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The Caroline House Estate - 1 Block off Duval & Key West Historic Seaport

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pool
kitchen 1
living room
living room
street view

Reviews

9.8 out of 10
Exceptional
5 bedrooms3+ bathroomsSleeps 10353 sq m

Popular amenities

  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Explore the area

View map
Key West, FL
  • Place, Duval Street
    ‪3 min walk‬
  • Place, Mallory Square
    ‪7 min walk‬
  • Place, Harry S. Truman Little White House
    ‪8 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪14 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single Beds

Bedroom 3

2 Single Beds

Bedroom 4

1 King Bed

Bedroom 5

1 King Bed

3 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Spaces

Porch or lanai
Kitchen
Office
Separate dining area
Garden
Dining area

About this property

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.

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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

Frequently asked questions

Does The Caroline House Estate - 1 Block off Duval & Key West Historic Seaport have a pool?

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

How much does it cost to stay at The Caroline House Estate - 1 Block off Duval & Key West Historic Seaport?

As of 20 March 2026, prices found for a 1-night stay for 2 adults at The Caroline House Estate - 1 Block off Duval & Key West Historic Seaport on 7 July 2026 start from NZ$2,378, 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 The Caroline House Estate - 1 Block off Duval & Key West Historic Seaport pet-friendly?

No, pets are not allowed at this property.

What time is check-in at The Caroline House Estate - 1 Block off Duval & Key West Historic Seaport?

Check-in begins at 4:00 PM.

What time is check-out at The Caroline House Estate - 1 Block off Duval & Key West Historic Seaport?

Checkout is at 10:00 AM.

Where is The Caroline House Estate - 1 Block off Duval & Key West Historic Seaport located?

Located in Key West Historic District, this holiday home is within a 5-minute walk of Key West Bight Marina and Duval Street. Florida Keys Beaches and Mallory Square are also within 10 minutes.

Reviews

9.8

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. 18 out of 22 reviews
Rating 8 - Good. 4 out of 22 reviews
Rating 6 - Okay. 0 out of 22 reviews
Rating 4 - Poor. 0 out of 22 reviews
Rating 2 - Terrible. 0 out of 22 reviews

9.8/10

Cleanliness

8.0/10

Amenities

8.0/10

Property conditions & facilities

10/10

Check-in

9.8/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Jason s.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Enjoyable stay

Close to everything and a quiet location
Stayed 3 nights in Apr 2025
Response from VrboOwner on 8 January 2026
Hello Jason,We’re so happy you loved the location! Being near everything yet peaceful is exactly what we hope for our guests. We’d be thrilled to welcome you back anytime.
Verified

10/10 Excellent

Erin R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 7 nights in Aug 2025
Response from VrboOwner on 8 January 2026
Hello Erin,We’re so glad you enjoyed the space, comfort, and location! Thank you for your helpful feedback.We’d love to host you again on your next visit to Key West.
Verified

10/10 Excellent

Kellie A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Colby C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

great group trip

house and pool were fantastic....not quiet, but close to town which is what we wanted. Would absolutely rent again.
Stayed 4 nights in Jan 2020
Response from VrboOwner on 15 December 2021
Hi Colby, Thank you for the 5 star review! We hope to see you again and that 2020 and 2021 have been good to you!
Verified

10/10 Excellent

Gary B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice property

Very nice property, excellent location. Only downsides are the cleanliness and rowdy neighbors behind the house.
Stayed 4 nights in Nov 2021
Response from VrboOwner on 7 December 2021
Hi Gary, Thank you for taking the time to write this review. We hope you will consider staying with us again in the future. We pride ourselves in making sure our guests have the best stay possible so we cant apologize enough for any inconveniences you may have experienced.
Verified

10/10 Excellent

Susan P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 7 nights in Feb 2021
Response from VrboOwner on 28 April 2021
Susan, thank you for taking the time to share your experience! The Caroline House is definitely one of a kind - spacious, inside and out, beautifully decorated, well maintained and on top of it, it is located in the middle of Old Town, close to all the action! Oh, and don't forget the parking spot! :) We are thrilled that you had an amazing stay and we look forward to having you back soon! VHKW Team
Verified

10/10 Excellent

Keri M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 7 nights in Dec 2021
Response from VrboOwner on 13 January 2025
Thank you for staying with us and for your kind review, Keri! We're thrilled to hear you enjoyed the lovely neighborhood and prime location our estate has to offer. We appreciate your time and hope to have the chance to host you again the next time you're back in Key West! Best, VHKW
Verified

8/10 Good

Lisa S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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 ! ❤️
Stayed 4 nights in Mar 2020
Response from VrboOwner on 15 December 2021
Hi Lisa, Thank you for taking the time to write this 4 star review. We look forward to hosting you again. We hope 2020 and 2021 have been good to you and are wishing you the happiest of holiday seasons!
Verified

10/10 Excellent

Kristen M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Stayed 4 nights in Sep 2021
Response from VrboOwner on 1 December 2021
Hi Kristen, We value and respect your review. It is so nice to hear that you were truly able to experience Paradise in its greatest form, by having the ability to walk whenever needed and to cool down when needed :) thanks again for the review and we hope you have a happy holiday!
Verified

8/10 Good

Deanna

Liked: Cleanliness, amenities, property conditions & facilities, communication
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.
Stayed 4 nights in Oct 2024
Verified

10/10 Excellent

Tricia B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 5 nights in Jun 2021
Response from VrboOwner on 9 December 2021
Hi Tricia, Thank you so much for the 5 star review. We love that you were able to enjoy the Caroline House Estate. We do our very best to keep our rentals stocked so as to provide a homelike environment. Thank you for noticing and that you were able to capitalize on our efforts! We hope to see you again and that you have a happy holiday season!
Verified

10/10 Excellent

Stephanie M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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!!
Stayed 4 nights in Jan 2025
Response from VrboOwner on 27 January 2025
Thank you so much for your glowing 5 star review! We're overjoyed to hear you enjoyed your stay with us and our stunning home. Thank you for your detailed feedback and for taking the time to share your experience! It was a pleasure hosting you and we look forward to the chance again the next time you're in town. Best, VHKW
Verified

10/10 Excellent

Leslie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful, well equipped house in an excellent location!
Stayed 5 nights in Jan 2026
Response from VrboOwner on 23 February 2026
Hello Leslie,We’re so pleased you found the house beautiful. We always aim to make it feel like a home away from home, and it sounds like we hit the mark. Hope to see you again soon!
Verified

10/10 Excellent

Erin H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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!
Stayed 7 nights in Jan 2022
Response from VrboOwner on 13 December 2024
Thank you so much for your glowing feedback, Erin! We're overjoyed to hear that you loved the home and all it has to offer. If you ever happen to be back in Key West, we hope to have the chance to host you again! Best, VHKW
Verified

10/10 Excellent

John L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

.

.
Stayed 7 nights in May 2021
Response from VrboOwner on 21 May 2021
Hi John, Thank you for you 5-start review for the Caroline House Estate! We would love to host you again in the near future! VHKW Team
Verified

10/10 Excellent

Dan R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Place!

Loved the house and the location! Great time!
Stayed 7 nights in Apr 2021
Response from VrboOwner on 9 December 2021
Hi Dan, We take a lot of pride in keeping this house in tip top shape! So happy you had a good time and we hope to see you again!
Verified

10/10 Excellent

Jan C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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!
Stayed 7 nights in Jan 2021
Response from VrboOwner on 14 January 2021
Jan, thank you for a wonderful review! We are thrilled to hear that you had an amazing time at the Caroline House Estate! This property has it all - plenty of space to gather with family and friends, very sophisticated decor, great amenities, and on top of it, it is conveniently located in the middle of old town! We hope you will visit us again soon! VHKW Team
Verified

10/10 Excellent

Patricia A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 6 nights in Sep 2020
Response from VrboOwner on 15 December 2021
Hi Patricia, Thank you so much for the 5 star review! We appreciate your feedback. We have since placed a humidifier in the cottage to assist with the scent. We hope to see you guys again and are happy Caroline House Estate was a good fit for you gals!
Verified

10/10 Excellent

Craig J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

We love the Caroline House

this was a great house, very charming and perfect location. VHKW did a great job
Stayed 8 nights in Jul 2020
Response from VrboOwner on 15 December 2021
Hi Craig, Thank you so much for noticing our efforts and providing us a 5 star review! We are lucky to have had guests like you and hope to see you again
Verified

8/10 Good

Matthew M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice!

Had trouble with the hot tub or would’ve been all 5 stars.
Verified

10/10 Excellent

James M.

Stayed 3 nights in Oct 2025
Response from VrboOwner on 7 January 2026
Hello James,Thank you for your review! It was a pleasure hosting you, and we’d love to host you again in the future.
Verified

8/10 Good

kelsie p.

Stayed 4 nights in Aug 2025
Response from VrboOwner on 7 January 2026
Hello Kelsie,We appreciate your review and would be delighted to welcome you back for another stay.

About the host

Hosted by VHKW - Vacation Homes of Key West

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