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 100 properties available
Classic Oceanfront Charm | 8 Bedrooms | Stunning Sunset Views Bring the whole family and get your toes in the sand at this charming 1950s oceanfront beach house. With 8 bedrooms, 4 bathrooms, and a private boardwalk leading toward the beach, this home is full of vintage coastal character and timeless charm. Take in breathtaking sunsets over the At
Hot HOT 61
Palm Blvd 3308
Palm Blvd 3308
House - Rating 4.5 (24)
Bedrooms
8 Bedrooms
Full Bathrooms
4 Full Bathrooms
Area
Isle of Palms Area
View
Oceanfront Location
Bed Sizes
3 King, 1 Queen, 8 Twin , 1 Trundle Bed Sizes

December 1, 2025 - February 28, 2026
Starting at: $6000/Month
Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308 Palm Blvd 3308
Palm Blvd 3308
House - Rating 4.5 (24)
Experience coastal luxury in this beautiful five-bedroom elevated home located on a quiet cul-de-sac within the gated Wild Dunes Resort on beautiful Isle of Palms. Just steps from the beach, this spacious home offers beach access only 150 feet away — less than a one-minute walk to the sand and surf. Perfect for family vacations and golf getaways,
Summer Dunes Lane 2
Summer Dunes Lane 2
House - Rating 4.6 (38)
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, 2026 - February 28, 2026
Starting at: $5500/Month
Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2 Summer Dunes Lane 2
Summer Dunes Lane 2
House - Rating 4.6 (38)
Bright and stylish, this coastal-inspired condo features soothing beachy blues and sunny yellow accents, complemented by easy-care ceramic tile flooring throughout. The fully equipped kitchen boasts sleek stainless-steel appliances, perfect for preparing meals after a day by the ocean. Ideally located just moments from the beach, shopping, and dini
Oceanside B 105
Oceanside B 105
Condominium - Rating 4.7 (28)
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 - March 31
$2600/month
Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105 Oceanside B 105
Oceanside B 105
Condominium - Rating 4.7 (28)
Charming, elevated, three bedroom, two bath traditional beach cottage across the street from the beach. This is a great home for those wanting a private pool close to the beach, but don\'t necessarily need a larger home! Quick and easy access to miles of pristine beach! Other features include: Newly added beautiful trex sundeck on the back of th
Ocean Blvd 409
Ocean Blvd 409
House - Rating 4.6 (36)
Bedrooms
3 Bedrooms
Full Bathrooms
2 Full Bathrooms
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
1 King, 2 Queen Bed Sizes
November 1, 2023 - February 29, 2024
Starting at: $3750/month
Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409 Ocean Blvd 409
Ocean Blvd 409
House - Rating 4.6 (36)
This beautiful beachfront home on the Isle of Palms offers panoramic ocean views and a private boardwalk leading directly to the beach. Nestled beneath mature island oak trees, the home is thoughtfully decorated with cheerful coastal colors and Charleston-inspired artwork, creating a warm and inviting seaside retreat. The kitchen includes a small
Hot HOT 56
Palm Blvd 2600
Palm Blvd 2600
House - Rating 4.8 (70)
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, 2026 - February 28, 2026
Starting at: $5500/month
Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600 Palm Blvd 2600
Palm Blvd 2600
House - Rating 4.8 (70)
“Vitamin Sea” is the ultimate Isle of Palms getaway—perfect for beach lovers, families, and even your furry friend! Located just one block from the beach and the popular Front Beach area, you\'ll be within walking distance of restaurants, ice cream shops, local stores, and the famous Windjammer, known for live music, events, and festivals throughou
JC Long Blvd 11
JC Long Blvd 11
House - Rating 4.7 (27) Pet Friendly
Bedrooms
6 Bedrooms
Full Bathrooms
5 Full Bathrooms
Half Bathrooms
1 Half Bathrooms
Area
Isle of Palms Area
View
Ocean View Location
Bed Sizes
2 King, 1 Queen, 2 Full, 2 Twin Bed Sizes

Please Inquire for 30+ Nights November - February
JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11 JC Long Blvd 11
JC Long Blvd 11
House - Rating 4.7 (27) Pet Friendly

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