Vacation rentals with outdoor seating near Playa San Juan del Sur

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.

Casa Paraíso overlooking Playa Maderas, 2nd floor

Enjoy the vibrant Maderas Valley community when you stay at this 2nd floor condo in Casa Paraíso. The luxurious 2 bed/2 bath with full kitchen and living area is walking distance to epic waves, soul inspiring yoga, relaxing massages, great restaurants, and some of the best beach sunsets in Nicaragua. Or enjoy all the amenities as you take in sunsets from our rooftop lounge, dip in the private pool, utilize the bbq area, and enjoy the sounds of the jungle as you doze off to a peaceful sleep.

Five special things Casa 72 has for you

Spacious, complete★ house. ★ Centrally located: close to everything, on foot ★ Designed for vacationing by a renowned architect in 1972 ★ Spacious, high ceilings, cross winds, natural light, huge stained glass windows, primary colors, organic materials. ★ Managed by a Super Host, friendly, helpful, experienced ★ You feel comfortable without knowing why. Guests from all over the world are delighted with this 20th century architectural gem, renovated to 21st century standards. # # #

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.

Cecil's HideAway

Guest houses is ideal for the nomad traveler w/transportation. Beautiful & peaceful garden oasis outside of town. Near 5 beaches. A hotel/restaurant next door usually open for breakfast-dinner. Immerse yourself in a tropical garden w/ outdoor tables & chairs, hammocks under the trees w/ birds sing, watch the beautiful sunset. 15 min. walk $ Nacascolo beach 1.8 miles-Marsela beach 2.5 miles-San Juan Del Sur beac NOTE: We have new and much improved INTERNET

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.

Modern Day Castle, sleeps 8, wifi, pool, views!

Perched high in the sky, with an unrivalled vantage point that oversees the vast expanse of the Pacific Ocean and the charming town of San Juan del Sur, Casa Sajonia is a bright, funky, and stylish family home sleeping 8. This exceptional four-bedroom masterpiece boasts a private pool and, quite possibly, the most breathtaking views in the entire region. The sunsets from this location are nothing short of awe-inspiring.