Vacation rentals with a pool in San Juan del Sur Bay

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Top-rated rentals with a pool in San Juan del Sur Bay

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

A modern outdoor area features a sparkling pool bordered by lounge chairs in bright colors. Comfortable seating arrangements are visible under a shaded patio, complemented by large windows revealing the interior space. The serene landscape and blue sky enhance the inviting ambiance.

Home in San Juan del Sur

4.85 out of 5 average rating, 151 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

Guest favorite

A vibrant swimming pool is surrounded by lush green foliage, providing a serene outdoor space. Poolside sun loungers invite relaxation, while a terrace with a red railing and a small table enhances the area. Colorful cups are visible on the outdoor ledge, adding a playful touch.

Chalet in San Juan del Sur

4.87 out of 5 average rating, 117 reviews

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. # # #

Top guest favorite

A serene swimming pool is framed by lush greenery and tropical plants. A comfortable lounge chair is positioned nearby, with a small wooden table and potted plant adding to the inviting outdoor space. Thatched-roof cabañas are visible in the background under a partly cloudy sky.

Home in Limon2

4.95 out of 5 average rating, 151 reviews

TROPIC POPOYO/ Beach Cabañas / Loft Playa Santana

PRIVATE BEACH CABAÑAS (mediterranean style) with its own KITCHEN, FRIDGE and BATHROOM, double bed with an optional extra bed, so perfect for 1 person, a couple or group of 3. Situated 2 min walking to the beach, between SANTANA and POPOYO beach. Walking distance to some of the best surf spots in NICARAGUA. Common area includes POOL, BBQ and hammocks to chill out. We have WIFI, motorbike with racks and surfboards rental, surf guiding service so you can score the best spots in the area.

Guest favorite

A modern pool area features a clear blue swimming pool surrounded by light-colored tile. Four lounge chairs are arranged nearby, complemented by a garden of blooming roses along the perimeter. The space is enclosed for privacy, with a sunny sky visible above.

Apartment in San Juan del Sur

4.79 out of 5 average rating, 176 reviews

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.

Guest favorite

Cabin in San Juan del Sur

4.85 out of 5 average rating, 105 reviews

Boho Jungle Retreat, ocean views, private pool

Discount due to nearby road construction! Casa La Serena offers style, privacy and comfort in this stunning boho style 2-bedroom, 2.5 bathroom home with ocean and jungle views and a beautiful private pool for your enjoyment. Cleaning, power generation support and a local team to meet and greet, it is the perfect place for honeymooners, couples and families too! Located in Balcones de Majagual, the villa has incredible views of the Pacific. 200 mega fibre optic internet, newly redone pool

Top guest favorite

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.

Home in San Juan del Sur

4.99 out of 5 average rating, 156 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.

Guest favorite

A resurfaced pool is set within a well-maintained yard, surrounded by lush greenery. The pool features gentle steps for easy access, and a vibrant lawn complements the tranquil setting. Soft sunlight bathes the area, emphasizing the inviting atmosphere for relaxation.

Condo in San Juan del Sur

4.88 out of 5 average rating, 106 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.

Guest favorite

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.

Home in San Juan del Sur

4.96 out of 5 average rating, 152 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!

Guest favorite

A vibrant pool area features a heated swimming pool surrounded by wooden decking and lush greenery. The building showcases yellow shutters and a blue awning, with a mural visible on the wall. Outdoor seating arrangements are present near the pool.

Home in San Juan del Sur

4.93 out of 5 average rating, 106 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.

Guest favorite

A sunlit patio features two wooden lounge chairs facing a stunning ocean view. The infinity pool reflects the vibrant blue sky and the surrounding greenery adds a touch of tranquility. Light clouds gently drift above, completing this serene coastal scene.

Home in El Remanzo

4.94 out of 5 average rating, 163 reviews

Introductory rates! New Remanso beach house

We welcome you to stay at this incredible 6 bedrooms 5 bathrooms house just steps from Remanso beach! 4 bedrooms have direct ocean views. Beds are incredibly comfortable and they all feature upgraded mattresses. 4k smart tv’s throughout the house with Netflix and cable. Reliable internet and solar energy backup. Water purification system and daily housekeeping will make your stay unforgettable! Salt water pool, ping pong table and trampoline!

Superhost

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.

Home in San Juan del Sur

4.84 out of 5 average rating, 115 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

Guest favorite

An inviting swimming pool is surrounded by a well-maintained outdoor area featuring green grass and stone pathways. Two potted plants are positioned near the pool's edge, and a lounge chair rests along one side of the pool, providing a space for relaxation.

Apartment in San Juan del Sur

4.84 out of 5 average rating, 266 reviews

Beach Front Condo El Torreon 3 San Juan del Sur

Beautiful beachfront condo, great views of the bay, close to restaurants & nightlife. The area was featured on the cover of Lonely Planet Nicaragua. If you like the nightlife, this condo is perfect. Great amenities: fully equipped kitchen, wireless internet, two balconies facing the ocean, etc. There will be additional fees for excessive electricity use. Please review information below before booking.