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 112 properties available
NEWLY RENOVATED SEA CABIN (MARCH 2024!!) This newly renovated (2024!!!) 1BR/ 1BA retreat is perfect for couples & small families seeking an unforgettable vacation on the beaches of Isle of Palms! Experience the best of both worlds with direct beach, pool, and pier access with walking distance to Ocean Blvd.\'s shops, restaurants & attractions. Our
Sea Cabin 243 C
Condominium - Rating 4.5 (87)
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 - February 28
Starting at: $2750/month

Updated 3 bedroom, 2 bath vacation rental in a quiet residential area with a short walk or bike to the beach. This ground level duplex is one level (no stairs), and is conveniently located within close proximity to the beach and to Breach Inlet. The upstairs unit is not a rental, and is reserved exclusively for occasional family use. The front po
Carolina Blvd 310 Down
House - Rating 4.8 (57)
Bedrooms
3 Bedrooms
Full Bathrooms
2 Full Bathrooms
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
1 King, 1 Queen, 1 Full Bed Sizes

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

One bedroom oceanfront condo on the third floor. Sleeps four comfortably. This bright and airy space features a comfortable living area with a TV, perfect for relaxing after a day at the beach. Enjoy your morning coffee on the private balcony with breathtaking ocean views. The fully equipped kitchen has everything you need for your stay. Laminate f
Sea Cabin 317 A
Condominium - Rating 3.9 (45)
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
Starting at: $1395/month

Private oasis with large private pool! Located at 103 Forest Trail, tucked away from all the traffic, this home is only a short drive to the beach or the boat marina for water sports, fishing charters, eco tours, and more! This bright and open floor plan home features 4 bedrooms and 3 full bathrooms. Beautiful new kitchen with large center Island
Forest Trail 103
House - Rating 4.8 (16)
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 Bed Sizes

November 1, 2024 - February 28, 2025
Starting at: $3500/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 (22)
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
Starting at: $4500/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 (69)
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
Starting at: $1600/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 (51)
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
Starting at: $3800/month

Welcome to the Isle of Palms! Bring the whole family to this wonderful 8-bedroom, 8-bathroom home which features a private pool, elevator, rooftop views and is located just one block from the ocean and from the popular "Front Beach", known for its wonderful shops and restaurants. Offering 3 stories of porches, take advantage of the island breezes a
Carolina Blvd 1002
House - Rating 4.9 (28)
Bedrooms
8 Bedrooms
Full Bathrooms
8 Full Bathrooms
Area
Isle of Palms Area
View
Ocean View Location
Bed Sizes
3 King, 7 Queen, 1 Bunk Bed Sizes

January 1, 2025 - February 28, 2025
Starting at: $6500/month

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