Holiday rentals near Osprey Point
We found 4,619 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:10 Apr - 17 Apr
Image gallery for SERENITY SHORES Private Luxury 5-Level Tropical Oasis, Pool, Steps to Beach
1010 out of 10, Exceptional, (22 reviews)
Exceptional
(22 reviews)
SERENITY SHORES Private Luxury 5-Level Tropical Oasis, Pool, Steps to Beach
Folly Beach
8% off
Price is NZ$22,784
NZ$22,784
for 7 nights, 1 villa
NZ$3,255 per night
includes taxes & fees
Image gallery for 235 Glen Abbey ~ Spacious 5 Br Near Beach ~ Last Minute Special!
1010 out of 10, Exceptional, (20 reviews)
Exceptional
(20 reviews)
235 Glen Abbey ~ Spacious 5 Br Near Beach ~ Last Minute Special!
Kiawah Island, SC
8% off
Price is NZ$20,556
NZ$20,556
for 7 nights, 1 home
NZ$2,937 per night
includes taxes & fees
Image gallery for SPECTACULAR BEACH/OCEANVIEWS!!! PRIME LOCATION ON PALMETTO BLVD
9.89.8 out of 10, Exceptional, (55 reviews)
Exceptional
(55 reviews)
SPECTACULAR BEACH/OCEANVIEWS!!! PRIME LOCATION ON PALMETTO BLVD
Edisto Island
8% off
Price is NZ$6,096
NZ$6,096
for 7 nights, 1 home
NZ$871 per night
includes taxes & fees
Image gallery for Private Edisto Beach Retreat - Steps from the Beach - Fun in the Sun!
1010 out of 10, Exceptional, (31 reviews)
Exceptional
(31 reviews)
Private Edisto Beach Retreat - Steps from the Beach - Fun in the Sun!
Edisto Island
8% off
Price is NZ$6,941
NZ$6,941
for 7 nights, 1 home
NZ$992 per night
includes taxes & fees
Image gallery for Waterway BnB Charleston Romantic Getaway Water View
1010 out of 10, Exceptional, (9 reviews)
Exceptional
(9 reviews)
Waterway BnB Charleston Romantic Getaway Water View
Charleston
8% off
Price is NZ$5,429
NZ$5,429
for 7 nights, 1 room
NZ$776 per night
includes taxes & fees
Image gallery for Fabulous Villa On Private Gated Resort Island
9.49.4 out of 10, Exceptional, (128 reviews)
Exceptional
(128 reviews)
Fabulous Villa On Private Gated Resort Island
Seabrook Island
7% off
Price is NZ$3,912
NZ$3,912
for 7 nights, 1 villa
NZ$559 per night
includes taxes & fees
Image gallery for Tarpon- Charming 1 BR, Steps to Beach
1010 out of 10, Exceptional, (51 reviews)
Exceptional
(51 reviews)
Tarpon- Charming 1 BR, Steps to Beach
Folly Beach
8% off
Price is NZ$4,565
NZ$4,565
for 7 nights, 1 apartment
NZ$652 per night
includes taxes & fees
Image gallery for Experience Seabrook Island bliss, Expansive ocean views, Dolphin lovers oasis
1010 out of 10, Exceptional, (93 reviews)
Exceptional
(93 reviews)
Experience Seabrook Island bliss, Expansive ocean views, Dolphin lovers oasis
Seabrook Island
8% off
Price is NZ$19,426
NZ$19,426
for 7 nights, 1 home
NZ$2,775 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, (6 reviews)
Exceptional
(6 reviews)
Hart Estates- 2 bedroom retreat on Wadmalaw Island close to Rockville
Wadmalaw Island
8% off
Price is NZ$6,602
NZ$6,602
for 7 nights, 1 home
NZ$943 per night
includes taxes & fees
Image gallery for Lowcountry Cottage Suite 3 miles from oceanfront and 8 miles to downtown!
1010 out of 10, Exceptional, (29 reviews)
Exceptional
(29 reviews)
Lowcountry Cottage Suite 3 miles from oceanfront and 8 miles to downtown!
Charleston
7% off
Price is NZ$2,268
NZ$2,268
for 7 nights, 1 apartment
NZ$324 per night
includes taxes & fees
Image gallery for The Apollo
9.69.6 out of 10, Exceptional, (20 reviews)
Exceptional
(20 reviews)
The Apollo
Charleston
8% off
Price is NZ$5,084
NZ$5,084
for 7 nights, 1 apartment
NZ$726 per night
includes taxes & fees
Image gallery for 4 Bedroom/4 Bath Duplex with Spectacular Marsh Views
1010 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
4 Bedroom/4 Bath Duplex with Spectacular Marsh Views
Edisto Island
14% off
Price is NZ$6,730
NZ$6,730
for 7 nights, 1 home
NZ$961 per night
includes taxes & fees
Image gallery for THE DELPHINE Luxury Downtown Charleston Villa, 1 Block to King + Private Pool
1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
THE DELPHINE Luxury Downtown Charleston Villa, 1 Block to King + Private Pool
Charleston
8% off
Price is NZ$22,670
NZ$22,670
for 7 nights, 1 villa
NZ$3,239 per night
includes taxes & fees
Image gallery for Charming 2 Bed/2Bath Newly Renovated-Location!
9.49.4 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
Charming 2 Bed/2Bath Newly Renovated-Location!
Charleston
8% off
Price is NZ$3,539
NZ$3,539
for 7 nights, 1 home
NZ$506 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, (81 reviews)
Exceptional
(81 reviews)
2BR Kiawah Cottage! Golf Views, Pool Access, Walk to Beach! GUEST FAVORITE!
Kiawah Island
7% off
Price is NZ$5,736
NZ$5,736
for 7 nights, 1 home
NZ$819 per night
includes taxes & fees
Image gallery for Relax in Your Own Private Suite in Charleston's James Island!
9.89.8 out of 10, Exceptional, (60 reviews)
Exceptional
(60 reviews)
Relax in Your Own Private Suite in Charleston's James Island!
Charleston
6% off
Price is NZ$2,919
NZ$2,919
for 7 nights, 1 home
NZ$417 per night
includes taxes & fees
Image gallery for Discover The Sweet Life at Edisto in the off Season!!
9.89.8 out of 10, Exceptional, (100 reviews)
Exceptional
(100 reviews)
Discover The Sweet Life at Edisto in the off Season!!
Edisto Beach
13% off
Price is NZ$3,737
NZ$3,737
for 7 nights, 1 home
NZ$534 per night
includes taxes & fees
Image gallery for The Tree Top Terrace- is private, close to ocean & downtown on James Island..
8.88.8 out of 10, Excellent, (20 reviews)
Excellent
(20 reviews)
The Tree Top Terrace- is private, close to ocean & downtown on James Island..
Charleston
8% off
Price is NZ$2,855
NZ$2,855
for 7 nights, 1 home
NZ$408 per night
includes taxes & fees
Image gallery for BIRDS of FLIGHT
1010 out of 10, Exceptional, (151 reviews)
Exceptional
(151 reviews)
BIRDS of FLIGHT
Ravenel
8% off
Price is NZ$3,424
NZ$3,424
for 7 nights, 1 home
NZ$489 per night
includes taxes & fees
Image gallery for “JANUARY DEALS, ASK ! ”Million Dollar Views” Classic Original Folly Cottage !
1010 out of 10, Exceptional, (125 reviews)
Exceptional
(125 reviews)
“JANUARY DEALS, ASK ! ”Million Dollar Views” Classic Original Folly Cottage !
Folly Beach
12% off
Price is NZ$11,316
NZ$11,316
for 7 nights, 1 home
NZ$1,617 per night
includes taxes & fees
Image gallery for Luxuriously appointed home, ideally located 30 yds from the ocean
9.49.4 out of 10, Exceptional, (36 reviews)
Exceptional
(36 reviews)
Luxuriously appointed home, ideally located 30 yds from the ocean
Folly Beach
8% off
Price is NZ$5,427
NZ$5,427
for 7 nights, 1 apartment
NZ$775 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, (43 reviews)
Exceptional
(43 reviews)
Suite B - 3 minutes walk to Center of Folly Beach, across from beach -1 Room
Folly Beach
8% off
Price is NZ$4,333
NZ$4,333
for 7 nights, 1 apartment
NZ$619 per night
includes taxes & fees
9.89.8 out of 10, Exceptional, (80 reviews)
Exceptional
(80 reviews)
Vintage Hatteras Yacht
Charleston
7% off
Price is NZ$7,638
NZ$7,638
for 7 nights, 1 houseboat
NZ$1,091 per night
includes taxes & fees
Image gallery for Exquisite Atrium Villa with Unequalled Ocean View -Amenity Card Included
1010 out of 10, Exceptional, (157 reviews)
Exceptional
(157 reviews)
Exquisite Atrium Villa with Unequalled Ocean View -Amenity Card Included
Seabrook Island
8% off
Price is NZ$6,476
NZ$6,476
for 7 nights, 1 villa
NZ$925 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Osprey Point
21 Bufflehead: Private Pool, Great Location, Beach Gear/Bike Credit
Sleeps 14 · 6 bedrooms · 5+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
72 reviews(72 reviews)
Charming 1-bedroom condo in brilliant Seabrook Island with WiFi, AC
Sleeps 4 · 1 bedroom · 1 bathroom
8.88.8 out of 10
Excellentexcellent
3 reviews(3 reviews)
Three Oceanfront Private Balconies with Panoramic View, Dolphins & Calm Breezes!
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
182 reviews(182 reviews)
Private Pool with Heater*. Experience Luxury Living. Stunning, Fully Renovated Home!
Sleeps 10 · 4 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Hideout at Shipwatch - On The Beach
Sleeps 4 · 1 bedroom · 1 bathroom
8.48.4 out of 10
Very goodvery good
8 reviews(8 reviews)
2271 Shipwatch- Remodeled OCEANFRONT Exceptional BEACH VIEW 2BR/2BA Luxury Villa
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
38 reviews(38 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