
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.

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 (Mountainous Area)
Casa Suiza es un lugar para escapadas románticas, sólo para parejas. Estamos ubicados en lo alto de la montaña, es muy privado y alejado de la ciudad, a una hora de distancia de San Juan y el Aeropuerto Internacional de Puerto Rico. Tenga en cuenta que dirigirse a nuestra propiedad es por calles con curvas y algunas pendientes empinadas, pero completamente transitables. Recomendamos rentar un vehículo SUV o un 4x4 para su tranquilidad, si no está acostumbrado a transitar en la Montaña.

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 💡

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.

Hidden Moon
We are the first independent concept experience hostel in Puerto Rico located in Barranquitas. We've designed a space that makes you feel like you're on the moon. We have a furnished black dome over 20 feet, an Infinity pool with heater, a fire pit, a relaxation waterfall, Wi-Fi, TV, movie apps, board games, and more. The experiences are fully controlled with Alexa. Every person who arrives becomes a tourist astronaut on the island.

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!

"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.

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.

Secret Dome 2 with a view of the lake
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.

Pelican Suite | Ocean View | Pool | King Bed
Unit 512, a stone's throw from Caribe Hilton and Old San Juan's entrance, offers a fusion of history and luxury. This king suite features a full bath, kitchenette, and laundry. Enjoy DirectTV on the Smart TV or work remotely at our desk. Explore Puerto Rico and relax in comfort at our perfectly situated condo.
Popular amenities for Caimito rentals with a pool
House rentals with a pool

Case Del Sole Duplex w/ Solar-Powered Backup

Super comfortable Family Home w/ private pool

Amazing Infinity pool @Coqui Tropical House

MY BEAUTIFUL SUMMER

The Heart of Caguas

Beautiful House, 24/7 Security, Gated Community

Turquoise Villa Private pool nearby airport

The Leaves Apartments #2
Apartment rentals with a pool

Isla Verde Beach-Pool/New/ Downtown

Beautiful Beachfront Condo in Isla Verde/San Juan

Isla Verde Beachfront Studio near restaurants,bars

Sunny Beachfront Balcony Apt w/Pkg near Airport

💕Ocean Front Isla Verde Beach Remodeled Pool Pkg

ESJ Tower beachfront airport free park amazingView

Beachfront & Pool at the Best Location in Condado

Oceana | Trendy Ocean View Condo Hotel in Condado
Other holiday rentals with a pool

Best location with pool, steps from beach!

Family-Friendly Peaceful Jungle Oasis with POOL!

Black House

The View at Las Piñas

En Casa de Tío

Amazing Views of San Juan

Amapola House with pool (near the city)

One of a kind modern beach villa - Villa Fernando
When is the best time to visit Caimito?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $274 SGD | $297 SGD | $272 SGD | $270 SGD | $238 SGD | $225 SGD | $266 SGD | $250 SGD | $244 SGD | $263 SGD | $241 SGD | $258 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 |
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 $117 SGD per night before taxes and fees

Verified guest reviews
Over 860 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!
Destinations to explore
- Flamenco Beach
- Mosquito Bay Beach
- Liquillo Beach
- Distrito T-Mobile
- Playa del Dorado
- Praia de Luquillo
- Playa Mar Chiquita
- Playa de Vega
- Playa Sun Bay
- Carabali Rainforest Park
- Rio Mar Village
- Playa Puerto Nuevo
- Playa de Cerro Gordo
- Coco Beach Golf Club
- Toro Verde Adventure Park
- Playa Maunabo
- Playa Puerto Real
- Los Tubos Beach
- Punta Bandera Luquillo PR
- Playa el Convento
- Beach Planes
- Balneario Condado
- La Pared Beach
- Stream Thermal Bath




