Holiday rentals with a pool in Guayama

4.96 out of 5 average rating, 183 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.

Shipping container in Jauca

Two modern white chairs are positioned on a wooden deck, facing a stunning sunset over the water. The horizon is filled with warm golden hues, while palm trees are visible along the shore. A wooden dock extends into the calm bay, enhancing the serene environment.

4.94 out of 5 average rating, 362 reviews

Small Romantic space with a swimming pool and private dock

Be Happy offers you a unique ocean view towards Jauca Bay with pool and dock. "Todo lo que se ve en las fotos es para uso exclusivo de los dos huéspedes. No se comparte nada con otras personas ya que es el único alojamiento de la propiedad." "Be Happy offers you a unique sea view of Jauca Bay with a pool and dock. Everything you see in the photos is for the exclusive use of the two guests. Nothing is shared with others as this is the only accommodation on the property."

4.93 out of 5 average rating, 212 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, 547 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, 213 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, 106 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.

4.85 out of 5 average rating, 111 reviews

An outdoor area features a private pool surrounded by a patio and landscaped with gravel and small plants. A green roofed structure provides shade, and hammocks and seating areas are visible. The ocean can be seen in the background, framed by palm trees.

Cottage in Guayama

Pozuelo Paradise Beach House/ Private Pool/ Beach

Pozuelo Paradise consist of 2 separate villas with private bathrooms. Beach front property and private pool. The place is rented entirely. Villa 1: 2 full beds 1 bathroom Villa 2: 1 Queen bed 1 Bathroom Full Kitchen and additional bathroom. No indoor living room or dining room. Walking distance to many restaurants, Boardwalk, Boat ramp and Jobos Bay. We have unmonitored cctv for your safety.

4.97 out of 5 average rating, 121 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.

4.76 out of 5 average rating, 101 reviews

A spacious outdoor area is visible, featuring a swimming pool surrounded by palm trees and lounge chairs. Several villas are positioned in the background, with the rolling mountains providing a natural backdrop. Parking spaces are filled with vehicles, indicating community use.

Villa in Guayama

Villa @ El Legado Golf Resort w/ Rooftop Terrace

Family-friendly spacious villa in a 24-h guard gated golf resort. The villa has private rooftop terrace with gorgeous views of the mountains and the Caribbean Sea. Resort has a championship golf course and a restaurant with free food delivery to the community. Swimming pool, playground and gazebo are just in front of the building.

4.86 out of 5 average rating, 238 reviews

A cozy bedroom is furnished with a wooden bed adorned with a light blue blanket. A small table and a bookshelf complement the space, while natural light filters through two windows dressed with light curtains, offering views of greenery outside.

Apartment in Palmas

Peje Blanco Beachfront Farm Stay

Welcome to our cozy second-floor apartment at Finca Corsica! Enjoy stunning Caribbean Sea views from the balcony and the sound of waves just steps away from the beach. Equipped with WiFi, flat-screen smart TV, sofa/futon, and a water heater in the shower. Surrounded by tropical nature for a serene getaway.

4.87 out of 5 average rating, 196 reviews

A studio apartment rests atop a misty hillside, surrounded by lush greenery. The outdoor area features a heated pool, with scenic mountain views and fog rolling over the landscape, creating a serene atmosphere.

Tiny home in Matón Abajo

Instantes II Heated Private Pool, Scenic Views

Enjoy the lovely setting of this romantic spot in nature. Stay in the clouds with this amazing location in the mountains of Cayey, PR. Spectacular views, pool with heater, fire pit, see horses, cows, and other animals running through the lot, among many other amenities.

Popular amenities for Guayama rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.94 out of 5 average rating, 35 reviews

Your perfect home

4.97 out of 5 average rating, 261 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

A private oasis with local charm.

4.91 out of 5 average rating, 181 reviews

Home in Caguas

The Heart of Caguas

4.93 out of 5 average rating, 190 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

Beach house with pool, A/C, WiFi, cable, Salinas PR

An entrance area is visible with a white door flanked by large windows. A small table with two chairs is arranged on the tiled patio, surrounded by potted plants. Decorative elements, including a wall picture, add character to the inviting space.

4.99 out of 5 average rating, 97 reviews

El Palomar

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.

4.9 out of 5 average rating, 70 reviews

Casa Mar y Tierra Guayama (Sea and Land House)

4.97 out of 5 average rating, 113 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

4.85 out of 5 average rating, 184 reviews

Calm, clear waters reflect vibrant shades of green and turquoise, with rocky shores lined by tall palm trees and lush vegetation. The natural scenery merges harmoniously with the shoreline, inviting exploration of the beach and surrounding area.

Home in Palmas

Esmeralda Beach House. Stunning View Private Pool.

Condo rentals with a pool

4.82 out of 5 average rating, 76 reviews

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

Villa at El Legado Golf Resort - CIELITO LINDO

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.

Condo in Maunabo

4.94 out of 5 average rating, 62 reviews

Direct Ocean and lighthouse view apt in Maunabo

4.73 out of 5 average rating, 78 reviews

A panoramic view captures the coastal landscape of Palmas Del Mar, featuring a curved beach along the ocean. In the foreground, several low-rise buildings with terracotta roofs are nestled among lush greenery, with mountains visible in the distance under a soft sky.

Condo in Humacao

Room at The Marbella Club - Ocean & Pool Access

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

4.81 out of 5 average rating, 26 reviews

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.

Condo in Maunabo

Garden Beach Condo w/ Pool in Maunabo

4.87 out of 5 average rating, 78 reviews

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.

Condo in Maunabo

Ocean and lighthouse views, The Turtle’s Nest

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

An aerial view captures the beachfront villa surrounded by lush palm trees and a sandy coastline. The tranquil Caribbean Sea is visible, with gentle waves lapping against the shore. The greenery in the background provides a natural contrast to the blue water.

Condo in Arroyo

4.22 out of 5 average rating, 9 reviews

Beachfront Villa on the Caribbean Sea in Arroyo

Other holiday rentals with a pool

Shipping container in Guayama

A two-level outdoor deck showcases two lounge chairs, positioned on a manicured lawn. The entrance to the cabin features large glass doors and is framed by lush greenery, providing a serene view of the surrounding nature.

4.93 out of 5 average rating, 30 reviews

Green Moon Forest Container w/ Pool & stargazing

4.81 out of 5 average rating, 37 reviews

A modern structure features large glass doors that provide views of a swimming pool and outdoor deck. Lush palm trees line the background, adding to the tropical atmosphere. The pool area is framed by a combination of light-colored tiles and natural wood decking.

Guesthouse in Palmas

Casa Mandala PR - Private pool + Walk to beach

5 out of 5 average rating, 62 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

4.96 out of 5 average rating, 24 reviews

An aerial view of a well-structured house is presented, surrounded by lush greenery. Solar panels adorn the roof. A spacious circular driveway encircles a landscaped area, and an inviting outdoor space features a seating arrangement and pathways integrating both nature and architecture.

Home in Salinas

Vista Serena, Salinas PR

4.94 out of 5 average rating, 307 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

5 out of 5 average rating, 48 reviews

A sparkling swimming pool is shown, featuring a clean, tile-lined edge. Mountainous terrain is visible in the background, with lush greenery and a clear sky creating a serene environment.

Farm stay in Jájome Alto

Guanacaste Farm Stay: Heated Pool

Shipping container in Las Piñas Cayey

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.

4.87 out of 5 average rating, 23 reviews

The View at Las Piñas