
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.

Chic cabin-Ocean&Yunque view-Peace&Relax/Free prkg
Enchanting modern wooden house located in the serene countryside of the greater San Juan Metro Area (Carolina). If you're seeking a harmonious blend of comfort, nature & breathtaking views, look no further! Situated on a countryside hill, but close to everything: San Juan (20 mins), airport (15 mins), beaches (15 mins) and El Yunque Rainforest (45 mins). The scent of fresh wood greets you as you step into the open-concept house. With attention to detail, this home exudes warmth & sophistication.

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.

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.

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.

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 💡

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.

Beautiful View Chalet
Enjoy the lovely setting of this romantic & magical cozy home . Hidden in the mountains of Naranjito . 45 minutes from the airport, you can immerse yourself in a unique, romantic experience in PR surrounded by nature. The view from the moment you enter our property is magical. Here you can find a hugely inspiring environment for your writing, reading, music, to spend quality time with your partner, to spend time alone. A magical place of art, peace, and inspiring.

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.

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.

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!

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!

Mid-Century Modern house
Experience the magic of a recently renovated 1962 house, meticulously designed in the Mid Century style, where nature and abundant natural light take center stage. Embrace the seamless integration of open spaces, lush greenery, and a patio that flawlessly blends with the interior. The house has 3 bedrooms. It can comfortably accommodate 6 people, (2 per room).
Popular amenities for Caimito rentals with a pool
House rentals with a pool

Case Del Sole Duplex w/ Solar-Powered Backup

Urban Forest Getaway in San Juan

The Heart of Caguas

La Pompa Beach House Beautiful Residence with Pool

Beautiful House, 24/7 Security, Gated Community

Hill House PR

Birds and Peace

Stone House PR romantic and modern
Condo rentals with a pool

STUNNING 6BR PENTHOUSE ON ISLA VERDE BEACH

The best, Amazing Designer Beach Front Loft Apt

Isla Verde Beach-Pool/New/ Downtown

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

HEAR & SEE THE WAVES @ BEACH FRONT W. POOL DORADO.

Palms & Ocean View 1br 1bth + Pool + Beach Access

💕Ocean Front Isla Verde Beach Remodeled Pool Pkg

💙BLUE DREAM OCEANFRONT W/ VIEW AT ISLA VERDE 2BR
Other vacation rentals with a pool

Guaynabo, Private pool, billiard 🎱room, jacuzzi.

Luxury Mountain Chalet w/ Heated -Pool Adults Only

⭐️Casa De Las Palmas 🌴🌴

Family-Friendly Peaceful Jungle Oasis with POOL!

Hacienda Victoria Gurabo, Puerto Rico.

Black House

En Casa de Tío

Blessed Home with Solar Panel
When is the best time to visit Caimito?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ771 | ﺩ.ﺇ837 | ﺩ.ﺇ768 | ﺩ.ﺇ760 | ﺩ.ﺇ672 | ﺩ.ﺇ635 | ﺩ.ﺇ749 | ﺩ.ﺇ705 | ﺩ.ﺇ687 | ﺩ.ﺇ646 | ﺩ.ﺇ712 | ﺩ.ﺇ1,039 |
| Avg. temp | 25°C | 25°C | 26°C | 27°C | 28°C | 28°C | 28°C | 29°C | 29°C | 28°C | 27°C | 26°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 ﺩ.ﺇ331 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!
Destinations to explore
- Flamenco Beach
- Liquillo Beach
- Distrito T-Mobile
- Puerto Rico Convention Center
- Playa las Picuas, Rio Grande
- Playa de Luquillo
- Rio Mar Village
- Playa Puerto Nuevo
- Carabali Rainforest Park
- Toro Verde Adventure Park
- La Pared Beach
- Los Tubos Beach
- Punta Bandera Luquillo PR
- Museo de Arte de Ponce
- Museo de Arte de Puerto Rico
- Isla Verde Beach West
- José Miguel Agrelot Coliseum
- Cueva del Indio
- Plaza Las Americas
- Balneario del Escambrón
- Playa puerto nuevo
- San Patricio Plaza
- Cond Marbella del Caribe Este
- Sun Bay Beach




