Holiday rentals with a pool in Guayama

4.92 out of 5 average rating, 134 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

Welcome to Instantes 3, a brand-new, cozy cabin nestled in the heart of nature. Surrounded by breathtaking mountain views and often draped in a mystical fog, this secluded retreat offers the perfect escape from the hustle and bustle of daily life. Enjoy complete privacy as you relax in the peaceful ambiance, reconnecting with nature while soaking in the serene landscape. Whether you’re looking to unwind or explore the nearby trails, Instantes provides an ideal setting for a rejuvenating getaway.

Tiny home in Caonillas Arriba

An infinity pool is featured with views of surrounding mountains and lush greenery. Sunlight reflects off the water's surface, creating a serene atmosphere. Chaise lounges are positioned nearby, offering a comfortable space to relax and enjoy the picturesque landscape.

5 out of 5 average rating, 103 reviews

Sol y Luna Mountain Retreat Hacienda

Enjoy the lovely setting of this romantic spot in nature and discover the serenity in our cozy farmhouse. This private villa wraps you in a lovely and peaceful environment with majestic mountains all around. The house is fully equipped for your convenience. It is ideal for couples in need of a nice getaway or just reconnect with yourself and nature. It is on a gorgeous tropical private 3 acre estate with private pool. Located in Villalba, Puerto Rico, just 50 minutes from Ponce's Airport.

4.99 out of 5 average rating, 192 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 💡

4.96 out of 5 average rating, 190 reviews

A spacious pool area features a modern gazebo with seating and a stone wall accent. A shimmering pool is equipped with a small waterfall and two colorful inflatable toys. Lush greenery borders the area, creating a serene outdoor environment.

Holiday home in Guayama

La Vecchia Village w/Spacious Private Pool Area

La Vecchia Village is centrally located in Guayama PR, only 3 minutes from highway 54. The entire house which includes 3 bedrooms, 1 bathroom, a fully equipped kitchen, WIFI which covers all the property, a smart TV with built-in streaming apps, Amazon Echo Dot speaker2 with built-in Alexa. Each bedroom has inverter A/C. Spacious pool area w/gazebo, outdoor shower and half bathroom. Solar System with Backup Available. La Vecchia is near 11 minutes to Pozuelo Beach ⛱️ Area.

An illuminated outdoor area features a private pool with a waterfall, surrounded by bamboo fencing. Soft lighting and candles reflect on the water's surface, creating a calming atmosphere. A projector screen and lounging spots are visible, inviting relaxation under the night sky.

4.87 out of 5 average rating, 144 reviews

Private Only for couples

NOT luxury - Private rustic urban Puerto Rico style home. This place is to disconnect from everything and connect with your love one and enjoy a private place with an urban pool, terrace, intimate adult games, sun tanning area, hammock, projector to watch movies, hookah, AC Only in the bedroom. Hot water 🚿 ONLY exterior Shower. Only for 2, No visitors. 420 friendly place. TODO en las fotos está guardado tienen que colocarlo usted mismo. Private parking inside garage.

4.93 out of 5 average rating, 224 reviews

An A-frame entrance showcases a distinct wooden facade framed by sleek stone tiles. Two individuals are seen approaching the doorway, which is complemented by decorative plants and flowering shrubs lining the path, enhancing the inviting outdoor space.

Tiny home in Cayey

Private pool with heater

Accommodation under the stars in Cayey, Puerto Rico. You'll love this unique and romantic escape. Disconnect from the daily grind and have an unforgettable experience with your favorite person in the mountains of Cayey. 15 minutes from the accommodation are the famous Guavate lechoneras (pig roast restaurants) where you can taste a delicious pig roast and spend the day. You can also visit the Charco Azul de Patillas (a natural pool) that is located near Guavate.

4.99 out of 5 average rating, 569 reviews

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

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.

4.94 out of 5 average rating, 232 reviews

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

KeiCabin Romantic Getaway with a view of the City

Outrageously beautiful modern cabin perched above the beautiful city of Cayey. Brand new with luxurious finishes, pool, deck and outdoor sitting areas. KeiCabin is a paradise with a city view, outdoor fire pit, direct access to a water ravine, heather pool, outdoor bed and other’s amenities. We have a beautiful, equipped kitchen with a quartz countertop. We have an interior hammock chair and for a romantic dinner an outdoor table under the trees.

A private pool is surrounded by a neatly landscaped area featuring carefully arranged stones and greenery. The bright blue sky and gentle palm trees create a relaxed setting. The modern beach house is visible in the background, offering a view of the tranquil environment.

4.93 out of 5 average rating, 151 reviews

MikaLuka Beachhouse / Private Pool/ Beachfront

Mikaluka Beach House is a SMALL and unique hidden paradise property located in Pozuelo, Guayama Puerto Rico. You can enjoy the beautiful beach front view sunrise and sunset while you relax your stay. We are located 1.15 hr driving south from SJU Airport. The property has: • 1 bedroom with two full beds. (air conditioning) • Private pool • Beach front • Parking available • Internet • TV with Roku • Water heat • Coffee maker • BBQ area

4.94 out of 5 average rating, 108 reviews

Condo in Arroyo

Ocean Breeze Villa.

"Escape to paradise in this stunning beachfront villa, available for short-term rentals. Perched directly on the shore, breathtaking ocean views, direct access to the beach, and a tranquil atmosphere perfect for relaxation and rejuvenation. We are a condominium with 50 villas, 10 of them are Beach Front. Our Villa is one of the 10 with exclusive Ocean Front, plus having access to the amenities, Pool, Tennis court, Basketball court.

4.98 out of 5 average rating, 131 reviews

Home in Jájome Alto

Mountain Retreat • Private Pool • Nature + Peace

Mornings begin with birdsong, and afternoons are best enjoyed on the terrace with Puerto Rican coffee. This home was built for rest, relaxation, and disconnection, making it ideal for romantic getaways, weekend escapes, or extended workations. The property is completely private, quiet, and surrounded by greenery — a true mountain sanctuary. * We have a solar system to guarantee electricity on the property.

4.97 out of 5 average rating, 126 reviews

A modern dining area is depicted, featuring a glass table surrounded by four white chairs. A wall-mounted television is visible, along with decorative lighting. In the background, a door leads to a bedroom, while two glass doors open onto an outdoor space.

Apartment in Guayama

El Legado, Beautiful & Relaxing Condo at Guayama

1 king bed + Futon. Capacity for 2 adults and 2 kids (Automatic Power Generator and Water System Backup) Welcome to “El Legado Golf Resort” Guayama. Enjoy the upscale and inviting atmosphere of our apartment, located in Guayama, Puerto Rico. Gated community, 24/7 security, infused with style and scenic views to the ocean, mountains and Golf course.

Popular amenities for Guayama rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.9 out of 5 average rating, 138 reviews

An outdoor area features a swimming pool surrounded by a tiled patio. A shaded seating area includes a table and four chairs, complemented by a bar counter with an umbrella. Decorative string lights create a relaxed ambiance in the space.

Home in Coco

Salinas Blue House Private Pool, BBQ, Gazebo

A charming exterior of a single-story house is depicted, featuring a terracotta-tiled roof and light-colored walls. A paved pathway leads to the entrance, flanked by lush greenery and palm trees. A spacious driveway is visible, accommodating a parked vehicle.

4.95 out of 5 average rating, 41 reviews

Your perfect home

4.97 out of 5 average rating, 266 reviews

A vibrant outdoor area is surrounded by lush greenery, featuring a sparkling pool, comfortable lounge chairs, and a thatched umbrella. A cozy hammock invites relaxation, while tropical plants enhance the tranquil atmosphere. The inviting space seamlessly integrates with the colorful Spanish-style architecture.

Home in Gurabo

Private urban oasis with local charm.

4.93 out of 5 average rating, 193 reviews

A private pool area is featured, showcasing a clear blue water pool framed by natural stone tiles. A hot tub is integrated within the poolside layout, providing easy access. Lush green grass surrounds the space, enhancing the tranquil outdoor environment.

Home in Río Jueyes

Casa de playa/piscina/ac/Wi-Fi/cable/Salinas PR

4.86 out of 5 average rating, 170 reviews

Home in Maunabo

Villa Gabriella

4.87 out of 5 average rating, 197 reviews

The image features a two-story house with a charming façade. The expansive balcony overlooks a lush garden, while a driveway leads to a spacious garage below. Green foliage surrounds the property, contributing to a sense of privacy and tranquility.

Home in Cayey

Spacious house surrounded by nature

4.94 out of 5 average rating, 123 reviews

A light and airy living space features a comfortable gray sofa adorned with decorative cushions in shades of aqua. A ceiling fan provides airflow above a sleek dining area, where a glass table is surrounded by stylish chairs. Natural light fills the space through large windows.

Home in Honduras

Hacienda Florentina with Puerto Rico best views

4.89 out of 5 average rating, 103 reviews

A spacious jacuzzi is positioned on a terrace, offering scenic views of the surrounding mountains and a partly cloudy sky. The warm water reflects the sunlight as it sets, creating a serene atmosphere for relaxation.

Home in Barranquitas

Birds and Peace

Condo rentals with a pool

A spacious sleeping area features a striped bedspread on a large bed, complemented by a red decorative pillow. Nearby, a round table with two wooden stools offers a casual dining space. A mirrored wardrobe and clean lines in the decor create an organized appearance.

Condo in Carolina

Few steps to Paradise

A comfortable bedroom features a spacious bed with patterned bedding. A small desk with a lamp is positioned near glass doors that open to a balcony. Natural light fills the room, highlighting the view of greenery and the golf course beyond.

Condo in Guayama

4.82 out of 5 average rating, 77 reviews

Villa at El Legado Golf Resort - Beautiful Cielito

A spacious living area is furnished with a large sectional sofa accented by teal pillows. Large windows provide unobstructed ocean views, and a ceiling fan enhances airflow. Natural light brightens the room, while the flat-screen television is mounted on a sleek wooden panel.

5 out of 5 average rating, 11 reviews

Casa Azul

A bright living area features large sliding windows offering ocean views. Comfortable seating is arranged around a coffee table, with pops of color from decorative cushions. A dining table is seen in the background, enhancing the open, airy feel of the space.

4.94 out of 5 average rating, 63 reviews

Direct Ocean and lighthouse view apt in Maunabo

5 out of 5 average rating, 14 reviews

A scenic view of the ocean and coastal landscape is presented from a balcony. The foreground includes a white railing that leads to a distant view of neighboring condominium buildings and the shimmering water, while fluffy clouds drift across the sky.

Condo in Emajagua

Oceanview Lighthouse Villa

4.97 out of 5 average rating, 34 reviews

A large, inviting swimming pool is surrounded by manicured landscaping and elegant palm trees. The pool is partly shaded by a large covered area, which features seating. A white picket fence encloses the space, offering a serene environment for relaxation.

Condo in Guayama

Paradise starts at El Legado - Villa Tranquility

A tall palm tree leans over a sandy beach, its fronds swaying gently above the shoreline. The ocean is visible in the background, featuring gentle waves under a partly cloudy sky, creating a serene coastal scene.

4.83 out of 5 average rating, 29 reviews

Garden Beach Apt w/ Pool in Maunabo

A bright living area features large glass doors that open to a stunning ocean view. Comfortable furniture includes a beige sofa, a patterned armchair, and two wooden side tables. Soft natural light fills the space, enhancing the inviting atmosphere.

4.87 out of 5 average rating, 79 reviews

Ocean and lighthouse views, The Turtle’s Nest

Other holiday rentals with a pool

4.97 out of 5 average rating, 155 reviews

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

Sunset Delight

Shipping container in Guayama

4.95 out of 5 average rating, 37 reviews

Green Moon Forest Container w/ Pool & stargazing

5 out of 5 average rating, 66 reviews

Large glass doors open to a scenic view of the mountains, allowing natural light to fill the space. A hammock is suspended on the balcony, set against a backdrop of lush greenery and a bright sky, creating a serene atmosphere.

Farm stay in Cayey

El Pretexto: Villa 1C

Shipping container in Santa Isabel

An infinity pool reflects the sunset over hills, with a sun dipping below the horizon. The pool's edge blends seamlessly with the landscape, framed by greenery and a hammock for relaxation, all set against a backdrop of vibrant orange and yellow hues.

5 out of 5 average rating, 159 reviews

Dreamy

4.84 out of 5 average rating, 133 reviews

A spacious outdoor area features a heated pool surrounded by a stone patio. Adjacent is a gazebo offering shaded seating. Large glass doors on the white structure provide a view of the ocean and connect the indoor living spaces with the deck, creating a bright, airy atmosphere.

Villa in Palmas

Seafront Beach House / Heated Pool & Beach Access

4.93 out of 5 average rating, 324 reviews

A geodesic dome is surrounded by lush greenery, with a private pool and sun loungers visible in the outdoor area. The setting includes a shaded gazebo equipped with seating and a grill, offering a serene escape within the natural landscape.

Dome in Orocovis

The LM1 Domescape

Shipping container in Playa

A serene nighttime view of the rooftop accommodation illuminated by string lights. The pool reflects calming blue hues, surrounded by palm trees. A cozy outdoor seating area with a large umbrella complements the inviting atmosphere, while well-maintained greenery frames the space.

4.89 out of 5 average rating, 213 reviews

TAKE IN THE SUNSET FROM OUR LUXURY ROOFTOP ☀️🌅

A serene outdoor area features a sparkling pool with clear blue water. Surrounding the pool, lush green grass is complemented by lounge chairs and shaded seating. A large terrace overlooks the ocean, providing a scenic view of the sky and water.