
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 $51 SGD per night before taxes and fees

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

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.

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.

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.

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!

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.

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

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

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.

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.
Popular amenities for Esterillos Este rentals with a pool
House rentals with a pool

Private Pool, High End Villa Close to Beach & Town

Oceanfront 4BR 3.5 Bath Villa With Private Pool

“Villa Sanctuary”

Beachfront, Lux, Cocktail Pool, Kitchen,Midtown2

Bejuco, little paradise

Villa Calula

House in Esterillos Centro

Casa condo frente a la playa, piscina, BBQ y A/C
Apartment rentals with a pool

Luxury Beach Front Condo with pool. Fifth floor.

Manhattan Hits Jaco Beach

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

Los Sueños Resort Colina Condominium

Punta Leona Escape|Walk to Beach +Pool +Fast WiFi

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

OCEAN FRONT Penthouse/VIEWS/private rooftop/Pool!

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

To the Rhythm of the Waves - Beach 300 m - Do everything on foot

Ocean view, modern condo

New Breathtaking Oceanview Home

Private Home w/Dipping Pool steps from the Beach.

Grande Hacienda with Gardens and Pavilion

Beachfront Top Floor and Balcony | Teak Design

Modern family Apt with ocean view and privet pool

Front Beach! Apartamento Bejuco 4106
When is the best time to visit Esterillos Este?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $194 SGD | $190 SGD | $199 SGD | $208 SGD | $176 SGD | $177 SGD | $186 SGD | $177 SGD | $168 SGD | $168 SGD | $171 SGD | $203 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 |
Destinations to explore
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- Rentals with pools Puntarenas
- Rentals with pools Costa Rica
- Jaco Beach
- Dominical Beach
- La Sabana Park
- Santa Teresa
- Playa Blanca
- National Stadium of Costa Rica
- Tambor Beach
- Los Delfines Golf and Country Club
- Parque Nacional Manuel Antonio
- Playa Mal País
- Parque Diversiones
- Parque Viva
- Curú Wildlife Refuge
- Marina Pez Vela
- Poás Volcano National Park
- Parque Nacional Los Quetzales
- Carara National Park
- Playa Jacó
- University of Costa Rica
- El Miro
- Multiplaza Escazú
- La Cruz del Monte de la Cruz
- Children’s Museum
- City Mall Alajuela





