Holiday houses in Bahía San Juan del Sur

Guesthouse in San Juan del Sur

A refreshing saltwater pool is showcased against a backdrop of rolling hills and a cloudy sky. Lounge chairs are positioned nearby, providing a relaxing spot. The structure of the cabaña can be seen in the distance, nestled among the greenery of the hillside.

4.96 out of 5 average rating, 81 reviews

5-min walk to town, pool, plunge tub, hot shower

From this hidden hill, you can walk to town in just 5 minutes (7 to the beach)! Superb location & convenience coupled with oasis-like escapism, this home is purposely positioned to be your perfect hideaway when seeking to be near downtown, yet need a haven to retreat to on foot. You can be carefree (and car-free) at a moment's notice to stroll towards the energy of the beach town, yet easily recharge back home perched high above it all with gorgeous golden-hour views of the town and hillsides.

A modern exterior space features a covered seating area with soft cushions, framed by large glass windows. The pathway is outlined with neatly arranged steps leading to a rustic wood door, while surrounding plants enhance the natural setting. A serene sunset can be seen in the background.

5.0 out of 5 average rating, 13 reviews

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.

4.97 out of 5 average rating, 39 reviews

The image features a stunning infinity pool that merges with the ocean horizon. A warm sunset casts golden hues across the sky and tranquil waters, with a rocky coastline visible in the distance. The pool area is surrounded by wooden decking, creating a serene retreat.

Home in Playa Maderas

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.

Superhost

4.8 out of 5 average rating, 5 reviews

Spanish Colonial style Home with Ocean Views

Enjoy stunning panoramic views of San Juan del Sur bay from this peaceful hilltop studio. Wake to ocean breezes and nature sounds, yet just minutes from the vibrant town with its restaurants, bars, markets, and beach. Estudio Colinas Del Mar sits in the gated Pelican Eyes community with 24/7 security, two large shared pools, and a pool-side bistro. Ideal for couples or small families (up to 4 guests), this bright studio offers the perfect tranquil setting for a relaxing Nicaragua vacation.

Condo in San Juan del Sur

A spacious living area features a comfortable seating arrangement alongside a dining table, with wooden chairs. Natural light floods in from large glass doors, offering an unobstructed view of the beach and ocean. A TV is mounted on a wall, complementing the sleek design.

4.88 out of 5 average rating, 153 reviews

Penthouse with pool in the heart of SJDS

This show-stopper is located directly in front of the beach in the heart of town. Once inside you will marvel at the penthouse's incredible ocean view and sleek design. With nearly 180 degree view of the beach, you're sure to get the best Insta shots to make your friends jealous! Directly across the street are restaurants, bars, and shopping to enjoy your days and evenings. PLEASE BE AWARE: THERE IS NO ELEVATOR. MUST BE ABLE TO CLIMB 3 FLIGHTS OF STAIRS TO GET UP TO THE 4th FLOOR

5.0 out of 5 average rating, 29 reviews

A large, floor-to-ceiling glass door provides a stunning view of lush green hills and a serene outdoor space with a swimming pool. Sun loungers are positioned beside the pool, creating an inviting area for relaxation while natural light illuminates the interior.

Home in Escamequita

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.

Superhost

An open-concept kitchen and living area is highlighted by a wooden bar with two place settings and a bottle of wine. Decorative flowers sit in a white vase, and a cozy sofa is visible in the background, accompanied by a staircase leading to the upper level.

Villa in San Juan del Sur

4.89 out of 5 average rating, 147 reviews

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.

The villa's exterior showcases modern architecture with large glass windows and sliding doors, providing a seamless connection to the outdoors. An infinity pool extends toward the lush greenery, framed by neatly trimmed bushes. Soft evening light enhances the inviting ambiance of this luxurious retreat.

4.99 out of 5 average rating, 68 reviews

Villa Solstice- Pacific Marlin - Luxury Villa

Villa Solstice is not just a home, it's an unparalleled experience. Soaring 22 stories above Nacascolo Bay in Nicaragua's most prestigious subdivision, Pacific Marlin, this architectural marvel offers unobstructed Pacific Ocean views, sweeping bay vistas, and 270-degree panoramas of lush valleys. 5 minutes to the vibrant nightlife and beachfront restaurants of downtown San Juan Del Sur. 10 minutes to world-class surfing, yet private, quiet, and secure.

Superhost

The private pool offers a serene view of the ocean as the sun sets, creating a warm ambiance. Two guests are present; one is seated at the pool’s edge with a glass, while the other is reclining nearby. The landscape reveals boats in the water and distant hills.

Villa in San Juan del Sur

4.9 out of 5 average rating, 20 reviews

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.

Villa in San Juan del Sur

An inviting terrace is shown, featuring arched openings that frame the view of the lush landscape and distant bay. Several wooden lounge chairs are arranged on the tiled floor, providing a comfortable setting for relaxation. Bright natural light fills the space, enhancing the serene atmosphere.

4.93 out of 5 average rating, 45 reviews

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.

A spacious rooftop patio features a comfortable hammock and wooden dining table surrounded by chairs. Decorative light fixtures hang from the ceiling, providing soft illumination. Greenery from tropical trees enhances the tranquil atmosphere of the outdoor space.

4.86 out of 5 average rating, 129 reviews

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.