
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 $136 NZD 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 and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Caimito holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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.

Luxury Villa: PrivatePool, Generator&Water Cistern
Beautiful luxury two story house with private pool located 20 min from the airport and beach, at a community with double gated security entrances. Perfect for families/corporate groups. The house has a huge kitchen, open spaces, office, terrace, wood playhouse for children and private pool. Master bedroom has a beautiful big bathroom with bathtub and double shower. WE HAVE POWER GENERATOR/ WATER CISTERN. ONLY REGISTERED GUESTS ARE ALLOWED ON THE PROPERTY, EXCEPT PREVIOUSLY NOTIFIED VISITORS

Escape to your own private Tropical Oasis.
Welcome to a warm and inviting home inspired by relaxed island living. A genuine local experience located in a safe and peaceful, gated neighborhood. Just minutes away from restaurants, supermarkets, and major highways, just around the corner. 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.

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.

Casalta: A Unique Villa Experience in Puerto Rico
Welcome to our dream home, a labor of love meticulously designed and built by us. Nestled on 2.3 acres of Bayamon mountain terrain, our property offers breathtaking panoramic views that will leave you in awe. We're delighted to be a pet-friendly destination. Conveniently situated just 25 minutes from San Juan Airport, San Juan's beautiful beaches and the historic of Old San Juan. Our home is the perfect setting for creating cherished memories, for any special occasions you have in mind.

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.

Hacienda Azucena, Río Grande, Yunque Rainforest
An Exquisite vacation home in El Yunque Tropical rainforest. Discover Puerto Rico's enchanting beauty at Hacienda Azucena. Enjoy a private getaway in this 4-bedroom, 2 full bathrooms and 3 half bathrooms villa. This spectacular property offers incredible green views just minutes from El Yunque National Forest, one of the finalists for the New 7 Wonders of Nature. Perfect for friends and family gatherings or peaceful getaways. Close to beaches, outlets mall, and horseback rides.

Sunset Delight
🌅 Welcome to Sunset Delight! A spacious two-story penthouse in the heart of Caguas. Relax on your private rooftop terrace with hot tub, or cook in the modern kitchen. Stay cool with A/C, enjoy Wi-Fi & Smart TV, and unwind in comfort. Perfectly located—20 min to Cayey, 30 min to San Juan & La Placita, and 1 hr to Luquillo Beach. Ideal for couples, families, or business travelers looking to relax or explore Puerto Rico. Self check-in, with host support just a message away!

The Nightingale's Terrace
Intimate, warm and cozy space to escape as a couple. You will have a beautiful and quiet terrace, room, patio and beautiful pool exclusively for you in a privileged, cozy and quiet location. Room with bathroom, wifi, A/C, TV and queen size bed. If you decide to go out, you will have many daytime and nighttime options just minutes from the stay. The airport, Carolina's best beaches, San Juan's mall, etc. are just a 10-minute drive away. Your getaway will be unforgettable.

Blue lagoon
Have fun with the whole family at this stylish place to stay. Spacious and luxurious place. It has a pool, BBQ and an emergency electric generator, a dock for fishing, and views of Isla Verde. It also has a ramp to pull boats , TV in all the rooms , internet and bluetooth horns. There is a yacht at the dock that can accommodate 2 more guests for an extra cost. To add this service, contact the host. For reservations of three or more nights, you get 1 hour of free jet ski.

Luxury waterfront villa with dock and heated pool
Enjoy uninterrupted water and power at Villa Jade, with a whole-house generator and 600-gallon water cistern for peace of mind. Villa Jade is a unique luxury waterfront retreat with a heated saltwater pool, jacuzzi, and private dock on a serene lagoon. Just 10 minutes from SJU Airport and the fabulous beaches of Isla Verde. Three spacious bedrooms with private baths. Fully remodeled. As a dedicated 5-star host, I’m here to ensure a smooth, relaxing stay. Welcome!

The Best View of PR with infinity pool with Heater
Campo Cielo is the perfect place to disconnect and be in complete connection with nature. You will enjoy the most beautiful sunrise from the mountains of the El Yunque National Forest. You'll relax and recharge with pure, fresh air, while enjoying the best view in the infinity pool and on the terrace. The best experience to enjoy nature and feel just one step away from heaven, you will find it in our hidden treasure, Campo Cielo Mountain Retreat.

Cozy tropical garden Oasis + pool just 4 you
Cozy wooden house with mini pool, deck, garden and private parking. Do you want to connect with nature? Experience sleeping with the singing of the coqui and waking up with the crowing of roosters among the tropical vegetation. We are located in Trujillo Alto, in a central neighborhood, 2 minutes by car from the supermarket, bakery and gas station. Minutes from the airport, the capital, beaches, and shopping malls.
Popular amenities for Caimito rentals with a pool
House rentals with a pool

Case Del Sole Duplex w/ Solar-Powered Backup

Mid-Century Modern house

Black House

Villa Celestial Luxury Home

Intimate Paradise- Private Pool, Terrace & Comfort

Beautiful House, 24/7 Security, Gated Community

Tropical Villa Private pool Wifi and Netflix

Traveler’s cozy house | Private Pool Near Airport
Condo rentals with a pool

Deja Blue BeachFront Apartment @ Isla Verde (Green Island)

★Luxurious Beachfront Apt in Isla Verde+free pkg★

Pristine 4 bdrm (all private) steps to beach/golf

BLUE DREAM Oceanfront W/ VIEW AT Isla VERDE 2BR

Isla Verde Beachfront Studio near restaurants,bars

The best, Amazing Designer Beach Front Loft Apt

★Amarillo★Beach & The City Luxury Penthouse

Coral Beach “Suite 1509”
Other holiday rentals with a pool

Escape Puerto Rico | Luxury Dome + Pool + Views

Home relaxing nature in Cayey

Chalet De Los Vientos (Chalet of the Winds)

L'abitat: Luxury Retreat Escape

Villa Vista Hermosa, Río Grande, Puerto Rico

Tropical Oasis – San Juan

Green Nest at the Hills

SanJuan Pool Paradise, Huge Deck w/BBQ, Game Room!
When is the best time to visit Caimito?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $425 NZD | $484 NZD | $479 NZD | $425 NZD | $425 NZD | $479 NZD | $347 NZD | $326 NZD | $318 NZD | $299 NZD | $330 NZD | $481 NZD |
| 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
- La Pared Beach
- José Miguel Agrelot Coliseum
- 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





