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
Wonderful family friendly home where the owners love to spend time creating special memories with their children and young grandchildren and wish the same for their rental guests! This charming, updated three bedroom, two bath ranch style home has a spacious family room, beautifully tiled bathroom and laundry closet, and fresh paint and beautiful t
Hot HOT 53
Cameron Blvd 3503
House - Rating 4.9 (31)
Bedrooms
3 Bedrooms
Full Bathrooms
2 Full Bathrooms
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
2 Queen, 2 Twin, 1 Bunk Bed Sizes

November 1, 2023 - February 29, 2024
$2800/month

Relax and enjoy the view at this Wild Dunes private home! Three Bedroom, Two Bath elevated and updated beach cottage in gated community of Wild Dunes, with access to miles of beach and bike paths. In close proximity to the Atlantic Ocean, this is a great location to get away and relax. Approximately 3 short blocks from a beach access path, where y
Hot HOT 64
Twin Oaks Lane 19
House - Rating 4.3 (49)
Bedrooms
3 Bedrooms
Full Bathrooms
2 Full Bathrooms
Area
Wild Dunes Area
View
Near Beach Location
Bed Sizes
1 King, 1 Queen, 2 Twin, 1 Sofa Bed Bed Sizes

Please inquire about October 2023 - March 2024 (dog considered for fee)

Beautifully decorated two-bedroom villa just steps from the beach and outdoor community pool at Tidewater Condo Community in Wild Dunes. Third floor bi-level condo, with the bonus of having no other condo units above. The building offers elevator access to the third floor breezeway. The condo hosts the kitchen, living room, dining table, two bedroo
Hot HOT 72
Tidewater I 302
Condominium - Rating 4.6 (88)
Bedrooms
2 Bedrooms
Full Bathrooms
2 Full Bathrooms
Area
Wild Dunes Area
View
Oceanfront Location
Bed Sizes
1 King, 2 Twin, 1 Sofa Bed Bed Sizes

Please inquire for 30+ nights November 2024-March of 2025

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

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
Hot HOT 68
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
This is a nicely decorated three bedroom, three bathroom two story villa with stunning views of the community pool and ocean! The open area of the living space, dining area and kitchen are perfect for your vacationing needs. It’s an overall beautifully landscaped complex with access to charcoal grills. Other features include: tile, hardwood floors,
Hot HOT 71
Mariners Walk 4D
Condominium - Rating 3.9 (38)
Bedrooms
3 Bedrooms
Full Bathrooms
3 Full Bathrooms
Area
Wild Dunes Area
View
Ocean View Location
Bed Sizes
1 King, 1 Queen, 2 Twin Bed Sizes
November 1 - February 28
$2700/month
Charming coastal two bedroom, two bath condo across the street from the beach with full size kitchen. Features include: Private Balcony, Community Pool, TV with local channels in the Living Room & Smart TV in the Master Bedroom, DVD player, Within walking distance to local shops and restaurants, Access to fishing pier just across from condo complex
Oceanside A 203
Condominium - Rating 4.3 (52)
Bedrooms
2 Bedrooms
Full Bathrooms
2 Full Bathrooms
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
1 Queen, 2 Full, 1 Sofa Bed Bed Sizes

October 1 - March 31
$1495/month

Private oasis with large private pool! Located at 103 Forest Trail, tucked away from all the traffic, this home is only a short drive to the beach or the boat marina for water sports, fishing charters, eco tours, and more! This bright and open floor plan home features 4 bedrooms and 3 full bathrooms. Beautiful new kitchen with large center Island
Forest Trail 103
House - Rating 4.7 (13)
Bedrooms
4 Bedrooms
Full Bathrooms
3 Full Bathrooms
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
1 King, 2 Queen, 2 Bunk Bed Sizes

November 1, 2024 - February 28, 2025
$3500/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
Hot HOT 63
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

GORGEOUS END UNIT CONDO IN WILD DUNES! Views, views, views!! This condo has been updated and is the perfect place to kick back, relax, and enjoy breathtaking views of the beach. Located on the third floor of the Tidewater Villas, this 2 bedroom and 2 bath condo has all of the features and amenities you could want. Plush comfy pillows and new beddin
Hot HOT 69
Tidewater I 304
Condominium - Rating 4.9 (23)
Bedrooms
2 Bedrooms
Full Bathrooms
2 Full Bathrooms
Area
Wild Dunes Area
View
Oceanfront Location
Bed Sizes
2 King, 1 Twin Bed Sizes

 Please inquire for 30+ nights November 2024-March of 2025

This second floor oceanfront condo offers guests gorgeous views from the sundeck and allows easy access to the beach and the Mariner\'s Walk community pool! This condo features beautiful furnishings throughout! The living room has a large wall mounted flat screen TV with Blu-ray player, iPod docking station, access to the sundeck, and unparallele
Mariners Walk 2F
Condominium - Rating 4.4 (50)
Bedrooms
3 Bedrooms
Full Bathrooms
3 Full Bathrooms
Area
Wild Dunes Area
View
Oceanfront Location
Bed Sizes
1 King, 1 Queen, 2 Twin Bed Sizes

November 1 - February 28
$3000/month

Located on a quiet cul-de-sac just steps from the beach, this elevated 1990\'s southern home offers plenty of space both inside and out and is an ideal choice for your next family vacation! The full front porch with rockers is perfect for those seeking some cool shade and enjoying your morning paper. As you enter the home, you are greeted by a
Hot HOT 140
51st Ave 8
House - Rating 4.2 (45) 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, 2 Queen, 6 Twin Bed Sizes

November 1, 2023 - February 29, 2024
$5500/month

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