Tryall Rentals By Owner

Luxury Fully Staffed 5 Bedroom Ocean View Villa with Infinity Pool

Highly Rated

Villa

Luxury Fully Staffed 5 Bedroom Ocean View Villa with Infinity Pool

10.0

Exceptional

(78 Reviews)

5 Bedrooms 5 Baths 10 Guests 6000 ft²

US $1,055/Night 7 Nights - US $7,384

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Draxhall Beach Access Gated Community Full Air Con

House

Draxhall Beach Access Gated Community Full Air Con

3 Bedrooms 3 Baths 6 Guests 1496.18 ft²

US $297/Night 7 Nights - US $2,079

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Apartment

Sky Beach Rooms

2.0

Average

(1 Review)

1 Bedroom 1 Bath

US $101/Night 7 Nights - US $710

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Allamanda Villa- Tryall Resort Membership- van/driver- nanny

Highly Rated

Villa

Allamanda Villa- Tryall Resort Membership- van/driver- nanny

10.0

Exceptional

(53 Reviews)

5 Bedrooms 3 Baths 10 Guests 8000 ft²

US $1,329/Night 7 Nights - US $9,300

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Frequently Viewed

Villa

Villa Bambu

3 Bedrooms 5 Baths 10 Guests

US $1,160/Night 7 Nights - US $8,120

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Villa

Almond Hill Villa Jamaica - Luxury 4 Bedroom Villa in Montego Bay w/private pool

10.0

Exceptional

(10 Reviews)

4 Bedrooms 4 Baths 8 Guests

US $1,676/Night 7 Nights - US $11,733

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New

Apartment

Great Vision Seaside Villa

2 Bedrooms 1 Bath 10 Guests

US $180/Night 7 Nights - US $1,260

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Villa

Following Seas Luxury villa

10.0

Exceptional

(2 Reviews)

6 Bedrooms 5 Baths 12 Guests

US $4,475/Night 7 Nights - US $31,326

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Resort

Round Hill Hotel & Villas

9.5

Exceptional

(24 Reviews)

48 Baths 104 Guests 2445.11 ft²

US $515/Night 7 Nights - US $3,606

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Villa

Hyde Park Luxury villa

10.0

Exceptional

(2 Reviews)

6 Bedrooms 8 Baths 12 Guests

US $3,859/Night 7 Nights - US $27,010

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Villa

Tradewinds on the Sea

10.0

Exceptional

(2 Reviews)

4 Bedrooms 1 Bath 8 Guests

US $3,150/Night 7 Nights - US $22,050

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Frequently Viewed

Villa

Seaspray Luxury villa

10.0

Exceptional

(2 Reviews)

4 Bedrooms 4 Baths 8 Guests

US $2,046/Night 7 Nights - US $14,320

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More Top-Rated Rentals by Owner in Tryall Area

Why Choose Rent By Owner for your Tryall vacation rental?

What makes our Rentals by Owner special?

Verified Listings

Book with confidence knowing every property meets our quality and safety standards.

Unbeatable Value

Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.

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 Rentals by Owner stay?

Finding the perfect time to vacation here ensures you experience the region’s best weather and local events, making your Rent By Owner rental in Tryall, Jamaica, an unforgettable getaway.

Peak Season Highlights

December to April

This period marks the high season when the region experiences warm, pleasant weather, ideal for outdoor activities and relaxing on the beaches.

Average Temperature Daytime: 82°F to 86°F - Nighttime: 72°F to 75°F

July to August

Summer months bring the peak of the tourist season, offering vibrant local events and the warmest climate for enjoying outdoor pursuits.

Average Temperature Daytime: 85°F to 88°F - Nighttime: 74°F to 76°F

Off-Season Highlights

May to June

During these months, you can enjoy a quieter atmosphere with fewer visitors while still experiencing warm weather and good conditions.

Average Temperature Daytime: 84°F to 87°F - Nighttime: 73°F to 75°F

September to November

The shoulder season features lower rates and less crowded beaches, making it an ideal time for those seeking a more relaxed experience in the area.

Average Temperature Daytime: 83°F to 85°F - Nighttime: 72°F to 74°F

Weekly Weather Forecast for Tryall

How to Book Your Tryall vacation rental

What's our booking process?

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

Booking Steps

Search Properties

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

Select a Rental

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

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 Rentals by Owner in Tryall Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner 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 access to private outdoor pools for relaxing under the sun.
Take advantage of well-maintained gardens and landscaped lawns to stroll around the property.
Benefit from outdoor dining areas perfect for alfresco meals with scenic views.
Make use of barbecue grills to host outdoor cookouts in the fresh air.
Relax on spacious patios or verandas that offer panoramic views of the surrounding landscape.
Utilize outdoor shower facilities to rinse off after a day at nearby beaches or pools.
Explore nearby walking or jogging trails that showcase the natural beauty of this tropical region.

Top Attractions Around Tryall

What attractions are nearby?

Enjoy a variety of nearby activities in the region, from relaxing on pristine beaches to exploring local cultural sites, making your stay here both memorable and enriching.

Family Activities

Tryall Golf Course: Enjoy a family-friendly round of golf on this scenic course that offers stunning views and fun challenges suitable for all skill levels.
Beach Activities at the Coastline: Spend your days building sandcastles, swimming, or relaxing by the water along the pristine beaches in this region, perfect for family enjoyment.
Snorkeling Adventures: Explore the vibrant marine life just off the coast with accessible snorkeling spots that provide unforgettable underwater experiences for kids and adults alike.
Resort Recreation Facilities: Take advantage of on-site pools, tennis courts, and kid-friendly activity centers designed to keep the entire family entertained during your stay here.

Adult Activities

Sailing and Water Sports: You can enjoy the pristine waters around this Caribbean destination by taking part in sailing, kayaking, or paddleboarding, offering a relaxing way to explore the area's natural beauty.
Golfing Excellence: The region features world-class golf courses where you can test your skills amid stunning ocean vistas, making it a perfect activity for golf enthusiasts seeking a memorable round.
Spa and Wellness Treatments: Indulge in rejuvenating spa services available locally, providing an ideal retreat to unwind and pamper yourself during your stay.
Nightlife and Cultural Events: Experience the vibrant nightlife and authentic cultural events that bring the local scene to life, offering entertainment options after a day of relaxation and exploration.

Tryall Travel Tips

How Can You Make the Most of Your Stay?

Explore Local Cuisine: Take the opportunity to enjoy authentic Jamaican flavors at local eateries to truly immerse yourself in the region's culinary culture.
Plan Outdoor Activities: Make the most of the area's natural beauty by scheduling outdoor pursuits like beach days or water sports that highlight Tryall’s scenic surroundings.
Connect with Your Host: Establish a friendly rapport with your rental owner to gain insider tips and personalized recommendations for exploring the destination.
Respect Community Norms: Be mindful of the local customs and environmental practices to ensure a respectful and sustainable stay in this vibrant region.

Transportation Options

Private Car Rentals: You can easily arrange for private car rentals in the area, giving you the flexibility to explore this Caribbean destination at your own pace.
Taxis and Ride-Sharing Services: Taxis and ride-sharing options are readily available, providing a convenient way to transfer between the region's popular spots and your rental by owner.
Airport Transfers: Reliable airport transfer services are accessible to simplify your journey from the nearby airports directly to your accommodation here.
Shuttle Services: Shuttle services cater to groups and offer an economical transportation choice for exploring the local attractions within this region.

Local Customs Options

Respect for Local Festivals and Events: Engaging with the vibrant cultural celebrations here shows your appreciation for the region's rich traditions, making your stay more meaningful.
Greeting Etiquette: A warm handshake or a friendly nod is customary when meeting locals, reflecting the welcoming spirit of this destination.
Dress Code for Religious and Cultural Sites: Modest attire is appreciated when visiting places of worship, demonstrating respect for the area's spiritual customs.
Community Sharing and Hospitality: Embracing the generous hospitality typical in this locale enhances your experience and fosters authentic connections with residents.

Frequently Asked Questions About Tryall Rentals by Owner

1. What are the top Vacation Rentals 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 Vacation Rentals in Tryall:

2. How many Vacation Rentals are available in Tryall?

Currently, the total number of properties listed by RBO in 2026 is over 414 in the Tryall area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Vacation Rentals in Tryall. 

3. What is the cancellation policy for a rental by owner in Tryall?

The cancellation policy varies depending on the individual listing. It is recommended to review the specific details listed on the property page or contact the owner directly to understand the terms and any applicable fees.

4. How do I confirm my reservation for a rental by owner in Tryall?

Reservation confirmation typically occurs after completing the booking process and receiving a confirmation email from the owner or the platform. For additional assurance, reach out to the owner to verify your booking details.

5. Are there any special requirements or rules when staying in a rental by owner in Tryall?

Each property may have its own set of rules and requirements, such as age restrictions or deposit policies. Be sure to review the listing carefully and communicate with the owner if you have any questions before confirming your stay.

6. What amenities are included in rentals by owner in Tryall?

Amenities vary per property. To ensure your needs are met, check the detailed description and photos on the listing or contact the owner for information about specific features and included services.

7. What should I do if I need to cancel or modify my booking in Tryall?

Cancellation or modification requests are handled according to the policies outlined in the listing. Contact the owner directly through the platform to discuss your situation and follow their procedures for changes.