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 60 properties available
Welcome to Twin Views. This home offers spectacular ocean and creek views, complete with a covered creek dock for fishing. Start your day with a coffee on the first or second floor decks while watching the waves crash onto the shore. In the evening, relax and enjoy the sunsets from the second floor Creekside porch. The open floor plan allows you to
Specials Tag Special
May Special - Looking for an Ocean or Creek view? How about both?

Whether you love an ocean view or creek view, you cannot go wrong with Twin Views!

This 7-bedroom, 7-bath Oceanfront property offers not just some great views but spacious rooms throughout the home to let you enjoy family time and quiet time. Lay out on the beach or crab fish from the dock, either way you will enjoy a piece of Pawleys heaven at Twin Views.

Available Special Week: Arriving May 17th: weekly rental rate reduction of $1900 off.

Book today by calling our office at 843-237-2000 and provide the Promo Code: twinviews1900 to get your discount.

Twin Views
Oceanfront
Bedrooms 7 bedrooms
Bathrooms 7 baths
Guests 15 guests
Rating 5 (1)
Welcome to The Sunrise Sunset. Enjoy this family and pet friendly ocean and creekfront home on the south end of our historic island. This 4-bedroom home is ready to host you and yours on your trip to Pawleys Island. This home boasts stellar amenities both inside and out. It offers an oceanfront screened porch to have your morning coffee or an after
Hot HOT 47
The Sunrise Sunset
Oceanfront Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (1)
Welcome to Dinos Retreat. This home offers very easy access to the beach located behind an oceanfront property and near the public access. Relax on the screened porches and enjoy the breathtaking views from the widow's walk. The spacious kitchen is ideal for accommodating multiple cooks in the family. The house features laminate floors and carpet t
Hot HOT 17
Dino's Retreat
Oceanside Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
Welcome to Cats Paw, your ideal beach retreat. This charming three-bedroom home offers stunning views of the ocean and creek from every room. With its light-filled open floor plan and wood floors, it is perfect for family gatherings and relaxation. The open floor plan is spacious and bright, ideal for family get-togethers. You can enjoy beautiful
Hot HOT 24
Cats Paw
Oceanfront
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (2)
Welcome to Glennie. This beautiful creekfront 4-bedroom, 3-bathroom house is the perfect spot for your next island getaway. Enjoy the shared creek dock with an attached private floating dock and take in the sunrise and sunset from the two levels of decking that overlook the stunning waterways. This home is just a few feet from the ocean, offering e
Specials Tag Special
SLASHED - May 17th Special on the creek at Glennie

One Week of Mid-Season at Glennie left and they slashed the rental rate even more, just for you!

This 4-bedroom, creek front property offers you the opportunity to enjoy the creek each day of your vacation off the shared creek dock. Also, if you want to bring your furry family friend along, Glennie is dog friendly. So, everyone can enjoy the sun and beach time on Pawleys Island. NOTE: Glennie is currently installing a Pool in the backyard which is estimated to be under construction until early June. If you are out enjoying the weather, creek and beach, the pool construction may be of no concern to you. Though we wanted to make sure you were aware.

Discounted Weekly Rental Rate:

Arriving: May 17th - discounted from $4914 down to $3164 (beach gear included) DON'T MISS OUT ON THIS LAST-MINUTE DEAL!

Call our office today at 843-237-2000 with any questions and book your vacation at Glennie. Please provide the Promo Code: glennie1750 for your discounted rate.

Glennie
Creek Front Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
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 21
Last Resort
Oceanfront
Bedrooms 6 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 5 (1)
Welcome to Pawleys Creekside. A quaint Pawleys Creekside home, where the charm of a cozy cottage meets the serene beauty of a creek side setting. Styled with a modern farm style kitchen that seamlessly flows into earthy tones and beachy decor, this home captures the true essence of Pawleys Island with tasteful design and comfort. This charming cre
Hot HOT 24
Pawleys Creekside
Mainland Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Welcome to Beach Breezes, Perfect Getaway on Pawleys Island. Welcome to Beach Breezes, where relaxation is effortless and the beach is just steps away. This comfortable living space. Located just a minute walk from the pristine sands of Pawleys Island beach, Beach Breezes is tucked away behind three other homes on the ocean side of Myrtle Avenue.
Hot HOT 19
Beach Breezes
Oceanside
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 13 guests
Rating 5 (1)
Welcome to Sea Spray. This 6 bedroom arrogantly shabby Pawleys Island home will remind you of simpler times when the living was easy. Featuring hardwood floors, a spacious kitchen and an open living space, this home is perfect for your family beach vacation. A screened oceanfront porch opens up right from the living room, offering direct access to
Hot HOT 34
Sea Spray
Oceanfront Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 12 guests
New to our family in October 2025, meet the Haney Penthouse! Relax in this charming Pawley's Island Home, just steps from beach access. This Triplex Home offers you 4 bedrooms and 4 1/2 baths, located on the second level of the home - the Penthouse. The large wrap-around porch gives you amazing views of the island and is a great place to sit and
Hot HOT 19
Haney's Penthouse
Off-Ocean
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Welcome to First Creek House. The First Creek House is a delightful, newly renovated creekfront home located on the mainland of Pawleys Island, near the North Causeway. Enjoy sunbathing, reading or relaxing on the covered stationary creek dock. The private dock is perfect for catching fresh fish like flounder and redfish. You can also nap in the h
Hot HOT 38
First Creek House
Creek Front Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (2)
Welcome to Otis Beach. Experience the best of Pawleys Island with this stunning oceanfront and creek side retreat. This spacious two-story home offers the ultimate beach and creek side experience, complete with a shared covered creek dock and a beachfront deck. Enjoy the covered gazebo on the dune, where you can rinse off in the outdoor shower or
Hot HOT 35
Otis Beach
Oceanfront Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 11 guests
Rating 5 (3)

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