Holiday rentals with a pool in San Juan

4.92 out of 5 average rating, 225 reviews

The image displays a private pool area featuring a circular jacuzzi and a larger swimming pool, surrounded by lush tropical vegetation. The exterior of the two-story house is visible, with multiple glass doors providing access to the outdoor space, enhancing natural light.

Home in Trujillo Alto

Luxury Villa: PrivatePool, Generator&Water Cistern

Beautiful luxury two story house with private pool located 20 min from the airport and beach, at a community with double gated security entrances. Perfect for families/corporate groups. The house has a huge kitchen, open spaces, office, terrace, wood playhouse for children and private pool. Master bedroom has a beautiful big bathroom with bathtub and double shower. WE HAVE POWER GENERATOR/ WATER CISTERN. ONLY REGISTERED GUESTS ARE ALLOWED ON THE PROPERTY, EXCEPT PREVIOUSLY NOTIFIED VISITORS

ValueFamilyLaundry

Casa particular in San Juan

4.93 out of 5 average rating, 109 reviews

Blue lagoon

Diviértete con toda la familia en este alojamiento con estilo. Lugar espacioso y lujoso. Tiene picina, BBQ y generador eléctrico, de emergenmuelle para pescar con vista a Isla Verde. También cuenta con rampa para tirar botes , tv en todos los cuarto y sala , internet y bocinas bluetooth. Tiene un yate en el muelle que puede hospedar 2 huéspedes más con un costo extra para añadir este servicio comunícalo con el anfitrión y con reserva de tres o más noches tienes 1 horas de motora acuática gratis

FamilyValueIndoor spaces

4.9 out of 5 average rating, 148 reviews

Amazing Home! Pool + Backup Water & Power + WiFi

Modern home with private pool, perfect to spend a few days on vacation. It has 3 bedrooms, each with a queen size bed, tv, and A/C. A dedicated work space, a spacious living room and kitchen. You will have an outdoor dinning area and a gazebo to relax next to the pool. Your family will be close to everything when you stay at this centrally-located place. Less than 10 mins from the airport and 12 -15 from popular areas like Old San Juan, Condado and Isla Verde , Malls, outlets and Markets.

FamilyLocationNearby

4.88 out of 5 average rating, 147 reviews

A modern two-story building is set behind a low concrete wall, with palm trees and lush greenery enhancing the entrance. The façade features clean lines and light-colored walls, while shaded areas provide a welcoming atmosphere. A separate gate leads into the property.

Apartment in San Juan

ATELIER 277 San Juan, Puerto Rico.

Our place offers a true great experience. Very centric house located at the heart of the urban area of San Juan. Just 15 min from the beach with exclusive pool access to guests. We assure you a unique apartment on the 3rd floor of the Atelier which has a separate entrance, with amenities for your comfort: Queen bed, TV, wifi, and AC, fully equipped kitchen, dining table, washing machine, and bathroom. Queen sofa bed and a balcony with a lovely view. 800 sq feet safety and quietness guaranteed.

ValueFamilyQuiet

4.96 out of 5 average rating, 100 reviews

Home in San Juan

Casa Aurea - Cozy House in the Metro Center Area

Casa Aurea is a charming and cozy retreat that comfortably accommodates up to eight guests, offering everything you need for a relaxing stay in a prime location. Just minutes from Plaza Las Américas, you’ll be close to top restaurants, shopping, and entertainment. Whether you’re visiting with family or friends, Casa Aurea is the ideal place to unwind by the pool or set out to explore all the area has to offer. Come experience the perfect blend of comfort, convenience, and Caribbean charm!

LocationFamilyHospitality

4.99 out of 5 average rating, 143 reviews

Townhouse in San Juan

Ocean Park Beachfront & Pool | Steps to the Sand

This Beach Front Townhouse is located in Ocean Park. One of Puerto Rico’s sought out locations! It is perfect for group trips as well as families looking for the perfect getaway! The Town House is in a gated community which means you will be guaranteed a safe trip. Private parking will be provided. The unit is a 10 minute drive from the airport as well as Old San Juan. You will have a private rooftop facing the ocean and a shared pool on the ground floor to use at your convenience.

ValueLocationSleep quality

A private outdoor area is illuminated by string lights, creating a warm ambiance at night. The pool, featuring shimmering blue lights, is bordered by sleek lounge chairs. A modern barbecue grill is visible in the distance, surrounded by lush greenery and a clean, well-maintained pathway.

4.95 out of 5 average rating, 134 reviews

Casa Kenia

Enjoy a stylish experience at this centrally-located, elegant, and fun place. We are just 8 minutes from the airport, 10 minutes from the Mall of San Juan, 20 minutes from Old San Juan, and 9 minutes from Condado and its beaches. English Enjoy a great experience in this centrally located, stylish, loving, comfortable, and well-equipped home. Located near Luis Muñoz Marín airport. Minutes from beautiful beaches, restaurants, shops, the Condado area, and Old San Juan.

LocationValueAccuracy

A serene outdoor space features a private pool with tranquil blue water, surrounded by lounge chairs and lush greenery. An inviting seating area is visible, alongside a bar with high stools. A well-lit space creates an atmosphere for relaxation and enjoyment.

4.98 out of 5 average rating, 133 reviews

Villa Celestial Luxury Home

Discover comfort and style at Celestial, our newly renovated 3-bedroom, 3-bathroom retreat in Urb. Los Angeles, Carolina, Puerto Rico. Just 5 minutes from the airport and a short drive to Isla Verde's beaches, this stylish home is ideal for up to 10 guests. Enjoy the remodeled interior, private pool, BBQ area with a full outdoor kitchen, ample parking, and security cameras. Experience luxury and convenience at Celestial – your gateway to the best of Puerto Rico.

FamilyLocationWalkability

4.99 out of 5 average rating, 290 reviews

A tranquil private pool reflects the clear blue sky, surrounded by lush greenery and palm leaves. The modern apartment's large glass windows allow for abundant natural light, while a shaded outdoor seating area and hammock can be seen beside the pool.

Apartment in San Juan

Best location with pool, steps from beach!

Wake up in a luxurious king bed with premium bedding, gazing out at your private pool framed by lush palm trees. Start the day with breakfast from the fully equipped kitchen, then catch up online with blazing-fast Wi-Fi under the shaded pergola. Cool off in the pool or rinse in the outdoor hot shower before walking just 50 yards to San Juan’s best beach. Ideal for couples, solo travelers, remote workers, or small families seeking comfort and style.

ValueFamilyTV

4.98 out of 5 average rating, 109 reviews

Villa in San Juan

Beach Walk / Pool / Backup Power & Water

Walk to Isla Verde Beach, spend the day by the ocean, and come back to a heated pool. Villa Valeria combines a prime location with backup power and water, so your Puerto Rico vacation stays comfortable from arrival to departure. 🌴 Beach in minutes: 3 min to the beach 🛏️ 2BR/2BA comfort: King bed ensuite + 2 queens for flexible stays ❄️ Full A/C + Smart TVs 🚗 Easy arrival: Free parking, gated community, ~9 min to SJU

LocationFamilyAccess

4.89 out of 5 average rating, 123 reviews

The living area features a brown leather couch complemented by a round coffee table and decorative elements. A ceiling fan and modern light fixtures are present, along with plants that enhance the space. Glass doors open to a private outdoor area, blending indoor and outdoor environments.

Home in San Juan

Mid-Century Modern house

Experience the magic of a recently renovated 1962 house, meticulously designed in the Mid Century style, where nature and abundant natural light take center stage. Embrace the seamless integration of open spaces, lush greenery, and a patio that flawlessly blends with the interior. The house has 3 bedrooms. It can comfortably accommodate 6 people, (2 per room).

ValueFamilyAccuracy

A refreshing pool area is surrounded by natural greenery, with stone accents and a sunlit patio. The pool features clear water and a small seating area, creating an inviting outdoor space. Lush foliage frames the scene, enhancing the serene atmosphere.