
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.

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.

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.

Best location with pool, steps from beach!
Wake up in a luxurious king bed with premium bedding, gazing out at your private pool framed by lush palm trees. Start the day with breakfast from the fully equipped kitchen, then catch up online with blazing-fast Wi-Fi under the shaded pergola. Cool off in the pool or rinse in the outdoor hot shower before walking just 50 yards to San Juan’s best beach. Ideal for couples, solo travelers, remote workers, or small families seeking comfort and style.

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!

Chic Cabin w/Pool-Ocean&Mntn View-18min to Airport
✈️ 18 minutes to airport & 🏖️ beaches 🏊 Brand new pool with loungers & hammock 🌿 Peaceful countryside, just 5 minutes to city 🌴 45 minutes to El Yunque & Luquillo Beach 🏡 Hilltop cabin with ocean & mountain views 🛏 Open-concept + extra bed (sleeps 3) 🍽 Equipped kitchen with gas stove 🌅 Stunning sunrise views from elevated setting ⚡ Fast WiFi, A/C, smart TV & gated parking 🪑 Beach chairs, towels & cooler

Romantic Getaway with Private Pool in Caguas PR
Escape to a cozy tiny home with breathtaking views. Perfect for couples, this private retreat has everything you need to disconnect, recharge, and enjoy quality time together. Relax by the pool, sip a glass of wine at sunset, and let the peaceful surroundings melt your stress away. Located inside a gated property, you’ll enjoy added privacy and comfort throughout your stay.
Popular amenities for Caimito rentals with a pool
House rentals with a pool

Super comfortable Family Home w/ private pool

A private oasis with local charm.

The Heart of Caguas

Luxury Casa Caliad

Blessed Home…

Turquoise Villa Private pool nearby airport

Unique Luxury Villa: Private Pool & Generator

Villa Celestial Luxury Home
Condo rentals with a pool

Cozy Beachside Studio w/ Pool, Near Airport

Amazing Ocean-View / Condado Beach/ Pool

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

Ashford Imperial. Best Location.

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

Islaverde Modern Boho Airport Beach Near

Saint Tropez Great Apartment & Location

Condado Del Mar Suite 1110"
Other vacation rentals with a pool

Urban Forest Getaway in San Juan

⭐️Casa De Las Palmas 🌴🌴

Tierra Linda TreeHouse Private Pool & River

Top Location! Steps from the Beach!

En Casa de Tío

Japandi Loft-Private Pool & Outdoor Shower | Osaka

Casa De Mita

Davide, Colinas del Yunque *Paraiso Escondido*
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
- El Yunque National Forest
- La Pared Beach
- Los Tubos Beach
- Punta Bandera Luquillo PR
- Museo de Arte de Ponce
- Cueva del Indio
- Plaza Las Americas
- Isla Verde Beach West
- Museo de Arte de Puerto Rico
- José Miguel Agrelot Coliseum
- Cond Marbella del Caribe Este
- Balneario del Escambrón
- Playa puerto nuevo
- San Patricio Plaza




