Family-friendly holiday rentals in Guaynabo

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.

KitchenIndoor spacesAmenities

4.87 out of 5 average rating, 323 reviews

A cozy bedroom features a spacious bed covered with a light quilt and decorative pillows. A small desk is positioned beside a television mounted on the wall. Natural light enters through a partially opened window, while a ceiling fan provides additional comfort.

Apartment in San Juan

Ive Apartment in San Juan

Private apartment with one bedroom, a/c, WIFI, bathroom, living room, equipped kitchen and a patio. We offer free street parking to guests. The apt it’s located close to main attractions: 10 min drive from Condado Beach, 15min from Isla verde, 16 min from Old San Juan, 7 min from mall centre Plaza las Americas, 6 min from Coliseo Roberto Clemente, 13 min from Luis Muñoz Marin airport. There is a variety of places to eat and buy things minutes walk.

Indoor spacesFamilyLaundry

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.

FamilyKitchenBreakfast

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.

FamilyIndoor spacesCleanliness

4.87 out of 5 average rating, 241 reviews

A private pool area is visible through an elegant gate, showcasing a well-maintained pool surrounded by lounge furniture and tropical plants. The setting features a shade sail overhead, providing a comfortable space for relaxation. A distant view of greenery complements the tranquil atmosphere.

Villa in Guaynabo

Villa w Pool/Mountain View Near Airport San Juan

Escape to a serene 3-bedroom mountaintop villa in Puerto Rico with stunning views, just 20 mins from San Juan. Perfect for 6 guests, this sanctuary features a private courtyard pool with a waterfall. Enjoy the blend of peaceful seclusion and city convenience. Bedrooms have AC, dedicated workspaces, and reliable Wi-Fi. A unique retreat for families or facilitators seeking rest and reconnection.

KitchenIndoor spacesParking

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.

Indoor spacesFamilyLaundry

4.93 out of 5 average rating, 131 reviews

A modern living area features a round glass dining table surrounded by four comfortable chairs. A gray sofa with decorative pillows sits against a white wall, while a small artwork adds a touch of decor. Natural light enters through a nearby door with panel windows.

Guesthouse in San Juan

El Kallejon Guest house

BRAND NEW!!! Enjoy a unique stay at El Kallejon Guesthouse. With 10 minute drive to the Bad Bunny concert. Located within a 10-15 minute radius to the Isla Verde-Condado Beaches, Plaza las Americas & San Patricio Plaza Malls, & the Luis Munoz Marin Airport✈️ Walking distance to restaurants, discotheques, pharmaceuticals, gas station, grocery stores & laundromat.

FamilyKitchenLocation

4.86 out of 5 average rating, 309 reviews

Tent in Guaynabo

"Stellita Glamping"

Disconnect from the routine and enjoy the tranquility of the countryside in the city of Guaynabo, Puerto Rico, with a private pool and different decks where you can relax. The tent has a cozy queen bed, one air conditioners, books and board games. You'll also have your private bathroom and outdoor area with bbq, refrigerator, pool and a cozy seating area.

KitchenIndoor spacesAir conditioning

4.98 out of 5 average rating, 238 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.

Indoor spacesFamilyLaundry

4.98 out of 5 average rating, 320 reviews

A bright and airy bedroom features a spacious bed dressed in a light blanket, complemented by soft green and neutral pillows. Natural light enters through large windows, with sheer curtains softly filtering the sunlight. A small workspace and modern furnishings are visible, enhancing the serene decor.

Guesthouse in Guaynabo

Casa Laura: Where you are a ★!

Alcohol disinfectant provided for your Airbnb during your stay. We thoroughly wash all of our linens, comforters, and carpets according to Airbnb's strict cleaning guidelines. Our guest's well-being is our priority. ☆Experience a spacious, independent, and private room perfect for one or two people with easy "self-check-in".

Indoor spacesFamilyAccuracy

A private swimming pool is framed by sleek gray tiles, with clear blue water reflecting the sky above. Nearby, a shaded patio area includes a seating arrangement, providing a space for relaxation. Lush greenery can be seen in the background, enhancing the tranquil setting.

4.9 out of 5 average rating, 152 reviews

Casa Va-Le | 4BR | Private Pool | 2 King Beds

Casa Va-Le Downtown house in a residential development with access control, quiet, with a private pool, electric generator, billiards, among other amenities for your comfort and fun. Located two minutes from the highway and 15 minutes from the airport. Close to tourist areas and shopping malls.

FamilyIndoor spacesLayout

4.94 out of 5 average rating, 777 reviews

A spacious sleeping area features a comfortable bed with crisp white linens and decorative pillows. A pendant light hangs above, illuminating the room. A compact chair and small nightstand are positioned beside the bed. Natural light filters through a window covered by a light shade.

Apartment in San Juan

Olga's House: very central and cozy.

Studio apartment located steps from the Express and Plaza las Americas, behind the Mexican restaurant Aurorita. There are bakeries, a pizzeria, gas stations, ATMs, public transport stops. 15 min from Choliseo (by car). Newly remodeled. Separate entrance and parking in front of the property.

Indoor spacesFamilyValue

Popular amenities for Guaynabo family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 504 reviews

Cabin in San Juan

Hidden Paradise Cabin | Romantic Forest Retreat

KitchenFamilyView

4.84 out of 5 average rating, 187 reviews

Apartment in Cataño

Cataño Bay Escape Near Old San Juan

Indoor spacesKitchenQuiet

A relaxing hammock is suspended in the foreground, featuring a delicate crochet design. In the background, a wooden patio with table and chairs is visible, softly illuminated by string lights, creating a cozy atmosphere for outdoor gatherings.

4.94 out of 5 average rating, 131 reviews

Luxury home

Indoor spacesKitchenQuiet

4.81 out of 5 average rating, 135 reviews

Apartment in Levittown

Ocean Couple

Indoor spacesFamilyAmenities

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

KitchenIndoor spacesLocation

4.79 out of 5 average rating, 165 reviews

Home in Levittown

CASA ESPECIAL@10min from Dorado, 20 min from SJ.

KitchenIndoor spacesCheckout

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

KitchenFamilyGetting around

4.89 out of 5 average rating, 199 reviews

Apartment in Santurce

PH/ Water Cistern+Jacuzzi +Private Nook | Sleeps 4

KitchenFamilyWi-Fi

Family- and pet-friendly home rentals

The exterior of the renovated house features a modern design with geometric metal fencing and large windows. Natural light enhances the facade, and the clean lines of the structure offer a contemporary look. A driveway is visible, providing convenient access.

4.88 out of 5 average rating, 288 reviews

New and central house Free WiFi & Netflix

FamilyKitchenParking

4.94 out of 5 average rating, 162 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

Indoor spacesFamilyAccess

4.82 out of 5 average rating, 189 reviews

A modern living space features a gray sectional sofa and matching loveseat, complemented by a circular glass coffee table. Light-colored tile flooring is accented by a patterned area rug. A framed art piece hangs above the seating area, and two closed doors are visible in the background.

Apartment in Cataño

Close to San Juan ! 2Bedrooms We have Solar Panels

KitchenFamilySleep quality

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

Indoor spacesFamilyWi-Fi

4.87 out of 5 average rating, 158 reviews

Home in Bayamón

S21-B Private Home | Self Check-in | Bayamón

KitchenFamilyCleanliness

4.84 out of 5 average rating, 182 reviews

Near Airport & Beach Spacious Outdoors Free Prkg

FamilyKitchenCheckout

4.85 out of 5 average rating, 143 reviews

A shared pool area is highlighted, featuring clear blue water and a smooth stone deck. Sunlight reflects off the surface, and an umbrella provides shade nearby. The pool is framed by white walls, creating a serene and open environment.

Apartment in Carolina

The Leaves apartments #1

FamilyKitchenAccess

4.85 out of 5 average rating, 140 reviews

A modern two-story apartment building is set against a bright blue sky, framed by lush palm trees. The exterior features a mix of light-colored walls and large windows, complemented by a well-maintained garden with colorful flora along the pathway.

Apartment in Bayamón

3BR Home in Bayamon, min. to San Juan & Airport

FamilyIndoor spacesLocation

Family-friendly home rentals with a pool

4.9 out of 5 average rating, 162 reviews

Apartment in Levittown

Unit #1 | Modern Pool Apartment Near San Juan

FamilyKitchenHospitality

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, 220 reviews

Casa Caliad • Pool House • San Juan

Indoor spacesFamilyLayout

4.97 out of 5 average rating, 126 reviews

A serene outdoor space features a private pool surrounded by palm trees and vibrant seating. The clear water reflects the blue sky, while a lush green lawn extends toward a calm body of water in the background, enhancing the tranquil setting.

Home in Toa Baja

Lake Villa House in Toa Baja, Puerto Rico

Indoor spacesFamilyComfort

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

KitchenIndoor spacesBathroom

The modern two-story home features a clean, contemporary design with large windows and a welcoming entrance. Lush palm trees are planted in the front yard, complementing the well-maintained landscaping. A driveway and garage are visible, providing convenient parking options.

4.82 out of 5 average rating, 269 reviews

Case Del Sole Duplex w/ Solar-Powered Backup

Indoor spacesKitchenCheckout

4.9 out of 5 average rating, 105 reviews

Apartment in Toa Baja

Villa Piscina Jill in Levittown, Toa Baja

KitchenIndoor spacesWalkability

4.96 out of 5 average rating, 119 reviews

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.

Home in Carolina

Traveler’s cozy house | Private Pool Near Airport

KitchenFamilyAmenities