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
UPDATED Ocean and pool view condo, featuring convenient beach access and near Wild Dunes Golf Course! Breathe in the Ocean Air, Golf, Swim, Bike, and Play at Tidewater I104! As an end unit, this is one of the few Tidewater condos that has a front and back porch. Enjoy dinner overlooking the ocean/pool or walk across the street to watch golfers tr
Hot HOT 82
Tidewater I 104
Condominium - Rating 4.8 (66)
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

Beautifully remodeled end unit condo on second floor corner with great views of the pool & ocean. Condo features a bonus twin daybed in the foyer as well as a sleeper sofa. Updated kitchen with granite counter tops. Bathroom remodeled as well with large shower (no bathtub) and updated fixtures. Washer & dryer off kitchen , access to screened porch
Port O Call D204
Condominium - Rating 4.5 (37)
Bedrooms
1 Bedroom
Full Bathrooms
1 Full Bathroom
Area
Wild Dunes Area
View
Ocean View Location
Bed Sizes
1 King, 1 Twin, 1 Sofa Bed Bed Sizes

January 1, 2024 - February 29, 2024
$3250/month

Newly Renovated and stunning one bedroom oceanfront condo on the 1st floor. Sleeps four comfortably. Private balcony with ocean views and adorable patio set to enjoy while sitting outside. Relax on the King size bed!. Beautiful hardwood floors throughout, TV with CD/ DVD player and NEW queen sleeper sofa in living room. Fully equipped kitchen i
Sea Cabin 138 C
Condominium - Rating 4.2 (64)
Bedrooms
1 Bedroom
Full Bathrooms
1 Full Bathroom
Area
IOP - Sea Cabins Area
View
Oceanfront Location
Bed Sizes
1 King, 1 Sofa Bed Bed Sizes

October 1 - March 31
$1600/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
Make your treasured family memories here! This is a beautiful, high-end, custom-built home with so many amazing conveniences. As you enter on the second floor, you will feel the spaciousness with the tall ceilings and open floor plan. You will immediately notice a deck level pool just off the living room and dining room area. The living room and
41st Ave 14
House - Rating 4.7 (42)
Bedrooms
6 Bedrooms
Full Bathrooms
6 Full Bathrooms
Half Bathrooms
1 Half Bathrooms
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
2 King, 2 Queen, 2 Twin, 2 Bunk Bed Sizes

January 1, 2025 - February 28, 2025
$5000/month

Seagrove is around one block away from the Grand Pavilion and the new Sweetgrass Hotel in Wild Dunes. So whether you are coming to Wild Dunes for a conference, a wedding or a relaxing vacation, you will love this perfect Ocean View Condo. This perfect, very spacious family getaway is arranged over two floors with the master suite on the second fl
Seagrove 8D
Condominium - Rating 4 (11)
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

Rejuvenate as you enjoy this upgraded freshly decorated, one bedroom oceanfront condo on the second floor. Sleeps four comfortably. Private balcony with great view of ocean. Fully equipped light and bright kitchen with stainless steel appliances. Wall mounted flat-screen TV with DVD player in living room and bedroom. Free internet. Access to beach/
Hot HOT 66
Sea Cabin 241 C
Condominium - Rating 4.5 (54)
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

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 56
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

BEAUTIFUL five bedroom elevated home on a quiet cul-de-sac in Wild Dunes, just steps from the beach! Perfect for family vacations and golf trips! Guests can enjoy a partial ocean view from the primary bedroom balcony. Other features include: Beautiful updated kitchen and expanded living area, a private bathroom and TV for each bedroom, Wireless In
Summer Dunes Lane 2
House - Rating 4.7 (23)
Bedrooms
5 Bedrooms
Full Bathrooms
6 Full Bathrooms
Area
Wild Dunes Area
View
Ocean View Location
Bed Sizes
2 King, 2 Queen, 2 Twin Bed Sizes

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

Bright 3 bedroom, 3 bath oceanfront condo! Direct beach and pool access from private balcony. Fully equipped kitchen makes this space perfect for cooking dinner at home during your stay. New granite counter tops and new cabinetry! Dining area for eight. Living room offers comfortable furnishings, a flat screen TV with a DVD player, and access to
Ocean Blvd 1140 #107
Condominium - Rating 4.5 (58)
Bedrooms
3 Bedrooms
Full Bathrooms
3 Full Bathrooms
Area
Isle of Palms Area
View
Oceanfront Location
Bed Sizes
1 King, 1 Queen, 2 Twin Bed Sizes

November 1 - February 28
$3800/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

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