Family-friendly holiday rentals in Pinilla

5.0 out of 5 average rating, 40 reviews

A spacious living area is presented, featuring a light-colored sectional sofa adorned with decorative pillows. A large dining table accommodates multiple guests, illuminated by modern woven pendant lights. Expansive glass doors open to an outdoor deck and pool area, creating a seamless transition to the lush surroundings.

Home in Pinilla

Casa La Jolla Luxury Tropical Beachside Escape

Casa La Jolla is a brand new beachside and luxury home located in the exclusive gated resort community of Hacienda Pinilla in Guanacaste, Costa Rica. Forget your worries in this spacious and serene space. A short drive or golf cart trip to the beach, this 4 bedroom luxury escape is the perfect property to relax and enjoy life in paradise. Casa La Jolla was designed to create a unique and intimate setting for our guests to unplug and take in the beauty that Costa Rica has to offer. With our world class concierge service, we are sure that you will be happy.

4.95 out of 5 average rating, 103 reviews

Villa

OceanView Hilltop Villa - 8 Min to Playa Avellanas

Villa Shambala is precisely what its name suggests...a mythical place. A place where time stands still. A sacred space. Included: - High Speed WIFI - AC in all 4 Bedrooms - 5 Full Bathrooms and 2 extra large baths - Fully Equipped Kitchen - Hotel Quality Beds and Linens - Infinity pool with Volleyball Net - Professional Concierge Service - Ping pong table - Pool towels - Parking spaces - Lush Tropical Gardens with exotic Fruits -2 Hammocks on Terrace -1 Hammock at sunset lookout point - BBQ

4.97 out of 5 average rating, 143 reviews

The villa presents a two-story structure surrounded by lush greenery and tropical plants. A spacious garden features a circular stone pathway, with ornamental plants at its center. Tall trees shade the property, and expansive balconies with wooden railings overlook the landscaped yard.

Townhouse in Tamarindo

Luxury Updated 3BR Villa in Hacienda Pinilla.

Exclusive Modern Hacienda Style Villa in Hacienda Pinilla Set within the expansive 4,500-acre paradise of Hacienda Pinilla, our villa offers the ultimate retreat for those seeking privacy, luxury, and natural beauty. Nestled in one of Costa Rica’s most prestigious gated beach communities, you'll experience seclusion and convenience. With breathtaking sunrise and sunset views from the peaceful second-floor terrace, easy beach access, golf, tennis, biking, horseback riding, and local fine dining.

4.96 out of 5 average rating, 47 reviews

A serene outdoor pool is surrounded by lush tropical landscaping and palm trees. Lounge chairs are positioned around the water's edge, providing ample seating. The sky is bright with scattered clouds, creating a refreshing and inviting atmosphere.

Home in Hacienda Pinilla

Lux 2BR Villa_Beach Club & Surf!

Discover luxury in our 2BR villa at Malinches, Hacienda Pinilla. Enjoy modern comforts, outdoor BBQ/dining, and exclusive access to a private pool and the elite Hacienda Pinilla Beach Club. Minutes from Tamarindo and Lola's Beach Bar, indulge in world-class surfing at Playa Avellanas, and explore over 40km of biking trails, tennis & pickle-ball courts, and a premium golf course. A local Mini Market adds convenience. Perfect for a serene, adventure-filled getaway! Fun for the whole family.

4.81 out of 5 average rating, 85 reviews

An aerial view captures the spacious backyard of Casa Matapalo, featuring a clear blue pool surrounded by lush greenery. The residence is designed with a tiled roof and well-lit outdoor spaces, set within a scenic landscape, showcasing the exclusivity of the surrounding area.

Home

Luxury 5 Bed Home in Prestigious Hacienda Pinilla

Welcome to Casa Matapalo, a 5-bedroom residence within the prestigious Hacienda Pinilla. This home is an ideal retreat for couples or sizable groups. Enjoy the spacious backyard pool deck, and brand new BBQ are with built in grill, and ice maker. Complemented by exclusive access to the golf course/beach club and a brand new private mini golf course within the property. Conveniently located near the ocean, Casa Matapalo offers a perfect blend of comfort and luxury.

5.0 out of 5 average rating, 190 reviews

The image showcases a tranquil infinity pool bordered by lush tropical foliage. Vibrant plants and trees create a natural habitat, with a comfortable lounge chair positioned nearby. The serene environment is complemented by sunlight filtering through the leaves, enhancing the garden's beauty.

Home in Santa Cruz

Plumeria Guest House

Beautiful 3 bedroom guest house within a gated development of Hacienda Pinilla and located in the exclusive beachfront private community of Avellanas,just steps from Avellanas beach.Quiet,calm and only 15 minutes from Tamarindo beach town. Plumeria Guest house is a two level,three bedroom home with full A/C uniquely designed to feel submerged in nature while being only 60 feet from the beach and close distance to surf breaks, Lola’s and Beachclub

4.99 out of 5 average rating, 203 reviews

Luxury Villa~Private Pool ~3BDR~Walk to beach

We are a family-owned boutique villa in the heart of Tamarindo, thoughtfully designed for your perfect vacation. Our tropical oasis blends Nordic-inspired modern design with a calm atmosphere. High ceilings, natural light & clean lines create an airy feel. Wood, concrete & white walls bring timeless elegance, and the gardens create a peaceful, natural setting. Your perfect Pura Vida experience!

4.91 out of 5 average rating, 128 reviews

Lagos Estate, lake view, pool, 5 min to beach

Stay in one of the few villas directly overlooking the lake and closest to Playa Bonita Beach. This 3-bedroom, 4-bath villa offers open, airy living spaces, private ensuite rooms, and a beautiful pool house perfect for relaxing after a beach day. Located in Guanacaste, just 15 minutes from Tamarindo. Includes Hacienda Pinilla Beach Club and gym access membership – guest access only $5/person/day.

The serene outdoor space features a large infinity pool that reflects the evening sky. Soft lighting illuminates the surrounding area, while comfortable seating invites relaxation. The open living area enhances the connection to nature, with lush greenery and a backdrop of trees visible in the distance.

4.96 out of 5 average rating, 160 reviews

Modern gated villa w/ Pool and Beach Club access

Casa Malibu is a tropical retreat in a gated community with a private 46-foot infinity pool, daily cleaning service, and golf cart accessibility. This 5,000-square-foot haven—just steps from Tamarindo Beach—includes complimentary access to Puerta de Sal Beach Club, managed by the acclaimed team behind Pangas Restaurant. Enjoy effortless luxury, privacy, and the best of Costa Rica

The exterior of the house is showcased at twilight, reflecting modern architecture with large glass doors and a tranquil pool in the foreground. Lush greenery surrounds the property, and the warm glow of interior lighting invites a welcoming atmosphere.

5.0 out of 5 average rating, 44 reviews

Casa MAAR Tropical Luxury Villa | Hacienda Pinilla

Casa MAAR is a stunning modern home inspired by Balinese design, fully equipped and serviced, located within the prestigious ocean-side community of Hacienda Pinilla in Costa Rica. Built in 2021, this high-end property offers a seamless blend of indoor and outdoor living. Ideal for families, couples, or groups of friends, it provides a true sanctuary of comfort and relaxation.

Luxe

An outdoor living area features a modern couch and glass table, surrounded by a landscaped garden. A pool glistens under ambient lighting, while a dining space is visible in the background. Hammocks are suspended nearby, offering relaxation options during warm evenings.

Home in Tamarindo

Xanadu – Luxury | 5BR - 10P | Pinilla Estate

🌴 Luxury villa with private pool, in a gated community with 24/7 security inside the Hacienda Pinilla resort. 🛎️ A concierge team on hand: airport transfers, private chef, surf lessons, in-villa massages. 🌅 Coffee on the deck in the morning, hammocks in the shade by afternoon, an orange sky over the garden at night. Pura vida 🌿

5.0 out of 5 average rating, 18 reviews