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Winter Rentals in Costa Rica
Stay in a Winter Rentals in Costa Rica – Plan Your Next Vacation to Costa Rica Today!

Guests
- Smartours
- Costa Rica
- Winter Rentals
Find the Best Winter Rentals for Your Costa Rica Trip
Smartours makes it easy to discover stays that match your style, budget, and location.
- Winter Rentals
- Luxury Winter Rentals
- FAMILY FRIENDLY Winter Rentals
- PET-FRIENDLY Winter Rentals
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Why Book Your Trip to Costa Rica with Smartours?
Here’s why smart travelers plan travel with Smartours
Smarter Stays
Winter Rentals selected for comfort, location and value – giving you the ideal base for your adventures.
Smarter Itineraries
AI-powered trip plans that bundle accommodations, transport, and activities into flexible packages you can tailor to your style and budget.
Smarter Exploration
Self-guided itineraries filled with local insights, hidden gems, and authentic experiences beyond the typical tourist trail.
How to Book Your Stay in Costa Rica?
What’s the Smartours booking process?
Our platform connects you to a curated selection of Winter Rentals in Costa Rica. Once you’ve found your ideal property, you’ll be redirected to our trusted booking partner to complete your reservation securely and with confidence.
Booking Steps
Search Stays
Use Smartours filters to find accommodations that match your style, location preferences, and budget.
View Details
Click on a listing to see photos, amenities, reviews, and pricing.
Book Securely
Follow the link to finalize your reservation directly with our verified booking partner.
Common Trip Amenities in Costa Rica?
What amenities can you expect on your Smartours trip?
Our handpicked Winter Rentals in Costa Rica are chosen for comfort, convenience, and style — often with thoughtful extras to make your trip even more memorable. Here’s what you might look forward to
Indoor Features
- Fully equipped kitchens or kitchenettes
- Comfortable living areas with smart TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-room coffee and tea facilities
- Premium bedding for restful nights
- Modern bathrooms with walk-in showers or soaking tubs
Outdoor Amenities
- Balconies, terraces, or rooftop lounges with scenic views
- Swimming pools, either private or shared
- Outdoor dining spaces with BBQ or grill access
- Gardens or courtyards for relaxing downtime
- On-site parking or easy transport access
- Proximity to key attractions, markets, or nature trails
Other Places to Stay in Costa Rica
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Seasonal Weather in Costa Rica
What’s the weather like in Costa Rica throughout the year?
Costa Rica’s climate varies by region, but most areas enjoy mild to warm weather year-round. Coastal cities benefit from ocean breezes, while inland areas and the desert see greater temperature swings between day and night.
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Frequently Asked Questions
What are the top rated Winter Rentals 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:
- Peace Lodge
- CoffeePlantation Villa, The Only One W Majestic Mountain AND Ocean Views & Tours
- Oceanfront Penthouse, Unbelievable Views - Luxury 4BR/4.5BA with pool table
- Casa Sea Breeze- Luxury OceanView Estate+50' Infinity Pool on 100 Acres
- Naturalist's Cloud Forest Retreat
- Jungle Luxury! Stunning Whale's Tail View! Pool, Outdoor Shower, Etc.! 5-STAR!
- Amazing Whitewater View Of The Ballena Marine Preserve Islands
- Don't Miss This Oceanfront Luxury Villa Wow.What a View!
- Oceanfront Oasis - 9BR Infinity Pool Villa
- Toucans, Waterfalls, Stunning Sunsets! A Jungle Villa, 5-8 BR, with full staff
How much does it cost to rent a place to stay near Costa Rica in the wintertime?
The average cost for winter rentals in Costa Rica is $442 per night. Smartours 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.
Are there any winter cottages/chalets in Costa Rica that allow pets?
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
- The Hidden Peak - 20 Min from Rio Celeste, Bijagua
- NEWLY Renovated! Ocean, Beach Casa with 5 Bedrooms, 5 Baths & Private Pool!
See all pet-friendly vacation rentals in Costa Rica on Smartours
Do you have any winter rentals in Costa Rica that are suitable for families?
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.
Are there winter accommodations in Costa Rica that have indoor swimming pools?
As of 2026, the data from Smartours shows that there are over 7896 private swimming pools or indoor pools accommodations near Costa Rica along with other great amenities.
More Winter Rentals You May Like for Trips to Costa Rica
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