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OUR CANCELLATION POLICY   Read More >

LUXURY ACCOMMODATIONS

We represent a portfolio of Charleston’s most exclusive vacation rental homes, condos and villas.

UPSCALE AMENITIES

From Sonos systems to gorgeous pools, we make sure our private homes are appointed with luxuries to enhance your vacation.

PERSONAL SERVICE

You’ll enjoy unrivaled guest services provided by our dedicated staff of Retreat Concierge and service teams.

ATTENTION TO DETAIL

Prim and polished, each one of our properties has been perfectly prepared for your arrival.

VACATION EXPERIENCES

Yes, we offer our clients amazing accommodations, but more than that, we present once-in-a-lifetime experiences matched to your lifestyle.

PREMIER LOCATIONS

Our vacation rentals are in the most desirable locations around the Lowcountry including Isle of Palms, Folly Beach, Historic Charleston and Palmetto Bluff.

WHAT SETS US APART?

As part of the Luxury Simplified brand, we have an in-house team that includes specialties in construction, design, real estate investing, vacation rentals, property management and event venues. Named among Charleston’s “40 Dynamic Companies” by Charleston Magazine, March 2015, Luxury Simplified is a 2016 Recipient of the Historic Charleston Foundation “Whitelaw Award for Preservation” and is a two time winner of the American Marketing Association – Charleston “Spark Award.” Our historic event venue, The Gadsden House, was named among the TOP 100 New Event Venues in the World by the Venue Report.

SO – WHAT DOES THAT MEAN FOR YOU?

You have an integrated team of experts in real estate, investments, construction and event planning that can offer avenues of opportunity that add value to your vacation home investment – and ultimately deliver on your dreams. Trust us; if you’re looking for luxury vacation rentals in Charleston SC, you’re in the right place. Contact us today!

MEET OUR TEAM

ALISON BENSON WOODBERRY

managing director

KATHERINE MATTISON

director of operations - Palmetto Bluff

MARY MOORE

director of marketing

HANNAH SEARS

property operations manager

HANNAH MARSHALL

guest relations manager

MACKENZIE CRUM

guest relations & concierge

JOYCE BARROSSE

property inspector

JESS ANN SMITH

interior designer

OUR EARS ARE BURNING

DEEP WATER DAYS

RoAnn, September 2022

Every detail of Deep Water Days could not have been more perfect! The home is absolutely gorgeous! Beautifully decorated and the kitchen has everything you need to cook for a crowd. We started each morning on the porch having coffee. The view is perfect! In the evening, we sat on the dock watching the sunset. It was so nice just taking in all of the beauty! Our vacation celebration included 10 people. Every one of us would love to vacation here again and again!

PIED-à-TERRE

Sandra, January 2022

Tres chic! Everything about our stay was amazing, Pied a Terre is well equipped, stylish, comfortable and perfectly located. A short walk to town, across the street from a beach access. We rented bikes for the week and had them delivered. What a great way to end and start the new year!

THE CARRIAGE HOUSE AT MAY RIVER

Sara, April 2021

We love Palmetto Bluff and this carriage house just puts staying on the property on a new level of luxury. It is beautifully appointed and has everything a small family would need. Sebrina and Chris went above and beyond with booking our stay during a busy time and making us feel at home. Anyone would be lucky to stay here.

PARKS EDGE

Jeff, June 2022

Wonderful Stay! What a great property and stay. It is right where you want to be, pictures are exactly what you get. It was just fantastic. Host easy to check in/check out. Extremely knowledgeable, friendly, and great communication. Would stay here or at any other properties of theirs in a heart beat!

STUDIO 36

Sara, October 2022

Perfect for a Girls' weekend! This was the perfect size. We loved the location, everywhere we wanted to go was walkable. The back deck was especially relaxing! We felt like we had everything we needed for a wonderful long weekend! Thanks!

OCEAN WATCH

Terri, June 2021

Awesome family vacay! Upon arrival, blown away by the beautiful decor, well stocked kitchen, wonderful outdoor furniture, comfortable beds, and extras found here, wine frig, upscale laundry & frig, beach towels and lot of toys for the kiddos. This is the fourth different unit we have rented at COV and definitely the nicest. The few snags we had were quickly acknowledged and rectified as soon possible.

DRIFTWOOD

Katy, October 2022

Perfect Mothers/Daughters Girls Trip! This house was beautiful and perfect for what we needed. The location was within walking distance to the beach and many other food and shopping locations. Only a short drive to Charleston. Having our own private pool was such a nice perk! Plenty of beach towels. The beds were comfortable. The kitchen was well stocked. The common areas had ample comfortable seating and were beautifully decorated. We loved it and would love to come again!

THE MAY RIVER HOUSE

Jameel, January 2022

An amazing experience, again! We have stayed twice at the May River House, and it’s been magical both times. The house is beautiful and well appointed. It’s always a pleasure to interact with Sebrina and the rest of the folks at Luxury Simplified. We look forward to our next visit.

SEACLUSION

Gary, June 2021

Seaclusion was everything we had imagined and more! The property was maintained immaculately and the amenities were excellent. Highly recommended!