- Costa Rica
- Guanacaste
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- Winter Rental
Playa Grande Winter Rentals & Holiday Homes
Discover winter rentals Playa Grande - We found 88 exact matches
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About Playa Grande Winter Rental on Travel And Tribe
Planning on a winter vacation in Playa Grande? Discover 88 places to stay in Playa Grande, for those traveling with their family, friends, in groups, or for a wedding retreat.
At Travel And Tribe, we have a wide range of listings for accommodations in Playa Grande that are perfect for your winter trip or seasonal escape. Our listings have private vacation homes, cabins, condos, villas, resorts, or pet-friendly apartments that you would love. Travel And Tribe winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Playa Grande winter accommodation starts at US $668, and the most popular properties in Playa Grande are cabins, bungalows, and rental homes by owner. Planning snowboarding on your next winter vacation? We have many snowboard-friendly ski resorts, chalets, and cabins that are available for you to rent. These rentals are available for both short-term stays and long-term stays, whether you are traveling for a weekend, monthly, or a longer stay, Travel And Tribe will make your winter trip memorable.
Travel And Tribe offers a great deal for travelers planning on renting a place in Playa Grande, to enjoy these benefits and to book your winter vacation homes, go to Travel And Tribe filter option, enter your travel date, check the filters to narrow down your property type and amenities, then choose from a long list of our winter vacation rentals without hassle. Our interactive map is also available, to view all places to stay in or around Playa Grande and unlock even more amazing deals.
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:
- 🏝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!
- Entire Boutique Hotel for You and Your Crew! 46pax
- Surf Villa with casita in Playa Grande. 3 min walk to the beach!
- Casa Krama Playa Grande Luxury Home
- CASA LINDA VISTA/WALK To BEACH & SURFING/PEACEFUL & PRIVATE/SLEEPS 2 to 8
- Welcome to Casa Verde , Secluded on Playa Grande - Only 50 meters from beach
- Casa Bonita - 6 Bdr, large pool, tropical garden: serenity steps from the beach!
- Luxurious Private Home Sleeps 12 - Walking to Beach!
- Casa Pipa - Beautiful Beach Front House with Yoga deck & Pool
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 $668 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!
- La Buena vida Cabina 2
- Casa Serena, Playa Grande. A private beachfront property!
- Pipe House Playa Grande
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 88 private swimming pools or indoor pools accommodations near Playa Grande along with other great amenities.