1. Costa Rica
  2. Winter Rental

Costa Rica Winter Rental

10.0
Exceptional
(301 Reviews)
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
10.0
Exceptional
(58 Reviews)
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
10.0
Exceptional
(528 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Cabin
  • Hot Tub
  • Spa
  • Fireplace/Heating
US $875/Night For 7 Nights US $6,122
10.0
Exceptional
(296 Reviews)
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
10.0
Exceptional
(40 Reviews)
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
10.0
Exceptional
(231 Reviews)
5000 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Pool
US $343/Night For 7 Nights US $2,401
10.0
Exceptional
(37 Reviews)
565.11 ft² 7 Guests 4 Bedrooms 4 Bathrooms
Ocean View Cabin
  • Oceanfront
  • Hot Tub
  • Pool
US $380/Night For 7 Nights US $2,660
10.0
Exceptional
(221 Reviews)
850 ft² 4 Guests 2 Bedrooms 1 Bathroom
Family Friendly Villa
  • Hot Tub
  • Pool
  • Balcony/Terrace
US $68/Night For 7 Nights US $478
10.0
Exceptional
(32 Reviews)
538.2 ft² 4 Guests 1 Bedroom 1 Bathroom
Free Cancellation Apartment
  • Oceanfront
  • Hot Tub
  • Pool
US $290/Night For 7 Nights US $2,030
10.0
Exceptional
(209 Reviews)
8 Guests 3 Bedrooms 3 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Hot Tub
US $258/Night For 7 Nights US $1,803
10.0
Exceptional
(22 Reviews)
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
10.0
Exceptional
(194 Reviews)
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?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Weekly Weather Forecast for Costa Rica

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.

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

Costa Rica Winter Rental Frequently Asked Questions

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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10.0
Exceptional
(14 Reviews)
807.29 ft² 4 Guests 1 Bedroom 1 Bathroom
Family Friendly Villa
  • Hot Tub
  • Balcony/Terrace
  • Breakfast
US $306/Night For 7 Nights US $2,142
10.0
Exceptional
(187 Reviews)
3000 ft² 8 Guests 4 Bedrooms 4 Bathrooms
Ocean View Villa
  • Private Pool
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Exceptional
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10.0
Exceptional
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10.0
Exceptional
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  • Private Pool
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10.0
Exceptional
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  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
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10.0
Exceptional
(169 Reviews)
3000 ft² 7 Guests 4 Bedrooms 3 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
US $493/Night For 7 Nights US $3,454
10.0
Exceptional
(166 Reviews)
1200 ft² 2 Guests 1 Bedroom 1 Bathroom
Ocean View House
  • Private Pool
  • Oceanfront
  • Pool
US $407/Night For 7 Nights US $2,848
10.0
Exceptional
(157 Reviews)
2300 ft² 7 Guests 3 Bedrooms 3 Bathrooms
Ocean View Condo
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
US $354/Night For 7 Nights US $2,479
10.0
Exceptional
(154 Reviews)
5000 ft² 8 Guests 3 Bedrooms 3 Bathrooms
Ocean View Condo
  • Hot Tub
  • Pool
  • Ocean View
US $492/Night For 7 Nights US $3,441
10.0
Exceptional
(153 Reviews)
9 Guests 4 Bedrooms 3 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Hot Tub
US $746/Night For 7 Nights US $5,221
10.0
Exceptional
(152 Reviews)
6000 ft² 10 Guests 4 Bedrooms 4 Bathrooms
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
US $849/Night For 7 Nights US $5,943