Holiday rentals with a pool in San Juan del Sur Bay

A modern home is highlighted by an outdoor pool and a spacious terrace area. Multiple seating arrangements, including green chairs and a table, complement the poolside setting. Large glass doors provide views into the illuminated interior, merging indoor and outdoor experiences.

4.85 out of 5 average rating, 156 reviews

Casa Alegre is beautiful, peaceful and Fun join us

Casa Alegre is located in San Juan del Sur, Nicaragua this spacious and modern home sits on top of a hill where you can enjoy the best views of the bay, In the morning you will enjoy the cool breeze that hits the pool and yard area while you zip on your favorite morning drink, the feeling of total serenity and peacefulness while you watch the many different types of birds fly over the bay and as you stand or sit by the pool you can enjoy looking at the 82 foot STATUE OF CHRIST. SEE YOU SOON

A view from the patio showcases comfortable yellow lounge chairs overlooking a lush jungle landscape. The open living space is partially visible, featuring colorful furnishings and natural light streaming in. The canopy of trees adds a tranquil and natural ambiance to the setting.

4.89 out of 5 average rating, 64 reviews

Chic tropical house with 200mega & ocean views

Casa Culebra: Rustic charm meets modern comfort in this single-level Airbnb nestled within Balcones de Majagual. Enjoy breathtaking ocean and jungle views from this open-air, private sanctuary. With 2 King bedrooms, solar hot water en-suites, and a fully equipped kitchen, it's perfect for a getaway. Cool off in the shared, newly renovated pool just steps away. Located 20 minutes from town and minutes from the beach. Accessible via 4x4 vehicles. High-speed 200mbps fibre optic internet available!

Apartment in San Juan del Sur

A stylish studio apartment features a spacious living area with a comfortable couch and a wooden coffee table. The sleeping area showcases a large bed with decorative pillows. Modern appliances are visible in the kitchen, while a ceiling fan enhances the airy atmosphere.

4.75 out of 5 average rating, 160 reviews

Stylish, modern, airy studio with easy town access

Chic, stylish studio located just steps from town and the beach! Condito Mapache is a new space located just on the edge of the town of San Juan del Sur. Decorated in handcrafted Nicaraguan furniture, and hand painted tiles from Granada, this spacious studio offers you everything you need to be comfortable on your stay in Nicaragua. Wifi, AC, smart TV, Juliette balcony, shared pool, stocked kitchen, washer/dryer and onsite pizza parlour are just some of the perks of this sweet little space!

4.79 out of 5 average rating, 182 reviews

A bright living area features large glass doors that open to a private patio. Two blue sofas and a wooden coffee table are arranged around a decorative rug, while a TV is mounted on the wall. A ceiling fan provides airflow in the space.

Flat in San Juan del Sur

Steps to beach apt. ♡ of SJDS, Plaza La Talanguera

Plaza La Talanguera, the newest luxury apartment in San Juan del Sur. Located walking distance to the beach about 10 minutes and a 15-20 min walk to town. Short distance to World class Surf. Includes security 24/7, private parking, guest parking, La Tostaderia coffee shop. Apartment has SmartTV, private balcony, a/c in every room and open concept living area, hot water, High speed WiFi. Closest Beaches: Maderas, Marsella, Nacascolo, Peña Rota, San Juan del Sur, Mixcal, Tamarindo, Yankee.

Top guest favourite

A private pool area is framed by a spacious patio, offering multiple sun loungers for relaxation. The two-story house features large sliding glass doors, extending the living space outdoors. A hammock chair and an outdoor bar are positioned under a shaded terrace, surrounded by lush greenery.

4.99 out of 5 average rating, 168 reviews

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.

Apartment 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.

4.89 out of 5 average rating, 118 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. UPDATE: The pool has been fully resurfaced and is like new once again! ALSO: There is no elevator.

4.86 out of 5 average rating, 249 reviews

A person is seen relaxing in an infinity pool, gazing over a coastal landscape featuring rocky cliffs and a distant island. The tranquil water reflects the soft colors of the sky at dusk, surrounded by lush greenery and trees framing the serene view.

Home in Rivas

Shankton Harbour 3BR/4Bed/4BA w Private SEA path

This amazing house is truly one of a kind. Modern luxury with your own PRIVATE sea shelf! Modern designed house with full amenities package including pool, private beach, yoga platform access, sea shelf fishing and more! A spectacular location near many famous surfing breaks (Colorado, Amarillo, San Juan, Popoyo, etc). The house also includes options for private yoga, massage, surf lessons, deep sea fishing excursions, and even private transportation by land or sea!

A serene outdoor area presents a sparkling swimming pool surrounded by lush greenery. A wooden lounge chair is positioned beside the pool. The background reveals panoramic views of the ocean and rolling hills under a clear blue sky.

4.95 out of 5 average rating, 167 reviews

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!

An outdoor terrace showcases a seating area with a table and four chairs, surrounded by vibrant pink bougainvillea. The view overlooks a bay filled with boats against a backdrop of clear blue skies and fluffy clouds, creating a serene coastal atmosphere.

4.94 out of 5 average rating, 111 reviews

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 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.

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.

4.9 out of 5 average rating, 21 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.

4.91 out of 5 average rating, 106 reviews

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

Private Pool - Ocean View - Design Home

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. You have 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.