Apartment
10.0(1 Review)
2 Bedrooms
5 Guests
Parking
Pool
Ocean View
Balcony/Terrace
CA $161/Night
7 Nights - CA $1,129
Side Winter Rentals & Holiday Homes
Discover winter rentals Side - We found 199 exact matches
- Up-front pricing
- No markup
- Trusted partners
Compare Winter Rental in Side
10.0
CA $1,072/Night
7 Nights - CA $7,502
CA $626/Night
7 Nights - CA $4,383
Apartment
9.8(43 Reviews)
3 Bedrooms
6 Guests
Hot Tub- Parking
- Pool
Spa
CA $228/Night
7 Nights - CA $1,596
Apartment
9.7(7 Reviews)
2 Bedrooms
6 Guests
- Balcony/Terrace
View
Air Conditioner
Internet
CA $132/Night
7 Nights - CA $926
Apartment
6.0(1 Review)
3 Bedrooms
6 Guests
- Parking
- Pool
- Spa
- Ocean View
CA $250/Night
7 Nights - CA $1,753
Resort
9.5(650 Reviews)
27 Guests
Private Pool
Oceanfront- Hot Tub
Breakfast
CA $453/Night
7 Nights - CA $3,173
CA $894/Night
7 Nights - CA $6,255
Apartment
9.5(349 Reviews)
14 Bedrooms
32 Guests
Private Beach- Oceanfront
- Breakfast
- Parking
CA $87/Night
7 Nights - CA $609
CA $233/Night
7 Nights - CA $1,631
Apartment
9.5(15 Reviews)
3 Bedrooms
10 Guests
- Private Beach
- Oceanfront
- Hot Tub
- Breakfast
CA $48/Night
7 Nights - CA $333
Apartment
10.0(6 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
CA $86/Night
7 Nights - CA $604
Resort
8.8(46 Reviews)
13 Guests
- Private Pool
- Private Beach
- Oceanfront
- Hot Tub
CA $359/Night
7 Nights - CA $2,515
Apartment
10.0(3 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
CA $126/Night
7 Nights - CA $881
Apartment
10.0(2 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Spa
CA $133/Night
7 Nights - CA $933
Apartment
10.0(2 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Spa
CA $118/Night
7 Nights - CA $828
Apartment
10.0(2 Reviews)
2 Bedrooms
5 Guests
- Breakfast
- Parking
- Pool
- Ocean View
CA $76/Night
7 Nights - CA $530
Apartment
10.0(1 Review)
2 Bedrooms
8 Guests
- Oceanfront
- Parking
- Pool
- Spa
CA $175/Night
7 Nights - CA $1,224
Apartment
10.0(1 Review)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
CA $140/Night
7 Nights - CA $983
Apartment
10.0(1 Review)
3 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Breakfast
- Parking
CA $121/Night
7 Nights - CA $845
Apartment
9.8(47 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Breakfast
- Parking
- Pool
CA $127/Night
7 Nights - CA $892
Apartment
9.8(16 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Hot Tub
- Breakfast
- Parking
CA $122/Night
7 Nights - CA $855
Apartment
9.8(10 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
CA $103/Night
7 Nights - CA $724
Apartment
8.0(2 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
CA $135/Night
7 Nights - CA $948
About Side Winter Rental on Casai.ca
Craving a winter escape in the enchanting locales of the Mediterranean or the Caribbean? Explore 199 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 Side Winter Rentals
What are the top rated Winter Rentals in Side?
There are a lot of options in Side. If you plan on staying in the Side area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Side:
- TUI Blue Barut Andız - All Inclusive - Adults Only
- Nephos Beach Hotel
- Liu Resorts - All inclusive
- Arum Barut Collection - Ultra All Inclusive
- Calimera Side Resort - All inclusive
- Miramare Beach Hotel
- Royal Dragon Hotel
- Dobedan Beach Resort Comfort 'Ex Brand Alva Donna Beach Resort Comfort'
- Side Star Elegance Hotel - Ultra All Inclusive
- Paloma Perissia - All Inclusive
How much does it cost to rent a place to stay near Side in the wintertime?
The average cost for winter rentals in Side is $357 per night. Casai has a wide list of great winter places to stay near Side that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Side that allow pets?
Yes, here are the top cottage/chalet rentals in Side that allow you to bring your pet or dog:
- Mirage C 1, ground floor private 2 bed home in popular community
- Villa Milo
- Barut Hemera - Ultra All Inclusive
- LUXURY APARTMENT | SIDE | CLOSE TO SEA | JACCUZI ON TERRACE | CHILD FRIENDLY |
See all pet-friendly vacation rentals in Side on Casai.ca
Do you have any winter rentals in Side that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Side to find what works for you.
Are there winter accommodations in Side that have indoor swimming pools?
As of 2026, the data from Casai.ca shows that there are over 199 private swimming pools or indoor pools accommodations near Side along with other great amenities.
Do any winter holiday rentals in Side have hot tubs?
About 199 holiday rentals in Side boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Side?
Yes, there are many luxury places to stay in Side for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Side with all the best amenities for your next trip.
