Holiday rentals with a pool in Pinilla

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 · Location · View

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 · Value · Wi-Fi

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

Location · Family · Cleanliness

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.

Location · Family · Hospitality

Cocolhu · Private Treehouse · Ocean view ·

Treehouse for 2 guests, perfect for couples & peaceful getaways. Located in a residential area surrounded by nature, with stunning ocean & mountain views. Just a 3–4 min drive or 25 min walk from downtown Tamarindo. Relax in the tiny pool under the trees, unwind in hammocks, enjoy coffee in the tropical garden & watch sunsets from the terrace. Amenities include privacy, AC, hot water, rain shower, kitchen, BBQ, WiFi, workspace for remote work, private parking & security cameras. 🌿

Value · Location · Access

Lower Casita Catalina in Tamarindo w Private Pool

From this hilltop location above Tamarindo Bay, you will enjoy a panoramic view that is unbelievable. You’ll see what we mean when you get here! The Casita offers a king bed and a pull-down Queen bed, fully equipped with a private bathroom, kitchen, and a small balcony with ocean views and perfect for watching monkeys in the surrounding trees! You will also have access to the property's social space including a breezy covered terrace by the ocean-view pool and rooftop lounge!

Location · Value · Kitchen

Ocean View Jungle Villa w/ Private Pool

Casa Piñuela is a private villa with ocean views, a wraparound deck, and a pool located 20 minutes from Tamarindo and Avellanas beaches. This charming home has a king-size bed, cozy living room, fully equipped kitchen, designated workspace, and a beautiful outdoor shower with a bathtub. Designed for comfort and privacy, it’s perfect for couples or digital nomads. Thoughtful touches include 100% cotton linens, stainless-steel cookware, and non-toxic bath and cleaning products.

Value · Location · 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

Value · Family · View

Casa Coroico - Infinity Pool + BBQ + Sunset Views

This unique 4-bedroom home near Playa Avellanas sleeps up to 16 guests. Each room is a private suite with a king bed & sofa bed, separated from the kitchen by an open hallway. Enjoy a private infinity pool with stunning mountain and ocean views. The kitchen includes two full-size refrigerators, perfect for group stays. Just 15 minutes from the beach and 30 minutes to Tamarindo. IMPORTANT to select total guest count to view final price.

Location · Family · Nearby

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!

Family · Location · Hospitality

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.

Value · Location · Condition

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

Family · Value · Breakfast