Apartment
10.0(34 Reviews)
1 Bedroom
3 Guests
Hot Tub
Pool
Balcony/Terrace
Kitchen
R3,045/Night
7 Nights - R21,316
Gibraltar Winter Rentals & Holiday Homes
Discover winter rentals Gibraltar - We found 90 exact matches
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Compare Winter Rental in Gibraltar
10.0
Apartment
10.0(17 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Pool
- Balcony/Terrace
View
R7,089/Night
7 Nights - R49,623
R2,710/Night
7 Nights - R18,970
Apartment
10.0(3 Reviews)
2 Bedrooms
5 Guests
- Kitchen
Air Conditioner
Internet
Child Friendly
R2,893/Night
7 Nights - R20,250
Apartment
10.0(6 Reviews)
1 Bedroom
2 Guests
- Hot Tub
Parking- Pool
Spa
R3,379/Night
7 Nights - R23,663
Apartment
10.0(2 Reviews)
2 Bedrooms
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
R2,991/Night
7 Nights - R20,939
Apartment
10.0(3 Reviews)
1 Bedroom
2 Guests
- Hot Tub
- Pool
- Air Conditioner
Accessibility
R3,676/Night
7 Nights - R25,730
Apartment
10.0(1 Review)
2 Bedrooms
4 Guests
- Parking
- Pool
Ocean View- Balcony/Terrace
R8,582/Night
7 Nights - R60,076
Apartment
10.0(3 Reviews)
1 Bedroom
2 Guests
- Hot Tub
- Pool
- Spa
- Balcony/Terrace
R2,939/Night
7 Nights - R20,578
Apartment
9.8(13 Reviews)
1 Bedroom
2 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
R4,204/Night
7 Nights - R29,423
Apartment
10.0(2 Reviews)
1 Bedroom
4 Guests
- Pool
- Balcony/Terrace
- View
- Kitchen
R2,918/Night
7 Nights - R20,430
Apartment
9.4(3 Reviews)
1 Bedroom
4 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
R3,682/Night
7 Nights - R25,780
Apartment
9.9(23 Reviews)
1 Bedroom
2 Guests
- Hot Tub
- Pool
- View
- Kitchen
R2,196/Night
7 Nights - R15,376
Apartment
9.0(4 Reviews)
1 Bedroom
3 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
R2,599/Night
7 Nights - R18,198
Apartment
8.0(1 Review)
1 Bedroom
2 Guests
Oceanfront- Ocean View
- Balcony/Terrace
- View
R3,424/Night
7 Nights - R23,975
Apartment
1 Bedroom
2 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
R6,566/Night
7 Nights - R45,963
Apartment
2 Bedrooms
4 Guests
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
R4,952/Night
7 Nights - R34,657
Apartment
1 Bedroom
2 Guests
- Hot Tub
- Pool
- Balcony/Terrace
- View
R4,698/Night
7 Nights - R32,885
New
Apartment
2 Bedrooms
8 Guests
- Hot Tub
- Pool
- Spa
- Balcony/Terrace
R4,248/Night
7 Nights - R29,734
New
Apartment
1 Bedroom
2 Guests
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
R3,695/Night
7 Nights - R25,862
New
Apartment
1 Bedroom
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
R3,342/Night
7 Nights - R23,400
New
Apartment
1 Bedroom
3 Guests
- Hot Tub
- Pool
- Balcony/Terrace
- View
R3,218/Night
7 Nights - R22,530
New
Apartment
1 Bedroom
3 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
R2,817/Night
7 Nights - R19,724
Boat Rental
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
R7,836/Night
7 Nights - R54,858
About Gibraltar Winter Rental on Casai.co.za
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 Gibraltar Winter Rentals
What are the top rated Winter Rentals in Gibraltar?
There are a lot of options in Gibraltar. If you plan on staying in the Gibraltar area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Gibraltar:
- 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
- Swimming pools Apartment in Ocean Village - 2 bed 2 bath Rock view
How much does it cost to rent a place to stay near Gibraltar in the wintertime?
The average cost for winter rentals in Gibraltar is $247 per night. Casai has a wide list of great winter places to stay near Gibraltar that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Gibraltar that allow pets?
Yes, here are the top cottage/chalet rentals in Gibraltar 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 Gibraltar on Casai.co.za
Do you have any winter rentals in Gibraltar that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Gibraltar to find what works for you.
Are there winter accommodations in Gibraltar that have indoor swimming pools?
As of 2026, the data from Casai.co.za shows that there are over 90 private swimming pools or indoor pools accommodations near Gibraltar along with other great amenities.
Do any winter holiday rentals in Gibraltar have hot tubs?
About 90 holiday rentals in Gibraltar boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Gibraltar?
Yes, there are many luxury places to stay in Gibraltar for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Gibraltar with all the best amenities for your next trip.
