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
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
Tidewater I 104
Condominium - Rating 4.8 (65)
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

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 (37)
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

This three bedroom and three bath tri-level town home can sleep 8, with short walk to the nearest beach access. Located within the popular gated community of Wild Dunes, guests can enjoy swimming at the outdoor Fairway Dunes community pool (open April-end of September) or play tennis on the Fairway Dunes community tennis courts. Bright and invitin
Fairway Dunes Villa 9
Condominium - Rating 4.7 (8)
Bedrooms
3 Bedrooms
Full Bathrooms
3 Full Bathrooms
Area
Wild Dunes Area
View
Near Beach Location
Bed Sizes
2 Queen, 2 Twin, 1 Sofa Bed Bed Sizes

Please inquire about November 2023 - February 2024 (dog considered for fee)

One bedroom oceanfront condo on the third floor. Sleeps four comfortably. Private balcony with ocean views and two rocking chairs. Fully equipped kitchen with updated counter tops and custom cabinetry. TV available in living room and bedroom. Laminate flooring throughout living area with carpet in the bedroom! Access to beach/fishing pier/community
Sea Cabin 317 A
Condominium - Rating 4 (43)
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
$1395/month

Beautiful Oceanfront Condo with Direct Beach and Pool Access from Your Private Porch! A tropical setting w/views of palms & the ocean from the porch! This condo features crisp white cabinetry, granite countertops, and tile flooring in fully equipped kitchen. Dining area has seating for five, with four additional stools at the counter. The living
Ocean Blvd 1140 #104
Condominium - Rating 4.6 (46)
Bedrooms
3 Bedrooms
Full Bathrooms
3 Full Bathrooms
Area
Isle of Palms Area
View
Oceanfront Location
Bed Sizes
1 King, 1 Queen, 1 Bunk, 1 Sofa Bed Bed Sizes

November 1 - March 31
$3800/month

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

Stylishly Updated and renovated condo with ceramic tile throughout. Fully equipped kitchen with all stainless-steel appliances. Centrally located to beach, shopping and dining. Access to laundry facility across the street in the Sea Cabins complex, private fishing pier, and community pool. Private balcony, 3 cable TVs and DVD. Linens Included. No S
Oceanside B 105
Condominium - Rating 4.7 (17)
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

October 1 - February 28
$1700/month

Welcome to Sea Cabin 224: Oceanfront Oasis Indulge in coastal serenity at our exquisitely adorned one-bedroom, one-bathroom condo, offering a comfortable retreat for up to four guests. Nestled within an oceanfront setting, Sea Cabin 224 boasts breathtaking views and a host of modern amenities for an unforgettable stay. The master bedroom features
Sea Cabin 224 B
Condominium - Rating 4.4 (84)
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
$1595/month

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
Hot HOT 104
41st Ave 14
House - Rating 4.7 (41)
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

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
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, 2 Twin Bed Sizes

November 1 - February 28
$3800/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 59
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

Located within the popular gated community of Wild Dunes, this Tidewater condo offers updated accommodations perfect for a couple or small group of friends. Have you been working hard, and need to get away? This stunning first floor condo is perfectly situated, and hosts many thoughtful extras provided by the homeowners. Enjoy coffee in the morni
Hot HOT 57
Tidewater I 103
Condominium - Rating 4.9 (26)
Bedrooms
2 Bedrooms
Full Bathrooms
2 Full Bathrooms
Area
Wild Dunes Area
View
Oceanfront Location
Bed Sizes
2 King, 1 Sofa Bed Bed Sizes

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

Tell us what you're looking for and someone will contact you with available options.

I agree