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Holiday rentals with a pool in Santiago De Los Caballeros

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Santiago De Los Caballeros

  • Total holiday rentals

    Explore 2,580 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 57,400 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,950 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 710 rentals that welcome pets

  • Rentals with dedicated workspaces

    840 properties have a dedicated workspace

  • Wifi availability

    2,570 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 rentals with a pool in Santiago De Los Caballeros

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A rooftop heated pool is surrounded by a smooth stone deck, offering a clear view of the skyline and distant landscape. Comfortable seating areas are positioned nearby, and tall glass railings provide unobstructed sightlines while ensuring safety.
Flat in Santiago De Los Caballeros
4.91 out of 5 average rating, 114 reviews

Rialto Residences/Elegant & Luxury/Pool & Gym

Rialto Residences is one of the newest modern buildings in Santiago De Los Caballeros. Located within La Esmeralda neighborhood. Relax and admire the pictures like landscapes from the heart of the city and wind down with beautiful sunsets. The building has 2 elevators, 24-hour staff in the lobby and security 24 hour security camera on premises, ,as other amenities such as: Covered parking garage Rooftop heated pool Rooftop gymnasium Social areas to relax Balcony Beautiful lobby with air cond,

Top guest favourite
A rooftop pool with a serene water surface reflects the night sky, surrounded by modern seating arrangements and potted plants. The city skyline is visible through expansive glass walls, enhancing the sense of openness and tranquility.
Apartment in Santiago De Los Caballeros
4.96 out of 5 average rating, 428 reviews

12th Floor apartment with amazing view

BRAND NEW modern apt in Rialto tower on the 12 floor with a stunning view of Santiago. It is a comfortable and well-lightened space with two 50" smart TV, and stable Wi-Fi with 100 Mbps speed. Generous well-equipped kitchen and a clean and spacious bathroom. A fantastic rooftop pool with the best view of the city. Private-secure parking lot. The apt is located in a new complex with 24/7 security. The apt is centrally located in La Esmeralda neighborhood. Walking distance to everything!

Top guest favourite
An infinity pool is positioned on the rooftop, featuring illuminated water in shades of purple. The urban skyline of Santiago is visible in the background against a twilight sky, providing a serene and modern atmosphere.
Serviced apartment in Santiago De Los Caballeros
4.98 out of 5 average rating, 563 reviews

Sky View Instant Apartment

This is a beautiful exclusive suite on the 12th level of the tower with a panoramic view. The concept is modern and luxury . Led iluminated ceilings. Air conditioning in both the living room and bedroom offer a pleasant climate. A very comfortable bed for a good night sleep . 50 -Inch TVwith NETFLIX,WiFi,cable and other amenities are included. Located in one of the most prestigious and secure areas .Whether it’s a business trip or a relaxation vacation, this will be the perfect getaway.

Top guest favourite
A stunning rooftop pool is framed by glass panels, offering expansive views of the surrounding cityscape. Lounge chairs are positioned along the wooden deck, providing a relaxing space. The pool’s clear waters reflect the sky, enhancing the serene setting.
Flat in Santiago De Los Caballeros
4.95 out of 5 average rating, 162 reviews

SOHA Suites Luxurious Apartment!

Welcome to our luxurious retreat in the vibrant city of Santiago, Dominican Republic! Located in the heart of Cibao, our modern luxurious apartment offers the perfect blend of comfort and security for your stay. Including a pool, gym, private balcony, private parking, 24/7 on-site security & 5G Wifi. Conveniently located minutes from malls, restaurants, nightclubs, supermarkets, hospitals, and an array of amenities, ensuring easy access to everything you need for a memorable stay!

Top guest favourite
A modern living area is visible, featuring a plush gray sofa and a dining table set for four. Large glass doors provide natural light and showcase city views, while a wall-mounted TV is positioned above a sleek media console. Stylish bar chairs are located at the kitchen counter.
Flat in Santiago De Los Caballeros
4.97 out of 5 average rating, 119 reviews

Modern 2BR in La Trinitaria, Sti No Cleaning Fee!

Welcome to an urban oasis in Santiago’s La Trinitaria, next to the city’s monument. Enjoy our brand new, air-conditioned 2BR apartment. Each room boasts city views, comfy beds, and TVs (65” in the living area, 55” in the bedrooms). Our kitchen is fully-equipped, or explore local cuisine nearby. Bravo Supermarket is a block away for any needs. Take a dip in our pool or hit the gym. Shops, Cafes, and Attractions are in walking distance. Experience city life at our Santiago haven.

Guest favourite
Flat in Santiago De Los Caballeros
4.91 out of 5 average rating, 231 reviews

{Minimalist Haven} @Centro +Piscina+Vista+ GYM

This unique place has a style all its own. New apartment, decorated with every detail in mind, blending luxury and modernity. Our accommodation meets all expectations when it comes to spending a unique moment. Located in one of the quietest and most prestigious areas of Santiago, La Esmeralda. You can enjoy all the comforts in our accommodation, the best views of Santiago from our rooftop with swimming pool and gym. You will receive an exclusive and luxury service!

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, 146 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!

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
Flat in Santiago De Los Caballeros
4.87 out of 5 average rating, 109 reviews

High Above the City: Luxury Studio&Private Jacuzzi

Enjoy an exclusive studio on a high floor, designed to disconnect from the urban noise. The perfect plan: relax in your private jacuzzi on the terrace while taking in the spectacular views of the city. 🥂💫 🏙️ High-Rise Apartment: Panoramic views and total silence. 💦 Private Jacuzzi: Exclusive on your terrace. 📍 Downtown Santiago: Close to everything, with maximum privacy. 🔐 24/7 security: Modern building and controlled access. The perfect escape! 🚀

Guest favourite
A modern living room is highlighted by a large TV displaying the Netflix logo. Soft natural light filters through sheer curtains, creating a bright atmosphere. A plush sectional sofa is adorned with a textured throw, while a round coffee table adds a minimalist touch, complemented by decorative elements.
Flat in Santiago De Los Caballeros
4.98 out of 5 average rating, 43 reviews

Exclusive 7th Floor w/ City View & Infinity Pool

Enjoy this brand-new 7th-floor apartment in a modern tower with elevator, stylish lobby, and 24/7 security. Features A/C and smart TVs in all bedrooms and living room, plus a spacious balcony with stunning views of La Esmeralda and Villa Olga. Two-level social area includes a meeting room, gym, panoramic terraces, BBQ zone, and an infinity pool overlooking the Monument and the city. Private parking included. Perfect comfort and style in a prime location.

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

Popular amenities for Santiago De Los Caballeros rentals with a pool

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