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Family-friendly holiday rentals in Santiago De Los Caballeros

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Santiago De Los Caballeros

  • Total holiday rentals

    Explore 3,430 holiday rentals in Santiago De Los Caballeros

  • Nightly prices starting at

    Santiago De Los Caballeros holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 72,200 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 1,160 rentals that welcome pets

  • Holiday rentals with a pool

    1,950 properties feature pools

  • Rentals with dedicated workspaces

    1,110 properties have a dedicated workspace

  • Wifi availability

    3,360 of Santiago De Los Caballeros holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Santiago De Los Caballeros rentals

  • 4.7 Average rating

    Santiago De Los Caballeros stays receive an average rating of 4.7 out of 5 from guests

Top-rated family-friendly rentals in Santiago De Los Caballeros

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

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Top guest favourite
Home in Santiago De Los Caballeros
4.95 out of 5 average rating, 134 reviews

Comfort Home/King bed/Jacuzzi/8min to monument

Bring the whole family to this great place with lots of room for fun. Only 5 minutes away from HOMES hosp. La Sirena, Monument, and more. Spacious house with rooftops with 360° view, villar jacuzzi, treadmill, children's game, 4 bedrooms with air, wifi, cable, ceiling fan, large balcony, washing machine, parking only 5 minutes from Homs and La Sirena and El Encanto, 7 minutes from the monument, 15 minutes from the airport The house is on the 2nd level with private covered rooftops and parking for 2 vehicles Electricity included

Guest favourite
A spacious bedroom is highlighted by a large bed with neutral-toned linens. Natural light streams through horizontal wooden blinds, creating soft shadows. Two bedside tables flank the bed, and a bench sits at its foot. Decorative elements include a wall art piece and a potted plant.
Flat in Santiago De Los Caballeros
4.98 out of 5 average rating, 127 reviews

Luxury apartment W/ King bed, AC, Wi-Fi and Washer

A modern and charming place with air conditioner in living room and bedrooms. Sleep comfortably in one of our two beautiful bedrooms, with a King and Queen size beds. Relax by watching complementary Netflix on our two 55'' TVs. Fast solid WiFi (25Mbps) and table desk with monitor and comfortable chair. Fully equipped kitchen w/coffee maker and tea pot. Two modern bathrooms and an in-unit, free, washer/dryer. Whether you are here for vacation or workcation, we've got you covered NO PARTIES.

Guest favourite
The living area features a modern sofa adjacent to a low coffee table, complemented by a wall-mounted television. Large, sheer curtains allow natural light to fill the room, while indoor plants enhance the inviting ambiance. A minimalist design emphasizes comfort and style.
Flat in Santiago De Los Caballeros
4.98 out of 5 average rating, 134 reviews

Esmeralda Urban Living | 2BR | Shared Jacuzzi +Gym

✨Experience the perfect blend of urban luxury and comfort in the exclusive sector of La Esmeralda. 🏙️ This exceptional apartment has been designed to offer you an unforgettable stay in the heart of Santiago, combining elegance, functionality and premium details in each space. 🥂 Whether you're traveling for business or pleasure, here you'll find the ideal balance between relaxation and exclusivity, with access to a spectacular infinity pool 🏊‍♂️ and a top-notch gym to keep up your routine.

Top guest favourite
Flat in Santiago De Los Caballeros
5.0 out of 5 average rating, 18 reviews

Brand-New 2BR Luxury Apartment w/ Pool, Gym &Sauna

Enjoy modern living in this brand-new 2-bedroom apartment featuring resort-style amenities and a beautiful view of the Monumento. The bright, contemporary space is designed for comfort and easy living. Residents have access to a pool, sauna, fully equipped gym, BBQ area, and a playroom with ping pong, plus a dedicated infant play area, making it ideal for both relaxation and family-friendly living. A perfect blend of comfort, convenience, and lifestyle in a truly exceptional setting.

Superhost
Home in Santiago De Los Caballeros
4.73 out of 5 average rating, 11 reviews

#1 Villa Exclusive w/ Private Pool & BBQ Santiago

Imagine waking up in a modern villa in the hearth of Santiago de los Caballeros, enjoying your coffee by the private pool, relaxing in the jacuzzi, and sharing unforgettable moments in the patio with BBQ. Here, every space is designed for comfort, privacy, and a making memories with your family or special friends! We, as Dolce Vita Property Management are here to make your stay unforgettable ! ❤️Save this listing to your favorites so you don’t miss our best offers

Top guest favourite
Home in Santiago De Los Caballeros
5.0 out of 5 average rating, 8 reviews

Villa with a giant pool in Gurabo, Santiago

Beautiful villa located just 20 minutes from the city of Santiago, ideal for unwinding and enjoying yourself to the fullest. It features a large swimming pool, a barbecue area, and all the necessary amenities to share unforgettable moments with family, friends, or colleagues. I invite you to discover it; I am sure it will exceed your expectations. For activities, we charge an additional $100, or you can have access only to the pool and common area until 12:00 AM.

Top guest favourite
Home in Santiago De Los Caballeros
4.99 out of 5 average rating, 108 reviews

Luxury Home w/ Private Jacuzzi • Near Ágora Mall

Welcome to Casa Esmeralda, a luxury home in Santiago de los Caballeros, just minutes from Ágora Mall. Relax in your private outdoor jacuzzi and enjoy a comfortable stay for up to 9 guests. The home features 3 bedrooms, 2.5 bathrooms, a fully equipped kitchen, fast WiFi, dedicated workspace, 4 A/C units, 3 Smart TVs, washer and dryer, parking for 2 vehicles, solar energy system, and outdoor patio. Perfect for families, groups, business trips, and extended stays.

Guest favourite
Villa in Santiago De Los Caballeros
4.86 out of 5 average rating, 80 reviews

Mountain * Paradise * Pool * Wi-Fi * King bed *

Escape to a private tropical oasis just 15 mins from Santiago & 30 mins from STI Airport! This isn't just a stay; it’s a resort-style experience featuring a sparkling pool with integrated spa, outdoor chef’s kitchen, Tiki bar, and a 100" HD cinema screen under the stars. Perfect for groups seeking luxury in nature. Enjoy cool mountain breezes, stunning views, and total privacy in this 3-bedroom indoor-outdoor sanctuary. Book your dream getaway today!

Top guest favourite
Flat in Santiago De Los Caballeros
4.97 out of 5 average rating, 29 reviews

Luxury Apartment | Rooftop Pool | Gym & City Views

Enjoy a peaceful stay in one of Santiago’s best areas, close to restaurants, shopping, and entertainment. The apartment features fast WiFi, A/C in all rooms, Smart TVs, a private balcony, and free covered parking. Relax with access to a rooftop pool, fully equipped gym, and social area with stunning city views. Ideally located just 3 minutes from Ágora Mall and only 3 minutes from Unión Médica. Perfect for long stays, couples, or remote work.

Guest favourite
A spacious living area is highlighted by a light-colored sectional sofa facing a modern entertainment unit. A circular rug anchors the seating arrangement, while a dining area with bar stools and a pendant light is visible in the background.
Serviced apartment in Santiago De Los Caballeros
4.91 out of 5 average rating, 141 reviews

Little Italy Vibes from Cibao |Best Location/Rated

Welcome to the vibrant heart of Santiago! 🏡🔑 This modern apartment, professionally managed by Dolce Vita Property Management, is perfect for couples, families, or business travelers. Just minutes from the Monument, the airport, and Santiago’s best areas. 🛏️ Sleeps up to 7–8 guests: Master bedroom: 1 king-size bed Second bedroom: 1 king-size bed Third bedroom: 2 twin beds Living room: 1 single bed + very comfortable sofa

Top guest favourite
Flat in Santiago De Los Caballeros
4.99 out of 5 average rating, 139 reviews

Elegant apartment in Panorama | Pool and parking

Exclusive 1 bedroom apartment in Soha Panorama, Santiago. Enjoy air conditioning in the living room and bedroom, an equipped kitchen, high-speed Wi-Fi, and a modern atmosphere with wood design and green tones. Great location, close to Ágora Mall, supermarkets, clinics, and restaurants. Note: The pool and gym will be out of service starting August 25, 2026. The work will be on the 17th floor and will not affect your stay.

Guest favourite
Home in Santiago De Los Caballeros
4.87 out of 5 average rating, 158 reviews

Elegant 4BR Home w/ Private Pool

Step into this spacious and beautifully updated 4‑bedroom home, designed for comfort, privacy, and effortless living in Santiago de los Caballeros. Located in a safe, sought‑after neighborhood just minutes from STI Airport, this property features a private swimming pool, a two‑car garage, and A/C in every room making it the perfect choice for families, groups, and travelers seeking convenience and relaxation.

Popular amenities for Santiago De Los Caballeros family-friendly rentals

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