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.

63 properties available

Welcome to Oyster PI. This charming 4-bedroom property is the perfect retreat for your family and friends, offering a comfortable and warm Pawleys Island experience. Whether you are cooking, playing games, or watching a movie after a fun filled day, this home provides the ideal setting for togetherness and relaxation. Oyster PI is designed with co

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Welcome to Kennedy. This spacious 5-bedroom home offers breathtaking views from the large L shaped screened porch, making it an ideal spot for relaxing and enjoying the beauty of Pawleys Island. Whether you are taking a nap in the hammock, enjoying a book on the porch swing or catching dinner from the creek dock, this home has something for everyon

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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

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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

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Welcome to Full Circle. This will be one of the most sought-after homes on the island. Full Circle is located on the north end of Pawleys and sits right on the Pawleys Island Creek. Just a 1-minute walk to the beach and a 2-minute walk to the boat landing, you'll be minutes away from tanning, shelling, swimming, boating, crabbing, fishing, floating

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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

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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

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Welcome to Wildlife. This cute and comfortable oceanfront home is located on the south end of Pawleys. It's the perfect spot with both a private creek dock and private beach access. You can watch the sunrise from the screened oceanfront porch with a cup of coffee each morning and the sunset from the covered stationary creek dock. Two screened porch

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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

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Welcome to Mimis Cloud, where the beach is truly right at your doorstep. Step directly from the back deck onto the sand. This 4-bedroom home offers an unbeatable beachfront location on the north end of Pawleys Island. This light, open and cozy cottage embodies the quintessential Pawleys Island charm. Recent renovations have brought a fresh touch to

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Experience the ultimate island retreat at the Glennie! This exquisite four-bedroom, three-bathroom home is just steps away from the beach, providing easy access to sandy shores and opportunities for wildlife observation, including playful dolphins. Beginning February 1, 2026, this home will also feature a private elevator, offering convenient acces

Special

April Specials at Glennie!

Glennie has discounted their remaining weeks in April!

This 4-bedroom, creek front property is a perfect location for watching the sunset, while relaxing on the creek facing porch. With the newly added pool and spa, there is no reason to even leave the property. Whether you are looking to fish from the dock or layout around the private pool, Glennie is the place to book for you!

Discounted Weekly Rental Rate:

Arriving: April 25th - weekly rental rate reduced from $4914.00 down to $3964.00 (includes Beach gear)

Call our office today at 843-237-2000 to book your Private Pool property. Please provide Promo Code: glennie950 for your discount.

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

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