Vacation rentals with outdoor seating in San Juan del Sur Bay

Canopy Treehouse, pool, sleeps 8, close to beaches

Stay among the treetops with the monkeys at Casa Cielo Azul, a stunning two-story treehouse with 180° ocean views. This 3,000 sq. ft. villa in the unique Balcones de Majagual community near SJDS features 4 bedrooms, 4 bathrooms, a private pool, Wi-Fi, a hanging bed, and three decks. Perfect for groups yet intimate for couples, it offers wildlife immersion, easy beach access, surfing, and the ultimate treehouse experience. Cleaning service is included for stays of more than five days. 4WD access.

Peaceful Hillside Villa with Stunning Views

Villa Paraiso del Sur is a creative's dream. Unplug yourself from the crowd in this secluded off the beaten path location while you reflect, reconnect, and recharge. Nestled in the jungle and designed to enhance everything surrounding it, our hope is that you enjoy every part of your stay; from taking morning walks to a beautiful lookout point nearby, relaxing by the pool watching herds of monkeys pass by, or by sipping local beer/wine while watching epic sunsets and spectacular panoramic views.

7 room Private Luxury Villa with Full Staff

A Bay View villa by 5 minutes from the sea. Experience luxury on a scale that’s almost unimaginable. Escape from it all with friends or family to a truly stunning 7-bedroom villa in San Juan del Sur. Top level of luxury up to the maximum in each room, with stunning views of the ocean & mountains. With a spacious balconies, 5 different terraces and living areas, multiple gardens, a private infinity pool and full time staff. If you book this luxurious villa, all of the above & more will be yours.

Beachfront 30m above - infinity pool - 180° views

Villa Delfin is amazingly close to the ocean so you can look directly down on the sand and the high tide covering it. Best beachfront private pool area in Maderas with 180 degree bay view to enjoy the most amazing sunsets and wonderful views of the Pacific Ocean, including Maderas Rock and a view to the mountains in Costa Rica. Direct private beach access. Inside Villas Playa Maderas with fiber optic wifi inside and outside as good as any city in the world. Great privacy at outside areas.

Casa Millie at the Top - 2 Bed

This brand new 2 bedroom is located at the very top of Maderas hill, with an incredible view of the wave and the famous "Shark fin Rock". It's got everything you'll need. Hot water, AC, wifi, security cameras, pool, lounge chairs and more. Both bedrooms and living room have the exact same view, so you won't need to fight over which room to choose. Super secluded and safe, with Hush Hotel/Restaurant within steps, for a amazing views for cocktails and food. We do not accept parties.

Surfers Paradise - Las Planadas Cabin Yankee Beach

in the heart of the village of Escamequita, our rustic cabin offers a unique escape surrounded by nature. This cozy cabin is where you can disconnect from the city life and reconnect with the beauty of the natural world. Our rustic wooden cabin is designed to harmonize seamlessly with the lush surroundings. Inside, you'll find a comfortable sleeping area and a well-equipped kitchen. Check our project and the beauty of the complex through youtube at Las Planadas de Escamequita.

Stunning Hilltop Beach House-Ocean/Mountain Views!

Casa Buenavista Enjoy the best view of SJDS! Panoramic views to the ocean, mountains and city. The property is located in an upscale gated community located minutes from the beach, city center and attractions. The house is fully staffed to provide daily housekeeping and security and is equipped with modern appliances, furniture, AC, internet, and cable. This property is in high demand; we recommend to book in advance. We welcome you and look forward to your stay!

Dianna's 3 bedroom town Apartment

Super clean 3 bed 2 bath ocean view apartment with private balcony. Close to everything. Location, location, location. Centrally-located, with views over the San Juan del Sur town and the ocean. Amazing sunsets. Walk everywhere. Fast wifi, clean and new with A/C. You are right there to enjoy all the town has to offer with its coffee shops, beach front restaurants, music scene, town beach and culture. But sheltered from a lot of the noise.

Grey Studio Apartment EU

This niche apartment offers everything you could need. With an airy open space design the loft is perfect for a couple or a small family. The most intimate and also the only self-sufficient room with a full kitchen in the living room and a private outdoor terrace, private garden, and outdoor seating area. This room does not have a pool, but you have access to the pool at the beach club. Check us out in @aurea.nica