The Pineapple Place | EastBay Historic District Home

Top rated by guests
Welcome to your East Bay Street rental! Walk everywhere downtown and stay within steps of some of the best restaurants and shops!
Fully stocked kitchen! There are also 2 kitchenettes on the upper floors!
Spacious living room for your group to relax in!
Welcome to your East Bay Street rental! Walk everywhere downtown and stay within steps of some of the best restaurants and shops!
Spacious living room for your group to relax in!
review stars
9.6Outstanding
(96 Ratings)
"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!"
Kristen E.
Don't miss out! Price and availability may change
9.6 / 10
Outstanding(96 Ratings)

House in Charleston, SC

16 guests · 5 bedrooms · 4 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

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 BY:

YOURPAD Vacation Rentals



SOCIAL MEDIA:

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



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

Amenities at The Pineapple Place | EastBay Historic District Home

Non-smoking
No pets allowed
Family friendly

Map of Charleston, SC


Ratings and reviews

9.6 / 10
Outstanding(96 Ratings)
10 / 10Outstanding·May 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!
8 / 10Excellent·Apr 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!
10 / 10Outstanding·Mar 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!
10 / 10Outstanding·Feb 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

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at The Pineapple Place | EastBay Historic District Home. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is The Pineapple Place | EastBay Historic District Home pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at The Pineapple Place | EastBay Historic District Home?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.