Holiday rentals in San Juan del Sur

4.86 out of 5 average rating, 179 reviews

Casa Alegre is beautiful, peaceful and Fun join us

Casa Alegre features spacious social areas designed to bring everyone together while still offering privacy and comfort throughout the home. The second floor serves as the heart of the house, featuring an open-concept layout with floor-to-ceiling windows that showcase stunning views of the bay, terrace, and pool from the kitchen, dining, and living areas. The fully equipped kitchen includes: * Gas stove with oven * Refrigerator * Microwave * Blender * Hot & cold water dispenser * Pots and pans * Plates, glasses, utensils, and cookware The indoor dining area connects seamlessly with the living room, bar area, and outdoor terrace, creating the perfect atmosphere for relaxing, entertaining, and enjoying the view. Outside, guests can enjoy: * Private swimming pool * Spacious terrace * Gas BBQ grill * Large outdoor dining table * Lounge areas * parking * WiFi throughout the property

LocationFamilyBathroom

Superhost

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.

Apartment in San Juan del Sur

Penthouse with pool in the heart of SJDS

This beachfront penthouse puts you in the heart of San Juan del Sur with incredible nearly 180° views of the ocean and SJDS Cove. Step outside and you’re directly across from the beach, restaurants, bars, shopping, and nightlife. Enjoy the views from your private balcony and experience the best of SJDS right outside your door. The perfect location for beach days, sunsets, and nights out! PLEASE NOTE: The condo is on the 4th floor with NO elevator. Guests must be able to climb 3 flights of stairs

ValueFamilyLayout

4.87 out of 5 average rating, 156 reviews

4.98 out of 5 average rating, 43 reviews

The image features a stunning infinity pool that merges with the ocean horizon. A warm sunset casts golden hues across the sky and tranquil waters, with a rocky coastline visible in the distance. The pool area is surrounded by wooden decking, creating a serene retreat.

Home in Playa Maderas

Beachfront 30m above - infinity pool - 180° views

Villa Delfin is so close to the ocean you can look directly down on the sand. Best beachfront and very private pool area in Maderas with 180 degrees bay view to enjoy the most amazing views and sunsets including Maderas Rock and to mountains in Costa Rica. Direct private beach access. Great privacy at unique outside areas. Beds can be single or king size. Solid fiber optic wifi inside and outside Inside Villas Playa Maderas - just a turnoff from the new coastal highway. So easy to access now.

LocationFamilyAmenities

A spacious porch is shown, featuring a wooden dining table with chairs and comfortable seating arrangements. The setting sun casts a warm glow over the landscape, with hills visible in the distance, creating a serene view of the surrounding area.

4.92 out of 5 average rating, 76 reviews

Luxury 5 bed estate, pool, hotel-like experience

Beautiful, spacious hotel-like tropical villa atop the hills overlooking San Juan Del Sur and the Pacific. Private estate with pool on 6 acres of mountaintop tranquility. To the west you can see San Juan Del Sur and the Pacific & South the coastline of Costa Rica. Drink your coffee laying in a hammock on it'massive porch overlooking the Pacific and enjoy the sounds of the tropical birds and animals. All buildings have A/C. Full time maid service with allrooms cleaned and beds made daily.

FamilyLocationAccuracy

5.0 out of 5 average rating, 20 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.

ValueLocationKitchen

4.91 out of 5 average rating, 11 reviews

Spanish Colonial style Home with Ocean Views

Enjoy stunning panoramic views of San Juan del Sur bay from this peaceful hilltop studio. Wake to ocean breezes and nature sounds, just minutes from the vibrant town with its restaurants, bars, markets, and beach. Estudio Colinas Del Mar sits in the gated Pelican Eyes community with 24/7 security, two large shared pools, and a pool-side bistro. Ideal for couples or small families (up to 4 guests), this bright studio offers the perfect tranquil setting for a relaxing Nicaragua vacation.

LocationFamilyNearby

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, 209 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.

FamilyValueCheckout

4.9 out of 5 average rating, 61 reviews

View of the Gavilán. The Loft

Vista del Gavilan – The Loft Just 2 km from El Remanso beach and downtown San Juan del Sur, this retreat surrounded by majestic guanacastes combines warmth and style in every corner. Its cozy design invites you to rest and enjoy nature in comfort. The completely private pool invites you to relax in the sun and gaze at the open sky. Here you can disconnect from the noise and reconnect with the essentials, enjoying peace, charm and an authentic connection between the sea and the town.

LocationValueAmenities

4.98 out of 5 average rating, 64 reviews

Casa Mar, your best family choice

Enjoy a quiet and cozy place 5 minutes from the bay. Casa Mar is ideal for relaxing and sharing time with family and friends, located in a quiet and safe neighborhood, with easy access to supermarkets, local restaurants and other beaches such as Marseille, Majahual, Maderas and Remanso. We include a base electricity consumption of 35 KW per night, so if you exceed this limit you will have a surcharge of 1 USD for each additional kW per night, calculated at the end of the stay

FamilyLocationView

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, 126 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.

FamilyValueBathroom

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

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.

FamilyValueQuiet

4.89 out of 5 average rating, 158 reviews

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.