Vacation Rentals By Owner In Montego Bay, SJ

$231.71

Mango Retreat in Mango Walk Country Club...Entire house with pool in Montego Bay

Montego Bay, Saint James, Jamaica

Mango Retreat, a beautifully styled 2-bed, 1.5-bath townhouse nestled in the serene Mango Walk Country Club. Designed with love, peace and tranquillity in mind, this vacation rental offers the perfect blend of comfort and elegance for your home-away-from-home experience.brbrUnwind in the airy, stylish interiors or enjoy the lush surroundings of this secure & picturesque community. Mango Retreat promises the ideal setting to chill, recharge, and create lasting memories.brbrYour tropical getaway awaits!

2

Bed

1

Bath

4

Sleeps

$2640.0

/ Nightly

Villa

Sun Drenched Beachfront Villa Upscale Living, Private Pool, Breezy Ocean Breezes

Montego Bay, Saint James, Jamaica

Escape to your own bright, breezy sanctuary—this elegant villa in Kingston’s St. James Parish offers sunlit living, ocean air, and a private plunge pool designed for ultimate relaxation. Whether you're seeking a romantic getaway, families looking for tranquility, or remote workers craving inspiration, this villa balances serenity and style.brbrKey Features & HighlightsbrbrBasking in Sunlight & Ocean Breezes – Light-filled interiors and strategically placed windows invite natural warmth and soothing sea breezes that whisper through the villa all day long.brbrPrivate Pool Oasis – Take a refreshing dip or lounge poolside amid lush tropical surroundings, complete privacy guaranteed.brbrStylish Indoors with Tropical Flair – Clean, contemporary design accented by vibrant local finishes, think airy vaulted ceilings, natural stone or tile floors, and elegant furnishings.brbrFully Equipped Kitchen & Al Fresco Dining – Whip up delicious meals in a modern kitchen, then dine outdoors under swaying palms with sunset views that feel straight out of a postcard.brbrOpen Concept Living – Seamless indoor-outdoor flow perfect for that morning coffee or evening unwind.brbrIdeal for Work & Leisure – High-speed Wi-Fi and a quiet workspace let digital nomads work luxuriously—and from paradise.brbrBest of Jamaica at Your Doorstep – Nestled near local beaches, gourmet restaurants, cultural destinations, and green hills—adventures are never far.brbrWhy You’ll Love ItbrbrThis villa is more than just a vacation spot. It’s an experience of brightness, warmth, and relaxation. The private pool, bathed in sunlight, and the calm, breezy interiors provide instant rejuvenation. Perfect for couples, families, or solo travelers, it invites you to slow down, breathe deeply, and soak in every serene moment.

5

Bed

5

Bath

10

Sleeps

$1645.86

/ Nightly

Villa

Beachfront Villa, Staff, Boat, Pool, Tennis, Gated

Montego Bay, Saint James, Jamaica

ELSEWHERE by the SEA is a stunning beachfront villa in the upscale gated community of Lagoons, just 20 minutes from the Montego Bay international airport. The beach, pool and expansive outdoor living area make it the perfect location to celebrate a special occasion, gather for a family holiday or indulge in an adult getaway. brbr5 beautifully decorated bedrooms, each with a private bath, sleep up to 12 guests. Four King bedrooms and one bedroom with a pair of twins (that can be made into a king) comfortably sleep five couples. An additional bunk bed in the twin room can accommodate two additional children or teenagers. brbrThe home is complemented by a large veranda and bar area, perfect for enjoying beautiful sunsets over the Caribbean Sea while sipping a frosty cocktail. Continue your evening with a special dinner prepared by your private chef and served on the breezy veranda, the sandy beach or the dock with the water glistening around you. A magical evening! brbrThe private pool features a Baja deck for tanning and an infinity edge that blends seamlessly into the beautiful Caribbean Sea. The pool deck provides access to a lovely beach that is suitable for watersport activities and comes with complimentary kayaks and paddleboards. brbrElsewhere is located in a protected sanctuary with abundant marine life right off the dock. Explore the waters surrounding Elsewhere with our newest addition to the property, Anywhere, a 26 ft power catamaran perfect for sunset cruises, snorkeling trips or a tour of Montego Bay with a stop at Doctor's Cave beach or Margaritaville. A complimentary sunset cruise or reef snorkeling trip with our captain is included for all rentals of seven days or more. Additional trips can be arrange with the captain at a reduced price. brbrFor swimming in the sea, we recommend a short boat or car ride to Doctors Cave Beach or a short walk to the private residence beach (formerly Hard Rock Beach Club). brbrIn addition to your private villa, guests have access to the amenities of the Lagoons including a playground and tennis courts. Within minutes of the villa is the Montego Bay Yacht Club, the Houseboat Restaurant, and the private residents beach (near the former Hard Rock Cafe Beach Club). You will be a few minutes from five top notch golf courses and all that Montego Bay has to offer!

Bed

Bath

Sleeps

$2216.29

/ Nightly

Villa

Dreamtime 6-Beachfront, Butler, Chef, Driver, Modern

Montego Bay, Saint James, Jamaica

• Renting 6 bedrooms only of Dreamtime by the Sea: a contemporary luxury villa with 7 bedrooms and 7.5 bathroomsbr• Location: Beachfront in Montego Bay, 12 minutes from the airportbr• Special offer: complimentary 15-seater van and driver for weekly 7 NIGHT bookings, including airport transfers and trips to Negril and Ocho Rios (guests pay for gas and tips)brbrbrYou paying for 6 BEDROOMS of this 7 bedroom, 7 bathroom modern beachfront villa in Montego Bay -Located on Jamaica's enviable beachfront, Dreamtime by the Sea is a contemporary luxury villa. The Jamaica villa has seven luxurious bedrooms and 7.5 bathrooms. Located in the picturesque Montego Bay area, 12 minutes drive from Montego Bay Airport, this is one of the newest villa rentals in Jamaica. The villa’s architecture is very modern and based on sleek, modern lines.brbrGuests cannot help falling in love with Dreamtime by the Sea from the moment that they enter through the electric gates. The property presents a picture-perfect view with mango, banana, Ackee, and plantain trees. Whichever fruits are in season, guests can enjoy them fresh off the trees. The distinct oriental ambiance of Dreamtime by the Sea makes it very welcoming. A collection of exotic bromeliads and bamboo plants lines the entrance. Guests are offered a warm welcome with the villa’s favorite tropical beverage and cold towel. This Jamaican villa's living room overlooks the turquoise waters of the Caribbean Sea.brbrA magnificent infinity swimming pool is situated directly in front of the living room. The pool deck offers fabulous views of diving boats, fishermen passing by, and the most wonderful sunsets. Very comfortable lounge chairs are available on the pool deck. Beautifully landscaped gardens surround the pool area and the villa. The Jamaica villa’s location offers fabulous views of the sparkling waters of the Caribbean Sea and Montego Bay.brbrThe second living room located on the first floor of Dreamtime by the Sea has large sliding doors that look out to the Caribbean Sea. It has a very elegant décor and is comfortably furnished with large sofas. The games room is another living area with ocean views and several games, including Monopoly, Scrabble, Chess, Cluedo, card games, and many more. There is a wonderful high bar table for playing the 12+ games, while enjoying views of the Caribbean Sea and the swimming pool area! Walk out to an outdoor verandah with comfortable seating and awesome sea views!brbrThe experienced and attentive staff at Dreamtime by the Sea is a delightful, warm, and dedicated professional team comprising a staff of five. They serve guests with traditional Jamaican hospitality. All the staff is sufficiently trained and has the necessary experience to meet the guests’ expectations, and includes a chef, butler, housekeeper, laundress, and gardener/pool man. The chef has his own personal garden with fruits and vegetables that he has planted himself.brbrDreamtime by the Sea has seven bedrooms, each with its own en-suite bathroom. Four bedrooms are upstairs and 3 downstairs. All bedrooms are equipped with air conditioning, ceiling fans, and 40-inch Samsung cable televisions.brbrBedroom ConfigurationbrbrBedroom 1 ~ Ground floor, suitable for the physically challenged, king-size bed, air-conditioning, ceiling fan, cable television, and ocean views with two double sliding doors. Contemporary bathroom with glass picture window to the shower, double basins for his and hers, granite top bench and modern bathroom fixtures, indoor shower and outdoor garden shower, Kohler fixtures for the outdoor garden shower.brbrBedroom 2 ~ Ground floor, king-size bed, air-conditioning, ceiling fan, cable television, two double sliding doors, most awesome morning views of the swimming pool and the Caribbean Sea. En-suite bathroom with an open indoor shower with a large glass picture window looking out into the outdoor shower. It has double basins for his and hers, a granite top bench and modern bathroom fixtures.brbrBedrooms 1 and 2 each have independent and connected doors, for parents who want to stay in close contact with their children.brbrBedroom 3 ~ Ground floor, queen-size bed, air-conditioning, ceiling fan, cable television, and garden views to the front of this villa. En-suite bathroom with bathtub and rain shower combination, safety grab bars in the shower for extra assistance, window to the oceanfront, and privacy blinds.brbrBedroom 4 ~ Upstairs, king-size bed, air-conditioning, ceiling fan, cable television, large floor to ceiling and wall-to-wall windows, awesome views of the Caribbean Sea and swimming pool, open modern spaces, and tastefully decorated. En suite bathroom with large rainfall shower, hand held shower unit, and double his and her vanity basins.brbrBedroom 5 ~ Upstairs, king-size bed, air-conditioning, ceiling fan, cable television, large floor to ceiling windows, and awesome views of the Caribbean Sea and swimming pool. En suite bathroom, shower with large glass picture window, double vanity, his and her basins, granite top bathroom counter tops, ceiling fan and pendant lighting.brbrFor families who like to stay together, Bedroom 4 and Bedroom 5 have connecting doors, for parents who want to stay in close contact with their children. If not, each bedroom has its own private entrance, and the connecting doors can be closed and locked for those wanting their own privacy.brbrBedroom 6 ~ Upstairs, king-size bed, air-conditioning, ceiling fan, cable television, views of the garden, golf course, Caribbean Sea and mountains, and private balcony. En suite bathroom with rain shower, open concept showering, and his and her double basin.brbrBedroom 7 – This is a King bed room with a sliding door to the balcony and ocean views and swimming pool views. There is a separate shower and toilet for guests in bedroom seven, as well as a wardrobe. brbrRoom 8 is the gym upstairs and this is air conditioned.brbrDreamtime by the Sea accommodates 14 guests in 7 large bedrooms. If there are more guests, the large bedrooms can accommodate another 2 persons with additional twin-size beds in two bedrooms for a total of 16 persons. The extra person charge over the standard 14-person limit is an additional $100 per person per night charge for each additional person.brbrDreamtime by the Sea accommodates 14 guests in 7 large bedrooms. If there are more guests, the large bedrooms can accommodate another 2 persons with additional twin-size beds in two bedrooms for a total of 16 persons. The extra person charge over the normal 14 person limit is an additional $100 per person per night charge for each additional person.brbrSwimming pool size: 17 ft x 34 ftbrOther Notes on the Dreamtime Villa:brThere are 40 inch flat screen TV’s in each bedroom.brThere is a large 70 inch flat screen in the media room.brThere is wifi throughout.brThere is Apple TVbrThere is NETFLIXbrThere is a Stereo system that plays IPod music – so you can take your own music and Bluetooth.brOr you can also listen to internet musicbrThere are rock external speakers outside by the pool.brThere are also indoor speakers in the Living room and Media roombrEach bedroom has air conditioningbrEach bedroom has safes = 6 safe boxesbrThere are security cameras around the perimeters of this villabrThe villa has high electronic gatesbrEach bedroom has a back-to-base security system where the security company response team will be on the property in a few minutes if there is any emergency.brbrBEDROOM CONFIGURATION SUMMARY:brBedroom 1 – King bedbrBedroom 2 – King bedbrBedroom 3 – Queen bedbrBedroom 4 – King bed - upstairsbrBedroom 5 – King bed - upstairsbrBedroom 6 – King bed - upstairsbrBedroom 7 –King bed - upstairsbrbrWait! Please contact us before you auto-book! Our calendars are changing hourly and we want to triple-check that the dates are still available and make sure that your chosen villa is suitable for you. We want to share so many things about this villa and the booking process. We have inspected our villas personally so don't be shy to contact us! We would like to tell you all the finer points, the highlights, the distance from the airport, the nearest grocery store, the staff, transportation on the island, what your cook/chef can prepare for you, expectations for tipping the staff, make sure there are no hidden details or hidden costs….. things that may be important for your group! Speak to us! Email us all your questions! We want your vacation to run smoothly!

Bed

Bath

Sleeps

$135.67

/ Nightly

Apartment

3 BDR Apt at Ramparts Near Sangster Airport

Montego Bay, Saint James, Jamaica

Cozy apartment which is situated in a small residential apartment complex that is in very close proximity (1/4 mile) to Sangster International Airport and in a great location near to stores, restaurants, supermarkets, clubs, town center, and up and down Montego Bay's hip strip (Jimmy Cliff Blvd). Doctor's Cave Beach and Margaritaville are in walking distance (2 km).brbrApartment comes with air conditioning (in bedrooms only) , cable tv, WiFi internet, hot water, microwave, blender, stove, refrigerator, kitchen utensils, iron & board, safe, work station, and other furniture. brbrGuests are expected to be responsible for their own housekeeping and laundry needs while staying at the apartment. There is no daily service included for towels or linen. However an additional linen and towel set are stored in the bedroom. brbrThe apartment is self-catered. We provide soap, toilet paper, hand towels, sanitizer, laundry detergent, disinfectant spray, garbage bags, etc., at check-in only. If you run out please buy your own. brbrGuests are allowed to use the swimming pool on property at their own risk as there is no lifeguard on hand.brbrGuests will have access to pool chairs, an outside wash basin and clothes lines.brbrPlease note that the laundry facilities are strictly for guest use only. Not for visitors of guest. The laundry room is open from 9:00am to 10:00pm.brbrA guest is only allowed to have a maximum of two (2) visitors on property at any given time.brbrFree parking is available. However it is entirely at your own risk.brbrThe apartment complex is located in a quiet and predominantly residential area on a dead end street with a bar and restaurant just two doors down.brbrThe playing of loud music both inside and outside of the apartment is prohibited. brbrGuests are expected to close/lock the electronic and walking gates upon entry/exit. The electronic front gate will not close automatically.brbrA caretaker is lives on property.

3

Bed

3

Bath

6

Sleeps

$107.0

/ Nightly

Private Vacation Home

Collin’s House – Modern Luxury Home Near MBJ, Beaches, Shopping & Nightlife

Montego Bay, Saint James, Jamaica

Welcome to your serene escape in the exclusive gated community of Montego West Village. Collin’s House offers a perfect blend of modern comfort and island charm, designed for travelers who crave both relaxation and easy access to the best of Montego Bay.brbrbr Locationbr✈️ Prime Location: Just 10 minutes from Sangster International Airport (MBJ), making arrival and departure seamless.br ️ Retail & Dining: Only 5 minutes drive to Fairview Shopping Center for all your essentials—supermarkets, pharmacy, restaurants, and entertainment.br ️ Sun & Sand: Enjoy the beautiful World’s Renowned Doctor’s Cave Beach and the vibrant Hip Strip, both just 10 minutes away.brWhether you're sipping coffee in our stylish living space or exploring Montego Bay, Collin’s House is your perfect Jamaican home away from home.brbr The Homebr❄️ Fully Air-Conditioned: Stay cool and comfortable throughout the entire home.br ️ Restful Bedrooms: Experience total relaxation in our two beautiful cozy bedrooms featuring one King and one Queen bed, both outfitted with fresh, high-quality linens for the ultimate night’s sleep. ✨br Modern Bathroom: Clean and updated with reliable hot and cold water.br ️ Open Living Area: Enjoy a bright, open-concept living and dining space designed for comfort and connection.br Fully Equipped Kitchen: Everything you need to prepare home-cooked meals with ease.br✨ Stylish Interior: Meticulously maintained, clean, and designed for a premium feel.br High-Speed Wi-Fi: Fast and reliable internet throughout the home.brbr Safety & SecuritybrYour safety is our priority. The property is equipped with external security cameras and an alarm system for added peace of mind.brbrHouse rules:br No smoking or vaping inside the home. A $1,500 USD fine will be strictly enforced for violations.brNo parties.brNo additional guest allowed without host permission .brbr ️ DamagesbrPlease inform us immediately of any accidental damage during your stay. We understand that things can happen, and early communication helps us resolve issues quickly for future guests.brbr Mini BarbrFor your convenience, the home includes a mini bar stocked with a selection of beverages.brPlease note: Additional charges apply to all beverages.brbr Special ExperiencesbrCelebrating something special Ask about our Deluxe Package—perfect for birthdays, anniversaries, romantic getaways, or any memorable occasion. We can arrange a beautifully decorated setup with candles, wine, and elegant décor to elevate your stay.brbr Additional Services (Available Upon Request)br ‍ Private Chef  Shuttle Service  ‍♀️ Professional Massage Therapybr(Additional fees apply)brbr* Ideal for:brExtended Stays, Business Travelers, Small Families, Couples Getaways, small groups.brbr Book Your StaybrBook your stay at Collin’s House today and enjoy the perfect blend of comfort, convenience, and island charm in beautiful Montego Bay, Jamaica

2

Bed

1

Bath

4

Sleeps

$1655.73

/ Nightly

Villa

Beach Front Villa W/Pool/Staff, in Gated Community W/Tennis/Gym

Montego Bay, Saint James, Jamaica

AFIMI Beach House: Your exclusive beach front escape in Montego BaybrDiscover the epitome of luxury at AFIMI Beach House, a stunning beachfront villa nestled in The Lagoons, Montego Bay's most prestigious gated community. This exceptional villa boasts its own private white-sand beach, an infinity pool overlooking the turquoise waters, and an enviable location just 10 minutes from the airport. Set on a narrow peninsula surrounded by the ocean on both sides, AFIMI promises unparalleled privacy and serene beauty.brbrEnjoy round-the-clock security, world-class amenities including two tennis courts with pro available, a large main pool, and a fully equipped gym – all within this exclusive community.brbrSpacious Elegance & Unmatched ComfortbrWith four generously appointed bedrooms, each offering spectacular ocean views and en-suite bathrooms, AFIMI Beach House is designed for indulgence. Three upstairs rooms feature rich teak hardwood floors, split air-conditioning, and 50 HD LCD TVs, while the ground-floor bedroom offers easy access to the garden and beach. The villa’s décor harmoniously blends contemporary furnishings with authentic Jamaican antiques and artwork, creating a sophisticated yet warm atmosphere.brbrThe luxurious bathrooms are a masterpiece of design, featuring natural stone, marble, or granite finishes with walk-in showers. The Master Suite is an oasis of relaxation, with a spa-like marble bathroom, an expansive shower with a skylight, and a deep soaking tub—perfect for unwinding after a day in paradise. Step out onto the private upstairs patio to enjoy the early morning sunrise or sip afternoon tea while overlooking the serene lagoon and city lights of Marine Park.brbrGourmet Dining & Unforgettable ExperiencesbrFrom intimate meals on the balcony to gourmet feasts in the garden or on the beach, dining at AFIMI is always an event. For a truly memorable evening, indulge in a Beach Grill Night, where your favorite dishes are prepared on the beach beneath the glow of candlelight and tiki torches.brbrSeamless Luxury LivingbrAFIMI Beach House offers more than just a place to stay—it’s an experience. The air-conditioned TV/family room is outfitted with BOSE and SONOS surround sound, a 65 Smart TV, and an extensive collection of entertainment options. The villa also features a fully equipped, restaurant-grade kitchen, ideal for the culinary delights of our full-time chef. To complete your stay, a personal butler, dedicated housekeepers, and a gardener are on hand to cater to your every need.brbrRelax in your private beach cabana, lounge by the pool, or sip cocktails at the outdoor bar whie watching your favorite sports team on the bar's Tv . Every moment at AFIMI is designed to ensure your ultimate comfort.brbrEndless Recreation & State-of-the-Art AmenitiesbrTake full advantage of exclusive water sports gear, including a Hobie Cat sailboat, translucent kayaks, paddle boards, and snorkeling equipment, or simply unwind with a game of ping pong, darts, or dominoes. Stay connected with high-speed internet, a tablet for Wi-Fi control, internet radio, and a Sonos whole-house stereo music system. A standby generator ensures peace of mind, and an environmentally friendly solar photovoltaic system enhances sustainability. brbrNEW- Included for direct bookings after Feb 1st, 2026 is a 1 hour Evening Sunset Cruise exclusive for our guests who book a minimum of 7 nights!! (weather permitting)brbrExplore the Best of Montego BaybrVenture beyond the villa to experience the renowned Doctor's Cave Beach or Harmony Beach on the famous 'Hip Strip,' where you’ll find a selection of vibrant restaurants and bars.. For more refined dining, the charming Houseboat Restaurant and Yacht Club are within walking distance just minutes away. Golfers will appreciate being near three top-tier courses: Tryall, Cinnamon Hill, and White Witch.brbrFor those with larger groups or special event needs, consider our sister villa at VRBO/1529948. For weddings, events, or any inquiries, feel free to contact us directly.brbrAFIMI Beach House is more than a vacation; it’s your private slice of paradise.brbrKeywords: Villa, Beach Front, Resort, Beach villa, Beach Villa with pool

4

Bed

4

Bath

8

Sleeps

$71.53

/ Nightly

Private Vacation Home

Cornwall Courts Inn Guesthouse Villa

Montego Bay, Saint James, Jamaica

MULTIPLE APARTMENTS WE DONT OFFER SPECIFIC ROOMS. Multicultura Settling.. U CAN VIEW THE ENTIRE COMMUNITY OF CORNWALL COURTS AND NEIGHBOURING COMMUNITIES FROM THIS PROPERTY.. CANADIAN STANDARD AND STYLE... Gives u a real taste of Jamaica and nostalgia of Nature blends.. Scenes u cant get in another community it the Caribbean...Simple no problem all irie ,Its close to the town of Montego Bay and Taxi always available... One love..

1

Bed

1

Bath

2

Sleeps

$86.71

/ Nightly

Private Vacation Home

Mendez Guesthouse Villa Inn Cottage Hotel Montego Bay

Montego Bay, Saint James, Jamaica

a Jamaica vacation means being around real Jamaica and its environment. Multiple Apartments We Dont Offer Specific Apartments Bookings. Everything close just short distance away.. Views are hilarious.The ambiance u breath at my place is Jamaica ...U feel the moments of Usain Bolt, Bob marley and Nature ats its best. waking up among real Jamaican neighboors is vacation away from home... The scenes and terranes are beautiful... Bicycle ride around neighborhood can be quite fun.

Bed

Bath

Sleeps

$1504.67

/ Nightly

Villa

Luxury 8BR Villa, Pool, Butler & Free Meal

Montego Bay, Saint James, Jamaica

Bring your favorite people and celebrate life in style. Aurora Suites Montego Bay is a private 8-bedroom villa with a saltwater pool, jacuzzi, and outdoor movie nights under the stars. Chef meals and bartender services are available as add-ons for an unforgettable stay.brbrThis isn’t a hotel! It’s your own private resort.brPerfect for birthdays, bachelorettes, family reunions, or group getaways, Aurora Suites was designed for connection, celebration, and total relaxation.brbrBegin your stay with a complimentary chef-prepared welcome dinner and rum punch. Additional chef services and bartender plans may be arranged upon request. Whether you’re lounging poolside, dining under the lights, or enjoying a movie outdoors, every moment here feels effortless and unforgettable.brbr⸻brbr What’s Includedbr • 8 Bedrooms / 11 Beds (Sleeps up to 16 guests)br • Private Saltwater Pool & Jacuzzibr • Outdoor Movie Theater with projector & Bluetooth surround soundbr • Gazebo Bar + Fire Lounge for cocktails & chill nightsbr • Complimentary Arrival Dinner & Rum Punchbr • Dedicated Villa Assistant & Bartenderbr • One mid-stay cleaning for stays 5+ nightsbr • Starlink High-Speed WiFi & Smart TVsbr • Blackout Curtains for ultimate comfortbrbr⸻brbr Customize Your ExperiencebrbrEvery stay can be tailored to you we handle the details, you enjoy the moments.br • Daily Meal Plans (Breakfast, Lunch, Dinner)br • “Welcome to Jamrock” Party Décor Packagebr • Private Airport Transfers & Excursionsbr • Yacht Charters, ATV Tours, Bamboo Raftingbr • In-Villa Spa Treatments, DJs & Fire Showsbr • Birthday, Bachelorette & Event Setupsbrbr Ask us about packages before arrival we’ll make your vision come to life.brbr⸻brbr ️ Villa LayoutbrbrOrange Villa – 2 Bedrooms (1 King, 2 Double) | Full Kitchen + 16-Seat Dining Room + BalconybrYellow Villa – 2 Bedrooms (1 Queen, 2 Double) | Kitchen + Lounge + BalconybrRed Villa – 2 Bedrooms (1 King, 2 Double) | Kitchen + Lounge + BalconybrStudios 1 & 2 – Each with 1 Queen Bed | Private Bath & KitchenettebrbrEach suite includes a private living area and outdoor access giving every guest their own space while keeping everyone connected.brbr⸻brbr Resort-Style Amenitiesbr • Saltwater Pool & Jacuzzibr • Gazebo Bar + Fire Loungebr • Outdoor Movie Theaterbr • Indoor & Outdoor Dining Areasbr • Full Villa Privacy (No Shared Spaces)brbrBook now limited 2025/2026 dates available.brbrFollow us on IG for behind-the-scenes: @aurorasuitesja

8

Bed

10

Bath

16

Sleeps

$3071.91

/ Nightly

Villa

Villa Rosa by Fantasia Villas

Montego Bay, Saint James, Jamaica

Open the wooden gates to a palm-lined allée leading to tropical modernism above the sea. A terrace and balconies lined with loungers all face the heated pool with a diving board, and the fitness room opens to a treetop deck for yoga. Settle in for a massage while the chef and butler work the scene, and feel the ocean breeze on a chevron-patterned armchair by the TV. Half Moon is a 2-minute drive.

4

Bed

4

Bath

8

Sleeps

$3665.35

/ Nightly

Villa

Villa Flower Hill by Fantasia Villas

Montego Bay, Saint James, Jamaica

Welcome to Flower Hill, one of Montego Bay’s most luxurious vacation home rentals. The Flower Hill villa sits on four and a half expansive acres of fragrant flower gardens and lush, verdant landscapes. The spectacular property measures an abundant 20,000 square feet, just perfect for accommodating up to six (6) couples, or groups up to seventeen (17) people. Located just a few minutes from Montego Bay Airport (MBJ), Flower Hill makes a memorable impression from the moment you arrive. Upon entering our gates, you’ll be greeted by a chorus line of stately palm trees whose immense fronds sway effortlessly in the tropical breezes.brbrWhen you’re not relaxing end enjoying the amenities of Flower Hill, you’ll be just a few minute’s drive to the some of the major highlights of Jamaica’s second largest city, Montego Bay (known to the locals as “Mobay”). Fishing, diving, snorkeling, horseback riding, golf, guided plantation tours, shopping, nightlife, and zip-lining, are just a few of the many attractions that you will discover in and around this vibrant Caribbean hotspot.

6

Bed

6

Bath

12

Sleeps

$4799.86

/ Nightly

Villa

Indigo Villa by Fantasia Villas

Montego Bay, Saint James, Jamaica

Indigo Villa (former Greatview) is perched on a lush hillside at Montego Bay on the north shore of Jamaica, with majestic, panoramic views of the Caribbean Sea. Practically a private resort unto itself, the villa features two swimming pools and fabulous amenities for dining, relaxation, wellness, and play. The friendly and skilled staff will enhance your experience, whether by preparing delicious meals, hosting the on-site Kids' Club, or driving you on excursions in the villa's private passenger van.brbrThe terraced estate offers expansive spaces for admiring the enchanting vistas and savoring the outdoor lifestyle of Jamaica. Two pool terraces (one with hot tub as well) and plentiful lounge chairs invite you to bask in the Caribbean sun and breeze, while spacious lanais and verandas welcome alfresco meals and cocktails in the soothing shade. The upper-floor balconies enjoy extraordinary prospects, and there is even a telescope for stargazing. Kids will delight in the log cabin tree house perched amid sea grape and orchid trees, with its own playground and indoor living area.brbrThe villa's spectacular interiors include a cavernous great room with two-story ceilings, French doors opening to the veranda, and a superb dining area and salon. Game tables and high-end entertainment equipment inspire light-hearted downtime and festive nights, and there is a well-appointed exercise room overlooking the forest and sea. The main house is wheelchair accessible and the entire villa enjoys air conditioning.brbrFor animal lovers, a few friendly dogs live on the grounds but will not venture into the home or pool area.

Bed

Bath

Sleeps

$179.0

/ Nightly

Condo

Seaside One Bedroom Escape

Montego Bay, Saint James, Jamaica

Forget your worries in this one bedroom seaside, safe, spacious, and serene home. This super clean condo has a homey cottage feel offering peace and quite. It is located on ground level and offers a walk out from patio. Imagine yourself waking every morning to enjoy a beverage as you look out to the Caribean Sea.The kitchen is fully equipped for cooking yourself or treat yourself to a chef. The bedroom offers brand new A/C unit and queen size bed.You will have all the comforts of home in this unit.brThe property is 14 acres and offers 24/7 security. Seacastles has an olympic sized sparkling clean pool, a poolside bar, a restuarant, a convenience store and FREE access to a natural public Beach. The property is located outside of the hussle, a great hub to explore the island and just 15 minutes from airport. Local attrations within area include The Great House, famous Hip Strip, Glistening Waters, and various beaches.brBook soon as this unit will fill up quik.

1

Bed

1

Bath

2

Sleeps

$60.0

/ Nightly

Apartment

Comfortable Apartment with a view, ac and shuttle

Montego Bay, Saint James, Jamaica

The Cool Oasis Apartments of Bogue Estate is ideal for a one night layover for those on business, single traveller, or the couples who want to enjoy Jamaica, without breaking the bank. 1 bedroom with Air Con, Wifi, Cable TV, hot water, kitchen, and bathroom.brbrThe spacebrThis is a spacious 1 bedroom 1 bathroom with kitchen perfect to accommodate 2-3 persons.brbrGuest accessbrEntire apartmentbrParkingbrWasher & Dryer

Bed

Bath

Sleeps

$7480.0

/ Nightly

Hotel Resort

Pineapple Vista Resort

Montego Bay, Saint James, Jamaica

Pineapple Vista Resort is fully-staffed, offering you comfort and convenience from start to finish; accommodating up 20 people in over 20,000 square feet of luxury and amenities. You can enjoy the vacation of a lifetime knowing your meals, cleaning, and more are covered — giving you a true haven of retreat unlike any other. With some of the most beautiful beaches in the world, warm weather year-round, incredible cuisine, lots of recreational activities and and opportunities to unwind.

Bed

Bath

Sleeps

$194.71

/ Nightly

Private Vacation Home

Caribbean Sea Dreams 2 Bedroom townhome, 2 pools, 24 hour security.

Montego Bay, Saint James, Jamaica

Located in the prestigious Bay Pointe complex, just 10 minutes from the Montego Bay airport. Caribbean Sea Dreams is a lovely 2 bedroom townhome which has everything you will need for a perfect vacation. The property boosts 2 pools, manicured gardens, small beach area, gazebo...all on the main floor with walk out. Access is permitted to the Montego Bay yacht club and the restaurant for dining by the water. A gated community, Bay Pointe offers security for travelers. A helper to assist with cleaning, laundry and meal preparation makes for a worry free vacation. In addition to this ground floor unit, we have another 3brbedroom townhome in the same complex.

Bed

Bath

Sleeps

$2000.0

/ Nightly

Private Vacation Home

Luxury Villa with Private Chef and Pool with Nine Bedrooms and Staff

Montego Bay, Saint James, Jamaica

Summerhill is a private estate, located inside the gates of Spring Farm Estates, at the Half Moon golf course, possessing 10,000 square feet of elegance and charm. This luxury three-story estate has 9 bedrooms, 9 1/2 bathrooms, comfortably sleeping 18 guests. We spared no expense with furnishing and finishing to ensure your stay is a dream vacation. Your reservation includes guest amenities to Rose Hall Beach Club during your stay.brbrOur estate includes a Chef, Butler, Gardener, and Housekeeping, specializing in making sure you are taken care of from the time you walk in our doors until you leave. The estate is encircled by lush tropical flowers, fruit trees, an expansive well-manicured lawn, walking paths and a garden sitting area, designed for meditation, private moments, or a garden wedding ceremony. The over-sized pool deck is perfect for entertaining. brbrOur property is the perfect setting forl weddings, family and friend gatherings, private gatherings or fitness/yoga and corporate retreats. The neighborhood of Spring Farm is an ultra-exclusive very high-end area in the hills above and very close to the Half Moon Resort, a spectacular luxury resort nestled on a 2-mile beach outside of Montego Bay. Spring Farm Estates is ranked one of the safest neighborhoods and ranked one of the wealthiest neighborhoods in Jamaica. Our security provides our high profile guests with the privacy they deserve. brbrMany of our guests seldom leave the villa, enjoying the luxury of the villa, the pool and sun deck, spending quality time with family, friends, co-workers or group retreats. Other guests indulge in a variety of adventure nearby. Summerhill is close by many recreational areas and there are a significant number of activities which you can enjoy. 'Mo Bay, as it is so fondly referred to by locals, is the second largest city on the island. Not only does it have scores of pristine white sandy beaches, but it has an array of sites, shopping and activities to keep you entertained throughout your stay. Activities that are easily accessible to our guests include golf, horseback riding, world class spas, virtually every water sport imaginable and much more. About two hours away, spend an afternoon touring one of the Caribbean's premier rum distillers, Appleton Estate offers guided tours illustrating the history of rum making in the region and lunch. brbrDuring your exotic stay, you experience personalized attention and service with island charm. We are proud of our hospitality treatment and offer the following amenities for your every comfort: Computer with high speed Internet, Wireless Internet, Fiber optic HD programming TVs, Bluetooth Speakers, Air conditioned bedrooms, Crib and high chair, Washer and dryer (nominal fee), Hair dryers, In-room safe, 24-hour security brbrComplimentary welcome drinks upon arrival and nightly turn down bed service to start. The staff at Summerhill are here for you, day and night. Poolside drinks, daily housekeeping, a personal chef, and a butler to arrange and advise of adventures, shopping and dining. brbrTo complete your luxury experience, remember to request our private driver. Summerhill also offers all-inclusive packages and events (booked online and direct only),, entertainment, in-house event planning (event decor, floral and bakery,make up and hair sessions, Insta parties, and more), morning workout/yoga instructors, on-site massage therapist, nanny services, golf and other special requests. Please note all planning services, special requests, provisions and staff gratuity is to be pre-paid prior to guests arrival.brbrSummerhill is not liable for for excursion, tour or activity schedule change. Rental Agreement (via DocuSign) to be completed to confirm reservation. Any villa payment or reservation deposit implies acceptance of all cancellation policies and any incurred fees.

9

Bed

9

Bath

18

Sleeps

$112.0

/ Nightly

Apartment

New Era Apartments-Modern,Comfortable, stylish and protected.11mins from airport

Montego Bay, Saint James, Jamaica

Incredible kitchen, Sprawling backyard with burglary gates for protection and privacy,24 hrs. surveillance cameras ,modern bathroom with beautiful shower glass. splendid city views from various areas..

Bed

Bath

Sleeps

$320.0

/ Nightly

Private Vacation Home

The Best Vacation 2 Bedrooms Townhouse in MoBay

Montego Bay, Saint James, Jamaica

This Modern and Spacious Townhouse is decked with unique furnishings suited for a palace.brThe unit comes with oversized patio and balcony. The kitchen is fully equipped with all you would need to prepare a meal. brEnjoy the peaceful sound of chirping birds around the property, relax by the salt water pool or enjoy a drink at the bar.brThis property offers its visitors peace and relaxation.

2

Bed

2

Bath

4

Sleeps

Vacation Rentals By Owner In Montego Bay, SJ

$231.71

$2640.0

$1645.86

$2216.29

$135.67

$107.0

$1655.73

$71.53

$86.71

$1504.67

$3071.91

$3665.35

$4799.86

$179.0

$60.0

$7480.0

$194.71

$2000.0

$112.0

$320.0

Most popular vacation rentals in Montego Bay

$1315.81

$1991.29

$1600.00

$1586.83

$1574.70

$1556.00

$1504.67

$1459.71

$1261.24

$1264.00