1. Jamaica
  2. Tryall
  3. Vacation Rentals with Pools

Discover Your Perfect Tryall Vacation Rentals with Pools

Tryall Vacation Rentals with Pools

More Top-Rated Vacation Rentals with Pools in Tryall Area

Why Choose Rent By Owner for your Tryall 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 Tryall

When should you plan your Vacation Rentals with Pools stay?

Choosing the optimal time to vacation in Tryall, Jamaica ensures you experience its perfect climate and vibrant atmosphere, making it an ideal destination for relaxing stays with pools in this region's inviting setting.

Peak Season Highlights

spring
December to April

During this peak season, you can enjoy warm weather and sunny skies, perfect for relaxing by the pool at your vacation rental in the region. The area experiences high demand from travelers seeking a sunny escape during the winter months.

Average Temperature Daytime: 77°F to 85°F - Nighttime: 65°F to 75°F
spring
June to August

This summer period brings lively atmosphere and ideal conditions for enjoying your rentals with pools in the area. It’s the most popular time for visitors looking to bask in the tropical climate and vibrant local culture.

Average Temperature Daytime: 85°F to 89°F - Nighttime: 70°F to 75°F

Off-Season Highlights

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May and November

Transition months offer fewer crowds and more flexibility when booking your vacation rental with a pool here. The weather remains pleasant, making it an excellent choice for a peaceful retreat in this destination.

Average Temperature Daytime: 80°F to 85°F - Nighttime: 65°F to 70°F
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September to October

This period is characterized by lower visitor numbers, with occasional rain showers ideal for exploring local sights or enjoying your private pool without the busy crowds of peak season.

Average Temperature Daytime: 81°F to 84°F - Nighttime: 66°F to 70°F

Weekly Weather Forecast for Tryall

How to Book Your Tryall Vacation Rentals with Pools

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals with pools. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Tryall

More Top-Rated Vacation Rentals with Pools in Tryall Area

Common Vacation Rentals with Pools Amenities

What amenities can you expect?

Our Vacation Rentals with Pools are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 the convenience of private outdoor pools nestled within your vacation rental, perfect for relaxing in the heart of this tropical region.
  • Relish shaded patios or verandas that offer a comfortable space to unwind while taking in scenic views of the surrounding landscape.
  • Take advantage of beautifully landscaped gardens and lush outdoor spaces designed for peaceful strolls and outdoor activities.
  • Make the most of outdoor dining areas equipped with grills and seating, ideal for hosting gatherings under the warm Caribbean sun.
  • Experience the benefits of outdoor showers, allowing you to rinse off after sunbathing by your private pool or exploring nearby beaches.
  • Utilize shared or exclusive tennis courts and sports facilities available in the area for active outdoor pursuits during your stay.
  • Capitalize on outdoor recreational amenities like jogging paths or walking trails that wind through the scenic surroundings of this destination.

Top Attractions Around Tryall

What attractions are nearby?

In this vibrant area, you can enjoy a variety of activities nearby, from exploring local beaches and water sports to discovering lush golf courses and scenic nature trails, making your stay here with rentals with pools an unforgettable experience.

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Family Activities

  • Beach Day at Tryall Beach: Enjoy a family picnic and swimming in the crystal-clear waters of the renowned Tryall Beach, perfect for relaxing and building lasting memories.
  • Golfing at Tryall Golf Club: Experience quality family time on the scenic golf course, where both beginners and seasoned players can enjoy breathtaking views and friendly competition.
  • Water Sports & Snorkeling: Discover vibrant marine life through snorkeling adventures right off the coast, making it an exciting activity suited for all ages.
  • Resort Activities & Kids’ Clubs: Take advantage of the various resort-organized activities and dedicated kids’ clubs designed to keep younger visitors entertained while you unwind.
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Adult Activities

  • Golf at Tryall Club: Tee off on world-class golf courses nestled within this destination, offering stunning views and a challenging experience for avid golfers.
  • Relaxation at the Beachfront Spas: Indulge in rejuvenating spa treatments along the coast, perfect for unwinding after a day of exploration in the region.
  • Eco-Tours and Nature Excursions: Discover the lush landscapes through guided eco-tours that highlight the area's rich biodiversity and natural beauty.
  • Nightlife and Entertainment: Experience vibrant evenings with live music and cultural performances that showcase the lively spirit of the destination.

Tryall Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities Early To maximize your experience, organize your excursions and leisure activities in advance, ensuring you enjoy all that the region offers at a relaxed pace.
  • Choose Rentals with Pools Strategically Select accommodations with pools that are conveniently located for easy access to local beaches and attractions, enhancing your comfort and convenience during your stay.
  • Explore Local Cuisine Safely Sample authentic dishes from reputable eateries nearby while adhering to health guidelines to enjoy the region's culinary delights securely.
  • Respect the Natural Environment Contribute to preserving the area's beauty by practicing eco-friendly habits, such as conserving water and disposing of waste responsibly during your visit.

Transportation Options

  • Private Shuttle Services Conveniently arranged private shuttles offer seamless transportation directly from the airport to your rental with pools, ensuring a comfortable arrival in this Caribbean destination.
  • Local Taxis and Car Rentals Easily accessible taxis and car rentals give you the freedom to explore the region at your own pace, making it simple to visit nearby attractions or enjoy time at your property.
  • Bus and Minibus Transfers Budget-friendly bus and minibus options are available for group travel around the area, connecting you efficiently to various points of interest.
  • Airport Transfers Reliable airport transfer services provide quick and professional transportation to and from the [local airport], streamlining your journey here and allowing more time to relax at your rental with pools.

Local Customs Options

  • Ganja Use and Rastafarian Culture: In the region, the traditional use of ganja is intertwined with Rastafarian beliefs, influencing local customs and spiritual practices.
  • Local Greetings and Politeness: Respectful greetings such as a friendly handshake or a warm "Good morning" are customary when engaging with residents here.
  • Music and Dance Etiquette: Music plays an essential role in social gatherings, where participation and lively dance are appreciated but should be approached with respect for local traditions.
  • Respect for Heritage Sites: When visiting cultural sites in this destination, it's important to observe respectful behavior, including proper attire and refraining from disruptive actions.

Frequently Asked Questions About Tryall Rentals with Pools

1. What are the top Rentals With Pools in Tryall?

There are a lot of options in Tryall. If you plan on staying in the Tryall area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Rentals With Pools in Tryall:

2. How many Rentals With Pools are available in Tryall?

Currently, the total number of properties listed by RBO in 2026 is over 391 in the Tryall area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Rentals With Pools in Tryall. 

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

Cancellation policies vary depending on the individual property listing. It is recommended to review the specific cancellation terms outlined in the listing details or contact the property owner directly for precise information.

4. Are there any additional fees for using the pool at my rental with a pool in Jamaica?

Additional fees related to pool use, such as cleaning or security deposits, are specified in each listing. Please check the property’s detailed description or reach out to the host for clarification on any extra charges.

5. How do I ensure the rental with a pool I choose is available for my travel dates?

Availability is managed directly through the property listing. You can select your preferred dates to see real-time booking options or contact the owner to confirm availability and discuss flexible booking arrangements.

6. What amenities are typically included with rentals featuring pools in this region?

Most properties offer amenities such as private or shared pools, Wi-Fi, air conditioning, and fully equipped kitchens. However, it’s best to review each listing individually to confirm the specific amenities included.

7. Is there a specific check-in and check-out process for rentals with pools in this destination?

Check-in and check-out procedures vary by property. Details are provided in each listing, and you can also communicate directly with the owner for personalized instructions or questions regarding your stay.

More Rentals You May Like Near Tryall

More Top-Rated Vacation Rentals with Pools in Tryall Area