US $222/Night
7 Nights - US $1,554
Olympia Winter Rentals & Holiday Homes
Discover winter rentals Olympia - We found 86 exact matches
- Up-front pricing
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Compare Winter Rental in Olympia
House
10.0(3 Reviews)
1 Bedroom
4 Guests
Parking
Pool
Balcony/Terrace
View
US $87/Night
7 Nights - US $610
US $74/Night
7 Nights - US $518
Apartment
1 Bedroom
4 Guests
- Parking
- Pool
Kitchen
Air Conditioner
US $139/Night
7 Nights - US $973
Villa
10.0(2 Reviews)
1 Bedroom
2 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $81/Night
7 Nights - US $569
US $97/Night
7 Nights - US $679
House
10.0(1 Review)
2 Bedrooms
4 Guests
Breakfast- Parking
- Balcony/Terrace
- Air Conditioner
US $1,411/Night
7 Nights - US $9,877
Apartment
1 Bedroom
2 Guests
- Kitchen
- Air Conditioner
Internet
Child Friendly
US $78/Night
7 Nights - US $546
US $91/Night
7 Nights - US $638
House
3 Bedrooms
6 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $183/Night
7 Nights - US $1,281
Apartment
9.9(16 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $56/Night
7 Nights - US $391
House
2 Bedrooms
8 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $182/Night
7 Nights - US $1,274
House
9.8(75 Reviews)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- View
- Kitchen
US $128/Night
7 Nights - US $893
House
1 Bedroom
4 Guests
- Child Friendly
US $101/Night
7 Nights - US $707
House
1 Bedroom
4 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $96/Night
7 Nights - US $672
House
1 Bedroom
4 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $96/Night
7 Nights - US $672
Apartment
1 Bedroom
2 Guests
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
US $87/Night
7 Nights - US $609
Apartment
2 Bedrooms
5 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $75/Night
7 Nights - US $526
Apartment
2 Bedrooms
4 Guests
- Parking
- Kitchen
- Internet
- Child Friendly
US $75/Night
7 Nights - US $525
US $63/Night
7 Nights - US $438
House
6 Bedrooms
12 Guests
- Child Friendly
US $384/Night
7 Nights - US $2,688
House
6 Bedrooms
12 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $359/Night
7 Nights - US $2,513
House
6 Bedrooms
12 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $359/Night
7 Nights - US $2,513
House
2 Bedrooms
8 Guests
- Child Friendly
US $249/Night
7 Nights - US $1,743
About Olympia Winter Rental on Casai.nz
Craving a winter escape in the enchanting locales of the Mediterranean or the Caribbean? Explore 86 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 Olympia Winter Rentals
What are the top rated Winter Rentals in Olympia?
There are a lot of options in Olympia. If you plan on staying in the Olympia area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Olympia:
- 17 at Springbok, Windhoek
- Luxury Studio In The Heart Of Town
- EXQUISITE PRIVATE LUXURY SUITE WITH KING BED at BOKMAKIERIE VILLAS
- ALLURING SELF CATERING 2 BEDROOM VILLA at BOKMAKIERIE VILLAS
- ENCHANTING SELF-CATERING VILLA with QUEEN BED AT BOKMAKIERIE VILLAS
- The Charming Japandi
- Belvedere Boutique Hotel
- Joas Sanctuary Bed and Breakfast
- Maison Ambre Guesthouse
- The Falcon
How much does it cost to rent a place to stay near Olympia in the wintertime?
The average cost for winter rentals in Olympia is $127 per night. Casai has a wide list of great winter places to stay near Olympia that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Olympia that allow pets?
Yes, here are the top cottage/chalet rentals in Olympia that allow you to bring your pet or dog:
- Sweeter Dream Rooms
- Sapphire Studio Self Catering At 54
- Guesthouse Terra Africa
- Charming 1-bedroom apartment with WiFi, AC and pool in enchanting Windhoek
See all pet-friendly vacation rentals in Olympia on Casai.nz
Do you have any winter rentals in Olympia that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Olympia to find what works for you.
Are there winter accommodations in Olympia that have indoor swimming pools?
As of 2026, the data from Casai.nz shows that there are over 86 private swimming pools or indoor pools accommodations near Olympia along with other great amenities.
Do any winter holiday rentals in Olympia have hot tubs?
About 86 holiday rentals in Olympia boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Olympia?
Yes, there are many luxury places to stay in Olympia for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Olympia with all the best amenities for your next trip.
