Family-friendly holiday rentals 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.

Family · Indoor spaces · Long stay

Casa Serendipity - Hacienda Pinilla - Tamarindo.

A perfect place to enjoy with family and friends. A modern tropical house with open and integrated spaces, relaxed and sophisticated at the same time. Located in the exclusive "Hacienda Pinilla" community, it has exclusive access to the Beach Club*, wonderful beaches such as Little Hawaii, Mansita and Langosta. The House has 4 en-suites with air-conditioning and TV, two kitchens: a super-equipped indoor kitchen and an outdoor kitchen with a barbecue, swimming pool and SPA. Ask about extra "Cleaning & Cooking Service."

Family · Kitchen · Breakfast

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.

Family · Kitchen · Air conditioning

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

Indoor spaces · Kitchen · Layout

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.

Kitchen · Family · Bathroom

Olympic pool

Enjoy my little casita. you have your own entrance. The accommodation is within our property where we live all year round. it is located in pinilla hacienda (in front of Marriot hotel). 500m from the beach ( mansita, avellana, langosta). It is a secure site where you can park your car. We share our huge swimming pool (23 m long). In hacienda pinilla, You could enjoy in to play golf, pickeball, ride a bike, surfing (with additional costs). We also have a dog.

Indoor spaces · Family · Comfort

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

Kitchen · Family · Getting around

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!

Indoor spaces · Family · Getting around

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.

Family · Kitchen · Getting around

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

Indoor spaces · Family · Pool

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 🌿

Kitchen · Family · Location

Casa Zuri Luxury Villa + Guest House & Beach Club

Ideally located in the private and gated community of Los Almendros within Hacienda Pinilla, just 6 minutes from the beach, this stunning villa offers an exceptional stay. High-end finishes, elegant design, and carefully curated details create a refined atmosphere where luxury, comfort, and effortless living come together.

Family · Indoor spaces · Amenities