
Holiday houses in San José
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Top-rated holiday rentals in San José
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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
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5.0 out of 5 average rating, 33 reviews
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.
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4.99 out of 5 average rating, 298 reviews
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.
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5.0 out of 5 average rating, 18 reviews
Private Beachfront, 4 bedroom, No water issues
Beachfront two-story modern home with private ocean frontage. This fully air-conditioned single-family home has 4 bedrooms, 2 baths with outdoor shower and outdoor bathtub. Soaking tub with ocean views and tropical gardens. Fastest WIFI Fiber available. Outdoor living with large upper and lower decks. Uncrowded family friendly beaches with restaurants within walking distance. Private beachside home with views, safe neighborhood, parking, backup electric power generator, water tanks.
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4.91 out of 5 average rating, 173 reviews
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.
ValueFamilyAir conditioning
4.95 out of 5 average rating, 155 reviews
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.
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4.96 out of 5 average rating, 512 reviews
Casa La Luna
Our home is situated in Quebradillas with beautiful ocean views, just a short drive to nearby beaches—Playa Jobos about 25 minutes away and Crash Boat Beach about 44 minutes away. Explore local restaurants and bars where you can savor the authentic flavors of Puerto Rico. For the best experience, we recommend having a car, as the area and nearby attractions are most easily enjoyed with transportation. The SJU Airport is approximately 1 hour and 20 minutes away.
LocationFamilyKitchen
4.91 out of 5 average rating, 35 reviews
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!
LocationFamilyAir conditioning
4.87 out of 5 average rating, 31 reviews
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!
ValueFamilyPets
5.0 out of 5 average rating, 137 reviews
Oceanfront Villa | Walk Straight to the Sand
Villa Mi Zahir is a true oceanfront villa in Camuy with direct beach access. Step out the gate and you are immediately on the sand. This private beachfront home offers a rare combination of comfort, privacy, and uninterrupted ocean views. The villa features 2 bedrooms, 2 bathrooms, a fully equipped kitchen, laundry, and an oceanfront patio with stunning views, perfect for relaxing, dining, or enjoying sunsets by the sea.
LocationFamilyLaundry
4.98 out of 5 average rating, 188 reviews
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.
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4.95 out of 5 average rating, 123 reviews
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.
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5.0 out of 5 average rating, 215 reviewsPopular amenities for San José holiday rentals
Other great holiday rentals in San José

Spacious Pool Home for 12 | NearBeach & Guajataca
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4.93 out of 5 average rating, 87 reviews
Cliff View House- Oceanfront Pool & Sunsets
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5.0 out of 5 average rating, 55 reviews
Private Ocean View Casita in Puerto Rico
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4.83 out of 5 average rating, 24 reviews
Casa Cali
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4.9 out of 5 average rating, 50 reviews
Casa Begonia | Relaxation Retreat w/Pool
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5.0 out of 5 average rating, 20 reviews
Ocean View House in Quebradillas – Rooftop
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5.0 out of 5 average rating, 8 reviews
Private Rooftop: Pool, Jacuzzi, & Outdoor Kitchen
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4.85 out of 5 average rating, 20 reviews
3Br2bath with power generator & brand new pool
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4.82 out of 5 average rating, 28 reviewsDestinations to explore
- San Juan Holiday rentals
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- Santiago De Los Caballeros Holiday rentals
- Punta Cana Holiday rentals
- Santo Domingo Este Holiday rentals
- Las Terrenas Holiday rentals
- Puerto Plata Holiday rentals
- Santo Domingo Holiday rentals
- Jarabacoa Holiday rentals
- Fajardo Holiday rentals
- La Romana Holiday rentals
- Ponce Holiday rentals
- Playa El Combate
- Buyé Beach
- Playa Jobos
- Montones Beach
- Playa Puerto Nuevo
- Domes Beach
- Club Deportivo del Oeste
- Los Tubos Beach
- Cueva del Indio
- La Guancha
- Yaucromatic
- Surfer's Beach
- Gozalandia Waterfall
- Playa puerto nuevo
- Camuy Caves
- Boquerón Beach National Park
- Middles Beach
- El Paterre
- Túnel Guajataca
- El Faro De Rincón
- Playa Córcega
- Parque de Colón
- Museo Castillo Serralles
- Playa Puerto Hermina





