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
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
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

Tucked away under old oak trees situated on roughly an acre site, this charming home is nothing short of a coastal retreat. Inside you will find coastal decor throughout this 4 bedroom 3 bath home. This home features combination kitchen/living room with an eat in kitchen, bar stools around the center island, and large flat-screen TV. The kitchen ha
Hot HOT 73
Dunes Blvd 1604
House - Rating 4.8 (39)
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, 1 Sofa Bed Bed Sizes

January 1, 2025 - February 28, 2025
$3800/month

Beautifully decorated home in Wild Dunes at the end of a quiet cul-de-sac. Private pool, cheerful beach decor, and great open floor plan! Other key features include: spacious dining room with a table that seats 8, gas grill, ceiling fans, deck, screened in porch, hot and cold outdoor shower, a changing room downstairs and very easy beach access!
Hot HOT 56
Dolphin Row 4
House - Rating 4.9 (50)
Bedrooms
3 Bedrooms
Full Bathrooms
2 Full Bathrooms
Area
Wild Dunes Area
View
Near Beach Location
Bed Sizes
4 Queen, 1 Twin Bed Sizes

Please inquire for December 1, 2023 - February 29, 2024

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
Hot HOT 51
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

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 53
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)

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

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

Pets are welcome! The Perfect Beach Getaway! Charming, completely updated, 2 Bedroom,1 bathroom Beach Cottage! Walk to the beach, grill out on the deck under the old oak tree. This charming home has been completely updated with a new kitchen with quartz counter-tops, open floor plan and updated bathroom! As you open the door to this home you will
Palm Court 6
House - Rating 4.8 (26) Pet Friendly
Bedrooms
2 Bedrooms
Full Bathrooms
1 Full Bathroom
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
1 Queen, 1 Bunk Bed Sizes

December 1, 2024 - February 28, 2025
$3500/month

OCEANFRONT elevated beach home with ocean views and a gorgeously landscaped yard that is fenced-in and has a private beach access. Dog now considered for nonrefundable $250 fee (*Fenced yard not responsible for unattended dogs). Guests can enjoy the large 55" flat-screen cable TV in the Living Room, open living/dining/kitchen space, and WiFi access
Hot HOT 89
Palm Blvd 3204
House - Rating 4.7 (68) Pet Friendly
Bedrooms
4 Bedrooms
Full Bathrooms
3 Full Bathrooms
Area
Isle of Palms Area
View
Oceanfront Location
Bed Sizes
1 King, 2 Queen, 2 Full Bed Sizes

Please inquire for 30+ nights January 2024-March of 2025 (dog considered for fee)

This nicely decorated two bedroom, two bath villa in Shipwatch Wild Dunes, offers you everything you could possibly need during your IOP vacation and . The owners have just made various updates including new lighting and a new dining room and painted the various rooms. It overlooks and is only steps away from the complex pool and it is only steps a
Hot HOT 64
Shipwatch C 316
Condominium - Rating 4.6 (49)
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

November 1 - February 28
$3500/month

Classic oceanfront four bedroom/three bathroom home located in Isle of Palms. Elevated beach home with an outdoor shower underneath, and two back decks to soak in the ocean views. Other features include hardwood floors, a washer & dryer, cable television in living room only, WiFi, a screened porch with a hammock facing the ocean, a sundeck that is
Palm Blvd 3306
House - Rating 4.4 (66)
Bedrooms
4 Bedrooms
Full Bathrooms
3 Full Bathrooms
Area
Isle of Palms Area
View
Oceanfront Location
Bed Sizes
2 Queen, 4 Twin Bed Sizes

Please inquire for 30+ nights October 2024 - March 2025 (dog considered for a fee)

This elegant first floor one bedroom, one bath condo has direct beach access from a private screened porch! Enjoy all the new floors with a fully equipped, upgraded kitchen with granite counter tops and steel appliances. Dining for four is available along with three bar stools at the counter. The living room offers an elegant queen sleeper sofa, a
Port O Call E104
Condominium - Rating 4.4 (52)
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

December 1 - February 28
$3000/month

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