Family-Friendly Vacation Rentals in Osprey Point, SC: Compare 10+ Sites & Save

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  4.  South Carolina

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  6.  Osprey Point

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856 Best Family Vacation Rentals in Osprey Point (Starting from $312)

2369 Shipwatch Villa by Akers Ellis Rentals
2369 Shipwatch Villa by Akers Ellis Rentals
Villa
Kiawah Island, SC, USA
0.1k from Osprey Point center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

1 Bedroom2 Guests
New to Booking
$384
Average price / night
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Three Oceanfront Private Balconies with Panoramic View, Dolphins & Calm Breezes!
Three Oceanfront Private Balconies with Panoramic View, Dolphins & Calm Breezes!
Condo
Johns Island, SC, 29455, United States
0.3k from Osprey Point center

AC, Balcony, Crib, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

2 Bedrooms6 Guests
9.6

Exceptional

189 reviews

$723
Average price / night
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3572 Seascape Villa by Akers Ellis Rentals
3572 Seascape Villa by Akers Ellis Rentals
House
Kiawah Island, SC, USA
0.1k from Osprey Point center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$363
Average price / night
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DISCOUNTED RATES when booked  - Couple or Family; Pets; Pool!
DISCOUNTED RATES when booked - Couple or Family; Pets; Pool!
Cottage
Kiawah Island, SC, 29455, United States
0.3k from Osprey Point center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms8 Guests
9.8

Exceptional

124 reviews

$312
Average price / night
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SS3512: 3512 Seascape
SS3512: 3512 Seascape
House
Kiawah Island, SC, USA
0.2k from Osprey Point center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

3 Bedrooms6 Guests
New to Booking
$592
Average price / night
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Best location on the island! Lagoon view. Nice dogs stay free!
Best location on the island! Lagoon view. Nice dogs stay free!
Cottage
Kiawah Island, SC, 29455, United States
0.3k from Osprey Point center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
9.6

Exceptional

124 reviews

$409
Average price / night
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SWV2167: 2167 Shipwatch Villa
SWV2167: 2167 Shipwatch Villa
House
Kiawah Island, SC, USA
0.2k from Osprey Point center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

2 Bedrooms6 Guests
7.0

Good

1 reviews

$367
Average price / night
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So close to the beach! Beautifully renovated villa 3BD 3BA. Fairway Oaks W Beach
So close to the beach! Beautifully renovated villa 3BD 3BA. Fairway Oaks W Beach
Villa
Kiawah Island, SC, 29455, United States
0.3k from Osprey Point center

AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
9.8

Exceptional

124 reviews

$518
Average price / night
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Palm Bungalow
Palm Bungalow
House
Kiawah Island, SC, USA
0.2k from Osprey Point center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Bungalows

1 Bedroom4 Guests
New to Booking
$341
Average price / night
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BEST LAGOON LOCATION! WALK TO BEACH! FREE POOL!
BEST LAGOON LOCATION! WALK TO BEACH! FREE POOL!
Cottage
Johns Island, SC, 29455, United States
0.3k from Osprey Point center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

114 reviews

$491
Average price / night
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1409 West Beach Villa by Akers Ellis Rentals
1409 West Beach Villa by Akers Ellis Rentals
Villa
Kiawah Island, SC, USA
0.2k from Osprey Point center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Self-catering

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$342
Average price / night
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Kiawah Island Vacation Rental: Walk to Beach!
Kiawah Island Vacation Rental: Walk to Beach!
House
Kiawah Island, SC, 29455-5626, United States
0.4k from Osprey Point center

AC, Balcony, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
9.8

Exceptional

31 reviews

$689
Average price / night
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2263 Shipwatch Villa by Akers Ellis Rentals
2263 Shipwatch Villa by Akers Ellis Rentals
Villa
Kiawah Island, SC, USA
0.2k from Osprey Point center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms6 Guests
New to Booking
$428
Average price / night
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SeaGlass Kiawah – Stylish Cottage Steps from Beach, Pools & Golf
SeaGlass Kiawah – Stylish Cottage Steps from Beach, Pools & Golf
Cottage
Johns Island, SC, 29455, United States
0.6k from Osprey Point center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

121 reviews

$521
Average price / night
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2269 Shipwatch Villa by Akers Ellis Rentals
2269 Shipwatch Villa by Akers Ellis Rentals
Villa
Kiawah Island, SC, USA
0.2k from Osprey Point center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach, Places to stay

1 Bedroom4 Guests
New to Booking
$396
Average price / night
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Sun Fun Cottage at Kiawah Island - Inlet Cove - closest property to the beach.
Sun Fun Cottage at Kiawah Island - Inlet Cove - closest property to the beach.
Villa
Johns Island, SC, 29455, United States
0.6k from Osprey Point center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

44 reviews

$447
Average price / night
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2276 Shipwatch Villa by Akers Ellis Rentals
2276 Shipwatch Villa by Akers Ellis Rentals
Villa
Kiawah Island, SC, USA
0.2k from Osprey Point center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms6 Guests
New to Booking
$436
Average price / night
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4 Star 4BR Private Home with Lagoon/Golf View - Walk to Beach
4 Star 4BR Private Home with Lagoon/Golf View - Walk to Beach
House
Kiawah Island, SC, 29455, United States
0.6k from Osprey Point center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
10.0

Exceptional

57 reviews

$423
Average price / night
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3568 Seascape Villa by Akers Ellis Rentals
3568 Seascape Villa by Akers Ellis Rentals
Villa
Kiawah Island, SC, USA
0.2k from Osprey Point center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom4 Guests
New to Booking
$342
Average price / night
Check Availability
Kiawah Island- Eugenia Ave. w/ Ocean View & Best Beach Access!
Kiawah Island- Eugenia Ave. w/ Ocean View & Best Beach Access!
House
Kiawah Island, SC, 29455, United States
0.6k from Osprey Point center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

5 Bedrooms10 Guests
9.4

Superb

49 reviews

$913
Average price / night
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Private cornet lot - 5 minutes from the beach
Private cornet lot - 5 minutes from the beach
House
Kiawah Island, SC, 29455, United States
0.6k from Osprey Point center

AC, Balcony, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.6

Exceptional

5 reviews

$463
Average price / night
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West Beach Kiawah on Surfscoter! POOL, Close to Beach, Private Setting, Foosball, Luxury Home!
West Beach Kiawah on Surfscoter! POOL, Close to Beach, Private Setting, Foosball, Luxury Home!
House
Seabrook Island, SC, 29455, United States
0.7k from Osprey Point center

AC, Arcade, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen

4 Bedrooms10 Guests
9.6

Exceptional

7 reviews

$774
Average price / night
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Kiawah Resort Privileges! Surfscoter Ln-4 BR Home-Just 3 Minutes from the Beach
Kiawah Resort Privileges! Surfscoter Ln-4 BR Home-Just 3 Minutes from the Beach
House
Kiawah Island, SC, 29455, United States
0.7k from Osprey Point center

AC, Balcony, Barbecue, Dryer, Fitness Equipment, Heater, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
New to Booking
$1001
Average price / night
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Near Beach On Golf Course, Newly Renovated, 1 Story Home, Bikes + Beach Gear
Near Beach On Golf Course, Newly Renovated, 1 Story Home, Bikes + Beach Gear
House
Kiawah Island, SC, 29455, United States
1.1k from Osprey Point center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
9.8

Exceptional

44 reviews

$553
Average price / night
Check Availability
Kiawah Island, 5 Bdrs, 4 Bath, 3054 sf, golf course view, walk/bike to beach
Kiawah Island, 5 Bdrs, 4 Bath, 3054 sf, golf course view, walk/bike to beach
House
Johns Island, SC, 29455, United States
1.5k from Osprey Point center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms12 Guests
10.0

Exceptional

119 reviews

$795
Average price / night
Check Availability
Quiet Convenience on a Cul-d-sac, A Home Builder Owner who Loves Dogs!
Quiet Convenience on a Cul-d-sac, A Home Builder Owner who Loves Dogs!
House
Kiawah Island, SC, 29455, United States
1.7k from Osprey Point center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

3 Bedrooms6 Guests
10.0

Exceptional

87 reviews

$545
Average price / night
Check Availability
Unique upscale 3 bdrm, 3 bath Oceanwoods cottage on lagoon; 150 yds from beach.
Unique upscale 3 bdrm, 3 bath Oceanwoods cottage on lagoon; 150 yds from beach.
Cottage
Kiawah Island, SC, 29455, United States
1.7k from Osprey Point center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

47 reviews

$633
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Osprey Point.

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Frequently Asked Questions

You can explore 856 verified family-friendly vacation rentals in Osprey Point. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Osprey Point vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $312 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Osprey Point offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Osprey Point are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Osprey Point often include amenities such as Child Friendly, View, and Fireplace/Heating. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.