
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 20 holiday rentals in Caimito

Nightly prices starting at
Caimito holiday rentals start at $103 SGD per night before taxes and fees

Verified guest reviews
Over 1,000 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
20 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.

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.

José María Casa de Campo
Disconnect in this spacious and serene space. With the nocturnal freshness that distinguishes the town of Orocovis, you will be able to have a commemorable retreat. At approximately 2,000 feet above the sea, we have a view from El Yunque to Vega Baja. You can also enjoy the view of the Central Cordillera, such as the Three Picachos. On a perfect night, you can even see the milky way, we suggest that you bring your telescope. Ideal for observing native and endemic birds of Puerto Rico.

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.

Water Cistern Beach Walk Heated Pool Generator
⚡ Reliable essentials: Power generator backup + water cistern Villa Valeria is a modern apartment on the Isla Verde edge with a heated pool in a gated community. 🌴 Beach in minutes: 3 min to the beach 🛏️ 2BR/2BA comfort: King bed ensuite + 2 queens for flexible stays ❄️ Full A/C + Smart TVs 🚗 Easy arrival: Free parking, gated community, ~9 min to SJU Reserve today and make your Puerto Rico trip smooth, stylish, and steps from the beach.

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!

Acogedora Casa Yane
Mi alojamiento cuenta con todo lo que usted necesita para pasar una estadía agradable ,es acogedor,un area tranquila,segura con entrada independiente , limpio , confortable , con privacidad y seguridad ,la piscina es exclusiva para los huespedes cuenta con estacionamiento y con una excelente ubicación a 7 minutos , del areopuerto , Mall San Juan , Panadería e Isla Verde .

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.

Domo Secreto 2 con vista al lago
Conecta con la naturaleza en esta escapada inolvidable. Secret Glamping nace de dos personas 100% puertorriqueños, emprendedores y amantes de lo innovador. Nuestro deseo es lograr que los huéspedes puedan conectar con la naturaleza, la paz y tranquilidad, así como deleitar de las hermosas vistas y paisajes de nuestros alrededores.
Popular amenities for Caimito rentals with a pool
House rentals with a pool

Super comfortable Family Home w/ private pool

Villa Tropical Piscina privada Wifi y Neflix

Local Charm Private Oasis

Casita Negra

Beautiful House, 24/7 Security, Gated Community

Daddy’s Place Airbnb

Hacienda Azucena, Río Grande, Yunque Rain Forest

Villa Celestial Luxury Home
Apartment rentals with a pool

Beachfront Apt. Ocean-Facing Bed & City Views+Pool

Amazing Ocean-View / Condado Beach/ Pool

San Juan-Condado Ashford Ave. Best Studio!

Ashford Imperial. Best Location.

Beachfront * King Bed * Washer/D Walk Everywhere

💙BLUE DREAM OCEANFRONT W/ VIEW AT ISLA VERDE 2BR

San Juan, Condado Beach view PRIME Location studio

Stunning Views, Beach & Pool Condo @Rio Mar Resort
Other holiday rentals with a pool

Vista aZul Bubble Retreat

"Stellita Glamping"

Sunset Delight

KeiCabin Romantic Getaway with a view of the City

Villa Florece - Conecta con la Naturaleza

Luxury Marbella with Private Pool

Glamping at Relaxing Atmosphere In Nature

Chalet De Los Vientos
When is the best time to visit Caimito?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $322 SGD | $367 SGD | $363 SGD | $267 SGD | $236 SGD | $223 SGD | $263 SGD | $247 SGD | $241 SGD | $227 SGD | $250 SGD | $365 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
- Distrito T-Mobile
- Puerto Rico Convention Center
- Rio Mar Village
- Playa Puerto Nuevo
- José Miguel Agrelot Coliseum
- Playa de Luquillo
- La Pared Beach
- Toro Verde Adventure Park
- Carabali Rainforest Park
- Cond Marbella del Caribe Este
- Punta Bandera Luquillo PR
- Plaza Las Americas
- Los Tubos Beach
- Isla Verde Beach West
- San Patricio Plaza
- Cueva del Indio
- Museo de Arte de Ponce
- Sun Bay Beach
- Museo de Arte de Puerto Rico
- Playa puerto nuevo





