1. Jamaica
  2. Tryall
  3. Ski Chalets

Tryall Ski Chalets

10.0
Exceptional
(76 Reviews)
6000 ft² 10 Guests 5 Bedrooms 5 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $1,124/Night For 7 Nights US $7,870
New
1496.18 ft² 6 Guests 3 Bedrooms 3 Bathrooms
Family Friendly House
  • Parking
  • Air Conditioner
  • Internet
US $297/Night For 7 Nights US $2,079
2.0
Average
(1 Review)
1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Hot Tub
  • Spa
  • Balcony/Terrace
US $112/Night For 7 Nights US $781
10.0
Exceptional
(66 Reviews)
5 Guests 3 Bedrooms 4 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $332/Night For 7 Nights US $2,324
New
10 Guests 3 Bedrooms 5 Bathrooms
Free Cancellation Villa
  • Pool
  • Balcony/Terrace
  • View
US $1,160/Night For 7 Nights US $8,120
10.0
Exceptional
(50 Reviews)
8000 ft² 10 Guests 5 Bedrooms 3 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
US $1,163/Night For 7 Nights US $8,141
9.5
Exceptional
(24 Reviews)
2445.11 ft² 104 Guests 48 Bedrooms 48 Bathrooms
Free Cancellation Resort
  • Private Beach
  • Oceanfront
  • Spa
US $515/Night For 7 Nights US $3,606
10.0
Exceptional
(27 Reviews)
4000 ft² 9 Guests 4 Bedrooms 1 Bathroom
Ocean View House
  • Private Pool
  • Oceanfront
  • Hot Tub
US $2,655/Night For 7 Nights US $18,588
10.0
Exceptional
(10 Reviews)
8 Guests 4 Bedrooms 4 Bathrooms
Group Friendly Villa
  • Private Pool
  • Pool
  • Balcony/Terrace
US $1,460/Night For 7 Nights US $10,218
10.0
Exceptional
(10 Reviews)
2 ft² 7 Guests 4 Bedrooms 3 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $302/Night For 7 Nights US $2,112
10.0
Exceptional
(7 Reviews)
8 Guests 4 Bedrooms 4 Bathrooms
Group Friendly Villa
  • Private Pool
  • Pool
  • Balcony/Terrace
US $1,304/Night For 7 Nights US $9,126
10.0
Exceptional
(3 Reviews)
6 Guests 3 Bedrooms 3 Bathrooms
Villa
  • Private Pool
  • Hot Tub
  • Pool
US $1,307/Night For 7 Nights US $9,149

Why Choose Rent By Owner for your Tryall Ski Chalets?

What makes our Ski Chalets special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
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 Ski Chalets stay?

Timing your visit to this beautiful destination is key to enjoying optimal weather conditions and avoiding peak crowds, allowing you to make the most of your stay in the region while exploring available ski chalets through trusted booking platforms.

Peak Season Highlights

spring
December to April

During these months, the region experiences its most popular travel period due to ideal weather conditions, perfect for enjoying your stay in this tropical destination.

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

This peak season marks the summer months when travelers flock here to soak up the sunshine and vibrant local culture, making it a lively time to explore your chosen ski chalet.

Average Temperature Daytime: 85°F to 90°F - Nighttime: 75°F to 80°F

Off-Season Highlights

image
May to June

The shoulder months offer a quieter escape before the busy summer, providing a more relaxed atmosphere suited for those seeking tranquility in this scenic area.

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

Typically less crowded, these months provide a peaceful retreat amid lush surroundings, ideal for visitors looking for a more secluded experience here.

Average Temperature Daytime: 78°F to 83°F - Nighttime: 68°F to 73°F

Weekly Weather Forecast for Tryall

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 the lush tropical landscaping with well-maintained gardens surrounding your vacation rental.
  • Take advantage of outdoor dining areas perfect for savoring local cuisine in the fresh air.
  • Make use of private patios or verandas to relax and soak in the scenic views of this Caribbean destination.
  • Benefit from access to swimming pools designed for both relaxation and family fun amidst the outdoor setting.
  • Explore nearby walking trails or pathways that showcase the natural beauty of the region.
  • Utilize outdoor lounge areas ideal for socializing with friends or unwinding after a day of exploring.
  • Take advantage of on-site barbecue grills, perfect for hosting outdoor cookouts in this tropical paradise.
image
image

Family Activities

  • Beach Day at Tryall Beach: Enjoy a relaxing day along the pristine sands and crystal-clear waters, perfect for family swimming and sunbathing in this tropical destination.
  • Golfing at Tryall Club: Experience quality family time on the world-class golf course, offering stunning views and kid-friendly amenities suitable for all ages.
  • Water Sports Adventures: Engage in exciting water activities like paddleboarding and kayaking, ideal for active families seeking fun and adventure in the region.
  • Exploring Local Nature Trails: Discover scenic nature walks that provide an immersive experience into the area's lush landscape, great for outdoor-loving families.
image

Adult Activities

  • Golfing at Tryall Club: You can enjoy a round of world-class golf surrounded by scenic Caribbean views in this renowned club.
  • Spa and Wellness Treatments: Indulge in luxurious spa services that offer relaxation and rejuvenation amidst the tranquil setting of the region.
  • Private Beach Access: Relax and unwind on exclusive beaches, perfect for sunbathing, swimming, or simply enjoying the coastal scenery.
  • Water Sports Adventures: Explore the clear waters with activities such as snorkeling and paddleboarding to experience the vibrant marine life nearby.

Tryall Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Scenic Excursions Take advantage of the area's natural beauty by scheduling outdoor activities early to enjoy the most favorable weather and peaceful settings.
  • Embrace Local Cuisine Explore the region’s flavorful offerings to immerse yourself in the local culture and enhance your overall experience here.
  • Optimize Your Accommodation Choice Select a well-located ski chalet that provides easy access to key attractions and amenities, ensuring a comfortable stay during your visit.
  • Connect with Expert Guides Consider engaging local guides for personalized insights, enriching your understanding of the area’s history and hidden gems.

Transportation Options

  • Private Shuttle Services Conveniently arranged private shuttles offer direct transportation to and from the region's key destinations, making travel seamless for visitors exploring here.
  • Local Taxis Readily available taxis provide flexible options for short trips around the area, allowing you to explore at your own pace.
  • Rental Cars Renting a car is a popular choice for visitors seeking independence and ease of access to various parts of this destination.
  • Airport Transfers Pre-arranged airport transfer services ensure smooth arrivals and departures at the nearby airport, saving you time and effort upon arrival.

Local Customs Options

  • Respect for Local Traditions: Visitors often observe and participate in community gatherings that highlight the region's rich cultural heritage, fostering meaningful connections.
  • Celebration of Festivals: The area hosts vibrant festivals where locals showcase their music, dance, and culinary traditions, offering you an authentic cultural experience.
  • Greeting Etiquette: Warm welcomes with friendly handshakes or greetings are customary, reflecting the area's hospitable nature towards visitors.
  • Respect for the Environment: Practicing eco-friendly habits, such as proper waste disposal and respecting natural sites, helps preserve this destination's scenic beauty.

Frequently Asked Questions About Tryall Rental Ski Chalets

1. What are the top Ski Chalets in Tryall?

2. How many Ski Chalets are available in Tryall?

Currently, the total number of properties listed by RBO in 2026 is over 415 in the Tryall area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Tryall. 

3. What is the cancellation policy for booking a ski chalet in this destination?

The cancellation policy for your stay is detailed in the listing and may vary depending on the host. Please review the specific terms before booking or contact the owner directly for clarification.

4. Are there any specific amenities included with the ski chalets in this area?

Each property listing provides a comprehensive list of amenities available. To ensure your needs are met, check the details carefully or reach out to the owner for further information.

5. How do I proceed with booking a ski chalet here during peak season?

To secure your preferred dates, it's recommended to book well in advance. You can complete your reservation through the listing, or contact the owner if you require assistance or custom arrangements.

6. What are the check-in and check-out procedures for these accommodations?

Check-in and check-out times are specified in each listing. For a smooth experience, review these details or communicate with the host directly for personalized instructions.

7. Is it possible to modify or cancel my booking if my plans change?

Modifications and cancellations are subject to the policies set by the host and outlined in the listing. Contact the owner directly to discuss any changes to your reservation or read the cancellation terms carefully.

More Rentals You May Like Near Tryall

10.0
Exceptional
(3 Reviews)
4 Guests 1 Bedroom 2 Bathrooms
Ocean View House
  • Ocean View
  • View
  • Kitchen
US $87/Night For 7 Nights US $609
10.0
Exceptional
(2 Reviews)
12 Guests 6 Bedrooms 8 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Hot Tub
US $5,060/Night For 7 Nights US $35,423
10.0
Exceptional
(2 Reviews)
12 Guests 6 Bedrooms 5 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Hot Tub
US $4,873/Night For 7 Nights US $34,111
10.0
Exceptional
(2 Reviews)
8 Guests 4 Bedrooms 4 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $3,710/Night For 7 Nights US $25,969
10.0
Exceptional
(2 Reviews)
8 Guests 4 Bedrooms 1 Bathroom
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Hot Tub
US $2,997/Night For 7 Nights US $20,979
10.0
Exceptional
(2 Reviews)
20 Guests 10 Bedrooms 11 Bathrooms
Ocean View House
  • Private Pool
  • Pool
  • Ocean View
US $1,817/Night For 7 Nights US $12,717
10.0
Exceptional
(2 Reviews)
8 Guests 4 Bedrooms 4 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $1,487/Night For 7 Nights US $10,412
10.0
Exceptional
(2 Reviews)
1800 ft² 14 Guests 7 Bedrooms 7 Bathrooms
Ocean View Villa
  • Oceanfront
  • Pool
  • Ocean View
US $650/Night For 7 Nights US $4,553
10.0
Exceptional
(1 Review)
8 Guests 4 Bedrooms 4 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $3,150/Night For 7 Nights US $22,047
9.8
Exceptional
(20 Reviews)
5 Guests 3 Bedrooms 3 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $339/Night For 7 Nights US $2,373
9.8
Exceptional
(11 Reviews)
3700 ft² 10 Guests 5 Bedrooms 4 Bathrooms
Ocean View Villa
  • Private Pool
  • Oceanfront
  • Pool
US $720/Night For 7 Nights US $5,043
9.6
Exceptional
(8 Reviews)
2 Guests 1 Bedroom 1 Bathroom
Ocean View Apartment
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
US $45/Night For 7 Nights US $315