St. Ann's Bay Rentals Jamaica Saint Ann Montego Bay St. Ann's Bay

SettleDown-3 B/R Ocean Front at Chukka Cove w/Private Plunge Pool & Chef | Villa in St. Ann

9.6 (50 Reviews) |   3 Bedrooms  3 Bathrooms  6 Guests
St. Ann's Bay Villa | SettleDown-3 B/R Ocean Front at Chukka Cove w/Private Plunge Pool & Chef

3 Bedroom Villa in St. Ann's Bay, St. Ann

SettleDown Villa is a 3 Bedroom, stairs enclosure home with Private Plunge Pool (not a hot tub) and daily chef & housekeeping. It is safe with 24 hours security.
SettleDown is a sweet spot gem with amazing views of the mountain on one side and the ocean on the other. There’s a gentle breeze with a large patio set in a tropical garden; the front lawn was used in the filming of the 2016 Season 20 finale of the Bachelor with Ben Higgins at Chukka Cove Polo Club!
Conveniently located between the resort towns of Ocho Rios and Runaway Bay off Jamaica's North Coast highway, and tucked away at Chukka Cove Polo Club, SettleDown Villa 2 provides unique access to a truly Jamaican experience.
SettleDown villa sits in a lovely groomed area shared with only five other villas. Here in rural Jamaica, you may wake up to the sound of roosters, sometimes hear the neighboring dogs barking before bedtime; can listen to the crickets and frogs songs at night. So immerse yourself in the real Jamaica and soak your cares away. A safe place to vacation without being locked in a compound like the mega All Inclusive hotels!
This private gem has a first, second and third bedroom all with full en-suite bathrooms on the upper level. The large open covered veranda leading into the cozy dining room which seats 6; the kitchen, pantry, outdoor bar, powder room and its very own private plunge pool - all located on the ground level.
The cliffs at Chukka Cove are dramatic and extensive, great for exploring or simply listening to the sound of the waves crashing ashore. On calm days, a ladder takes you into the cool clear waters. On property is a small sandy cove, safe and perfect for young children to swim and play or for sun-tanning. On days when the sea swells up and you seek calmer waters, a two minute walk east along the edge of the polo field takes you to the spectacular Chukka Cove, a sheltered bay where the waters are always calm and cliff jumping, swimming and snorkelling are a must.
What`s included?
* Friendly and attentive staff provide housekeeping and chef services daily to keep SettleDown villa spotless and prepare authentic Jamaican dishes. Groceries and tips are extra, at your cost.
* VIP arrangements for pre-stocked groceries with delivery services from L & M supermarket. Of Course, you are always welcome to shop yourselves at other supermarkets ~not included in our rates~ at your cost
* Free Wi-fi, flow cable included.
* Arrangement of airport transfers (closest airport is Montego Bay, Jamaica) can be arranged on your behalf with our professional and friendly experienced licensed drivers, as well as off-site trips into town for shopping. You can choose to rent a car online, at the airport or when you arrive at SettleDown. (Pre-arranged rates for transportation) ~not included in our rates~at your cost.
*Need to unwind and rejuvenate, we can arrange a private licensed masseuse at the comfort of SettleDown villa. (pre-arranged rates apply). At your cost
* VIP rates at 25% discount for all Chukka Tours including the famous Zipline over Dunn's River Falls. The largest tour operator in Jamaica, award winning Chukka offers multiple locations and tours for your enjoyment. SettleDown is located at the original tour location Chukka Polo Farm. However, the tour location has moved home. ~round trip transportation included for all Chukka tours~ at your cost
The reservation manager will assist with your booking needs, arrange and organize everything for a seamless process to make your trip a breeze!
We are partners with the Chukka Foundation: https://chukka.com/foundation/. Interested guests can donate school and activity supplies for our local schools and infirmaries.. Thanks to prior guests, Ryan Moody and Emily, Mark and Marnie for their generous contributions.

This 3 Bedrooms Villa provides accommodation with Pool, Air Conditioner, TV, 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 3 km from St. Ann's Bay, and gives visitors the opportunity to explore it. The rental Villa has 3 Bedrooms and 3 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 St. Ann's Bay. Enjoy your stay in St. Ann's Bay at this Villa.

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Unique Amenities

  • Air Conditioner
  • Parking
  • Pool
  • TV
  • View
  • Private Pool
  • Ocean View
  • Balcony/Terrace
  • Oceanfront
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Guest Services
  • Entertainment
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Check-in Check-in time starts at 3:00 pm minimum check-in age: 25
Check-out Check-out before 12:00 pm
Child Policy Children are welcome.
Pet Policy Pets not allowed
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip host has not indicated whether there is a smoke detector on the property long-term renters welcome note from host: parties/unauthorized sleepovers are not permitted onsite parties or group events are strictly prohibited safety features at this property include a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room 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
 
St. Ann, Jamaica

What Our Guests say 500 + Reviews

Apr 25, 2025 09:09:43 PM
Summary: It was a dream location with the sound of the sea bringing a calm and relaxing feel to the stay. The surroundings were stunning, lots of birds and incredible plants. The sea was perfectly clear and the snorkelling was absolutely amazing. I just loved the views. The staff were incredible and really went out of their way to help. Anthony and Andrew were fantastic and between them took us to the bat cave which was magical, and other areas of interest, as well as to the nearby beach. Miss P was a fantastic cook and really helped us feel at home, nothing was too much trouble and she went out of her way to help us celebrate our daughters’ birthdays whilst we were out there. It’s the perfect base to explore the area and the most perfect place to relax. I can’t recommend it enough and would return in a heartbeat.
Michael S. Michael S.
Oct 26, 2024 01:19:37 AM
Summary: Very well maintained villa. The housekeeper, Pauline, was friendly, and her cooking was delicious. Would have liked to utilize the small beach area for the kids, but it wasn't conducive at the time. Lovely property, and the protected cove is perfect for more advanced swimmers. Would definitely recommend and repeat visit!!
Lydia C. Lydia C.
Sep 15, 2024 12:45:05 PM
Summary: Words can’t describe how beautiful this property is. I celebrated my 65th birthday with three of my friends and we had an amazing time. Pauline was the sweetest and a gourmet chef ! Tony was a great guide and showed us all the perks of the property !Andrew protected the grounds and made sure we felt safe at all times. Piepie was available for any needs and made sure to get us wherever we needed to be. The communication with the host was seamless . I will definitely be back again !
mallory l. mallory l.
Jul 9, 2024 12:21:21 AM
Summary: SettleDown was the PERFECT getaway for our family! We absolutely loved the property, the home, and the wonderful staff. Everything was just as described, if not better.
Kelly B. Kelly B.
Jun 27, 2024 12:47:45 AM
Summary: We spent a total of 10 days at the SettleDown villa and it did not disappoint. We were celebrating my wife's birthday and our anniversary so we wanted a nice location and this was it. The property is amazing and very peaceful. I want to give a special shout out to Mrs. Pauline who went above and beyond to make our stay a pleasant one! Her food preparation and attention to detail are unmatched! Our 12 month old daughter clung to her and felt comfortable which made the trip that much more enjoyable as it felt as if we were with family. Mrs. P was even instrumental in our daughter taking her first steps by herself and freely walking! Communication with the hosts was fairly easy and the response time was really good. Overall we really enjoyed our stay and can't wait to return for our next vacay!
Anthony B. Anthony B.
Jun 26, 2024 06:57:18 PM
Summary: The house was exactly as advertised and the property was so fun we hardly left it (and we are typically adventurers!). Cliff jumping, snorkeling, Bat-cave, gorgeous swimming pool, sunsets, amazing food and incredible views. Why would we wander anywhere else! Our chef and housekeeper was a highlight of our trip with a smile that brightened up every room and delicious meal after meal.
Jennifer S. Jennifer S.
Mar 27, 2024 12:18:35 AM
Summary: The property is beautiful with stunning views of the ocean. Our housekeeper provided delicious meals and ensured that the villa was spotless. We plan to return next year.
Michele P. Michele P.
Feb 27, 2024 07:42:09 AM
Summary: We had a wonderful getaway at SettleDown. The property was beautiful, clean and well maintained. Pauline was wonderful, professional, and accommodating. Andrew was great.The property was peaceful and relaxing..We would recommend this property....
Beth H. Beth H.
Dec 6, 2023 07:43:42 AM
Summary: This beautiful villa is one of six on a cliff overlooking the gorgeous Caribbean Sea. There is path and ladder access to the water, a shared pool with high end loungers and a cute covered sitting area by the pool when you're wanting to look out at the water. We loved the ample well appointed outdoor covered living area with fans to keep the air moving. We spent all our time at the villa outside listening to the waves. Pauline took great care of us, served excellent Jamaican meals as we requested and came shopping with us to the local market in St Anne's Bay. This is my second visit to the villas at Chukka and I will be returning for sure.
Barbara B. Barbara B.
Nov 16, 2023 01:00:21 PM
Summary: What a relaxing location... Off the beaten path and just what we needed :-)
Jarvis A. Jarvis A.

FAQ's

Is this St. Ann's Bay villa pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the St. Ann's Bay villa have a swimming pool?

Yes, this St. Ann's Bay 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 St. Ann's Bay villa?

Best-rates for the St. Ann's Bay villa starts from $634 per night with includes View, Private Pool, Oceanfront, Bedding/Linens, Internet, Laundry, Pool, Air Conditioner, TV, Security/Safety, Entertainment, Child Friendly, Kitchen, Ocean View, Balcony/Terrace, Sports/Activities, Wellness Facilities, Guest Services, Parking 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 St. Ann's Bay 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 St. Ann's Bay villa wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the St. Ann's Bay 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 St. Ann's Bay villa?

Based on the information reported by the owner or manager, the St. Ann's Bay 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 St. Ann's Bay villa?

Based on the information reported by the owner or manager, details for the cancellation policy for the St. Ann's Bay 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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