- Costa Rica
- Guanacaste
- Winter Rental
Guanacaste Winter Rentals & Holiday Homes
Discover winter rentals Guanacaste - We found 344 exact matches
- Guanacaste
- ·
- Playa Flamingo
- 0.46 mi to center
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Oceanfront
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Hot Tub
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Parking
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Pool
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Oceanfront
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Hot Tub
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Parking
-
Pool
- Cabo Velas
- ·
- Playa Conchal
- 0.50 mi to center
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Private Pool
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Oceanfront
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Hot Tub
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Parking
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
- Guanacaste
- ·
- Playa Azul
- 0.74 mi to center
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Oceanfront
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Pool
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Ocean View
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Balcony/Terrace
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Oceanfront
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Pool
-
Ocean View
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Balcony/Terrace
- Guanacaste
- ·
- La Cruz
- 7.60 mi to center
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Private Beach
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Oceanfront
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Hot Tub
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Breakfast
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Private Beach
-
Oceanfront
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Hot Tub
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Breakfast
- Guanacaste
- ·
- Playa Flamingo
- 0.43 mi to center
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Oceanfront
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Parking
-
Pool
-
Ocean View
-
Oceanfront
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Parking
-
Pool
-
Ocean View
- Cabo Velas
- ·
- Playa Conchal
- 0.37 mi to center
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Oceanfront
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Hot Tub
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EV Charge Station
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Parking
-
Oceanfront
-
Hot Tub
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EV Charge Station
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Parking
- Guanacaste
- ·
- Playa Grande
- 1.18 mi to center
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Private Pool
-
Oceanfront
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Parking
-
Pool
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
- Tamarindo
- ·
- Playa Langosta
- 0.23 mi to center
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Private Pool
-
Oceanfront
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Parking
-
Pool
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
- Guanacaste
- ·
- Tamarindo
- 0.18 mi to center
-
Oceanfront
-
Hot Tub
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Breakfast
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Parking
-
Oceanfront
-
Hot Tub
-
Breakfast
-
Parking
- El Ocotal
- ·
- Playa Ocotal
- 0.08 mi to center
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Oceanfront
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Parking
-
Pool
-
Ocean View
-
Oceanfront
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Parking
-
Pool
-
Ocean View
- Veintisiete de Abril
- ·
- Junquillal
- 0.19 mi to center
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Oceanfront
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Parking
-
Ocean View
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Balcony/Terrace
-
Oceanfront
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Parking
-
Ocean View
-
Balcony/Terrace
- Guanacaste
- ·
- Playa Flamingo
- 0.32 mi to center
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Oceanfront
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Parking
-
Pool
-
Ocean View
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
- Tamarindo
- ·
- Playa Langosta
- 0.19 mi to center
-
Private Pool
-
Oceanfront
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Breakfast
-
Parking
-
Private Pool
-
Oceanfront
-
Breakfast
-
Parking
- Guanacaste
- ·
- Tamarindo
- 0.10 mi to center
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Private Pool
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Oceanfront
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Parking
-
Pool
-
Private Pool
-
Oceanfront
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Parking
-
Pool
- Guanacaste
- ·
- Potrero
- 1.10 mi to center
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Oceanfront
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Parking
-
Pool
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Ocean View
-
Oceanfront
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Parking
-
Pool
-
Ocean View
- Playa Grande
- ·
- Palm Beach Estates
- 0.20 mi to center
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Private Pool
-
Oceanfront
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Hot Tub
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Breakfast
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Breakfast
- Tamarindo
- ·
- Playa Langosta
- 0.23 mi to center
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Private Pool
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Oceanfront
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Parking
-
Pool
-
Private Pool
-
Oceanfront
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Parking
-
Pool
- Tamarindo
- ·
- Playa Langosta
- 0.09 mi to center
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Private Pool
-
Oceanfront
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Parking
-
Pool
-
Private Pool
-
Oceanfront
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Parking
-
Pool
- Veintisiete de Abril
- ·
- Playa Negra
- 0.30 mi to center
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Private Pool
-
Oceanfront
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Parking
-
Pool
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
- Guanacaste
- ·
- Rio Seco
- 6.80 mi to center
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Private Pool
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Oceanfront
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Parking
-
Pool
-
Private Pool
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Oceanfront
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Parking
-
Pool
- Guanacaste
- ·
- Coco
- 1.27 mi to center
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Private Pool
-
Oceanfront
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Hot Tub
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Parking
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
- Veintisiete de Abril
- ·
- Playa Negra
- 0.32 mi to center
-
Private Pool
-
Oceanfront
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Parking
-
Pool
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
- Tamarindo
- ·
- Playa Langosta
- 0.12 mi to center
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Private Pool
-
Oceanfront
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Parking
-
Pool
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
About Guanacaste Winter Rental on La Selva Beach Rentals
Planning on a winter vacation in Guanacaste? Discover 344 places to stay in Guanacaste, for those traveling with their family, friends, in groups, or for a wedding retreat.
At La Selva Beach Rentals, we have a wide range of listings for accommodations in Guanacaste that are perfect for your winter trip or seasonal escape. Our listings have private vacation homes, cabins, condos, villas, resorts, or pet-friendly apartments that you would love. La Selva Beach Rentals winter vacation homes have top amenities, including Wi-Fi, heated indoor/outdoor swimming pools, spas, hot tubs, outdoor grills, and cozy fireplaces.
Guanacaste winter accommodation starts at US $950, and the most popular properties in Guanacaste are cabins, bungalows, and rental homes by owner. Planning snowboarding on your next winter vacation? We have many snowboard-friendly ski resorts, chalets, and cabins that are available for you to rent. These rentals are available for both short-term stays and long-term stays, whether you are traveling for a weekend, monthly, or a longer stay, La Selva Beach Rentals will make your winter trip memorable.
La Selva Beach Rentals offers a great deal for travelers planning on renting a place in Guanacaste, to enjoy these benefits and to book your winter vacation homes, go to La Selva Beach Rentals filter option, enter your travel date, check the filters to narrow down your property type and amenities, then choose from a long list of our winter vacation rentals without hassle. Our interactive map is also available, to view all places to stay in or around Guanacaste and unlock even more amazing deals.
Frequently Asked Questions About Guanacaste Winter Rental
What are the top rated Winter Rentals in Guanacaste?
There are a lot of options in Guanacaste. If you plan on staying in the Guanacaste area, consider making a reservation for a few nights at one of these properties as these have been rated the top Winter Rentals in Guanacaste:
- Santosha 100m to Playa Grande via Secluded Jungle Path
- Luxury Sunset Villa with Direct Acces to the Flamingo Beach
- Rare Find: Beachfront Villa w/Private Pool & Spacious Backyard, Surf Break Right at Your Doorstep!
- Tamarindo's Hidden Gem, Tropical oasis 3 BR Beachfront Home, with private pool.
- The Rancho Deluxe an Ecological Experience in Playa Camaronal
- Beach Front, Luxury Private on Playa Langosta
- Beachfront Cliff Villa 300° Ocean Views Pool, Jacuzzi & Guest House
- Ocean-View Luxury Villa – All-Inclusive with Helipad, Gym & Chauffeur
- 3 Bedroom Oceanfront Luxury Steps To The Sand
- 2 min walk private path to the beach . Beach club . Daily maid . Free ATVs
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 $950 per night. Laselvabeachrentals 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?
Yes, here are the top cottage/chalet rentals in Guanacaste that allow you to bring your pet or dog:
- Villa Seahorse/Pool, jacuzzy , access to the beach
- ONE-OF-A-KIND LUXURY VILLA - Free golf cart!
- Chalet San Juanillo
- JW Marriott Costa Elena Resort & Spa, All-Inclusive
See all pet-friendly vacation rentals in Guanacaste on Laselvabeachrentals
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 Laselvabeachrentals shows that there are over 344 private swimming pools or indoor pools accommodations near Guanacaste along with other great amenities.