Family-friendly holiday rentals in Punta Santiago

4.97 out of 5 average rating, 147 reviews

An aerial view of a spacious house is displayed, featuring a well-maintained swimming pool enclosed by a privacy fence. A covered bar area with seating is included, alongside several lounge chairs positioned near the pool. Lush greenery and a cloudy sky complete the serene setting.

Cottage in Naguabo

Casa Playa Tropical, Tropical Beach House & Pool

Ven y disfruta con toda la familia en esta espaciosa casa, TROPICAL BEACH HOUSE - CASA PLAYA TROPICAL. Casa frente a la playa, Único concepto con piscina bar unida a la terraza para un mejor deleite a los huespedes. Tres habitaciones totalmente equipadas, una con cama king y su baño privado otra con una cama matrimonial, una litera y otro bano y otra con otra cama matrimonial y otra litera, Tenemos un generador elecgrico de 40 kilos automatico, para entral hay una cajita de seguria con llave

Indoor spacesFamilyCondition

4.97 out of 5 average rating, 493 reviews

Cabin in San Juan

Hidden Paradise Cabin | Romantic Forest Retreat

🌿 Hidden Paradise Cabin is a secluded mountain retreat in Charco Prieto, Bayamón, just 40 minutes from San Juan. Surrounded by pristine tropical forest, rivers, and natural pools, it offers a refined escape into nature. Close to the breathtaking Charco Prieto Waterfall, this is where comfort meets untouched wilderness. A private sanctuary to relax, reset, and recharge. ✨ Perfect for couples, nature lovers, and weekend escapes seeking total privacy and relaxation in Puerto Rico, Caribbean. 🌿✨

KitchenFamilyTV

4.97 out of 5 average rating, 160 reviews

A cozy living area features a sectional sofa, a unique circular chair, and two patterned poufs. A flat-screen TV is mounted on the wall, accompanied by a decorative shelf displaying plants and books. Natural light filters through the white window blinds.

Home in Punta Santiago

⭐️Lakeside & Beach House A/C, WI-FI, NETFLIX+HBO⭐️

Adventurer, traveling solo, traveling for business, with the family or with a group of friends? We welcome all to our cozy house which is located right next to a charming lake where you can relax and enjoy the beautiful views to El Yunque rainforest and the refreshing breeze from the nearby beach. The house is located close to everything that the lovely community of Punta Santiago can offer, the Humacao Nature Preserve area, many locals restaurants with bars and, fast foods. Come to visit us!

KitchenIndoor spacesCheckout

4.98 out of 5 average rating, 159 reviews

A contemporary house is positioned atop a hill, surrounded by lush greenery and palm trees. A winding pathway leads to the entrance, while panoramic ocean views extend in the background, highlighting the beauty of the surrounding landscape.

Home in Ceiba

La Casita: Private Heated Pool W/ Ocean Views

Nestled atop a lush hill at the beachfront town of Ceiba, this 2-bedroom house is a haven of luxury & tranquility, offering a spectacular panoramic view of the ocean, the rainforest, mountains & neighboring islands. As you approach the property, a winding driveway bordered by vibrant, blooming flowers leads you to the entrance, setting the tone for the enchanting retreat that awaits. Just a 1-hour drive from SJU's International Airport & half hour ride from El Yunque National Rainforest.

KitchenIndoor spacesBeach

A billiard table is shown with a colorful arrangement of pool balls, displaying a variety of colors including red, blue, and orange. The setting is softly illuminated with purple lighting, adding a dynamic ambiance to the game area.

4.99 out of 5 average rating, 145 reviews

The funnest house on the beach (Solar System)

SOLAR SYSTEM WITH BATTERIES Fun for the whole family, Jacuzzi, pool table, video games, basketball arcade, dominoes, and a small children's area in the patio. A BBQ, washer, and dryer. Queen bed in one room, full/twin bunk bed in the other room, and sofa bed in the living room. A very quiet area two minutes away from the beach on foot, a coastal area with many excellent places to eat and have fun, two minutes away from the Humacao Nature Reserve and ten minutes away from the Naguabo Pier.

KitchenIndoor spacesCondition

4.99 out of 5 average rating, 200 reviews

A tranquil outdoor pool is seen, featuring a sunbathing area with two sleek lounge chairs. The pool's clear water reflects the bright blue sky with fluffy clouds, while tropical plants enhance the scenic mountainous backdrop.

Tiny home in Naguabo

Casa Suiza-Private Couple Escape with Heated Pool

Casa Suiza es un retiro de escapadas románticas, sólo para parejas con Piscina Climatizada. Estamos ubicados en la montaña, es muy privado, alejado de la ciudad, a una hora de distancia de San Juan y el Aeropuerto Internacional de Puerto Rico. Recomendamos rentar un vehículo SUV o 4x4 para su tranquilidad, si no está acostumbrado a transitar en la Montaña. Una vez comienzas a subir a la montaña, es por calles con curvas y algunas pendientes empinadas, pero completamente transitables.

KitchenIndoor spacesNearby

5 out of 5 average rating, 164 reviews

Home in Buena Vista

Ocean & mountain views. Private hot tub retreat

Escape to a private tropical retreat with sweeping ocean and mountain views. Wake to birdsong, slow down on the wooden terrace, and end the day to the sound of coquí frogs. Soak in your private hot tub under the stars, enjoy a BBQ with family or friends, or simply unwind surrounded by lush greenery. With no shared guest spaces, Ocean Eyes feels peaceful and secluded, yet you’re just minutes from beaches, restaurants, shopping, and some of eastern Puerto Rico’s best adventures.

KitchenFamilyLocation

4.92 out of 5 average rating, 314 reviews

Beautiful House, 24/7 Security, Gated Community

Sanitized! Beautiful and comfortable residence with Private Pool, Jacuzzi and Grill. 12min from Palmas del Mar that has beach, bars, night life and sea food restaurant. Minutes from Palma Real Mall, Walmart, restaurants, fast food & much more. 45 min to the airport, 50 min to Old San Juan. 20 min from El Malecon de Naguabo which has many Seafood Restaurants, and beach. 30min to the boat terminal to go to Vieques and Culebra, 40 min from Luquillo Kiosk, 35 min from the Croabas.

Indoor spacesFamilyOutdoor spaces

4.94 out of 5 average rating, 157 reviews

A serene pool area is framed by tall palm trees, with the ocean visible in the background. Two lounge chairs are placed near the edge of the sparkling blue pool, which reflects the clear sky. Lush greenery surrounds the space, creating a tranquil atmosphere.

Home in Punta Santiago

Wake up to the ocean! True beachfront living!

Please ask about our other home nearby. Beachfront living with pool - 4 bedrooms. Lose yourself in paradise in this newly remodeled beachfront home with pool - 4 bedrooms, 3 baths. You will have the best of both worlds - beach and pool - for your pleasure. Enjoy unobstructed ocean/beach views from bed and through the house. Perfect for family vacations, romantic getaways or just to get away from it all. Cribs and high chairs available for little vacationers.

KitchenFamilyHiking

4.99 out of 5 average rating, 156 reviews

The property is nestled on a hillside, surrounded by lush greenery and tropical plants. The building features a rooftop terrace with sweeping views of the landscape and clouds above, showcasing the natural beauty of the coastal region.

Cottage in Ceiba

My Estela

This Airbnb is cozy and warm, with wooden furniture and soft textiles that invite you to relax. The decor is inspiring, with unique details, local artwork, and plants that create a creative atmosphere. The space is relaxing, with a terrace surrounded by a spectacular view of the east coast of PR ideal for families, with a functional kitchen and play areas that make everyone feel at home. In addition, the neighborhood is safe, ensuring a quiet and comfortable stay.

FamilyKitchenRiver

4.89 out of 5 average rating, 237 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!

El Yunque Chalet and Casita del Yunque are located within a 2 acre gated property located in the foothills of El Yunque Rainforest. It is the perfect spot to experience island living, while still being close to all major north coast attractions. Enjoy the private 8x10 heated Jacuzzi Pool, private laundry facilities, and explore our 2 acre grounds full of tropical flowers, fruit trees, babbling brook and more. You will never want to leave!

Indoor spacesFamilyNearby

4.92 out of 5 average rating, 141 reviews

A covered terrace features expansive ocean views, overlooking the sandy beach and gentle waves of the Caribbean Sea. Skylights allow natural light to illuminate the space, while palm trees frame the serene coastal landscape in the background.

Home in Punta Santiago

La Ola 15

Exceptional beach front property overlooking the Caribbean Sea, Cayo Santiago (Monkey Island) and Vieques, it is simply a place to relax and enjoy Nature. The house offers luxury living while only steps from the water. Recently renovated this 4 bedroom, 3 bath home offers approximately 2500 sq. ft of comfortable living complete with Gourmet Kitchen, modern decor, main floor Laundry Room and ample space for everyone to enjoy.

FamilyIndoor spacesBathroom

Popular amenities for Punta Santiago family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.81 out of 5 average rating, 108 reviews

A private patio features a jacuzzi surrounded by natural greenery. Nearby, a wooden deck with string lights provides a cozy seating area with two chairs and a small table, enhancing the outdoor relaxation space in a tranquil setting.

Cabin in Hato Puerco

Villa Samir in Hacienda Camila

KitchenIndoor spacesComfort

4.94 out of 5 average rating, 366 reviews

A geodesic dome structure is surrounded by lush greenery, elevated on a wooden deck. An adjoining open terrace features outdoor seating and a solar panel. The serene environment blends nature with a modern design, offering a peaceful space for relaxation.

Dome in Caguas

Romantic Dome Retreat | Jacuzzi, Nature & Intimacy

Indoor spacesKitchenSleep quality

4.83 out of 5 average rating, 284 reviews

An A-frame cabin is showcased against a clear blue sky, surrounded by lush greenery. The structure features large windows and a door, allowing natural light to permeate. Soft grass and ferns adorn the yard, creating a serene and nature-rich environment.

Cabin in San Lorenzo

Secret Corner

KitchenIndoor spacesComfort

4.86 out of 5 average rating, 119 reviews

Home in Quebrada Arenas

Intimate retreat with a hot tub and private pool

Indoor spacesFamilyQuiet

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 Río Grande

Hacienda Azucena, Río Grande, Yunque Rainforest

KitchenIndoor spacesView

4.92 out of 5 average rating, 120 reviews

A spacious dome structure is surrounded by lush greenery, with a geometric design featuring large glass panels for natural light. Outdoor seating areas and a gazebo are visible nearby, providing cozy spaces for relaxation and socializing.

Dome in Río Grande

Hella Dome Glamping Unique in the foothills of Yunque

Indoor spacesKitchenCheck-in

4.99 out of 5 average rating, 236 reviews

Large windows frame a stunning view of the coast, allowing natural light to fill the modern kitchen nook. Two bar stools are positioned at a high-top counter, and a small outdoor seating area is visible on the terrace, emphasizing the connection to the tranquil surroundings.

Cottage in El Negro

Cocal Sunrise

FamilyKitchenGetting around

4.94 out of 5 average rating, 143 reviews

A large hot tub filled with clear water is situated in an outdoor space surrounded by tropical plants. Bright yellow doors lead to another area, while a rustic wooden bar and a picnic table are visible in the background, enhancing the inviting atmosphere of the patio.

Home in Río Grande

Upscale El Yunque Retreat Spa, Generator, Water

Indoor spacesFamilyCheckout

Family- and pet-friendly home rentals

4.8 out of 5 average rating, 234 reviews

Tiny home in Humacao

Casa Vagon 1, Hacienda Miraflores

Indoor spacesFamilySleep quality

4.93 out of 5 average rating, 196 reviews

An A-frame cabin is nestled amongst lush greenery, featuring a spacious deck with two white chairs and a circular table. Soft lights illuminate the cabin's exterior, creating a cozy ambiance. Mist envelops the surrounding landscape, enhancing the serene atmosphere.

Cabin in Matón Abajo

Instantes 3 Cozy Cabin Getaway

KitchenIndoor spacesBathroom

4.98 out of 5 average rating, 126 reviews

Home in Buena Vista

Amazing Infinity pool @Coqui Tropical House

KitchenIndoor spacesCondition

5 out of 5 average rating, 224 reviews

Guest suite in Luquillo

Casa Encanto Rainforest Retreat

KitchenIndoor spacesAmenities

4.98 out of 5 average rating, 137 reviews

An infinity pool with a flowing waterfall feature is highlighted under a shaded area. Nearby, a showerhead is positioned for convenience, while potted plants border the poolside. The lush greenery of the surrounding nature is visible in the background, enhanced by soft clouds above.

Home in Yabucoa

Daddy’s Place Airbnb

KitchenFamilyPets

4.99 out of 5 average rating, 239 reviews

A cozy chalet is nestled in a lush green landscape, featuring a red roof and warm yellow exterior. A private heated pool is visible, surrounded by a wooden deck, and scenic hills are seen in the background under a colorful sunset.

Chalet in Caguas

Chalet De Los Vientos (Chalet of the Winds)

FamilyKitchenCheck-in

4.83 out of 5 average rating, 104 reviews

A well-equipped kitchen features white cabinetry and modern appliances, including a stove, microwave, and refrigerator. A wooden table with two chairs is positioned adjacent to the sleek tiled floor, while a sliding glass door allows natural light into the space.

Apartment in Humacao

Modern apartment with Wi-Fi + parking/10 min to beaches and shopping centre

FamilyKitchenPets

4.85 out of 5 average rating, 136 reviews

An aerial view showcases the landscaped property with a refreshing pool surrounded by a spacious patio area. Lounge chairs are positioned by the pool, and shaded seating is available under a wooden canopy, offering a tranquil outdoor environment amid lush greenery.

Cabin in Naguabo

Casa El Yunque - Private Pool and River

FamilyKitchenAccuracy

Family-friendly home rentals with a pool

4.96 out of 5 average rating, 103 reviews

A modern villa with expansive balconies overlooks a serene infinity pool. Lounge chairs are arranged along the poolside, surrounded by lush greenery and palm trees. The clear blue sky complements the contemporary design of the structure.

Home in Vieques

Vieques ocean view eco villa+pool

Indoor spacesFamilyOutdoor spaces

A lounge chair is positioned on soft sand, surrounded by lush green foliage. The tranquil blue ocean is visible in the background, with an island silhouette further out on the horizon, offering a serene beachside view.

4.95 out of 5 average rating, 152 reviews

5 bedroom Exclusive Beach Villa- WOW!

Indoor spacesFamilyAccuracy

4.98 out of 5 average rating, 232 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)

FamilyIndoor spacesTV

4.98 out of 5 average rating, 138 reviews

A serene infinity pool reflects the vibrant colors of a sunset, with clouds mirrored on the water’s surface. Lush greenery outlines the horizon, adding to the peaceful ambiance, while the expansive sky transitions from warm tones to deeper hues as day turns to night.

Villa in Río Grande

Villa Vista Hermosa, Río Grande, Puerto Rico

KitchenIndoor spacesCondition

4.95 out of 5 average rating, 121 reviews

A modern hillside retreat is showcased with an infinity pool extending into the landscape. The structure features large sliding doors that open to a spacious balcony. Lush greenery surrounds the property, providing a sense of seclusion, while outdoor seating is arranged for relaxation.

Home in Yabucoa

Private 2BR/2.5 BA W. Ocean View & Heated Infinity Pool

Indoor spacesKitchenBathroom

Place to stay in Río Grande

A wooden cabin is set within a lush landscape, featuring open double doors that reveal a cozy seating area. Comfortable benches are positioned on a wooden deck, surrounded by greenery. A pathway made of stepping stones leads towards the entrance, enhancing accessibility.

4.98 out of 5 average rating, 294 reviews

Glamping at Relaxing Atmosphere In Nature

KitchenFamilyHiking

The home is presented in a serene nighttime setting, showcasing a modern design illuminated by soft outdoor lighting. Tropical plants and landscaping enhance the curb appeal, while a covered entrance leads to an inviting atmosphere beneath a starlit sky.

5 out of 5 average rating, 105 reviews

Humacao Paradise | Pool, Power & Water Backup

KitchenFamilyCleanliness