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Vacation rentals with a pool in Santiago De Los Caballeros

Find and book unique homes with a pool on Airbnb

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

  • Total vacation rentals

    Explore 2,580 vacation rentals in Santiago De Los Caballeros

  • Nightly prices starting at

    Santiago De Los Caballeros vacation rentals start at ﺩ.ﺇ 37 per night before taxes and fees

  • Verified guest reviews

    Over 57,400 verified reviews to help you choose

  • Family-friendly vacation rentals

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

  • Pet-friendly vacation rentals

    Find 710 rentals that welcome pets

  • Rentals with dedicated workspaces

    840 properties have a dedicated workspace

  • Wi-Fi availability

    2,570 of Santiago De Los Caballeros vacation rentals include wi-fi 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 favorite
Castle in Santiago De Los Caballeros
4.91 out of 5 average rating, 222 reviews

Casa Aly 16 y Mas, Santiago, Dominican Republic

Casa Aly is located in a prime area of Santiago, making it ideal for large and small groups to stay and share the same space. It is 5 minutes from the Agora Mall and 3 to 5 minutes from supermarkets and restaurants. Best of all, it offers security, as the party area is separate from the rest of the house. There are rules to follow, as we are in a residential area with restrictions on music and noise. It is a beautiful villa with lovely vegetation for bridal photography and photo shoots. Come visit us, and you won't regret it.

LocationValueQuiet

Guest favorite
A spacious villa is presented with a private pool surrounded by a concrete patio. Large windows allow ample natural light, while a thatched roof area provides shade. A jacuzzi is integrated into the pool design, enhancing the outdoor relaxation space.
Villa in Santiago De Los Caballeros
4.94 out of 5 average rating, 103 reviews

Villa & Eventos PLUS

GOLD VILLA is the perfect stay where you have a TON OF SPACE to relax and have those amazing moments with your FAMILY & FRIENDS. URBAN LIFE: This beautiful villa is located in a central area of Santiago offering a multiple selection of the best restaurants, bars, discos etc+ without spending too much time on the road. AIRPORT DISTANCE: 15-30 min depending on traffic. NO BLACKOUTS: You’ll never have to worry about having a blackout in our stay since we count with a detached power plant.

FamilyValueWalkability

Guest favorite
Apartment in Santiago De Los Caballeros
4.91 out of 5 average rating, 235 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!

LocationValueBathroom

Guest favorite
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.
Apartment 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!

ValueFamilyBeach

Top guest favorite
Home in Santiago De Los Caballeros
4.99 out of 5 average rating, 110 reviews

Casa Esmeralda | Private Jacuzzi & 3BR

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.

ValueLocationAir conditioning

Guest favorite
Apartment in Santiago De Los Caballeros
4.87 out of 5 average rating, 118 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! 🚀

LocationValueHospitality

Top guest favorite
A private balcony is furnished with two woven chairs and a small metallic table. The modern design features sleek glass railings and light wood flooring. City views are visible in the background, complemented by a cloudy sky.
Apartment in Santiago De Los Caballeros
4.95 out of 5 average rating, 238 reviews

Modern 1 Bed/AC/Wi-Fi/Pool/Gym/Parking/Balcony

Modern one-bedroom Airbnb apartment thoughtfully curated & beautifully decorated with a minimalist design approach. Perfect for a couple or single travelers! Located in the heart of the city of Santiago De Los Caballeros, Dominican Republic. Near to the center of the city: Monument, malls (Agora Mall), restaurants, bars, hospitals and shopping. Everything you need will be less than 5 minutes away. 15 min drive from the STI Airport.

FamilyLocationCondition

Superhost
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.
Vacation home in Santiago De Los Caballeros
4.93 out of 5 average rating, 190 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!

LocationValueGrill

Guest favorite
Home in Santiago De Los Caballeros
4.87 out of 5 average rating, 161 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.

FamilyValueDecor

Top guest favorite
Condo in Santiago De Los Caballeros
4.93 out of 5 average rating, 221 reviews

Heart of Santiago 2 Mins from Monument + KING Bed

This 7th floor condo with elevator access, should be modeled on HGTV, but instead it is listed in the highly coveted Nibaje sector of Santiago, available to you, your family, and friends. Only a few minutes from El Monumento, close to major supermarkets, shopping centers, restaurants, & transportation. Don't miss your opportunity to visit one of Dominican Republic's most desirable towns!

LocationFamilyCheck-in

Top guest favorite
A spacious bedroom is presented, featuring a large bed with quality bedding and decorative pillows. Natural light enters through a window dressed with sheer white curtains. An air conditioning unit is mounted above the bed, and a wooden door provides access to another area.
Apartment in Santiago De Los Caballeros
4.87 out of 5 average rating, 183 reviews

Porto 09 Luxury and Relax apt in Santiago City

It will be very easy to plan your visit☺️! This place has a strategic location, in the la esmeralda sector and just behind the international square of Santiago de los Caballeros. This apt is located in one of the most modern buildings in the city and has security in the building 24 hours, beautiful view, gym, swimming pool, rooftop, covered terrace and underground parking!

ValueLocationCleanliness

Superhost
An outdoor area features a sparkling blue pool under a wooden pergola with a blue canopy. Lush tropical plants surround the space, and a comfortable lounge chair is positioned nearby. A floating pool accessory adds a playful touch to the inviting water.
Villa in Santiago De Los Caballeros
4.88 out of 5 average rating, 240 reviews

Aurelinda a relaxing villa with magical sunsets

Relax with the whole family at this peaceful spacious space. Only 5 minutes away from the cibao international airport and 10 minutes away from the center of the city and the monument of the heroes of the restoration. Near the best touristic spots in Santiago, but far enough for a relaxing get away. Enjoy magical sunsets and warm tropical temperatures.

ValueFamilyDecor

Popular amenities for Santiago De Los Caballeros rentals with a pool

Condo rentals with a pool

Guest favorite
A spacious living area features a light-colored sofa adorned with a warm throw. Round gold-accented tables are positioned nearby, complemented by vibrant yellow ottomans. Soft, sheer curtains filter natural light, enhancing the neutral tones of the furnishings.
Condo in Santiago De Los Caballeros
4.9 out of 5 average rating, 280 reviews

Rialto Residences | pool & gym | Luxury Apartment

ValueFamilyParking

Superhost
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.
Condo in Santiago De Los Caballeros
4.96 out of 5 average rating, 437 reviews

12th Floor apartment with amazing view

LocationValueCleanliness

Guest favorite
Condo in Santiago De Los Caballeros
4.91 out of 5 average rating, 135 reviews

Your home 5 min. from the Monument, 24/7 security.

FamilyLocationParking

Top guest favorite
Condo in Santiago De Los Caballeros
4.96 out of 5 average rating, 138 reviews

Beautiful view of the monument with 24/7 security

FamilyLocationQuiet

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.
Condo in Santiago De Los Caballeros
4.92 out of 5 average rating, 178 reviews

NEW PENTHOUSE! Santiago* Bbq* PrivateJacuzzi* Gym

LocationValueCheckout

Top guest favorite
A modern living area features a gray sectional sofa adorned with light cushions, complemented by two round chairs. A decorative coffee table occupies the center, with a small green plant adding a touch of nature. Soft lighting and a light-colored rug enhance the inviting ambiance.
Condo in Santiago De Los Caballeros
4.95 out of 5 average rating, 152 reviews

Luxury Condo | Pool, Gym, WiFi & A/C

LocationFamilyHospitality

Guest favorite
A well-appointed bedroom features a spacious bed with crisp white linens and decorative pillows. A textured green accent wall adds character, while natural light filters through sheer curtains. A mounted television and a round mirror enhance the room's functionality, complemented by a small desk area.
Condo in Santiago De Los Caballeros
4.92 out of 5 average rating, 117 reviews

Brand new One-bed Apt. in the Heart of Santiago❤️B2

FamilyLocationCondition

Superhost
Condo in Santiago De Los Caballeros
4.86 out of 5 average rating, 101 reviews

Luxury apt in centric location near Monument&PUCMM

FamilyLocationGetting around

Other vacation rentals with a pool

Top guest favorite
Apartment in Santiago De Los Caballeros
4.97 out of 5 average rating, 34 reviews

Luxury Apartment | Rooftop Pool | Gym & City Views

LocationValueCleanliness

Superhost
Apartment in Santiago De Los Caballeros
4.81 out of 5 average rating, 36 reviews

Royalty Penthouse • Private Terrace w/ Hot Tub

ValueFamilyLaundry

Top guest favorite
Apartment in Santiago De Los Caballeros
4.98 out of 5 average rating, 44 reviews

Central & Spacious Penthouse•Private Jacuzzi •wifi•AC

ValueFamilyCondition

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

Sky Panorama · 1BR on the 13th Floor in Downtown Santiago

LocationAccessCleanliness

Top guest favorite
Apartment in Santiago De Los Caballeros
5.0 out of 5 average rating, 41 reviews

Modern Apartment w/ Rooftop Pool & Stunning Views!

LocationComfortSleep quality

Superhost
An aerial view showcases a landscaped backyard featuring a swimming pool and a hot jacuzzi. Lush greenery surrounds the area, complemented by a grassy lawn and a pathway. A swing set is positioned nearby, enhancing the outdoor space for relaxation and play.
Villa in Santiago De Los Caballeros
4.96 out of 5 average rating, 45 reviews

Sunset Paradise: Luxury Villa with Pool & Jacuzzi.

LocationValueHot tub

Top guest favorite
Apartment in Santiago De Los Caballeros
5.0 out of 5 average rating, 21 reviews

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

LocationFamilyCheckout

Guest favorite
Villa in Tamboril
5.0 out of 5 average rating, 16 reviews

Ideal House for Events and Accommodation

FamilyValueAccuracy

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

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