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.

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 pool, shared with 1 other house, 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.

Jungle Luxury, Surf & Plunge

Escape into comfort & relaxation at our newly built house just a short walk to one of Nicaragua's top 5 surfing beaches, Playa Maderas. At Casa Matilda, you'll wake to sounds of birds and monkeys, natural beauty all around you. Indoor-outdoor living at its finest. Drink your morning coffee with a view. Cool off in the pool, dip in the cold plunge. Shower outside after a beach day. Bring your 4x4 for our rustic roads! Gate guards keep things secure. Now that you're here, let yourself go.

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.

Beachfront 30m above - infinity pool - 180° views

Villa Delfin is amazingly close to the ocean so you can look directly down on the sand. Best beachfront and very private pool area in Maderas for with 180 degrees bay view to enjoy the most amazing wonderful views and sunsets including Maderas Rock and to mountains in Costa Rica. Direct private beach access. Great privacy at unique outside areas. Beds can be single or king size. Solid fiber optic wifi inside and outside..Inside Villas Playa Maderas - just a drive of the coastal highway.

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.

Stylish Retreat Just Moments from Town & Beach

Nestled on a quiet paved street -- just 6 minutes from center of San Juan del Sur and the bay -- Casa de Rev offers the perfect retreat for exploring the area. Whether you're planning a memorable family getaway or a fun-filled vacation with friends, this home provides everything you need for a seamless and enjoyable stay. Guests benefit from the convenience of concierge services, an on-site caretaker, and a backup generator to ensure uninterrupted comfort in case of a power outage.

Casa Grillo | Luxury Surf Villa in Big Sky Ranch

Casa Grillo is a private luxury sanctuary nestled in the highly sought-after equestrian community of Big Sky Ranch in Escamequita. Surrounded by lush jungle mountains and mature tropical landscaping, the home offers complete privacy, tranquility, and refined comfort. Just 5–15 minutes from secluded beaches, world-class surf breaks, and the vibrant town of San Juan del Sur, Casa Grillo gives you the perfect balance of peaceful retreat and easy access to everything you need.

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.

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.

Casa Cielo-Pelican Eyes, Stunning OceanView Villa

Casa Cielo Pelican Eyes will literally make you feel in heaven. Let yourself enjoy the stunning sunsets, the amazing view of San Juan del Sur bay, and every detail in this spacious villa. Your stay in Casa Cielo will be enchanted by the surrounding nature and romantic feeling of the house. The villa has 2 en suite bedrooms, additional morphy bed, guest bathroom, balcony and terrace with bbq. 24/7 security, parking space and it is right in town.

HOUSE NEAR THE BEACH AND TOWN*

Clean and bright home located in San Juan Del Sur nestled among lush tropical trees. Just a 5 min walk to the beach and 10 - 15 min walk to town along the beach. Close to the action but far enough for a quiet sleep. The home is an oasis where you can return after a day of exploring to have a glass of wine on the patio, swim in the pool, eat on the open rooftop patio, relax on the hammock or just watch a movie.