We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Some info is shown in its original language. Translate

Vacation rentals with a pool in Caguas

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Caguas

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

0 of 0 items showing

1 of 3 pages

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.

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!

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.

A modern two-story house is shown from the exterior, featuring a vibrant teal accent wall and large windows. The driveway is concrete and leads to a landscaped area with greenery. Rolling hills and a clear blue sky frame the property, creating a peaceful setting.

4.95 out of 5 average rating, 38 reviews

Home for 10 with Pool and Solar Panels in Caguas!

Mingui Mingui is this place that I want to share with you. Here you will find and feel peace, love, joy, empathy... This beautiful and cozy property is located approximately 45 minutes from SJU airport. Close to restaurants, bakeries, markets, gas station, etc. 15 minutes from Plaza de Caguas. It has solar panels, water tanker, a beautiful pool, billiards, barbecue, Wi-Fi, karaoke machine, outdoor kitchen and a beautiful view of the valley. The perfect balance between country and city.

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 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 💡

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!

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.

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.

Top guest favorite

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.

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.

An aerial view of the glamping site is displayed, featuring a private pool surrounded by wooden decking. A spacious dome structure is prominently positioned, with a shaded seating area visible. The lush green surroundings harmonize with the structured landscape, creating a serene outdoor environment.

4.92 out of 5 average rating, 233 reviews

Domo Secreto 1 con vista al lago

Conecta con la naturaleza en esta escapada inolvidable. Secret Glamping nace de dos personas 100% puertorriqueños, emprendedores y amantes de lo innovador. Nuestro deseo es lograr que nuestros huéspedes puedan conectar con la naturaleza, la paz y tranquilidad, así como deleitar de las hermosas vistas y paisajes de nuestros alrededores.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations with great services and amenities

Popular amenities for Caguas rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

A modern outdoor area features a clear blue pool surrounded by palm trees. Steps lead from the terrace to the poolside, bordered by lush greenery. The contemporary architecture showcases large windows reflecting the bright sky and open layout, promoting a sense of spaciousness.

Home in Twin Valley

4.96 out of 5 average rating, 28 reviews

Luxury Valley- Caguas PR

The modern two-story structure features large glass windows and doors, providing unobstructed views. A patio area, with outdoor furniture, is set across a landscaped yard leading to a private pool. The design emphasizes an open and airy connection with the surrounding nature.

Home in Las Piñas

4.73 out of 5 average rating, 82 reviews

Little Black house @ Cayey PR

A modern residence is showcased, featuring a paved driveway accommodating a vehicle. Lush green landscaping surrounds the home, which is complemented by palm trees and tropical plants. The exterior displays a mix of light and dark colors under an overcast sky.

4.56 out of 5 average rating, 129 reviews

Big Family House

The modern home is illuminated at night, showcasing an inviting infinity pool with vibrant blue water. A spacious outdoor terrace with seating and a BBQ area is visible, along with large glass doors leading to the interior, emphasizing a connection between indoor and outdoor spaces.

4.89 out of 5 average rating, 61 reviews

ET Deluxe House

A serene pool area features a clear blue water surface surrounded by lush greenery. Stone and plant accents create an inviting outdoor space. The sky above is bright with sunlight, adding to the tranquil atmosphere.

4.65 out of 5 average rating, 20 reviews

Hacienda Corazón Guavate

Top guest favorite

A spacious dining area features a large wooden table surrounded by black chairs. Soft lighting is provided by pendant lamps above the table. A well-equipped kitchen is visible in the background, along with modern appliances, and a decorative plant adds a touch of greenery.

Home in La Mesa

5 out of 5 average rating, 7 reviews

Monte Monserrate Caguas

A spacious outdoor area features a circular pool surrounded by wooden decking. Lounge chairs are placed near the water, while an umbrella provides shade. Lush greenery and rolling hills are visible in the background, enhancing the tranquil setting.

Home in Quemados

4.91 out of 5 average rating, 35 reviews

JM casa de campo

A private pool area is surrounded by lush greenery, featuring a tranquil blue pool with a waterfall. The patio includes seating and is complemented by a glimpse of the hacienda's exterior, showcasing charming architecture amid a scenic sky.

5 out of 5 average rating, 31 reviews

Hacienda Trinitaria

Condo rentals with a pool

A spacious bedroom is furnished with a large bed covered in a soft grey blanket. Natural light flows through the floor-to-ceiling window, highlighting the modern decor and warm wood accents. A cozy seating area features a pouf and a small side table, with additional wooden lounge chairs arranged nearby.

Condo in Carolina

4.83 out of 5 average rating, 106 reviews

Amazing Designer Beach Front Loft Apt Open Space

A modern bedroom features a spacious bed adorned with decorative pillows in green, pink, and blue. Two side tables with mirrors flank the bed. Natural light filters through a green curtain on the balcony doors, brightening the light-colored walls and shiny tile floor.

Condo in Carolina

4.86 out of 5 average rating, 274 reviews

Isla Verde-Alambique Beach Modern Condominium

Top guest favorite

A bright living area showcases expansive glass doors that open to a private balcony with views of the ocean. Comfortable seating arrangements include a sectional sofa and two outdoor chairs. A modern coffee table sits centrally on a textured rug, enhancing the open and inviting atmosphere.

Condo in Carolina

4.95 out of 5 average rating, 109 reviews

Deja Blue BeachFront Apartment @ Isla Verde

A small sitting area features two wicker chairs and a cushioned lounge chair, arranged near large windows that provide expansive views of the ocean and coastline. The hardwood floor complements the serene atmosphere, with gentle natural light filling the space.

Condo in Carolina

4.81 out of 5 average rating, 150 reviews

OCEANFRONT Modern 2 bedroom with SPECTACULAR Views

A private balcony is depicted, featuring a small table and two chairs. A partial view of the sea and city skyline is visible in the background. The modern building and pool area can also be spotted from this vantage point.

Condo in Carolina

4.95 out of 5 average rating, 168 reviews

Isla Verde Beachfront Studio near restaurants,bars

A spacious studio apartment is shown with a queen Murphy bed in the foreground, covered with a light comforter and arranged with two pillows. A twin Murphy bed is visible in a separate area, framed by light-filtering window shades. Decorative wall art complements the minimalist decor.

Condo in San Juan

4.85 out of 5 average rating, 343 reviews

Beautiful apartment in Condado with beach access!

A spacious bed with a white quilted cover is positioned near large sliding glass doors, offering unobstructed views of the beach and ocean. Light curtains frame the doors, complementing the serene indoor atmosphere. Soft linens and a decorative pillow add comfort to the setting.

Condo in Carolina

4.93 out of 5 average rating, 155 reviews

💕Ocean Front Isla Verde Beach Remodeled Pool Pkg

A panoramic view captures the coastline and vibrant sea, with sandy beaches extending along the shore. The image showcases the juxtaposition of urban buildings and lush greenery, framed by a clear blue sky and scattered clouds.

Condo in Carolina

4.9 out of 5 average rating, 448 reviews

ESJ Tower beachfront airport free park amazingView

Other vacation rentals with a pool

An indoor space features a serene pool illuminated by blue lights, surrounded by stylish tile work. A cozy sleeping area is positioned in the background, with a spacious bed and ambient lighting. Large windows allow natural light to enhance the atmosphere.

Apartment in Caguas

4.99 out of 5 average rating, 133 reviews

La reina

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

4.91 out of 5 average rating, 180 reviews

El Corazon de Caguas

A private heated pool is showcased, with water gently cascading from a stone wall. The area features a small round table with high chairs and a green umbrella, surrounded by white walls and a clear blue sky above.

Apartment in Cayey

4.87 out of 5 average rating, 38 reviews

Private Heated Pool. White Valentino Luxury Apart.

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

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.

4.89 out of 5 average rating, 245 reviews

Domo Secreto 2 con vista al lago

An aerial view of the glamping site is displayed, featuring a private pool surrounded by wooden decking. A spacious dome structure is prominently positioned, with a shaded seating area visible. The lush green surroundings harmonize with the structured landscape, creating a serene outdoor environment.

4.92 out of 5 average rating, 233 reviews

Domo Secreto 1 con vista al lago

Top guest favorite

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.

Tiny home in Alturas de Caguas (Beatriz)

4.98 out of 5 average rating, 174 reviews

Romantic Getaway with Private Pool in Caguas PR

Destinations to explore