Family-friendly holiday rentals in Caguas

4.98 out of 5 average rating, 123 reviews

A serene outdoor lounge area features a heated pool surrounded by wooden decking. Lounge chairs are positioned beside the pool. A shaded pergola offers a comfortable seating arrangement, with views of the misty mountains and clear blue sky in the background.

Home in Cidra

Serene Mountain Escape | Casa Serena Private Pool

Casa Serena Country Villa, your peaceful countryside retreat. Wake up to coquis singing and fresh country air. Enjoy wide open outdoor spaces, charming views, and sunsets that take your breath away. Our villa blends rustic tranquility with modern comfort so you can relax without worry. For your safety and convenience, we provide a power generator and water cistern, ensuring peace of mind throughout your stay. Perfect for romantic getaways, family gatherings, or simply unwinding in nature.

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.

4.98 out of 5 average rating, 257 reviews

Vista Linda Haus

At Vista Linda Haus, from the moment you start the journey to the beautiful town of Gurabo, the adventure begins. A unique experience towards the favorite destination. You will find panoramic landscapes, lakes, mountains, farms, cities, and a community with the Puerto Rican warmth of our mountains. Just 35 minutes from the Luis Muñoz Marín International Airport, over 1,000 feet above sea level, you will breathe freedom and peace, in a harmonious environment full of energy and pure nature.

A bright sleeping area features a spacious bed layered with a white quilt and decorative pillows. Natural light filters through sheer curtains. A minimalist hat is displayed on the wall, and a mirror reflects the room's simplicity, enhancing the overall serene environment.

4.94 out of 5 average rating, 160 reviews

The white door apartment

Disfruta de la sencillez de este alojamiento tranquilo y céntrico. Apartamento de una habitación con estacionamiento, equipado con cama full, a/c, tv, wifi, calentador de ducha, abanico, sala/comedor, cocina equipada con todos los enseres nuevos y cafetera (se incluye harina de café). A pasos de centro comercial, farmacia, laboratorios, restaurantes, supermercado y hospital. Ahora equipado con placas solares y batería Tesla para garantizar electricidad continua durante tu estancia.

4.99 out of 5 average rating, 222 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)

Chalet de Los Vientos is a beautiful and cozy tiny house located in 25 acres , in the mountains of Caguas , PR at 2000ft above sea level with a spectacular view, heated pool and the privacy you deserve! This Chalet is a couples retreat and the perfect getaway for you and your loved one to disconnect from the daily routine. If you love coffee as much as we do, there is a dedicated coffee bar for you to make your espresso drink. We also have a 19Kw Caterpillar backup generator 💡

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.

4.98 out of 5 average rating, 167 reviews

Sunset Delight

🌅 Welcome to Sunset Delight! A spacious two-story penthouse in the heart of Caguas. Relax on your private rooftop terrace with hot tub, or cook in the modern kitchen. Stay cool with A/C, enjoy Wi-Fi & Smart TV, and unwind in comfort. Perfectly located—20 min to Cayey, 30 min to San Juan & La Placita, and 1 hr to Luquillo Beach. Ideal for couples, families, or business travelers looking to relax or explore Puerto Rico. Self check-in, with host support just a message away!

4.88 out of 5 average rating, 102 reviews

A sophisticated sleeping area features a dark accent wall and a stylish headboard. A large mirror enhances the depth of the space. Plush pillows, including a decorative pillow with animal designs, rest on a vibrant teal bedspread, complemented by a dark velvet throw at the foot of the bed.

Flat in Villa Nueva

The Boutique Bungalow

You deserve an upgrade! Enjoy a stylish experience at this quiet, centrally-located place. This jewel is just minutes away from Caguas Real Casino, Hospital Menonita, and HIMA Hospital. Enjoy a fun nightlife in the Center of Caguas, Centro de Bellas Artes, restaurants, and many more to explore. Whether you are staying for work, medical appointments, or just for fun, we will make sure you get the best experience in our place!

4.97 out of 5 average rating, 192 reviews

A rustic bedroom features a spacious bed with soft, light-colored bedding. Large windows allow natural light to fill the room and provide a view of the surrounding greenery. The wooden ceiling complements the warm tones of the hardwood floor and adds an inviting feel.

Cabin in Aguas Buenas

Musa Morada | Creative cabin in the mountains!

The first and only creative cabin in Puerto Rico. Here you won't find unnecessary luxuries, but a space where the most beautiful things were not built by humans: the peace, harmony, and inspiration that those seeking a Reset in their life need. Sometimes all it takes is a hidden corner where you can reconnect with yourself, let nature speak to you and let your creativity flow. Connect and create. Welcome to Musa Morada!

Tiny home in Alturas de Caguas (Beatriz)

The outdoor pool area features a well-maintained, rectangular pool with clear blue water and a beautiful view of the surrounding mountains. Modern lounge chairs are positioned nearby, and glass railings provide safety while allowing unobstructed sightlines to the natural landscape.

4.98 out of 5 average rating, 197 reviews

Romantic Getaway with Private Pool in Caguas PR

Escape to a cozy tiny home with breathtaking views. Perfect for couples, this private retreat has everything you need to disconnect, recharge, and enjoy quality time together. Relax by the pool, sip a glass of wine at sunset, and let the peaceful surroundings melt your stress away. Located inside a gated property, you’ll enjoy added privacy and comfort throughout your stay.

4.89 out of 5 average rating, 298 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

Reconnect with nature at this unforgettable escape. Secret Glamping was born from two 100% Puerto Rican people, entrepreneurs and lovers of the innovative. Our desire is to ensure that guests can connect with nature, peace and tranquility, as well as delight in the beautiful views and landscapes of our surroundings.

4.94 out of 5 average rating, 353 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

Escape to this solar-powered geodome sanctuary in Caguas, just 30 minutes from San Juan. 🌅 Relax in your own private outdoor jacuzzi beneath the stars, enjoy a panoramic hilltop view, and unwind in a secluded couples’ hideaway designed for romance and comfort.

The colorful exterior of the home features a blend of blue and pink walls, complemented by arched windows. Lush tropical plants and well-maintained pathways are present in the garden area, enhancing the welcoming appearance of the property.

4.91 out of 5 average rating, 117 reviews

Esperanza Homes, Trop Lifestyle, Apt 2

Stay in comfort at this peaceful & centrally-located home, Caguas the "Heart of Puerto Rico". Beach towels, chairs & umbrella, cooler, and hand truck are part of the available amenities. We look forward to greeting you!

A cozy living space is shown, featuring a contemporary gray sofa adorned with red throw pillows. A flat-screen television is positioned on a sleek black stand, displaying a colorful program. Light-filtering windows frame the scene, allowing natural light to illuminate the room.

4.87 out of 5 average rating, 159 reviews

5- Fully Remodeled 15minutes San Juan Metropolitan

Begin to explore the island, from Caguas, known as the center and heart of Puerto Rico, one of the most important cities in Puerto Rico. Centric apartment in a safe and peaceful place. Ideal for vacations or business.

Popular amenities for Caguas family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.91 out of 5 average rating, 423 reviews

An aerial view captures a couple on a patio adjacent to a hot tub. The modern villa features large windows and a spacious deck. Lush mountains provide a scenic backdrop, enhancing the serene atmosphere of the outdoor setting.

Tiny home in Matón Abajo

Instantes W/ Private Jacuzzi, Tub & Mountain Views

5 out of 5 average rating, 126 reviews

A spacious bed is centered against a softly lit, curved wall. Woven pendant lights cast a warm glow above the bed, accompanied by decorative pillows. A cozy bench sits at the foot of the bed, while natural textures are visible in the surrounding furnishings.

Loft in Santurce

*NEW* Relax Outdoor Bathtub, Walk To Beach

4.92 out of 5 average rating, 306 reviews

Home in Humacao

Beautiful House, 24/7 Security, Gated Community

Superhost

An aerial view showcases the vibrant Tiny Home, surrounded by lush greenery and palm trees, with rolling hills in the background. The colorful exterior adds a unique touch to the natural landscape, emphasizing the tranquility of the setting.

Tiny home in Patillas

4.9 out of 5 average rating, 174 reviews

Enchanting Tiny Home on Beachfront Farm

5 out of 5 average rating, 159 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

4.99 out of 5 average rating, 228 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

4.98 out of 5 average rating, 111 reviews

A spacious saltwater pool is framed by greenery and colorful flora. A partial lounge chair rests in the water, accompanied by an umbrella for shade. The serene setting is enhanced by a clear blue sky, providing a tranquil space for relaxation.

Home in Dorado

Fam Paradise Bliss w/ Prvt Pool/HT Beach/Playroom!

4.89 out of 5 average rating, 228 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!

Family- and pet-friendly home rentals

4.99 out of 5 average rating, 113 reviews

A geodesic dome structure is visible, set against a backdrop of rolling hills and bright blue skies. A separate concrete structure stands adjacent, with a small outdoor dining area featuring a table and chairs. Lush green leaves frame the foreground, adding a touch of nature.

Dome in Naranjito

LanDome @ La Peña 'e Junior, Naranjito, Puerto Rico

Superhost

An aerial view of a modern cabin showcasing a triangular structure surrounded by lush greenery. A heated pool is positioned centrally, accompanied by a deck area with lounge chairs. A shaded outdoor area features a striped umbrella over a picnic table, enhancing the outdoor relaxation space.

Cabin in Cayey

4.94 out of 5 average rating, 258 reviews

KeiCabin Romantic Getaway with a view of the City

4.91 out of 5 average rating, 112 reviews

Villa in Cedro

Carolina - Country house pool fire pit terraces

5 out of 5 average rating, 439 reviews

The tiny house is presented against a backdrop of a vibrant rainbow, highlighting its blue exterior. An inviting deck with white seating is surrounded by tropical plants, while decorative string lights enhance the outdoor space, creating a relaxing and welcoming environment.

Tiny home in Ceiba

Self Sufficient Tiny House #1 River/Amazing Views

4.86 out of 5 average rating, 466 reviews

A modern living space features a gray sofa next to a round white dining table with two white chairs. A small wooden side table holds a potted plant. The walls are adorned with artwork, providing a blend of style and comfort.

Flat in San Juan

Old San Juan, El rincón. Location!! Location!!

4.98 out of 5 average rating, 130 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

4.91 out of 5 average rating, 113 reviews

A panoramic view from a spacious balcony is presented, featuring three woven stools. Rolling green hills extend towards the horizon, meeting the sky, with a glimpse of the ocean in the distance. Soft clouds move across a blue sky, enhancing the tranquil setting.

Cottage in Cayey

Blessed Paradise (Country House)

4.84 out of 5 average rating, 126 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

El Yunque House: Private Pool & River

Family-friendly home rentals with a pool

4.88 out of 5 average rating, 113 reviews

A swimming pool is illuminated with soft blue lights, surrounded by vibrant mural artwork featuring tropical plants and flowers. The pool area is partially enclosed, offering a sense of privacy, while a gentle water feature is visible, adding to the serene atmosphere.

Home in Carolina

Villa Tropical Piscina privada Wifi y Neflix

4.98 out of 5 average rating, 323 reviews

A wooden terrace is shown with a stool positioned near the railing. The sun rises above a distant landscape, casting warm light over lush green hills and the ocean. An infinity pool is visible nearby, blending beautifully with the scenic surroundings.

Tiny home in Fajardo

Magical! Ocean view Cabana w/ Pool Spa on mountain

4.98 out of 5 average rating, 213 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)

4.93 out of 5 average rating, 204 reviews

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.

Home in San Juan

Luxury Casa Caliad

4.98 out of 5 average rating, 130 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

4.95 out of 5 average rating, 116 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

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, 290 reviews

Glamping at Relaxing Atmosphere In Nature