Family-friendly holiday rentals in Guadalupe

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.

KitchenFamilyAccuracy

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, 135 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 !✌️

FamilyIndoor spacesLaundry

4.87 out of 5 average rating, 408 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 spacesKitchenLocation

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.

4.88 out of 5 average rating, 270 reviews

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 spacesSolo travel

4.98 out of 5 average rating, 341 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.

KitchenFamilyAccess

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.

4.91 out of 5 average rating, 414 reviews

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.

FamilyKitchenNearby

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.

4.86 out of 5 average rating, 467 reviews

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.

KitchenIndoor spacesWalkability

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.

4.8 out of 5 average rating, 356 reviews

La Vecindá - The Studio - Great Location

NO PARKING AVAILABLE / NO HAY PARQUEO🚫🚙 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. 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.

KitchenIndoor spacesLong stay

4.84 out of 5 average rating, 113 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.

KitchenFamilyCheckout

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

Magical Mountain family Farm Experience

Heavenly Highlands is a modern mountain farm retreat near San José, created for families who want more than just a stay. Enjoy peaceful views, friendly farm animals, fresh eggs, gardens, fruit trees, a cozy fire pit, and unforgettable experiences like wood-fired pizza. With beautiful architecture, local craftsmanship, and nature all around, it’s the perfect place to slow down, reconnect, and create memories your family will truly remember.

FamilyIndoor spacesCleanliness

4.87 out of 5 average rating, 397 reviews

10th floor Apartment w/ Sky-Level Pool in San José

Private, comfortable, and strategically located in the heart of Curridabat. This studio on the 10th floor of the iFreses building is perfect for couples, students, or travelers seeking a quiet and functional space. It offers all the essentials for a pleasant stay and is surrounded by universities, shopping centers, and restaurants. Its location makes it a strategic base to explore San José and plan your journey through Costa Rica.

Indoor spacesKitchenComfort

4.82 out of 5 average rating, 217 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 spacesCleanliness

Popular amenities for Guadalupe family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A cozy sleeping area features a spacious bed dressed in crisp white linens with an orange accent blanket. Natural light floods in through large glass doors leading to a private balcony, where two chairs provide city views. A simple rug adds warmth to the floor.

4.98 out of 5 average rating, 152 reviews

Spacious studio with balcony

FamilyKitchenComfort

4.92 out of 5 average rating, 118 reviews

Lucy's Studio - Escalante Neighborhood

KitchenIndoor spacesParks

4.93 out of 5 average rating, 179 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 José, La Sabana, Del Lago

FamilyKitchenComfort

4.92 out of 5 average rating, 123 reviews

Condo in Sabana

The Madriguera Serena/ SECRT Sabana.

KitchenIndoor spacesAmenities

4.94 out of 5 average rating, 347 reviews

Condo in Rohrmoser

Industrial 2BR perfect location w/AC + sunset view

KitchenIndoor spacesCondition

4.96 out of 5 average rating, 499 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

FamilyIndoor spacesSleep quality

4.96 out of 5 average rating, 113 reviews

Home in Alajuela

Luxury Retreat Near SJO – Nature, Comfort & Style

KitchenFamilyCheckout

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, 179 reviews

“Magical dome in the heights”

FamilyKitchenCheckout

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 635 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

Indoor spacesKitchenHospitality

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

Indoor spacesKitchenBathroom

4.98 out of 5 average rating, 153 reviews

A private jacuzzi with hydromassage is positioned on a wooden deck, surrounded by lush greenery. Large glass walls of the igloo reveal a spacious sleeping area while showcasing a stunning sunset view over the mountains. Soft tones of the sky create a peaceful ambiance.

Ice dome in San José

Iglú Cristal: Magic and Comfort near the Falls

Indoor spacesKitchenLocation

4.99 out of 5 average rating, 157 reviews

A modern living area features a comfortable sofa adorned with a cozy throw blanket. A decorative butterfly display is set on a textured side table, complemented by framed art of natural scenes and a floor plant. Soft lighting from a stylish lamp enhances the inviting atmosphere.

Apartment in Uruca

Airport Apt/floor16 AC+Paking+Rooftop views +Tours

Indoor spacesKitchenQuiet

4.95 out of 5 average rating, 131 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

FamilyIndoor spacesGetting around

4.77 out of 5 average rating, 245 reviews

A modern kitchen area features sleek cabinetry and stainless steel appliances. A cozy green sofa is positioned beside a circular dining table with white chairs. Natural light emanates from large windows, accentuating the contemporary decor and artistic wall elements.

Condo in San José

The Gourmet Terrace & Coffee View w/AC

FamilyIndoor spacesParks

4.89 out of 5 average rating, 302 reviews

BeST RANkED SuPERHOST * 18th Floor * KInG sIZE BeD

Indoor spacesKitchenValue

A stunning view of a sunset over the city skyline is captured, with vibrant orange and yellow hues blending into the sky. The horizon features silhouettes of distant mountains, while glass railings enclose a rooftop pool setting, reflecting the warm colors of dusk.

4.86 out of 5 average rating, 628 reviews

Amazing View at 20th SJO Floor Loft! Parking&Pool

Indoor spacesFamilyLocation

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 141 reviews

An inviting outdoor area features a private heated pool surrounded by tropical plants and potted flowers. Comfortable seating options, including a hammock and lounge chairs, are positioned around the pool, with a cozy dining area visible in the background under soft lighting.

Villa in Mata Redonda

Cheerful private 4-Bedroom Villa. Heated pool A/C

KitchenIndoor spacesSleep quality

4.98 out of 5 average rating, 102 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

FamilyIndoor spacesNearby

4.95 out of 5 average rating, 140 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

KitchenFamilyShared spaces

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 spacesKitchenBathroom

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.

4.95 out of 5 average rating, 130 reviews

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

Indoor spacesFamilyTV

Apartment in Mata Redonda

A modern living area showcases a green sofa adorned with colorful cushions. Bright wall art featuring playful designs adds a lively touch. Large glass doors provide access to a balcony with expansive views, while a bedroom is visible through an open doorway, decorated with floral wallpaper.

4.94 out of 5 average rating, 470 reviews

Hideout in downtown San Jose-Sergio

KitchenFamilyLocation

4.94 out of 5 average rating, 168 reviews

A spacious bed with neutral-toned bedding is positioned near large glass windows, offering a nighttime city view filled with twinkling lights. Soft curtains frame the windows, complementing the warm color palette of decorative pillows arranged on the bed.

Home in Curridabat

Smart loft in the heart of the city, A/C and Wi-Fi

KitchenIndoor spacesPool