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
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
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

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
House - Rating 4.6 (28)
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
$3750/month
Charming coastal two bedroom, two bath condo across the street from the beach with full size kitchen. Features include: Private Balcony, Community Pool, TV with local channels 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
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

Wonderful home located in the Beachside Community at the Isle of Palms. Recently finished major renovations added a fourth bedroom and a brand new bathroom, making it one of the bigger properties in the Beachside community! Key Features include: fully equipped kitchen with dishwasher, washer & dryer, hardwood floors, ceiling fans, four cable telev
Hot HOT 55
Ocean Park Court 4
House - Rating 4.6 (43)
Bedrooms
4 Bedrooms
Full Bathrooms
3 Full Bathrooms
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
1 King, 1 Queen, 2 Twin, 1 Bunk Bed Sizes

November 1, 2023 - February 29, 2024
$3250/month

Isle of Palms home with pool, beach, shops, and restaurants all at your fingertips! This beautiful home comfortably sleeps 14, with 7 spacious bedrooms and 5 full bathrooms! Enjoy a private neighborhood pool. The Pavilion Place neighborhood pool is located directly behind the house and is shared with only six private homes. Walk to the beach; you
10th Ave 8
House - Rating 4.4 (36)
Bedrooms
7 Bedrooms
Full Bathrooms
5 Full Bathrooms
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
3 King, 2 Queen, 4 Twin Bed Sizes

January 2, 2025 - February 28, 2025
$5000/month

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 (39)
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

804 Ocean Boulevard is an elevated 6 bedroom home, absolutely oceanfront where the beach is just steps off the back of the house! Your private boardwalk begins just off the back deck. This home offers two covered porches, an open concept living area with two story windows providing ocean views from every level! Spread over multiple floors this six
Hot HOT 71
Ocean Blvd 804
House - Rating 4.8 (54)
Bedrooms
6 Bedrooms
Full Bathrooms
4 Full Bathrooms
Area
Isle of Palms Area
View
Oceanfront Location
Bed Sizes
2 King, 2 Queen, 2 Twin, 1 Bunk Bed Sizes

January 1, 2025 - February 28, 2025
$8000/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
Hot HOT 147
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

Fabulous oceanfront views from this beautifully decorated and recently updated three bedroom, three bath condo. Granite counter tops in kitchen and all baths! You will love the designer decor features including the 3 flat screen TV\'s and VCR and DVD player. Spacious living room, dining room and kitchen area with direct deck access from the livi
Hot HOT 67
Ocean Blvd 1140 #303
Condominium - Rating 4.7 (82)
Bedrooms
3 Bedrooms
Full Bathrooms
3 Full Bathrooms
Area
Isle of Palms Area
View
Oceanfront Location
Bed Sizes
1 King, 1 Queen, 2 Twin, 1 Sofa Bed Bed Sizes

November 1 - February 28
$3800/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 64
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

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 86
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

Beautiful oceanfront condo in Wild Dunes. This condo is very spacious and thoughtfully furnished with a fully equipped kitchen, 3 large bedrooms and 3 bathrooms, a balcony with incredible views of the community pool and the ocean just off the living room and master bedroom, cable, VCR, and WiFi access. Linens included. No smoking. No pets. ---LA
Shipwatch A 105
Condominium - Rating 4.6 (42)
Bedrooms
3 Bedrooms
Full Bathrooms
3 Full Bathrooms
Area
Wild Dunes Area
View
Oceanfront Location
Bed Sizes
1 King, 4 Full Bed Sizes

November 1 - February 28
$3700/Month

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