
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 10 holiday rentals in Caimito

Nightly prices starting at
Caimito holiday rentals start at $102 SGD per night before taxes and fees

Verified guest reviews
Over 870 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
10 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.

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.

Hacienda Lucero: Your Tropical Lakefront Escape
Amazing views from our two bedroom lake house in Toa Alta, Puerto Rico. The house is on a hill overlooking Lake La Plata and surrounded by 12 acres of private rain forest. It is a quiet place perfect for nature lovers, bird watchers and photographers. There are about two miles of hiking trails as well as lookout points where you can enjoy sunsets and sunrises. If you use a 4x4 vehicle you can drive down to the floating dock to drop in your kayak or use ours. Please enjoy the trails and hikes.

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.

Escape to your own private Tropical Oasis.
Welcome to a warm and inviting home inspired by relaxed island living, offering a genuine and peaceful local experience. Located in a safe and peaceful, gated community just minutes from restaurants, supermarkets, and major highways, it’s an ideal place to explore Puerto Rico at your own pace from the comfort of a private and cozy home. Relax by the pool, surrounded by nature, and enjoy the perfect balance of tranquility, privacy, and convenience, a private retreat away from the crowds.

Chalet De Los Vientos
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.

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

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.

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).

Casita Negra
Casita Negra is a magical place (retreat) in the mountains of the metro area of Puerto Rico. The property has a swimming pool, 1 bedroom and 1 bathroom. This Casita is a couples retreat and the perfect getaway for you and your loved one to disconnect from the daily routine. Air conditioning is available, although the house captures the country breezes.

"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.
Popular amenities for Caimito rentals with a pool
House rentals with a pool

Intimate Paradise- Private Pool, Terrace & Comfort

Serene Mountain Escape | Casa Serena Private Pool

Cozy tropical garden Oasis + pool just 4 you

Casalta: A Unique Villa Experience in Puerto Rico

Luxury Villa: PrivatePool, Generator&Water Cistern

Villa Celestial Luxury Home

Hacienda Azucena, Río Grande, Yunque Rain Forest

Casa Kenia
Apartment rentals with a pool

Deja Blue BeachFront Apartment @ Isla Verde

The best, Amazing Designer Beach Front Loft Apt

★Luxurious Beachfront Apt in Isla Verde+free pkg★

Isla Verde Beachfront Studio near restaurants,bars

Romantic Oceanfront Private Patio Full Generator

WoW! 6 Min Ride To Airpt | Parking | Security |

Ocean Waves PR-Luxe Studio Suite near Beach-Pkg

STUNNING 6BR PENTHOUSE ON ISLA VERDE BEACH
Other holiday rentals with a pool

Luna Escondida

L'abitat: Luxury Retreat Escape

Chalet Vista Hermosa

Blue lagoon

Ocean Park Beachfront & Pool | Steps to the Sand

Sunset Delight

DomenechBungalow+500GalWaterTank+PoolArea

Villa Vista Hermosa, Rio Grande Puerto Rico
When is the best time to visit Caimito?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $318 SGD | $362 SGD | $358 SGD | $318 SGD | $318 SGD | $358 SGD | $259 SGD | $244 SGD | $238 SGD | $224 SGD | $246 SGD | $359 SGD |
| 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 |
Destinations to explore
- Flamenco Beach
- El Yunque National Forest
- Liquillo Beach
- Playa las Picuas, Rio Grande
- Puerto Rico Convention Center
- Distrito T-Mobile
- Rio Mar Village
- Playa Puerto Nuevo
- José Miguel Agrelot Coliseum
- La Pared Beach
- Playa de Luquillo
- Cond Marbella del Caribe Este
- Punta Bandera Luquillo PR
- Plaza Las Americas
- San Patricio Plaza
- Isla Verde Beach West
- Los Tubos Beach
- Cueva del Indio
- La Guancha
- Isla Palomino
- Balneario de Luquillo
- Museo de Arte de Puerto Rico
- Cond Ashford Imperial
- Hacienda Campo Rico





