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Vacation 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 favorite
A modern home is showcased at night, featuring a shimmering pool surrounded by wooden decking. The outdoor area includes a hammock and seating spaces. Large glass doors open to reveal the inviting interior, creating a connection between indoor and outdoor environments.
Home in Jaco
4.9 out of 5 average rating, 168 reviews

“Villa Sanctuary”

1 Master bedroom with king size bed, office desk, walking closet bathroom and outdoor shower 1 guest bedroom with 2 queen size beds, 1 bunk bed, office desk, private deck  Swimming pool  Daily maid service (extra fee) Large living room with retractable glass doors for the open air experience Private tanning deck Air conditioning in all rooms outdoor dining area Fully equipped kitchen B.B.Q (Gas) 1 outdoor shower 65" 4K flat screen smart tv  1 Safety deposit box Indoor parking garage

Top guest favorite
Condo in Jaco
4.94 out of 5 average rating, 183 reviews

OCEAN FRONT Penthouse/VIEWS/private rooftop/HGTV

Beautiful renovated, HGTV inspired penthouse right ON THE BEACH! Amazing ocean views with multiple balconies and PRIVATE roof top terrace! Gorgeous pool area and fast WiFi with 2 Smart TVs. Just steps to the beach and 10-15 minute walk to dozens of restaurants and shops. Gated complex with 24/7 security. Tons to do in and around Jaco, everything from world class fishing and surfing to rain forest waterfall hikes, to ATV tours, whitewater rafting and zip lining. 😊 Enjoy the Pura Vida lifestyle!

Top guest favorite
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
4.97 out of 5 average rating, 516 reviews

Beach Bungalow Costa Rica surf&wellness Retreat

Uno de los primeros Airbnbs en Jaco, Beach Bungalow desde 2015 hospeda personas del mundo entero. "Un pedacito del paraíso" es como los huéspedes dicen en sus evaluaciones. Bungalow totalmente equipado, confortable, colchones nuevos, limpieza 5 estrellas durante esos 7 años y ubicado en una zona muy tranquila de Jaco, tan solo a 2 minutos en carro hacia la playa y centro. Local perfecto para descansar en familia o pareja y disfrutar de una encantadora piscina con catarata y jets de hidromasaje.

Top guest favorite
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, 186 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).

Top guest favorite
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
4.86 out of 5 average rating, 116 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 favorite
Home in Esterillos Oeste
4.94 out of 5 average rating, 122 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.

Top guest favorite
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, 187 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 favorite
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, 124 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 favorite
Home in Esterillos Oeste
4.93 out of 5 average rating, 242 reviews

Handcrafted Jungle Retreat Near Beach

Jumanji Villa is a handcrafted designer home one near the beach, with a strong artistic character. Built and decorated entirely by hand, the space features murals, sculptures, and playful custom details. An outdoor patio invites you to slow down, with a pool, ping-pong table, and an evening sauna. A surf beach and wild coastline are just minutes away, with jungle walks behind the house, waterfalls and national parks nearby, and great local restaurants close by. Created with care, harmony,

Top guest favorite
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, 167 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.

Top guest favorite
An intimate balcony features a small dining table set for two, with plates and glassware displayed. Lush greenery and distant palm trees frame the ocean view, while the sky reflects soft clouds above. The tranquil setting invites relaxation and enjoyment of the surrounding beauty.
Apartment in Jaco
4.99 out of 5 average rating, 138 reviews

Oceanfront romantic studio, views, beach & pools

Best location in the heart of Jaco. Enjoy ocean views from your awesome king size bed in a 2024 built, oceanfront studio on the beach, 1 block away from the main Jaco strip. Walk to everywhere! This complete private romantic studio, on 8 th floor has its own entry door, its own intimate balcony with boasting Ocean views, mountains & city. Securely gated, 2 pools, gym, co working area, barbecue area and an incredible 13 th top floor sunset deck with 360 degree views. Pura vida!

Guest favorite
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, 161 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

Popular amenities for Esterillos Oeste rentals with a pool

When is the best time to visit Esterillos Oeste?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$45,784 GYDG$40,766 GYDG$40,766 GYDG$40,766 GYDG$37,422 GYDG$36,794 GYDG$34,913 GYDG$33,449 GYDG$30,523 GYDG$31,986 GYDG$33,868 GYDG$43,275 GYD
Avg. temp22°C23°C24°C24°C24°C24°C24°C23°C23°C23°C23°C23°C

Quick stats about vacation rentals with a pool in Esterillos Oeste

  • Total vacation rentals

    Explore 130 vacation rentals in Esterillos Oeste

  • Nightly prices starting at

    Esterillos Oeste vacation rentals start at G$8,362 GYD per night before taxes and fees

  • Verified guest reviews

    Over 6,130 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Esterillos Oeste vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Esterillos Oeste rentals

  • 4.8 Average rating

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

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