Holiday rentals with a pool in Jacaboa

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.

Family · Value · Quiet

Loma Bella/ Private Villa for 14 near beach,2 unit

Welcome to Loma Bella! Discover this hidden gem in Guardarraya, Patillas (Emerald of the South). Where mountains meet the ocean views. Just a short walk to the beach & minutes from authentic food kiosks, family restaurants, & lively party buses for unforgettable bar-hopping adventures. Then go only half mile up the mountain to your retreat. Relax on our spacious terrace with your morning coffee, surrounded by nature's serenade of waves & the coquí's song. Your unforgettable getaway awaits!

Family · Location · Comfort

Casa Coral Beachfront Farmstay

Experience the allure of Finca Corsica's hidden treasure: a genuine Puerto Rican dwelling that harmoniously merges classic allure with contemporary conveniences. Nestled by the Caribbean Sea, this exquisite abode promises a tranquil retreat from the frantic pace of everyday existence. Upon arrival, immerse yourself in the breathtaking natural panorama. Admire the expansive sea vistas from your private balcony, while a spacious pool invites you for a rejuvenating swim.

Location · Value · Accuracy

Ocean Pearl Resort Villa for 10 with Pool

Discover Ocean Pearl, where mountain views, ocean breezes, and resort-style amenities create an unforgettable Caribbean escape. Relax by the large swimming pool surrounded by loungers and umbrellas, enjoy stunning views from the balcony, and gather with family and friends in spacious indoor and outdoor living areas. This 4-bedroom house features an outdoor kitchen and bar, private parking, and plenty of space to unwind, celebrate, and create lasting memories.

Location · Bathroom · Outdoor spaces

Casa Sandía- Ocean & Mountain Views- Home

Renovated family home along PR southeastern coast, showcases amazing Caribbean beaches & the mountainous green coastline. 2 minutes from beach. Wifi, TV, AC, 3 bedrooms, 2 full baths, living room, kitchen, 3 patios. The property has a lap pool. Sleeps 7. Home away from home in the beach village of Guardarraya. We have sought out to equip our home to a high standard to anticipate your needs by providing the amenities for a comfortable stay for your family.

Location · Family · Walkability

Hacienda El Paraíso | Piscina y Jacuzzi Tropical

Escápate a Hacienda El Paraíso, un oasis tropical en el barrio Jacaboa de Patillas. Rodeado de exuberantes jardines con palmas y flores . Con una hermosa piscina con jacuzzi para relajarte y disfrutar del sol del Caribe. El apartamento privado acomoda hasta 5 huéspedes con cocina equipada, aire acondicionado y espacios acogedores. A solo 5 minutos en carro de las hermosas playas de Patillas. Disponible para actividades privadas.

Coral Beach Apartment 2

This listing is for Apt 2 top right of house (of a house consisting of 3 separate living areas) House is located directly on the Caribbean Sea with private beach access. Inches Beach and Playa Guardaraya are located minutes away perfect for surfing and family fun. This beautiful multi-family, gated home has a large outdoor dining area, BBQ pit, outside restroom and shower perfect after a day of swimming.

Location · Value · Condition

Cosa más linda 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.

Location · Family · Backyard

beach farmstay private apartment w balcony

Escape to a place that is unique, sustainable and perfectly balanced between two of the most beautiful views in our island: The Mountain & The Coast. Wake up to a Puerto Rican sunset that bathes your windows with golden lights, enjoy your morning with the smell and taste of freshly brewed Puerto Rican coffee and lay down after sunset to gaze upon the stars with the fresh sea breeze.

Family · Value · Air conditioning

Mon Trésor House

Despierta frente al mar en Guardarraya, Patillas. Este paraíso tropical con piscina y espectaculares atardeceres tiene espacio para 17 personas. Disfruta 5 acogedoras habitaciones, 5 baños, 2 cocinas totalmente equipadas, balcón con vista al mar, terraza y BBQ rodeados de áreas verdes. Ideal para familias y grupos que buscan comodidad, unión y la magia del Caribe en un solo lugar.

Family · Location · Pool

Isla Serena Pool Villa

Isla Serena Pool Villa Oasis Sensory-Friendly Retreat for Families & Couples | Patillas, PR Welcome to Isla Serena Pool Villa , a peaceful and inclusive tropical retreat designed with comfort, relaxation, and connection in mind. This private 2-bedroom, 2-bath home with a pool is ideal for families as well as couples seeking a quiet, romantic escape surrounded by nature.

Family · Location · Barbecue

Tropical Mango Oasis| Pool | Surf beach | KidZone

Welcome to Tropical Mango Oasis, Sensory Friendly Family & Couples Retreat in Patillas, PR. Relax in our 2bedrom, 2bath home with a private pool, designed for comfort and inclusion. Ideal for families, especially with children on the spectrum, or couples seeking a romantic tropical escape. Enjoy peaceful vibes, mango trees, and nearby beaches for the perfect getaway.

Family · Value · View