Tryall Rentals Jamaica Tryall

Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid. | Villa in Montego Bay

10.0 (62 Reviews) |   Pet Friendly   3 Bedrooms  4 Bathrooms  5 Guests  Stay&Play
Tryall Villa | Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.

3 Bedroom Villa in Tryall, Montego Bay

Hello I'm Mel Thank you for looking at Windfall Villas, I'm sure you will enjoy your stay with us. While deciding on a place to stay, your comfort and safety is first, It also has to be cost friendly….within your budget. With that in mind lets talk about what you get. Free transportation from the airport to A fully equipped, user friendly, 3 bedroom, 4 bathroom villa, located on a very safe and comfortable property, 15 minutes from the airport. Transportation (with seating capacity for 6) available on property. Every bedroom is air conditioned and has its own bathroom. Free wifi, cable, and hot water. There is an out door bar and BBQ grill, 2 out door lounge areas, one with ping pong table (table tennis) and exercise machines, also a house keeper to make sure you don’t work while on vacation, (laundry services available on property). Ask about our food plan options. The pictures will help you visualize the beauty of this property and the reviews will allow you to look through the eyes of experience (those who have been there and done that). Thank you for your time and interest.
Windfall villas: An estate available for rental to individuals, couples, small groups (events are allowed at an additional cost) – medium sized families; a haven for relaxation; beautiful, natural, modern yet authentically Caribbean
A place to get away from life’s stressors and back to what’s important to you, family connections.
Windfall Villas is more than just a roof over your head, but a villa you can call your own. Enjoy the spectacular view of the ocean, the hills, and Montego Bay from 2 covered outdoor living areas, and the pool. WindFall villa is a fun, comfortable, safe, colorful, vacation getaway, with a great staff. The housekeeper and airport pickup are included in the rate...
In the morning have your coffee, and get swept away by the ever changing sea and sky while listening to the songs of the tropical birds... Watch the ship come in... A walk on the Beach, a one mile drive away, is an amazing way to start your day, then take a dip in the sea. Maybe get your dinner from one of the local fisherman, or go out fishing with them and catch your own!
During the day, you can lounge by the pool, play ping pong, stare at the ocean, (we get an amazing breeze off the sea), go snorkelling, take a relaxing bamboo raft ride on The Great River, or you can take a day trip. There are literally hundreds of attractions and adventures in this paradise for a person to have all the fun and excitement one can stand!
In the evening, you will be mesmerized by the harmonic sounds of the tiny tree frogs, while gazing at the twinkling lights of Montego Bay and the hundreds of shimmering stars. You watch the ship leave port, it's like a sparkling little city floating by...
Come, lose yourself in this tropical paradise!

This 3 Bedrooms Villa provides accommodation with Entertainment, Laundry, Air Conditioner, for your convenience. This Villa features many amenities for guests who want to stay for a few days, a weekend or probably a longer vacation with family, friends or group. This Villa is less than 4 km from Tryall, and gives visitors the opportunity to explore it. The rental Villa has 3 Bedrooms and 4 Bathrooms to make you feel right at home.

Check to see if this Villa has the amenities you need and a location that makes this a great choice to stay in Tryall. Enjoy your stay in Tryall at this Villa.

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Unique Amenities

  • Air Conditioner
  • Parking
  • Pet Friendly
  • Pool
  • Designated Smoking Area
  • TV
  • View
  • Private Pool
  • Ocean View
  • Balcony/Terrace
  • Oceanfront
  • Accessibility
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Check-in Check-in time starts at 11:00 am
Check-out Check-out before 12:00 pm
Child Policy Children are welcome.
Pet Policy Pets allowed restrictions apply; for more information contact the property at the number on the booking confirmation
Other Policy Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property parties and events are allowed on site special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation
 
Montego Bay, Jamaica West Indies, Jamaica

What Our Guests say 500 + Reviews

Apr 4, 2025 12:37:43 AM
Summary: From the moment my family and I arrived at this breathtaking property, we knew we were in for an unforgettable experience. Nestled in a perfect location with stunning ocean views, this place exceeded every expectation.The property itself is a dream—spacious, beautifully maintained, and designed to maximize relaxation. The highlight? The pool! We spent countless hours swimming, lounging, and soaking in the incredible surroundings. Whether it was morning coffee with the salty sea breeze or watching the sunset paint the sky in hues of orange and pink, every moment felt magical.But what truly made this trip extraordinary was Mel, the property owner. He is hands down one of the most gracious, attentive, and kind hosts we've ever encountered. From the little thoughtful touches around the home to his genuine warmth, he made sure our stay was nothing short of perfect. He even has fruit trees on the property, and he personally picked fresh fruit for us to enjoy! It’s rare to find a host who goes above and beyond to make guests feel like family, but Mel does exactly that.Our six days here felt like a true escape from reality, and we’re already planning our next visit. If you’re looking for a place that offers luxury, comfort, and a host who genuinely cares, look no further. Thank you, Mel, for sharing your slice of paradise with us—we can’t wait to come back!P.S. We absolutely did not want to leave!!!!!!
Andrew B. Andrew B.
Mar 23, 2025 11:20:37 AM
Summary: We had the honor to stay at Windfall Villas for our Honeymoon and it was the best decision we could’ve made. From the clean nice thoughtful well equipped house to the beautiful outdoor & Pool area there is nothing more you could ask for!! We were amazed by the huge wonderful garden with lots of flowers & plants that you can all fully enjoy to yourself we really felt like we landed right into Jamaican Paradise! Special thanks to Mel and Marsha who made us feel so welcome and help us out with every little detail and showed us around , places & trips that we will never forget. Thank you for making our visit to one of the most beautiful times we’ve ever had. Looking forward to come back to this paradise one day!
Marie S. Marie S.
Feb 27, 2025 09:51:02 AM
Summary: The property is beautiful. The view of Montego bay from the veranda, masterbedroom and pool were breathtaking. Mel is a full service host. We came as guests and left as friends. He made sure we knew all the nuances of the area. Also he would ask us where and what we wanted to do and made many a suggestion. He's more than half the price of a taxi and three times the comedian. He is easy to contact of you need him and responds even quicker. We will not stay anywhere else. The value you recieve for your money is exceptional. Mel thanks for everything and hope to see you soon!
Chad C. Chad C.
Jan 5, 2025 12:12:56 AM
Summary: My family and I stayed at the Magical Windfall Villa in Montego Bay for the holidays. Let me tell you a little story...Our journey began with so much stress. On Christmas Eve, we missed our flight out but determined to get there we slept at the airport and rang in Christmas on the floor of baggage claim. We felt awful. Cold, hungry, and exhausted. We said to each other "this better be worth it" We contacted Mel, our host, our ray of light. He said, "no worries I got you." He absolutely did. As soon as we were picked up at the airport, Mel took care of us. He secured us 4 meals cooked by a chef, so we'd have something warm to eat on Christmas Day. I am sure not an easy feat for christmas eve. His generousity and compassion for his guests was over and beyond what we ever experienced in our travels. As soon as we walked in to Windfall, we felt all the stress swept away with the gentle breezes and majestic views. The villa set on top of a lush green hill overlooking the bluest waters of Montego Bay, where we watched the clouds roll in reflecting off the sea. For 9 amazing days we felt the healing energy of Jamaica soak I to every cell of our bodies. The sunrises were unmatched in beauty. The ocean view was from a movie scene. The pool area was another whole view of Montego Bay that was breathtaking day or night. We simply couldn't believe we were literally staying in paradise. But, what is paradise without the people. Jamaica is full of energy not only from the sea and
Gina R. Gina R.
Dec 30, 2024 03:32:14 AM
Summary: We couldn't have been more pleased with our vacation location. Our host Mel made this vacation great. He was attentive and took care of all of our wants and needs. The villa was spacious and far exceeded our expectations. Our view was fabulous. We were surrounded by beautiful foliage and Jamaica's cultural animals. We came as tourists and left as friends. The vibe of Jamaica will be in our hearts forever. We will be back very soon!
michelle h. michelle h.
Jul 26, 2024 05:45:19 AM
Summary: The house was beautiful and very comfortable! There was air conditioning when the heat and humidity got overwhelming. We stayed in the pool almost all day every day. The views from the property were absolutely magnificent! We loved the outdoor shower! We highly recommend this villa for your stay in Montego Bay, Jamaica! The other superb factor of this excellent experience was that of the host, Mel! He was very responsive when we reached out to him and checked on us often while still respecting our privacy. He was very accommodating and helpful the entire stay, with a friendly personality and witty sense of humor too! He was very knowledgeable and was able to meet all of our needs. Highly recommend - 10 out of 10! Five Stars in every category!
Robyn Y. Robyn Y.
Jul 23, 2024 12:21:53 AM
Summary: We were able to parlay a few extra days of vacation in Jamaica so we decided to stay in this villa and it was the best part of our trip. We stayed 4 days at the property and 4 days at a resort. We wished we would have stayed all 8 days at the property. The property was pristine, safe, and the view was AMAZING. The host Mel, took care of our every need. We ate delicious authentic Jamaican food that Mel personally delivered to us everyday. We were also able to eat the fruit that grew on the property. The Mangos, Coconuts, Star Fruit and Bananas were a true treat. Mel was an amazing host and we will definitely be back.
KENNETH B. KENNETH B.
Jul 4, 2024 08:27:47 PM
Summary: We loved the privacy; the view; the breeze; the fruit trees (the host harvested some fruit for us, from the property). Mel and Marsha were very personable and made us feel at home. We can’t wait to return.
collin collin
May 30, 2024 03:21:52 PM
Summary: Mel was very helpful & knowledgeable!! We loved the outdoor shower! Great scenery all around! Would most definitely book again.
Ashley C. Ashley C.
May 18, 2024 02:23:52 AM
Summary: The property was accurately described and looked like the pictures. Mel was an excellent host, very accommodating and patient. We used Mel’s transportation service almost every day, he provided suggestions as we asked and was able to get us a discount rate for a day pass at one of the resorts. Definitely check with him before you book excursions/activities as he can likely get cheaper. We enjoyed our time and would definitely book Mel’s place again.
Tabitha C. Tabitha C.

FAQ's

Is this Tryall villa pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Tryall villa have a swimming pool?

Yes, this Tryall villa has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Tryall villa?

Best-rates for the Tryall villa starts from $309 per night with includes Wellness Facilities, View, Ocean View, Sports/Activities, Entertainment, Laundry, Air Conditioner, Parking, Barbecue/Outdoor Cooking, Child Friendly, Internet, Pet Friendly, Designated Smoking Area, Private Pool, Oceanfront, Accessibility, Kitchen, Pool, TV, Balcony/Terrace, Bedding/Linens StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Tryall villa a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this villa Good or guests have recommended them suitable for families. As reported by the owner or manager, the villa has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Tryall villa wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Tryall villa has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Tryall villa?

Based on the information reported by the owner or manager, the Tryall villa indicates 1 day stay policy at this villa. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Tryall villa?

Based on the information reported by the owner or manager, details for the cancellation policy for the Tryall villa are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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