Winter Rentals for Professionals in Costa Rica

There are a lot of options in Costa Rica. If you plan on staying in the Costa Rica area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Costa Rica:

• Simply the best, incredible views,pool,delicious food and a friend in the area.
• Lakefront Eco-Preserve w/Pool/Slide, Waterfalls, Kayaks, Golf Course, Trails +
• Cool Bali Style Villa, w/stunning views, HiSpeedWifi., 3Brs. solar heated pool.
• Paradise Peak -262 Five Star Reviews - Romantic Garden Villa with Jacuzzi
• CoffeePlantation Villa, The Only One W Majestic Mountain AND Ocean Views & Tours
• Oceanfront Penthouse, Unbelievable Views - Luxury 4BR/4.5BA with pool table
• Superb Villa with Ocean View, New Pool !
• Crystal Sands, Luxury Living on the white Sands of Playa Langosta
• Bali Dream View, Total Privacy, Pool, Wifi, 30 min to Beach/Waterfall/Ziplining
• Casa Sea Breeze- Luxury OceanView Estate+50' Infinity Pool on 100 Acres

The average cost for winter rentals in Costa Rica is $451 per night. Execstays has a wide list of great winter places to stay near Costa Rica 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 Costa Rica that allow you to bring your pet or dog:

• Private Nature Reserve. Stunning coast views. 3 minutes to the beach.
• Acqua Residences 406 Ocean front View
• Peace Lodge
• NEWLY Renovated! Ocean, Beach Casa with 5 Bedrooms, 5 Baths & Private Pool!

See all pet-friendly vacation rentals in Costa Rica on Execstays

Most of our rentals homes are suitable for families. Check out the complete list of places to stay in Costa Rica to find what works for you.

As of 2026, the data from Execstays shows that there are over 7805 private swimming pools or indoor pools accommodations near Costa Rica along with other great amenities.