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Vacation rentals with a pool in Caguas

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Top-rated rentals with a pool in Caguas

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
A panoramic view of the lodge reveals a spacious outdoor area featuring a modern swimming pool alongside a barbecue section under a covered gazebo. Lush greenery surrounds the space, complemented by the blue-colored architecture of the lodge, which includes a sun deck for relaxation.
Villa in Cidra
4.98 out of 5 average rating, 50 reviews

Artineer Way Lodge (AWL)

If you are looking for an Adults Only (couple, friends or family retreat) private place; in a complete natural and peaceful setting, with a modern and luxury rustic style; then AWL is the right and best place. What's Included: 🍷Wine or Champagne or Sangria Bottle 🪵Wood craft made by “The Artineer” 🔥Bonfire experience under the stars* Lodge Areas: 🏡The House 🍸The Bar 🌐The Dome 🚜The Barn 🏊‍♂️The Keyhole 🔥The Hexagon 🔭The Balcony 🥩 The Autoflip 🦋 The Wall *need coordination with host

Top guest favorite
A heated pool is framed by a stone terrace, surrounded by lush greenery and palm trees. Two lounge chairs sit beneath a large umbrella, while four additional chairs are arranged along the pool's edge, creating a relaxed outdoor space for enjoyment.
Home in Bayamón
5 out of 5 average rating, 12 reviews

Vivian's Relaxation Retreat - Heated Pool

Escape to the peaceful countryside of Cidra, PR, where mountain breezes and nature’s beauty await. Our property offers a heated pool for perfect swims, a cozy terrace with a BBQ, and a spacious patio surrounded by palm trees for a serene escape. Stay in the 3-bedroom main house or add the optional 4 extra guests apartment, with its private gym. Perfect for families or groups, this exclusive retreat ensures privacy and tranquility in a lush, natural setting. Your perfect getaway starts here!

Guest favorite
A view of the tranquil swimming pool surrounded by lush greenery and mountains. Comfortable seating is positioned nearby, and the spacious outdoor area offers a relaxing atmosphere, complemented by a partially covered terrace with a ceiling fan.
Guest suite in Caguas
4.98 out of 5 average rating, 52 reviews

Family-Friendly Peaceful Jungle Oasis with POOL!

Escape the hustle and bustle at this unique and tranquil jungle getaway in the mountains of Guaynabo - one of Puerto Rico’s most desirable neighborhoods. Enjoy warm evenings grilling by the pool and cool mornings with a coffee listening to the sound of birds. This is a 2 bed/2 bath guest suite, it is a house divided into 2 units. You are 20 minutes driving from the best restaurants and beaches and 30 minutes from Old San Juan. Fully stocked kitchen, gym, laundry and beach gear provided

Top guest favorite
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.
Shipping container in Gurabo
4.98 out of 5 average rating, 206 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.

Top guest favorite
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
4.99 out of 5 average rating, 174 reviews

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 💡

Superhost
A rustic stone wall features the carved sign for Hacienda 4 Rosas, surrounded by flowering shrubs and greenery. Two planter boxes filled with flowers are positioned on either side of the sign, enhancing the natural aesthetic of the entrance.
Chalet in Cidra
4.79 out of 5 average rating, 216 reviews

Hacienda 4 Rosas

Hacienda 4 Rosas is located in Cidra, a small town known as the City of Eternal Spring. Cidra offers the opportunity to enjoy the country atmosphere in a small town 40 minutes from Old San Juan. Visitors can choose to enjoy nature, drive to beaches and/or visit the historic San Juan, among others. The rustic chalet-style house at Hacienda 4Rosas is characterized by its calming, relaxing and peaceful environment. Enjoy the breeze on the expansive porch and relax in the pool.

Top guest favorite
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
4.98 out of 5 average rating, 151 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!

Guest favorite
A private pool is situated beside a spacious decking area, showcasing clear blue water reflecting the sky. A small wooden table and chairs offer seating, while a contemporary structure with large glass doors is visible in the background, surrounded by mountain views.
Shipping container in Las Piñas Cayey
4.9 out of 5 average rating, 21 reviews

The View at Las Piñas

Escape to a cozy and romantic home nestled in the mountains, where breathtaking views takes you to a special gateway. This unique hideaway just minutes from the main road for easy access is designed for couples seeking a special getaway. Enjoy a dip in the private pool with panoramic views and wake up to the beauty of the mountains and skyline. Whether you’re celebrating a special occasion or simply craving a romantic escape, this cozy retreat is your perfect destination.

Top guest favorite
An aerial view captures the geodesic dome surrounded by lush greenery. A wooden deck leads to a private hot tub, while a shaded area features seating under a tent. Soft lighting highlights the surrounding plants, creating an inviting and tranquil outdoor environment.
Dome in Cayey
4.99 out of 5 average rating, 541 reviews

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.

Guest favorite
Home in Caguas
4.99 out of 5 average rating, 86 reviews

Villa Margarita - Pool Home Caguas, P.R.

This is a little beautifull house with private pool 24 hours during your stay. Located on a more serene side of Puerto Rico, you can take delight in your own comfort with the romatic-filled amenities available on this property, including an outdoor heated pool, Sun loungers, rooftop, work space, hammock, and outdoor seating area. The villa has an electric power plant and a water taller.

Top guest favorite
Tiny home in Alturas de Caguas (Beatriz)
4.98 out of 5 average rating, 174 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.

Top guest favorite
A solar-heated swimming pool is framed by tropical plants and vibrant murals. A large butterfly mural with the Puerto Rican flag adds a splash of color to the exterior wall. Glass doors lead into the house, reflecting the serene surroundings and panoramic views.
Cottage in La Gloria
5 out of 5 average rating, 47 reviews

En Casa de Tío

Old house with solar heated swimming pool nestled on top of a mountain on a dead end road, with amazing panoramic views and full privacy. Either by yourself or with up to 4 friends, you will breath nothing but PEACE and FRESH AIR. Host LIVES IN APT ADJACENT TO THE HOUSE, always ready and available should anything arise.

Popular amenities for Caguas rentals with a pool