Family-friendly vacation rentals in Guadalupe

A spacious lounge area is featured with large windows, providing panoramic views of San José. Comfortable sofas are arranged around a central coffee table, and an artistic light fixture adds a touch of elegance. Subtle decor elements enhance the inviting space.

4.9 out of 5 average rating, 551 reviews

Stylish Studio with Sky Bar & City Views

New and exclusive Golden Coffee Studio, inspired by the history of Costa Rican coffee this apartment brings the best views of San Jose city. Walkable of the beaten heart of trendy gastronomic area Barrio Escalante, surrounded by the local vibes this place is on the best spot downtown for you to get ready and discover Costa Rica. One master room and a unique queen wallbed make this place an inviting and fun place for couples, friends and families. Spectacular amenities 100MBps Fiber optic Wifi

A bright and airy studio space is showcased, featuring a spacious bed positioned against a natural wood accent wall. A dining table with four chairs is set nearby, while large windows provide city views and ample natural light.

4.94 out of 5 average rating, 344 reviews

Queen Bed Yogui Studio + Hot Tub

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.

4.91 out of 5 average rating, 148 reviews

Condo in Carmen

Luxury 14th-Floor Apartment with Views in San José

Discover tranquility in this centrally-located haven near Barrio Escalante. Enjoy a cozy retreat just steps from the city’s top restaurants, offering local and international cuisine. You will find a grocery store just in front of the main gate. Next to the building, there is a bowling and a Mall 5 minutes waking. Immerse yourself in culture with nearby museums, cinemas, and art scenes. You’re less than an hour from stunning natural attractions-volcanoes, mountains, and beaches await!

4.81 out of 5 average rating, 339 reviews

The living-dining area features a light-colored sofa with decorative pillows, set against a textured wall. A dining table with chairs is positioned nearby, while a window allows for a glimpse of the common patio outside. Neutral tones and tiled flooring provide a calm ambiance.

Apartment in Aran Juez

La Vecindá - The Studio - Great Location

A small apartment in the heart of San José, in a traditional "Vecindad" type complex: several apartments around common internal patios, due to this there’s a high Humidity in this space. No Parking available in the property. Street Parking is available. The best location: in the middle of the most culturally active neighborhoods of San José (Amón, Otoya, Escalante, San Jose, La California), with the main theaters, museums, galleries, plazas, gastronomy, nightlife, shows and much more.

4.92 out of 5 average rating, 102 reviews

The bedroom features a spacious bed with a navy blue headboard and a light quilt. A small bedside table with a lamp is positioned next to the bed. A cozy chair and a large mirror enhance the open feel, while ample natural light fills the space.

Loft in Curridabat

Cityscape iFreses, 20th floor! AC, TV and Pool

Discover this elegant, fully furnished apartment in one of the safest residential-commercial areas of San José, featuring 24/7 security. Situated in the exclusive iFreses Condominium, this apartment offers stunning city views and amazing amenities! Its strategic location places you within walking distance of shopping centers, supermarkets, coffee shops, restaurants, banks, and universities. Bus and taxi stops are just 50 meters away, and the train station is 200 meters away.

4.87 out of 5 average rating, 245 reviews

A bright sitting area features wooden seating against the walls, complemented by a small step ladder leading to an upper space. Large windows allow natural light to fill the room, while a glimpse of the outdoor balcony and greenery can be seen through the open door.

Apartment in San José

Cosy & Modern MiniHouse • Cerca UCR • Seguro

Este es un espacio moderno que ofrece todas las comodidades, muy bien iluminado y acogedor. Totalmente equipado y privado. Además está en un residencial tranquilo, con muchas zonas verdes, privado y seguro, parqueo bajo techo. Traslado rápido a comercios, 5 minutos de la Universidad de Costa Rica, 15 minutos del centro de San Jose y restaurantes. Muchas zonas verdes alrededor. Cocina equipada, buena señal WiFi, suficiente para teletrabajo. Agua caliente, Smart TV con Netflix.

4.93 out of 5 average rating, 269 reviews

A modern living space features a grey sofa with colorful cushions, complemented by a coffee table and a small plant. In the background, a dining area is visible with white chairs around a wooden table, illuminated by soft overhead lighting.

Apartment in San Pedro

Urban Alchemy- Spacious Apartment & Fast Wifi

At Urban Alchemy we have thought of all the details you need to have the perfect stay in San Jose. We offer complementary high quality coffee for our guests. Strategic location, beaches, volcanoes and national parks in less than 2 hours. The main public transportation services are only 3 blocks away from the apartment. You can find restaurants, ATMs, Banks, Convenience Stores, Postal Services, Pharmacy services and a shopping mall steps away from the apartment.

4.87 out of 5 average rating, 695 reviews

A modern kitchen area and living space is shown, featuring a dining table with seating and a compact kitchen equipped with essential appliances. Walls are painted in a calming green hue, while natural light enters through an adjacent window. A comfortable seating area is also visible.

Apartment in México

Casa361-Paseo Colón-NEAR EVERYTHING-New-EQUIPPED#1

NEW Apartment #1, COMPLETE, PRIVATE and independent for up to 3 people with a bedroom with a Queen size bed and a living area with 1 single bed, fully equipped with a full bathroom, equipped kitchen, laundry, safe, Wi-Fi and cable With the most convenient location for your stay in a safe area near tourist attractions, embassies, hospitals, government offices, multinational companies and main bus terminals to tourist areas of the country

4.88 out of 5 average rating, 262 reviews

An outdoor rooftop pool is highlighted, featuring a sleek modern design with lounge chairs positioned alongside. The pool's water reflects the surrounding skyline and mountain views under a partly cloudy sky. Glass railings provide an unobstructed perspective of the scenic backdrop.

Loft in Curridabat

BeST RANkED SuPERHOST * 18th Floor * KInG sIZE BeD

Studio Apartment on the 18th floor. Peaceful and centrally-located place. KING SIZE BED GREAT VIEW of the mountains. The apartment is close to supermarkets, shopping malls, restaurants, and cafeterias. Located in a beautiful and fancy neighborhood. Close to bus stops and San Jose Metro-Area Fast Uber rides. *** This building is smoke free, therefore is not allowed to smoke in any location nor in the apartment ***

4.87 out of 5 average rating, 112 reviews

A modern bedroom features a spacious bed dressed in white linens and accented by a green throw. A striking black wall art design and large windows offer panoramic views of the city. A comfortable green chair completes the inviting space.

Apartment in Curridabat

Elegant Urban Escape

Welcome to our peaceful urban retreat! This beautiful apartment offers a serene escape in the heart of the city. The highlight? Your own private balcony, a haven for sipping morning coffee or watching the sunset. The interior exudes chic charm, boasting a cozy living space, well-equipped kitchen, and a comfortable bedroom. With thoughtful touches at every corner, we ensure your stay is both relaxing and rejuvenating.

4.85 out of 5 average rating, 368 reviews

A clean and cozy studio space features a spacious bed with a patterned blanket. A bedside lamp provides soft lighting. The entrance to a bathroom is visible in the background, with a doorway framed by a light-colored wall.

Apartment in Yoses Sur

Apt#31 Centrally located Studio peaceful, Modern

Edificio La Patrona: San Pedro, San José. Los Yoses sur This comfortable, clean, fully equipped studio is located 1.5km from the center of San Jose. There is wifi in the apartment and check-in and check-out are easily accessible with the 24/7 security guard. This space is well taken care of, safe, and centrally located for a great time in San Jose. Hosts speak English and Spanish

4.92 out of 5 average rating, 249 reviews

An open-plan loft features a wooden ladder leading to a lofted sleeping area. A cozy sitting area is provided with a patterned rug and a red couch. A dining table with white folding chairs is visible, alongside shelves with decorative items and a TV unit.

Loft in San Pedro

Beautiful Fully Equipped Loft East of San José

Stylish, fully equipped loft in a peaceful San Pedro neighborhood—just 5 min walk to shops, restaurants, bars, cinemas & more. Only 15 min by bus to downtown San José. Perfect for short or long stays. Enjoy fast WiFi (LAN available), 50" Smart TV, full kitchen, and a dedicated workspace. Comfort, design & convenience in one cozy stay.

Popular amenities for Guadalupe family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.99 out of 5 average rating, 125 reviews

A modern living area features a spacious sofa with decorative cushions, paired with a small dining table and two chairs. Expansive windows provide sweeping views of the city and mountains, while a television is mounted on the wall. Potted plants add a touch of greenery.

Apartment in Rohrmoser

Amazing views SJO, Cozy, Equipped. 24/7 Concierge

4.94 out of 5 average rating, 157 reviews

An open-concept living space is showcased, featuring a dining table surrounded by chairs and a comfortable sofa nearby. A modern kitchen is visible with sleek cabinetry and stainless steel appliances. Large windows provide a view of the city skyline, while polished tiles complete the space.

Condo in Sabana

Luxury Apartment, San Jose, La Sabana, Del Lago

4.87 out of 5 average rating, 360 reviews

A spacious studio features a cozy sleeping area with a full bed, complemented by modern built-in shelving. A small dining table with four chairs sits near a large window, offering stunning city views, while a comfortable couch completes the inviting layout.

Loft in Barrio Escalante

Brand new 1 bed loft with spectacular city view

4.89 out of 5 average rating, 191 reviews

An outdoor balcony features a wooden table and four matching chairs, offering a sweeping view of the San Jose skyline and mountains in the distance. The space is illuminated by warm lighting, enhancing the inviting atmosphere of this private area.

Condo in Freses

NEST Suite 22nd floor

4.93 out of 5 average rating, 312 reviews

Condo in Rohrmoser

Industrial 2BR perfect location w/AC + sunset view

Superhost

A modern multi-story building is illuminated at night, showcasing multiple balconies and large glass windows. Soft orange lights emit a warm glow, highlighting the architectural features. Lush trees are visible in the foreground, adding greenery to the urban setting.

Condo in Ulloa

4.82 out of 5 average rating, 276 reviews

Hermoso apartamento en condominio

A studio space features a queen bed positioned beside large windows with mountain views. A modern area with a television and a small dining table is visible. Green accent walls complement wooden furnishings. Natural light illuminates the room, creating a bright and airy atmosphere.

4.96 out of 5 average rating, 107 reviews

Original Studio - San José -Barrio Escalante A/C

4.91 out of 5 average rating, 119 reviews

A living area features a comfortable dark sofa adorned with patterned cushions. Two stylish armchairs are placed nearby, facing a low wooden coffee table. A television is positioned on a sleek media console, while large glass doors provide views of greenery outside.

Condo in Ulloa

Pura Vida - Close AirPort SJO - AC

Family- and pet-friendly home rentals

4.93 out of 5 average rating, 162 reviews

The exterior of the loft features large glass windows and a modern structure elevated on stilts. A green lawn is present in the front yard, with a stone path leading to the entrance. Surrounding foliage provides a natural touch to the property.

Loft in Mercedes

Apartamento Loft Privado

4.84 out of 5 average rating, 262 reviews

An outdoor seating area is framed by a modern structure, overlooking a pool surrounded by lounge chairs. Umbrellas provide shade, and greenery is visible in the background, enhancing the relaxing environment.

Apartment in Mantica

Núcleo Urbano: Modern Apt in Downtown San José

A modern kitchen is equipped with sleek white cabinetry and a patterned backsplash. Appliances include a microwave, oven, and stainless steel refrigerator. A white dining table with gray stools is positioned in the center, contributing to a stylish and functional space.

4.82 out of 5 average rating, 816 reviews

Luxury Studio 1212 at Urbn Escalante

Superhost

4.81 out of 5 average rating, 323 reviews

INSTAWORTHY CORNER VIEW * Downtown SJ * 200Mbps

Superhost

A cozy living area is presented, featuring a grey sofa with decorative pillows and an accent yellow chair. A colorful artwork of a face adorns the wall above. A small table sits on a patterned rug, with a stuffed toy placed nearby.

Condo in Sagrada Familia

4.9 out of 5 average rating, 136 reviews

Cálido Apartamento, seguridad y parqueo gratis

4.95 out of 5 average rating, 209 reviews

A rustic cottage is surrounded by a lush garden with vibrant green grass. The building features a white exterior accented by blue details and includes wooden doors and windows. A picnic table is positioned nearby, shaded by trees.

Guesthouse in San Rafael

La Casita Rústica, naturaleza, aves y mariposas.

4.96 out of 5 average rating, 105 reviews

A bright living area features a light-colored sofa bed, paired with a minimalist black side table. Large windows are adorned with sheer white curtains, providing a view of vibrant trees outside. A floor lamp and small potted plant add subtle accents to the space.

Apartment in Merced

NucleoSab IvoryApt-NearSJairport-FreeIndoorParking

4.99 out of 5 average rating, 257 reviews

A spacious living area features a plush blue sofa with yellow accent pillows. Large sliding glass doors provide a panoramic view of the valley below, leading to a furnished terrace. Natural light enhances the modern design, complemented by indoor plants and wooden accents.

Home in Escazu

KING BED, deluxe stay, @HillView, green areas, A/C

Family-friendly home rentals with a pool

Condo in Barrio Escalante

4.87 out of 5 average rating, 15 reviews

Loft Bö-607 | Estilo y confort en Barrio Escalante

4.87 out of 5 average rating, 141 reviews

A sleek lap pool is surrounded by lush greenery and tropical plants, providing a serene atmosphere. The pool features a stone border and is set against a wooden deck. Steps lead down to the pool area, with a panoramic view of the surroundings.

Condo in Rohrmoser

Fully equipped apartment in Nunciatura

Apartment in Mata Redonda

A lush green area is situated at the base of a modern building, featuring a variety of trees and shrubs. Large windows reflect the greenery, enhancing the natural surroundings, while the slope of the ground creates a gentle descent toward the building's entrance.

4.91 out of 5 average rating, 212 reviews

Nice apto near to Sabana park

An artistic interior space features a large black dog sculpture, contributing to a contemporary design. A stylish chair with a quilted pattern sits beside a low table, while shelves display books and decorative items. Warm lighting adds a cozy touch to the vibrant atmosphere.

4.91 out of 5 average rating, 234 reviews

URBN Barrio Escalante Fully Equipped Private Patio

A vibrant corner of the apartment features a classic arcade game cabinet decorated with colorful graphics. In the background, a cozy sleeping area with a spacious bed is visible, while a large window offers a view of the surroundings, allowing natural light to fill the space.

4.94 out of 5 average rating, 33 reviews

Retro Arcade Escalante

4.95 out of 5 average rating, 82 reviews

A pool area is seen in the foreground, featuring a clear blue water surface. A shaded pavilion with multiple seating arrangements is visible beside the pool. In the background, an apartment building with multiple floors and windows adds to the setting.

Condo in Curridabat

Hermoso apartamento, con vista a las montañas.

4.93 out of 5 average rating, 360 reviews

A modern studio apartment featuring an open layout with a cozy sofa adorned with decorative pillows. The kitchenette showcases stainless steel appliances and a small dining area with two chairs. Natural light floods the space through large windows, enhancing the neutral color scheme.

Apartment in Rohrmoser

Modern Apt. Sabana Park, 12 floor a/c