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
Experience coastal luxury in this newly added third-floor condo, brimming with natural light and designed for an unforgettable getaway. Bask in the glorious sunlight and refreshing sea breeze on your private rooftop "widow\'s peak" deck, offering unparalleled ocean views. This one-bedroom, one-bath villa is a true tropical haven, providing an idyll
Hot HOT 62
Port O Call F301
Condominium - Rating 4.8 (7)
Bedrooms
1 Bedroom
Full Bathrooms
1 Full Bathroom
Area
Wild Dunes Area
View
Oceanfront Location
Bed Sizes
1 King, 1 Sofa Bed Bed Sizes

November 1 - February 28
$3000/Month

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

Renovated home in the quiet Beachside area with lots of personal touches. The home is full of colorful accents creating an upbeat coastal atmosphere. Make the most of the sunny island days and take the short walk to the pool, beach, tennis courts, and shopping. If you decide to enjoy the outdoors from home you can hang out on the sundeck and cook u
Beachside Drive 8
House - Rating 4.7 (61)
Bedrooms
3 Bedrooms
Full Bathrooms
2 Full Bathrooms
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
2 Queen, 2 Twin Bed Sizes

November 1, 2023 - February 29, 2024
$3250/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
Hot HOT 74
Carolina Blvd 1002
House - Rating 4.9 (23)
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
$6500/month

Newly renovated one bedroom oceanfront condo on the third floor that surrounds you with breezy sea blues and crisp white accents. Private balcony with stunning ocean views and new comfortable outdoor seating! Fully equipped kitchen with dishwasher, granite counter tops, and a decorative back splash. 37" wall mounted flat-screen cable TV with DVD p
Sea Cabin 303 A
Condominium - Rating 4.2 (69)
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
$1495/month

A captain\'s dream, and outdoor paradise awaits! Walk to beach, or enjoy your very own private pool! 3 bedroom,1 bathroom near beach home, only1 block to nearest beach access path. This sunny and charming beach home boasts beautiful wood flooring through the living and dining spaces. The shared full bathroom has been updated with tile and an enc
Carolina Blvd 617
House - Rating 4.6 (3)
Bedrooms
3 Bedrooms
Full Bathrooms
1 Full Bathroom
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
2 Queen, 1 Bunk Bed Sizes

Please inquire about November 2023-March 2024

Beautifully decorated home in Wild Dunes! Just a short walk to the newly restored beach as of February 2018! This open floor plan home features two spacious master suites, a beautiful updated kitchen with granite countertops, two screened porches, and a private pool. The media room has a huge 60" TV, DVD player, office desk and half bath in the
Beachwood West 10
House - Rating 4.5 (31)
Bedrooms
4 Bedrooms
Full Bathrooms
3 Full Bathrooms
Half Bathrooms
1 Half Bathrooms
Area
Wild Dunes Area
View
Near Beach Location
Bed Sizes
2 King, 1 Queen, 2 Twin Bed Sizes

November 1, 2023 - February 29, 2024
$6500/month

Welcome to this very spacious, updated tri-Level Villa in the heart of Wild Dunes overlooking the pool and spectacular Ocean Views! You are only steps away from the community pool and the beach. Three Bedrooms, 3.5 baths and two decks with great views. This is the perfect condo, with it\'s open plan design for family gatherings or if you wish to sp
Mariners Walk 7E
Condominium - Rating 4.2 (24)
Bedrooms
3 Bedrooms
Full Bathrooms
3 Full Bathrooms
Half Bathrooms
1 Half Bathrooms
Area
Wild Dunes Area
View
Oceanfront Location
Bed Sizes
1 King, 1 Queen, 2 Twin Bed Sizes

October 1 - February 28
$3800/month

Dog friendly near beach home! An approximate 4 minute/ 3 block walk to the beach, this bright and colorful 3 bedroom/ 2 bath house is the perfect fit for two small families or one big one. Enjoy the ease of this surprisingly affordable single level home with an open concept Living Room, Dining Room, and Kitchen. Dog considered for short term renta
Hot HOT 53
Palm Blvd 404
House - Rating 4.5 (61) Pet Friendly
Bedrooms
3 Bedrooms
Full Bathrooms
2 Full Bathrooms
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
1 King, 1 Queen, 2 Twin Bed Sizes

Please inquire about October 2023 - March 2024

Beautiful elevated tri-level home with reverse floor plan, located in the heart of Isle of Palms across the street from the beach. Before you head out to relax on the beach, you can get a beautiful glimpse of the ocean from the rooftop deck. You won’t have to worry about your car since this home is a short walk from restaurants, bars and shops! The
Ocean Blvd 1001
House - Rating 4.9 (53)
Bedrooms
5 Bedrooms
Full Bathrooms
4 Full Bathrooms
Half Bathrooms
1 Half Bathrooms
Area
Isle of Palms Area
View
Ocean View Location
Bed Sizes
2 King, 2 Queen, 2 Full, 2 Bunk, 1 Sofa Bed Bed Sizes

Please inquire about October 2023 - March 2024

Charming coastal two bedroom, two bath condo across the street from the beach with full size kitchen. Features include: Private Balcony, Community Pool, Cable TV in the Living Room & Smart TV in the Master Bedroom, DVD player, Within walking distance to local shops and restaurants, Access to fishing pier just across from condo complex. Free interne
Oceanside A 203
Condominium - Rating 4.3 (52)
Bedrooms
2 Bedrooms
Full Bathrooms
2 Full Bathrooms
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
1 Queen, 2 Full, 1 Sofa Bed Bed Sizes

October 1 - March 31
$1495/month

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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