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Holiday rentals with a pool in Patillas

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Patillas

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

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Guest favourite
An aerial view captures a coastal community nestled between lush green hills and tranquil waters. Various buildings display pastel colors along the waterfront, while a sailboat glides peacefully in the foreground, emphasizing the serene atmosphere of the location.
Home in Bajo
4.94 out of 5 average rating, 72 reviews

Beachfront house with pool for 10 guests

Welcome to "Villa Esperanza". Only seconds to the beach! We are so happy to get to share our space with you. We have a fully stocked kitchen and a dining room with seating for 10 people, an outdoor patio, hammocks, outdoor shower, and an above ground pool. Our beach home is airy, bright & beautifully decorated. The patio and backyard are fully fenced and large enough for all family activities. The home is located on a small gated community that consists of only 12 lots, very calm and private.

Top Guest favourite
An outdoor entertainment area is surrounded by tropical foliage, featuring a cozy seating arrangement made of wood with plush cushions. A circular blue table stands at the center. An outdoor barbecue grill and a masonry fireplace are visible, adding functionality to the inviting space.
Home in Bajo
4.94 out of 5 average rating, 141 reviews

Malecon Beach House, Steps to the Caribbean Ocean

Villa Pesquera is a beautiful beach and fishing area located on the Caribbean Sea in Patillas, PR. This popular location has resturants, kiosks, outdoor beach rentals, fresh fish and a nature reserve you can explore. The rental is for the first entire floor that contains 2 bedrooms, 1 full bath, 1/2 outdoor bath, full kitchen, livingroom, gated parking for 1, an amazing backyard with outdoor fireplace, BBQ and private microbrewery. My wife and I live on the 2nd floor with our English Bull dog.

Guest favourite
The exterior of a modern villa is depicted, featuring a serene blue pool surrounded by a stone patio. Pathways lined with square stepping stones lead to the entrance, complemented by shrubs and trees in the backdrop against a bright blue sky.
Home in Patillas
4.93 out of 5 average rating, 257 reviews

Nature Escape w/ Private Pool/ Villa la Calma PR

Villa La Calma PR is a peaceful nature retreat with a private pool, ocean views, and refreshing mountain breezes—perfect for couples, families, or anyone looking to disconnect and recharge. Guests love the quiet surroundings, the fresh air, and the feeling of true privacy while still being close to beaches and local towns. Whether you’re planning a romantic getaway, a family escape, or a calm space for remote work, Villa La Calma offers comfort, tranquility, and a unique connection with nature.

Top Guest favourite
Home in Arroyo
5 out of 5 average rating, 17 reviews

Arroyo Retreat | Private Pool Oasis | Sleeps 6

🌴 Private Pool Oasis in Arroyo | Casita Titi | Sleeps 6 Welcome to your private island escape in Arroyo 🌊where laid-back coastal vibes meet comfort, color, and convenience. Located on Puerto Rico’s easygoing south coast, you’re just minutes from local beaches, authentic restaurants, markets, and hidden gems most visitors never discover. Step into your own backyard oasis featuring a private pool, lounge space, and vibrant custom Puerto Rican mural art that brings the entire space to life.

Top Guest favourite
An open-concept living area is featured, showcasing a round dining table surrounded by wicker chairs. Large windows allow natural light to flood the space, with views of the beach. Decorative elements, including coastal artwork, enhance the welcoming atmosphere.
Villa in Arroyo
4.96 out of 5 average rating, 144 reviews

Relaxing Villa Overlooking the Caribbean Sea

Kick off your shoes & relax in our newly renovated beachfront villa, where you will be instantly transported to paradise! Lounge beneath the palm trees in one of our hammocks and melt your worries away while taking in the beautiful vistas and fresh ocean breeze. This beachfront property offers direct access to a peaceful, secluded beach, a community pool, tennis, and basketball courts, swings, a pay laundry room, and gated access. All rooms in our villa are equipped with air conditioning

Guest favourite
Home in Patillas
4.94 out of 5 average rating, 70 reviews

Entire Beachfront Gated "Beach Bliss" Home

Our private, gated "Beach Bliss" home is located directly off of PR Road #3 in a protected bay. Guests will be assigned to one of our private pools (May - November) across the street on our main property, as well as pickleball, corn hole, basketball, and hiking on the 15-acre hillside of Casa Wurster where they can enjoy stunning panoramic views and even catch a glimpse of some colorful island iguanas. Experience an authentic Puerto Rican vacation away from the typical tourist areas!

Superhost
A tranquil swimming pool reflects the clear blue sky and vibrant palm trees, with waves gently lapping at the shore in the background. The pool's surface displays a shimmering pattern, inviting relaxation and leisure by the ocean.
Home in Patillas
5 out of 5 average rating, 5 reviews

Lordemar, Oceanfront Villa with pool - 8 GUEST

Ambiente tranquilo y acogedor frente a la playa. Patio exterior y balcon frente al mar, que te regalará momentos inolvidables. Localizado en la costa del Pueblo de Patillas cerca de las mejores playas, surffing, deportes y la mejor ruta gastronomica del ser de Puerto Rico. Todos los espacios son privados para los huespedes ningun espacio se comparte. Estacionamiento disponible para 3 vehiculos dentro de la propiedad. Capacidad maxima para 8 personas. NO COMPARTEN ESPACIOS.

Guest favourite
The image captures the shimmering surface of an infinity pool, reflecting vibrant colors under a clear blue sky. In the distance, hills and open water are visible, with the sun positioned brightly above, casting a warm glow over the serene setting.
Shipping container in Guardarraya
4.9 out of 5 average rating, 21 reviews

Container at the Farm, amazing ocean view and pool

This container house boasts breathtaking ocean views and is situated along the renowned gastronomic route of Patillas. It offers a tranquil atmosphere with an like pool, outdoor dining and grilling area, a fully equipped kitchen, and complimentary parking for two vehicles. You'll find yourself just moments away from nature, beautiful beaches, delightful restaurants, and prime surfing locations. Every moment spent in this paradise will be unforgettable. NO SPACE SHARING.

Guest favourite
Condo in Arroyo
4.95 out of 5 average rating, 118 reviews

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.

Guest favourite
A shaded gazebo is positioned near the pool, with palm trees swaying in the background. A lounge chair is set beside the clear water of the pool, while low greenery outlines its edge. The ocean can be seen in the distance, under a bright blue sky.
Place to stay in Guardarraya
4.86 out of 5 average rating, 100 reviews

Oceanfront Boho-Rustic Apartment Suite with pool

An exquisite apartment with a view of the Caribbean Sea, offering breathtaking vistas, refreshing sea breezes, and stunning sunsets and sunrises that will enrich your spirit and senses. Situated in the delightful village of Guardarraya, a renowned surf destination in Patillas, it is also conveniently located along the gastronomic route, with several restaurants just minutes away. NO SPACE SHARING.

Guest favourite
Townhouse in Río Jacaboa
4.87 out of 5 average rating, 100 reviews

The most beautiful pool house

Relax alone or with the whole family at this peaceful home surrounded by nature, mountains, a river and a nearby beach. Community facilities include basketball court and baseball field across the street. (Note) Owner does Not live in the premises. We have an electrical generator if the power goes off and our guest will not be affected because the generator turns on automatically.

Guest favourite
A refreshing swimming pool is surrounded by lush tropical plants and palm trees, with a shaded seating area featuring comfortable outdoor furniture. Bright blue skies and fluffy white clouds contribute to a serene atmosphere, inviting relaxation and enjoyment under the sun.
Farm stay in Jacaboa
4.92 out of 5 average rating, 204 reviews

beach farmstay studio room w pool

Welcome to "Cobito" at Finca Corsica! Enjoy a cozy studio with AC, queen bed on a high-quality memory foam mattress, WiFi, kitchenette, work desk, sofa, flat-screen TV, and closet. Step onto the private terrace, 10 steps from the pool and a few to the Caribbean beach. Surrounded by lush crops and nature, experience a tropical paradise.

Popular amenities for Patillas rentals with a pool