
Patricia A.
6 Oct 2020
Liked: Cleanliness
Location location!
THE GOOD: Excellent location, only two blocks from Duval, harbor etc. and walk to everything! Location was the key for us and we hit it on the nail with this property, Definitely where the action is! Property is great for larger parties and well stocked with plenty of towels, pool towels and well stocked kitchen. Beds are very comfortable, no complaints here. Overall, the house was clean, inviting and comfortable. The pool is a bonus and we used it a few days; it is very shady so keep this in mind when renting. Cutting off a few of the tree limbs would help a lot in allowing more sun areas. IMPROVEMENT: The pool house is great, comfortable and a great addition for large groups, but smells musty and we had to buy air fresheners. Not sure what can be done but was noticeable. Also, the pool house needs a mirror in the main room as there is only one bathroom and it makes it very difficult to get ready when no mirrors anywhere else. Small items, but as they say, details matter. We had a few problems with the air conditioner which was out for four days in two of the rooms, and issues with the TV's(just need to add a sheet of instructions). VHKW was very responsive to all our problems; no complaints there as things always break, need repair etc. They did what needed to be done to help solve our problems. Overall, I recommend this house for location, cleanliness and location; we were a group of 50 year old women, and while the house could use some updates, it served us perfectly for the week we stayed.
Patricia A.
Stayed 6 nights in Sep 2020
10/10 Excellent
Craig J.
4 Aug 2020
Liked: Cleanliness
We love the Caroline House
this was a great house, very charming and perfect location. VHKW did a great job
Craig J.
Stayed 8 nights in Jul 2020
8/10 Good
Lisa S.
13 Mar 2020
Liked: Cleanliness
Fantastic property
This place was beyond my expectations! Everything was perfect and the location can not be beat . You are within walking distance to everything ! The pictures don’t do this place justice ! We will definitely be back ! ❤️
Lisa S.
Stayed 4 nights in Mar 2020
10/10 Excellent
Colby C.
24 Jan 2020
Liked: Cleanliness
great group trip
house and pool were fantastic....not quiet, but close to town which is what we wanted. Would absolutely rent again.
Colby C.
Stayed 4 nights in Jan 2020
8/10 Good
Matthew M.
6 Jan 2020
Liked: Cleanliness
Very nice!
Had trouble with the hot tub or would’ve been all 5 stars.