Apartment
10.0(34 Reviews)
1 Bedroom
3 Guests
Hot Tub
Pool
Balcony/Terrace
Kitchen
CA $263/Night
7 Nights - CA $1,839
Westside Winter Rentals & Holiday Homes
Discover winter rentals Westside - We found 90 exact matches
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Compare Winter Rental in Westside
10.0
Apartment
10.0(17 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Pool
- Balcony/Terrace
View
CA $612/Night
7 Nights - CA $4,282
CA $234/Night
7 Nights - CA $1,637
Apartment
10.0(3 Reviews)
2 Bedrooms
5 Guests
- Kitchen
Air Conditioner
Internet
Child Friendly
CA $250/Night
7 Nights - CA $1,747
Apartment
10.0(6 Reviews)
1 Bedroom
2 Guests
- Hot Tub
Parking- Pool
Spa
CA $292/Night
7 Nights - CA $2,042
Apartment
10.0(2 Reviews)
2 Bedrooms
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
CA $258/Night
7 Nights - CA $1,807
Apartment
10.0(3 Reviews)
1 Bedroom
2 Guests
- Hot Tub
- Pool
- Air Conditioner
Accessibility
CA $317/Night
7 Nights - CA $2,220
Apartment
10.0(1 Review)
2 Bedrooms
4 Guests
- Parking
- Pool
Ocean View- Balcony/Terrace
CA $741/Night
7 Nights - CA $5,184
New
Apartment
10.0(3 Reviews)
1 Bedroom
2 Guests
- Hot Tub
- Pool
- Spa
- Balcony/Terrace
CA $254/Night
7 Nights - CA $1,776
Apartment
9.8(13 Reviews)
1 Bedroom
2 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
CA $363/Night
7 Nights - CA $2,539
Apartment
10.0(2 Reviews)
1 Bedroom
4 Guests
- Pool
- Balcony/Terrace
- View
- Kitchen
CA $252/Night
7 Nights - CA $1,763
Apartment
9.4(3 Reviews)
1 Bedroom
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
CA $318/Night
7 Nights - CA $2,225
Apartment
9.9(23 Reviews)
1 Bedroom
2 Guests
- Hot Tub
- Pool
- View
- Kitchen
CA $189/Night
7 Nights - CA $1,327
Apartment
9.0(4 Reviews)
1 Bedroom
3 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
CA $224/Night
7 Nights - CA $1,570
Apartment
8.0(1 Review)
1 Bedroom
2 Guests
Oceanfront- Ocean View
- Balcony/Terrace
- View
CA $295/Night
7 Nights - CA $2,069
Apartment
1 Bedroom
2 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
CA $567/Night
7 Nights - CA $3,966
Apartment
2 Bedrooms
4 Guests
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
CA $427/Night
7 Nights - CA $2,991
Apartment
1 Bedroom
2 Guests
- Hot Tub
- Pool
- Balcony/Terrace
- View
CA $405/Night
7 Nights - CA $2,838
New
Apartment
2 Bedrooms
8 Guests
- Hot Tub
- Pool
- Spa
- Balcony/Terrace
CA $367/Night
7 Nights - CA $2,566
New
Apartment
1 Bedroom
2 Guests
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
CA $319/Night
7 Nights - CA $2,232
New
Apartment
1 Bedroom
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $288/Night
7 Nights - CA $2,019
New
Apartment
1 Bedroom
3 Guests
- Hot Tub
- Pool
- Balcony/Terrace
- View
CA $278/Night
7 Nights - CA $1,944
New
Apartment
1 Bedroom
3 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
CA $243/Night
7 Nights - CA $1,702
Boat Rental
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $676/Night
7 Nights - CA $4,734
About Westside Winter Rental on Casai.ca
Craving a winter escape in the enchanting locales of the Mediterranean or the Caribbean? Explore 90 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 Westside Winter Rentals
What are the top rated Winter Rentals in Westside?
There are a lot of options in Westside. If you plan on staying in the Westside area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Westside:
- Studio Apartment at the Hub - VIP Package
- Brand New 1BR Pool & Jacuzzi On Site Parking Suite One
- Luxury 1 Bed - City Suites Ocean Spa Plaza
- Marina Club - Luxury Apartment in Ocean Village
- Family apartment with swimming pools 3 bedroom 2 bathroom Rock facing
- Luxe studio seconds from the Marina and city centre
- Marina Club Luxury private studio with Pool and incredible views
- Ocean Village Resort - Parking, Central, Marina Views, Pools, Jacuzzi
- Luxury 1 Bed Apt - City Suites Ocean Spa Plaza
- CitiHome Penthouses
How much does it cost to rent a place to stay near Westside in the wintertime?
The average cost for winter rentals in Westside is $247 per night. Casai has a wide list of great winter places to stay near Westside that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Westside that allow pets?
Yes, here are the top cottage/chalet rentals in Westside that allow you to bring your pet or dog:
- Luxury modern apartment with exceptional views!
- 2BR Modern Ocean Village with pools and Amazing Views
- E1 Suites & Spa
- 2-BR Gem in Gibraltar's Heart!
See all pet-friendly vacation rentals in Westside on Casai.ca
Do you have any winter rentals in Westside that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Westside to find what works for you.
Are there winter accommodations in Westside that have indoor swimming pools?
As of 2026, the data from Casai.ca shows that there are over 90 private swimming pools or indoor pools accommodations near Westside along with other great amenities.
Do any winter holiday rentals in Westside have hot tubs?
About 90 holiday rentals in Westside boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Westside?
Yes, there are many luxury places to stay in Westside for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Westside with all the best amenities for your next trip.
