Winter Park Villas - Vacation Rentals in Charleston City Market
House
10.0
(
91 Reviews
)
2 Bedrooms
2 Bathrooms
8 Guests
840 ft²
-
Parking -
Balcony/Terrace -
Kitchen -
Air Conditioner
US $374
/Night
7 Nights - $2,617
House
3 Bedrooms
3 Bathrooms
8 Guests
1130.21 ft²
-
Parking
-
Air Conditioner
-
Internet -
Child Friendly
US $681
/Night
7 Nights - $4,767
House
10.0
(
77 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast -
Parking
-
Pool -
Balcony/Terrace
US $694
/Night
7 Nights - $4,855
Condo
9.8
(
392 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
787 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $442
/Night
7 Nights - $3,096
Bed & Breakfast
6.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
398.26 ft²
-
Parking
-
Air Conditioner
-
Internet
US $257
/Night
7 Nights - $1,799
Condo
10.0
(
25 Reviews
)
1 Bedroom
1 Bathroom
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $272
/Night
7 Nights - $1,901
House
9.8
(
136 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
1055 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $445
/Night
7 Nights - $3,118
House
10.0
(
1 Review
)
2 Bedrooms
3 Bathrooms
6 Guests
1001.04 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
US $913
/Night
7 Nights - $6,391
House
9.8
(
107 Reviews
)
4 Bedrooms
4 Bathrooms
11 Guests
2400 ft²
-
Oceanfront -
Parking
-
Pool
-
Ocean View
US $897
/Night
7 Nights - $6,280
House
9.8
(
97 Reviews
)
4 Bedrooms
4 Bathrooms
10 Guests
2000 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $615
/Night
7 Nights - $4,304
House
9.8
(
94 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
1700 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $209
/Night
7 Nights - $1,462
House
9.8
(
70 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
1800 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $737
/Night
7 Nights - $5,159
Apartment
10.0
(
112 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $545
/Night
7 Nights - $3,813
Cottage
9.8
(
167 Reviews
)
3 Bedrooms
3 Bathrooms
7 Guests
1098 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $663
/Night
7 Nights - $4,642
Apartment
9.6
(
95 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1050 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $365
/Night
7 Nights - $2,552
House
10.0
(
133 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
1250 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $644
/Night
7 Nights - $4,506
House
10.0
(
131 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
1250 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $653
/Night
7 Nights - $4,569
House
10.0
(
123 Reviews
)
6 Bedrooms
5 Bathrooms
12 Guests
2400 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $974
/Night
7 Nights - $6,815
Apartment
10.0
(
114 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1000 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $703
/Night
7 Nights - $4,924
House
10.0
(
80 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1270 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $397
/Night
7 Nights - $2,776
Apartment
9.8
(
101 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
1000 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $532
/Night
7 Nights - $3,727
Apartment
9.4
(
37 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2334 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $517
/Night
7 Nights - $3,621
Apartment
10.0
(
144 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
750 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $434
/Night
7 Nights - $3,035
Apartment
9.4
(
26 Reviews
)
6 Bedrooms
4 Bathrooms
13 Guests
3000 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $1,413
/Night
7 Nights - $9,888
★ Pro Tip: Winterparkvillas makes it easy to compare the best listings on Winterparkvillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Winterparkvillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Charleston City Market.
Weather in Charleston City Market
View the weather forecast for Charleston City Market before booking your Charleston City Market Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Charleston City Market Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Charleston City Market?
There are a lot of options in Charleston City Market. If you plan on staying in the Charleston City Market area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Charleston City Market:
- The Loutrel
- Downtown Luxury | The Rainbow Cottage
- Downtown Luxury |Rutledge Avenue Inn (Suite C)
- Historic CHS! | The Kitchen House at 68 Broad
- 5br/4bath | POOL-Firepit-Porch-Outdoor Hot Shower | OneLevel Lush Tropical Oasis
- Historic CHS! | The Carriage House at 68 Broad
- Wentworth Mansion
- Location + Luxury 3BD/3BA - 2 Blocks to King!
- A2 at Saint Philip Square, One Block to King, Stylish Southern Escape
- 2BR Historic Suite Perfect Location Downtown Charleston
How many vacation rentals are available in Charleston City Market?
Currently, the total number of properties listed in 2026 is over 2727 in the Charleston City Market area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Charleston City Market.
