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
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 94
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

Beautifully renovated. Need a relaxing get away? This updated two bedrooms, two bath condo is directly across the street from the beach. Features include: a newly renovated fully equipped kitchen with all stainless appliances and beautiful granite counter tops. The living room has a new queen sofa bed, cable TV and WIFI throughout. You can rest
Hot HOT 52
Oceanside C 311
Condominium - Rating 4.4 (40)
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
$1495/month

Seagrove is around one block away from the Grand Pavilion and the new Sweetgrass Hotel in Wild Dunes. So whether you are coming to Wild Dunes for a conference, a wedding or a relaxing vacation, you will love this perfect Ocean View Condo. This perfect, very spacious family getaway is arranged over two floors with the master suite on the second fl
Seagrove 8D
Condominium - Rating 4 (11)
Bedrooms
3 Bedrooms
Full Bathrooms
3 Full Bathrooms
Area
Wild Dunes Area
View
Ocean View Location
Bed Sizes
1 King, 1 Queen, 2 Twin Bed Sizes

November 1 - February 28
$2700/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

Bright 3 bedroom, 3 bath oceanfront condo! Direct beach and pool access from private balcony. Fully equipped kitchen makes this space perfect for cooking dinner at home during your stay. New granite counter tops and new cabinetry! Dining area for eight. Living room offers comfortable furnishings, a flat screen TV with a DVD player, and access to
Ocean Blvd 1140 #107
Condominium - Rating 4.5 (58)
Bedrooms
3 Bedrooms
Full Bathrooms
3 Full Bathrooms
Area
Isle of Palms Area
View
Oceanfront Location
Bed Sizes
1 King, 1 Queen, 2 Twin Bed Sizes

November 1 - February 28
$3800/month

This wonderful, Isle of Palms home is located steps away from the famous Front Beach, known for its, restaurants, bars, shopping and of course the beach. Featuring,5 bedrooms, 3.5 bathrooms, 2 living spaces, elevator, a game room with a pool table, private pool and multiple covered porches, your search is over! Inside you will discover, 5 bedrooms
Hot HOT 101
Carolina Blvd 1018
House - Rating 4.7 (24) Pet Friendly
Bedrooms
5 Bedrooms
Full Bathrooms
3 Full Bathrooms
Half Bathrooms
1 Half Bathrooms
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
1 King, 3 Queen, 2 Twin Bed Sizes

January 1, 2025 - February 28, 2025
$4500/month

Inspired by the tropics, this vibrant one bedroom first floor condo has beautiful ocean views from its own private oceanfront balcony. This condo can comfortably sleep four with a Queen Bed in the bedroom and Queen Sleeper sofa in the living room. Fully equipped, freshly renovated kitchen with crisp white cabinets, full size stove, new stainless
Sea Cabin 102 A
Condominium - Rating 4.6 (60)
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
$1495/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
Tidewater I 103
Condominium - Rating 4.9 (27)
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

Sullivans Retreat is a 30 night minimum on Sullivans Island. This charming cottage sits on a nearly half acre lot on the marsh and tidal creek approximately 100 feet from the mouth of Conch Creek. This beach retreat offers 2 bedrooms, 2 bathrooms with an open floor plan with shiplap walls and charming decor throughout. Outdoor spaces include a sc
Hot HOT 223
Jasper Blvd 2910
House Pet Friendly
Bedrooms
2 Bedrooms
Full Bathrooms
2 Full Bathrooms
Area
Sullivans Island Area
View
Near Beach Location
Bed Sizes
1 King, 1 Queen, 1 Sofa Bed Bed Sizes
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
Hot HOT 54
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 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 (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

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

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