MONTHLY WINTER RENTALS

Calling all snowbirds — enjoy beach living for the winter and see why so many are “flying south” to our beaches. Take advantage of the milder weather, the natural beauty, and exciting events while living in the Charleston area. Island Realty offers unbeatable off-season rates for long-term stays of 30-60-90 days or more. These units are primarily available from October-March (some properties may vary). Live on the Isle of Palms, Wild Dunes, or Sullivan's Island and take advantage of the lowest rates of the year.

Monthly (30 - 89 nights): Rentals include utility service including water, electricity, basic cable, and local phone service at most units. Monthly rentals are subject to a damage waiver ($47 - $197, depending on the property), a cleaning fee, and a reservation fee. Travel Insurance is available to purchase for 6.95% of your rental total and protects you and your stay should you have to cancel for a covered reason. Pets are negotiable depending on property or owner approval; a one-time non-refundable pet fee is required for pet-friendly properties ranging in fees.

Discounted rates are available for monthly rentals. Please contact one of our Vacation Planners at 866-990-5285 for more information on 1-3 month rentals.

Charleston Monthly Winter Rentals

90 or more nights (up to 6 months): Rentals of 90 or more nights legally qualify as a lease and are tax exempt. Leases of this variety are subject to a $50 credit check fee, a security deposit equal to one month’s rent, a lease processing fee of 8% of one month’s rent, a cleaning fee, and a damage waiver of $47 - $197, depending on the property. Pets are negotiable depending on property or owner approval; a one-time non-refundable pet fee is required for pet-friendly properties ranging in fees.

If you are interested in coming to enjoy a 90-day or more Winter Rental, please email Jenny Tuk and we will be happy to have you as a Snowbird!

For more information or to book, please call 855-421-1083.

  • These rates have been discounted and cannot be used in conjunction with other discounts
  • Subject to availability
  • Monthly stays will only go October 1, 2022, through March 25, 2023
  • All prices are applicable for the listed monthly rental period and are subject to change for the following year
  • For stays over 6 months, you may contact our Annual Rentals Department: 843-886-4041


Properties Available 106 properties available
Renovated home in the quiet Beachside area with lots of personal touches. The home is full of colorful accents creating an upbeat coastal atmosphere. Make the most of the sunny island days and take the short walk to the pool, beach, tennis courts, and shopping. If you decide to enjoy the outdoors from home you can hang out on the sundeck and cook u
Beachside Drive 8
House - Rating 4.7 (61)
Bedrooms
3 Bedrooms
Full Bathrooms
2 Full Bathrooms
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
2 Queen, 2 Twin Bed Sizes

November 1, 2023 - February 29, 2024
$3250/month

Newly renovated one bedroom oceanfront condo on the third floor that surrounds you with breezy sea blues and crisp white accents. Private balcony with stunning ocean views and new comfortable outdoor seating! Fully equipped kitchen with dishwasher, granite counter tops, and a decorative back splash. 37" wall mounted flat-screen cable TV with DVD p
Sea Cabin 303 A
Condominium - Rating 4.3 (70)
Bedrooms
1 Bedroom
Full Bathrooms
1 Full Bathroom
Area
IOP - Sea Cabins Area
View
Oceanfront Location
Bed Sizes
1 Queen, 1 Sofa Bed Bed Sizes

November 1 - February 28
$1495/month

This wonderful, Isle of Palms home is located steps away from the famous Front Beach, known for its, restaurants, bars, shopping and of course the beach. Featuring,5 bedrooms, 3.5 bathrooms, 2 living spaces, elevator, a game room with a pool table, private pool and multiple covered porches, your search is over! Inside you will discover, 5 bedrooms
Hot HOT 61
Carolina Blvd 1018
House - Rating 4.7 (24) Pet Friendly
Bedrooms
5 Bedrooms
Full Bathrooms
3 Full Bathrooms
Half Bathrooms
1 Half Bathrooms
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
1 King, 3 Queen, 2 Twin Bed Sizes

January 1, 2025 - February 28, 2025
$4500/month

A captain\'s dream, and outdoor paradise awaits! Walk to beach, or enjoy your very own private pool! 3 bedroom,1 bathroom near beach home, only1 block to nearest beach access path. This sunny and charming beach home boasts beautiful wood flooring through the living and dining spaces. The shared full bathroom has been updated with tile and an enc
Carolina Blvd 617
House - Rating 4.6 (3)
Bedrooms
3 Bedrooms
Full Bathrooms
1 Full Bathroom
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
2 Queen, 1 Bunk Bed Sizes

Please inquire about November 2023-March 2024

An unforgettable Lowcountry getaway waits for you at this vibrant two bedroom, two bath oceanfront condominium settled against a lush landscape with Atlantic views. Dazzling coastal hues, quality furnishings, and direct access to the beach and Shipwatch pool ensure a relaxing atmosphere filled with all of the perks of an ideal beach vacation. Enjoy
Shipwatch A 204
Condominium - Rating 4.5 (37)
Bedrooms
2 Bedrooms
Full Bathrooms
2 Full Bathrooms
Area
Wild Dunes Area
View
Ocean View Location
Bed Sizes
1 King, 2 Twin Bed Sizes

December 1 - January 31
$3000/Month

Renovated January 2020! Upgrades and beautifully decorated this tri-level villa located in a quiet area of Wild Dunes with views of the lagoon and golf course. Master bedroom includes a large private bathroom with a large tile walk-in shower, screened in porch, and private sun room. Other features include: balcony, fully equipped kitchen with stai
Linkside Villa 44
Condominium - Rating 4.7 (20)
Bedrooms
3 Bedrooms
Full Bathrooms
3 Full Bathrooms
Area
Wild Dunes Area
View
Near Beach Location
Bed Sizes
1 King, 1 Queen, 1 Full, 1 Twin Bed Sizes

November 1 - March 31
$2600/month

This charming home, located in the heart of Wild Dunes, will draw you back again and again. This home away from home is tucked into a beautiful natural setting but is only a bike ride to the ocean and many surrounding activities. The home is approximately 2000 sq. ft. and has 4 bedrooms, 2 1/2 baths, a great room, a separate dining room, and laun
Hot HOT 148
Back Bay Drive 5827
House - Rating 4.8 (19)
Bedrooms
4 Bedrooms
Full Bathrooms
2 Full Bathrooms
Half Bathrooms
1 Half Bathrooms
Area
Wild Dunes Area
View
Near Beach Location
Bed Sizes
1 King, 2 Queen, 3 Twin Bed Sizes

November 1, 2023 - February 29, 2024
$4500/month

This beautiful 2 bedroom condo is just across the street from the beach & includes a private balcony with ocean views! Features include: balcony off of living room, fully equipped kitchen with granite counter tops, and features stainless steel appliances throughout out the kitchen! Living room and master bedroom have cable television. All rooms ha
Oceanside C 310
Condominium - Rating 4.7 (39)
Bedrooms
2 Bedrooms
Full Bathrooms
2 Full Bathrooms
Area
Isle of Palms Area
View
Ocean View Location
Bed Sizes
2 Queen, 1 Full, 1 Twin, 1 Sofa Bed Bed Sizes

November 1 - February 28
$1750/month

Indulge in the serenity of sun and surf in this incredible three-bedroom, 3.5-bathroom ocean-view villa. Offering everything you need for an unparalleled beach vacation, this condo invites you to unwind and make the most of your coastal retreat. Lounge in the plush living room furniture while enjoying your favorite shows on the large flat-screen TV
Hot HOT 51
Mariners Walk 9E
Condominium - Rating 4.7 (37)
Bedrooms
3 Bedrooms
Full Bathrooms
3 Full Bathrooms
Half Bathrooms
1 Half Bathrooms
Area
Wild Dunes Area
View
Ocean View Location
Bed Sizes
2 King, 1 Queen, 1 Twin Bed Sizes

November 1 - February 28
$3800/month

Beautiful beachfront home with panoramic ocean views and private boardwalk, located on the Isle of Palms. This southern home is situated under old island oak trees and decorated with cheerful beach colors and Charleston based art. Kitchen has small breakfast bar with granite counter top. Dining room table seats 8 and is open to the living room. Liv
Hot HOT 64
Palm Blvd 2600
House - Rating 4.8 (61)
Bedrooms
4 Bedrooms
Full Bathrooms
3 Full Bathrooms
Area
Isle of Palms Area
View
Oceanfront Location
Bed Sizes
1 King, 1 Queen, 4 Twin Bed Sizes

January 1, 2025 - February 28, 2025
$5500/month

Sullivans Retreat is a 30 night minimum on Sullivans Island. This charming cottage sits on a nearly half acre lot on the marsh and tidal creek approximately 100 feet from the mouth of Conch Creek. This beach retreat offers 2 bedrooms, 2 bathrooms with an open floor plan with shiplap walls and charming decor throughout. Outdoor spaces include a sc
Jasper Blvd 2910
House Pet Friendly
Bedrooms
2 Bedrooms
Full Bathrooms
2 Full Bathrooms
Area
Sullivans Island Area
View
Near Beach Location
Bed Sizes
1 King, 1 Queen, 1 Sofa Bed Bed Sizes
Stay in one of Wild Dunes most popular complexes! This oceanfront three bedroom, three bathroom elevated condo has the convenience of being steps away from the ocean and outdoor Community Pool (April-end of October, not heated or cooled). The flooring and furnishings are updated in all bedrooms and living spaces. Outdoor community pool and beach ac
Beach Club Villa 69
Condominium - Rating 4.5 (71)
Bedrooms
3 Bedrooms
Full Bathrooms
3 Full Bathrooms
Area
Wild Dunes Area
View
Oceanfront Location
Bed Sizes
1 King, 4 Queen Bed Sizes

Please inquire about November 2023 - March 2024

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