Vacation rentals in San Juan del Sur

View of the Gavilán. The Loft

Gavilan View – The Loft Just 2 km (1.2 miles) from El Remanso Beach and downtown San Juan del Sur, this retreat, surrounded by majestic guanacaste trees, offers warmth and style in every corner. Its cozy design invites you to relax and enjoy nature in comfort. The pool, shared between two houses, 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.

Spanish Colonial style Casa with gorgeous views

Casa Iguana Morada in Pelican Eyes is on the hill overlooking Playa San Juan Del Sur. Within a ten minute walk, you’re immersed in the lively town full of restaurants, bars, markets, and the beautiful beach. All three levels of the house have stunning views of the ocean, sunsets & Cristo de La Misericordia (Jesus statue). It’s close to town, yet has a quiet and peaceful ambience amongst the forest. Cool off at the shared large family-friendly pool, and a beautiful lap pool with the best view!

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.

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.

Casa del Arte private floor - amazing ocean view

Working remotely and looking for an inspiring place, nature time and a comfortable place to work and live? Casa del Arte is located walking distance from the beach, has a beautiful ocean view with the sun setting right in front. Everything you find in this place is local craftsmanship, from the coffee cups, to the furniture, to the tiles.. Get inspired by the colonial feel, while enjoying amenities like AC, hot water shower a fully equipped kitchen and fiber optic internet

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.

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 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.

Santa Cruz Loft 4

Welcome to Santa Cruz, Loft 4! This loft is on the upper level at the end, very private, large deck and pretty cool views out over the crescent bay of San Juan del Sur. Two bedrooms ensuite, open plan kitchen with a spacious lounge that leads onto your private swimming pool that over looks hillsides and the ocean. Please be advised the view can be interrupted at certain times of the year.

NEW HOUSE at Playa Remanso

Experience refined coastal luxury in this brand-new, oceanfront estate. Five elegant bedrooms each offer private ensuite baths, including four king suites and a bunk room with two queen-over-queen beds. Savor endless ocean views from the saltwater infinity-edge pool and upscale outdoor grilling terrace. A sophisticated haven designed for elevated comfort and unforgettable seaside vacation.