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Holiday rentals with a pool in Esterillos Oeste

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Esterillos Oeste

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
An open-concept living space features a wooden dining table and a comfortable sectional sofa. Glass doors provide a view of the surrounding tropical landscape. Natural light fills the area, complemented by modern ceiling fans and a peaceful atmosphere.
Home in Playa Bejuco
4.97 out of 5 average rating, 182 reviews

Modern Home+Private Pool+Nature Trails+Beaches

Experience this stunning, modern home, set on 40 acres of lush tropical forest with a small lake and an abundance of wildlife. Enjoy exclusive access to your private pool and a spacious covered deck—ideal for observing the vibrant beauty of Costa Rica’s pristine landscape. Just a few minutes to one of the most breathtaking palm-lined beaches in Costa Rica! Conveniently located off the Costanera (see notes), our property is a scenic 2-hour drive from Juan Santa Maria International Airport (SJO).

Guest favourite
A tranquil pool area is framed by tropical plants and palm trees, creating a seamless connection between nature and architecture. The pool, with stone accents, invites relaxation under a bright blue sky, while pathways with smooth stones lead to the living space.
Villa in Esterillos Oeste
4.85 out of 5 average rating, 110 reviews

Beach Outdoor living Villa Palma

This 3 bedroom 2.5 bathroom villa is Bali inspired . Bedrooms have AC . The enchanting and rare “Lujado” concrete finish uniquely fuses with the bamboo ceilings and contemporary steel roof structure. Tropical plants and palms can be found throughout this villa, creating a vibe of balance between human and the beauty of nature. This villa carries the name Villa Palma as a dedication to our family’s abuelos Tatica y Mima. HGTV used this villa for reality show “Living in Paradise” Feb 2024

Guest favourite
Home in Esterillos Oeste
4.94 out of 5 average rating, 121 reviews

Casa Leonie- Relax in Your Own Tropical Paradise

This amazing 3 bedroom, 2 bathrooms house is perfect for families, friends, and groups. It’s located in a secure gated community just a 3 minutes drive or a 10 min walk from the beach . We offer a large pool with plenty of space for swimming and playing with your loved ones. As well as a ventilated, naturally lit outdoor dining area next to the deck. Savor a Costa Rican coffee on our balcony as capuchin monkeys pass by, and make Casa Leonie your home while you discover the best of Costa Rica.

Guest favourite
Condo in Bejuco District
4.84 out of 5 average rating, 101 reviews

Oceanfront, 24/7 security and A/C

Stunning Condo at Bejuco Beach Enjoy breathtaking Pacific Ocean views from this 4th-floor condo at Bejuco Beach, one of Costa Rica’s largest unspoiled beaches. The condo is fully equipped with modern amenities, including 100 Mbps internet and air conditioning. Within a private complex, you'll have access to sports facilities and pools. Across the street, find a plaza with restaurants and a supermarket. Nearby are Playa Hermosa and Jaco. Manuel Antonio National Park is just 50 minutes away.

Top Guest favourite
An outdoor space features a sunlit pool with in-water steps and lounge chairs. A bar area with high stools is visible under a shaded patio, surrounded by lush greenery. The jacuzzi is positioned nearby, enhancing the relaxing atmosphere.
Guesthouse in Playa Hermosa
4.99 out of 5 average rating, 182 reviews

Peaceful Tropical Oasis for Two in Playa Hermosa

Playa Hermosa guesthouse located on a quiet dirt road at the foothills of Cerro Fresco Mountain. 5 Minute drive to Playa Hermosa beach and 15 minutes from Jaco which provides excellent restaurants and nightlife. Guests will enjoy a private cottage with full kitchen and bathroom, plush king bed, WiFi, pool and jacuzzi, workout pavilion and a 2 story observation deck. Area is great for birdwatching, surfing, horseback riding, nature trails, ATV tours, and more. 2 person max, 25 years & up.

Top Guest favourite
A shared pool area is surrounded by lush greenery, featuring a clear blue pool. A covered rancho provides seating with wooden tables and hammocks, while vibrant tropical plants enhance the tranquil outdoor setting.
Guest suite in Bejuco District
4.92 out of 5 average rating, 122 reviews

Cabina Azul: Pool, Beach, Yoga, Surfing & more

*NO AIR CONDITIONING Only a few blocks from Bejuco Beach (500m or 6 min walk - see map in photo gallery). Groceries, restaurants and transport are all within walking distance. - Queen size bed - Wi-fi - Separate entrance and patio - Kitchenette - Private bathroom - Shared pool, basketball and rancho area - NEW huge, second level guest area for yoga, lounging and a shared work space It is 1 of 4 cabinas located in the same building & there are a total of 6 rental units on the property.

Top Guest favourite
The exterior of a modern two-story house is shown, featuring large glass windows and a wooden door. A covered balcony extends over a stone pathway, and lush tropical plants enhance the tranquil setting. The house is surrounded by greenery, creating a serene atmosphere.
Villa in Esterillos Oeste
5 out of 5 average rating, 163 reviews

Pool, ocean view, walk to beach.

CASA PARADISE is perfect for a relaxing vacation in a small beach town. Beautiful, private, two-story, one large bedroom, 1.5 bath with ocean view in a quiet neighborhood in Esterillos Oeste. This stunningly designed home has a private Balinese style saltwater pool and is fully equipped with everything for a perfect stay. The entire property, home and pool is yours to enjoy on your own. Just a 3 min. walk to the expansive beach and a 10 min. walk to the supermarket and restaurants.

Guest favourite
An entrance area with terracotta tiles is framed by wooden beams and artistic wooden supports. Small potted plants add greenery beside two yellow metal chairs and a matching table. Decorative stone elements enhance the unique architectural character, providing a welcoming ambiance.
Home in Jaco
4.82 out of 5 average rating, 101 reviews

Casa Morocco, Suite N1

Casa Morocco is one of a kind property inspired by the Mediterranean & Arab styles. It is located in the heart of Jaco, a short walk from the beach and Jaco’s main street where all restaurants, bars, supermarkets, and nightlife are. The suite has a private entrance, is fully equipped, and ready to host you. Big & deep swimming pool, social area and gardens all the surrounding *shared with other 3 suites* ***Only registered guests are permitted on the property. No visitors allowed.

Guest favourite
A shimmering pool invites relaxation, framed by lush palm trees and vibrant foliage. The tranquil sea is visible beyond the pool, with gentle waves lapping at the shore. Sunlight filters through the leaves, casting soft shadows on the water.
Home in Esterillos Oeste
4.88 out of 5 average rating, 159 reviews

Beach front house private pool Esterillos Jacó

Frente al mar. A solo 2 horas del Aeropuerto Juan Santamaría. Disfrute de una espectacular vista y el sonido del mar, mientras esta en la piscina, desayunado o descansando. Excelente para surf. Con marea baja se forman piscinas de arrecifes seguras para los niños, ideales para snorkeling. Las iguanas, guacamayas de colores y cangrejos son parte de entorno. Cerca de sitios de canopy, diving y pesca. Hasta 6 personas incluye 2 habitaciones, de 7 a 8 personas 3 habitaciones

Top Guest favourite
A crystal-clear swimming pool is highlighted with vibrant blue tiles, surrounded by lush palm trees and shaded seating areas. A few lounge chairs are positioned near the water. The setting is enhanced by bright blue skies, creating a serene atmosphere for relaxation.
Bungalow in CR
4.96 out of 5 average rating, 514 reviews

Beach Bungalow Costa Rica surf & massage

One of the first Airbnbs in Jaco, Beach Bungalow since 2015 hosts people from all over the world. "A little piece of paradise" is what guests say in their reviews. Fully equipped, comfortable bungalow, new mattresses, 5-star cleanliness during those 7 years and located in a very quiet area of Jaco, just a 2-minute drive to the beach and downtown. Perfect place to rest with family or partner and enjoy a lovely pool with waterfall and hydromassage jets.

Top Guest favourite
A wooden table set beside a tranquil pool offers two mugs and a plate of fresh fruit, with a backdrop of lush greenery. The clear blue sky enhances the natural light in this outdoor space, providing a serene atmosphere for relaxation.
Home in Esterillos Oeste
4.92 out of 5 average rating, 197 reviews

Casa Libelula ! Private pool, gated community

Casa Libelula is located in the low key beach village of Esterillos Oeste. This 2 bedroom 2 bathroom home along with a separate casita ( bedroom/bathroom) is in a secure gated community. The beach is a 15min walk away or a 3 min drive. We are just 20mins south of Jaco Beach, 40mins north of Quepos and Manuel Antonio. The Juan Santamaria International airport is 2hrs away. Please be aware Casa Libelula is located in a quiet residential area.

Guest favourite
A living area is presented with a light blue sofa, complemented by a wall-mounted television. Large sliding glass doors lead to a private terrace overlooking the beach. Tropical palm trees and outdoor seating are visible beyond the glass, enhancing the connection to the outdoors.
Condo in Bejuco District
4.83 out of 5 average rating, 185 reviews

Lovely 2-bedroom beach front Condo with pool!

Beautiful brand new beach front Condo in one of the most gorgeous beaches of Costa Rica . Pool right in front, located on the 1st floor with beachfront terrace, 2 bedrooms, 2 bathrooms, fully equipped, 200 mb internet, 2 smart TVs with Netflix, A/C in bedrooms and living room, lots of light and gorgeous views! Located in one of the largest virgin beaches in Costa Rica, direct access to the beach, 5 swimming pools , amazing roof top in 6th floor.

Popular amenities for Esterillos Oeste rentals with a pool

When is the best time to visit Esterillos Oeste?

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Quick stats about holiday rentals with a pool in Esterillos Oeste

  • Total holiday rentals

    Explore 130 holiday rentals in Esterillos Oeste

  • Nightly prices starting at

    Esterillos Oeste holiday rentals start at $69 NZD per night before taxes and fees

  • Verified guest reviews

    Over 6,130 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Esterillos Oeste holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Esterillos Oeste rentals

  • 4.8 Average rating

    Esterillos Oeste stays are highly rated by guests—averaging 4.8 out of 5!