
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 10 vacation rentals in Caimito

Nightly prices starting at
Caimito vacation rentals start at G$16,734 GYD per night before taxes and fees

Verified guest reviews
Over 870 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
10 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.

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.

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.

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 Rain Forest
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.

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.

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!

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!

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.

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.

"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)
Have fun with the whole family at this stylish place. It's close to all the essentials such as the Airport and Beaches (5 minutes), Old San Juan, Plaza Las Américas (15 minutes). Located near several prestigious restaurants such as Bebo's BBQ, Metropol, and the Piñones tourist area where you can find typical food from our island.
Popular amenities for Caimito rentals with a pool
House rentals with a pool

Case Del Sole Duplex w/ Solar-Powered Backup

Luxury Villa: PrivatePool, Generator&Water Cistern

Mid-Century Modern house

Casa Reyes

Traveler’s cozy house | Private Pool Near Airport

Villa Celestial Luxury Home

Beautiful House, 24/7 Security, Gated Community

Private Pool•Power/Water Backup•Near Airport•Gated
Condo rentals with a pool

STUNNING 6BR PENTHOUSE ON ISLA VERDE BEACH

Deja Blue BeachFront Apartment @ Isla Verde

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

★Luxurious Beachfront Apt in Isla Verde+free pkg★

Romantic Oceanfront Private Patio Full Generator

Pink Bliss Studio ISLA VERDE

Palms & Ocean View 1br 1bth + Pool + Beach Access

Ocean & City View Studio in Condado, San Juan
Other vacation rentals with a pool

Escape Puerto Rico | Luxury Dome + Pool + Views

Chalet De Los Vientos

The Nightingale's Terrace

Blue lagoon

Cozy Casa Yane

ATELIER 277 San Juan, Puerto Rico

Ocean Park Beachfront & Pool | Steps to the Sand

Beach Walk / Pool / Backup Power & Water
When is the best time to visit Caimito?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$52,295 GYD | G$59,616 GYD | G$58,989 GYD | G$52,295 GYD | G$52,295 GYD | G$58,989 GYD | G$42,673 GYD | G$40,162 GYD | G$39,117 GYD | G$36,816 GYD | G$40,581 GYD | G$59,198 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
- Puerto Rico Convention Center
- Distrito T-Mobile
- Rio Mar Village
- Playa Puerto Nuevo
- José Miguel Agrelot Coliseum
- La Pared Beach
- 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





