Villa
4 Bedrooms
9 Guests
Hot Tub
Parking
Kitchen
Air Conditioner
CA $110/Night
7 Nights - CA $769
Probolinggo Winter Rentals & Holiday Homes
Discover winter rentals Probolinggo - We found 21 exact matches
- Up-front pricing
- No markup
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Compare Winter Rental in Probolinggo
Bed & Breakfast
8.8(386 Reviews)
7 Bedrooms
10 Guests
Oceanfront
Breakfast- Parking
Ocean View
CA $23/Night
7 Nights - CA $161
Cabin
7.6(23 Reviews)
1 Bedroom
2 Guests
- Parking
Internet
Child Friendly
Laundry
CA $127/Night
7 Nights - CA $888
Villa
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Air Conditioner
- Internet
CA $161/Night
7 Nights - CA $1,129
House
8.7(48 Reviews)
12 Bedrooms
3 Guests
- Breakfast
- Parking
Balcony/Terrace
View
CA $45/Night
7 Nights - CA $318
CA $25/Night
7 Nights - CA $176
House
7.9(1331 Reviews)
7 Bedrooms
8 Guests
- Breakfast
- Parking
- Balcony/Terrace
- View
CA $22/Night
7 Nights - CA $156
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House
7.6(435 Reviews)
11 Bedrooms
18 Guests
- Parking
- Balcony/Terrace
- Internet
Wheelchair Accessible
CA $26/Night
7 Nights - CA $178
CA $46/Night
7 Nights - CA $324
Cabin
7.6(155 Reviews)
12 Bedrooms
23 Guests
- Oceanfront
- Breakfast
- Parking
- Ocean View
CA $30/Night
7 Nights - CA $208
CA $12/Night
7 Nights - CA $86
Villa
3 Bedrooms
8 Guests
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
CA $83/Night
7 Nights - CA $580
CA $263/Night
7 Nights - CA $1,840
CA $71/Night
7 Nights - CA $498
CA $220/Night
7 Nights - CA $1,542
CA $34/Night
7 Nights - CA $236
CA $67/Night
7 Nights - CA $468
CA $33/Night
7 Nights - CA $231
CA $29/Night
7 Nights - CA $204
CA $133/Night
7 Nights - CA $931
About Probolinggo Winter Rental on Casai.ca
Craving a winter escape in the enchanting locales of the Mediterranean or the Caribbean? Explore 21 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 Probolinggo Winter Rentals
How much does it cost to rent a place to stay near Probolinggo in the wintertime?
The average cost for winter rentals in Probolinggo is $52 per night. Casai has a wide list of great winter places to stay near Probolinggo that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Probolinggo that allow pets?
Yes, here are the top cottage/chalet rentals in Probolinggo that allow you to bring your pet or dog:
- Villa/Penginapan Tengger ASRI 3 Bromo
- KOPIKUIN bromo homestay
- ARTOTEL Cabin Bromo
- Comfort Villa for 4 pax at the Riverside
See all pet-friendly vacation rentals in Probolinggo on Casai.ca
Do you have any winter rentals in Probolinggo that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Probolinggo to find what works for you.
Are there winter accommodations in Probolinggo that have indoor swimming pools?
As of 2026, the data from Casai.ca shows that there are over 21 private swimming pools or indoor pools accommodations near Probolinggo along with other great amenities.
Do any winter holiday rentals in Probolinggo have hot tubs?
About 21 holiday rentals in Probolinggo boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Probolinggo?
Yes, there are many luxury places to stay in Probolinggo for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Probolinggo with all the best amenities for your next trip.
