
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-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.

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.

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.

Luna Escondida
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.

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!

Villa w Pool/Mountain View Near Airport San Juan
Escape to a serene 3-bedroom mountaintop villa in Puerto Rico with stunning views, just 20 mins from San Juan. Perfect for 6 guests, this sanctuary features a private courtyard pool with a waterfall. Enjoy the blend of peaceful seclusion and city convenience. Bedrooms have AC, dedicated workspaces, and reliable Wi-Fi. A unique retreat for families or facilitators seeking rest and reconnection.

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.

"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

Tropical Villa Private pool Wi-Fi and Netflix

Signature's Dorado Relaxing Villa 4BD 3BA

Unique Luxury Villa: Private Pool & Generator

Turquoise Villa Private pool nearby airport

Luxury Beach House with Private Pool in Condado

The Leaves Apartments #2

Between sea and mountain El Yunque

Fam Paradise Bliss w/ Prvt Pool/HT Beach/Playroom!
Apartment rentals with a pool

STUNNING 6BR PENTHOUSE ON ISLA VERDE BEACH

Isla Verde Beach-Pool/New/ Downtown

The best, Amazing Designer Beach Front Loft Apt

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

★Amarillo★Beach & The City Luxury Penthouse

💕Ocean Front Isla Verde Beach Remodeled Pool Pkg

Two-Story Apartment at Rio Grande Resort

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

Guaynabo, Private pool, billiard room.

Luxury Mountain Chalet w/ Heated -Pool Adults Only

Villa Florece - Connect with Nature

Tierra Linda TreeHouse Private Pool & River

En Casa de Tío

Stunning Mountain Villa @ Naranjito, P.R

Davide, Colinas del Yunque *Paraiso Escondido*

Vacation home with Private Pool, Patio and Sundeck
When is the best time to visit Caimito?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £183 | £209 | £207 | £152 | £134 | £127 | £150 | £141 | £137 | £129 | £142 | £208 |
| 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 20 holiday rentals in Caimito

Nightly prices starting at
Caimito holiday rentals start at £59 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!
Destinations to explore
- Flamenco Beach
- Isla Verde Beach West
- Liquillo Beach
- Distrito T-Mobile
- Puerto Rico Convention Center
- Playa las Picuas, Rio Grande
- Playa de Luquillo
- José Miguel Agrelot Coliseum
- El Yunque National Forest
- Rio Mar Village
- Carabali Rainforest Park
- Playa Puerto Nuevo
- Toro Verde Adventure Park
- La Pared Beach
- Cond Marbella del Caribe Este
- Los Tubos Beach
- Punta Bandera Luquillo PR
- Plaza Las Americas
- San Patricio Plaza
- Museo de Arte de Ponce
- Cueva del Indio
- Museo de Arte de Puerto Rico
- Balneario del Escambrón
- Hacienda Campo Rico





