
Holiday rentals with a pool in Esterillos Este
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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 9,920 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!
Top-rated rentals with a pool in Esterillos Este
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Villa Los Laureles II • Private Pool • Jungle View
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.

August 2026 Remote Work Special
🚨 August 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.

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.

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 abuelos Tatica y Mima. HGTV used this villa for reality show “ Living in Paradise “ Feb 2024

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.

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

Exclusive Beachfront Apto Playa Bejuco-A/C-Wifi
Estupendo apartamento, beachfront y con excelentes amenidades. A tan solo 2 horas del Aeropuerto Int. Juan Santamarìa, esta unidad posee una vista increible al oceano y a la naturaleza. La playa, piscinas, rooftop, playgrounds, canchas de baloncesto, futbol y tenis estan a solo pasos de la unidad. Otras atracciones cercanas estan a menos de 1 hora de manejo: Playa Jaco, Playa Hermosa y Parque Nacional Manuel Antonio. Lo mejor experiencia para vivir frente al mar!

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!

ONE 01 | Private pool | Steps from the beach
Embrace the “pura vida” lifestyle in ONE 01 by @panoramaplaces—a stylish, fully equipped villa with private pool, just steps from the shores of Playa Bejuco on Costa Rica’s Central Pacific coast. This cozy villa accommodates up to 5 guests and is part of a boutique Condominium with only six exclusive units. Perfect for beach & nature lovers, near waterfalls, rainforest, and a short drive to Manuel Antonio National Park. Follow us @panoramaplaces

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.

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 Este rentals with a pool
House rentals with a pool

House in Esterillos, with private pool

Condominium 12: Comfort and Sun in Playa Bejuco

Dreamers’ Refuge (Adults Only, Private pool)

Casa Oasis - Beachside home with Private Pool

CASA BARU New house - 2 min from the beach

“Villa Sanctuary”

"Villa Blanca: Luxury Ocean View Retreat"

Beachfront condo, pool, BBQ and A/C
Apartment rentals with a pool

Luxury Beach Front Condo with pool. Fifth floor.

Best Ocean View Apt Pta Leona, direct beach access

Just 450 meters from the beach, 10 mts to the pool

Luxury on the Beach - Diamante del Sol 3bd/3.5bath

Beachfront condo, beach views & great location

Jaco Beach, Viva Jaco, AC, HOT water, 3 Pools, BBQ

OCEAN FRONT Penthouse/VIEWS/private rooftop/Pool

Luxury 4-Bedroom Oceanfront | Diamante del Sol
Other holiday rentals with a pool

the cabin & hiking

Garden Oasis with Private Pool, Hot Tub and BBQ

Beachfront Top Floor and Balcony | Teak Design

Beachfront Retreat at Playa Bejuco

Villa Luna Nueva by Pure Life Vacation

Wonderful 3 bedroom/3 bath home with private pool!

Choucoune Beach House in Costa Rica

Loft Guapinol
When is the best time to visit Esterillos Este?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £113 | £110 | £116 | £121 | £102 | £103 | £108 | £103 | £98 | £98 | £99 | £118 |
| 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 |
Destinations to explore
- Villa rentals Esterillos Este
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- Rentals with a firepit Esterillos Este
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- Rentals with beach access Esterillos Este
- Rentals with pools Puntarenas
- Rentals with pools Costa Rica
- Santa Teresa
- Jaco Beach
- Dominical Beach
- Playa Blanca
- Parque Nacional Manuel Antonio
- Tambor Beach
- Los Delfines Golf and Country Club
- La Sabana Park
- National Stadium of Costa Rica
- Parque Viva
- Playa Mal País
- Parque Diversiones
- Curú Wildlife Refuge
- Marina Pez Vela
- Poás Volcano National Park
- Parque Nacional Los Quetzales
- University of Costa Rica
- Playa Jacó
- Carara National Park
- Multiplaza Escazú
- El Miro
- Children’s Museum
- Hacienda Alsacia Starbucks Coffee Farm
- La Cruz del Monte de la Cruz





