Vacation rentals in Providence Heights, Jamaica with a pool

Rated 5 stars by 100+ guests for cleanliness, location, and hospitality! Discover a five-star villa experience where every detail is designed with your comfort and celebration in mind. Perfect for birthdays, anniversaries, or relaxing group getaways, this luxury villa offers daily included chef-prepared breakfast. We have an on site driver and airport transfers can be arranged, excursions, and more! Orchids & Palms Villa offers the perfect mix of luxury, privacy, and authentic Jamaican hospitality, just 10 minutes from the Montego Bay airport. Your Stay Includes: • Daily Chef-Prepared Breakfast Enjoy freshly made breakfast daily from our talented on-site chef. No cooking or groceries needed our à la carte restaurant-style menu is available for lunch and dinner, with pricing starting at $15USD and up per meal. • Hot Tub Access Included Daily Relax in the heated jacuzzi with 2 complimentary hours per day. Want more time? Additional use is $50 USD per hour or $120 USD for 3 hours. On-Site Services for Ultimate Relaxation • Chef (included for breakfast, available for additional meals) • Villa Attendants to ensure your stay is effortless and relaxing • Driver & vehicle (airport transfers/trips/excursions at the best rates) • Massage therapy & yacht rentals available upon request Spacious Comfort for Families & Groups The villa offers 5 spacious bedrooms, each with: • En-suite bathroom • Air conditioning • Smart TV • Mini refrigerator & safety box Bedroom Configuration: • 3 bedrooms with king beds (Bedroom 3, 5 & 6) • 1 bedroom with a queen + single bed (Bedroom 1) • 1 bedroom with 2 double beds (Bedroom 4) Optional Suite Upgrade: Upgrade to our premium Master Suite (Bedroom 2 in photos) for a nominal fee. This luxurious space features a private balcony, soaking tub, and personal bar area perfect for honeymoons or special occasions. (Added after booking confirmation.) ⸻ Premium Amenities: • Private Pool with Waterfall Feature • Heated Jacuzzi (included 2 hrs daily) • Fully Equipped Kitchen • Indoor & Outdoor Dining Spaces • Two Family Lounge Areas • High-Speed Wi-Fi Throughout • Private Gym • Tropical Gardens & Relaxation Areas ⸻ Dining Your Way: Enjoy the flexibility of restaurant-style dining without leaving the villa. All meals are freshly prepared to order. Our à la carte menu is shared 3 weeks before arrival and includes local favorites and international dishes. No grocery shopping needed! • Breakfast – Included • Lunch & Dinner – Optional, à la carte ($15+ per meal) • Special Buffet Packages Option – Pre-booked, 1 week in advance Message us anytime we’re happy to help plan your dream Jamaica getaway! Guests have exclusive access to the entire villa, pool, hot tub, gym, gardens, and lounge areas. Private chef and driver are on-site for your convenience. Stress-free arrival: We provide hassle-free airport transfers with our own transportation, getting you to your vacation quickly. Let us take care of your transportation needs with our convenient on-site vehicle. Please note additional guest fee applies for over 4 guests. Select correct number of guests to see the total License number: 251506

Abacus Villa is a luxury, fully staffed hillside retreat overlooking the shimmering waters of Half Moon Bay in Montego Bay, Jamaica. With open-concept indoor-outdoor spaces that capture refreshing ocean breezes and lush tropical gardens that frame panoramic views, Abacus harmonizes modern Caribbean style with effortless comfort. Whether you’re gathering by the pool, dining beneath the stars, or unwinding in serene living spaces, this villa delivers warmth, privacy, and an unforgettable Jamaican escape. Perched atop a gentle hill in the exquisite gated community of Spring Farm Estates, Abacus Villa features a beautifully renovated design with living and social spaces that flow into one another and out to sun-drenched terraces. The villa offers three air-conditioned bedrooms with ensuite bathrooms, and it can be configured to include a fourth guest room in the media space for flexibility. Each room is well-appointed with flat-screen TVs, premium sound systems, plush bathrobes, and premium toiletries. Social spaces include an open living and dining area, a fully equipped chef’s kitchen, and covered outdoor dining terrace. The pool deck with heated pool and Jacuzzi, BBQ area, fire pit, and expansive lawn are perfect for relaxing, playing, or entertaining against the backdrop of sea views. Guests have full access to Abacus Villa and its grounds, including the heated pool, Jacuzzi, outdoor dining and lounge areas, and beautifully landscaped garden. High-speed Wi-Fi, SONOS sound system, and complimentary telephone calls to the US, UK, and Canada are included. Whether you want the freedom of a rental car or prefer to arrive in comfort with a private driver, our team is happy to assist with car rentals and driver arrangements. Airport transfers and personalized transportation can be easily coordinated through our team and our guest app, Privé by CVE, ensuring thoughtful support is always within reach as your plans take shape. Abacus Villa includes a dedicated on-site team to support your stay, ensuring comfort, privacy, and a seamless experience throughout. Please note that certain features, amenities, natural conditions, and access to nearby resort amenities and beach facilities may be subject to availability, seasonal changes, and local policies. Gratuity for the villa staff is customary and greatly appreciated. Recommended staff gratuity at the end of your stay is 10% of the villa rental rate during High Season and 15% during Low Season, divided among staff members in accordance with the Gratuity Guide provided in your villa’s Welcome Book. It is standard within the villa industry to observe these guidelines. Gratuities and grocery funds are best prepared in cash, in US dollars. Tips are typically given on the day of departure or may be prepaid at the time of booking. A handwritten thank-you note is a thoughtful personal touch and is always warmly received by the villa team. Beyond just a stay, Abacus Villa offers a refined Caribbean escape where every detail is designed for comfort, beauty, and unforgettable moments.

BougainVilla is a contemporary six-bedroom villa perched in the gated Spring Farm community of Montego Bay, Jamaica. With panoramic Caribbean sea views from every angle, striking modern design, and generous indoor-outdoor living spaces, this villa is ideal for families and groups seeking both comfort and style. Staffed with a full professional team and offering thoughtful amenities and resort benefits, BougainVilla provides a relaxed Caribbean escape just minutes from beaches, golf, and local culture. BougainVilla’s design celebrates light, space, and seamless flow. Floor-to-ceiling windows and open living areas welcome sea breezes throughout the villa, while sun-soaked terraces and outdoor seating areas create inviting spots for morning coffee, sunset cocktails, and alfresco meals. The villa features six well-appointed bedrooms, each with ensuite bathrooms, comfortably accommodating up to 10 guests. Neutral modern interiors and carefully chosen furnishings create a sense of calm and understated elegance. Several bedrooms open directly to terraces or balconies with garden and ocean views, reinforcing the indoor-outdoor connection. The extra-large terrace across the front of the villa includes multiple seating areas, a night-lit bar, and outdoor dining spaces that are perfect for shared meals and sunset evenings. Throughout the property, landscaped garden spaces and bougainvillea blooms add color and serenity. Guests enjoy exclusive access to BougainVilla and its private grounds, including indoor living areas, outdoor terraces, infinity edge heated swimming pool, wellness spaces, and garden seating areas with fire pit and outdoor entertaining zones. As part of your stay, guests also enjoy complimentary resort membership benefits at the Half Moon Resort, subject to availability and resort policies. Included access features Eclipse Beach, Jacuzzi, tennis courts, fitness center, croquet lawn, and a miniature putting green. The Half Moon membership includes unlimited complimentary green fees at the Half Moon Golf Course plus practice facilities, with 25 percent discounts on optional cart rentals, instructional services, and pro shop purchases. Members also receive access to additional resort amenities. Additional services, such as spa treatments, watersports, dining, and tennis instruction, may be arranged through the resort for a fee and are subject to availability. Please note that access to resort facilities and services is governed by resort policies and availability. On occasion, facilities or guest services may be unavailable due to private events. Half Moon Resort reserves the right to modify or update its membership benefits without prior notice. Whether you prefer the freedom of a rental car or the comfort of a private driver, our team is happy to assist with arranging car rentals and driver services. Airport transfers and tailored transportation can be easily coordinated through our team and our guest app, Privé by CVE, ensuring thoughtful support is always available as your plans take shape. Please note that complimentary driver service with a 12 or 14-seater van is included on seven-night reservations, with fuel and gratuities at the guest’s expense. BougainVilla includes a dedicated on-site team to support your stay, ensuring comfort, privacy, and a seamless experience throughout. Please note that certain features, amenities, natural conditions, and access to nearby resort amenities and beach facilities may be subject to availability, seasonal changes, and local policies. Gratuity for the villa staff is customary and appreciated. Recommended staff gratuity at the end of your stay is 10 percent of the villa rental rate during High Season and 15 percent during Low Season, divided among staff members in accordance with the Gratuity Guide in your villa’s Welcome Book. It is considered standard in the villa industry to observe these guidelines. Gratuities and grocery funds are best prepared in cash, in US dollars. Tips are typically given on the day of departure or may be prepaid at the time of booking. A handwritten thank-you note is a thoughtful personal touch and is always warmly received by the villa team. Beyond just a stay, BougainVilla offers a relaxed Caribbean escape where every detail is designed for comfort, beauty, and unforgettable moments.

Endless Summer is a grand seven-bedroom villa perched hillside in the prestigious Spring Farm area of Montego Bay. Set high above the coastline, this expansive private estate offers sweeping views across the championship Half Moon Golf Course and the Caribbean Sea beyond. Designed for relaxed luxury and effortless entertaining, Endless Summer is ideal for multi-generational families, group getaways, and special celebrations seeking space, privacy, and exceptional service. Endless Summer spans approximately 11,000 square feet and welcomes guests through a dramatic entrance into elegant, light-filled living spaces. Formal and casual lounges flow seamlessly onto deep verandas and outdoor terraces, creating a natural connection between indoor comfort and the surrounding landscape. The villa features seven well-appointed bedrooms, each with an ensuite bathroom, comfortably accommodating up to fourteen guests. Bedrooms are thoughtfully arranged to provide privacy while maintaining easy access to shared living areas, making the home well-suited for both large gatherings and quiet moments of retreat. Outdoor living is a highlight, with a generous pool and terrace overlooking the golf course and sea beyond. Lush gardens, open lawns, and multiple seating areas create inviting spaces for morning coffee, sunset cocktails, and evenings under the stars. Guests enjoy exclusive access to Endless Summer and its grounds, including indoor living areas, wraparound verandas, outdoor terraces, landscaped gardens, and the private pool and hot tub. As part of your stay, guests also enjoy complimentary access to The Shore by CVE, our private white sand beach club experience located on Montego Bay’s vibrant Hip Strip. Guests can relax by the sea, soak up the Caribbean sunshine, and enjoy the on-site restaurant and bar, creating the perfect setting for a laid-back beach day during your stay. Select beach club experiences such as spa services, watersports, private excursions, dining experiences, and other curated island activities may also be arranged at The Shore by CVE, subject to availability and applicable fees. Please note that food and beverages are not permitted to be brought onto the club property, and towel service is not provided for members at the beach. Access to The Shore by CVE is subject to venue policies, special events, weather conditions, and occasional closures. On occasion, facilities and guest services may be unavailable. Amenities, services, and operating hours may be modified without prior notice. Half Moon Beach Club * Half Moon Day Pass for Resort Amenities Day Pass - Relax for the day at Half Moon for US$125 per person, including tax and service charge (US$100.00 + 25% tax), which includes a $50 credit toward food and beverages. | Children ages 4–12: $62.50 per child, which includes a $25 credit toward food and beverages. Includes access to Sunrise Beach with a shower/bathroom area Includes access to the Fitness Center Includes a US$50 food & beverage credit redeemable at North Pointe and Spice Hammock Bar Includes use of resort bicycles Applicable from 10 am to 6 pm The names of all persons in the party are required for our security team’s awareness. All persons in the party will be required to visit the front office located at the Eclipse Lobby to open an account for any accumulated charges (such as Food and Beverage purchases) and receive a brief property orientation. Photos ID’s must be presented for everyone Blackout dates: December 23, 2026 - January 03,27 | Other restrictions may apply Whether you want the freedom of a rental car or prefer to arrive in comfort with a private driver, our team is happy to assist with car rentals and driver arrangements. Airport transfers and personalized transportation can be easily coordinated through our team and our guest app, Privé by CVE, ensuring thoughtful support is always within reach as your plans take shape. Endless Summer includes a dedicated on-site team to support your stay, ensuring comfort, privacy, and a seamless experience throughout. Please note that certain features, amenities, natural conditions, and access to nearby resort amenities and beach facilities may be subject to availability, seasonal changes, and local policies. Gratuity for the villa staff is customary and greatly appreciated. Recommended staff gratuity at the end of your stay is 10% of the villa rental rate during High Season and 15% during Low Season, divided among staff members in accordance with the Gratuity Guide provided in your villa’s Welcome Book. It is standard within the villa industry to observe these guidelines. Gratuities and grocery funds are best prepared in cash, in US dollars. Tips are typically given on the day of departure or may be prepaid at the time of booking. A handwritten thank-you note is a thoughtful personal touch and is always warmly received by the villa team. Beyond just a stay, Endless Summer offers a refined Caribbean escape where every detail is designed for comfort, beauty, and unforgettable moments.

Flower Hill is an exceptional six-bedroom villa located in the prestigious Spring Farm neighborhood of Montego Bay, Jamaica. Set on beautifully landscaped grounds overlooking the Half Moon Resort and Golf Club, this grand residence offers panoramic sea and mountain views, generously proportioned living spaces, and a host of notable amenities on site. Designed to accommodate families, groups of friends, and multi-generational gatherings with ease, Flower Hill combines impressive scale with relaxed Caribbean style. Flower Hill encompasses approximately 19,000 square feet of elegant living space set amid lush tropical gardens and manicured grounds spanning several acres. The villa’s architecture and layout create a sense of spaciousness and flow, inviting guests to enjoy wide verandas, expansive terraces, and scenic views that extend toward the Caribbean Sea. There are six well-appointed bedroom suites, each with king-size beds and ensuite bathrooms, comfortably accommodating up to 12 guests with options to expand for larger groups if needed. Many of the suites feature adjacent sitting areas, private patios, or views that reinforce the villa’s connection to its setting. Indoor gathering spaces include a variety of elegant lounges and social areas, bars, and media spaces. Flower Hill also offers a large games room with ping-pong, foosball, shuffleboard, and a projection theater, providing entertainment for all ages. A private gym and spa area add to the sense of retreat and wellness within the villa. Outdoor living highlights include a dramatic heated infinity pool and hot tub, wide sun decks with loungers and seating areas, and multiple verandas for al fresco dining and relaxation. The villa’s generous outdoor footprint offers many peaceful spots to take in the views or enjoy a sunset cocktail. Guests enjoy exclusive access to Flower Hill and its private grounds, including indoor living areas, outdoor terraces, the heated infinity pool and hot tub, gardens, games room, gym, spa area, and all villa amenities. As part of your stay, guests also enjoy complimentary resort membership benefits at the Half Moon Resort, subject to availability and resort policies. Included access features Eclipse Beach, the Jacuzzi, tennis courts, fitness center, croquet lawn, and a miniature putting green. The Half Moon membership includes unlimited green fees at the Half Moon Golf Course along with discounted green fees and cart rental, and preferred rates for instructional services and pro shop purchases. Additional services such as spa treatments, watersports, food and beverage offerings, and tennis instruction may be arranged through the resort for a fee and are subject to availability. Please note that access to resort facilities and services is governed by resort policies and availability. On occasion, facilities or guest services may be unavailable due to private events. Half Moon Resort reserves the right to modify or update its membership benefits without prior notice. Whether you prefer the freedom of a rental car or the ease of chauffeured transportation, we are happy to assist with arranging car rentals and private drivers. Airport transfers and personalized transportation can be coordinated through our team and our guest app, Privé by CVE, ensuring thoughtful support is always within reach as your plans take shape. Please note that complimentary driver service with a 12 or 14-seater van is included on seven-night reservations, with fuel and gratuities at the guest’s expense. Flower Hill includes a dedicated on-site team to support your stay, ensuring comfort, privacy, and a seamless experience. Please note that certain features, amenities, shared facilities, natural conditions, and access to nearby resort amenities may be subject to availability, seasonal changes, and local policies. Gratuity for the villa staff is customary and greatly appreciated. Recommended staff gratuity at the end of your stay is 10 percent of the villa rental rate during High Season and 15 percent during Low Season, divided among staff members in accordance with the Gratuity Guide provided in your villa’s Welcome Book. It is standard within the villa industry to observe these guidelines. Gratuities and grocery funds are best prepared in cash, in US dollars. Tips are typically given on the day of departure or may be prepaid at the time of booking. A handwritten thank-you note is a thoughtful personal touch and is always warmly received by the villa team. Beyond just a stay, Flower Hill offers a refined Caribbean escape where every detail is designed for comfort, beauty, and unforgettable moments.

Occupancy # 10 Guests (Adults & kids) AFIMI Beach House is a beachfront villa in the Lagoons, an upscale gated community in Freeport. This spectacular villa with its own private white sand beach and infinity edge swimming pool is only a 10-minute drive from the Airport. The community sits on a thin peninsula surrounded by the ocean on both sides and has 24-hour security, two tennis courts with a tennis pro, a large main pool, and a gym. The villa itself has four large bedrooms, each with ocean views and en-suite bathrooms. Three of the bedrooms are upstairs, while the fourth is downstairs. All upstairs bedrooms have Teak hardwood floors with split air-conditioning and 50" HD LCD televisions. The villa is beautifully decorated with a mix of elegant new pieces, authentic Jamaican antiques, and original artwork. All bathrooms, which are finished in natural stone, marble, or granite, have walk-in showers. Relax in the large master suite, complete with a luxurious marble tiled bathroom with an eight-foot-wide shower enclosure with a skylight and spa-like soaking tub while watching your favorite movie on a wall-mounted flat-screen television. This suite opens unto a spacious upstairs patio where one can enjoy the breathtaking sunrise in the morning or have afternoon tea while viewing the birds of the Marine Park’s lagoon with city lights as a backdrop. Dine as a group at different locations at the villa, on the balcony, in the gardens, or experience the romantic Beach Grill night, where we grill your favorite meal right on our beach while you dine by candlelight surrounded by tiki torches. AFIMI is a free-standing villa, complete with an air-conditioned TV/family room with BOSE surround sound and 65" SmartTV. It also has a restaurant-equipped kitchen that produces exceptional meals. The villa rental includes a full complement of staff, your personal butler, a full-time chef, housekeepers, and a gardener to attend to all your needs. Relax in your own private beach cabana or have a drink by the pool or at our outdoor tiki bar. Other amenities for your exclusive use include a Hobie Cat sailboat, Kayaks, paddle boards, snorkeling equipment, a computer with printer, a tablet to control WIFI, internet radio, home automation, and built-in Sonos whole-house stereo, and an automatic standby generator. Our villa subscribes to the green initiative and is equipped with a solar photovoltaic system. There is playing cards, darts, ping pong, dominoes, and board games for your entertainment. You should visit the world-famous Doctor’s Cave Beach or Harmony Beach on the ’Hip Strip’. While there, enjoy several restaurants and bars, including Margaritaville and the Bobsled Cafe. Only a two-minute drive from the villa in one direction is the charming Houseboat restaurant and the Yacht Club in the other direction. AFIMI is also within minutes from 3 major golf courses at Tryall, Cinnamon Hill, and White Witch.

Villa Rosa is a stylish and thoughtfully designed villa located in the gated Spring Farm community of Montego Bay, Jamaica. With four spacious bedrooms and a flexible media room, expansive living spaces, and sweeping garden and sea views, this residence offers a refined Caribbean lifestyle. Thoughtful design, premium amenities, and a professional on site team create a retreat that is both serene and generous in scale, ideal for families and groups seeking comfort and ease. Villa Rosa is designed for seamless indoor and outdoor living, with clean lines and floor to ceiling glass that invite natural light and tropical surroundings into every space. The main living areas flow effortlessly into social and dining spaces, creating a relaxed yet polished environment for gathering and entertaining. The villa features four well appointed bedrooms, each with king size beds, ensuite bathrooms, and private terraces or balconies with garden or sea views. A media room provides additional sleeping flexibility with a convertible sofa that can accommodate additional guests, making the villa well suited for larger groups. Outdoor living is a highlight at Villa Rosa, with a private swimming pool, sun decks, and multiple spaces for lounging and dining. A dedicated fitness and wellness pavilion with gym and yoga space adds to the sense of a complete private retreat. Guests enjoy exclusive access to Villa Rosa and its private grounds, including indoor living areas, outdoor terraces, landscaped gardens, the private pool, sun deck, media room, and fitness pavilion. As part of your stay, guests also enjoy complimentary resort membership benefits at the Half Moon Resort, subject to availability and resort policies. Included access features Eclipse Beach, the Jacuzzi, tennis courts, fitness center, croquet lawn, and a miniature putting green. The Half Moon membership also includes unlimited complimentary green fees at the Half Moon Golf Course, along with discounted green fees at the White Witch and Cinnamon Hill golf courses at Rose Hall. The Tryall Club is located across town and offers additional championship golf options. Additional services such as spa treatments, watersports, dining, and tennis instruction may be arranged on the day of service and are subject to availability and applicable fees. Please note that access to resort amenities and services is governed by resort policies and availability. On occasion, facilities or guest services may be unavailable due to private events. Half Moon Resort reserves the right to modify or update its membership benefits without prior notice. Whether you prefer the freedom of a rental car or the ease of chauffeured transportation, we are happy to assist with arranging car rentals and private drivers. Airport transfers and personalized transportation can be coordinated through our team and our guest app, Privé by CVE, ensuring thoughtful support is always within reach as your plans take shape. Please note that complimentary driver service with a 12 or 14-seater van is included on seven-night reservations, with fuel and gratuities at the guest’s expense. Villa Rosa includes a dedicated on site team to support your stay, ensuring comfort, privacy, and a seamless experience throughout. Please note that certain features, amenities, natural conditions, and access to nearby resort amenities and beach facilities may be subject to availability, seasonal changes, and local policies. Gratuity for the villa staff is customary and greatly appreciated. Recommended staff gratuity at the end of your stay is 10 percent of the villa rental rate during High Season and 15 percent during Low Season, divided among staff members in accordance with the Gratuity Guide provided in your villa’s Welcome Book. It is standard within the villa industry to observe these guidelines. Gratuities and grocery funds are best prepared in cash, in US dollars. Tips are typically given on the day of departure or may be prepaid at the time of booking. A handwritten thank you note is a thoughtful personal touch and is always warmly received by the villa team. Beyond just a stay, Villa Rosa offers a refined Caribbean escape where every detail is designed for comfort, beauty, and unforgettable moments.

The Vacation Haven is a sophisticated four-bedroom villa nestled in the tranquil hills of Rose Hall, Montego Bay, Jamaica. Surrounded by lush greenery and ocean views, this private villa blends open-plan living with vibrant Jamaican design, offering sun-soaked terraces, panoramic views of both sea and mountains, and an inviting pool deck with a bar and grill area. Ideal for families, groups, or celebrations, The Vacation Haven delivers a flexible, tailored Caribbean escape with space for up to 12 guests. Designed around open living and seamless indoor-outdoor flow, The Vacation Haven’s contemporary spaces capture breezes and views at every turn. The spacious living and dining area opens to the outdoors with expansive sea views, creating a relaxed yet vibrant atmosphere for gathering and entertaining. The villa accommodates four very spacious bedrooms, each with its own ensuite bathroom and generous views of the ocean or surrounding mountains. Comfortable layouts and thoughtful furnishings ensure privacy and rest for every guest, while the large pool deck, outdoor bar, grill area, and pool chaises make the exterior just as inviting as the interior. Guests enjoy exclusive access to The Vacation Haven and its grounds, including indoor living spaces, outdoor terraces, gardens, and the private pool with bar and grill area. As part of your stay, guests also enjoy complimentary resort membership benefits at the Rose Hall Beach Club, subject to availability and club policies. This includes access to the beach, pool facilities, and shared amenities at the beachfront club. Additional services and experiences such as watersports, spa treatments, food and beverage offerings, and tennis may be available through the club for a fee and are subject to availability and club terms. Please note that access to beach club amenities and services is governed by club policies and availability. On occasion, facilities and guest services may be unavailable due to private events. The Rose Hall Beach Club reserves the right to modify or update its membership benefits without prior notice. Whether you want the freedom of a rental car or prefer to arrive in comfort with a private driver, our team is happy to assist with car rentals and driver arrangements. Airport transfers and personalized transportation can be easily coordinated through our team and our guest app, Privé by CVE, ensuring thoughtful support is always within reach as your plans take shape. The Vacation Haven includes a dedicated on-site team to support your stay, ensuring comfort, privacy, and a seamless experience throughout. Please note that certain features, amenities, natural conditions, and access to nearby resort amenities and beach facilities may be subject to availability, seasonal changes, and local policies. Gratuity for the villa staff is customary and greatly appreciated. Recommended staff gratuity at the end of your stay is 10% of the villa rental rate during High Season and 15% during Low Season, divided among staff members in accordance with the Gratuity Guide provided in your villa’s Welcome Book. It is standard within the villa industry to observe these guidelines. Gratuities and grocery funds are best prepared in cash, in US dollars. Tips are typically given on the day of departure or may be prepaid at the time of booking. A handwritten thank-you note is a thoughtful personal touch and is always warmly received by the villa team. Beyond just a stay, The Vacation Haven offers a refined Caribbean escape where every detail is designed for comfort, beauty, and unforgettable moments.

Occupancy # 10 Guests (Adults & kids) 5BR Luxury Villa, Tuscan Charm + Golf Course Views Welcome to the breathtaking Tuscan estate of Villa Christina, where 5 luxurious bedrooms offer stunning views of the Caribbean Sea and mountains. Relax and enjoy all the best of a Caribbean vacation retreat in the billiards room, wellness center, 2 Jacuzzis, salt-water infinity pool, and more. Each spacious room features the finest details and comforts, including HD TVs and walk-in closets. Our gracious staff of butlers, chefs, housekeepers, laundresses, and caretakers will provide tailored hospitality to ensure your stay is unparalleled. Experience the charm of a European country estate amidst the picturesque Caribbean scenery at Villa Christina, overlooking the renowned Cinnamon Hill golf course. This luxurious vacation rental boasts Tuscan-inspired architecture, spanning 10,000 square feet with five bedrooms and ample living space for up to ten guests. Located in a private gated community near Montego Bay, Villa Christina offers easy access to the beach, golf, and other nearby attractions. Relax in style while your personal chef, housekeeper, and villa manager take care of your needs. Take a dip in the saltwater infinity pool, unwind in the hot tub, or entertain outdoors in the barbecue and al-fresco dining area. Indoors, enjoy the bar room, pool table, cable TV, and Wi-Fi. Villa Christina also features a spa and exercise room. Despite its impressive lofty ceilings, stately columns, and bays of windows, Villa Christina offers a casual, chic atmosphere. Gather with loved ones in the open-concept living and dining room or enjoy an intimate meal in the breakfast nook. Although chef service is included, you have full access to the well-equipped kitchen. This exquisite estate includes a master bedroom with a king bed, en-suite bathroom, honeymoon-suite-worthy jetted tub, and an outdoor plunge pool. There are two additional bedrooms with queen beds and en-suite bathrooms, a bedroom with a king bed and shared hall bathroom, and a fifth bedroom with two twin beds, one trundle bed, an en-suite bathroom, and its own kitchenette. With Villa Christina, you’ll have less than a 10-minute drive to some of the top golf courses in Jamaica and the Rose Hall Beach Club. The Half Moon Resort is also only 8 minutes away, and your stay includes complimentary membership. Please note the following other amenities: *Chef service is included in your stay, but also a fully equipped kitchen with a breakfast bar *Formal dining area with seating for 10 • Outdoor dining for 10 • Media Room • Sonos sound system • Bar room • Spa room • Pool table • Kids’ lounge *Extra cost (advance notice may be required): • Chef service • Villa pre-stocking • Airport transfer • Activities and excursions *On Cinnamon Hill Golf Course. Half Moon Beach Club Membership: Guests must pay a resort entry fee per day if staying for less than 7 nights. Rose Hall Golf Membership *Available on request at an extra charge: crib, high chair. Book your getaway today!

Bambu is an elegant, fully staffed hillside villa overlooking perhaps the most glorious view of sea and sky on Jamaica’s renowned North Coast. Elegantly perched atop eight and a half acres, this expansive private estate features six well-appointed bedrooms in the main villa, along with a separate hillside cottage offering two additional bedrooms with a shared bathroom. Designed for relaxed gatherings and meaningful moments, Bambu blends refined comfort with natural beauty in a setting that feels elevated in every sense. Set high above the coastline, Bambu is thoughtfully designed to embrace its extraordinary surroundings. Open, airy interiors flow seamlessly to expansive terraces and outdoor living areas, framing uninterrupted views of the Caribbean Sea and the ever-changing sky. The main villa features six well-appointed bedrooms, each designed for comfort, privacy, and understated luxury. A separate hillside cottage provides two additional bedrooms with a shared bathroom, offering an ideal option for extended family members, guests seeking added privacy, or staff accommodations. Generous social spaces invite gathering and relaxation, from elegant indoor lounges to outdoor terraces perfect for sunset cocktails, quiet mornings, and evenings under the stars. Lush gardens and curated design details enhance the calm, resort-like atmosphere while preserving the intimacy of a private estate. Guests enjoy exclusive access to the main villa and its grounds, including indoor living areas, outdoor terraces, gardens, pool, and gym. Bambu is a private retreat designed solely for your group’s enjoyment. The separate hillside cottage is available for use at an additional fee and is not included in the base villa rate unless specifically reserved. Guests may also have the option to enjoy select Tryall Club amenities through temporary membership, subject to club policies and availability. Whether you want the freedom of a rental car or prefer to arrive in comfort with a private driver, our team is happy to assist with car rentals and driver arrangements. Airport transfers and personalized transportation can be easily coordinated through our team and our guest app, Privé by CVE, ensuring thoughtful support is always within reach as your plans take shape. Bambu includes a dedicated on-site team to support your stay, ensuring comfort, privacy, and a seamless experience throughout. Please note that certain features, amenities, natural conditions, and access to nearby resort amenities and beach facilities may be subject to availability, seasonal changes, and local policies. Guests who wish to enjoy Tryall Club amenities during their stay may do so through optional temporary membership. These fees are separate from the villa rate and only apply to guests who choose to access the club. Temporary membership may include access to select Tryall Club amenities such as the Tryall Beach Club with beach access and a beachfront infinity pool, non-motorized watersports, tennis courts, fitness center, jogging trails, Hummingbird Kids Club, Great House afternoon tea, the Manager’s Cocktail Party, select special events, and the Usain Bolt Games Room, subject to current club policies and availability. Current temporary membership fees are US$45 per person, per day for guests aged 16 and over, US$25 per person, per day for guests aged 13 to 15, and complimentary for children 12 and under. Temporary membership fees are subject to change without prior notice and are governed by current Tryall Club policies. Gratuity for the villa staff is customary and greatly appreciated. Recommended staff gratuity at the end of your stay is 10% of the villa rental rate during High Season and 15% during Low Season, divided among staff members in accordance with the Gratuity Guide provided in your villa’s Welcome Book. It is standard within the villa industry to observe these guidelines. Gratuities and grocery funds are best prepared in cash, in US dollars. Tips are typically given on the day of departure or may be prepaid at the time of booking. A handwritten thank-you note is a thoughtful personal touch and is always warmly received by the villa team. Beyond just a stay, Bambu offers a refined Caribbean escape where every detail is designed for comfort, beauty, and unforgettable moments.

Windsong is an exquisite and very private four-bedroom villa nestled on three acres in the low foothills overlooking Montego Bay’s western coastline. Designed by noted architect Kasimir Coribut, this open-air estate is perfectly positioned to capture Jamaica’s most favorable trade winds along with breathtaking panoramic views to both the east and west. From sunrise over Montego Bay to glowing sunsets stretching toward Negril and the lush hills of Hanover, Windsong offers a truly elevated Caribbean experience defined by serenity, space, and natural beauty. Windsong is a thoughtfully designed open-air villa that blends the beauty of its natural surroundings into every living space. Airy rooms, soothing water features, and seamless indoor-outdoor flow create an immediate sense of calm from the moment you arrive. The experience begins at the circular driveway, shaded by a majestic banyan tree adorned with hanging orchids, and continues through a welcoming courtyard filled with tropical plants and gentle fountains. Throughout the estate, lush gardens, rolling lawns, and fruit trees surround the villa, with seasonal produce often finding its way to the breakfast table. The villa features a 20’ x 40’ private tiled swimming pool with a poolside bar, expansive verandahs for al fresco dining, and inviting gathering spaces for relaxed afternoons and candlelit evenings. Music flows easily throughout the home, both indoors and out, setting the tone for laid-back Caribbean living. Guests enjoy exclusive access to Windsong and its grounds, including indoor living areas, expansive verandahs, landscaped gardens, the private pool, and poolside bar. As part of your stay, guests also enjoy complimentary resort membership benefits at the The Tryall Club, subject to availability and club policies. Included access features the beach, non-motorized water sports, tennis courts, a well-equipped fitness center, the Hummingbird Kids Club, Great House afternoon tea, the Manager’s Cocktail Party, and a variety of special events throughout the year. Additional services and experiences may be arranged for a fee and are subject to availability. These may include bar and restaurant dining, spa services, grocery purchases, golf, motorized water sports, tennis shop services, ball boys, and nanny services. Please note that access to club amenities and services is governed by club policies and availability. On occasion, facilities and guest services may be unavailable due to private events. The Tryall Club reserves the right to modify or update its membership benefits without prior notice. Whether you want the freedom of a rental car or prefer to arrive in comfort with a private driver, our team is happy to assist with car rentals and driver arrangements. Airport transfers and personalized transportation can be easily coordinated through our team and our guest app, Privé by CVE, ensuring thoughtful support is always within reach as your plans take shape. Please note that complimentary driver service with a 10-seater van is included on seven-night reservations, with fuel and gratuities at the guest’s expense. Full house reservations are required. Windsong includes a dedicated on-site team to support your stay, ensuring comfort, privacy, and a seamless experience throughout. Please note that certain features, amenities, natural conditions, and access to nearby resort amenities and beach facilities may be subject to availability, seasonal changes, and local policies. Gratuity for the villa staff is customary and greatly appreciated. Recommended staff gratuity at the end of your stay is 10% of the villa rental rate during High Season and 15% during Low Season, divided among staff members in accordance with the Gratuity Guide provided in your villa’s Welcome Book. It is standard within the villa industry to observe these guidelines. Gratuities and grocery funds are best prepared in cash, in US dollars. Tips are typically given on the day of departure or may be prepaid at the time of booking. A handwritten thank-you note is a thoughtful personal touch and is always warmly received by the villa team. Beyond just a stay, Windsong offers a refined Caribbean escape where every detail is designed for comfort, beauty, and unforgettable moments.

Villa Sorrento is a beautifully appointed three-bedroom villa nestled in the lush hills of the prestigious Great River Private community in Montego Bay, Jamaica. Surrounded by vibrant tropical gardens, blooming palms, and serene outdoor spaces, this retreat offers a blend of relaxed Caribbean charm and refined comfort for families or groups seeking a tranquil escape. Set against spectacular Caribbean Sea views, Villa Sorrento features three air-conditioned bedrooms, each with an ensuite bathroom, and generous living spaces designed for comfort and connection. An open living room and dining area invite gatherings, while the fully equipped kitchen accommodates shared meals and casual breakfasts. Outdoor living is a highlight here. The villa opens to a spacious verandah and back patio with a water feature, creating relaxing spots to enjoy morning coffee or evening sunsets. The private pool and heated outdoor Jacuzzi offer refreshing escapes beneath lush foliage, and a unique outdoor shower under a majestic banyan tree adds charm to everyday moments. Guests have exclusive access to the entire villa and grounds, including the pool, outdoor Jacuzzi, verandah, and garden areas. High-speed Wi-Fi and fully outfitted living spaces provide all the comforts you need for an effortless stay. Whether you want the freedom of a rental car or prefer to arrive in comfort with a private driver, our team is happy to assist with car rentals and driver arrangements. Airport transfers and personalized transportation can be easily coordinated through our team and our guest app, Privé by CVE, ensuring thoughtful support is always within reach as your plans take shape. Villa Sorrento includes a dedicated on-site team to support your stay, ensuring comfort, privacy, and a seamless experience throughout. Please note that certain features, amenities, natural conditions, and access to nearby resort amenities and beach facilities may be subject to availability, seasonal changes, and local policies. Gratuity for the villa staff is customary and greatly appreciated. Recommended staff gratuity at the end of your stay is 10% of the villa rental rate during High Season and 15% during Low Season, divided among staff members in accordance with the Gratuity Guide provided in your villa’s Welcome Book. It is standard within the villa industry to observe these guidelines. Gratuities and grocery funds are best prepared in cash, in US dollars. Tips are typically given on the day of departure or may be prepaid at the time of booking. A handwritten thank-you note is a thoughtful personal touch and is always warmly received by the villa team. Beyond just a stay, Villa Sorrento offers a refined Caribbean escape where every detail is designed for comfort, beauty, and unforgettable moments.