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Holiday rentals with a pool in Esterillos Este

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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
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, 185 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
4.86 out of 5 average rating, 114 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, 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 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 in Bejuco District
4.9 out of 5 average rating, 146 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 view from under a curved arch showcases a refreshing pool surrounded by lush greenery and palm trees. Sunlight glistens on the water, while hammocks are positioned nearby, offering a relaxing outdoor space with ocean views in the background.
Home in Esterillos Este
4.81 out of 5 average rating, 140 reviews

Paradise Found

Our rustic home is on a quiet stretch of beach. Two roomy upstairs bedrooms have full baths. The third upstairs bedroom has half bath. Downstairs has open floor plan. Great outdoor covered patios are featured both upstairs and downstairs. The pool has no lifeguard so use at your own risk) A separate detached bedroom with queen bed, half bath, and airconditioning is available for an extra $20 daily. Please make arrangements with Daniel if you would like any meals prepared during your stay.

Guest favourite
Apartment in Bejuco District
4.84 out of 5 average rating, 104 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
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, 123 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, 166 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
A private patio features a sparkling swimming pool surrounded by lush tropical plants. Two lounge chairs are positioned beside the water, providing a relaxing spot. A hammock hangs nearby, and a shaded area is marked by a cream-striped umbrella, creating a welcoming outdoor retreat.
Home in Bejuco District
4.93 out of 5 average rating, 100 reviews

Casa Viga, Bejuco Beach accommodation on the beach

Enjoy luxury and comfort in our house with a private pool, located in an exclusive condominium with private access to the sea. 🌊 Explore spacious shared pool areas and recreation zones. 🍽️ Located in front of restaurants and shops, you will have everything within reach. 🌳 Just minutes from parks and nature reserves, discover stunning landscapes of mountains, rivers, waterfalls, and hanging bridges. 🏠 Fully equipped, including beach/pool essentials.

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
4.87 out of 5 average rating, 208 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, 201 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 shaded terrace features a colorful hammock and a hanging chair, both set against a backdrop of lush greenery. A clear pool is visible in the foreground, reflecting the surrounding tropical environment. Sunlight filters through the overhead structure, creating a serene atmosphere.
Villa in Esterillos Oeste
4.91 out of 5 average rating, 449 reviews

CASA TROPICAL-3 bdrm w private pool Close to beach

We’re nestled in the charming and popular surfing and fishing town of Esterillos Oeste. Our relaxing and private home offers stunning views of the rainforest, mountains, and abundant wildlife. Just a short walk from the beach, stores, and restaurants, you'll enjoy the tranquility of a private pool, multiple terraces, hammocks, fast Wi-Fi, and a lush jungle garden. Our central location is perfect for all your Costa Rican adventures.

Popular amenities for Esterillos Este rentals with a pool

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Quick stats about holiday rentals with a pool in Esterillos Este

  • Total holiday rentals

    Explore 270 holiday rentals in Esterillos Este

  • Nightly prices starting at

    Esterillos Este holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 9,000 verified reviews to help you choose

  • Family-friendly holiday rentals

    220 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 110 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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