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
Welcome to Sea Cabin 224: Oceanfront Oasis Indulge in coastal serenity at our exquisitely adorned one-bedroom, one-bathroom condo, offering a comfortable retreat for up to four guests. Nestled within an oceanfront setting, Sea Cabin 224 boasts breathtaking views and a host of modern amenities for an unforgettable stay. The master bedroom features
Sea Cabin 224 B
Condominium - Rating 4.4 (85)
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
$1595/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

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

Make your treasured family memories here! This is a beautiful, high-end, custom-built home with so many amazing conveniences. As you enter on the second floor, you will feel the spaciousness with the tall ceilings and open floor plan. You will immediately notice a deck level pool just off the living room and dining room area. The living room and
Hot HOT 71
41st Ave 14
House - Rating 4.7 (42)
Bedrooms
6 Bedrooms
Full Bathrooms
6 Full Bathrooms
Half Bathrooms
1 Half Bathrooms
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
2 King, 2 Queen, 2 Twin, 2 Bunk Bed Sizes

January 1, 2025 - February 28, 2025
$5000/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

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 153
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

This stunning 2 bedroom, 2-bathroom villa in Seagrove Villas, which is nestled in the heart of the Wild Dunes has something for every member of your family. The Wild Dunes is home to championship golf courses, fantastic tennis courts, playground, bicycles rentals, beautiful beaches, and various resort restaurants. Within our quaint Seagrove Villa
Hot HOT 126
Seagrove 6B
Condominium - Rating 4.5 (16)
Bedrooms
2 Bedrooms
Full Bathrooms
2 Full Bathrooms
Area
Wild Dunes Area
View
Near Beach Location
Bed Sizes
1 King, 1 Queen, 1 Twin Bed Sizes

November 1 - February 28
$2900/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
Hot HOT 70
Ocean Blvd 1140 #104
Condominium - Rating 4.6 (46)
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
$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 52
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

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

One bedroom, one bath single level apartment rental -steps from the beach on Isle of Palms. This vacation rental is the back left corner apartment C of a triplex (other tenants may be occupying the two other units). It is located across the street from a beach access path, and perfectly situated for maximum time at the beach. A quick drive to sho
Palm Blvd 2605 Apartment C
House - Rating 4.5 (12) Pet Friendly
Bedrooms
1 Bedroom
Full Bathrooms
1 Full Bathroom
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
1 Queen Bed Sizes

Please inquire about October 2023 - March 2024

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
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

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