1. Puerto Rico
  2. Vacation Rentals with Pools

Puerto Rico Vacation Rentals with Pools

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10.0 (108 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
10.0 (10 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Why Choose Rent By Owner for your Puerto Rico Vacation Rentals with Pools?

What makes our Vacation Rentals with Pools special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Puerto Rico

When should you plan your Vacation Rentals with Pools stay?

Timing your visit to this sunny Caribbean destination can enhance your experience, as the best months for warm weather and fewer crowds typically fall outside the peak hurricane season, ensuring that you enjoy your ideal rentals with pools in a comfortable climate.

Peak Season Highlights

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December to April

During this peak season, the area experiences warm, sunny weather ideal for relaxing at your rental with pool while enjoying outdoor activities and exploring local culture.

Average Temperature Daytime: 80°F to 85°F - Nighttime: 70°F to 75°F
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June to August

Summertime draws visitors seeking sun-drenched days and lively nightlife. It's an excellent time to indulge in the region’s vibrant atmosphere from the comfort of your poolside rental.

Average Temperature Daytime: 85°F to 89°F - Nighttime: 75°F to 78°F

Off-Season Highlights

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May and November

These shoulder months offer fewer crowds and more affordable rates, making it an ideal time to enjoy peaceful stays in a rentals with pools while avoiding the busy tourist periods.

Average Temperature Daytime: 78°F to 82°F - Nighttime: 68°F to 72°F
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September to October

As the region transitions into fall, lower visitor numbers and pleasant weather create a relaxed environment for your stay, perfect for unwinding in a private pool rental.

Average Temperature Daytime: 80°F to 84°F - Nighttime: 70°F to 74°F

Weekly Weather Forecast for Puerto Rico

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private or shared swimming pool to cool off during warm days in this tropical paradise.
  • Relax in beautifully landscaped outdoor spaces with lush gardens and shaded seating areas.
  • Take advantage of outdoor dining setups, perfect for savoring local cuisine while enjoying the region’s pleasant climate.
  • Make the most of available barbecue grills for outdoor cooking and social gatherings.
  • Discover scenic patios or verandas that provide ideal spots for morning coffee or evening relaxation.
  • Utilize outdoor showers often found near pools to rinse off after swimming or beach visits.
  • Experience well-maintained pathways or walkways that lead you to nearby beaches or nature trails within the area.
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Family Activities

  • El Yunque National Forest Discover the lush trails and waterfalls that make this national forest a perfect outdoor adventure spot for families staying in rentals with pools, offering a refreshing escape into nature.
  • Old San Juan Explore the historic streets and colorful forts, providing an engaging cultural experience for families seeking to learn about the area's rich history while enjoying local cuisine nearby.
  • Bioluminescent Bays Experience the magical glow of bioluminescent waters during a family nighttime tour, creating unforgettable memories right here in the region.
  • This destination's beaches Relax and play on the pristine beaches, where gentle waves and warm sands offer the ideal setting for family fun after a day of adventures around town or at the rentals with pools.
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Adult Activities

  • Sailing and Yacht Charters: Experience the region's vibrant coastline by booking a sailing trip or yacht charter, offering stunning views and a relaxing day on the water.
  • Historic Old Town Tours: Discover the rich culture and architecture of this area through guided walking tours that highlight its colorful streets and historic landmarks.
  • Zip Lining Adventures: For adrenaline seekers, enjoy thrilling zip lining experiences amidst lush landscapes, providing an exciting way to see the natural beauty.
  • Gastronomic Food Tours: Indulge in local flavors with guided food tours that introduce you to authentic cuisine and hidden culinary gems around this destination.

Puerto Rico Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead: Reserve your ideal rentals with pools early to secure the best options and ensure a seamless stay here during peak seasons.
  • Explore Local Cuisine: Take time to enjoy regional flavors, and consider accommodations that provide easy access to local eateries or even private dining experiences at your rental.
  • Maximize Pool Days: Make the most of your experience by scheduling relaxing days at your rental with pools, perfect for unwinding after exploring the area’s vibrant attractions.
  • Stay Connected: Choose a rental with reliable Wi-Fi to keep in touch, plan excursions, and share your memorable moments throughout your visit to this tropical destination.

Transportation Options

  • Car Rentals: Exploring the area at your own pace is easy with car rentals available throughout this destination, offering flexible access to various rentals with pools in the region.
  • Public Transportation: Public buses and shuttles provide affordable and convenient options for navigating here, connecting you to key locations and rentals with pools.
  • Taxi Services and Ridesharing: Reliable taxi services and rideshare apps make short trips around the region straightforward, allowing quick access to rentals with pools without hassle.
  • Fly into Nearby Airports: International and regional airports serve this area, providing the fastest way to begin your stay with easy transfers to nearby rentals with pools.

Local Customs Options

  • Santería This spiritual tradition blends African and Catholic elements, often expressed through colorful ceremonies that you might observe during your stay.
  • Music and Dance The lively rhythms of salsa and reggaeton are integral to the area's culture, making local dance events and music festivals a vibrant part of community life.
  • Cuisine Traditional dishes like mofongo and lechón reflect the region’s rich culinary heritage and are celebrated with local festivals and gatherings.
  • Festivals and Parades Colorful celebrations such as the patron saint festivals showcase the region’s deep-rooted religious and cultural traditions that you can experience firsthand.

Frequently Asked Questions About Puerto Rico Rentals with Pools

2. How many Rentals With Pools are available in Puerto Rico?

Currently, the total number of properties listed by RBO in 2026 is over 5482 in the Puerto Rico area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Rentals With Pools in Puerto Rico. 

3. What is the cancellation policy for rentals with pools in this destination?

The cancellation policies vary by property. You should review the specific listing details or contact the property owner directly to understand the terms and any applicable fees.

4. Are there additional fees for using the pool at my rental with pools in the area?

Additional fees, if any, are specified within each listing. It is recommended to read the property description carefully or reach out to the owner for clarification on any extra charges related to the pool.

5. How do I confirm availability and secure my booking for a rental with pools in this region?

Availability is managed through each listing on the site. For final confirmation, you can contact the property owner or complete the booking online, following the instructions provided in the listing.

6. Is there a minimum stay requirement for rentals with pools here, especially during peak seasons?

Minimum stay requirements depend on the individual property and season. Details are available in each listing, and you may also inquire directly with the owner to confirm current policy.

7. What amenities are typically included with rentals that have pools in this area?

Most listings include common amenities such as Wi-Fi, fully equipped kitchens, and outdoor spaces around the pool. To ensure your needs are met, review the specific amenities listed or contact the owner for more information.

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