Family-friendly holiday 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, 542 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

Apartment in Barrio Escalante

A rooftop jacuzzi is positioned against a stunning sunset backdrop. It is surrounded by clear glass panels, offering a panoramic view of the city. The deck is made of dark wood, enhancing the tranquil outdoor space.

4.95 out of 5 average rating, 444 reviews

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.

4.86 out of 5 average rating, 347 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

Keep it simple at this peaceful and centrally-located place. Experience the exclusivity of this modern studio in Barrio Escalante, with an unbeatable location just minutes from downtown San Jose, 30 minutes from Tobias Bolaños airport. Enjoy your stay surrounded by smart amenities and beautiful views of the city, complete with Wi-Fi connection, a full-size bed, private bathroom, kitchen and access to superior conveniences, such as a rooftop with jacuzzi and deck, lounge room, gym and BBQ area.

Guest house in San Rafael

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.

4.95 out of 5 average rating, 204 reviews

La Casita Rústica, naturaleza, aves y mariposas.

Ubicada en las montañas del norte del Valle Central, un lugar tranquilo para descansar y estar en contacto con la naturaleza. Rodeada de un jardín de 2.700 mts2, con una colección de plantas atractivas para las aves y las mariposas. A 6 kilómetros de la Universidad Nacional con solo un viaje en transporte público. A 25 minutos del Parque Nacional Braulio Carrillo. Se aceptan máximo dos mascotas pequeñas o medianas (consultar antes de reservar). No agresivas con otras personas u otras mascotas.

4.92 out of 5 average rating, 142 reviews

Apartment 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!

4.8 out of 5 average rating, 335 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.

Flat in Aran Juez

La Vecindá - The Studio - Unbeatable 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.

4.91 out of 5 average rating, 340 reviews

A spacious bedroom features a wooden bed against a backdrop of large windows, providing a panoramic view of the urban landscape below. The room is equipped with light-colored bed linens and a nearby white cabinet, enhancing the minimalist design.

Loft in Curridabat

Studio con hermosa vista/ Amazing View Studio

Ubicado en el piso 23 de torre iFreses en Curridabat, cuenta con vista a la zona Sur de San José. Dentro del estudio encontrá todo lo necesario para su estadía, podrá hacer uso de las amenidades del condominio como la piscina y iwork. Located on the 23rd floor of iFreses tower in Curridabat, with great view of the south of San José city. Inside, you will have all that you need. You could use some of the amenities of the condo like pool and iwork. Check-in 3:00pm and Check-out 11:00am.

4.87 out of 5 average rating, 388 reviews

Flat in San Pedro

Alchemy Studio- Comfort, Fast Wifi & Design

Alchemy Studio is a contemporary style comfortable space designed for single guests or couples who are looking for a private apartment that offers high end commodities at an affordable price. It is located strategically in the heart of San Pedro an academic & multicultural town located close to Bario Escalante an emerging gastronomic area & San Jose Downtown. You can find Restaurants, Public and Private Banks, ATMs, Pharmacies, Supermarkets and Public Transportation only steps way.

4.87 out of 5 average rating, 237 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.

Flat 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.

4.84 out of 5 average rating, 416 reviews

An outdoor infinity pool offers scenic views of the surrounding mountains and cityscape. Several lounge chairs are positioned along the poolside, while a smooth, tiled deck extends for relaxation. The tranquil water reflects the overcast sky, providing a serene atmosphere.

Loft in Curridabat

Modern studio with spectacular view and amenities

Good and easy access location near supermarkets, malls, night life centers, near a Main Street on Curridabat and near a train station. Spectacular amenities such as coworking space, gym, tempered pool and other common areas, as well as friendly staff in the building. The apartment is equipped with crockery and basic kitchen utensils and the bathroom is provided with soap, shampoo and conditioner. There is a private WiFi, a smart tv and A/C. There is one bed an one sofa bed.

4.81 out of 5 average rating, 172 reviews

A simple living area features a sleek gray sofa adorned with decorative cushions in various colors. A small white table with a mirror is positioned in front, accompanied by a potted plant. Natural light filters through sheer curtains on a nearby window.

Flat in San Pedro

Tropical Escape

El apartamento se encuentra completamente equipado con todas las amenidades de entretenimiento, cocina y lavado para ser su segundo hogar en la ciudad. Es un lugar seguro, espacioso, elegante y muy céntrico perfecto para escapar del bullicioso y acelerado ritmo citadino y transportarse a la pacífica esencia tropical de Costa Rica. IMPORTANTE: Este es un condominio de ambiente FAMILIAR y TRANQUILO. MULTA DE $50 por ruido.

4.88 out of 5 average rating, 131 reviews

An outdoor pool spans the edge of a rooftop, offering panoramic views of the city and surrounding mountains at sunset. Sun loungers are positioned along the pool's edge, and elegant handrails provide access to the water's inviting surface.

Flat in Curridabat

Chic Bohemian Loft

Discover our Bohemian Sky Retreat on the 18th floor, a blend of bohemian elegance and comfort with stunning city views. Enjoy vibrant decor, a plush living area with a smart TV, and a fully equipped kitchen. The serene bedroom promises a restful night beside mesmerizing skyline views. Steps from cafes, dining, and attractions, this urban oasis offers an unforgettable city experience.

Popular amenities for Guadalupe family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.84 out of 5 average rating, 173 reviews

A cozy sleeping area features a spacious bed with a light-colored linen, complemented by a vibrant orange towel as an accent. A study desk is positioned nearby, and a ceiling fan is installed for air circulation. Natural light is filtered through floor-to-ceiling windows, draped in soft curtains.

Apartment in Ulloa

Estudio: Piscina, Seguridad, Paz

Serviced apartment in Barrio Escalante

An open-concept studio apartment features a spacious bed with crisp linens. A dining area with a table and chairs is visible, alongside a kitchenette equipped with modern appliances. Decorative artwork and a plant add a touch of warmth to the contemporary design.

4.85 out of 5 average rating, 431 reviews

Comfy Studio | Walk Everywhere

4.99 out of 5 average rating, 122 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.

Flat in Rohrmoser

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

4.93 out of 5 average rating, 152 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.

Apartment in Sabana

Luxury Apartment, San Jose, La Sabana, Del Lago

4.89 out of 5 average rating, 185 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.

Apartment in Freses

NEST Suite 22nd floor

4.99 out of 5 average rating, 113 reviews

The kitchen is equipped with modern appliances, including a sleek stove and ample countertop space. A fruit bowl filled with colorful apples and bananas sits prominently. The dining area in the background features a wooden table and chairs, contributing to a warm, inviting space.

Flat in Rohrmoser

@SmartMobilis: Luxury Penthouse for Long Stays

4.84 out of 5 average rating, 267 reviews

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.

Apartment in Ulloa

Hermoso apartamento en condominio

4.93 out of 5 average rating, 307 reviews

Apartment in Rohrmoser

Industrial 2BR perfect location w/AC + sunset view

Family- and pet-friendly home rentals

4.87 out of 5 average rating, 422 reviews

A modern studio apartment features a spacious bed with neutral bedding, paired with bright accent pillows. A dining area with sleek chairs is placed adjacent to a large window, showcasing a panoramic view of the surrounding mountains and cityscape.

Flat in San José

Moderno y confortable

4.93 out of 5 average rating, 160 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

4.81 out of 5 average rating, 322 reviews

INSTAWORTHY CORNER VIEW * Downtown SJ * 200Mbps

4.76 out of 5 average rating, 169 reviews

Loft in California

URBN 2601, Amazing View Loft, 26 floor

4.87 out of 5 average rating, 688 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.

Flat in México

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

4.85 out of 5 average rating, 124 reviews

A spacious and well-lit living area features a large bed covered with a dark quilt, accompanied by plush cushions. A seating area with a gray couch and a coffee table is positioned nearby. Floor-to-ceiling windows invite the outdoors in, showcasing the serene surroundings.

Tiny home in Pará

Firefly Garden

4.88 out of 5 average rating, 252 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

4.99 out of 5 average rating, 247 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

A cozy seating area is featured, furnished with a light blue sofa and a round black coffee table. A soft beige area rug anchors the space. An elegant orchid in a decorative bowl adds a touch of color, while soft, ambient light fills the room.

4.85 out of 5 average rating, 172 reviews

Welcome to Barrio Escalante, San José

Apartment in Barrio Escalante

An open studio layout is visible, featuring a dining table set for two, with blue plates and glassware. A comfortable sofa and a workspace with a chair are included. A neatly organized kitchen area is present, along with a glimpse of the bedroom area behind sliding doors.

4.86 out of 5 average rating, 242 reviews

URBN-Escalante apartment with parking

A decorative shelving unit is mounted on the wall, showcasing various items including ceramic vases, plants, and framed quotes. A soft throw is draped over a cozy seating area, creating a warm, accessible environment that invites relaxation.

4.89 out of 5 average rating, 140 reviews

Acogedor loft con vista panorámica de San José

Flat in Urbanización Castro

An infinity pool is seen on the rooftop, overlooking a city skyline at sunset. The water reflects the colors of the sky, while glass railings provide unobstructed views of the surrounding area and mountains in the distance.

4.96 out of 5 average rating, 132 reviews

Urban Modern Apartment - Roof Top Pool

A cozy sitting area features a brown upholstered chair and a small wooden side table. Decorative elements include green plants and colorful throw pillows. A large window provides views of the outdoor landscape, with distant mountains visible under a cloudy sky.

4.9 out of 5 average rating, 119 reviews

21st Floor Cozy Apartment w A/C

Serviced apartment in Barrio Escalante

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, 227 reviews

URBN Barrio Escalante Fully Equipped Private Patio

4.77 out of 5 average rating, 137 reviews

The modern living area features a sleek kitchen with stainless steel appliances, including a refrigerator. A gray sofa with decorative pillows is positioned near large windows, offering views of the city. A dining table for four complements the space, surrounded by plants and contemporary decor.

Flat in California

Nacaztrip URBN

A modern living area is depicted with a stylish sofa and accent cushions facing a light rug. A round dining table is situated nearby, complemented by minimalistic chairs. Art pieces adorn the walls, enhancing the contemporary design. Soft lighting is provided by a standing lamp.