Apartment
10.0(50 Reviews)
3 Bedrooms
8 Guests
Hot Tub
Parking
Pool
Spa
£247/Night
7 Nights - £1,730
Valparaiso Winter Rentals & Holiday Homes
Discover winter rentals Valparaiso - We found 754 exact matches
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Compare Winter Rental in Valparaiso
10.0
Ski Chalet
10.0(28 Reviews)
5 Bedrooms
10 Guests
Breakfast- Parking
Balcony/Terrace
View
£82/Night
7 Nights - £573
House
10.0(4 Reviews)
4 Bedrooms
10 Guests
- Hot Tub
- Parking
- Balcony/Terrace
Kitchen
£259/Night
7 Nights - £1,813
House
10.0(12 Reviews)
3 Bedrooms
8 Guests
- Parking
- Pool
- Balcony/Terrace
- View
£175/Night
7 Nights - £1,226
House
10.0(2 Reviews)
5 Bedrooms
8 Guests
Private Pool
Oceanfront- Hot Tub
- Parking
£796/Night
7 Nights - £5,574
Apartment
10.0(10 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
£75/Night
7 Nights - £526
Apartment
10.0(2 Reviews)
2 Bedrooms
4 Guests
- Parking
Ocean View- Balcony/Terrace
- View
£95/Night
7 Nights - £664
Apartment
10.0(9 Reviews)
2 Bedrooms
4 Guests
Private Beach- Parking
- Pool
- Ocean View
£68/Night
7 Nights - £475
Apartment
10.0(2 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
£89/Night
7 Nights - £622
Apartment
10.0(7 Reviews)
3 Bedrooms
9 Guests
- Private Beach
- Hot Tub
- Parking
- Pool
£73/Night
7 Nights - £508
Apartment
10.0(2 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
£77/Night
7 Nights - £542
Apartment
10.0(7 Reviews)
1 Bedroom
4 Guests
- Parking
Air Conditioner
Internet
Pet Friendly
£63/Night
7 Nights - £440
Apartment
10.0(2 Reviews)
2 Bedrooms
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
£73/Night
7 Nights - £510
Apartment
10.0(1 Review)
3 Bedrooms
8 Guests
- Hot Tub
- Kitchen
- Internet
Child Friendly
£260/Night
7 Nights - £1,821
House
10.0(1 Review)
2 Bedrooms
4 Guests
- Breakfast
- Parking
- Pool
- Balcony/Terrace
£155/Night
7 Nights - £1,083
£100/Night
7 Nights - £698
£75/Night
7 Nights - £525
House
10.0(1 Review)
3 Bedrooms
8 Guests
- Hot Tub
- Ocean View
- View
- Kitchen
£70/Night
7 Nights - £487
Cabin
9.2(5 Reviews)
1 Bedroom
3 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£76/Night
7 Nights - £529
Apartment
9.0(21 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
£140/Night
7 Nights - £982
Apartment
6.0(2 Reviews)
4 Bedrooms
9 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
£339/Night
7 Nights - £2,373
Apartment
2.0(1 Review)
1 Bedroom
2 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
£53/Night
7 Nights - £370
House
5 Bedrooms
10 Guests
- Internet
- Child Friendly
Laundry
Bedding/Linens
Unlock the Best Price
About Valparaiso Winter Rental on Casai.uk
Craving a winter escape in the enchanting locales of the Mediterranean or the Caribbean? Explore 754 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 Valparaiso Winter Rentals
What are the top rated Winter Rentals in Valparaiso?
There are a lot of options in Valparaiso. If you plan on staying in the Valparaiso area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Valparaiso:
- Hotel Ohana
- explora Rapa Nui
- Domo con Hot Tub Piscina Sauna incluido en el precio, Olmué
- Casa Vista del sol, con piscina, tinaja, y quincho
- Beautiful and spacious family house
- Vaihu Nui
- Departamento en Algarrobo
- HOM I Casa en Condominio Alto Lomas a 3min de Marbella con Piscina y Jacuzzi
- Departamento Full Equipado
- Casa Charlotte Paz y Relajo
How much does it cost to rent a place to stay near Valparaiso in the wintertime?
The average cost for winter rentals in Valparaiso is $271 per night. Casai has a wide list of great winter places to stay near Valparaiso that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Valparaiso that allow pets?
Yes, here are the top cottage/chalet rentals in Valparaiso that allow you to bring your pet or dog:
- True Luxury & Fully Equipped. Best Fantastic Closer First in Line Ocean View
- Bello Horizonte
- Casadomo
- Asian Style Home with the Best View in Viña!
See all pet-friendly vacation rentals in Valparaiso on Casai.uk
Do you have any winter rentals in Valparaiso that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Valparaiso to find what works for you.
Are there winter accommodations in Valparaiso that have indoor swimming pools?
As of 2026, the data from Casai.uk shows that there are over 754 private swimming pools or indoor pools accommodations near Valparaiso along with other great amenities.
Do any winter holiday rentals in Valparaiso have hot tubs?
About 754 holiday rentals in Valparaiso boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Valparaiso?
Yes, there are many luxury places to stay in Valparaiso for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Valparaiso with all the best amenities for your next trip.
