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 105 properties available
Relax on you r private sundeck in this oceanfront condo which overlooks the complex pool and offers gorgeous ocean views! Full of beachy charm this villa features light and bright furnishings throughout with new tile flooring throughout entire condo. Enjoy a fully equipped kitchen with beautiful countertops, stainless steel appliances, and seatin
Port O Call C304
Condominium - Rating 4.6 (44)
Bedrooms
1 Bedroom
Full Bathrooms
1 Full Bathroom
Area
Wild Dunes Area
View
Ocean View Location
Bed Sizes
1 King, 1 Sofa Bed Bed Sizes

November 1 - March 31
$3000/month

Wonderful home located in the Beachside Community at the Isle of Palms. Recently finished major renovations added a fourth bedroom and a brand new bathroom, making it one of the bigger properties in the Beachside community! Key Features include: fully equipped kitchen with dishwasher, washer & dryer, hardwood floors, ceiling fans, four cable telev
Ocean Park Court 4
House - Rating 4.6 (42)
Bedrooms
4 Bedrooms
Full Bathrooms
3 Full Bathrooms
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
1 King, 1 Queen, 2 Twin, 1 Bunk Bed Sizes

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

NOW with 4 Bedrooms and 3 Baths! Dog-friendly home approximately 1/2 a block from the ocean, with lots of updates! As of May 2020: Brand new kitchen, 4th bedroom, 3rd bathroom, and new flooring through most of home. Having a beach access point conveniently located across the street, this home is sure to please. Both you and your dog will love en
35th Ave 4
House - Rating 4.7 (75) Pet Friendly
Bedrooms
4 Bedrooms
Full Bathrooms
3 Full Bathrooms
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
1 King, 2 Queen, 1 Twin, 2 Bunk Bed Sizes

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

Bright & beautiful, fully renovated one bedroom oceanfront condo on the third floor that comfortably sleeps four people. Renovated January 2018 NEW modern mosaic tile shower with rain shower head. Private balcony with spectacular ocean views as far as the eye can see! Fully equipped kitchen with quartz counter tops, new crisp white cabinetry, both
Hot HOT 53
Sea Cabin 311 A
Condominium - Rating 4.8 (74)
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
$1500/month

Rest and restore in this two bedroom, two bath condo directly across the street from the beach. This condo has a balcony pool view perfect for enjoying your morning coffee. New stylish flooring throughout the condo with a fully equipped kitchen with dishwasher, 43" Smart TV in living room, DVD player, 32" TV in master bedroom with ROKU, portable
Hot HOT 50
Oceanside C 211
Condominium - Rating 4.7 (57)
Bedrooms
2 Bedrooms
Full Bathrooms
2 Full Bathrooms
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
1 Queen, 2 Twin, 1 Sofa Bed Bed Sizes

November 1 - February 28
$1500/month

Charming and Cozy Pet Friendly one-story house with large fenced back yard. Easy two block walk to the beach makes this home a great option for couples bringing their pets, but don\'t want to be right on the main roadway of Palm Blvd. This home provides everything you’ll need for a quick get-away. Features include a full kitchen, beautiful lamin
Hartnett Blvd 2910
House - Rating 4.6 (31) Pet Friendly
Bedrooms
1 Bedroom
Full Bathrooms
1 Full Bathroom
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
1 Queen Bed Sizes

November 1, 2023 - February 29, 2024
$2500/month

Charming coastal two bedroom, two bath condo across the street from the beach with full size kitchen. Features include: Private Balcony, Community Pool, Cable TV 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. Free interne
Oceanside A 203
Condominium - Rating 4.3 (51)
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

Beautifully decorated one bedroom oceanfront condo. Sleeps four comfortably. Private balcony off living room with amazing ocean views and comfortable outdoor seating! All new furnishings -beautiful flooring, crisp white cabinetry, granite counters, and full-size stainless steel appliances; including fridge with ice maker. Free high-speed internet a
Sea Cabin 210 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

October 1 - March 31
$1495/month

Dog friendly near beach home! An approximate 4 minute/ 3 block walk to the beach, this bright and colorful 3 bedroom/ 2 bath house is the perfect fit for two small families or one big one. Enjoy the ease of this surprisingly affordable single level home with an open concept Living Room, Dining Room, and Kitchen. Dog considered for short term renta
Palm Blvd 404
House - Rating 4.5 (61) Pet Friendly
Bedrooms
3 Bedrooms
Full Bathrooms
2 Full Bathrooms
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
1 King, 1 Queen, 2 Twin Bed Sizes

Please inquire about October 2023 - March 2024

This is a large home overlooking the 18th fairway with great ocean views! There is one bedroom downstairs with a queen sized bed that shares a full bath with the hallway. There are three more bedrooms upstairs and two bathrooms. The master bedroom has a private bath with a Jacuzzi tub and stand alone shower. Other key features include: Screene
Ocean Point 40
House - Rating 4.6 (32)
Bedrooms
4 Bedrooms
Full Bathrooms
3 Full Bathrooms
Area
Wild Dunes Area
View
Oceanfront Location
Bed Sizes
2 Queen, 4 Twin Bed Sizes
December 2023, February 2024 -  March 25, 2024
$6450/month
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

Enjoy stunning ocean views from nearly every room, and don\'t miss the highlight – a charming spiral staircase leading to a top-floor widow\'s walk. This balcony offers breathtaking panoramic views of the Atlantic that will leave a lasting impression. Utilize the modern kitchen for delightful meals, dine in the cozy breakfast nook, or savor your fo
Port O Call E301
Condominium
Bedrooms
1 Bedroom
Full Bathrooms
1 Full Bathroom
Area
Wild Dunes Area
View
Oceanfront Location
Bed Sizes
1 King Bed Sizes

November 1 - February 28
$3000/Month

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