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Holiday rentals with a pool in Esterillos Este

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Esterillos Este

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

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Top guest favourite
A hanging couch situated on a balcony offers views of the ocean and surrounding greenery. Two monkeys are observed interacting nearby, adding a dynamic element to the serene landscape. The scene highlights a tranquil environment, perfect for relaxation.
Villa in Quepos
4.98 out of 5 average rating, 254 reviews

Tulemar Resort - Salty Breeze - Premium 2 Bedroom

Tulemar Resort-Villa Salty Breeze-Premium 2 Bedroom Villa. Very Private Ocean View Balcony. -Major Monkey Corridor -Balcony Hanging Couch with Amazing Views -Balcony Jacuzzi -Superfast Wifi -Arcade game with 3000+ games -Never ending hot water 2 person open air showers in each bedroom -Samsung 55" Bdrm Smart TV's -Furnture made from recycled river logs(no trees killed) -Access to Tulemar beach, van, and pools -Room Service anywhere in Tulemar including beach -Daily Cleaning -Full Time Concierge

Guest favourite
A balcony is shown with a white table and four blue chairs surrounded by lush greenery. Sunlight filters through the trees, creating a serene atmosphere. The ocean is visible in the background, enhancing the connection to nature.
Flat in Bejuco Beach
4.93 out of 5 average rating, 103 reviews

June 2026 Remote Work Special

🚨 May, June 2026 Remote Work Special 🚨 Book Monday - Friday nights, we will gift you Saturday night free. Relax. Enjoy. La Jolla. La Jolla: Family-Friendly Paradise- Pools, playground, steps from beach—perfect for sunset strolls. La Jolla: Remote Work Dream- Reliable high speed internet (longterm discounts available). La Jolla: Adventure Perfection- Surfing, horseback riding, near Carara & Manuel Antonio National Parks. La Jolla: Small Group Getaway- 5 people, tennis & basketball courts.

Guest favourite
Home in Playa Bejuco
4.96 out of 5 average rating, 223 reviews

Villa Los Laureles III • Private Pool • Trails

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
Home in Esterillos Oeste
4.94 out of 5 average rating, 126 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 favourite
An aerial view captures the residential complex with multiple swimming pools and lounge areas. Lush greenery surrounds the area, while the ocean waves can be seen in the distance. Parking spaces and buildings with vibrant roofs are also visible along the coastal landscape.
Apartment
4.92 out of 5 average rating, 165 reviews

Cozy beachfront apartment, welcome to paradise

Imagine sleeping with the sound of the waves, waking up with the song of parrots, having breakfast on the balcony with sloths in front, drinking cocktails with your feet in the sand under the coconut trees, enjoying the paradise beach and the swimming pools then end your day on the rooftop to watch the stunning sunsets. Welcome to a paradise in harmony with nature and enjoy a very comfortable apartment in which we have carefully chosen the furniture and fittings to offer you a pleasant stay.

Guest favourite
A serene outdoor space features a private dipping pool surrounded by lush tropical plants and a stone wall. A well-defined pathway leads to the pool area, complemented by the natural stone floor and a small grass patch, creating a tranquil environment for relaxation.
Home in Esterillos Oeste
4.82 out of 5 average rating, 213 reviews

OUTDOOR LIVING!! Private 2 Bedroom Villa with Pool

Villa “El Tabacon” is a small private house that was built in 2017 to balance relaxation, privacy, nature, and outdoor living while being in close proximity to beautiful beaches, restaurants, and many other amenities. It is a very relaxing and private place to stay while being in a beautiful area of Costa Rica that has a little something for everyone. This small house is very private and is surrounded by a tall rock wall to ensure you are happy in your own little world wrapped in paradise.

Top guest favourite
An outdoor swimming pool is framed by a spacious patio, featuring comfortable lounge chairs and a large umbrella. Large glass doors offer a view into the interior, which is enhanced by natural light. Lush greenery surrounds the area, adding a serene atmosphere.
Home in Playa Hermosa
4.99 out of 5 average rating, 110 reviews

CASA BARU New house - 2 min from the beach

This 3 bedroom 3.5 bath home at Playa Hermosa offers a clean design and modern lines complement the well-appointed interior. Ample outdoor areas allow for entertaining with friends & family, and the swimming pool features a shallow sun-bed area perfect for enjoying the Costa Rican sun! Casa Baru is located inside a gated community, just a short 3 min. drive from the beach with restaurants, grocery stores, and a 10 min. drive from jaco, with shopping, pharmacies, doctors, and nightlife.

Top guest favourite
A panoramic view from a private balcony features lush green trees and sandy beachfront. The clear blue sky complements the tranquil scene, with the ocean gently lapping against the shore. A glass railing enhances the openness of the space, inviting relaxation.
Apartment in Bejuco Beach
4.96 out of 5 average rating, 143 reviews

Sunset ocean view beachfront paradise

Experience beachfront living in this stunning 2nd-floor corner unit with breathtaking ocean views! Just 50 feet from the sand, enjoy sunsets from the oversized shaded balcony. This bright, fully furnished 2-bed, 2-bath condo sleeps 5 with a king bed, full bed, and sofa couch. Enjoy a full kitchen, 3 A/C units, beach chairs, and towels. The complex boasts one of the largest pool areas with 5 connected pools, a children’s area, basketball courts, and tennis courts. Perfect for your getaway!

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
4.99 out of 5 average rating, 175 reviews

Pool, ocean view, walk to beach.

CASA PARADISE is perfect for a relaxing vacation in a small beach town. This private two-story home features one spacious bedroom, 1.5 bathrooms, and an ocean view, set in a quiet neighborhood in Esterillos Oeste. The home includes a private Balinese-style saltwater pool and is fully equipped for a comfortable stay. The entire property—including the house and pool—is yours to enjoy in complete privacy. It’s less than a 3-minute walk to the beach and a short walk to the town center.

Guest favourite
Two condo buildings with red roofs are positioned near the beach, surrounded by lush greenery. A swimming pool is visible in the foreground, adjacent to a parking area. The ocean waves can be seen in the background, providing a scenic coastal view.
Apartment in Parrita
4.91 out of 5 average rating, 149 reviews

Beachfront condo, beach views & great location

Beautiful condo with 2 bedrooms & 2 full bathrooms! Right on the beach in a secure gated condo community. The kitchen has a reverse osmosis system for drinking water. At the beach you can look for sloths, lizards, parrots, & more. The pools are amazing! The condo is located 19 miles from Jaco & 21 miles from beautiful Manuel Antonio National Park. There is a supermarket & numerous restaurants across the street from the gated community. 1 designated parking spot. Internet 250 Mbps

Guest favourite
A private pool is surrounded by sun loungers, offering ample space for relaxation. The gentle illumination reflects off the water under a picturesque sunset sky. Lush greenery and a shaded area create a serene environment, inviting enjoyment of the outdoor space.
Villa in Esterillos Este
4.86 out of 5 average rating, 219 reviews

Casa Lago

Welcome to Casa Lago! Enjoy the PRIVATE POOL, Outside living room, observe Costa Rican wildlife. 5 minutes away driving from restaurants and grocery store, 3 minutes away drive from the marvellous beach of Esterillos. We will help you organise transportation, Chauffeur service, activities, chef, surf lessons, etc. 5bedrooms /5,5bath - 14 people-400 M2 FIBER OPTIC INTERNET/WIFI/Smart TV AIR CONDITIONING looking forward to seeing you at casa lago!

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, 211 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.

Popular amenities for Esterillos Este rentals with a pool

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Avg. price£114£111£117£122£103£104£109£104£98£98£100£119
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Quick stats about holiday rentals with a pool in Esterillos Este

  • Total holiday rentals

    Explore 280 holiday rentals in Esterillos Este

  • Nightly prices starting at

    Esterillos Este holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 9,500 verified reviews to help you choose

  • Family-friendly holiday rentals

    220 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wifi availability

    270 of Esterillos Este holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Esterillos Este rentals

  • 4.8 Average rating

    Esterillos Este stays are highly rated by guests – averaging 4.8 out of 5!

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