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Holiday rentals with a pool in Caimito

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Caimito

  • Total holiday rentals

    Explore 20 holiday rentals in Caimito

  • Nightly prices starting at

    Caimito holiday rentals start at $103 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,000 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Caimito holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Caimito rentals

  • 4.8 Average rating

    Caimito stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated rentals with a pool in Caimito

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

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Top guest favourite
An inviting pool is surrounded by wooden decking, with lounge chairs placed nearby. A covered seating area offers shade and views of the surrounding hills and sky. Lush greenery is visible in the background, enhancing the serene outdoor space.
Home in Cidra
4.98 out of 5 average rating, 123 reviews

Serene Mountain Escape | Casa Serena Private Pool

Casa Serena Country Villa, your peaceful countryside retreat. Wake up to coquis singing and fresh country air. Enjoy wide open outdoor spaces, charming views, and sunsets that take your breath away. Our villa blends rustic tranquility with modern comfort so you can relax without worry. For your safety and convenience, we provide a power generator and water cistern, ensuring peace of mind throughout your stay. Perfect for romantic getaways, family gatherings, or simply unwinding in nature.

Top guest favourite
An outdoor terrace features a wooden deck with a table and chairs, providing ample seating. A cozy swing chair hangs nearby, surrounded by lush greenery and expansive views of the mountainous landscape. Decorative string lights add warmth to the inviting setting.
Shipping container in Gurabo
4.98 out of 5 average rating, 261 reviews

Vista Linda Haus

At Vista Linda Haus, from the moment you start the journey to the beautiful town of Gurabo, the adventure begins. A unique experience towards the favorite destination. You will find panoramic landscapes, lakes, mountains, farms, cities, and a community with the Puerto Rican warmth of our mountains. Just 35 minutes from the Luis Muñoz Marín International Airport, over 1,000 feet above sea level, you will breathe freedom and peace, in a harmonious environment full of energy and pure nature.

Top guest favourite
A tranquil outdoor pool is seen, featuring a sunbathing area with two sleek lounge chairs. The pool's clear water reflects the bright blue sky with fluffy clouds, while tropical plants enhance the scenic mountainous backdrop.
Tiny home in Naguabo
4.99 out of 5 average rating, 188 reviews

Casa Suiza-Private Couple Escape with Heated Pool

Casa Suiza es un retiro de escapadas románticas, sólo para parejas con Piscina Climatizada. Estamos ubicados en la montaña, es muy privado, alejado de la ciudad, a una hora de distancia de San Juan y el Aeropuerto Internacional de Puerto Rico. Recomendamos rentar un vehículo SUV o 4x4 para su tranquilidad, si no está acostumbrado a transitar en la Montaña. Una vez comienzas a subir a la montaña, es por calles con curvas y algunas pendientes empinadas, pero completamente transitables.

Guest favourite
A person is seated on a wooden bench, facing a wide landscape of rolling hills and distant mountains, adorned with flowers in the foreground. The sky is partially clouded, creating a serene backdrop for the scenic view.
Cottage in Orocovis
4.95 out of 5 average rating, 228 reviews

José María Casa de Campo

Disconnect in this spacious and serene space. With the nocturnal freshness that distinguishes the town of Orocovis, you will be able to have a commemorable retreat. At approximately 2,000 feet above the sea, we have a view from El Yunque to Vega Baja. You can also enjoy the view of the Central Cordillera, such as the Three Picachos. On a perfect night, you can even see the milky way, we suggest that you bring your telescope. Ideal for observing native and endemic birds of Puerto Rico.

Guest favourite
An inviting infinity pool extends toward a breathtaking view of lush green mountains and the Atlantic Ocean. The sky is filled with fluffy white clouds, creating a serene atmosphere. The pool's clear blue water reflects the vibrant landscape, offering a perfect retreat for relaxation.
Cabin in Gurabo
4.86 out of 5 average rating, 379 reviews

The Best View of PR with infinity pool with Heater

Campo Cielo, es el lugar perfecto para desconectarte y estar en completa conexión con la naturaleza. Disfrutarás del más bello amanecer, desde las montañas del Bosque Nacional El Yunque. Te relajarás y recargarás con aire puro y fresco, mientras te deleitas con la mejor vista en la piscina infiniti y en la terraza. La mejor experiencia para disfrutar de la naturaleza y sentirte a un solo paso del cielo, lo encontrarás en nuestro tesoro escondido, Campo Cielo Mountain Retreat.

Top guest favourite
Home in Carolina
4.99 out of 5 average rating, 178 reviews

Hilltop Cabin w/ Pool & Views – 18 Mins to Airport

✈️ 18 min to airport & 🏖️ top beaches 🏊 Private pool, loungers & hammocks 🌿 Peaceful countryside, just 5 min to city 🌴 45 min to El Yunque & Luquillo Beach 🏡 Hilltop cabin with ocean & mountain views 🛏 Queen bed + full pull-out bed (sleeps 4) 🍽 Indoor + outdoor dining for 4 with views 🚿 Outdoor shower (perfect after the beach) 🌅 Stunning sunrise views from elevated setting ⚡ Fast WiFi, A/C, Smart TV & gated parking 🪑 Beach chairs, cooler & beach towels

Guest favourite
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
4.99 out of 5 average rating, 603 reviews

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.

Top guest favourite
A modern bedroom features a spacious bed dressed in teal bedding, complemented by decorative pillows. A large mirror reflects the room's stylish decor, while a wall-mounted television showcases vibrant artwork. Soft lighting and a unique chandelier enhance the contemporary ambiance.
Villa in Santurce
4.98 out of 5 average rating, 104 reviews

Water Cistern Beach Walk Heated Pool Generator

⚡ Reliable essentials: Power generator backup + water cistern Villa Valeria is a modern apartment on the Isla Verde edge with a heated pool in a gated community. 🌴 Beach in minutes: 3 min to the beach 🛏️ 2BR/2BA comfort: King bed ensuite + 2 queens for flexible stays ❄️ Full A/C + Smart TVs 🚗 Easy arrival: Free parking, gated community, ~9 min to SJU Reserve today and make your Puerto Rico trip smooth, stylish, and steps from the beach.

Top guest favourite
A spacious pool area features a heated saltwater pool accompanied by a jacuzzi. Comfortable lounge chairs are positioned around the pool, with lush palm trees providing shade. A modern covered terrace offers seating options for relaxation next to the scenic outdoor landscape.
Villa in Carolina
5 out of 5 average rating, 162 reviews

Luxury waterfront villa with dock and heated pool

Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock to a serene lagoon. It is just 10 minutes from SJU Airport and the fabulous beaches of Isla Verde. Three spacious bedrooms with private baths. Fully remodeled. Equipped with a generator and cistern for peace of mind. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay. Welcome!

Guest favourite
An exterior view showcases a welcoming entrance with a solid door and two windows. Two red chairs are positioned alongside a small table, enhancing the inviting outdoor seating area. A potted plant adds a touch of greenery to the space.
Guest suite in San Juan
4.94 out of 5 average rating, 342 reviews

Acogedora Casa Yane

Mi alojamiento cuenta con todo lo que usted necesita para pasar una estadía agradable ,es acogedor,un area tranquila,segura con entrada independiente , limpio , confortable , con privacidad y seguridad ,la piscina es exclusiva para los huespedes cuenta con estacionamiento y con una excelente ubicación a 7 minutos , del areopuerto , Mall San Juan , Panadería e Isla Verde .

Top guest favourite
A refreshing pool area is surrounded by natural greenery, with stone accents and a sunlit patio. The pool features clear water and a small seating area, creating an inviting outdoor space. Lush foliage frames the scene, enhancing the serene atmosphere.
Home in Carolina
4.98 out of 5 average rating, 217 reviews

Villa Estrella PR (near Airport & Beach)

Diviértete con toda la familia en este alojamiento con estilo. Esta cerca de todo lo esencial como el Aeropuerto y Playas (5 minutos), Viejo San Juan, Plaza Las Américas (15 minutos). Localizado cerca de varios restaurantes con prestigio como Bebo’s BBQ, Metropol, y el área turística de Piñones donde podrán encontrar comida típica de nuestra isla.

Guest favourite
An outdoor space features a private pool surrounded by a wooden deck. A geodesic dome is visible, equipped with a shaded seating area and a lounge chair nearby. Lush green vegetation frames the area, creating a serene and tranquil environment.
Dome in Caguas
4.89 out of 5 average rating, 302 reviews

Domo Secreto 2 con vista al lago

Conecta con la naturaleza en esta escapada inolvidable. Secret Glamping nace de dos personas 100% puertorriqueños, emprendedores y amantes de lo innovador. Nuestro deseo es lograr que los huéspedes puedan conectar con la naturaleza, la paz y tranquilidad, así como deleitar de las hermosas vistas y paisajes de nuestros alrededores.

Popular amenities for Caimito rentals with a pool

When is the best time to visit Caimito?

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Avg. price$322 SGD$367 SGD$363 SGD$267 SGD$236 SGD$223 SGD$263 SGD$247 SGD$241 SGD$227 SGD$250 SGD$365 SGD
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