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
Bring your dog to the beach at this 3 Bedroom, elevated home located a short 1.5 blocks (Approximately 200 yards) to the beach. Spacious living area and large eat in kitchen with seating for six. If you want a more formal dining experience, this home also has a 6 person dining room. The master bedroom is conveniently located on the main (2nd) fl
Hot HOT 73
9th Ave 8
House - Rating 4.7 (33) 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 Bunk Bed Sizes

January 1, 2025 - February 28, 2025
$3500/month

Beautifully remodeled end unit condo on second floor corner with great views of the pool & ocean. Condo features a bonus twin daybed in the foyer as well as a sleeper sofa. Updated kitchen with granite counter tops. Bathroom remodeled as well with large shower (no bathtub) and updated fixtures. Washer & dryer off kitchen , access to screened porch
Port O Call D204
Condominium - Rating 4.5 (37)
Bedrooms
1 Bedroom
Full Bathrooms
1 Full Bathroom
Area
Wild Dunes Area
View
Ocean View Location
Bed Sizes
1 King, 1 Twin, 1 Sofa Bed Bed Sizes

January 1, 2024 - February 29, 2024
$3250/month

Beautifully decorated two-bedroom villa just steps from the beach and outdoor community pool at Tidewater Condo Community in Wild Dunes. Third floor bi-level condo, with the bonus of having no other condo units above. The building offers elevator access to the third floor breezeway. The condo hosts the kitchen, living room, dining table, two bedroo
Tidewater I 302
Condominium - Rating 4.6 (88)
Bedrooms
2 Bedrooms
Full Bathrooms
2 Full Bathrooms
Area
Wild Dunes Area
View
Oceanfront Location
Bed Sizes
1 King, 2 Twin, 1 Sofa Bed Bed Sizes

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

This charming, pet friendly, recently renovated three bedroom, two bath ranch style home will make the perfect vacation home for you and your furry friends (allows dogs under 50lbs)! The updated kitchen, large screen TVs, and dining room for 6 give the perfect homey vibe. Once you are ready to crash after a long day enjoying the island you can rest
21st Ave 37
House - Rating 4.6 (50) 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

November 1, 2022 - March 31, 2023
November 1, 2023 - March 31, 2024
$2500/month

Wonderful family friendly home where the owners love to spend time creating special memories with their children and young grandchildren and wish the same for their rental guests! This charming, updated three bedroom, two bath ranch style home has a spacious family room, beautifully tiled bathroom and laundry closet, and fresh paint and beautiful t
Cameron Blvd 3503
House - Rating 4.9 (30)
Bedrooms
3 Bedrooms
Full Bathrooms
2 Full Bathrooms
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
2 Queen, 2 Twin, 1 Bunk Bed Sizes

November 1, 2023 - February 29, 2024
$2800/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

This comfortably renovated cottage, located just 1000 feet from the beach, has retained its original island charm. Fishing, swimming, kayaking, boating, bird and dolphin watching are available out the back door facing the Intracoastal Waterway, while the beach is a short walk away. Nothing beats sitting in the rope swings, relaxing with a good boo
Palm Blvd 815
House - Rating 4.8 (51) Pet Friendly
Bedrooms
3 Bedrooms
Area
Isle of Palms Area
View
Waterway Location
Bed Sizes
2 Queen, 2 Twin Bed Sizes

January 1, 2024 - March 31, 2024
$4500/month

NOW with 4 Bedrooms and 3 Baths! Dog-friendly home approximately 1/2 a block from the ocean, with lots of updates! As of May 2020: Brand new kitchen, 4th bedroom, 3rd bathroom, and new flooring through most of home. Having a beach access point conveniently located across the street, this home is sure to please. Both you and your dog will love en
35th Ave 4
House - Rating 4.7 (75) Pet Friendly
Bedrooms
4 Bedrooms
Full Bathrooms
3 Full Bathrooms
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
1 King, 2 Queen, 1 Twin, 2 Bunk Bed Sizes

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

1/2 block off of Palm Blvd., this lovingly maintained, cozy cottage is just a short walk to the beach. The backyard has a magnificent oak canopy; it is hard to imagine this cool green canopy so close to the sun, sand, and surf. Three bedroom, two story home on quiet cul-de-sac between 29th and 30th Ave on Isle of Palms, but without traffic at y
Hot HOT 145
Palm Court 7
House - Rating 4.6 (57) Pet Friendly
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

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

Located on a quiet cul-de-sac just steps from the beach, this elevated 1990\'s southern home offers plenty of space both inside and out and is an ideal choice for your next family vacation! The full front porch with rockers is perfect for those seeking some cool shade and enjoying your morning paper. As you enter the home, you are greeted by a
51st Ave 8
House - Rating 4.2 (45) 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, 2 Queen, 6 Twin Bed Sizes

November 1, 2023 - February 29, 2024
$5500/month

Cozy pet friendly brick home across the street from the beach with a fenced in back yard. Easy beach access and central location to the Isle of Palms Recreation department with playground, basketball, tennis courts, dog park, farmers market, and much more. Small screened porch on back and sundeck on the front. Great option for those on a budget but
Palm Blvd 2903
House - Rating 4.1 (18) Pet Friendly
Bedrooms
4 Bedrooms
Full Bathrooms
2 Full Bathrooms
Area
Isle of Palms Area
View
Near Beach Location
Bed Sizes
3 Queen, 1 Twin Bed Sizes

November 1, 2023 - February 29, 2024
$2600/month

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