Vacation rentals with a pool in San Juan del Sur Bay

Villa in San Juan del Sur

A vibrant outdoor area features a sparkling pool surrounded by manicured grass. Comfortable lounge chairs are positioned nearby, with lush greenery framing the space. A glimpse of the ocean is visible in the background, complemented by the rustic structure of the villa.

4.87 out of 5 average rating, 142 reviews

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.

4.8 out of 5 average rating, 10 reviews

An inviting private pool features a clear blue surface surrounded by a spacious deck. Lush greenery is visible in the background, along with a modern two-story home with large windows. A pool float and lounge chair are positioned by the water's edge.

Home in Tola

Home In Hacienda Iguana, walk to the beach

Relax with your family at this peaceful, beautiful, bright, and airy home within Hacienda Iguana. Located on a quiet street, chill by your private pool, take a short stroll “5 minutes “ down to one of the world-class beaches nearby or enjoy a round of golf. We are fully equipped with everything you need including pool toys, bikes, and boogie boards. We offer a cleaning service and can suggest private catering if you want to relax knowing you have delicious meals being prepared for you.

4.84 out of 5 average rating, 32 reviews

An aerial view of a lush green lawn surrounded by trees. A private pool is visible beside two orange lounge chairs on a furnished deck. The sandy beach is seen in the distance, providing a natural backdrop to the tranquil outdoor space.

Home in Tola

Santuario del Sol: 4br w pool RIGHT at Colorados

**DEEP DISCOUNTS MAY & OCTOBER!** On-the-sand 4 bedroom home right at the Colorados surf break. Sleeps 8. Beautiful gardens & soft lawn surround private pool and furnished deck with direct views of the Colorados surf break. 4 bedrooms with AC and private bathroom. 24/7 concierge, daily cleaning, gardener, pool guy & night watchman. Full catering and airport shuttles available. All you have to do is get to MGA. We take care of everything else. Arrive & enjoy... See you soon!

A crystal-clear pool is framed by lush greenery and a cascading waterfall, creating a serene outdoor space. The pool area is surrounded by textured tile and features a spacious patio that connects to the house, inviting relaxation and enjoyment.

4.85 out of 5 average rating, 33 reviews

Casa Coral - top location & great for groups

Great location with direct access to the beach, just 3 minutes walking! It’s a very cozy house, prepared for great hang outs between friends and family! Central pool with cascade, five rooms: two rooms with queen size bunk beds , one room with queen bed and two rooms with king bed. The house has four private parking spaces located at the back. We offer security guard by night by Oldemar as well as our cleaning lady named Karina, we offer one cleaning per day if agreed by client.

Apartment in San Juan del Sur

A curved swimming pool is surrounded by vibrant greenery and colorful tropical plants. A natural stone patio leads to the pool, while a wooden railing offers a view of the landscape. The bright yellow wall adds a cheerful touch to the serene environment.

4.88 out of 5 average rating, 139 reviews

Modern Luxury Studio w Pool - Steps to Beach

Modern Luxury Studio Suite - Walking Distance From Town! A beautifully appointed studio apartment with private patio and pool located in a small development within a 2 minute walk to the beach. The studio boasts a kitchenette and dining/sitting area. We have a queen bed with pillow top mattress and internet is included with all rentals. The property includes a large garden area for relaxing, yoga or hanging out by our large private pool. You won't be disappointed!

A serene outdoor space features a sparkling pool surrounded by lush green grass. Two lounge chairs are positioned near the pool, offering unobstructed views of the ocean and hills in the distance, providing a relaxing atmosphere for leisure.

4.96 out of 5 average rating, 142 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!

Condo in San Juan del Sur

A clear blue private rooftop pool is viewed alongside a vibrant mural depicting various fish. The pool area is surrounded by smooth tile and offers views of the surrounding landscape under a bright blue sky.

5 out of 5 average rating, 10 reviews

Penthouse in the Sky w/Private rooftop Pool

This penthouse overlooks San Juan Del Sur at one of the highest vantage points, and is only a 7 minute drive to town. You'll have a private rooftop pool, just for you, and access to the larger main pool, in the communal area. The private rooftop patio has a wet bar, with seating and an incredible view of the bay of San Juan. You'll also have lots of space for 8 people, with 4 bedrooms, 4 bathrooms, a full kitchen, and plenty of lounge space.

A private pool is set within a spacious patio area, surrounded by four lounge chairs. An umbrella provides shade nearby. The barbeque area is visible in the background, enhancing the outdoor space for dining and relaxation.

4.85 out of 5 average rating, 109 reviews

San Juan del Sur Pool, Santorini 59

House 3 bedroom (all with air condition) 2 bath with private pool and barbecue area fit up to 8 people, full kitchen Santorini Condominiums, gated with 24 hour security. On the top floor, two rooms and a bathroom; one room fitting up to three people and the other includes a queen bed that fits two individuals. The bottom floor has the living are and a room next to the stairs that can also fit three people. Wifi is 200 megabyte. Hot water

A charming villa is surrounded by lush greenery. The exterior features a private plunge pool, an outdoor dining area with wooden furniture, and a terrace adorned with a hammock. A well-maintained lawn leads to inviting landscaping of plants and pathways.

5 out of 5 average rating, 8 reviews

180° ocean views and in forest - Natural Paradise

Beachfront Villa Tortuga is nestled 30 mts above the beach inside Villas Playa Maderas with fiber optic wifi as good as any city in the world. This Villa has a private plunge pool. An unforgettable balanced paradise, 11 km from San Juan del Sur. You can work remotely, relax and have the best experience with family and friends, enjoying wonderful sunsets and amazing bay views of the Pacific Ocean.

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.

4.9 out of 5 average rating, 84 reviews

Santa Cruz Luxury Loft - Ocean View- Private Pool

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. 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.

A relaxing outdoor space is illuminated by soft lighting, featuring a large pool surrounded by greenery. Seating arrangements include wooden chairs and a table, creating an inviting area to unwind. The soothing atmosphere is complemented by lush plants and a decorative stone wall.

4.94 out of 5 average rating, 34 reviews

CHEERFUL CASA NEAR HEART OF SJDS

Clean spacious house near the heart of town and just off the main roads to magical beaches, day resorts and fun night life. 24 hour security gated community. Lots of room for parking or rented bikes. 2 bedrooms with 4 twin beds, 2 bathrooms. Kitchen with fridge, microwave and coffee maker. Relaxing outdoor space with a large pool for chilling out. Outdoor kitchenette with gas BBQ!