Winter Rentals in Guanacaste

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

Find the Best Winter Rentals for Your Guanacaste 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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7.7 (3 Reviews)
Villa
Casa De Golf
  • Air Conditioner
  • Parking
  • Pool
US
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10 (5 Reviews)
House
Casa Curré Monteverde
  • Air Conditioner
  • Parking
  • Balcony/Terrace
US
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|
10 (2 Reviews)
Apartment
Hermosa del Mar
  • Air Conditioner
  • Parking
  • Pool
US
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10 (3 Reviews)
Apartment
Coco Garden Suites
  • Air Conditioner
  • Parking
  • Pool
US
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9.8 (60 Reviews)
Cabin
Amalú Luxury View Cabins
  • Parking
  • Balcony/Terrace
  • Accessibility
US
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10 (9 Reviews)
House
Hospedaje Rancho mi Tata
  • Air Conditioner
  • Parking
  • Pet Friendly
US
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9 (121 Reviews)
Apartment
Hermosa Paradise
  • Air Conditioner
  • Parking
  • Pet Friendly
US
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Top Rated Activities & Tours in Guanacaste

Tamarindo Group or Private Surf Lesson
Tamarindo Group or Private Surf Lesson
10
Excellent
2762 Reviews
5 star rating Recommendation
From
US $55 Per Person
Reserve
Surf Lessons in Tamarindo, Costa Rica
Surf Lessons in Tamarindo, Costa Rica
10
Excellent
2763 Reviews
5 star rating Recommendation
From
US $69 Per Person
Reserve
Guachipelin Adventure Volcano Zipline Horseback River Tubing Combo
Guachipelin Adventure Volcano Zipline Horseback River Tubing Combo
10
Excellent
1543 Reviews
5 star rating Recommendation
From
US $144 Per Person
Reserve
Guachipelin Adventure Volcano Zipline Horseback River Tubing Combo
Guachipelin Adventure Volcano Zipline Horseback River Tubing Combo
10
Excellent
1544 Reviews
5 star rating Recommendation
From
US $145 Per Person
Reserve

Why Book Your Trip to Guanacaste with Smartours?

Here’s why smart travelers plan travel with Smartours

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Smarter Stays

Winter Rentals selected for comfort, location and value – giving you the ideal base for your adventures.
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Smarter Itineraries

AI-powered trip plans that bundle accommodations, transport, and activities into flexible packages you can tailor to your style and budget.
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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 Guanacaste?

What’s the Smartours booking process?

Our platform connects you to a curated selection of Winter Rentals in Guanacaste. 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

01

Search Stays

Use Smartours filters to find accommodations that match your style, location preferences, and budget.
02

View Details

Click on a listing to see photos, amenities, reviews, and pricing.
03

Book Securely

Follow the link to finalize your reservation directly with our verified booking partner.
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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 Guanacaste

|
7.7 (3 Reviews)
Villa
Casa De Golf
  • Air Conditioner
  • Parking
  • Pool
US
View Availability
|
10 (5 Reviews)
House
Casa Curré Monteverde
  • Air Conditioner
  • Parking
  • Balcony/Terrace
US
View Availability
|
10 (2 Reviews)
Apartment
Hermosa del Mar
  • Air Conditioner
  • Parking
  • Pool
US
View Availability
Explore more accommodations

Seasonal Weather in Guanacaste

What’s the weather like in Guanacaste throughout the year?

Guanacaste’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.

Saturday Aug 1

Guanacaste, Costa Rica

Sat
weather-icon
28.5°C
Sun
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28.1°C
Mon
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27.6°C
Tue
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28.2°C
Wed
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27.7°C
Thu
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26.3°C
Fri
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26.7°C

Frequently Asked Questions

What are the top rated Winter Rentals in Guanacaste?
How much does it cost to rent a place to stay near Guanacaste in the wintertime?

The average cost for winter rentals in Guanacaste is $611 per night. Smartours has a wide list of great winter places to stay near Guanacaste that would suit your preferences. There are single and multiple rooms for solo trips or family vacations.

Are there any winter cottages/chalets in Guanacaste that allow pets?
Do you have any winter rentals in Guanacaste that are suitable for families?

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

Are there winter accommodations in Guanacaste that have indoor swimming pools?

As of 2026, the data from Smartours shows that there are over 2867 private swimming pools or indoor pools accommodations near Guanacaste along with other great amenities.

More Winter Rentals You May Like for Trips to Guanacaste

|
7.7 (3 Reviews)
Villa
Casa De Golf
  • Air Conditioner
  • Parking
  • Pool
US
View Availability
|
10 (5 Reviews)
House
Casa Curré Monteverde
  • Air Conditioner
  • Parking
  • Balcony/Terrace
US
View Availability
|
10 (2 Reviews)
Apartment
Hermosa del Mar
  • Air Conditioner
  • Parking
  • Pool
US
View Availability
Explore more accommodations