
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.

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).

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.

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.

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.

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!

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.

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

Ocean View Punta Leona private access Playa Blanca
Cozy apartment within a nature reserve, on the beach. Walk a few steps through the private access from our property. Immerse yourself in a colorful landscape of nature and sea, on the best white sand beach in the Central Pacific. Contemplate spectacular views and sunsets, admire the flora and fauna, practice snorkeling, diving, kayaking or sunny and beach days. In greater depth, the impressive sculptures of marine figures that make up the Underwater Museum

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.

Casa Colina · Amazing House Surrounded by Nature
Welcome to our beautiful home nestled in the exclusive gated community of Costa Esterillos Estates. Surrounded by nature and local wildlife, including monkeys, iguanas, colorful birds, coatis, and more, this is the perfect spot to relax and reconnect with the outdoors. Just 5 minutes from Esterillos Oeste and 10 minutes from Bejuco, you'll have easy access to charming towns, local restaurants, and all the essentials for an unforgettable vacation.

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.

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
House rentals with a pool

Birdhouse in the sky,mountain retre

Dreamers Refuge (Adults Only)

Casa Harmony ON THE BEACH

Casa Luna FULL HOUSE sleeps 10 w/ Private Pool

Casa Morocco, Suite N4

Beachfront, Lux, Cocktail Pool, Kitchen,Midtown2

Villa Calula

Bejuco Hill House | 10 minutes from the Beach
Apartment rentals with a pool

Luxury Beach Front Condo with pool. Fifth floor.

Apartment steps from the beach

Best Ocean View Apt Pta Leona, direct beach access

Boho condo, spacious patio, pool, nature views

Private access to Playa Blanca, Punta Leona

2BD Family Escape • Gated • A/C •Terrace + Pools

Punta Leona, view and private access to Playa Blanca

Tropical & Quiet Condo, with pool, Close to Beach
Other holiday rentals with a pool

Spectacular Private Villa Playa Bejuco

Ocean view, modern condo

ONE 01 | Private pool | Steps from the beach

the cabin & hiking

Private Home w/Dipping Pool steps from the Beach.

Sand Dollars & Sunsets at Beautiful Bejuco Beach!!

Wonderful 3 bedroom/3 bath home with private pool!

Villa Tenga Paz by Vacation Pura Vida
When is the best time to visit Esterillos Este?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $213 SGD | $202 SGD | $196 SGD | $212 SGD | $179 SGD | $180 SGD | $189 SGD | $180 SGD | $171 SGD | $165 SGD | $183 SGD | $217 SGD |
| Avg. temp | 22°C | 23°C | 24°C | 24°C | 24°C | 24°C | 24°C | 23°C | 23°C | 23°C | 23°C | 23°C |
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 $39 SGD per night before taxes and fees

Verified guest reviews
Over 8,950 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
150 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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- Jaco Beach
- Dominical Beach
- Santa Teresa
- La Sabana Park
- Playa Blanca
- Tambor Beach
- Manuel Antonio National Park
- Los Delfines Golf and Country Club
- Poás Volcano National Park
- Parque Diversiones
- Marina Pez Vela
- Cabo Blanco
- Los Quetzales National Park
- Cariari Country Club
- Playa Boca Barranca
- Carara National Park
- La Iguana Golf Course
- Playa Cocalito
- La Cangreja National Park
- Playa Cabuya
- La Cruz del Monte de la Cruz
- Playa Mal País
- Playa Gemelas
- Playa Organos




