Costa Rica Winter Rental
4700 ft²
17 Guests
6 Bedrooms
6 Bathrooms
Ocean View
Villa
- Private Pool
- Hot Tub
- Fireplace/Heating
US $226/Night
For 7 Nights US $1,581
444.91 ft²
6 Guests
3 Bedrooms
4 Bathrooms
Ocean View
Bed & Breakfast
- Oceanfront
- Hot Tub
- Pool
US $102/Night
For 7 Nights US $714
US $875/Night
For 7 Nights US $6,122
3000 ft²
14 Guests
6 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
US $654/Night
For 7 Nights US $4,578
1506.95 ft²
4 Guests
2 Bedrooms
1 Bathroom
Free Cancellation
Apartment
- Hot Tub
- Balcony/Terrace
- View
US $143/Night
For 7 Nights US $1,001
5000 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Pool
US $343/Night
For 7 Nights US $2,401
US $380/Night
For 7 Nights US $2,660
850 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Villa
- Hot Tub
- Pool
- Balcony/Terrace
US $68/Night
For 7 Nights US $478
8 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Villa
- Private Pool
- Oceanfront
- Hot Tub
US $258/Night
For 7 Nights US $1,803
968.75 ft²
2 Guests
1 Bedroom
1 Bathroom
Couples Retreat
Apartment
- Hot Tub
- Balcony/Terrace
- View
US $93/Night
For 7 Nights US $652
3105 ft²
8 Guests
4 Bedrooms
4 Bathrooms
Ocean View
Condo
- Hot Tub
- Pool
- Ocean View
US $725/Night
For 7 Nights US $5,072
Why Choose Rent By Owner for your Costa Rica Winter Rental?
What makes our Winter Rental special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Costa Rica
How to Book Your Costa Rica Winter Rental
What's our booking process?
Our platform allows you to browse a curated selection of winter rental. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Costa Rica
Common Winter Rental Amenities
What amenities can you expect?
Our Winter Rental are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Costa Rica
Nicoya Peninsula
Puntarenas
Guanacaste
North Pacific Coast
Central Pacific Coast
Central Valley
Canton Santa Cruz
Alajuela
San Jose
South Pacific Coast
San Jose
Costa Rica Winter Rental Frequently Asked Questions
1. What are the top 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:
- All inclusive Luxury Villa. Breathtaking Ocean View. Infinity pool. Full staff.
- Ranch Villa Arenal - Your peaceful oasis in Arenal
- Villa Tortuga: Luxury Retreat with Private Chef, Ocean Views & Unmatched Service
- Beachfront, Private Pool, Pure Luxury at Bahia Pez Vela, Villa Las Olas #4
- Private House Steps to the Beach Pool Surf 3/2 bath 2 Free Bikes Surf boards
- Spectacular Ocean View, beachfront with 3 swimming pools, snorkel gear included
- Wow! 5 Bedrooms with insane ocean views!
- Beachfront Palms Villa on Flamingo Beach - PRIVATE Home at 5 Star Resort!
- Don't Miss This Oceanfront Luxury Villa Wow.What a View!
- Spectacular Luxury Vacation Home - Breathtaking Views - Best Climate
2. How many Winter Rentals are available in Costa Rica?
Currently, the total number of properties listed by RBO in 2026 is over 7679 in the Costa Rica area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Costa Rica.
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7 Guests
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