Holiday houses in San Juan del Sur

An infinity pool reflects the sky and ocean, surrounded by lush greenery and vibrant flowers. A traditional palapa provides shaded seating, overlooking the coastline with waves crashing on a sandy beach. Sun loungers invite relaxation in this scenic tropical setting.

4.97 out of 5 average rating, 35 reviews

Amazing Beach View & Sunsets - 13 m Infinity Pool

Villa Palmera is beachfront nestled 30 mts above the beach. Direct beach access. Watch from front chairs the waves and sandy idyllic bay and enjoy most amazing views and sunsets,. Perfect holiday base for unforgetable memories for families and friends with many things to do . Solid fiber optic wifi everywhere. Smart TV. 24/7 security. This villa shares the 13 m infinity pool with another villa. Beds can be single or king size. Inside Villas Playa Maderas - just a turn of the costal highway.

FamilyLocationPool

4.97 out of 5 average rating, 38 reviews

Spanish Colonial style Casa with gorgeous views

Casa Iguana Morada in Pelican Eyes is on the hill overlooking Playa San Juan Del Sur. Within a ten minute walk, you’re immersed in the lively town full of restaurants, bars, markets, and the beautiful beach. All three levels of the house have stunning views of the ocean, sunsets & Cristo de La Misericordia (Jesus statue). It’s close to town, yet has a quiet and peaceful ambience amongst the forest. Cool off at the shared large family-friendly pool, and a beautiful lap pool with the best view!

LocationValueWalkability

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.

4.9 out of 5 average rating, 72 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!

FamilyValueBackyard

An infinity edge pool reflects the clear sky, overlooking the ocean and lush coastline. The pool area features wooden lounge chairs designed for relaxation, with the villa’s spacious exterior blending harmoniously into the natural surroundings.

5 out of 5 average rating, 88 reviews

Oceanfront - Extraordinary Views

Villa Diamante sits atop a promontory with unobstructed 270-degree views. Your greatest dilemma will be deciding which of three breathtaking views to focus on: the dramatic south coast, the open ocean and its mesmerizing mix of blues, or the waves crashing on Remanso beach. Yes, the pictures are incredible, but they simply cannot do this property justice. The Villa Diamante views are simply unparalleled. More than one former guest is now my neighbor-I think that says it all. Recommend 4x4 SUV

ValueLocationSleep quality

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, 78 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.

LocationValueDecor

4.9 out of 5 average rating, 40 reviews

View of the Gavilán. The Loft

View of the Gavilan – The Loft Just 2 km from El Remanso beach and the center of San Juan del Sur, this refuge surrounded by majestic guanacastes combines warmth and style in every corner. Its cozy design invites you to rest and enjoy nature in comfort. The shared pool between two houses invites you to relax in the sun and contemplate the open sky. Here you can disconnect from the noise and reconnect with the essentials, enjoying peace, charm and authentic connection between sea and village.

LocationWalkabilityIndoor spaces

5 out of 5 average rating, 16 reviews

Casa Buganvilia at Lomas de Palermo

Unwind in Comfort: A Luxurious Oasis with Breathtaking Views. Welcome to Casa Buganvilia, your own private slice of paradise at Lomas de Palermo, San Juan del Sur. This magnificent 4,000-square-foot luxury home is the most elegant and impressive home in the area, offering a perfect blend of traditional Spanish architecture and modern, high-end comfort. Designed for a superb group or family vacation, the house provides ocean views from every level, ensuring a truly unforgettable escape.

ValueLocationHospitality

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, 147 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

LocationFamilySleep quality

4.94 out of 5 average rating, 31 reviews

A horse is seen grazing near a modern structure, with a covered outdoor patio featuring stone accents and lush greenery. Large windows reflect the surrounding trees and natural light, creating a serene outdoor environment.

Farm stay in Escamequita

Loft-style Barndo #2 @ Horse Stables w AirCon

Stay at a modern loft at Big Sky Stables, just outside San Juan del Sur with easy access off the new coastal highway in Escamequita. Wake up to howler monkeys and grazing horses. Enjoy your morning coffee on your private patio overlooking the stables. The loft features A/C, hot water, and reliable WiFi. Walk to pickleball and local restaurants or head to nearby beaches within minutes. As a guest, we offer discounted horseback trail rides. We look forward to hosting you soon.

LocationBeachComfort

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, 125 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 loud 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.

LocationFamilyBeach

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, 143 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.

LocationValueAmenities

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.