
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.

4/5 Bedrooms -Sleeps 15 Pool 15 Min Walk to Beach!
This stunning setting is perfect for relaxing with coffee and a book or enjoying a fun-filled family adventure. The private yard, sparkling pool, and spacious outdoor area are ideal for families or groups. Nearby, you’ll find beautiful beaches and charming restaurants. For adventurers, zip lining, hiking, rappelling, ATV rides, horseback riding, waterfalls, and wildlife are minutes away. Looking for nightlife? Jacó, just a short drive, offers vibrant bars and parties lasting until sunrise.

Villa Los Laureles IV •Private Pool •Nature 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).

Octopus Separate Home in Shared Villa by Ocean
This is one of two independent homes at Jumanji Villa — a handcrafted space with expressive design and a vibrant, lived-in atmosphere. Fully equipped for a comfortable stay and connected to a spacious shared patio with a pool, outdoor kitchen, and a large bath in the spa area. The ocean is just a 5-min drive away, with national parks nearby. Sauna and cold plunge sessions are available at an additional cost and offer a gentle way to end the day after exploring. Let’s slow down and simply be!

Moon Private Home in Shared Villa Near Beach
Jumanji Villa is a handcrafted space where playful design and nature create a sense of rhythm and ease. You’ll be staying in one of two independent homes, fully equipped for a comfortable stay, connected by a spacious shared patio with a pool, outdoor kitchen, and a large bath in the spa area. The ocean is just a 5-minute drive away, with national parks close by. Sauna and cold plunge sessions are available at an additional cost and are a perfect way to end the day after exploring. Welcome!

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.

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

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.

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!

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
House rentals with a pool

House in Esterillos, with private pool

Private Pool, High End Villa Close to Beach & Town

Comfortable and safe beach house with a private pool

Casa Bejuco with Private Pool

Beautiful Family Home Priv Pool,PingPong,by Beach

Oceanfront 4BR 3.5 Bath Villa With Private Pool

Casa Morocco, Suite N4

Wonderful 3 bedroom/3 bath home with private pool!
Apartment rentals with a pool

Luxury Beach Front Condo with pool. Fifth floor.

Manhattan Hits Jaco Beach

Beachfront Condo With Private Rooftop Terrace

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

Beachfront condo, beach views & great location

Punta Leona, view and private access to Playa Blanca

OCEAN FRONT Penthouse/VIEWS/private rooftop/Pool

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

Beach retreat with the best view of the Pacific

Dreamers Refuge (Adults Only)

Spectacular Private Villa Playa Bejuco

Ocean view, modern condo

ONE 01 | Private pool | Steps from the beach

Grande Hacienda with Gardens and Pavilion

Azul- Mountainside Retreat Infinity Pool OceanView

Sunset Paradise · Stylish Beachfront Condo
When is the best time to visit Esterillos Este?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $208 SGD | $197 SGD | $191 SGD | $206 SGD | $175 SGD | $176 SGD | $185 SGD | $176 SGD | $167 SGD | $167 SGD | $169 SGD | $201 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 a washing machine and dryer Esterillos Este
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- Rentals with pools Puntarenas
- Rentals with pools Costa Rica
- Jaco Beach
- Dominical Beach
- Santa Teresa
- La Sabana Park
- National Stadium of Costa Rica
- Tambor Beach
- Parque Nacional Manuel Antonio
- Los Delfines Golf and Country Club
- Poás Volcano National Park
- Parque Diversiones
- Playa Mal País
- Marina Pez Vela
- Curú Wildlife Refuge
- Parque Viva
- Parque Nacional Los Quetzales
- Carara National Park
- University of Costa Rica
- Nauyaca Waterfalls
- Children’s Museum
- Pre-Columbian Gold Museum
- Playa Jacó
- City Mall Alajuela
- San Jose Central Market
- Jade Museum




