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10 Best Vacation Rentals in San Jose, Costa Rica

San José, Costa Rica is a city of endless possibilities and adventures, with neighborhoods to suit all kinds of visitors. From the undisputed luxury of Paseo Colón to the incredible shopping opportunities at Boulevard de Rohrmoser and the dynamic array of restaurants in El Barrio Escalante, a trip to San José will always be an unforgettable one. Not sure where to stay next time you visit one of the world’s most eco-friendly countries, but want something a little fancy? Read on for all of the best luxury vacation rentals in this incredible city.

Elegant, Fully Equipped Residence with Heated Pool and Great Views Elegant, Fully Equipped Residence with Heated Pool and Great Views
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Elegant, Fully Equipped Residence with Heated Pool and Great Views

Casa Britto is a place you’ll long to return to after you’ve checked out, and this luxury vacation rental is a truly unforgettable place. Tucked away on the outskirts of San José, this eight-bedroom place has space for all of your nearest and dearest – and likely a few more on top of that! You’ll find unique character, a great location, and spectacular views in every inch of this property, including its well-designed indoor and outdoor social areas, heated pool with waterfall and landscaped tropical gardens, and a great selection of shopping, restaurants, and nightlife all close by.

20th Floor Loft with Amazing Views, Parking, and Pool 20th Floor Loft with Amazing Views, Parking, and Pool
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20th Floor Loft with Amazing Views, Parking, and Pool

Luxury doesn’t always have to mean oversized, and this stunning apartment proves that good things do come in smaller packages. An incredible loft with views of the surrounding city, this is a place that doesn’t hold back with its interior design and looks like something fresh off the pages of a magazine. The private apartment comes with everything you need for a comfortable stay, including a fully equipped kitchen with a coffee maker and microwave, a queen size bed with the landscape of the Irazú volcano on the horizon when you wake up, and a great location: within walking distance to plenty of restaurants and shops.

Beautiful Family House with Terrace, Garden, and Parking Beautiful Family House with Terrace, Garden, and Parking
Credit: Beautiful Family House with Terrace, Garden, and Parking by Airbnb.com

Beautiful Family House with Terrace, Garden, and Parking

This four-bedroom Airbnb is a top choice for anyone with an eye for design, thanks to its sleek and sophisticated color matching throughout the entire place. It’s also on the larger side, which means no stepping on anybody’s toes here, no matter how long you’re staying for. While it’s considered part of San José, this gorgeous spot is around 20 minutes from the center, providing the perfect midpoint of a relaxing getaway with all of the best features within easy reach. The terrace and garden are great for starting your day properly with a hot cup of coffee in hand.

Amón Mansion Amón Mansion
Credit: Amón Mansion by Airbnb.com

Amón Mansion

There are mansions, and then there are proper mansions, and this unique property definitely falls into the latter category. If you’re looking for full-on luxury next time you visit San José, this is the place to stay. This one-of-a-kind mansion boasts eight bedrooms and ten bathrooms on three magnificent levels, with plenty to explore on each one. Wander around to find a kitchenette, granite kitchen, formal dining room, outdoor patio, a private courtyard with a 6-person jacuzzi as well as a grand ballroom for entertaining and private bars on two levels of the home. 

Penthouse with Amazing Views of the City Penthouse with Amazing Views of the City
Credit: Penthouse with Amazing Views of the City by Airbnb.com

Penthouse with Amazing Views of the City

You’re guaranteed a room with a view when you check into this incredible luxury Airbnb. One of the few spots in the area with a pool, you’ll probably want to spend your evenings here admiring the city skyline down below and all of its pretty lights. The Airbnb itself is pretty special, too, with space for up to 10 guests throughout its four spacious bedrooms. Here, make good use of the airy communal spaces with their large windows or cook up a feast in the kitchen. The bathroom features a marble-clad jacuzzi, ensuring you feel like a real celebrity when staying here.

Casa Cristal Mansion with Heated Pool & Amazing View Casa Cristal Mansion with Heated Pool & Amazing View
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Casa Cristal Mansion with Heated Pool & Amazing View

You know a vacation rental was designed with fun in mind when it says, “Bachelor Parties Welcome!” This incredible spot goes above and beyond to impress its guests. This luxurious estate is located in Escazú, the Beverly Hills of Costa Rica, and overlooks the most magnificent view of the volcanoes, mountains, and San José Valley. The space is equipped with a huge great room, two dining areas, a fully equipped kitchen, two master suites, and an open terrace next to the covered, heated pool, which also overlooks that spectacular view.

Charming Apartment in Quiet Condominium Charming Apartment in Quiet Condominium
Credit: Charming Apartment in Quiet Condominium by Airbnb.com

Charming Apartment in Quiet Condominium

This three-bedroom apartment is one designed with families in mind, which means bedrooms to suit guests of all ages and plenty of space to run around and make memories during your family vacation in Costa Rica. Inside, you’ll find a range of rooms with all of the necessary amenities for a wonderful trip. The open-plan living room has endless space for cozying up and watching a movie or pulling out all of the games on the floor. Outside is a huge swimming pool complete with sun loungers, so you’re free to work on your tan while checking in here. With beds for four guests, it’s a top choice in San Jose.

Luxury European Villa - Escazú Luxury European Villa - Escazú
Credit: Luxury European Villa - Escazú by Airbnb.com

Luxury European Villa - Escazú

This luxury villa looks more like a boutique hotel than a simple vacation rental, but when you check in here, you’ll have the entire place to yourself! Just 15 minutes away from Juan Santamaría International airport, this incredible spot is a true jewel to enjoy everything Costa Rica has to offer. Its marble floors, sophisticated design, and top-of-the-line appliances ensure that your stay here is seamless, no matter how long you’re visiting. Indulge in its green and tropical garden and experience a great ambiance when relaxing by the pool – a few days here, and you’ll never want to leave.

The Tropical Orchid Villa The Tropical Orchid Villa
Credit: The Tropical Orchid Villa by Airbnb.com

The Tropical Orchid Villa

The Tropical Orchid Villa is a fusion of the old and the new, thanks to the traditional architecture and color schemes contrasting against the beautiful setting this villa exists in. Constructed nearly 50 years ago and recently renovated with all the modern necessities, it has old-style tiling, oversized sliding doors, and a cozy yet elegant feel: you’ll love the peaceful atmosphere and garden with hundreds of orchids, flowers, and other plants. Located in one of the nicest neighborhoods in San José, La Guaria, this beautiful vacation rental is only around 20 minutes away from downtown and everything San José has to offer!

Three-Bedroom Condo in San José, Costa Rica Three-Bedroom Condo in San José, Costa Rica
Credit: Three-Bedroom Condo in San José, Costa Rica by Airbnb.com

Three-Bedroom Condo in San José, Costa Rica

If you’re a fan of modern design, you’ll no doubt love the look of this incredible Airbnb. Fusing together unique artwork, dashes of color, and plenty of futuristic elements, this vacation rental makes a statement. A great choice if you’re looking for a midpoint of relaxation and exploration during your time in the city, this apartment features its own swimming pool as well as easy access to San José’s best sights. It’s got three bedrooms and four beds, with space for six guests to kick back and relax together.

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