Caroline On My Mind - Paradise, Upgraded - 2BD/2Bath - Prime Location!

Key West, Florida
$435 avg/night Minimum Stay 28 Nights
Bed 2

Bed

Bath 2

Bath

Home Condo

Property Type

Sleep 4

Max Sleeps

Night 28 nights

Min Stay

This beautifully restored, remodeled second-floor 1933 Key West home on Caroline Street offers a unique and inviting experience. The location is highlighted as a key factor, emphasizing the significance of its surroundings.

As you enter Caroline on My Mind, you'll notice a stairway adorned with wainscoting, leading you to the entry. The home boasts an open and comfortable living area, allowing ample natural light to fill the space. The living room features high-vaulted ceilings and cathedral windows, creating an instant vacation-like ambiance.

There is a flat-top electric stove, two-door refrigerator, and dishwasher available to facilitate your cooking needs. The countertop seating for three also provides a convenient space for dining or socializing while in the kitchen. Overall, the kitchen offers functionality and amenities that will allow you to enjoy preparing meals during your stay.

The guest room is located on the same floor, accompanied by a full shower bathroom and a washer/dryer for added convenience.

One of the standout features of this home is the large balcony that overlooks Caroline Street below. Equipped with fans, the balcony serves as a perfect spot for savoring morning coffee or enjoying cocktails. A four-person table allows for al fresco dining, while you can also engage in people-watching and relish the refreshing evening breezes of Key West.

To access the floor above, a spiral staircase takes you to the treetops, providing a unique vantage point. The primary bedroom on this floor features a queen-sized bed that can be converted into two twins upon request. Additionally, for those who need to work while in paradise, there is a functional desk with great views, enabling mental breaks amidst the scenic surroundings.

Lastly, there's a skylight in the primary bedroom, offering the opportunity for star gazing while lying in bed at night, adding to the enchanting atmosphere of this Key West home.

Important Notice: Some booking platforms may not correctly display our security deposit requirements. This contract is based on a $125 non-refundable damage protection plan in place of a $5000.00 refundable security deposit; if you prefer to pay the $5000.00 deposit instead, please let us know.

Guests are subject to a 2% credit card processing fee. In order to avoid that fee, we encourage you to pay by check.

Monthly Rental Only

Shared Pool/6 units

Pets Not Allowed
Virtual Tour Url: https://my.matterport.com/show/ m=TXf1ngy4X89

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

Feature Features

  • PETS

    Service Animals Only (pets Not Allowed)
  • BEACH

    Near The Beach
  • 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) Smoke Detector Not Reported (host Has Not Indicated Whether There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 980 Sq Ft (91 Sq M)
  • KITCHEN

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

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • INTERNET

    WiFi Available
  • OUTDOORS

    Balcony Fenced Yard
  • POOL/SPA

    Heated Pool Shared/communal Pool
  • BATHROOMS

    2 Bathrooms Hair Dryer Shower Towels Provided
  • WORKSPACES

    Desk
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Basketball Nearby Birdwatching Nearby Ecotours Nearby Fishing Nearby Fitness Facilities Nearby Golf Nearby Jet Skiing Nearby Marina Nearby Scuba Diving Nearby Snorkeling Nearby
  • ENTERTAINMENT

    Smart TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning
  • LOCATION HIGHLIGHTS

    Near A Hospital
  • SERVICES AND CONVENIENCES

    Concierge Services Housekeeping (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    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 : 4

Map Map

School District Rates & Availability

Review Review

  • John R.

    Submitted Dec 2, 2025

    Stayed Nov 1, 2025

    Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Beautiful colonial Key West house in historic Key West. Compact, two-story with two bedrooms, two baths, with counter-table eating, but no dining area.

  • Jax R.

    Submitted Mar 1, 2024

    Stayed Feb 1, 2024

    This place has everything you need. We stayed here for a month and had a wonderful time. The hosts were always responsive and ready to address any issue. We hadn't realized we had a very large patio all to ourselves.

  • Lori A.

    Submitted Feb 7, 2024

    Stayed Jan 1, 2024

    Classic Key West apartment in a classic Key West old town neighborhood. Great spot.

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Total

Includes taxes and fees
$435+
View details