House
10.0(1 Review)
4 Bedrooms
6 Guests
Private Pool
Oceanfront
Hot Tub
Parking
CA $270/Night
7 Nights - CA $1,888
Oriental Winter Rentals & Holiday Homes
Discover winter rentals Oriental - We found 142 exact matches
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Compare Winter Rental in Oriental
10.0
Apartment
10.0(4 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
Air Conditioner
Internet
Child Friendly
CA $76/Night
7 Nights - CA $528
CA $54/Night
7 Nights - CA $379
Apartment
10.0(1 Review)
2 Bedrooms
3 Guests
Ocean View
Balcony/Terrace
View
Kitchen
CA $170/Night
7 Nights - CA $1,188
Ski Chalet
10.0(4 Reviews)
1 Bedroom
3 Guests
- Parking
- Balcony/Terrace
Pet Friendly- Child Friendly
CA $40/Night
7 Nights - CA $278
Apartment
10.0(1 Review)
3 Bedrooms
6 Guests
- Private Pool
- Hot Tub
- Parking
Pool
CA $169/Night
7 Nights - CA $1,182
Villa
10.0(3 Reviews)
3 Bedrooms
7 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
CA $339/Night
7 Nights - CA $2,371
Apartment
10.0(1 Review)
2 Bedrooms
6 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
CA $90/Night
7 Nights - CA $627
Apartment
9.6(5 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
CA $217/Night
7 Nights - CA $1,519
Villa
10.0(2 Reviews)
4 Bedrooms
8 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- View
CA $199/Night
7 Nights - CA $1,395
Apartment
8.8(3 Reviews)
2 Bedrooms
4 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
CA $77/Night
7 Nights - CA $540
Villa
10.0(1 Review)
4 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
CA $250/Night
7 Nights - CA $1,747
Apartment
8.0(6 Reviews)
2 Bedrooms
6 Guests
- Parking
- Ocean View
- View
- Kitchen
CA $55/Night
7 Nights - CA $386
Villa
8.0(3 Reviews)
5 Bedrooms
12 Guests
- Private Pool
- Parking
- Pool
Spa
CA $126/Night
7 Nights - CA $881
Villa
3 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
CA $529/Night
7 Nights - CA $3,704
House
5 Bedrooms
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
CA $344/Night
7 Nights - CA $2,408
CA $329/Night
7 Nights - CA $2,304
Apartment
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
CA $248/Night
7 Nights - CA $1,737
Apartment
2 Bedrooms
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
CA $240/Night
7 Nights - CA $1,678
CA $230/Night
7 Nights - CA $1,606
Apartment
2 Bedrooms
5 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
CA $226/Night
7 Nights - CA $1,581
Apartment
1 Bedroom
4 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
CA $225/Night
7 Nights - CA $1,578
CA $216/Night
7 Nights - CA $1,516
About Oriental Winter Rental on Casai.ca
Craving a winter escape in the enchanting locales of the Mediterranean or the Caribbean? Explore 142 accommodations for your upcoming winter getaway, whether you're dreaming of azure waters and sun-kissed beaches or charming coastal towns.
At Casai, we present a diverse array of listings for holiday homes and villas nestled in the picturesque landscapes of the Mediterranean and the Caribbean. From luxurious villas overlooking crystal-clear waters to charming holiday homes nestled amidst palm-fringed shores, our curated selection caters to every preference and ensures an unforgettable retreat.
Indulge in the epitome of luxury with our Mediterranean and Caribbean villas, boasting opulent amenities such as private pools, spacious outdoor terraces, serene gardens, and breathtaking ocean views. Whether you're seeking a romantic escape, a family adventure, or a group getaway, our listings offer the perfect blend of comfort and sophistication.
Escape the winter chill and bask in the warmth of the Mediterranean or Caribbean sun. Explore our collection of holiday homes and villas, meticulously curated to provide the ultimate sanctuary for your winter retreat. With Casai, your dream vacation awaits.
Frequently Asked Questions About Oriental Winter Rentals
What are the top rated Winter Rentals in Oriental?
There are a lot of options in Oriental. If you plan on staying in the Oriental area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Oriental:
How much does it cost to rent a place to stay near Oriental in the wintertime?
The average cost for winter rentals in Oriental is $118 per night. Casai has a wide list of great winter places to stay near Oriental that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Oriental that allow pets?
Yes, here are the top cottage/chalet rentals in Oriental that allow you to bring your pet or dog:
- Villa with private swimming pool between sea and mountains
- appartement nador al jadid
- Riad Firdaous Achark
- For rent 2-room apartment
See all pet-friendly vacation rentals in Oriental on Casai.ca
Do you have any winter rentals in Oriental that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Oriental to find what works for you.
Are there winter accommodations in Oriental that have indoor swimming pools?
As of 2026, the data from Casai.ca shows that there are over 142 private swimming pools or indoor pools accommodations near Oriental along with other great amenities.
Do any winter holiday rentals in Oriental have hot tubs?
About 142 holiday rentals in Oriental boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Oriental?
Yes, there are many luxury places to stay in Oriental for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Oriental with all the best amenities for your next trip.
