Family-friendly holiday rentals in Guadalupe

4.91 out of 5 average rating, 110 reviews

A softly lit bedroom features a single bed with white bedding and decorative pillows. Nightstands with lamps are placed on either side, and a minimalist clothing rack is positioned against the wall. A framed black-and-white photograph hangs above the bed.

Apartment in Tibás

Cozy Apartment, near everything

Welcome to our cozy apartment, perfect for your Airbnb stay! As you step inside, you'll be greeted by an open-concept living area that combines a cozy living room, a dining area, and a fully equipped kitchenette. A sofa and a table firepit perfect to unwind after a long day. The bedroom is furnished with a comfortable bed adorned with soft linens and fluffy pillows. Adjacent to the bedroom, you'll find a modern bathroom with a walk-in shower and all the necessary amenities. Book with us today

KitchenIndoor spacesNearby

4.95 out of 5 average rating, 526 reviews

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.

Condo in Escalante

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.

KitchenIndoor spacesTV

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.

4.97 out of 5 average rating, 136 reviews

Original Studio - San José -Barrio Escalante A/C

Disfruta de la sencillez de este alojamiento tranquilo y céntrico en el corazón de Barrio Escalante, uno de los lugares más exclusivos de la ciudad de San José donde encontrarás alta variedad gastronómica, hospitales privados, clínicas dentales, Estéticas . Nuestro Studio te ofrecerá todo lo necesario para contar con una estadía más que placentera. Si de centros comerciales hablamos , encontrarás Multiplaza del Este y Mall San Pedro los más cercanos donde encontrarás de todo! Nos vemos !✌️

Indoor spacesFamilyCondition

4.87 out of 5 average rating, 409 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 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.

Indoor spacesKitchenSolo travel

4.88 out of 5 average rating, 271 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

Cozy & 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, YouTube y otros.

KitchenIndoor spacesValue

4.95 out of 5 average rating, 199 reviews

A modern house with a sleek black facade is set against a twilight sky. Warm light emanates from its windows, contrasting with the cool evening hues. Lush green grass surrounds the structure, enhancing its harmonious connection to nature.

Farm stay in San José

Mountain farm retreat near San Jose

Escape to a modern mountain farmhouse near San José, designed for families who crave more than a stay. Wake to sweeping views of green valleys, ocean, and mountains from wide windows. Collect fresh eggs, meet friendly farm animals, wander gardens and 300+ trees, then gather around the fire pit for wood-fired pizza under the stars. Black facade, exposed concrete, warm wood from the Osa Peninsula. Sleeps 6, self check-in, fully fenced yard. Slow down, reconnect, and create memories that last.

KitchenIndoor spacesAmenities

4.98 out of 5 average rating, 343 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

Enjoy this king-bed deluxe apartment, you will find everything needed for an enjoyable stay. It is situated in a prime location yet you will feel away from the city. Close to malls, restaurants, tours, etc. You will be impressed by every beautiful detail handcrafted by Giulio, a passionate architect who loves to create harmonious and inviting spaces. The apartment is bright and cozy, with large windows that let in natural light and offer a breathtaking view of the city and the countryside.

FamilyIndoor spacesParking

4.91 out of 5 average rating, 415 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 with a beautiful view/ Amazing View Studio

Located on the 23rd floor of Torre iFreses in Curridabat, it overlooks the South area of 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.

FamilyIndoor spacesQuiet

4.84 out of 5 average rating, 115 reviews

Loft in San Pedro

Central studio in San Pedro | 200+ reviews

Estudio céntrico en San Pedro, con excelente valoración y más de 200 reseñas de huéspedes. Ideal para moverte caminando y disfrutar San José con facilidad. Espacio cómodo, seguro y totalmente equipado, perfecto para estancias cortas o largas. Ubicación estratégica cerca de la UCR, restaurantes, supermercados y transporte público. Ideal para viajeros solos o parejas. Alojamiento con amplia experiencia y excelentes valoraciones de huéspedes.

KitchenFamilyCondition

4.82 out of 5 average rating, 220 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.

Apartment 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.

FamilyIndoor spacesValue

4.91 out of 5 average rating, 144 reviews

The sleeping area features a spacious bed covered with a light-colored quilt. A wall-mounted TV is positioned across from the bed, with a window providing ventilation and a glimpse to the outside. Neutral tones create a calming environment.

Apartment in San Pedro

Cozy Private Apartment 5 Min Walk to UCR

Your home away from home in San Pedro, a 5-min walk to UCR. Cozy private apartment for up to 2 guests, with full bed, private bathroom with hot shower, kitchenette, fast WiFi, and fresh linens and towels. Shared main entrance to the property, quiet inside. No on-site parking; easy access on foot, by bus, or rideshare. Surrounded by cafés, restaurants, and supermarkets, with quick transport to San José.

KitchenIndoor spacesComfort

Superhost

A bright, open kitchen and dining area features a round table with four chairs and a modern light fixture above. A cozy green sofa is positioned beside a large window with arched detailing, while a black refrigerator stands against the wall, complementing the minimalist design.

4.88 out of 5 average rating, 121 reviews

Oasis Ecalante Apartment 2H 1B

Discover the charm of Barrio Escalante from our cozy 2 bedroom apartment! The master bedroom offers a queen-size bed, desk, and TV. The second bedroom features a twin bed and desk. Additionally, it has a comfortable bathroom. Enjoy spacious areas in the living room, dining room, and fully-equipped kitchen. Strategically located, you'll be surrounded by cafes, restaurants, and vibrant nightlife.

KitchenIndoor spacesWalkability

Popular amenities for Guadalupe family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.92 out of 5 average rating, 118 reviews

Lucy's Studio - Escalante Neighborhood

Indoor spacesKitchenSleep quality

4.92 out of 5 average rating, 129 reviews

Condo in Sabana

The Madriguera Serena/ SECRT Sabana.

FamilyIndoor spacesAccuracy

4.94 out of 5 average rating, 347 reviews

Condo in Rohrmoser

Industrial 2BR perfect location w/AC + sunset view

FamilyIndoor spacesWalkability

A modern high-rise building is presented with a striking black exterior and decorative white elements. Spacious balconies are integrated into the design, and a lively café or restaurant can be seen at the ground level, indicating an inviting communal atmosphere.

4.88 out of 5 average rating, 108 reviews

SER Escalante Apartment with good location

Indoor spacesKitchenHot tub

4.96 out of 5 average rating, 503 reviews

A private hot tub is set against a vibrant orange wall, surrounded by lush green plants. Soft lighting creates a warm atmosphere, highlighting smooth stones beneath the tub. The space includes a small seating area, inviting relaxation and rejuvenation.

Apartment in Escazu

Jacuzzi/King size bed/Top location

KitchenFamilyComfort

4.97 out of 5 average rating, 116 reviews

Home in Alajuela

Luxury Retreat Near SJO – Nature, Comfort & Style

Indoor spacesKitchenQuiet

Dome in Piedades de Santa Ana

A dome-shaped structure sits nestled in a lush, green landscape. Rolling hills are visible in the background, covered in dense vegetation. The surrounding area is open and inviting, creating a serene natural setting.

4.9 out of 5 average rating, 183 reviews

“Magical dome in the heights”

FamilyKitchenParking

4.87 out of 5 average rating, 182 reviews

The interior space features an open layout with a modern design. A comfortable gray sofa and a white accent chair are arranged around a round coffee table. A staircase leads to the upper level, while natural light floods the area through large windows, enhancing the room's brightness.

Loft in Rohrmoser

Art Loft - Luxurious Apt QBO Building, Rohrmoser

FamilyKitchenAir conditioning

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 636 reviews

The master bedroom features a spacious bed adorned with soft linens and decorative pillows. A cozy chair sits beside a shelf with potted plants, while double glass doors open to an outdoor patio surrounded by lush greenery.

Home in Alajuela

Tropical Oasis 5 min to SJO airport W/ cozy deck

FamilyIndoor spacesCheckout

4.88 out of 5 average rating, 476 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.

Apartment in San José

Modern and comfortable

FamilyIndoor spacesLong stay

4.89 out of 5 average rating, 112 reviews

Condo in Curridabat

Modern Loft in San José with Rooftop Pool

FamilyIndoor spacesLong stay

A modern living space is presented with large windows allowing natural light to fill the room. A four-seat dining table is positioned near the kitchen area. A cozy sofa and a neatly made bed are visible, enhancing comfort and functionality.

4.89 out of 5 average rating, 139 reviews

Cozy studio, best gastronomic area Escalante

KitchenIndoor spacesAccuracy

4.81 out of 5 average rating, 275 reviews

A cozy bedroom features a spacious bed adorned with neutral-toned linens. Natural light filters through large glass windows, framed by rich red curtains. A unique wooden shelf hangs on the wall, adding artistic interest to the room.

Apartment in Zapote

Apt#11 Modern 1 BR w/SofaBed for extra 2 guest

Indoor spacesKitchenAmenities

4.95 out of 5 average rating, 133 reviews

An aerial view showcases a charming house surrounded by lush greenery and rolling hills. The property features a curved pathway leading to the home, set against a backdrop of dramatic clouds and distant mountain views, highlighting the tranquil privacy of the location.

Home in Guadalupe

Amazing view of San Jose (20 min)- Casa los Cielos

FamilyKitchenBackyard

Shipping container in Barva

4.95 out of 5 average rating, 187 reviews

Dream Homes Vacation Heredia-8.5 miles Airport

FamilyKitchenSleep quality

4.88 out of 5 average rating, 206 reviews

Loft in Escalante

Hight-Floor Modern Loft- URBN Escalante

Indoor spacesKitchenSleep quality

Family-friendly home rentals with a pool

Superhost

4.83 out of 5 average rating, 268 reviews

Urban Calm Retreat 9th

Indoor spacesKitchenNearby

4.94 out of 5 average rating, 150 reviews

Loft in Curridabat

Loft with a balcony, panoramic view, and private parking

FamilyKitchenNearby

4.98 out of 5 average rating, 105 reviews

A modern studio is displayed with a cozy sleeping area featuring a spacious bed. A dining table is set with elegant glassware and decorative elements. Large windows allow natural light to brighten the room, complemented by soft curtains. A wall-mounted TV completes the inviting atmosphere.

Loft in Escalante

Apartment in Escalante Olive Loft 14th

Indoor spacesKitchenPool

4.95 out of 5 average rating, 141 reviews

A modern living space is showcased with a sleek gray sofa facing a wall-mounted television. A minimalist dining area with two chairs is positioned near large windows offering expansive views of the cityscape and mountains. The concrete walls provide a contemporary ambiance.

Apartment in Curridabat

Vivi's Hideaway

Indoor spacesFamilyCondition

4.93 out of 5 average rating, 192 reviews

A spacious living area showcases a comfortable bed with blue accent pillows, facing a kitchenette with modern appliances. A dining table is positioned nearby alongside blue chairs. White shelving units provide storage, while a patterned chair adds a touch of style to the room.

Apartment in Curridabat

Ifreses Apartment: clean/balcony/WiFi/desk

Indoor spacesKitchenCondition

4.95 out of 5 average rating, 131 reviews

A panoramic view of the city is showcased at dusk, with vibrant clouds illuminated by the setting sun. The skyline features a mix of tall buildings, while distant mountains rise in the background, providing a dramatic contrast against the colorful sky.

Apartment in San José

Penthouse in San Pedro, view of the gods. Luxury, A/C.

Indoor spacesKitchenPool

4.85 out of 5 average rating, 103 reviews

A rooftop pool is seen overlooking expansive views of the city and distant mountains. The pool's water appears inviting under a clear blue sky. Lounge chairs are positioned nearby on a tiled deck, providing space for relaxation.

Apartment in Curridabat

Rooftop Pool - AC - Gym - In Unit W/D - iFreses 6c

KitchenIndoor spacesLocation