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Family-friendly holiday rentals in Guadalupe

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Guadalupe

  • Total holiday rentals

    Explore 50 holiday rentals in Guadalupe

  • Nightly prices starting at

    Guadalupe holiday rentals start at $35 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,010 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Guadalupe holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Guadalupe rentals

  • 4.7 Average rating

    Guadalupe stays receive an average rating of 4.7 out of 5 from guests

Top-rated family-friendly rentals in Guadalupe

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite
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 spacesBarbecue

4.95 out of 5 average rating, 538 reviews
Guest favourite
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

Mountain family farm retreat, animals, nature

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.

Indoor spacesFamilyValue

4.96 out of 5 average rating, 203 reviews
Top Guest favourite
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.

FamilyIndoor spacesParking

4.86 out of 5 average rating, 480 reviews
Top Guest favourite
A large outdoor swimming pool is surrounded by a sunlit deck, featuring lounge chairs positioned along one side. The modern high-rise building stands in the background, with expansive glass windows reflecting the blue sky and sunlight.
Apartment in San José

Best location, cozy Apartment!

Beautiful condo in perfectly located apartment building. The whole place has a modern feel to it without losing a touch of home. The unit is composed of one bedroom with an ensuite bathroom, living room and deck to relax and enjoy the views, as well as a modern kitchen and laundry machine. This cozy and modern apartment is close to all the best restaurants and night life in San Jose, as well as museums and downtown. Major public transportation is right outside the door.

Indoor spacesFamilyParking

4.89 out of 5 average rating, 514 reviews
Superhost
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 San José

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.

Indoor spacesKitchenCleanliness

4.8 out of 5 average rating, 361 reviews
Guest favourite
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

This is a modern space that offers all the comforts, very well lit and cozy. Fully equipped and private. It is also in a quiet residential, with many green areas, private and safe, indoor parking. Quick transfer to shops, 5 minutes from the University of Costa Rica, 15 minutes from downtown San Jose and restaurants. Lots of green area around. Equipped kitchen, good WiFi signal, enough for teleworking. Hot water, Smart TV with Netflix, YouTube and more.

KitchenIndoor spacesWalkability

4.88 out of 5 average rating, 274 reviews
Guest favourite
Loft in San Pedro

Downtown studio in San Pedro | 200+ reviews

Centrally located studio in San Pedro, with an excellent rating and over 200 guest reviews. Ideal for getting around on foot and enjoying San José with ease. Comfortable, safe, and fully equipped space, perfect for short or long stays. Convenient location close to the UCR, restaurants, supermarkets, and public transportation. Ideal for solo travelers or couples. Host with extensive experience and excellent guest reviews.

KitchenIndoor spacesParking

4.85 out of 5 average rating, 117 reviews
Top Guest favourite
An open living area features exposed brick walls and a sleek staircase leading to the upper level. A yellow door adds a pop of color, while a table with chairs and a comfortable seating area are visible. Light enters through a window, enhancing the spacious feel.
Loft in San Bosco

Lovely one bedroom loft with a nice comfy patio.

Super cool one bedroom apartment located in downtown San José. Great patio, very stylish and comfortable. Seven blocks away from La Sabana Metropolitan Park and six blocks away from San Jose's Mercado Central. The place is located near the city's main attractions, bus stops, restaurants and bars. The apartment is fully equipped and has a very nice patio with a Hammock, great for chilling in sunny afternoons.

KitchenIndoor spacesCondition

4.94 out of 5 average rating, 755 reviews
Guest favourite
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 spacesLaundry

4.9 out of 5 average rating, 145 reviews
Superhost
A bedroom features a spacious bed with a patterned quilt, flanked by a nightstand and a lamp. A piece of wall art depicting a serene landscape hangs above the bed. Natural light filters in through a window, contributing to the cozy ambiance.
Apartment in San José

Casa Flamboyán - Comfortable, safe and central.

Comfortable apartment for 4 people with a bedroom and a social area with a double sofa bed in a safe, central location with easy access to public services. Fully equipped with a full kitchen, washing machine and clothes dryer; with a full bathroom, hot water, cable TV, free WiFi and 1 parking space. Located in a safe area, close to tourist attractions, hospitals, pharmacy, supermarkets, and banks.

KitchenIndoor spacesLong stay

4.78 out of 5 average rating, 117 reviews
Guest favourite
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

The apartment is fully equipped with all the amenities for entertainment, cooking, and laundry to be your second home in the city. It is a safe, spacious, elegant and very central place perfect to escape the bustling and fast-paced city life and transport yourself to the peaceful tropical essence of Costa Rica. IMPORTANT: This is a condominium with a FAMILY and QUIET atmosphere. $50 FINE for noise.

FamilyIndoor spacesLaundry

4.83 out of 5 average rating, 230 reviews
Guest favourite
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.
Apartment in Escalante

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.

KitchenFamilyGetting around

4.88 out of 5 average rating, 127 reviews

Popular amenities for Guadalupe family-friendly rentals

Family-friendly home rentals with a hot tub

Family- and pet-friendly home rentals

Guest favourite
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.
Loft in Curridabat

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

KitchenIndoor spacesBathroom

4.86 out of 5 average rating, 638 reviews
Guest favourite
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

FamilyKitchenQuiet

4.91 out of 5 average rating, 424 reviews
Guest favourite
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 spacesAccuracy

4.95 out of 5 average rating, 137 reviews
Guest favourite
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, nature, birds and butterflies.

Indoor spacesKitchenBackyard

4.95 out of 5 average rating, 236 reviews
Top Guest favourite
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

Indoor spacesKitchenAir conditioning

4.98 out of 5 average rating, 356 reviews
Guest favourite
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 San José

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

KitchenIndoor spacesGetting around

4.88 out of 5 average rating, 741 reviews
Guest favourite
Shipping container in Barva

Dream Homes Vacations Heredia – 8.5 miles from the airport

FamilyIndoor spacesDecor

4.95 out of 5 average rating, 190 reviews
Guest favourite
Loft in Curridabat

BeST RANkED SuPERHOST * 18th Floor * KInG sIZE BeD

FamilyKitchenGetting around

4.89 out of 5 average rating, 307 reviews

Family-friendly home rentals with a pool

When is the best time to visit Guadalupe?

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Avg. price$107 NZD$110 NZD$103 NZD$96 NZD$107 NZD$96 NZD$89 NZD$96 NZD$96 NZD$100 NZD$105 NZD$107 NZD
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