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Vacation 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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Top guest favorite
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, 141 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 favorite
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, 233 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.

Superhost
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, 108 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 favorite
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, 196 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 💡

Top guest favorite
A sandy beach stretches along the shoreline, meeting a calm blue ocean under a clear sky. People are scattered across the beach, some lounging on towels while others stroll along the water's edge. Beach umbrellas and palm trees are visible in the background.
Condo in Isla Verde
4.91 out of 5 average rating, 161 reviews

Serenity by the Beach

Keep it simple at this peaceful and centrally-located place. Enjoy the full Puerto Rican experience. Everything at walking distance, beach, great variety of restaurants, supermarkets and bakeries. Five minutes drive from the International Airport and 15 minutes from the historical Old San Juan. Easy access to the expressway so you can explore the rest of this wonderful island. Extras: 24 hours security, power plant in the building and battery back up for the apartment.

Top guest favorite
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, 579 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 favorite
A mini pool is surrounded by lush vegetation, including colorful flowering plants in decorative pots. A beach ball floats in the water, while a small section of stone steps leads towards the pool. The exterior features light blue wood siding and a white railing.
Home in Trujillo Alto
4.92 out of 5 average rating, 101 reviews

Cozy tropical garden Oasis + pool just 4 you

Acogedora casa en madera con mini piscina,deck,jardín y estacionamiento privado . ¿Quieres conectar con la naturaleza? Vive la experiencia de dormir con el cantar del coqui y despertar con el canto de los gallos entre la vegetación del trópico. Estamos ubicados en Trujillo Alto, en un barrio céntrico, a 2 minutos en carro se encuentra el supermercado, Panadería y puesto de gasolina. A minutos del Aeropuerto, la capital, playas y centros comerciales.

Top guest favorite
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, 177 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 favorite
An outdoor area features a circular above-ground pool surrounded by smooth stones, with lounge chairs nearby. A shaded seating area displays a Puerto Rican flag backdrop, illuminated by string lights. The interior images show a modern kitchen with seating for four, and a stylish bathroom with marble accents.
Apartment in San Juan
4.82 out of 5 average rating, 140 reviews

Blue House

Sal de la rutina y ven a disfrutar de las facilidades de este alojamiento tranquilo y céntrico. A solo minutos de las mejores playas (15 min), restaurantes (5 min), áreas túristicas (10 min), hospitales (5min) y aeropuerto(12 min). Cuenta con varias facilidades ( piscina, BBQ, utencilios para cocinar, área recretiva, varios juegos de mesa, plancha, shampoo, condicionador, aire condicionado, wifi/netflix, entre otros..)

Guest favorite
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, 289 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.

Superhost
Tent in Guaynabo
4.88 out of 5 average rating, 254 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.

Guest favorite
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, 270 reviews

Secret Dome 2 with lake view

Reconnect with nature at this unforgettable escape. Secret Glamping was born from two 100% Puerto Rican people, entrepreneurs and lovers of the innovative. Our desire is to ensure that guests can connect with nature, peace and tranquility, as well as delight in the beautiful views and landscapes of our surroundings.

Popular amenities for Caimito rentals with a pool

When is the best time to visit Caimito?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$43,912 GYDG$47,676 GYDG$43,703 GYDG$43,284 GYDG$38,266 GYDG$36,175 GYDG$42,657 GYDG$40,148 GYDG$39,102 GYDG$36,802 GYDG$40,566 GYDG$59,176 GYD
Avg. temp25°C25°C26°C27°C28°C28°C28°C29°C29°C28°C27°C26°C

Quick stats about vacation rentals with a pool in Caimito

  • Total vacation rentals

    Explore 10 vacation rentals in Caimito

  • Nightly prices starting at

    Caimito vacation rentals start at G$18,819 GYD per night before taxes and fees

  • Verified guest reviews

    Over 910 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Caimito vacation rentals include wi-fi 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!