Family-friendly holiday rentals in Caimito

4.89 out of 5 average rating, 311 reviews

A compact kitchen area is shown with white cabinets and a countertop. A table with two black stools is positioned nearby. A colorful window curtain enhances the space, complemented by a yellow sofa adorned with decorative pillows. A coffee maker and microwave are visible.

Guest suite in San Juan

Comfortable and Convenient studio One parking spot

Smokers are NOT welcome. Small independent no smoking/ one parking spot studio inside private neighborhood with controlled access. Located on the South of San Juan near everything. Gas stations, coffee shops, restaurants, fast foods really near. Train station 5 minutes drive away. Airport 18 min no traffic Mall of SJ 15 min Plaza las Mall 15 minutes Montehiedra outlets 10 min Old San Juan- 25 min Convention Center 18 minutes El Yunque 1 hour Condado Beach 15 min Coliseo de Puerto Rico 15 min

4.96 out of 5 average rating, 195 reviews

A two-story home sits gracefully on a gently sloping landscape, surrounded by lush greenery. The exterior features large windows that invite natural light, with vibrant flowering plants cascading along the walls. A spacious driveway leads up to the front of the house.

Home in Bayamón

Casalta: A Unique Villa Experience in Puerto Rico

Welcome to our dream home, a labor of love meticulously designed and built by us. Nestled on 2.3 acres of Bayamon mountain terrain, our property offers breathtaking panoramic views that will leave you in awe. We're delighted to be a pet-friendly destination. Conveniently situated just 25 minutes from San Juan Airport, San Juan's beautiful beaches and the historic of Old San Juan. Our home is the perfect setting for creating cherished memories, for any special occasions you have in mind.

A private pool is set against a backdrop of lush greenery and a vibrant tree with red flowers. Several lounge chairs are positioned nearby, inviting relaxation. The tranquil water reflects the soft colors of the sunset, completing the serene outdoor space.

4.94 out of 5 average rating, 133 reviews

One of a Kind Villa w/ Private Pool & Views in SJ

Escape to your own private mountain retreat where cool tropical breezes, lush surroundings, and breathtaking panoramic views create the perfect setting for an unforgettable stay. The property is perfectly tucked away in the hills while amazingly close to everything you need. It is a gem for those who wish to experience Puerto Rico on a deeper level, away from the tourist trap. Not only is it beautifully furnished, the apartment has the perfect private pool only 10mins away from SJU.

4.95 out of 5 average rating, 197 reviews

The two-story property is surrounded by lush greenery, featuring a serene pond reflecting the building and sky. Lounge chairs are positioned on the grass, offering a relaxing spot to enjoy the natural surroundings.

Home in Rio Grande

Hacienda Azucena, Río Grande, Yunque Rainforest

An Exquisite vacation home in El Yunque Tropical rainforest. Discover Puerto Rico's enchanting beauty at Hacienda Azucena. Enjoy a private getaway in this 4-bedroom, 2 full bathrooms and 3 half bathrooms villa. This spectacular property offers incredible green views just minutes from El Yunque National Forest, one of the finalists for the New 7 Wonders of Nature. Perfect for friends and family gatherings or peaceful getaways. Close to beaches, outlets mall, and horseback rides.

4.95 out of 5 average rating, 398 reviews

Cozy Parking Water Backup 15 Min Airport & Beaches

Welcome to your cozy and private apartment, perfectly located in a quiet and safe residential area of San Juan. This comfortable space is fully equipped and ideal for travelers looking for convenience, privacy and a peaceful place to relax . Just 15 minutes from the airport and close to shopping centers, restaurants, fast foods, supermarkets, hospitals. Whether you’re visiting for business or pleasure, this apartment offers everything you need for a pleasant and stress-free stay.

4.92 out of 5 average rating, 118 reviews

The exterior of the house is shown, featuring a light blue facade and a red-tiled roof. A circular driveway leads to the front, surrounded by greenery. Large windows provide natural light, while a peaceful landscape and cloudy sky complete the tranquil setting.

Home in Caguas

Relax and Enjoy. Puerto Rico Paradise

Located in Caguas, 25 minutes from San Juan. 4 bedrooms with AC/ 2.5 bathrooms. One outdoor shower. Located in a very quiet community in the middle of the mountains (Sierra de Caguas). Restaurants, beaches, rives, falls, and national forest (El Yunque), and a lot of more than only Puerto Rico can offer you in less than an hour of distance. . Airport about 35 min, Condado Beach about 30 minutes, Palmas del Mar beach about 45 minutes.

4.8 out of 5 average rating, 170 reviews

Lush banana trees grow outside the apartment, providing a vibrant green backdrop. A clothesline can be seen stretched between the trees, while the natural landscape features leafy foliage and neighboring plants. The area appears peaceful and well-maintained, offering a connection to the rural surroundings.

Guest suite

Total Tranquility Patio / Casa de Latorre

We offer comfort and tranquility. You will be in a rural area, but close to the Metropolitan area. You will be 20 minutes away from a night of clubing or fine dining and you will come back to a place where you can here the rain and the melodies of the night like the diferent varieties of Coquis and nightcreatures. You will be close to main roads and highways that will take you to wonderful places of our beautiful island.

4.92 out of 5 average rating, 111 reviews

A mini pool is surrounded by lush vegetation, including colorful flowering plants in decorative pots. A beach ball floats in the water, while a small section of stone steps leads towards the pool. The exterior features light blue wood siding and a white railing.

Home in Trujillo Alto

Cozy tropical garden Oasis + pool just 4 you

Cozy wooden house with mini pool, deck, garden and private parking. Do you want to connect with nature? Experience sleeping with the singing of the coqui and waking up with the crowing of roosters among the tropical vegetation. We are located in Trujillo Alto, in a central neighborhood, 2 minutes by car from the supermarket, bakery and gas station. Minutes from the airport, the capital, beaches, and shopping malls.

4.83 out of 5 average rating, 110 reviews

Intimate Paradise- Private Pool, Terrace & Comfort

We have running water! Enjoy our spacious home with a large patio and private pool. With 2 king beds, 2 queen beds, and a bunk bed, each room includes a private bathroom for total comfort. The house features solar panels and a backup battery for a reliable stay. Located in a secure gated community, you’re just 15 minutes from the beach and airport, offering both privacy and convenience for your getaway.

A well-lit bedroom features a spacious bed covered with a crisp white bedspread. A decorative pillow rests at the center. A small bedside table and a folding chair are positioned nearby. Bright natural light filters through the window with blinds, enhancing the minimalist decor.

4.83 out of 5 average rating, 212 reviews

Amazing White House Two w/parking

Modern and cozy 2BR/1BA apartment in a corner house next to a main road. Fully equipped for a worry-free stay. Includes parking and electric generator. Just 7 minutes from San Juan’s main highway and 15 minutes from the airport. Close to restaurants, shopping centers, a kids’ park, and a walking trail. Located in a quiet residential area with excellent access to everything.

4.98 out of 5 average rating, 240 reviews

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.

Home in Carolina

Villa Estrella PR (near Airport & Beach)

Have fun with the whole family at this stylish place. It's close to all the essentials such as the Airport and Beaches (5 minutes), Old San Juan, Plaza Las Américas (15 minutes). Located near several prestigious restaurants such as Bebo's BBQ, Metropol, and the Piñones tourist area where you can find typical food from our island.

An outdoor area features a private pool adjacent to a covered terrace. A billiard table and comfortable seating are visible, with ceiling fans providing airflow. The space is surrounded by greenery and offers easy access to the kitchen through large glass doors.

4.92 out of 5 average rating, 221 reviews

Casa Caliad • Pool House • San Juan

4-bedroom house with private pool, terrace and billiards, perfect for sharing with family or friends. It has a water cistern and an electric generator, giving you greater comfort and peace of mind throughout your stay. Just minutes away from tourist spots, beaches, shopping malls and Luis Muñoz Marin International Airport.

Popular amenities for Caimito family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.75 out of 5 average rating, 326 reviews

Urban Cozy Studio · AC · Fast WiFi · Pets

4.97 out of 5 average rating, 506 reviews

Cabin in San Juan

Hidden Paradise Cabin | Romantic Forest Retreat

4.78 out of 5 average rating, 105 reviews

Cozy house in Cupey with Pool & Power Generator

4.89 out of 5 average rating, 241 reviews

A charming cottage is surrounded by lush greenery and tropical plants, with a stone path leading to its entrance. The blue sky above contrasts with the vibrant foliage, creating a serene outdoor environment, enhanced by the natural landscaping featuring various palm trees and flowering plants.

Cottage in Río Grande

Casita del Yunque, Private Heated Jacuzzi Pool!

4.97 out of 5 average rating, 106 reviews

A spacious living area features large glass doors that provide views of the surrounding greenery. A comfortable gray sofa is positioned near a circular mirror, with a decorative pouf and a small plant nearby. Natural light brightens the open space.

Home in Toa Alta

Hacienda Lucero: Your Tropical Lakefront Escape

A view from the unit showcases the serene waters of Condado Bay, framed by large glass windows. The bright blue sky, dotted with fluffy clouds, enhances the calming atmosphere. The distant skyline of San Juan can be seen across the bay, adding a picturesque backdrop.

4.86 out of 5 average rating, 166 reviews

Pelican Suite | Ocean View | Pool | King Bed

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

4.97 out of 5 average rating, 175 reviews

The dining area is highlighted by a dark wooden table surrounded by four light-colored chairs. A spacious kitchen with modern appliances is visible in the background. Large sliding glass doors provide access to a balcony, with natural light enhancing the room's ambiance.

Apartment in Caguas

Sunset Delight

Family- and pet-friendly home rentals

The front entrance of a vibrant blue house is framed by lush greenery and flowering plants. Two elegant oval windows enhance the entrance, which is flanked by white columns. A welcoming front path leads to the door, with a subtle mail post visible on the lawn.

4.84 out of 5 average rating, 141 reviews

Eco Forest House in the City

A heated swimming pool is showcased in the foreground, reflecting clear blue skies. Surrounding greenery enhances the scene, with a white structure visible nearby featuring multiple windows. A gazebo is situated to the right, complementing the outdoor space.

4.84 out of 5 average rating, 146 reviews

Urban Paradise

A spacious bedroom features a king bed with a textured grey coverlet. Light flows through the window, illuminating two pieces of wall art. A wooden dresser sits against one wall, and a TV is positioned on a stand across from the bed.

4.9 out of 5 average rating, 333 reviews

New and central apartment Free WiFi & Netflix

4.91 out of 5 average rating, 198 reviews

Executive Studio • Private Garage • 15 Min Beach

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.

4.91 out of 5 average rating, 277 reviews

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

4.94 out of 5 average rating, 163 reviews

A modern one-story house features a warm beige exterior with a bright orange accent wall. The entryway is marked by a sleek front door and a set of steps leading up to it. Lush green grass surrounds the front yard, enhancing the inviting facade.

Home in Bayamón

Beautiful Accessible Home

A private studio apartment is presented with a spacious bed positioned against a neutral wall. An air conditioning unit is mounted above, and a ceiling fan is installed. Decorative plant elements add a touch of greenery. Light filters in through sheer curtains, enhancing the relaxed ambiance.

4.9 out of 5 average rating, 490 reviews

Wonderful private apartment, 1 bedroom.

Casa particular in Santurce

Blue lagoon

4.93 out of 5 average rating, 113 reviews

Family-friendly home rentals with a pool

Shipping container in Gurabo

An outdoor terrace features a wooden deck with a table and chairs, providing ample seating. A cozy swing chair hangs nearby, surrounded by lush greenery and expansive views of the mountainous landscape. Decorative string lights add warmth to the inviting setting.

Vista Linda Haus

4.99 out of 5 average rating, 277 reviews

4.92 out of 5 average rating, 230 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

4.86 out of 5 average rating, 389 reviews

An inviting infinity pool extends toward a breathtaking view of lush green mountains and the Atlantic Ocean. The sky is filled with fluffy white clouds, creating a serene atmosphere. The pool's clear blue water reflects the vibrant landscape, offering a perfect retreat for relaxation.

Cabin in Gurabo

The Best View of PR with infinity pool with Heater

4.96 out of 5 average rating, 285 reviews

Home in Gurabo

Escape to your private Tropical Oasis.

4.86 out of 5 average rating, 312 reviews

Tent in Guaynabo

"Stellita Glamping"

4.9 out of 5 average rating, 325 reviews

An outdoor space features a private pool surrounded by a wooden deck. A geodesic dome is visible, equipped with a shaded seating area and a lounge chair nearby. Lush green vegetation frames the area, creating a serene and tranquil environment.

Dome in Caguas

Secret Dome 2 with lake view

Shipping container in Aguas Buenas

A contemporary outdoor area features a wooden deck beside a heated pool. Two blue folding chairs are positioned near a white swinging chair. The backdrop showcases green foliage, and soft lighting bulbs are suspended overhead, adding to the relaxing atmosphere.

Casita Hygge

4.9 out of 5 average rating, 326 reviews

The image displays a luxurious home surrounded by lush tropical greenery. A swimming pool is situated in front of the house, with a deck and patio space visible. The structure features a distinctive red-tiled roof and multiple outdoor areas for relaxation.