Family-friendly holiday rentals in Caguas

Escape to your own private Tropical Oasis.

Welcome to a warm and inviting home inspired by relaxed island living. A genuine local experience located in a safe and peaceful, gated neighborhood. Just minutes away from restaurants, supermarkets, and major highways, just around the corner. An ideal place to explore Puerto Rico at your own pace from the comfort of a private and cozy home. Relax by the pool, surrounded by nature, and enjoy the perfect balance of tranquility, privacy, and convenience, a private retreat away from the crowds.

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 💡

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.

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!

Close to Bakery 1st Floor Homey Apartment

This spacious first-floor apartment in Caguas is just steps from La Borinqueña Bakery and features A/C in every bedroom. It’s ideally located near restaurants, shops, and highways for easy access to San Juan and Ponce. The gated community offers safety, with a basketball court and playground nearby. 🥐 Steps from La Borinqueña Bakery 🛏 A/C in every bedroom 🍽 Close to dining and highways 🏀 Gated community with playground 📅 Book now for a central stay! Boricua owned!

Escape Puerto Rico | Luxury Dome + Pool + Views

Escape to a romantic and luxurious glamping dome surrounded by the lush mountains of Cayey, Puerto Rico🌿. Enjoy total privacy with a private heated pool, panoramic views, and elegant design — the perfect retreat for couples or solo travelers seeking peace, comfort, and connection with nature. Wake up to mountain sunrises, relax under the stars, and experience a serene escape just an hour from San Juan — were nature and luxury meet in perfect harmony.

Romantic central apartment with Wi-fi and jacuzzi

Keep it simple at this peaceful and centrally-located place. Known as the “Center and Heart of Puerto Rico,” Caguas…. A vibrant city rich in culture and soul, you can choose to visit one of its many museums or stroll around its beautiful botanical garden, play golf, try your luck in the casino, dance all night, delight your palate with food and drinks, enjoy its festivals and theatrical productions, routes and walks, nature adventures and much more.

The green door apartment.

Keep it simple at this peaceful and centrally-located place. One-bedroom apartment with parking, equipped with a full bed, sofa bed, A/C, TV, Wi-Fi, shower heater, fan, living/dining room, kitchen equipped with all new appliances and a coffee maker (coffee included). Walking distance to mall, pharmacy, labs, restaurants, supermarket and hospital. Now equipped with solar panels and Tesla battery to ensure continuous electricity during your stay.

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.

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.

Esperanza Homes, Trop Lifestyle, Apt 2

Stay in comfort at this peaceful & centrally-located home, Caguas the "Heart of Puerto Rico". Backup services include a 600 gal Water Cistern & 10KW Power Generator to bridge random service hiccups. Beach chairs, towels, umbrella, and cooler are part of the available amenities. We look forward to greeting you!

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.