Condo vacation rentals in Guadalupe

Quiet Gorgeous Queen Bed Studio Apartment+Jacuzzi

Extremely safe doorman building located in one of the 50 coolest neighborhoods in the world according to the time out magazine. Best Location in town !!! Be received by staff who will enable an ease check-in with a smart lock into the apartment. Enjoy the view of an amazing sunset in the jacuzzi, then get ready to dine in one of the 70 restaurants in the area. Afterwards, come back to sleep in an extremely comfortable queen bed. Wake up and make an exquisite cup of gourmet costarican coffee.

Value · Location · Access

Scenic, 3BR Condo | Pool, Gym & 24/7 Security

Located at walking distance from Sabana Park, this modern retreat offers the perfect blend of city energy and private peace in the heart of San Jose - High speed Internet (fiber) - Blackout curtains and quality beds to recharge. - Nice restaurants across street - Stunning rooftop gardens with 360 views - 3 Bedrooms with 3beds + Sofa bed - 2 TVs with digital channels. - Kitchen ready to cook anything. - Balcony - Laundry area with washing machine available - Air Conditioning - 2 car parking

Value · Family · Outdoor spaces

Modern Loft in San José with Rooftop Pool

Spectacular apartment in East San José, ideal for couples or digital nomads. It features fast WiFi, a fully equipped kitchen, private bathroom, blackout curtains, and a balcony with mountain views. At the condominium, you can enjoy a rooftop pool on the 25th floor 🏊‍♂️, a 24/7 gym 🏋️‍♀️, BBQ area 🍖, cinema room, game room with karaoke, iWork space, climbing wall, art room, laundry facilities, and 24/7 security 🔐. ⚠️ Vehicles over 5.2 m long and 1.5 m high do not fit in the parking lot.

Family · Value · Walkability

Top Pick in La Sabana: Comfy & Spotless, San José

Luxury apartment, spotlessly clean, with high-speed Wi-Fi, 24/7 security, free parking, self check-in, AC, in-unit washer and dryer, blackout curtains for a restful night’s sleep, Smart TV, and a fully equipped kitchen. Strategically located just 25 minutes from Juan Santamaría International Airport, with easy access to downtown San José, La Sabana, and the National Stadium. 8 restaurants, cafés, a supermarket, and a vibrant dining district are conveniently located just across the street.

Family · Value · TV

Industrial 2BR perfect location w/AC + sunset view

Take a morning stroll in the park before heading back to your centrally-located, industrial 2 br apartment that will welcome you with high-speed wifi, top-of-the-line kitchen appliances, amazing decor, comfortable beds, and sunset views from a 12th floor overlooking the city. Not only will you have access to unparalleled amenities like a semi-Olympic pool, saunas, gym, and co-working space, you will be a walking distance from the best restaurants, coffee shops, and grocery stores in town.

Value · Location · Nearby

Modern/comfort top floor apt perfect view Sabana

Enjoy a beautiful top-floor apartment with spectacular panoramic views of the city, which you can take in from the comfort of your private balcony. The apartment is ideally located just 400 meters from La Sabana Metropolitan Park, one of San José’s most popular green spaces, perfect for walking, jogging, relaxing, or simply enjoying the outdoors. ✈️ Juan Santamaría International Airport (SJO): approximately 10 miles (16 km) away, around 17 minutes by car in normal traffic conditions.

Family · Value · Amenities

SanJoseito, Luxury in the City

SanJoseito, where comfort and luxury meet URBN Chic. Come enjoy San Jose in our upscale 2 bed 2 bath condo where comfort and function are our key concerns. Because we live in this condo with our two young children, function and space is a must! As such, we have carefully curated the furniture and selections to ensure your stay meets all your needs. From our 200 MBPS internet offering, to the large smart TVs, and luxury matresses, you will find SanJoseito has set the bar high!

Location · Value · Wifi

Studio with view, balcony and free parking · URBN

Stay on the 12th floor of URBN Escalante, San José’s iconic tower, with city views from your private balcony. Enjoy a queen bed, a fully equipped kitchen, fast Wi-Fi, workspace, and FREE indoor parking. Located in the heart of Barrio Escalante, with 70+ restaurants, cafés, and bars within a 5-minute walk. Building amenities include a gym, heated pool, laundry room, coworking space, library, yoga room, cinema, and rooftop views. Check-in at the lobby is available 24/7

Location · Value · Check-in

Relaxing apartment 21st floor WiFi, A/C, Pool.

Experience the best of San José in this apartment! You'll stay on the 21st floor, with a spectacular view from both the balcony and the room. The apartment has all the amenities you need for both long and short stays. The pool is heated and the gym is well equipped! The location is amazing, you have a Starbucks in front and a mini super 24/7 across the street, Supermarket 500 meters away, malls, museums and Escalante neighborhood! Book now!

Location · Value · Long stay

Modern Loft with Spectacular View in Escalante

Enjoy a comfortable and cozy stay in the heart of Barrio Escalante, one of the most vibrant and gastronomic areas of San José. This modern, fully equipped studio located across from the iconic Francia Park features a double bed, double sofa bed, full bathroom, functional kitchen and a beautiful private balcony with a spectacular view of the mountains to the south of the city, ideal for relaxing at sunrise or at the end of the day.

Value · Location · Quiet

Oasis Escalante Queen Bed & Sofa Bed w/ A/C

Brand new studio in a great location. 'URBN Escalante', a majestic 29-story building that has the best views and sunsets in San José, Alajuela and Heredia. Complemented by many amenities for your enjoyment. Unique common areas where Costa Rican hospitality will welcome you. Located in the modern Barrio Escalante, an old luxury residential area with unique architecture from the 40s and 70s.

Value · Location · Parking

River View Retreat · Pool · 20 min to Airport

Relax to the sound of the river and birdsong, with sweeping views of nature in the heart of San José. Aura is a modern apartment in a brand-new luxury residential tower — 20 minutes from the airport, walking distance to La Sabana Park (San José's central park), the National Stadium, and the Convention Center. Superhost · Guest Favorite · ★5.0 from 80+ stays.

Location · Family · Getting around