
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.

Tulemar Resort - Salty Breeze - Premium 2 Bedroom
Tulemar Resort-Villa Salty Breeze-Premium 2 Bedroom Villa. Very Private Ocean View Balcony. -Major Monkey Corridor -Balcony Hanging Couch with Amazing Views -Balcony Jacuzzi -Superfast Wifi -Arcade game with 3000+ games -Never ending hot water 2 person open air showers in each bedroom -Samsung 55" Bdrm Smart TV's -Furnture made from recycled river logs(no trees killed) -Access to Tulemar beach, van, and pools -Room Service anywhere in Tulemar including beach -Daily Cleaning -Full Time Concierge

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.

Villa Los Laureles III • Private Pool • 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).

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.

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.

OUTDOOR LIVING!! Private 2 Bedroom Villa with Pool
Villa “El Tabacon” is a small private house that was built in 2017 to balance relaxation, privacy, nature, and outdoor living while being in close proximity to beautiful beaches, restaurants, and many other amenities. It is a very relaxing and private place to stay while being in a beautiful area of Costa Rica that has a little something for everyone. This small house is very private and is surrounded by a tall rock wall to ensure you are happy in your own little world wrapped in paradise.

CASA BARU New house - 2 min from the beach
This 3 bedroom 3.5 bath home at Playa Hermosa offers a clean design and modern lines complement the well-appointed interior. Ample outdoor areas allow for entertaining with friends & family, and the swimming pool features a shallow sun-bed area perfect for enjoying the Costa Rican sun! Casa Baru is located inside a gated community, just a short 3 min. drive from the beach with restaurants, grocery stores, and a 10 min. drive from jaco, with shopping, pharmacies, doctors, and nightlife.

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. 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

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

Beach front house private pool Esterillos Jacó

Casa Harmony ON THE BEACH

Don't stay near the beach, stay on it! 2 Bed pool

Casa Morocco, Suite N4

Beachfront, Lux, Cocktail Pool, Kitchen,Midtown2

PRVT Jungle Spa Retreat l Fire Tub/River/Privacy

June Special! Your Private Jungle Escape!

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

Exclusive Beachfront Apto Playa Bejuco-A/C-Wifi

Beachfront Condo With Private Rooftop

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

OCEAN FRONT Penthouse/VIEWS/private rooftop/Pool!

Luxury Oceanfront 4BR | Diamante del Sol

Ocean View Punta Leona private access Playa Blanca

Lovely 2-bedroom beach front Condo with pool!

Hermoso apartamento frente al mar, con piscina.
Other holiday rentals with a pool

House in Esterillos, with private pool

Apartamento pet friendly con balcón beachfront

Dreamers’ Refuge (Adults Only, Private pool)

Luxury Villa with Infinity Pool & Ocean Views

ONE 01 | Private pool | Steps from the beach

Private Home w/Dipping Pool steps from the Beach.

la cabaña & hiking

"Villa Blanca: Luxury Ocean View Retreat"
When is the best time to visit Esterillos Este?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £114 | £111 | £117 | £122 | £103 | £104 | £109 | £104 | £98 | £98 | £100 | £119 |
| 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 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 9,500 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!
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- Rentals with pools Puntarenas
- Rentals with pools Costa Rica
- Santa Teresa
- Jaco Beach
- Dominical Beach
- Parque Nacional Manuel Antonio
- Playa Blanca
- La Sabana Park
- Tambor Beach
- Los Delfines Golf and Country Club
- 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
- Playa Jacó
- Carara National Park
- University of Costa Rica
- El Miro
- Multiplaza Escazú
- Parque Central
- La Cruz del Monte de la Cruz
- Hacienda Alsacia Starbucks Coffee Farm





