Why Choose Rent By Owner for your Cuba Winter Rental?
What makes our Winter Rental special?
Weekly Weather Forecast for Cuba
How to Book Your Cuba Winter Rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Cuba
Common Winter Rental Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Cuba
Frequently Asked Questions About Cuba Winter Rentals
1. What are the top Winter Rentals in Cuba?
There are a lot of options in Cuba. If you plan on staying in the Cuba area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Winter Rentals in Cuba:
2. How many Winter Rentals are available in Cuba?
Currently, the total number of properties listed by RBO in 2026 is over 42 in the Cuba area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Cuba.

























