Holiday Benefits - Vacation Rentals in Guanacaste

BOHO Tamarindo From US $112
         

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10.0 (113 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
ONE-OF-A-KIND LUXURY VILLA - Free golf cart! From US $731
         

10.0 (122 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Your dream OCEANVIEW getaway in Samara From US $614
         

10.0 (83 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Guanacaste

Over 10000+ Luxury Places to Stay in or Near Guanacaste
New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Villa Coral From US $9,775
         

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New
Villa
  • Air Conditioner
  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in Guanacaste

Over 7765+ Top-Rated Vacation Rentals with a Pool in or Near Guanacaste
Olas Verdes Hotel From US $246
         

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10.0 (177 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Oceanfront Oasis - 9BR Infinity Pool Villa From US $2,748
         

10.0 (148 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Casa Uno, Beachfront in Lovely Playa Ocotal. From US $349
         

10.0 (111 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Guanacaste

Over 2292+ Pet-Friendly Vacation Rentals in or Near Guanacaste
Pet Friendly - WFH Beach House From US $99
         

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9.3 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Agutipaca B&B From US $128
         

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10.0 (57 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern Villa Overlooking Samara Bay From US $438
         

9.4 (37 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Guanacaste

Over 3151+ Large Vacation Homes & Villas in or Near Guanacaste
Nalu Nosara Pool Villa Jardin From US $626
         

10.0 (18 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in Guanacaste

Over 886+ Wheelchair Accessible Vacation Homes in or Near Guanacaste
Oceanfront Infinity Pool and Sunset Veranda From US $180
         

Monte Perla #10 From US $144
         

8.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Marina Flamingo From US $282
         

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9.6 (67 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Pool
Wake Up to the Pacific | Concierge Included From US $253
         

Guanacaste Vacation Rentals and Airbnb Places to Stay Under $200

Over 4578+ Guanacaste Vacation Rentals and Airbnb Places to Stay Under $200
Loft Marbella Guanacaste From US $93
         

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8.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Casa Donna Rosa B&B From US $124
         

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10.0 (97 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Across from Coco Beach! From US $112
         

9.2 (27 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Spectacular Lake Arenal and Mountain view rental From US $148
         

Instantly Bookable Vacation Homes in Guanacaste

Over 5971+ Instantly Bookable Vacation Homes in or Near Guanacaste
Endless Beach Condo 2-1 Brand New and Renovated! From US $214
         

9.4 (105 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

About Guanacaste Vacation Rentals

With more than 11027 Guanacaste vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Holidaybenefits and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Guanacaste.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Holidaybenefits Guanacaste, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Guanacaste. Places to stay near Guanacaste are 1114.42 ft² on average, with prices averaging US $462 a night.

Holidaybenefits makes it easy and safe to find and compare vacation rentals in Guanacaste with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Guanacaste

Type Count
Vacation Homes 4275
Holiday Apartments 2124
Villas 1744
Hotels 553
Cabin Rentals 176
B&B 148
Resorts 65
Cottages 49
Hostels 45
Others 30
Ski Chalet Rentals 29

Use these Quick Filters to Find a Vacation Rental in Guanacaste

Pro Tip: Holidaybenefits makes it easy to compare the best listings on Holidaybenefits homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Holidaybenefits homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Guanacaste.

Weather in Guanacaste

View the weather forecast for Guanacaste before booking your Guanacaste Vacation Rentals to confirm your best time to go.

December - February
High       Low
March - May
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June - August
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September - November
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Guanacaste Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Guanacaste?
How many vacation rentals have private pools in Guanacaste?
How many vacation rentals are available in Guanacaste?

Currently, the total number of properties listed in 2026 is over 11027 in the Guanacaste area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Guanacaste.