
Vacation rentals with a pool in Caimito
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Caimito

Total vacation rentals
Explore 20 vacation rentals in Caimito

Nightly prices starting at
Caimito vacation rentals start at G$16,707 GYD per night before taxes and fees

Verified guest reviews
Over 1,000 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
20 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!
Top-rated rentals with a pool in Caimito
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

L'abitat: Luxury Retreat Escape
Experience unparalleled tranquility at L'abitat in Toa Alta, Puerto Rico. Our luxurious retreat features a private pool, full gym, and a fully equipped kitchen. Relax in the cozy living room or the spacious, modern bathroom. Nestled in a serene, picturesque location, L'abitat is perfect for romantic getaways or peaceful retreats. Enjoy proximity to local attractions, restaurants, and shopping, making it the ideal base for exploring Puerto Rico. Book now for a perfect blend of nature and luxury.

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.

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 💡

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.

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.

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).

"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.

Black House
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.

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

Super comfortable Family Home w/ private pool

Beautiful House, 24/7 Security, Gated Community

Unique Luxury Villa: Private Pool & Generator

Lake Villa House in Toa Baja, Puerto Rico

Hacienda Azucena, Rio Grande, Yunque Rain Forest

Casa Helice 3 min from airport -Placas Solares-

Villa Celestial Luxury Home

Cozy tropical garden Oasis + pool just 4 you
Condo rentals with a pool

Cozy Beachside Studio w/ Pool, Near Airport

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

Ocean View/Mountain Setting 3 - Owners Suite

Studio in the heart of Condado

Isla Verde Beachfront Studio near restaurants,bars

Beautiful apartment in Condado with beach access!

★Amarillo★Beach & The City Luxury Penthouse

💕Ocean Front Isla Verde Beach Remodeled Pool Pkg
Other vacation rentals with a pool

Villa Florece - Connect with Nature

Tierra Linda TreeHouse Private Pool & River

Beautiful View Chalet

Beach Walk / Pool / Backup Power & Water

Blue lagoon

The Best View of PR with infinity pool with Heater

Luna Escondida

Luxury waterfront villa with dock and heated pool
When is the best time to visit Caimito?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$52,210 GYD | G$59,520 GYD | G$58,893 GYD | G$43,230 GYD | G$38,218 GYD | G$36,130 GYD | G$42,604 GYD | G$40,098 GYD | G$39,053 GYD | G$36,756 GYD | G$40,515 GYD | G$59,102 GYD |
| 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
- Carabali Rainforest Park
- Toro Verde Adventure Park
- Cond Marbella del Caribe Este
- Punta Bandera Luquillo PR
- Plaza Las Americas
- Los Tubos Beach
- San Patricio Plaza
- Isla Verde Beach West
- Cueva del Indio
- Museo de Arte de Puerto Rico
- Museo de Arte de Ponce
- Sun Bay Beach
- Playa puerto nuevo





