Villa holiday rentals in Montego Bay

A private pool is surrounded by lush greenery and tropical plants, with illuminated waters inviting relaxation. Sun loungers are positioned on the pool deck, offering comfortable seating. The villa's architectural elements provide shaded areas for enjoyable outdoor relaxation.

5 out of 5 average rating, 54 reviews

Foxtail Villa - Pool, Chef included

Foxtail is a fully staffed luxurious villa nestled amongst lush green, enchanting foxtail palms and an assortment of tropical shrubs in the upscale community of Ironshore, Montego Bay. Foxtail boasts breathtaking picturesque views overlooking the Caribbean Sea. Our gated property is only minutes away from the airport, fast food restaurants, and Starbucks. Our central location gives ease of access to popular attractions such as Dunns River Falls and a host of other attractions in and around town.

Superhost

A charming white villa with a multi-pitched roof is surrounded by lush greenery. The porch features decorative railings, and large windows offer views of the expansive lawn. The vibrant trees contribute to a serene and inviting setting.

4.85 out of 5 average rating, 47 reviews

Gated villa 10 min frm airport, near Sandals & Riu

Enjoy this beautiful 4 bedroom, 3 bath home nestled in the hills of Ironshore. Close to restaurants & shopping. This gated villa features an expansive lawn where you can toss horseshoes, play frisbee golf, practice on the putting green, and eat fruit right off the trees. Long driveway, free parking. Fully equipped kitchen w/stainless steel appliances. Central A/C, WiFi, surround sound, Smart TV & oversized Jenga. Resident lives on property in a separate apartment w/no access to the main house.

4.91 out of 5 average rating, 33 reviews

The Modern Villa

Luxury 6-Bedroom Villa with Stunning Amenities and Prime Location in Ironshore, Montego Bay. Welcome to your private oasis in the heart of St. James! A perfect escape for families, friends, or events, sleeping 12 guests with daily breakfast ingredients nclusion(chef service $75 daily per group) Each bedroom offers en suite bathrooms, smart TV, air conditioning, walk-in closets. The villa also has spacious entertainment areas with a private pool & bar, outdoor spaces with gazebos and fireplace

5 out of 5 average rating, 21 reviews

A living area features a comfortable teal sofa adorned with patterned cushions, paired with a circular coffee table. Natural light enters through two large windows, framed by sheer and curtain drapes. A flat-screen television is positioned on a metal stand, against a neutral wall.

Villa in St.Bran's Burg

The KenEdrice

This spacious property comes with hot water,2 bedrooms one bathroom, open concept kitchen , dining and living area Built in 2023 and is nestled on the breathtaking hillside of Edmund Ridge Estate with sea and mountain view. It is centrally located and has in close proximity golf courses, beaches, jerk huts, horse back riding, luminous lagoon, Rose Hall Great House, and much more to the delight and enjoyment of guests. Please make this modern furnished condo your perfect getaway vacation home.

A spacious villa is depicted with a large swimming pool surrounded by sun loungers and umbrellas. Lush greenery and well-maintained gardens enhance the outdoor space, while the villa's expansive windows reflect natural light. A patio area is visible for outdoor dining, capturing a serene atmosphere.

4.92 out of 5 average rating, 197 reviews

VIBES COVE enjoy your stay while getting pampered

FREE Arrival meal, the first day you arrive to Vibes Cove you’ll receive a complementary arrival meal by our personal chef on the property. Vibes Coves Villa is super Spacious and Private. Enjoy your vacation while getting pampered. This property comes with a personal chef, Butler, and Housekeeper. Enjoy V.I.P services your entire stay. Property staff stays in their helpers quarters ( not attached to your living area of the property ) only those listed on the Airbnb is allowed at the property

Superhost

An above-ground pool is surrounded by a wooden deck, featuring a ladder for easy access. The pool reflects the bright blue sky, with a vibrant view of the ocean and palm trees in the background, enhancing the outdoor space.

4.79 out of 5 average rating, 72 reviews

Oceanview Villa - Private Pool in Gated Community

Why Sweet Dreams Villa? 🌟 Enjoy a $100 USD Credit Toward Round-Trip Airport Transportation 🧼 NO cleaning fees 🌅 Stunning ocean views 🏊🏽‍♀️ Private pool 🧑🏾‍🍳 Optional chef—authentic Jamaican cuisine 🛏️ Sleeps 18 with ensuite bathrooms all rooms 🏡 Elegant, spacious villa with attentive onsite staff 🚐 Concierge services for transport, excursions, and grocery shopping 📍 Prime gated location—10 mins from airport, near beaches, nightlife & golf 🛜 Starlink WiFi & A/C

4.9 out of 5 average rating, 79 reviews

Villa in Reading

Luxury Montego Bay 3BR Villa | Ocean Views & Pool

Luxury Montego Bay 3BR Villa with Ocean Views Welcome to your private retreat at Paradise Bay. This luxury 3-bedroom villa in Montego Bay offers breathtaking ocean views with private plunge pool, and a beautifully designed space perfect for families or small groups seeking comfort, privacy, and Caribbean elegance. Our guest will enjoy the expansive views from this well appointed villa and the luxury amenities it has to offer. Just 15 minutes away from Donald Sangster's airport (MBJ).

The exterior of the villa is showcased in soft evening light, highlighting its modern architectural design. A winding driveway leads to the entrance, flanked by landscaped greenery and illuminated pathways. The surrounding lush foliage creates a serene ambiance.

4.94 out of 5 average rating, 65 reviews

Luxury Montego Bay Villa | Pool, Gym & Jacuzzi

Villa Jamaica is a five-bedroom paradise on a private, one-acre fruited estate in Montego Bay’s quiet Coral Gardens. This secluded retreat near Rose Hall blends modern luxury with a vibrant Caribbean soul. Relax in complete comfort or elevate your stay with our bespoke chargeable services; professional chef for local delicacies, a private mixologist for sunset cocktails, and dedicated maid and chauffeur services. Experience total tranquility in a lush, unforgettable island sanctuary.

A modern bathroom features elegant marble walls and flooring. A large vanity with dual sinks is complemented by a spacious mirror above. A glass shower enclosure is visible in the background, showcasing a clean and contemporary design.

5 out of 5 average rating, 16 reviews

Ras Villa JA

This is an upscale community that is located in Coral Garden, we’re just 12 minutes away from the airport. Please leave our villa in the same condition you received it in. 🥂When you book for 5 days or more, you will receive a welcome meal and free pick up from MBJ Airport. Free wifi Ac Hot water Extra wash cloth Pot, plate, cups,knife, forks and spoon (Washer and dryer is $15 per load Ride serving is available from the airport to our villa at a low cost of $10 per person.

The image shows a luxury villa surrounded by lush tropical greenery. A private pool is situated in the foreground, with vibrant plants lining the pathway. The villa's unique architecture is highlighted by a peaked roof and an open design, allowing for a seamless connection to the outdoors.

4.87 out of 5 average rating, 62 reviews

High View Villa Overlooking Montego Bay

This beautiful 6 bedroom, 4 bathroom luxury Villa is located in a lush hill country overlooking the Caribbean Sea. The 750 foot elevation and ocean breezes provide a cool atmosphere and a very romantic view. In fact, every room has a view at High View Villa. The Villa is surrounded by beautiful tropical flowers and exotic plants. You can help yourself to some of our oranges, mangos, bananas, limes, avocados or even Jamaican ackee and breadfruit, that grow in our gardens.

The outdoor area features a spacious pool surrounded by a patio, with comfortable seating arrangements nearby. The villa's elegant design is highlighted by arched windows and a two-story structure. Sunshades provide respite from the sun, while lush greenery frames the backdrop.

4.95 out of 5 average rating, 231 reviews

Villa Maria Montego Bay, Beach front with Pool

Villa Maria: A True Jamaican Experience (one of few Beach front villas in Mobay Fully A/C Chef service available airport pick-up from MBJ. available Property : We are located in a seaside fishing village. Even though not needed, we are monitored by security and outside video 24-hour OPTIONAL FEE The following fee is paid in addition to and after the reservation is paid for $180 / per day for pool heater. This is only if you want the pool heated.

The exterior of the villa is showcased, featuring a vibrant yellow facade with a tiled roof. A covered parking area is visible, along with a well-maintained pathway. Lush greenery is present alongside the entrance, creating a welcoming approach to the property.

4.97 out of 5 average rating, 117 reviews

Luxury Villa - King Bed /Pool/Near Airport & Beach

Everything Irie@ Les Chateaux Villa - Located within 10 minutes of the airport & beaches - Handicap Access/Backup Generator & Water Tank - Walking distance of Whitter's Village with a supermarket, shops & restaurants - 3 Full Bedrooms w/ en-suite bathrooms - Sleeps up to 8 (1 King, 2 Queens & Sofa bed) - Gated Community with Security - Nestled directly across from the pool & gym - Has Wi-fi internet & over 900 cable channels

Popular amenities for Montego Bay villa rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

The two-story villa showcases intricate architectural details, featuring multiple arched windows and a welcoming front entrance. Lush greenery surrounds the property, with neatly landscaped gardens and pathways leading to the entrance. A clear blue sky provides a bright backdrop.

Villa in Flamingo Beach Montego Bay

5 out of 5 average rating, 3 reviews

Sukasa Ville your home in paradise villa edition

An inviting house exterior is showcased, featuring a gated entrance leading to a spacious driveway. The warm color of the house contrasts with the blue water barrel and the white vehicle parked nearby. Lush greenery is present along the sides of the property.

Bev's Rosevilla 1

A private plunge pool with a quarter-circle design is showcased in the foreground, bordered by wooden decking. The pool overlooks a lush, green landscape that transitions into the deep blue ocean under a clear sky.

4.83 out of 5 average rating, 513 reviews

Hospitality Expert SF: Private Pool, Beach, Chef

The exterior of the property is showcased, featuring a white structure with a red roof. Lush green plants line the garden area, which is neatly trimmed. A decorative metal railing surrounds a covered porch, allowing clear views of the well-maintained landscape.

Jhadore Vista

Burlingame Villa

4.92 out of 5 average rating, 51 reviews

3Bdrm Villa in Montego Bay

A vibrant villa is surrounded by lush tropical landscaping, featuring a spacious pool with a uniquely shaped design. The two-story structure boasts a red-tiled roof and large windows, while inviting outdoor seating is arranged nearby, providing a relaxed area for guests to enjoy.

4.64 out of 5 average rating, 66 reviews

Hospitality Expert Stonehenge:5BR Villa/Chef/Beach

The spacious bedroom features a king-size bed adorned with colorful pillows and a soft blanket. A television is mounted on a white entertainment unit, complemented by a round accent window. Air conditioning is visible, contributing to a comfortable atmosphere.

4.33 out of 5 average rating, 39 reviews

Sweet paradise 1Br apt/ 20 min airport

Luxury villa rentals

An aerial view captures Skylark Villa nestled among lush greenery, showcasing a spacious pool surrounded by sun loungers. The charming structure, with a thatched roof, blends seamlessly into the tropical landscape under a bright blue sky dotted with clouds.

4.59 out of 5 average rating, 32 reviews

Skylark Villa, 4BR, Pool, Fully Staffed

Superhost

A modern living area features a comfortable sectional sofa adorned with decorative pillows. A glass coffee table sits atop a soft area rug. Bright windows allow ample natural light, while a sleek kitchen with bar seating is visible in the background.

Villa Panorama Balcony Ocean View Wi-fi & Netflix

The exterior of the two-story guest house features a bright white façade with multiple balconies and a distinctive red roof. A well-maintained garden surrounds the structure, and a swimming pool with a light blue edge is in the foreground, inviting relaxation.

Villa in Falmouth

7 bed/bath Home, close to MBJ and Ocean Access

4.86 out of 5 average rating, 7 reviews

A serene outdoor space is depicted, featuring a private pool surrounded by lush greenery and coastal views. The ocean's vibrant blue stretches into the horizon. A decorative arch and terracotta pots enhance the tropical ambiance, creating an inviting area for relaxation.

Villa in Hopewell

Sea Glass: The Seaside Sanctuary

A spacious patio area surrounds an oversized pool, bordered by elegant brick tiling. Several lounge chairs are positioned beside the pool, and nearby, distinct doorways with screens offer access to the rooms. The house features light-colored walls and multiple windows that allow natural light.

Villa in St. James Parish

Grant Estates of Ironshore 4br/ 4BA

4.62 out of 5 average rating, 50 reviews

Crystal Jamaica Villa Tours and airport transfer

A spacious living area is highlighted by high, vaulted ceilings and a combination of large windows and glass doors that provide a view of the Caribbean Sea. Two wooden sofas adorned with colorful cushions are arranged around a central coffee table, complemented by a natural fiber rug.

4.66 out of 5 average rating, 235 reviews

Hospitality Expert EDEN: View, Pool, Beach & Chef

A private swimming pool is framed by a spacious sunbathing area featuring multiple yellow lounge chairs. Lush tropical plants surround the area, providing a serene atmosphere. A shaded seating area under a white structure can also be seen in the background.

4.19 out of 5 average rating, 16 reviews

Luxury House for up to 8 Spring Farm Montego Bay

Villa rentals with a pool

A welcoming exterior view of the residence features a charming facade with a red tiled roof and light-colored walls. Lush tropical plants and flowering shrubs are arranged along the stone wall, enhancing the natural beauty of the entryway, which is bordered by decorative pots.

4.89 out of 5 average rating, 9 reviews

Jamaica at Sunrise 🇯🇲

A spacious living area features a high, vaulted ceiling with wooden beams and large windows allowing natural light. Comfortable seating is arranged around a central coffee table. Decorative pieces and a television unit enhance the balance of style and functionality.

East of Eden Villa in Ironshore

Villa in Bogue heights,Montego Bay

4.91 out of 5 average rating, 32 reviews

Hilltop singing birds villa

Three folding chairs, two red and one black, are positioned by the edge of a swimming pool. Lush palm trees and colorful landscaping are visible in the background, along with the villa’s tile-roofed exterior. A calm atmosphere is suggested by the tranquil water reflecting the surrounding scenery.

4.79 out of 5 average rating, 57 reviews

Meelie's paradise Villa

A modern kitchen features wooden cabinetry and a black countertop. Stainless steel appliances, including a gas stove and a vent hood, are visible. Light enters through the window, illuminating the spacious area. An adjacent door leads to another room.

Villa in Ironshore

Emily Heights Luxury Villa

A two-story townhouse is showcased with a tiled front porch area. The exterior features a terracotta roof, large windows, and a wooden door. A landscaped yard with flowering plants and trimmed hedges provides an inviting entrance, with a stone driveway accommodating parked vehicles.

4.48 out of 5 average rating, 65 reviews

Beautiful secured 2 bedroom villa in gated complex

A spacious living area features high, vaulted ceilings and large windows that allow natural light to fill the room. Comfortable seating options, including a sectional sofa and armchairs, are arranged around a round coffee table. Shelving units and a television are positioned along the walls.

East of Eden Villas

A private pool is framed by lounge chairs and a tall palm tree, overlooking a serene ocean view. The vibrant property features lush greenery and a second seating area in the distance, with clouds creating a soft contrast against the blue sky.