- Costa Rica
- Guanacaste
- Playa Grande
- Winter Rental
Playa Grande Winter Rentals & Holiday Homes
Discover winter rentals Playa Grande - We found 81 exact matches
When do you want to travel?
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Frequently Asked Questions About Playa Grande Winter Rental
What are the top rated Winter Rentals in Playa Grande?
There are a lot of options in Playa Grande. If you plan on staying in the Playa Grande area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Playa Grande:
- Private House Steps to the Beach Pool Surf 3/2 bath 2 Free Bikes Surf boards
- 🏝Premier Private Villa ON THE BEACH-As Seen In Conde Nast Traveller Magazine!
- Beautiful and secure house with a pool, bar and bbq area close to the beach!
- Luxurious Private Home Sleeps 12 - Walking to Beach!
- 4 Bedroom with Breathtaking Views
- Entire Boutique Hotel for You and Your Crew! 46pax
- Surf Villa with casita in Playa Grande. 3 min walk to the beach!
- Casa Bonita - 6 Bdr, large pool, tropical garden: serenity steps from the beach!
- Casa Pipa - Beautiful Beach Front House with Yoga deck & Pool
- Casa de La Vida Grande: A Tropical Paradise in Playa Grande
How much does it cost to rent a place to stay near Playa Grande in the wintertime?
The average cost for winter rentals in Playa Grande is $666 per night. Travelandtribe has a wide list of great winter places to stay near Playa Grande that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.
Are there any winter cottages/chalets in Playa Grande that allow pets?
Yes, here are the top cottage/chalet rentals in Playa Grande that allow you to bring your pet or dog:
- NEWLY Renovated! Ocean, Beach Casa with 5 Bedrooms, 5 Baths & Private Pool!
- Pipe House Playa Grande
- Casa Serena, Playa Grande. A private beachfront property!
- Caelestis Point
See all pet-friendly vacation rentals in Playa Grande on Travelandtribe
Do you have any winter rentals in Playa Grande that are suitable for families?
Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Playa Grande to find what works for you.
Are there winter accommodations in Playa Grande that have indoor swimming pools?
As of 2026, the data from Travelandtribe shows that there are over 81 private swimming pools or indoor pools accommodations near Playa Grande along with other great amenities.