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Holiday rentals with a pool in Caimito

Find and book unique homes with a pool on Airbnb

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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Guest favourite
An A-frame cabin is nestled amongst lush greenery, featuring a spacious deck with two white chairs and a circular table. Soft lights illuminate the cabin's exterior, creating a cozy ambiance. Mist envelops the surrounding landscape, enhancing the serene atmosphere.
Cabin in Matón Abajo
4.92 out of 5 average rating, 134 reviews

Instantes 3 Cozy Cabin Getaway

Welcome to Instantes 3, a brand-new, cozy cabin nestled in the heart of nature. Surrounded by breathtaking mountain views and often draped in a mystical fog, this secluded retreat offers the perfect escape from the hustle and bustle of daily life. Enjoy complete privacy as you relax in the peaceful ambiance, reconnecting with nature while soaking in the serene landscape. Whether you’re looking to unwind or explore the nearby trails, Instantes provides an ideal setting for a rejuvenating getaway.

Top Guest favourite
A modern two-story building is set behind a low concrete wall, with palm trees and lush greenery enhancing the entrance. The façade features clean lines and light-colored walls, while shaded areas provide a welcoming atmosphere. A separate gate leads into the property.
Apartment in San Juan
4.88 out of 5 average rating, 140 reviews

ATELIER 277 San Juan, Puerto Rico.

Our place offers a true great experience. Very centric house located at the heart of the urban area of San Juan. Just 15 min from the beach with exclusive pool access to guests. We assure you a unique apartment on the 3rd floor of the Atelier which has a separate entrance, with amenities for your comfort: Queen bed, TV, wifi, and AC, fully equipped kitchen, dining table, washing machine, and bathroom. Queen sofa bed and a balcony with a lovely view. 800 sq feet safety and quietness guaranteed.

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, 226 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.

Guest favourite
A modern kitchen features sleek black cabinetry and a central island with two black bar stools. Stainless steel appliances, including a refrigerator and microwave, complement the open layout. Natural light enters through large windows covered with shades, enhancing the functional design.
Home in San Juan
4.89 out of 5 average rating, 106 reviews

Blessed Home…

Diviértete con toda la familia en este alojamiento con estilo. 15 min aeropuerto 15 min Viejo San Juan lugar Turístico 10 min Mall of San Juan 7 min Plaza las Américas 12 min Balneario Isla Verde y Ocean Park 3 min Walgreens ¡Contamos con Placas Solares para el beneficio de nuestros huéspedes en caso de no haber luz eléctrica! 🚨 Ven y pasa tus vacaciones con tu familia y has de ella una inolvidable magia de comodidad. Casa completamente remodelada, espaciosa y elegante.

Top Guest favourite
A cozy chalet is nestled in a lush green landscape, featuring a red roof and warm yellow exterior. A private heated pool is visible, surrounded by a wooden deck, and scenic hills are seen in the background under a colorful sunset.
Chalet in Caguas
4.99 out of 5 average rating, 192 reviews

Chalet De Los Vientos (Chalet of the Winds)

Chalet de Los Vientos is a beautiful and cozy tiny house located in 25 acres , in the mountains of Caguas , PR at 2000ft above sea level with a spectacular view, heated pool and the privacy you deserve! This Chalet is a couples retreat and the perfect getaway for you and your loved one to disconnect from the daily routine. If you love coffee as much as we do, there is a dedicated coffee bar for you to make your espresso drink. We also have a 19Kw Caterpillar backup generator 💡

Superhost
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, 358 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
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, 568 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 rustic bedroom features a spacious bed with soft, light-colored bedding. Large windows allow natural light to fill the room and provide a view of the surrounding greenery. The wooden ceiling complements the warm tones of the hardwood floor and adds an inviting feel.
Cabin in Aguas Buenas
4.98 out of 5 average rating, 173 reviews

Musa Morada | Creative cabin in the mountains!

The first and only creative cabin in Puerto Rico. Here you won't find unnecessary luxuries, but a space where the most beautiful things were not built by humans: the peace, harmony, and inspiration that those seeking a Reset in their life need. Sometimes all it takes is a hidden corner where you can reconnect with yourself, let nature speak to you and let your creativity flow. Connect and create. Welcome to Musa Morada!

Guest favourite
A contemporary outdoor area features a wooden deck beside a heated pool. Two blue folding chairs are positioned near a white swinging chair. The backdrop showcases green foliage, and soft lighting bulbs are suspended overhead, adding to the relaxing atmosphere.
Shipping container in Aguas Buenas
4.9 out of 5 average rating, 283 reviews

Casita Hygge

Enjoy the sounds of nature when you stay in this unique place. Hygge; a word of Danish origin whose meaning is related to happiness in simple things, a good coffee, the aroma of the countryside in the morning and the peace that the place emanates. Let us offer you a Hygge experience! We have an indoor and outdoor kitchen, two bathrooms, a heated pool, and a cozy space to make your stay perfect and totally private.

Top Guest favourite
A balcony view showcases the vibrant turquoise waters of the lagoon, framed by a clear blue sky with scattered clouds. A wooden table is set with two chairs, providing a serene space for enjoying the scenic landscape of the surrounding area.
Apartment in San Juan Antiguo
4.9 out of 5 average rating, 131 reviews

Manatee Suite | Ocean View | King Bed | Pool

Thank you for considering our place at Condado Lagoon Villa #511. Perfect for exploring Old San Juan and Condado, it boasts a full kitchen and dining area for four. The highlight is the balcony, offering a picturesque view of the “Dos Hermanos” Bridge and Condado Lagoon. It's an idyllic spot for sunrise breakfasts or sunset dinners. We're dedicated to providing an exceptional stay. Feel free to ask any questions!

Guest favourite
Tent in Guaynabo
4.89 out of 5 average rating, 248 reviews

"Stellita Glamping"

Disconnect from the routine and enjoy the tranquility of the countryside in the city of Guaynabo, Puerto Rico, with a private pool and different decks where you can relax. The tent has a cozy queen bed, one air conditioners, books and board games. You'll also have your private bathroom and outdoor area with bbq, refrigerator, pool and a cozy seating area.

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 Cangrejo Arriba
4.99 out of 5 average rating, 161 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.

Popular amenities for Caimito rentals with a pool

When is the best time to visit Caimito?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$366 NZD$397 NZD$364 NZD$360 NZD$319 NZD$301 NZD$355 NZD$334 NZD$326 NZD$352 NZD$322 NZD$345 NZD
Avg. temp25°C25°C26°C27°C28°C28°C28°C29°C29°C28°C27°C26°C

Quick stats about holiday rentals with a pool in Caimito

  • Total holiday rentals

    Explore 10 holiday rentals in Caimito

  • Nightly prices starting at

    Caimito holiday rentals start at $157 NZD per night before taxes and fees

  • Verified guest reviews

    Over 910 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Caimito holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Caimito rentals

  • 4.8 Average rating

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