
Vacation rentals with a pool in Jacaboa
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Jacaboa
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.
4.93 out of 5 average rating, 264 reviews
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!
5.0 out of 5 average rating, 4 reviews
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.
4.84 out of 5 average rating, 195 reviews
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.
4.99 out of 5 average rating, 71 reviews
Hacienda El Paraíso | Tropical Pool and Hot Tub
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.
4.63 out of 5 average rating, 19 reviews
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.
5.0 out of 5 average rating, 4 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.
4.87 out of 5 average rating, 110 reviews
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.
4.88 out of 5 average rating, 290 reviews
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.
4.68 out of 5 average rating, 37 reviews
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.
4.92 out of 5 average rating, 24 reviewsPopular amenities for Jacaboa rentals with a pool
House rentals with a pool

Casa Coral Beachfront Farmstay
4.84 out of 5 average rating, 195 reviews
Nature Escape w/ Private Pool/ Villa la Calma PR
4.93 out of 5 average rating, 264 reviews
Casa Sandía- Ocean & Mountain Views- Home
4.99 out of 5 average rating, 71 reviews
Tropical Mango Oasis| Pool | Surf beach | KidZone
4.92 out of 5 average rating, 24 reviews
Rancho Tio Toño
5.0 out of 5 average rating, 7 reviews
My Treasure House
5.0 out of 5 average rating, 4 reviews
Serena Pool Villa Island
4.68 out of 5 average rating, 37 reviews
Loma Bella/ Private Villa for 14 near beach,2 unit
5.0 out of 5 average rating, 4 reviewsOther vacation rentals with a pool

Bilimbi Beachfront Farmstay w Pool
4.84 out of 5 average rating, 330 reviews
Coral Beach Apartment 3
4.62 out of 5 average rating, 13 reviews
Coral Beach Apartment 1
4.42 out of 5 average rating, 24 reviews
Peje Blanco Beachfront Farm Stay
4.84 out of 5 average rating, 270 reviews
Casa Coral Beachfront Farmstay
4.84 out of 5 average rating, 195 reviews
beach farmstay studio room w pool
4.92 out of 5 average rating, 217 reviews
The most beautiful pool house
4.87 out of 5 average rating, 110 reviews
Nature Escape w/ Private Pool/ Villa la Calma PR
4.93 out of 5 average rating, 264 reviewsDestinations to explore
- Flamenco Beach
- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Puerto Rico Convention Center
- Distrito T-Mobile
- Rio Mar Village
- Playa Puerto Nuevo
- José Miguel Agrelot Coliseum
- La Pared Beach
- Cond Marbella del Caribe Este
- Playa de Luquillo
- Plaza Las Americas
- Punta Bandera Luquillo PR
- San Patricio Plaza
- Isla Verde Beach West
- Los Tubos Beach
- La Guancha
- Isla Palomino
- Museo de Arte de Puerto Rico
- Hacienda Campo Rico
- Balneario de Luquillo
- Cond Ashford Imperial
- Cond Marina Lanais





