Discover winter rentals Port of Spain - We found 19 exact matches
About Port of Spain Winter Rental on Vacation Cottage
At Vacation Cottage, we showcase a diverse array of accommodations in Port of Spain perfect for your winter retreat or seasonal escape. Our listings encompass hotels, private vacation homes, cabins, condos, villas, resorts, and pet-friendly apartments, ensuring travelers find their ideal accommodation. Vacation Cottage's winter vacation homes boast premier amenities such as Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Whether you're seeking to escape the snow or embrace it, Vacation Cottage facilitates your connection to the finest cabins, bungalows, lodges, rent-by-owner homes, and the best accommodations in both sunny retreats and ski resorts. Vacation Cottage ensures your winter getaway becomes an unforgettable experience.
Vacation Cottage presents luxury options for travelers seeking to rent a place in Port of Spain. To access these benefits and book your winter vacation home, simply utilize the Vacation Cottage filter option. Enter your travel dates, refine your search with filters for property type and amenities, then choose from our extensive list of exceptional winter vacation rentals hassle-free. Our interactive map further enhances your experience, allowing you to explore destinations worldwide or within Port of Spain and unlock incredible deals. Life is Better at the Cottage with Vacation Cottage.
Frequently Asked Questions About Port of Spain Winter Rentals
What are the top rated Winter Rentals in Port of Spain?
There are a lot of options in Port of Spain. If you plan on staying in the Port of Spain area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Port of Spain:
- Green Space, Santa Cruz Valley, Trinidad 2
- Cozy Trini Apartment, with outdoor patio
- Robinson Villa Santa Fe . your gateway to Carnival City
- charming hill top retreat in San Juan Trinidad and Tobago
- HUGE studio apartment
- Comfy Mountain View Apartment - 2
- Comfortable 3 Bedroom Townhouse great location, fully A/C, great location
- Hilton Trinidad & Conference Centre
- 32 - Queen room
- Hilton Trinidad & Conference Centre
How much does it cost to rent a place to stay near Port of Spain in the wintertime?
The average cost for winter rentals in Port of Spain is $152 per night. Vacation Cottage has a wide list of great winter places to stay near Port of Spain that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Port of Spain that allow pets?
Yes, here are the top cottage/chalet rentals in Port of Spain that allow you to bring your pet or dog:
- Green Space, Santa Cruz Valley, Trinidad 2
- Hilton Trinidad & Conference Centre
- Hilton Trinidad & Conference Centre
- Cozy Trini Apartment, with outdoor patio
See all pet-friendly vacation rentals in Port of Spain on Vacation Cottage
Do you have any winter rentals in Port of Spain that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Port of Spain to find what works for you.
Are there winter accommodations in Port of Spain that have indoor swimming pools?
As of 2025, the data from Vacation Cottage shows that there are over 19 private swimming pools or indoor pools accommodations near Port of Spain along with other great amenities.
Do any winter holiday rentals in Port of Spain have hot tubs?
About 19 holiday rentals in Port of Spain boast of premium hot tubs. Some of the popular winter places to stay with hot tubs include:
Are there luxury winter rentals in Port of Spain?
Yes, there are many luxury places to stay in Port of Spain for the winter season. Find out more luxury, lakefront, winter, & last-minute rental homes near Port of Spain with all the best amenities for your next trip.
