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 61 properties available
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 31
Cats Paw
Oceanfront
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 5 (2)
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
Specials Tag Special
March & April Specials are awaiting your arrival!

Flying Flounder has done a last-minute rate reduction so you can come enjoy the Island!

This home offers 4-bedrooms, sleeps 9 and is oceanfront with a creek dock. Whether you are wanting to take a long walk on the beach or do some kayaking in the marsh, Flying Flounder is the place for you. With the large outside deck, you will have plenty of space to lounge and enjoy your company.

Discounted Rental Weeks

Arriving: March 3rd, 15th, 22nd, or April 5th - the weekly rental rate has been reduced by $900.00

Book online or call us today at 843-237-2000 to get your vacation plans started. Please provide Promo Code: flyingflounder900 to receive your discount.

Flying Flounder
Oceanfront
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 9 guests
Rating 5 (1)
Welcome to The Nut House, a stunning 6-bedroom beachfront home with unbeatable 300-degree views of Pawleys Island. This beautiful property sits closer to the beach than its neighbors offering breathtaking panoramas from nearly every room, as well as from the two large beachfront porches. The lower porch is covered perfect for shaded relaxation, whi
Hot HOT 39
Nut House
Oceanfront Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 18 guests
Welcome to Nod. This cute 2 bedroom oceanfront home is ideal for smaller families looking for a peaceful getaway. The oceanfront screened porch offers a wonderful space for playing cards and watching dolphins swim in the ocean, providing the perfect backdrop for relaxation and family fun. The home features charming wood floors preserving the old t
Hot HOT 41
Nod
Oceanfront
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 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 18
Dino's Retreat
Oceanside Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 10 guests
New in 2025. Haney's B by the Sea! Welcome to this beautifully remodeled triplex home, offering two adjoining apartments on the main level and a stunning penthouse on the top floor. Perfect for large families, groups, or multiple couples, this unique setup provides both privacy and togetherness, with plenty of space for everyone to relax and unwi
Hot HOT 35
Haney's B by the Sea
Off-Ocean
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Welcome to A Tipsy Turtle, a delightful 4 bedroom home located on the north end of Pawleys Island, SC, with access to a shared creek dock. This charming rental offers the upstairs main level only, perfect for a cozy getaway for up to 8 guests. Each bedroom is designed to provide comfort and relaxation. The master bedroom has a king sized bed and o
Hot HOT 17
A Tipsy Turtle
Off-Ocean
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 9 guests
Rating 5 (1)
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 37
Fins to the Right
Oceanfront
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 17 guests
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
April (Easter) & 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 Weeks: Arriving April 19th or 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 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 24
Granny's Beach House
Oceanfront Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 3 baths
Guests 16 guests
Rating 5 (2)
Welcome to Oceanside, an oceanfront home located in the historic part of Pawleys Island. This charming four-bedroom home offers great ocean views and is nestled in a very private setting providing the perfect escape for your beach vacation. The home features a bonus room on the lower level with a TV, a twin bed, a queen bed and a full bathroom, a
Hot HOT 22
Oceanside
Oceanfront
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
Rating 5 (1)
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
Hot HOT 37
Glennie
Creek Front Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests

Tell us what you're looking for and someone will contact you with available options.

I agree