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.

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!

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.

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.

Hacienda El Paraíso | Tropical pool and jacuzzi

Escape to Hacienda El Paraíso, a tropical oasis in the Jacaboa neighborhood of Patillas. Surrounded by lush gardens with palm trees and flowers. Featuring a beautiful pool with a Jacuzzi where you can relax and enjoy the Caribbean sun. The private apartment can accommodate up to 5 guests, with an equipped kitchen, air conditioning, and cozy spaces. Only a 5-minute drive to the beautiful beaches of Patillas. Available for private activities.

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.

My Treasure House

Wake up in front of the ocean in Guardarraya, Patillas. This tropical paradise with a swimming pool and spectacular sunsets has room for 17 people. Enjoy 5 cozy rooms, 5 bathrooms, 2 fully equipped kitchens, balcony overlooking the ocean, terrace and BBQ surrounded by green areas. Ideal for families and groups looking for comfort, togetherness, and the magic of the Caribbean in one place.

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.

Serena Pool Villa Island

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.

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.

Rancho Tio Toño

Escape where the mountains meet the Caribbean Sea! Nestled in peaceful Barrio Jacaboa, this private estate is the ultimate getaway for active families, sports teams, and groups of friends. Enjoy your own private sports complex featuring a soccer field, basketball court, and a sparkling pool—all just minutes from the famous Inches Surfing Beach.

Casa Aura Puerto Rico | Beachfront 2

Discover Casa Aura in Patillas, Puerto Rico… a modern retreat designed for you to unwind, relax, and enjoy the essence of the Caribbean. Located on the oceanfront, it features cozy spaces, a fully equipped kitchen, and outdoor areas perfect for relaxing and watching the sunsets. *This option is only for the first level of the property*