Vacation rentals in C. La Cuesta

Luxury 5 bed estate, pool, hotel-like experience

Beautiful, spacious hotel-like tropical villa atop the hills overlooking San Juan Del Sur and the Pacific. Private estate with pool on 6 acres of mountaintop tranquility. To the west you can see San Juan Del Sur and the Pacific & South the coastline of Costa Rica. Drink your coffee laying in a hammock on it'massive porch overlooking the Pacific and enjoy the sounds of the tropical birds and animals. All buildings have A/C. Full time maid service with allrooms cleaned and beds made daily.

Value · Family · Hospitality

Casita Papaya, your jungle getaway

Kick back and relax in your own hammock watching birds and monkeys in this cute casita only 4 kms from San Juan Del Sur, yet just outside the city noise. Beautiful resort pool and Yoga shala a few steps away. All US amenities such as AC, hot water, washing machine and fully equipped kitchenette are included. Free storage for longer stays. Many beaches with 15 minute drive on the new costanera road. Transportation is highly recommended. Semi automatic Scooter available for rent upon request.

Value · Location · Hospitality

Amazing Beach View & Sunsets - 13 m Infinity Pool

Villa Palmera is beachfront nestled 30 mts above the beach. Direct beach access. Watch from front chairs the waves and sandy idyllic bay and enjoy most amazing views and sunsets,. Perfect holiday base for families and friends with many things to do . Solid wifi everywhere. Smart TV. 24/7 security. This villa shares the 13 m infinity pool with another villa. Beds can be single or king size. Inside Villas Playa Maderas - just a turnoff from the new coastal highway. So easy to access now.

Family · Location · Condition

Casa Buganvilia at Lomas de Palermo

Unwind in Comfort: A Luxurious Oasis with Breathtaking Views. Welcome to Casa Buganvilia, your own private slice of paradise at Lomas de Palermo, San Juan del Sur. This magnificent 4,000-square-foot luxury home is the most elegant and impressive home in the area, offering a perfect blend of traditional Spanish architecture and modern, high-end comfort. Designed for a superb group or family vacation, the house provides ocean views from every level, ensuring a truly unforgettable escape.

Location · Value · Decor

Shankton Tower | 4BR/4BA | A/C | Spectacular Views

Shankton Tower is a spacious coastal home in a secure, gated community above Playa Gigante, Nicaragua—perfectly positioned near world-class surf breaks. The house is designed for effortless group travel with fast Wi-Fi, modern tech upgrades, and new A/C in every room. You’re also close to groceries and local essentials, and we offer concierge-assisted check-in plus optional add-ons including surf lessons, private chefs, massage, maid service, and transportation (arranged in advance).

Value · Location · Bathroom

View of the Gavilán. The Loft

Vista del Gavilan – The Loft Just 2 km from El Remanso beach and downtown San Juan del Sur, this retreat surrounded by majestic guanacastes combines warmth and style in every corner. Its cozy design invites you to rest and enjoy nature in comfort. The completely private pool invites you to relax in the sun and gaze at the open sky. Here you can disconnect from the noise and reconnect with the essentials, enjoying peace, charm and an authentic connection between the sea and the town.

Location · Value · Bathroom

Loft-style Barndo #2 @ Horse Stables w AirCon

Stay at a modern loft at Big Sky Stables, just outside San Juan del Sur with easy access off the new coastal highway in Escamequita. Wake up to howler monkeys and grazing horses. Enjoy your morning coffee on your private patio overlooking the stables. The loft features A/C, hot water, and reliable WiFi. Walk to pickleball and local restaurants or head to nearby beaches within minutes. As a guest, we offer discounted horseback trail rides. We look forward to hosting you soon.

Location · Wifi · Nearby

Wild Coast House

Esta impresionante casa está situada en la exclusiva primera línea de mar, ofreciendo vistas panorámicas inigualables del océano y puestas de sol que son un sueño. Ubicada en un entorno tranquilo y pintoresco, esta residencia la serenidad de vivir junto al mar. Puedes encontrar actividades como surf, pesca, golf, senderismo, vegetación exuberante y fauna salvaje, cerca de la propiedad. La casa cumple con todo los requisitos para hacer de tu estadía una gran experiencia.

Family · Location · Long stay

Fantastic mediterranean villa

Location, space, views. Beautiful mediterranean style house overlooking the bay and town. A short 5 minute walk to beach, restaurants and bars, yet it feels like a private oasis. Gorgeous sunset views. Backup power & double pane windows. Potential loud noise coming from town. CCTV security -respect guest limit. You get exclusive use of the house (NO access to the stairway leading to an upper level). 6+ groups please check our Mediterranean villa listing option.

Value · Family · Walkability

Private Pool - Ocean View - New Luxury Blinds

Santa Cruz in San Juan del Sur welcomes you. Wake-up in the morning and enjoy a stuning ocean view over the bay of San Juan del Sur. Take a bath in your private pool surrounded of tropical palms and plants. NEW luxury motorized blinds for full privacy in your own pool house. Just 5 walking minutes from the beach and the City of San Juan del Sur. But Santa Cruz is enough far away from the city to be nestled in your privacy with your private pool. New with ROKU-TV.

Location · Value · Bathroom

Entire Oceanview Villa + Private Pool

Casa El Faro 2Bd/2B – Stunning Bay Views & Private Pool in Pelican Eyes Wake up to unmatched views of San Juan del Sur’s bay at Casa El Faro, a private villa in the exclusive Pelican Eyes community. This peaceful hillside retreat features a private pool, multiple patios with unobstructed ocean views, and space for up to 8 guests max perfect for families, couples, or small groups. Casa El Faro offers one of the best panoramic views in San Juan del Sur.

Family · Value · Getting around

Casa Bella

Unparalleled privacy, service and facilities await each client. Each bedroom has its own bathroom with limitless hot water. Your own private infinity pool, full maid and laundry services are provided. Our incredible staff will satisfy every need or wish without worry or stress during your stay at the house. Close enough to town and it's surrounding beaches to remain convenient, but far enough to enjoy your privacy and access to nature and wildlife.

Location · Family · Accuracy