Olive Branch Villa, Jamaica
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Starting At
$2,160.00 / Nt
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Olive Branch Villa

Oracabessa, Jamaica
5 BEDROOMS
4 King
2 Queen
5 BATHROOMS
5 En-suite
10 GUESTS
Children Welcome

Just 3 minutes from the beach and nestled in the picturesque hills of Oracabessa, Olive Branch Villa offers a serene retreat with beautifully landscaped grounds and stunning panoramic views of the Caribbean Sea. The villa is surrounded by lush hills at the rear, enhancing its tranquil atmosphere.

Spanning 10,900 square feet, this luxurious property features five elegantly furnished ensuite bedrooms, each with sea views and accommodations for up to 10 guests. The villa includes a swimming pool with a spacious deck that overlooks Oracabessa Bay, a versatile home theatre that also functions as a conference room, and multiple dining areas—indoor, outdoor, and poolside.

Olive Branch Villa seamlessly blends comfort and elegance, making it the perfect destination for both relaxation and entertainment.

Interior Area Size: 10900 ft²
There are no reviews for this property.

Bedroom 1: Bedroom with a king-size bed, A/C, WiFi, TV and en-suite bathroom with bathtub and shower, vanity and WC. 2 guests maximum

Bedroom 2: Bedroom with a king-size bed, A/C, WiFi, TV and en-suite bathroom with shower, vanity and WC. 2 guests maximum

Bedroom 3: Bedroom with a queen-size bed, A/C, WiFi, TV and en-suite bathroom with shower, vanity and WC. 2 guests maximum

Bedroom 4: Bedroom with two double beds, A/C, WiFi, TV and en-suite bathroom with shower, vanity and WC. 2 guests maximum

Bedroom 5: Bedroom with a king-size bed, A/C, WiFi, TV and en-suite  bathroom with shower, vanity and WC. 2 guests maximum

Interior Access Bedrooms: 5

  • Air Conditioning - Bedrooms
  • Air Conditioning - Living Area
  • Alfresco Dining Area
  • Balcony
  • Beach Towels
  • Bed and Bath Linens
  • Blender
  • Ceiling Fans
  • Chef Service
  • Children Welcome
  • Coffee Maker (drip)
  • Coffee Maker (Espresso/Nespresso)
  • Fire Pit
  • Home Theatre
  • Iron
  • Microwave
  • Outdoor Grill
  • Patio/Terrace
  • TV - Flat-Screen
  • TV - in each Bedroom
  • View - Ocean/Sea
  • WiFi
  • Butler/Host
  • Chef/cook
  • Gardener
  • Housekeeper(s)
  • Laundress
  • Pool Person
  • Property Manager on Call
Housekeeping: Maid service 7 days a week
Chef : 3 meals per day
* Unless stated otherwise, the expenses for food and beverages are excluded and will be invoiced separately by the property.
  • Outdoor
  • Private
SEASON BEDROOMS DAILY WEEKLY
2024 Aug 11 to Nov 23 August 11, 2024 - November 23, 2024 (3 night minimum)
5 $2,160.00 $15,120.00
2024 Nov 23 to Dec 1 November 23, 2024 - December 1, 2024 (7 night minimum)
5 $2,880.00 $20,160.00
2024 Dec 1 to Dec 16 December 1, 2024 - December 16, 2024 (3 night minimum)
5 $2,160.00 $15,120.00
2024 Dec 16 to Dec 27 December 16, 2024 - December 27, 2024 (7 night minimum)
5 $3,360.00 $23,520.00
2024 Dec 27 to 2025 Jan 7 December 27, 2024 - January 7, 2025 (7 night minimum)
5 $4,500.00 $31,500.00
2025 Jan 7 to Feb 1 January 7, 2025 - February 1, 2025 (3 night minimum)
5 $2,160.00 $15,120.00
2025 Feb 1 to Jul 1 February 1, 2025 - July 1, 2025 (7 night minimum)
5 $2,800.00 $19,600.00
2025 Jul 1 to Jul 31 July 1, 2025 - July 31, 2025 (3 night minimum)
5 $2,160.00 $15,120.00
2025 Jul 31 to Aug 11 July 31, 2025 - August 11, 2025 (7 night minimum)
5 $2,880.00 $20,160.00
2025 Aug 11 to Nov 23 August 11, 2025 - November 23, 2025 (3 night minimum)
5 $2,160.00 $15,120.00
2025 Nov 23 to Dec 1 November 23, 2025 - December 1, 2025 (7 night minimum)
5 $2,880.00 $20,160.00
2025 Dec 1 to Dec 16 December 1, 2025 - December 16, 2025 (3 night minimum)
5 $2,160.00 $15,120.00
2025 Dec 16 to Dec 27 December 16, 2025 - December 27, 2025 (7 night minimum)
5 $3,120.00 $21,840.00
2025 Dec 27 to 2026 Jan 4 December 27, 2025 - January 4, 2026 (7 night minimum)
5 $4,500.00 $31,500.00
2024 Aug 11 to Nov 23 August 11, 2024 - November 23, 2024 (3 night minimum)
Bedrooms: 5
Daily: $2,160.00
Weekly: $15,120.00
2024 Nov 23 to Dec 1 November 23, 2024 - December 1, 2024 (7 night minimum)
Bedrooms: 5
Daily: $2,880.00
Weekly: $20,160.00
2024 Dec 1 to Dec 16 December 1, 2024 - December 16, 2024 (3 night minimum)
Bedrooms: 5
Daily: $2,160.00
Weekly: $15,120.00
2024 Dec 16 to Dec 27 December 16, 2024 - December 27, 2024 (7 night minimum)
Bedrooms: 5
Daily: $3,360.00
Weekly: $23,520.00
2024 Dec 27 to 2025 Jan 7 December 27, 2024 - January 7, 2025 (7 night minimum)
Bedrooms: 5
Daily: $4,500.00
Weekly: $31,500.00
2025 Jan 7 to Feb 1 January 7, 2025 - February 1, 2025 (3 night minimum)
Bedrooms: 5
Daily: $2,160.00
Weekly: $15,120.00
2025 Feb 1 to Jul 1 February 1, 2025 - July 1, 2025 (7 night minimum)
Bedrooms: 5
Daily: $2,800.00
Weekly: $19,600.00
2025 Jul 1 to Jul 31 July 1, 2025 - July 31, 2025 (3 night minimum)
Bedrooms: 5
Daily: $2,160.00
Weekly: $15,120.00
2025 Jul 31 to Aug 11 July 31, 2025 - August 11, 2025 (7 night minimum)
Bedrooms: 5
Daily: $2,880.00
Weekly: $20,160.00
2025 Aug 11 to Nov 23 August 11, 2025 - November 23, 2025 (3 night minimum)
Bedrooms: 5
Daily: $2,160.00
Weekly: $15,120.00
2025 Nov 23 to Dec 1 November 23, 2025 - December 1, 2025 (7 night minimum)
Bedrooms: 5
Daily: $2,880.00
Weekly: $20,160.00
2025 Dec 1 to Dec 16 December 1, 2025 - December 16, 2025 (3 night minimum)
Bedrooms: 5
Daily: $2,160.00
Weekly: $15,120.00
2025 Dec 16 to Dec 27 December 16, 2025 - December 27, 2025 (7 night minimum)
Bedrooms: 5
Daily: $3,120.00
Weekly: $21,840.00
2025 Dec 27 to 2026 Jan 4 December 27, 2025 - January 4, 2026 (7 night minimum)
Bedrooms: 5
Daily: $4,500.00
Weekly: $31,500.00

Rates based on 10 guests.
Please note that the villa can accommodate two additional guests for an extra charge of $150 per person per night.

Note: The rates above are subject to 15% Tax/Service Charge.
Payments accepted in US Dollars, Canadian Dollars, Euros, British Pound, Swiss Franc, Australian Dollars, New Zealand Dollars.
Major credit cards accepted in US Dollars.
Rates are subject to change without prior notice.

  • Reservation deposit is 50%. Full balance is due 90 days prior to arrival.
  • Holiday/Festive Booking Condition: 50% deposit required. Balance due by September 1st.
  • Cancellation Policy: Cancellation greater than 91 days prior to arrival, 55% of the gross rental rate is forfeited. Cancellation made 90 days or less prior to arrival, 100% of the gross rental rate is forfeited. Please note Christmas and New Year reservations are nonrefundable.
  • Check In / Check Out: 3:00 pm / 11:00 am
  • Damage Deposit: US$2000
  • Children Welcome (all ages)
  • No Pets Allowed
  • No Smoking
  • Provisions and groceries are not included
  • Rates are set in US Dollars. Prices in other currencies may fluctuate.
  • Villa orientation
  • Mandatory provisioning deposit US$ 1500.00

Once a vacation home is selected, the pampered adventure begins. Our concierge team will assist with creating a magical and immersive vacation experience. Our services include

* at select destinations

While available for advanced requests, the concierge team connects with guests 30 days prior to arrival to coordinate arrivals and to reserve desired services and experiences. Guests with scheduled Christmas/New Year stays will be contacted 90 days prior to arrival.

Advice, Answers and Tips
Explore our support articles for answers to your questions
Common Questions
Do we share the villa? click to close
No. You will not share the villa with another party. The villa is exclusively yours. If a larger villa offers a lower bedroom rate category, the villa will remain exclusively yours but the unrented bedrooms will be locked off.
For example, a 5 bedroom villa that offers a 3 bedroom rate will be the exclusive use of the guest but two bedrooms and their en-suite bathrooms will be locked off. Capacity is capped at 2 guests per bedroom.
Are we protected from fraud? click to open
Yes. Isle Blue stands behind you throughout your entire vacation. Unlike other companies, each property we offer has been hand picked to ensure that our standards are met. All property managers are vetted and payments are required to be held in escrow. Our primary obligation is to ensure your satisfaction and to have an exceptionally memorable vacation.
Can you explain the reservation process? click to open
Once a reservation request is received, Isle Blue will request a contract from the property manager for your dates of interest. Once the dates are confirmed and contract is received from the property manager, a payment will be required to confirm your reservation.
Once a reservation is confirmed, a concierge will welcome you to the planning stages of your vacation to assist with arrival logistics, rental cars, transfers, and a host of concierge services.
Can we arrange an early check in? click to open
Early check in may be possible but is at the sole discretion of the property manager. Early check in permission may not be granted until 24 hours prior to arrival.
Can we arrange a late check out? click to open
A late check out is rarely granted due to the turnover needs of a villa. A late check out may only be granted 24 hours prior to your departure from the property and only when there is no check in scheduled on the day of your check out. If a late check out is urgently needed please contact us.
Are transfers to the property included? click to open
Select villas may include a one way or roundtrip airport transfer while others may provide an escort or meeting point. Arrival logistics will be handled by your dedicated concierge as well as other concierge needs. The property's transfer policy will be listed under the Policies section.
What to expect upon arrival? click to open
In general, a villa orientation will be provided along with a key turnover. During the orientation, information and instructions for the property will be provided. Emergency contact information will be provided. We are available 7 days a week to assist with any urgent needs.
The arrival procedures vary from villa to villa, select villas may include welcome provisioning while other properties will provide basic arrival information.
What is the cancellation policy? click to open
Since these vacation homes are one of a kind properties, the cancellation policy is strict. We highly recommend considering trip/travel insurance to protect against any unexpected cancellations or issues that may arise.
For more details, please visit Travel Protection
What happens if the property becomes unavailable after I reserve? click to open
In the unlikely event, the rented property becomes unavailable due to a major issue that may affect a guest's experience or a transfer of ownership, Isle Blue will coordinate with the property manager to find an alternate property of equal or superior standard that is subject to the guest's approval. If an alternate property is not acceptable to the guest, the guest will receive a full refund.
Do you accept credit cards (American Express, Mastercard, or Visa)? click to open
Yes, we accept all major credit cards. American Express, Visa, Mastercard and Discover are accepted. Please note that credit card charges may be subject to additional fees. There are no fees with payment by wire transfer or check.
In the near future, we expect to accept a greater variety of payment methods and currencies via Stripe.
Is housekeeping included? click to open
Housekeeping tends to be a standard among vacation homes but the frequency may vary greatly depending on the property manager’s standards. Most properties will offer daily housekeeping (except Sunday and holidays) while other villas may only provide a mid-week cleaning. Please refer to the Staff section to learn about the housekeeping frequency of the property.
Are towels and linens provided? click to open
Yes. The property will provide bath and pool towels along with linens. Towels and linens will be refreshed as needed.
Are toiletries and tissues provided? click to open
A property may supply an initial supply of soap, shampoo, toilet paper and paper towels but replenishment of supplies once exhausted may be the responsibility of the guest. Each property varies in their handling of toiletries and paper products.
Is a hair dryer available? click to open
A hair dryer should be available at the property. Upon arrival, please check the bathrooms or closet. Typically, a hair dryer is included in each bathroom.
Is an iron included? click to open
Typically yes, irons tend to be standard equipment for vacation homes. Please ask the property representative upon orientation for the location of the iron.

*There is a 10-night minimum stay for all arrivals on December 24 and 25

(Updated Daily)
Date Unavailable Availability calendar may not reflect up to date reservation information.
Availability subject to change.

Location, Directions & Nearby Villas

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WHAT OUR GUESTS ARE SAYING

"Isle Blue is everything they say they are. They were a pleasure to deal with and were very responsive and informative. The pictures on their website are exactly what you end up getting and they provide full concierge service throughout your stay. My family and I had an amazing time and before we even returned home, we went to the Isle Blue website to check out their inventory for our next vacation. They really are just that good!"
Marc W.
Emvie
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