Vacation rentals with a pool in Playa San Juan del Sur

Find and book unique homes with a pool on Airbnb

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

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

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Guest favorite

Home in San Juan del Sur

4.84 out of 5 average rating, 140 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

Villa in San Juan del Sur

4.87 out of 5 average rating, 132 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.

Guest favorite

Home in San Juan del Sur

4.87 out of 5 average rating, 56 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!

Superhost

Townhouse in San Juan del Sur

4.9 out of 5 average rating, 133 reviews

Modern Townhome with Pool - Walk to beach & town.

Walking distance to the beach and town in a secure development with 24hr security. As our guests, you will have exclusive access to our private pool and patio including BBQ and outdoor eating area. Inside, you'll find all the major amenities such as wifi, TV, AC, gas stove and a blender that is just dying to make you a margarita. This 3 bdrm, 3 bath townhome is only a 5 min. walk from sunsets on the beach and only 12 min. from all the restaurants and fun that San Juan del Sur has to offer.

Guest favorite

Home in Limon2

4.95 out of 5 average rating, 130 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.

Superhost

Home in San Juan del Sur

4.84 out of 5 average rating, 153 reviews

“VeleroHouse” Modern, spacious w/premium location

Recently renovated spacious, modern and complete townhouse, located in a very safe and premium gated community with 24 hr security manned access control. Security Alarm system, Hi speed wifi with extended range and high quality sound system. Free Daily Hotel Style cleaning service! Transportation Service to and from Managua with private driver available 24 hours a day for an additional cost. Must reserve in ADVANCE. *Premium discounts for long terms stays! *Inquiry within

Superhost

Home in Rivas

4.84 out of 5 average rating, 209 reviews

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!

Guest favorite

Home in San Juan del Sur

4.96 out of 5 average rating, 126 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!

Superhost

Home in San Juan del Sur

4.92 out of 5 average rating, 148 reviews

Jungle Paradise, Ocean Views, 200mega Internet

Experience breathtaking ocean and jungle views at Casa Selva, a stunning 1600 sq. ft. villa in the hills north of San Juan del Sur. This home features two king suites, 2.5 bathrooms, two decks, hot water, laundry, and an outdoor shower, all set within the jungle canopy. Take a dip in the shared infinity pool, floating among treetops just steps from your door—a favorite spot for monkeys! Enjoy lightning-fast 200Mbps fiber optic internet for seamless connectivity.

Guest favorite

Home in El Remanzo

4.97 out of 5 average rating, 146 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!

Guest favorite

Home in San Juan del Sur

4.84 out of 5 average rating, 100 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

Superhost

Home in San Juan del Sur

4.81 out of 5 average rating, 102 reviews

CASA MILOR - BEACHFRONT PARADISE

Casa Millor, a modern, beautiful home in Playa Marsella, is less than a 15 minute drive from San Juan del Sur on the Emerald Coast of Nicaragua. Enjoy the privacy and peace of this beachfront retreat while still having easy access to nightlife, surfing, restaurants, and the best amenities in the area. Surrounded by tropical forest and with direct access to the beach, you will feel like you have your own private piece of paradise