This 1450 sqr feet spacious, fully furnished 2 bedroom/2 washroom apt has a superb location. It is in the first block, closest to the sea which provides unobstructed view and complete privacy. It is located in a gated complex with 24 hour security in the prime, safest, Montego bay Freeport...

2 bedroom 2 bath Luxury and Spacious just fully renewed Condo Apartment with fantastic ocean view on the Hip Strip, Montego Bay, Jamaica. Gated community, doorman, 24/7 supermarket in the building, pool, parking, garden. This is truly the most amazing location!! Just across the road from Doctors...

PROMOTION! COMPLIMENTARY VAN/DRIVER FOR 7-DAY BOOKING GOOD FROM 3/1 TO 9/30 Sea Island is a fully-staffed luxury villa situated in Jamaica's beautiful Montego Bay. With over seven private acres and sweeping views of the Carribean Sea, this 6,000 square-foot, 6-bedroom (each with en-suite bathrooms)...

Affordable, Luxury and Spacious Ocean front Condo with balcony overlooking Caribbean Sea King-size bed with orthopedic mattress + sofa bed 2 Full size beds Two 50 inch LED Smart TV Wifi Internet and Cable TV Washer in the condo Fully equipped kitchen, breakfast place, Microwave and Fridge...

Just fully renewed Affordable, Luxury and Spacious Ocean front Condo with balcony overlooking Caribbean Sea King-size bed with orthopedic mattress 50 inch LED Smart TV Wifi Internet and Cable TV Solid bamboo flooring Washer in the condo Fully equipped kitchen with granite counter tops,...

Open, light filled studio with large balcony, overlooking the ocean, in a safe and secure building. Centrally located on Hip Strip, across a road from world famous Doctors Cave Beach, nightclubs, casino, shopping, restaurants. Gated community, 24/7 security, pool, parking, tropical garden,...

This beautiful 2 bedroom cottage sits inside the greater Nianna Estate. With it's own privacy and access the Estate's infinity edge pool and luscious fruit-bearing gardens this is a great getaway for a family or group of 6. The cottage itself is uniquely designed from furniture sourced globally and...

Come to Celebrity Villa Jamaica where the luxurious accommodations and impeccable service are fit for a STAR celebrity! The beautiful mansion is a NEW CONSTRUCTION 6,000 sq ft 7 BR/ 7 BA plush estate home nestled on an ocean view mountain in the prestigious Iron Shore resort community in Montego...

Luxury and Spacious Condo Apartment available for vacation rental on the Hip Strip, Montego Bay, Jamaica Fully Rehabbed Condo in landmark building set in the side of a cliff with entry from the top and bottom of the building. King-size bed with orthopedic mattress Sofa or additional full size...

Village Maria Montego Bay, Jamaica: Housekeeper. Free Chef with stay of 5 night or more for breakfast and dinner (you buy groceries) or $60 per person per day all inclusive, breakfast and dinner (no need to buy grocery) Free airport pick-up and drop-off. The community: Nestled in this small...

Relax in beautiful Rose Hall away from the hustle and bustle of the city. Just a few minutes drive and you are at the beach where you can spend all day swimming, tanning, eating and just relaxing every day. There are lively spots along the coastline where you can enjoy cold beers, cocktails and...

Nianna Coral Bay is a fabulous vacation community featuring five 2-bedroom 2-storey townhouses with views of the Caribbean Sea. The beach is a 45 second walk away. The community has an infinity edge swimming pool, is enclosed by a remote controlled gate and secured with a guardhouse. Each townhouse...

Quiet studio apartment with own patio on Hip Strip, in a middle of everything in Montego Bay. Nightclubs, beaches, restaurants, shopping, deep sea fishing, catamaran cruses, snorkeling, diving The studio has a fully equipped kitchen, AC and ceiling fan, cable TV, Wi-Fi, towels, linen, a swimming...

S E R E N D I P I T Y: The faculty or phenomenon of finding delightful, pleasant or valuable things not sought for, while having the wisdom to discern it. This is how we, while aimlessly exploring the island of Jamaica on an anniversary retreat, unexpectedly discovered the spectacular view at...

Karma Bay sits on the Tryall plains, along Country Club Drive. The villa is a brief stroll to the Club’s private white sand beach and the legendary Tryall Golf Course. A short golf cart ride will take you up to the Great House, tennis courts, shops, Kid’s Club and gym. Karma Bay’s six bedrooms are...

Located seven miles West of Montego Bay, Jamaica, this 5 acre, 6,000 square foot vacation estate looks across the blue Caribbean Sea to the vibrant city of Montego Bay. The Jamaican setting is truly breathtaking: five acres of lushly landscaped grounds adorned by an abundance of palm trees,...

COZY COVE is an exquisite, brand new, waterfront hideaway located in Montego Bay's most coveted new address: 22 Freeport. This impeccable house benefits from a powdery white sand beach mere steps in front of the breezy, spacious patio, and an infinity-edge swimming pool. The infinity pool is...

Linger Longer is located directly overlooking the 13th hole of the Tryall Resort's golf course and the ocean beyond. The villa is distinguished by a unique entrance featuring an enclosed courtyard with the private swimming pool. The interiors feature tasteful furnishings and a spacious living room...

Welcome to Chateau Gloria Luxury Villa, your home away from home. Looking for place to relax? To enjoy the Jamaican spirit? Then this villa is perfect for you. The property offers its guests a private outdoor pool with bar, ocean view and is surrounded by a tropical garden. The villa has an...

Reveille By The Sea sits on the edge of the Caribbean Sea with beautiful views of Montego Bay, Round Hill and Tryall’s beach. It is a lovely three bedroom Villa perfect for the romantic get away or for a family with its own pool on the water’s edge. You can walk to the beach, Tryall’s famous golf...

One of the finest villas at Tryall Club, Anticipation has all the inviting atmosphere of an elegant private island home and all the amenities necessary to ensure a successful Caribbean vacation. There are three bedrooms in the main villa and one in a separate cottage a breath away from the pool....

Beautiful (3) three bedrooms, (3.5) bathrooms Apartment with beautiful mountain views, just minutes from downtown Montego Bay. The home is beautifully decorated, with all the amenities you need for your comfort, air condition, laundry, pool, kitchen, living room, Wifi, dining room, utensils,...

A row of tall coconut palms leads up to Vista Del Mar at the top of the Tryall Resort. Aptly names, this magnificent villa commands a breathtaking view over the rolling greens of the property's famous golf course and glittering Caribbean Sea. The entrance hall opens on to a 40' x 40' living room...

2 Bedroom Apartment, 6 minutes drive from the airport. Everything available for your comfort and relaxation. Use your voice to turn lights on and off, control the door, the television, ceiling fan, Air conditioner, check the status of the door, check on the weather at home, and lots more. This...

Great Value , Family Friendly Air-conditioned split level Two Bedroom Townhouse in gated community with 24 hour security, five minutes from airport, city centre , Doctors Cave Beach and Hip Strip .Perfect Home away from Home in relaxed quiet area .Comfortably furnished living and dining area ,...

OCEAN VIEW: Great for GOLFERS, YOGA & WEDDINGS: A 6 bedroom elegant villa with magnificent views of the ocean from each room. The entrance has wide airy views of the swimming pool. Our full staff at Nutmeg will be there at your beck and call. You will be pampered by the butler, the cook, the...

This is a four bedroom villa all bedrooms has a private bathroom, however this unit is rented as a whole , plus a one time cleaning fee. This property has a, pool, kitchen, living and dining rooms, wash room and yard private parking electric gate with remote. Also this property is right around the...

Villa Karma Bay at the Tryall Club on Jamaica is set right at the edge of the Caribbean Sea, arguably the best location on the entire island. This stunning Montego Bay estate offers six bedrooms and inviting outdoor seating areas with panoramic sunrise and sunset water views. Guests enjoy a...

This detached property is located in the upmarket and picturesque ‘Rose Hall’, just 20 minutes drive outside of Montego Bay. Situated in a large and safe housing scheme, it is quiet and secluded and gives you a home away from home feel. The house boasts sea views and modern, comfortable furniture...

Villa Mahogany Hill at the Tryall Club on Jamaica is a spectacular seven-acre estate overlooking the Tryall golf course and the blue waters of the Caribbean Sea. This stunning five-bedroom villa is a medley of distinctive architectural detailing and outstanding amenities surrounded by lush...

Beautiful (2) two bedrooms, (2) two bathrooms villa with beautiful mountain views, just minutes from downtown Montego Bay. The home is beautifully decorated, with all the amenities you need for your comfort, air condition, laundry, pool, kitchen, living room, dining room, utensils, balconies,...

The ideal honeymoon hideaway! This spacious villa is built around the swimming pool with vine covered verandah. The spacious master bedroom with its king bed with separate dressing room and the guest bedroom are both air conditioned and open onto both the pool deck and an arched, covered patio....

One of just a handful of Tryall villas which has its own private beach (depending upon the tide), Tradewinds On The Sea has the most spectacular sea views. With its charming detached bedroom cottage, great gathering spaces such as the ocean side pool deck and quarter acre lawn, Tradewinds is a...

The large, sunny condo is located on the 12th floor of an elevator building on the'Hip Strip'within walking distance to all major attractions and restaurants. The large balcony overlooks Doctors Cave Beach. There is a full kitchen,fully equipped with all necessary utensils . A full bath, also...

Reef House comprises a one story, mid-century Jamaican beach house and guest cottage. The design highlights the natural beauty of the setting and embodies the concept of “outdoor living.” The house has been updated to accommodate modern day necessities while keeping its original character. The main...

Brand new fully furnished 2 bedroom townhouse available in gated communty with 24 hour security for weekly monthly rental. Central air, hot water, internet/cable and washing machine with pool on site. 5 minutes from Sangsters airport, entertainment, shopping area and beach. Additional cost...

Villa Windward at Tryall on Jamaica features a stylish six-bedroom layout that is ideal for families. Located in desirable Montego Bay, the villa provides three en-suite master bedrooms, each with an adjacent bedroom suitable for children. Arrive in style at the onsite heliport and discover every...

Lazy Laguna is a waterfront home, in a gated and child-friendly community located in Montego Bay, Jamaica. The community offers tennis courts and pools. Lazy Laguna has 4 bedrooms and 4 bathrooms and will sleep 8 comfortably. It has just been newly renovated with brand new limestone tile floors...

The Round House is a superior villa located on Copperwood Ridge. Nestled in a tropical paradise, the home offers views of the lush Jamaican mountains and Caribbean Sea beyond. The home is built on two levels and offers traditionally styled interiors with some local artwork. The home boasts seven...

Hello I'm Mel, Thank you for looking at Windfall Villas, I'm sure you will enjoy your stay with us. While deciding on a place to stay, your comfort and safety is first, It also has to be cost friendly….within your budget. With that in mind lets talk about what you get. Free transportation to A...

Located along Montego Bay in Jamaica and part of the famous Half Moon Resorts property, the Villa Half Moon - Garden View is a fantastic find. Ideal for a group of discerning world travelers, a large family gathering or a discreet and private destination event, the seven-bedroom gem offers a wealth...

Villa Harmony Hill at the Tryall Club on Jamaica is an elegant seven-bedroom estate with the ambiance of an intimate boutique hotel. This very private Montego Bay property blends classic Jamaican styling with all the amenities you desire for a carefree getaway. Enjoy the services of a full staff to...

A sprawling double lot directly on the Caribbean Sea is among the most stunning waterfront locations in all Jamaica. This is the rarefied site of the private villa named Karma Bay. Additional amenities include: private chef, poolside shower, snorkel gear, golf available, beach club, bathrobes,...

Twin Palms is perhaps the most amazing feat of architecture and design achieved in the Caribbean in decades. Fit for a king and remarkable for entertaining, the villa is designed to accommodate families and friends in extraordinary comfort and exquisite style. Unparalleled architecture and design...

Knockando is the former home of the visionary John Pringle who dreamed over fifty years ago of turning it in a spectacular property into a luxurious retreat he later named Round Hill. The origin of the name 'Knockando' is a Gaelic term which refers to the distillery in Scotland which is renowned as...

Located just 15 minutes from the airport, this beautiful 2 bedroom- 2 bathroom ground floor townhome in the prestigious Bay Pointe complex has it all. Garden view provides walk out access to manicured lawns and 2 swimming pools. 24 hour security is provided in this gated community. Waterfront...