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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, 136 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

KitchenFamilyHot tub

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, 129 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.

FamilyKitchenValue

Guest favourite
A serene swimming pool is framed by a stone feature wall, with water cascading gently into the clear water. Lush greenery borders the area, adding a natural touch to the inviting outdoor space.
Villa in Santiago De Los Caballeros
4.88 out of 5 average rating, 98 reviews

Villa Estrella 3Br- Pool -WiFi-BBQ-Free Parking

Keep it simple at this peaceful and centrally-located beautifully and comfortable home , with 3 bedrooms & 3 bathrooms , amazing backyard with private pool.This home is great for a short term & long term rental small gatherings and family getaway. Whether you want to stay in & relax or engage in all the city has to offer, you will get the best of both worlds. Cool off in the swimming pool,work on your tan while relaxing on comfy sun lounges or prepare delicious BBQ for the family.

FamilyIndoor spacesAccuracy

Guest favourite
Flat in Santiago De Los Caballeros
4.96 out of 5 average rating, 118 reviews

SkyView Loft | Double Height & Panoramic Views

Experience Santiago from above in this exclusive double-height loft. A modern, elegant space full of natural light with stunning panoramic views. 🏡 The best of your space: 📍 Prime Location: In the heart of Santiago, minutes from the best restaurants and shops. 💻 Fully equipped: High-speed Wi-Fi, Smart TV and modern kitchen. 🔒 Comfort and security: Private parking and 24/7 surveillance. Perfect for business travelers or high-end tourism. Book your stay today! 🥂

KitchenFamilyComfort

Top guest favourite
Home in Santiago De Los Caballeros
5.0 out of 5 average rating, 9 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.

FamilyKitchenPool

Guest favourite
A spacious living area is highlighted by modern furnishings in shades of blue. A large artwork adorns the wall, complementing the elegant lighting fixtures. A dining area with plush chairs is visible in the background, while natural light fills the room through large windows.
Flat in Santiago De Los Caballeros
4.9 out of 5 average rating, 147 reviews

Steps from the monument, La Trinitaria E5

Located in the historic heart, this place is perfect for those who want to immerse themselves in the city's rich culture. With a prime location, you can walk to the main tourist attractions, restaurants, bars, and more. Designed to give you the convenience and comfort you need. spacious and bright rooms, with a modern and cozy style. In addition, our kitchen is equipped with everything you need to feel at home. Live a unique experience. We're waiting for you!

FamilyIndoor spacesCleanliness

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

Casa Esmeralda | Your Private Retreat in Santiago

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.

FamilyKitchenWifi

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!

KitchenFamilyQuiet

Guest favourite
A modern living room features a comfortable gray sofa paired with a sleek black coffee table. A large flat-screen TV is mounted on the wall, and decorative plants add a touch of greenery. Soft curtains frame the windows, enhancing the inviting atmosphere.
Holiday home in Santiago De Los Caballeros
4.93 out of 5 average rating, 189 reviews

Berry Luxury Apartment

Experience the ultimate blend of style and privacy. What you’ll love: • Private Jacuzzi: Large, modern, and just for you. • Outdoor Living: Terrace with rattan furniture, BBQ, and lush decor. • Luxury Interior: 75" Smart TV, AC, and designer finishes. • Kitchen & Bar: Sleek space with a full cocktail bar setup. • Premium Bath: Ultra-modern dark textures and rainfall shower. Perfect for romantic getaways or elite travelers. Book now!

Indoor spacesFamilyBathroom

Top guest favourite
Hut in Santiago De Los Caballeros
5.0 out of 5 average rating, 45 reviews

Vientos de Dios Cabin

If you escape to Vientos de Dios, you will enjoy a very special experience. It is surrounded by pure nature, which will allow you to enjoy a breathtaking view, pure air and indescribable peace. Perfect for resting, getting away, and reconnecting with yourself or with the one you love the most. We invite you to be a part of that experience💞❤️✨ Ideal for lovers of tranquility, sunrises and picture-perfect sunsets.

Indoor spacesAmenitiesDecor

Guest favourite
Home in Santiago De Los Caballeros
4.87 out of 5 average rating, 159 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.

Indoor spacesKitchenLocation

Top guest favourite
The outdoor area is surrounded by lush greenery, featuring hanging plants and decorative foliage. A cozy seating arrangement with stone tables and chairs is visible, along with a small water feature in the foreground. The wooden cabin can be seen in the background, enhancing the natural atmosphere.
Cabin in Santiago De Los Caballeros
4.98 out of 5 average rating, 330 reviews

LIBERTY COZY CABIN SUITE 101

Welcome to LIBERTY’s Cozy Cabin suite 101: your perfect hideaway! Centrally located in Santiago, this unique cabin is just the right mix of a peaceful environment and entertainment. The beautiful trees and breeze will connect you to nature and will make you forget you’re so close to the city! Please feel free to contact me with any questions. We’re here to help!

FamilyIndoor spacesCheck-in

Popular amenities for Santiago De Los Caballeros family-friendly rentals

Family-friendly home rentals with a hot tub

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
4.92 out of 5 average rating, 144 reviews

Little Italy Vibes from Cibao |Best Location/Rated

Indoor spacesKitchenAmenities

Top guest favourite
An open terrace area is presented with modern outdoor seating arrangements, featuring a light-colored sofa adorned with yellow cushions. A central coffee table complements the space, surrounded by potted plants. Above, overhead beams provide structure and natural light illuminates the area.
Apartment in Santiago De Los Caballeros
4.97 out of 5 average rating, 127 reviews

Top Floor Luxury 2BR | Cerros de Gurabo | Picuzzi

Indoor spacesKitchenBathroom

Guest favourite
A private jacuzzi area is showcased, surrounded by natural stone walls and subtle lighting. Water cascades gently from a spout into the tub. The space includes stylish seating at a wooden bar with dark chairs and is accented by green plants along the walls.
Flat in Santiago De Los Caballeros
4.96 out of 5 average rating, 101 reviews

Priv Jacuzzi Lux Apart Pool Gym

Indoor spacesFamilyWalkability

Superhost
A private hot tub is set within a wooden deck, surrounded by glass panels. Soft lighting enhances the area, highlighting the steps leading up to the tub. Bamboo plants are positioned nearby, contributing to a serene atmosphere against the night sky.
Apartment in Santiago De Los Caballeros
4.92 out of 5 average rating, 177 reviews

NEW PENTHOUSE! Santiago* Bbq* PrivateJacuzzi* Gym

FamilyIndoor spacesLocation

Guest favourite
Castle in Santiago De Los Caballeros
4.9 out of 5 average rating, 221 reviews

Casa Aly 16 y Mas, Santiago, Dominican Republic

Indoor spacesFamilyParking

Top guest favourite
Flat in Santiago De Los Caballeros
4.98 out of 5 average rating, 43 reviews

Central & Spacious Penthouse•Private Jacuzzi •wifi•AC

Indoor spacesFamilyValue

Guest favourite
Home in Santiago De Los Caballeros
4.98 out of 5 average rating, 93 reviews

Luxurious and modern house in Santiago.

FamilyKitchenGrill

Superhost
Flat in Santiago De Los Caballeros
4.79 out of 5 average rating, 34 reviews

Royalty Penthouse • Private Terrace w/ Hot Tub

Indoor spacesFamilyHospitality

Family- and pet-friendly home rentals

Family-friendly home rentals with a pool

When is the best time to visit Santiago De Los Caballeros?

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Avg. price$74 SGD$73 SGD$74 SGD$74 SGD$73 SGD$73 SGD$70 SGD$72 SGD$72 SGD$72 SGD$72 SGD$73 SGD
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Destinations to explore