Family-friendly holiday rentals in Carolina

4.92 out of 5 average rating, 229 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

Superhost

A private pool area is highlighted by a rectangular pool surrounded by stone tiles. Subtle lighting illuminates the pool's water. A shaded seating area with loungers overlooks the pool, creating a relaxing outdoor space enhanced by lush greenery.

4.83 out of 5 average rating, 316 reviews

Nena’s place, Carolina PR w electric generator

House with private pool and jacuzzi (NOT A HOT TUB) , 3 bedroom, 6 beds, 1 bathroom,kitchen with all utilities and garage. 15 min from international airport. El Yunque is as far as 35 minutes. Mall of San Juan is 15 min from the house. Plaza Carolina is 5 minutes away which has grocery store, restaurant and even has a movie theater. This is a really central place everything is really close. We live in a tropical island insects are part of our daily routine. We do pest control every two weeks.

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, 138 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.

5.0 out of 5 average rating, 174 reviews

A spacious pool area features a heated saltwater pool accompanied by a jacuzzi. Comfortable lounge chairs are positioned around the pool, with lush palm trees providing shade. A modern covered terrace offers seating options for relaxation next to the scenic outdoor landscape.

Villa in Carolina

Luxury waterfront villa with dock and heated pool

Enjoy uninterrupted water and power at Villa Jade, with a whole-house generator and 600-gallon water cistern for peace of mind. Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock on a serene lagoon. Just 10 minutes from SJU Airport and the fabulous beaches of Isla Verde. Three spacious bedrooms with private baths. Fully remodeled. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay. Welcome!

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.

4.99 out of 5 average rating, 136 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.

A dining area is presented with a large wooden table surrounded by six chairs. Natural light fills the space through large windows, which are dressed with sheer curtains. Green plants add a touch of vibrancy, and a pendant light hangs overhead, softly illuminating the setting.

4.98 out of 5 average rating, 149 reviews

Rustic Modern Home |Walk 2 Beach| Close 2 Airport

Guests keep telling me the photos don't do it justice. A 4BR/2BA that actually breathes — room to spread out, plus common space where everyone lands at night. Big beds, AC throughout, 5 minutes from the airport, short walk to the beach. Calm, safe neighborhood, Old San Juan 10 minutes away. Whole-house generator and an 1,100-gallon water tank , so when the island's power goes, yours stays on. Message me and I'll send my restaurant list before you land.

4.91 out of 5 average rating, 277 reviews

A bright living area is equipped with a blue sectional sofa adorned with decorative pillows. A round coffee table sits on a soft area rug, while a wall-mounted television adds to the entertainment options. Natural light filters through sheer curtains on multiple windows.

Home in San Juan

Samoa's Boho (6 minutes from airport)+ Car Rentals

Bring the whole family to this great place with lots of room for fun. Samoa's Boho is a spacious, cosey home where you could enjoy all the amenities and more. Its also equipped with solar system and a 500 gallons water tank.Samoa's Boho is very centric, 10 minutes from the airport , 5 minutes from one of the most exclusive malls of Puertorico (The Mall of SanJuan) ,12 minutes from the beaches, 20 minutes from Old SanJuan, and 30 from El Yunque.

A modern home exterior is displayed, featuring a clear glass window and a two-car garage door. The entrance is accentuated by a small staircase leading to a covered porch. A manicured lawn and a stone driveway add to the inviting appearance of the residence.

4.99 out of 5 average rating, 107 reviews

Lake View | King Beds | Cistern & Solar | Home Gym

Just 15 minutes from the airport and San Juan, Casa Laguna blends convenience with relaxation. Perfect for exploring Puerto Rico or unwinding, it features plush, air-conditioned spaces, multiple large smart TVs, and two luxurious king-size beds. For work or fitness, enjoy a quiet office and garage gym. With solar panels, the home provides uninterrupted comfort even during power outages. Casa Laguna is your ideal retreat for a memorable stay.

4.94 out of 5 average rating, 186 reviews

A bright living space features a cozy sleeping area with a spacious bed. A wooden dining table surrounded by folding chairs is visible, along with a modern television mounted on the wall. A mirror reflects the adjoining kitchen area, highlighted by sleek cabinetry.

Apartment in Carolina

Buena Vida Beach Studio, Puerto Rico

Enjoy a stylish experience at this centrally-located place just a 7-minute drive from SJU Airport. Direct access to the beach, passive park, gym, swimming pool, grill area, basketball court, tennis court, and a laundromat on the first level. It will be a pleasure to have your coffee or wine in the hanging chair of the cozy rustic-modern style balcony where you can appreciate the views of the beach and the city. Follow @buenavidabeachstudio

An aerial view captures a private pool surrounded by a tiled patio. The pool, featuring steps for easy access, is bordered by fencing for safety. Two reclining chairs are positioned nearby, with lush greenery visible beyond the pool area.

4.96 out of 5 average rating, 119 reviews

Traveler’s cozy house | Private Pool Near Airport

Welcome to La Casa del Viajero! Cozy house with unique design, 2 bedrooms with direct access to the pool and outdoor area to relax. Located in a quiet neighborhood, less than 10 minutes from San Juan Airport (by car). Close to beaches, restaurants and tourist areas such as Old San Juan, Isla Verde, Condado and Piñones. Easy access to the PR-66 to Luquillo, Río Grande and the East Coast.

Superhost

4.86 out of 5 average rating, 136 reviews

Casa Madeli, Stylish Home Near Airport & Beach

Your friends and family will be close to many local attractions and amenities when you stay at this stylish, single-family home. Less than 10 minutes from the San Juan International Airport and Isla Verde Beach. 30-35 minutes from El Yunque Rain Forest. This wonderful stay also includes a private pool, which is accompanied by a poolside relaxation area.