Holiday rentals near Osprey Point
We found 4,615 holiday rentals — enter your dates for availability
Choose the perfect holiday home that's near Osprey Point. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as air conditioning and Wi-Fi. At the end of the day, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts – Osprey Point
Showing deals for:11 Sept - 18 Sept
Image gallery for Relax in Your Own Private Suite in Charleston's James Island!
9.89.8 out of 10, Exceptional, (66 reviews)
Exceptional
(66 reviews)
Relax in Your Own Private Suite in Charleston's James Island!
Charleston
5% off
Price is NZ$1,892
NZ$1,892
for 7 nights, 1 home
NZ$270 per night
includes taxes & fees
Image gallery for Charleston Studio Cottage minutes from Historic Downtown with offstreet parking
1010 out of 10, Exceptional, (194 reviews)
Exceptional
(194 reviews)
Charleston Studio Cottage minutes from Historic Downtown with offstreet parking
Charleston
12% off
Price is NZ$2,725
NZ$2,725
for 7 nights, 1 cottage
NZ$389 per night
includes taxes & fees
Image gallery for Exquisite Atrium Villa with Unequalled Ocean View -Amenity Card Included
1010 out of 10, Exceptional, (164 reviews)
Exceptional
(164 reviews)
Exquisite Atrium Villa with Unequalled Ocean View -Amenity Card Included
Seabrook Island
8% off
Price is NZ$6,371
NZ$6,371
for 7 nights, 1 villa
NZ$910 per night
includes taxes & fees
Image gallery for Walk to the Beach! Firepit, games, pets welcome, bring your boat!
9.89.8 out of 10, Exceptional, (25 reviews)
Exceptional
(25 reviews)
Walk to the Beach! Firepit, games, pets welcome, bring your boat!
Edisto Island
8% off
Price is NZ$5,715
NZ$5,715
for 7 nights, 1 home
NZ$816 per night
includes taxes & fees
Image gallery for Marsh-View Retreat w/Hot Tub I Golf Cart Friendly I 15 Min to Dwntown Charleston
1010 out of 10, Exceptional, (12 reviews)
Exceptional
(12 reviews)
Marsh-View Retreat w/Hot Tub I Golf Cart Friendly I 15 Min to Dwntown Charleston
Charleston
8% off
Price is NZ$7,533
NZ$7,533
for 7 nights, 1 home
NZ$1,076 per night
includes taxes & fees
Image gallery for Charleston Guest House- Easy parking! Quiet, safe neighborhood! Close to Dwntn!
1010 out of 10, Exceptional, (127 reviews)
Exceptional
(127 reviews)
Charleston Guest House- Easy parking! Quiet, safe neighborhood! Close to Dwntn!
Charleston
8% off
Price is NZ$3,699
NZ$3,699
for 7 nights, 1 room
NZ$528 per night
includes taxes & fees
Image gallery for 2BR Kiawah Cottage! Golf Views, Pool Access, Walk to Beach! GUEST FAVORITE!
9.49.4 out of 10, Exceptional, (82 reviews)
Exceptional
(82 reviews)
2BR Kiawah Cottage! Golf Views, Pool Access, Walk to Beach! GUEST FAVORITE!
Kiawah Island
7% off
Price is NZ$4,688
NZ$4,688
for 7 nights, 1 home
NZ$670 per night
includes taxes & fees
Image gallery for The Sleepy Shack - Private, Cozy Cottage for your next getaway!
1010 out of 10, Exceptional, (188 reviews)
Exceptional
(188 reviews)
The Sleepy Shack - Private, Cozy Cottage for your next getaway!
Johns Island
8% off
Price is NZ$2,133
NZ$2,133
for 7 nights, 1 cottage
NZ$305 per night
includes taxes & fees
Image gallery for Hart Estates- 2 bedroom retreat on Wadmalaw Island close to Rockville
9.89.8 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
Hart Estates- 2 bedroom retreat on Wadmalaw Island close to Rockville
Wadmalaw Island
8% off
Price is NZ$3,686
NZ$3,686
for 7 nights, 1 home
NZ$527 per night
includes taxes & fees
Image gallery for Lowcountry Cottage Suite 3 miles from oceanfront and 8 miles to downtown!
9.89.8 out of 10, Exceptional, (38 reviews)
Exceptional
(38 reviews)
Lowcountry Cottage Suite 3 miles from oceanfront and 8 miles to downtown!
Charleston
8% off
Price is NZ$2,307
NZ$2,307
for 7 nights, 1 apartment
NZ$330 per night
includes taxes & fees
Image gallery for The Charleston Suites: The Charles Suite
9.69.6 out of 10, Exceptional, (83 reviews)
Exceptional
(83 reviews)
The Charleston Suites: The Charles Suite
Charleston
8% off
Price is NZ$4,292
NZ$4,292
for 7 nights, 1 home
NZ$613 per night
includes taxes & fees
Image gallery for The Isla Suite: A Dream Getaway for Friends
9.89.8 out of 10, Exceptional, (33 reviews)
Exceptional
(33 reviews)
The Isla Suite: A Dream Getaway for Friends
Charleston
8% off
Price is NZ$8,003
NZ$8,003
for 7 nights, 1 home
NZ$1,143 per night
includes taxes & fees
Image gallery for Charming 1-bedroom condo in brilliant Seabrook Island with WiFi, AC
9.29.2 out of 10, Wonderful, (7 reviews)
Wonderful
(7 reviews)
Charming 1-bedroom condo in brilliant Seabrook Island with WiFi, AC
Seabrook Island
7% off
Price is NZ$2,356
NZ$2,356
for 7 nights, 1 apartment
NZ$337 per night
includes taxes & fees
Image gallery for 2BR Folly Cottage 1-block from the beach!
1010 out of 10, Exceptional, (11 reviews)
Exceptional
(11 reviews)
2BR Folly Cottage 1-block from the beach!
Folly Beach
8% off
Price is NZ$6,124
NZ$6,124
for 7 nights, 1 cottage
NZ$875 per night
includes taxes & fees
Image gallery for Cozy Couples Retreat | 10 Min to Beach & Downtown
9.89.8 out of 10, Exceptional, (24 reviews)
Exceptional
(24 reviews)
Cozy Couples Retreat | 10 Min to Beach & Downtown
Charleston
7% off
Price is NZ$1,799
NZ$1,799
for 7 nights, 1 home
NZ$257 per night
includes taxes & fees
Image gallery for Suite B - 3 minutes walk to Center of Folly Beach, across from beach -1 Room
1010 out of 10, Exceptional, (47 reviews)
Exceptional
(47 reviews)
Suite B - 3 minutes walk to Center of Folly Beach, across from beach -1 Room
Folly Beach
8% off
Price is NZ$4,283
NZ$4,283
for 7 nights, 1 apartment
NZ$612 per night
includes taxes & fees
Image gallery for Seabrook Island Villa decorated with Charleston flair and Low Country Charm
1010 out of 10, Exceptional, (132 reviews)
Exceptional
(132 reviews)
Seabrook Island Villa decorated with Charleston flair and Low Country Charm
Seabrook Island
7% off
Price is NZ$3,305
NZ$3,305
for 7 nights, 1 villa
NZ$472 per night
includes taxes & fees
Image gallery for The Charleston Suite: The Harper Suite
1010 out of 10, Exceptional, (34 reviews)
Exceptional
(34 reviews)
The Charleston Suite: The Harper Suite
Charleston
8% off
Price is NZ$5,741
NZ$5,741
for 7 nights, 1 home
NZ$820 per night
includes taxes & fees
Image gallery for Charming 3-bedroom beachfront condo
9.69.6 out of 10, Exceptional, (25 reviews)
Exceptional
(25 reviews)
Charming 3-bedroom beachfront condo
Folly Beach
9% off
Price is NZ$7,722
NZ$7,722
for 7 nights, 1 apartment
NZ$1,103 per night
includes taxes & fees
Image gallery for Unit C, Spirit of Folly, Pet Friendly, 2 short blocks - 100 yards to the beach
9.89.8 out of 10, Exceptional, (65 reviews)
Exceptional
(65 reviews)
Unit C, Spirit of Folly, Pet Friendly, 2 short blocks - 100 yards to the beach
Folly Beach
8% off
Price is NZ$4,368
NZ$4,368
for 7 nights, 1 apartment
NZ$624 per night
includes taxes & fees
Image gallery for Full Renovation of 1811 historical home. Completed Dec of 2024!
1010 out of 10, Exceptional, (32 reviews)
Exceptional
(32 reviews)
Full Renovation of 1811 historical home. Completed Dec of 2024!
Charleston
14% off
Price is NZ$17,500
NZ$17,500
for 7 nights, 1 home
NZ$2,500 per night
includes taxes & fees
Image gallery for Exclusive Low Country Island Estate Excellent Choice Of Large Groups,
9.69.6 out of 10, Exceptional, (126 reviews)
Exceptional
(126 reviews)
Exclusive Low Country Island Estate Excellent Choice Of Large Groups,
Charleston
8% off
Price is NZ$5,486
NZ$5,486
for 7 nights, 1 home
NZ$784 per night
includes taxes & fees
Image gallery for Sleeps 12- Downtown Charleston
9.69.6 out of 10, Exceptional, (196 reviews)
Exceptional
(196 reviews)
Sleeps 12- Downtown Charleston
Charleston
7% off
Price is NZ$12,728
NZ$12,728
for 7 nights, 1 apartment
NZ$1,818 per night
includes taxes & fees
Image gallery for A newly renovated classic Charleston home in the heart of downtown
9.09.0 out of 10, Wonderful, (14 reviews)
Wonderful
(14 reviews)
A newly renovated classic Charleston home in the heart of downtown
Charleston
8% off
Price is NZ$6,571
NZ$6,571
for 7 nights, 1 home
NZ$939 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Osprey Point
Kiawah Seascape Villa
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptional
exceptional
273 reviews
(273 reviews)
4244 Mariners Watch Villa by Akers Ellis Rentals
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptional
exceptional
3 reviews
(3 reviews)
First floor ocean area villa w/ dune & wooded views - just steps from the beach
Sleeps 4 · 1 bedroom · 1 bathroom
8.48.4 out of 10
Very good
very good
31 reviews
(31 reviews)
Charming condo with private beach access, on-site golf, high-speed WiFi & AC
Sleeps 2 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptional
exceptional
30 reviews
(30 reviews)
On the Water private getaway on Johns Island. Just minutes away from downtown!
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptional
exceptional
27 reviews
(27 reviews)
1351 Fairway Oaks Villa by Akers Ellis Rentals
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptional
exceptional
10 reviews
(10 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value