Playa Grande Winter Rentals & Holiday Homes

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
• Beautiful and secure house with a pool, bar and bbq area close to the beach!
• Luxurious Private Home Sleeps 12 - Walking to Beach!
• Lobos Two: Luxurious 2 Bedroom 2 Bath Home 4 minute walk to Playa Grande
• Entire Boutique Hotel for You and Your Crew! 46pax
• Casa Krama Playa Grande Luxury Home
• Private Beach studio private garden steps from the beach. Bike + Boogie bd incl
• Casa Bonita - 6 Bdr, large pool, tropical garden: serenity steps from the beach!
• Casa Blanca on the Beach
• Casa Pipa - Beautiful Beach Front House with Yoga deck & Pool

The average cost for winter rentals in Playa Grande is $658 per night. Beachbaycottages 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.

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
• Outdoor Living in Absolute Privacy Steps from the Water's Edge
• Caelestis Point

See all pet-friendly vacation rentals in Playa Grande on Beachbaycottages

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.

As of 2026, the data from Beachbaycottages shows that there are over 79 private swimming pools or indoor pools accommodations near Playa Grande along with other great amenities.