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

Key West, Florida
$1703 avg/night Minimum Stay 2 Nights
Bed 5

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Night 2 nights

Min Stay

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 iscomprised 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.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 3800 Sq Ft (353 Sq M)
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • INTERNET

    Free WiFi
  • OUTDOORS

    Fenced Yard Garden Porch Or Lanai
  • POOL/SPA

    Heated Pool Hot Tub Private Pool
  • BATHROOMS

    3.5 Bathrooms Bathtub Hair Dryer Towels Provided
  • WORKSPACES

    Desk Office
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Ecotours Nearby Marina Nearby Power Boating Nearby Swimming Nearby Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    TV
  • LIVING SPACES

    Dining Room Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • LOCATION HIGHLIGHTS

    In The City Center Near A Health Or Beauty Spa Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Cobblestone Flooring In Public Areas Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Rates & Availability

Review Review

  • Deanna

    Submitted Oct 17, 2024

    Stayed Oct 2, 2024

    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.

  • Leslie S.

    Submitted Feb 8, 2026

    Stayed Jan 27, 2026

    Beautiful, well equipped house in an excellent location!

  • Erin R.

    Submitted Aug 9, 2025

    Stayed Aug 2, 2025

    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.

  • Kellie A.

    Submitted Jun 18, 2025

    Stayed Jun 12, 2025

    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.

  • Jason s.

    Submitted Apr 7, 2025

    Stayed Apr 2, 2025

    Close to everything and a quiet location

  • Stephanie M.

    Submitted Jan 20, 2025

    Stayed Jan 13, 2025

    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!!

  • Erin H.

    Submitted Feb 8, 2022

    Stayed Jan 29, 2022

    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!

  • Keri M.

    Submitted Dec 22, 2021

    Stayed Dec 12, 2021

    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.

  • Gary B.

    Submitted Dec 4, 2021

    Stayed Nov 30, 2021

    Very nice property, excellent location. Only downsides are the cleanliness and rowdy neighbors behind the house.

  • Kristen M.

    Submitted Sep 21, 2021

    Stayed Sep 16, 2021

    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

  • Tricia B.

    Submitted Jun 19, 2021

    Stayed Jun 5, 2021

    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.

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Total

Includes taxes and fees
$1,703+
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