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Holiday houses in San José

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Top-rated holiday rentals in San José

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Quebradillas

Casita Blanca Puerto Hermina with Private Pool

Escape to your own tropical retreat in this spacious 3-bedroom, 2-bath home that offers the perfect blend of comfort and relaxation, making it ideal for families, couples, or groups of friends. Step outside to enjoy a refreshing swim in the in-ground salt water pool while soaking in stunning ocean views. Whether you’re sipping your morning coffee on the patio, lounging poolside, or star gazing, this home offers a serene backdrop for unforgettable memories.Enjoy dominoes, board, pool & card games

LocationFamilyPool

5.0 out of 5 average rating, 34 reviews
Top Guest favourite
A charming cabin crafted from natural materials is positioned atop a wooden structure. A thatched roof provides shade, while large glass doors invite light. A pool is visible in the foreground, reflecting the blue sky and surrounding greenery.
Cabin in Isabela

Casa Lola PR

In Casa Lola, nature is the protagonist of a hidden spot surrounded by mountains in Isabela. Unique views and a perfect place to disconnect and reconnect with your couple…. Come and enjoy our beautiful cabin on top of the mountain, completely private and experience the best nature environment. Fully equipped kitchen, indoor and outdoor showers, loft room with amazing sunrise and sunset views, infinity pool, sun chairs and relaxing hammock. A place that invites you to come again…..just enjoy.

FamilyValueComfort

4.99 out of 5 average rating, 299 reviews
Top Guest favourite
A shaded hammock area is featured on a wooden deck, facing the ocean. Gentle waves reflect sunlight in the background, while decorative strings of lights add a relaxing ambiance. A person is reclining in the hammock, enjoying the serene waterfront view.
Home in Aguadilla

The Nest at Crash Boat. Only waterfront on Beach

Enjoy romantic sunsets right on your front steps. The Nest is the only exclusive waterfront property on beautiful Crash Boat Beach. Relax on your very own beachfront deck complete with a shaded hammock area and a lounging sunbed area that complements our cozy air-conditioned studio apartment overlooking the ocean. Our beautiful outdoor garden shower and exterior bathroom are an experience all on their own. Two guest parking spaces are located right on the property for your convenience.

ValueLocationAccess

4.96 out of 5 average rating, 393 reviews
Guest favourite
Apartment in San José

NEW Stylish Modern Condo / King Bed & Pet Friendly

Welcome to your perfect coastal getaway! This brand-new, stylish apartment comfortably sleeps 4 and is designed with modern elegance and convenience in mind. Featuring an open-concept living area, contemporary furnishings, and high-end finishes, it’s the ideal retreat for both relaxation and entertainment. Step outside and you’re just minutes away from pristine beaches and exciting family attractions. Enjoy the best of both worlds with a serene home base that’s also close to the action.

LocationValueIndoor spaces

5.0 out of 5 average rating, 18 reviews
Guest favourite
An outdoor area features a spacious pool surrounded by lush greenery. A covered gazebo with a bar and seating area is visible, complemented by a television mounted on the wall. Bright blue skies and distant mountains provide a scenic backdrop.
Home in San Sebastián

Loma Del Sol House

Now with Pool Heater Escape to the charming countryside of San Sebastián and discover a retreat where tranquility and natural beauty blend perfectly. This cozy getaway offers breathtaking views and golden sunsets that paint the sky. Relax in three comfortable bedrooms that accommodate up to ten guests. Enjoy a splendid pool and a charming gazebo, perfect for gathering with friends and family. Grill your favorite meats on the BBQ, creating unforgettable memories under the starry sky.

LocationFamilyTV

4.95 out of 5 average rating, 155 reviews
Top Guest favourite
Cottage in Utuado

Hacienda Los Custodio "House on the Clouds"

🇵🇷 We are proud to offer you our EQUIPPED and cozy COUNTRY HOUSE with a "Diesel Generator" and "2 Water Tanks". Enjoying Quality of Life like this: Utuadeña 🌺 area is very quiet so that the Guest feels happy, just like at home. 🌼 Centrally located (13 minutes) from "Down Town" with a variety of cuisine and mountain adventures; a true tropical paradise. You ☘ will rest on "Las Nubes" contemplating a dreamy Panoramic View; which only "the wonders of the countryside" offer.

LocationValueBarbecue

4.96 out of 5 average rating, 512 reviews
Guest favourite
A single-story villa is depicted, featuring a red-tiled roof and white exterior with wooden accents. Lush greenery surrounds the property, complemented by palm trees. The entrance showcases a covered porch with seating, inviting relaxation amid the tranquil landscape.
Villa in Camuy

Villa Renata ⛵️Beachfront house🏝 private Pool 🏝

Enjoy an unforgettable getaway in this beautiful beach house, with spectacular ocean views and a refreshing private pool. Relax on the terrace while listening to the waves or take a dip in the crystal clear water. The house is fully equipped for a comfortable stay, with bright and welcoming spaces. Ideal for families, couples or friends looking to disconnect and enjoy the sun, the sea breeze and the tranquility. Book now and live the perfect beachfront experience!

LocationFamilyAmenities

4.92 out of 5 average rating, 426 reviews
Guest favourite
A modern living area is furnished with a gray sectional sofa and accent pillows, positioned near large windows that offer ocean views. A decorative round ottoman sits centrally, and a fan spans the ceiling. Light-colored walls and tile flooring enhance the bright and airy atmosphere.
Apartment in San José

Atlantic View Penthouse PR

Discover your ideal coastal retreat in Quebradillas, Puerto Rico! Our luxurious ocean-view penthouse apartment features a private rooftop terrace and modern interiors, comfortably accommodating up to 6 guests. Situated just 5 minutes from the scenic Guajataca Recreation Area and 25 minutes from the renowned Jobos and Montones Beaches, adventure and relaxation are at your doorstep. Book your stay today and experience the best of Puerto Rico's northwestern coast!

FamilyLocationLaundry

4.87 out of 5 average rating, 31 reviews
Top Guest favourite
A charming cottage nestled among lush tropical foliage is seen by a serene natural pool. A wooden deck extends over the water, providing a cozy seating area. A shaded patio umbrella is positioned nearby, adding to the tranquil ambiance of the surroundings.
Cottage in Adjuntas

Casita Retreat River Pool Oasis

Relax and disconnect at this truly unique and tranquil getaway. This beautiful private cottage for couples located in the town of Adjuntas has a stunning natural pool, private waterfall, green roofs, relaxing hot water tub (wood fire heated), and exclusive access to the Tanama River. With more than a mile of trails to clear your mind, it promises to be excellent for your hiking, swimming, and exploration and enjoyment of nature!

FamilyValueWalkability

5.0 out of 5 average rating, 138 reviews
Guest favourite
A spacious sleeping area is illuminated by warm lighting and features a large bed with white pillows. A small side table rests beside the bed. The room includes a television mounted on the wall and a glimpse of the kitchen area in the background.
Apartment in San José

Puerto Hermina Guest House 1

Beautiful apartments with Sea View located in Puerto Hermina in Quebradillas. A safe space and close to what is needed such as supermarket, pharmacy and fast food and more. Rooms with Tv, Wifi,Air conditioning and fully equipped kitchen. Quebradillas is between the beaches of Isabela, Aguadilla, the fields of Camuy and Hatillo & the accessibility of Arecibo.

ValueLocationParking

4.95 out of 5 average rating, 125 reviews
Top Guest favourite
Cabin in Lares

Rocky Road Cabin / Piscina Climatizada

Take it easy at this unique and tranquil getaway. Luxurious cabin with cozy private facilities, surrounded by nature and mountains in the village of Lares. Rocky Road Cabin provides a cozy and serene environment, ideal for enjoying as a couple, offering rest and tranquility. This cabin is equipped with all the essential amenities to ensure a pleasant stay.

LocationValueCondition

5.0 out of 5 average rating, 215 reviews
Top Guest favourite
Cabin in San Sebastián

Monte Sereno · Private Heated Pool Retreat

Escape to a private and romantic getaway with a heated pool, stunning mountain views and total privacy. Just minutes from rivers, waterfalls and local dining, this modern retreat is designed for couples looking to relax and disconnect. Enjoy peace of mind with a backup generator, water cistern and solar heater for a comfortable and uninterrupted stay.

LocationValueAccess

4.96 out of 5 average rating, 103 reviews

Popular amenities for San José holiday rentals