The Pineapple Place | EastBay Historic District Home

Charleston, South Carolina
$1536 avg/night
Bed 5

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 16

Max Sleeps

Summary:

Welcome to your Charleston sanctuary where historic charm meets spacious luxury. This 5-bedroom retreat offers a generous 3,000 square feet of beautifully appointed space. Ideal for families or groups who want elegant design, room to spread out, and a prime location in the French Quarter just steps from dining, culture, and waterfront views.



The Space:

Newly-renovated 5 bedroom/4 bath condo in the popular, French Quarter neighborhood. Ideal for a large group of friends or family gatherings. Steps from great restaurants & historical sights.



Please note there are 3 listing advertisements for this property, this is the 5 bedroom option (entire unit)



Bedroom #1: King Bed + En suite

Bedroom #2: Queen Bed + Queen Bed + En suite

Bedroom #3: Queen Bed + Queen Bed + En suite

Bedroom #4: Queen Bed + En suite

Bedroom #5: King Bed



Queen Air Mattress + Additional Bedding (Available upon request)



Only 2 blocks from City Market

20 minutes from Charleston Int'l Airport

20 minutes from local beaches



Permit Number: BL012726-10-2018



This 5 bedroom / 4 bathroom home is situated in the most desirable location in all of downtown Charleston; walking distance to fine dining restaurants, Charleston's City Market, historic landmarks, boutiques, tours, parks, and so much more. This home's unique features + ideal location are unparalleled and intended for guests who wish to travel comfortably while being fully immersed in the middle of everything Charleston.



We can comfortably accommodate 16 guests. 14 in beds + 2 additional guests on our queen-size super comfy West Elm pullout sofa. Comcast Business-Class Internet and WiFi HotSpots throughout the home ensure full connectivity for guests in every corner of this private and secured 3,300 sq ft luxury home.



All bedrooms are furnished with linens, towels, and pillows.



All bedrooms feature flat screen TVs with YOUTUBE TV



Each of the two master suites feature dual queen-size beds and full bathrooms en suite. Graber roller shades, Vornado fans and sleep machines are included for additional comfort.



A top-floor bedroom features a king-size bed and an eye-level view of the iconic St. Philip Church steeple through the bedroom window.



The fourth bedroom features a king size bed and en suite full bathroom with powder room vanity.



The fifth bedroom features a king size bed and en suite full bathroom.



The spectacular common space on the bottom floor features a full gourmet kitchen furnished with stainless appliances and all the amenities expected of a high-end luxury vacation rental. Dishes, smallwares, and cookware are top notch and plentiful; perfect for comfortably entertaining up to 14 guests.



The gracious living room features exposed interior brick, original heart pine hardwood floors and 18' ceilings. The dining area features a live-edge dining table with seating for 8 plus, a full bar with seating for 4 more and ample seating for additional guests throughout. A high-end SONOS sound system controlled by iPad and a 75 flat screen TV with premium channels lend to a common area perfect for comfortably entertaining up to 14 guests.



All 3 floors feature individual kitchenettes with brand new full-size refrigerators and ice-makers on each of the bottom two floors. The in-unit laundry room features a full-size washer and dryer including detergent.



Managed with care by YOURPAD Vacation Rentals. We manage a large portfolio of properties across the Lowcountry. Once you experience our hospitality, we’d love to welcome you back again in the future.



SOCIAL MEDIA:

If you plan on sharing your experience on social media, please tag us! @yourpadstays



Guest Access:

Guests will have exclusive access to this three level condo in the building. Easily accessible and well lit for your safety right next door to the famous SNOB Restaurant. You can pull your car off the street and into a parking lot with a reserved space, located right down the street, which makes parking a breeze. For additional parking there is a paid public garage right behind the building.



The Neighborhood:

The French Quarter is the oldest section of Downtown Charleston, bounded on the south by Broad Street and the north by the City Market. It is home to the Charleston Art Walk, an evening held many times a year where Charleston residents and visitors alike enjoy gallery hopping and wine tasting along its storied streets. Here you will also find theaters like the famed Dock Street, churches, inns and secret gardens waiting to be discovered. Charleston's historic French Quarter is a small neighborhood on the Southeastern corner of the peninsula, with Broad, Meeting, East Bay, and South Market streets acting as perimeters. The neighborhood is filled with historic churches and museums, theaters, art galleries and even some haunted cemeteries. The French Quarter may be the most romantic of Charleston's districts, and is perfect for leisurely walks, exploring historic sites, and immersing yourself in centuries of city history.



Getting Around:

You can walk anywhere and everywhere in Downtown Charleston, but just in case, here is a list of the top transportation services:



Uber and Lyft

Charleston Black Cab Limo Company (Can accommodate 1-200 people)



Downtown:

Charleston Pedicab

Bike Taxi

Charleston Rickshaw



Other Things to Note:

Luggage storage offered Monday- Friday at our main office from 8:30am-5pm. On weekends we recommend utilizing Bounce Luggage storage. Please inquire once booking is complete for the address!



YOURPAD Charleston is full-service property management company here in Charleston, operating over 80 different properties throughout the heart of Downtown! To view all of our homes, please search YOURPAD Charleston on your preferred search engine!



PROPERTY NAME: PINEAPPLE PLACE



Interaction with Guests:

Our team is available 24/7 by messenger, text, or call during your stay. We're happy to provide any recommendations during your vacation as we love making sure you have a wonderful time!



You'll receive all of your check-in details, lock code, emergency contacts, and a list of our favorite nearby restaurants seven days prior to your stay.



THIS PROPERTY IS LEGAL & LICENSED BY THE CITY OF CHARLESTON, Permit Number: BL012726-10-2018

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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 Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided Sofa Bed
  • KITCHEN

    Blender Coffee/tea Maker Dishwasher Electric Kettle Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    WiFi Available
  • BATHROOMS

    4 Bathrooms Hair Dryer Shampoo Shower Towels Provided
  • WORKSPACES

    Desk
  • LANGS SPOKEN

    English Spanish
  • ENTERTAINMENT

    TV With Cable/satellite Service
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Highchair
  • LOCATION HIGHLIGHTS

    In The City Center
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Elevator 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 : 16

Map Map

School District Rates & Availability

Review Review

  • calvin s.

    Submitted Dec 21, 2025

    Stayed Dec 19, 2025

    Great property, located close to everything.

  • Amy T.

    Submitted Dec 8, 2025

    Stayed Dec 4, 2025

    Location, location, location! We rented suites 200 & 300, this space was perfect for our group. Plenty of room to spend time together but also had large bedrooms and bathrooms across the 3 floors. The host was responsive when we had questions. Great stay, would definitely recommend!

  • Submitted Nov 21, 2025

    Stayed Nov 17, 2025

    Shops and restaurants and attractions were nearby.

  • Kristen E.

    Submitted May 14, 2025

    Stayed Apr 27, 2025

    This was an amazing place to spend time with friends and explore Charleston. Just like home and so close to everything. It was just great!

  • Nikole T.

    Submitted Apr 15, 2025

    Stayed Apr 10, 2025

    This property hosted my large wedding party for my wedding weekend! It was a little warm throughout the house and the bathrooms had poor lighting but other than that it was a great stay!

  • Paige S.

    Submitted Mar 31, 2025

    Stayed Mar 28, 2025

    I stayed here with my friends and we all loved this place. The location was the best part for us. But it was also very clean, and felt high-end and luxurious which was amazing. The hosts were very communicative and responsive. Highly recommend to anyone looking to be right in the center of downtown historic Charleston!

  • Meagan M.

    Submitted Feb 24, 2025

    Stayed Feb 21, 2025

    Just stayed here with a group of couple friends to celebrate my sister’s birthday, and our trip was elevated by the amazing location of this property! We could walk to all of our restaurant reservations and fun bars, and had beautiful views to while

  • Christine D.

    Submitted Feb 3, 2025

    Stayed Jan 31, 2025

    The rental itself was perfect but even more than that, the customer service and communication as well as the ability to accommodate multiple requests from us was superior. Well done!

  • Spencer G.

    Submitted Jan 19, 2025

    Stayed Jan 16, 2025

    This place was VERY VERY clean. Its location was the BEST!!! Everywhere we went. We were able to walk to. This area is also a very safe area and did not have to worry about anything. The host was very accommodating and very helpful with instruction on everything. The host was even helpful with providing info on nearby grocery stores. The pictures and info listing were very helpful with knowing how many people we could have. Lots of bathrooms. Hand down one of the best properties I've ever stayed in. HUGE THANKS to the host for making my stay in Charleston a great time!!!

  • Julie M.

    Submitted Nov 11, 2024

    Stayed Nov 7, 2024

    Place was beautiful and close to everything. We walked everywhere. Really enjoyed ourselves.

  • Janet F.

    Submitted Sep 27, 2024

    Stayed Sep 24, 2024

    Excellent location - in the heart of the historic district!! Wonderful amenities and lots of space for guests. Very comfortable! Our group of ladies had a fabulous vacation.

  • Lisa O.

    Submitted Jul 21, 2024

    Stayed Jul 15, 2024

    The location of this rental made it perfect for exploring the city on foot. That alone made any additional cost we may have saved at a less ideal location. But, coming from a bed snob, the luxurious mattress and linens really put this charmer over the top! The amount of space was perfect for our group of 7 and the living room made for a perfect dance floor for our Just Dance game we brought! The overall decor and vibe of the place was so charming & added the best touches to our Bachelorette weekend! 10/10 would stay here again!”

  • Keri B.

    Submitted May 22, 2024

    Stayed May 20, 2024

    Beautiful place right in the heart of the Market area. Never grabbed the car. Walked all over. Loved the stay!

Your dates are Available!

Total

Includes taxes and fees
$1,536+
View details