Monthly Winter Rentals

Are you looking to get away from the chill of the winter season? Well, we may have just what you are looking for. Imagine waking up in December for Christmas to the sun shining in your bedroom window and the waves of the ocean splashing on the beach. Whether it is oceanfront, creek front, or something in between, we have monthly rental options for you to choose from.

Our monthly winter rental season begins November 1st and ends March 31st. Come stay on Pawleys Island during the "off-season" and enjoy the peaceful atmosphere. Take your time walking on the beach, visiting your favorite local restaurants and shops, or seeking adventure at many area attractions like Brookgreen Gardens.  This could be your next home away from home in the winter months, and being on Pawleys Island in the winter has a very comfortable feel.

No matter what property amenity you may be looking for, with so many properties to choose from, you are bound to find the one that fits your needs. Come live with us in the off-season, we know you will want to come back year after year.

If one of the monthly winter rental properties below will work for you, please call our office at 843-237-2000 and one of our rental reservationists will assist you with your booking.


Properties Available 64 properties available
Welcome to Last Resort, the aptly named oceanfront treasure located at the southernmost tip of Pawleys Island. Nestled next to public parking, this home offers stunning views of the Atlantic Ocean from both the creek side and oceanside, providing a picturesque backdrop for your stay. As you step inside, you will be greeted by breathtaking views fr
Hot HOT 25
Last Resort
Oceanfront
Bedrooms 6 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 5 (1)
Welcome to Carpe Beachem, a spacious 6-Bedroom gem. This fabulous beach house offers a blend of modern upgrades and classic charm. Perfectly located in the middle of the island just behind an oceanfront property, it features a direct path to the beach with no roads to cross, just a shared walkway over the dunes. The wraparound deck allows you to
Hot HOT 14
Carpe Beachem
Oceanside Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 3 baths
Guests 17 guests
Rating 5 (1)
I spy... SEAGLASS. Welcome to Sea Glass. This 6-bedroom creekfront home has astonishing views on the northern tip of Pawleys Island. As soon as you step onto the front porch, you will feel transported to a simpler time where the only thing you had to worry about catching was the tide. Open the front door into a big open floor plan with plenty of se
Hot HOT 15
Sea Glass
Creek Front Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 3 baths
Guests 14 guests
Rating 5 (5)
Welcome to Flying Flounder. Named for the weathervane on top of the house, this bright and beautiful oceanfront home is the perfect place to create lasting memories. With decks in both the front for ocean views and the back for gorgeous marsh sunsets, you will never want to leave. The home features light colored walls and plenty of windows for opti
Hot HOT 30
Flying Flounder
Oceanfront
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (1)
Off-Season Nightly Reservations available subject to a minimum night stay - Call 843-237-2000 for details This quaint, five bedroom cottage is located just behind an ocean front home making for very easy access to the beach via the shared walkway. A shared covered creek dock is available for those who enjoy fishing, crabbing, kayaking, and paddle
Hot HOT 16
Blynken
Oceanside
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 19 guests
Rating 5 (1)
Welcome to Todd House. Enjoy this Pawleys seven bedroom home which sits directly across from the beach. The fact that it is located in a secluded culde sac on a deadend road affords you all the peace and quiet that you may be looking for. The ocean views from the widows walk are breathtaking. Such a close proximity to the beach with a private walkw
Hot HOT 12
Todd House
Off-Ocean Pet Friendly
Bedrooms 7 bedrooms
Bathrooms 4 baths
Guests 16 guests
Welcome to Grannys Beach House. This charming 6-bedroom oceanfront home is ideal for families and their 4-legged friends, allowing 2 medium dogs under 40 lbs. Spacious porches provide a perfect place to relax after a busy day playing in the surf, while teenagers can unwind with a game of ping pong. A shared beach walkway makes beach access convenie
Hot HOT 26
Granny's Beach House
Oceanfront Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 3 baths
Guests 16 guests
Rating 5 (2)
Welcome to Clacking Oyster. This well decorated and very comfortable home is located just across the street from the beach. A covered porch off the upstairs master bedroom is ideal for relaxing before calling it a day. Each bedroom is equipped with a digital docking station to recharge your mobile devices. While children are waiting for dinner they
Clacking Oyster
Off-Ocean Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 5 (2)
Off-Season Nightly Reservations available subject to a minimum night stay - Call 843-237-2000 for details This grand old two-story home has a wrap-around porch with fantastic views in every direction. Watch the sunrise over the ocean and the sunset over the marsh. The sunroom dining area has enough seating for all to gather to enjoy a great meal o
Hot HOT 36
Beckwood
Oceanfront Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 15 guests
Rating 5 (2)
Welcome to Fins to the Right. This popular side by side duplex features 6 bedrooms and 6.5 baths with an elevator to the first floor. The house is staggered for privacy, allowing you to relax on the porches and enjoy spectacular views. The main floor offers a screened porch, while the upstairs features an open deck. An additional TV room and two
Hot HOT 12
Fins to the Right
Oceanfront
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 17 guests
Welcome to Hillcrest. This popular two-story oceanfront home that offers sweeping views of the ocean from its open covered porches. Designed in the classic Pawleys Island style, Hillcrest is both relaxing and comfortable making it the perfect retreat for your family. Feel the ocean breeze from the porches as you watch the kids frolic on the beach
Hot HOT 27
Hillcrest
Oceanfront
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (2)
Welcome to Sandcrab. This lovely off ocean home has so much to offer. With bright decor, two family seating areas, an open dining and kitchen area, and six spacious bedrooms, you will have plenty of room to enjoy conversation or quiet time, your choice. The large master bedroom features French doors that open out to a private sundeck and an in room
Hot HOT 12
Sandcrab
Off-Ocean
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 14 guests

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