50 Best Vacation Rentals in Rose Hall - Holiday Lettings - Cabins

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65 Vacation rentals

(5) Excellent 

16

Vacation home in Rose Hall

Montego Bay / Rose Hall

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
Bright two bed room Villa located in Rose Hall Montego Bay. beach, bars, and restaurants, all within 10 minutes drive to the beach The Space Ocean view Condo' Great 2 bedroom Villa in Montego Bay, centrally located Rose Hall opposite the H …see more

from $65 / night

$516 - $787 / week

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from $65 / night

(4) Excellent 

12

Vacation villa with shared pool, golf nearby in Rose Hall

Montego Bay / Rose Hall

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
Surround yourself with timeless elegance. Mahogany House is surrounded by lush, green, tropical gardens and unbeatable breathtaking views. Features overly spacious bedrooms that open out to balcony, pool deck and living areas. Relax and soak up the sun by the pool with …see more

from $271 / night

$1897 / week

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Responds fast!
avg. 1 hour 26 minutes

from $271 / night

14

Vacation condo with shared pool, golf nearby in Rose Hall

Montego Bay / Rose Hall

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Marriott SeaCastles Penthouse is a modern luxury condo overlooking the ocean. The property is peaceful and perfect for a relaxing vacation away from all the hustle and bustle found on many tourist resorts in the area. Our guests have the option of enjoying quiet relax …see more

from $179 / night

$1190 / week

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from $179 / night

7

Vacation home in Rose Hall

Montego Bay / Rose Hall

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
This property is a two bedroom cozy house, home away from home that is tastefully decorated. It is situated in a scenic community of Rosehall, Montego Bay. This beautiful home has seaview scenery, and is just 20 minutes from the airport. This house is a open plan wit …see more

from $71 / night

$497 / week

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Responds fast!
avg. 42 minutes

from $71 / night

(2) Excellent 

18

Vacation home in Rose Hall

Montego Bay / Rose Hall

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
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 m …see more

from $103 / night

$721 / week

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from $103 / night

25

Vacation villa in Rose Hall

Montego Bay / Rose Hall

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Private garden
Discover this light-filled haven of tranquility, nestled in the hills above Half Moon Bay - while easily accessible to bustling Montego Bay, Jamaica. 7,700 square feet on just over 2 landscaped acres in a gated community. Fully staffed by chef, butler, housekeeper, la …see more

from $1700 / night

$11900 - $14200 / week

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from $1700 / night

(2) Excellent 

23

Vacation villa in Rose Hall

Montego Bay / Rose Hall

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child friendly
You’ll see at once how Greatview got its name. An easy 10-minute drive from Montego Bay’s international airport, you'll find this oasis of beautiful gardens with spectacular ocean and mountain views. Both secluded and handy to golf, sailing, beach, horseback riding and …see more

from $2086 / night

$14601 - $16900 / week

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from $2086 / night

22

Vacation villa in Rose Hall

Montego Bay / Rose Hall

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
The guiding hand of Greatview’s creator and the commitment of its staff are evident in the upscale décor and careful attention to detail. Each of the 5 large bed-and-bath combination suites in the main house has its signature motif and character. Living areas have been …see more

from $3572 / night

$25000 - $30000 / week

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from $3572 / night

(3) Very Good 

Certificate of Excellence

45

Rose Hall Vacation home rental

Montego Bay / Rose Hall

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Going to Jamaica looking for a home away from home accommodation this 2 bed self contained is the prefect property it let you unwind. Located in Rose Hall Montego Bay opposite the Hilton Hotel. Restaurants, beaches all 10 minutes drive to the beach. Sangster Airport is …see more

Certificate of Excellence

from $78 / night

$478 / week

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Responds fast!
avg. 2 hours 34 minutes

from $78 / night

(1) Excellent 

28

Vacation home with shared pool, golf nearby in Rose Hall

Montego Bay / Rose Hall

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 4 mi
  • Swimming pool
  • Child friendly
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 f …see more

from $150 / night

$1260 - $1820 / week

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Responds fast!
avg. 12 minutes

from $150 / night

(2) Excellent 

17

Rose Hall ski home to rent.

Montego Bay / Rose Hall

2 10 1 night min

  • 2 bedrooms
  • Sleeps 10
  • 1 night min
  • Nearest beach 12 mi
  • Ski
  • Child friendly
SHORT TERM RENTAL NEAR  ROSE HALL (SPOT VALLEY), MONTEGO BAY JAMAICA2 single BR/1 BATH/Comfortable Living room and an exciting porch.Plan a Jamaican holiday outside of the confines of the resort. Go native. A beautifully furnished and air conditioned, 2 bedroom,2 bathro …see more

from $75 / night

$490 - $1610 / week

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Responds fast!
avg. 1 hour 5 minutes

from $75 / night

36

Vacation villa in Rose Hall

Montego Bay / Rose Hall

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Ask about pets
Almost like an illusion perched on the side of a mountain is Greatview, a magnificent villa in the Montego Bay area of Jamaica. The cliffhanging swimming pools at differing levels make a splendid sight from across the valley. The guiding hand of Greatview’s creator and …see more

from $2085 / night

$14595 / week

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Responds fast!
avg. 2 minutes

from $2085 / night

11

Vacation villa in Rose Hall

Montego Bay / Rose Hall

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
Boasting a panoramic 180 degree view of the Caribbean Sea, Jawara (meaning Peace and Love in Swahili, captures the essence of our villa. Jawara sits on the hillside of Coral Gardens, above the Holiday Inn and a mere 10 minutes from the Montego Bay "Hip Strip." Each of …see more

from $155 / night

$1085 - $1225 / week

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from $155 / night

44

Rose Hall Vacation home rental

Montego Bay / Rose Hall

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
One of the most glamorous villas in Jamaica!! On site gym,  Butler service, A perfect wedding venue! Resort Membership to Half Moon Resort for all guests staying at Endless Summer Villa. This full membership offers the following to our guests. Use of Sunrise Beach, Hibi …see more

from $1215 / night

$8500 - $23401 / week

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from $1215 / night

(34) Excellent 

85

Villa rental in Rose Hall with swimming pool, golf nearby

Montego Bay / Rose Hall

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
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 discovere …see more

from $1050 / night

$7350 - $14500 / week

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from $1050 / night

(1) Very Good 

12

Vacation apartment with golf nearby in Rose Hall

Montego Bay / Rose Hall

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Car not necessary
A nice one bed room apartment in Rose hall with great sea views beautiful view, nestled in the lush hills of Rose Hall, Jamaica. A perfect getaway for family and friends looking for fun, rest and relaxation. Guests will have the opportunity to interact with locals to …see more

from $68 / night

$400 / week

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Responds fast!
avg. 2 hours 47 minutes

from $68 / night

(1) Excellent 

19

Rose Hall Vacation home rental

Montego Bay / Rose Hall

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
For the tennis enthusiast! 7 bedroom villa , fully staffed, private swimming pool and only 10 minutes from the airport. The comfortable Ladywood House has a total of 7 bedrooms. Two bedrooms with king size bed, two bedrooms with queen beds that share a bathroom The spac …see more

from $1050 / night

$7350 - $11500 / week

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from $1050 / night

39

Home accommodation in Rose Hall with shared pool

Montego Bay / Rose Hall

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Spectacular 7 bedroom villa with 5 star Half Moon beach resort membership, Jacuzzi on pool deck, fabulous views! BRAND NEW RENOVATIONS!!! - Come and view all our top quality finishes in the bedrooms and our new bathrooms and kitchen! Half Moon Resort membership for all …see more

from $1640 / night

$11480 - $25410 / week

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from $1640 / night

7

Vacation private room in Rose Hall

Montego Bay / Rose Hall

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden
The house can look scary from outside as it is under construction but inside there is everything what you need: spacious and clean room with comfortable bed, clean bathroom, small brand-new fridge, wi-fi. If needed, the owner - Rasta will serve you Jamaican breakfast or …see more

from $32 / night

$230 / week

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from $32 / night

36

Vacation villa in Rose Hall

Montego Bay / Rose Hall

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Ask about children
  • Ask about pets
Almost like an illusion perched on the side of a mountain is Greatview, a magnificent villa in the Montego Bay area of Jamaica. The cliffhanging swimming pools at differing levels make a splendid sight from across the valley. The guiding hand of Greatview’s creator and …see more

from $2371 / night

$16597 / week

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Responds fast!
avg. 2 minutes

from $2371 / night

10

Private room rental in Rose Hall

Montego Bay / Rose Hall

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 9 mi
  • Child friendly
  • Private garden
Serene Room 2 is a very private room on the 2nd floor at the front of the house. Guests has the luxury of being in their own space. For the guest's convenience, the room is furnished with a mini fridge and microwave. Serene Rooms are located in a safe neighbourhood wi …see more

from $55 / night

$345 / week

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from $55 / night

49

Vacation home with shared pool in Rose Hall

Montego Bay / Rose Hall

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
The exquisite Kenyan Sunset Villa is one of the newest additions to Rose Hall, a residential complex comprising several fine luxury villas Jamaica. Designed for golf enthusiasts, the 5-bedroom villa is perfect for families. Lavishly spread across two acres of exquisitel …see more

from $1010 / night

$7100 - $17500 / week

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from $1010 / night

(1) Excellent 

40

Vacation home in Rose Hall

Montego Bay / Rose Hall

12 24 Min stay varies

  • 12 bedrooms
  • Sleeps 24
  • Min stay varies
  • Child friendly
12 bedroom, 12 bathroom luxury mansion in Montego Bay. Located in one of the most prestigious neighbours in Montego Bay, Jamaica lies your fantasy escape. The Golden Castle Golf & Spa will host you with consummate elegance in our lush, tropical and exquisite ambiance. N …see more

from $4488 / night

$31420 - $41820 / week

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from $4488 / night

11

Vacation apartment in Rose Hall

Montego Bay / Rose Hall

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Air conditioning
Rose Hall DeLuxe situated on the beautiful Rosehall corridor, newly constructed 8 bedroom, 8 bathroom and is fully equipped with the necessary amenities. There is a full operating restaurant and bar on the complex as well as a large disco room. The beach is just a walk …see more

from $80 / night

$595 / week

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Responds fast!
avg. 3 hours 46 minutes

from $80 / night

(18) Very Good 

6

Vacation apartment with shared pool in Rose Hall

Montego Bay / Rose Hall

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning
Your island home in the sun awaits you. Looking to rent an apartment in Jamaica? Enjoy a quiet, peaceful retreat when you rent a studio, 1-, 2-, or 3-bedroom condo at Sea Castles in Montego Bay, Jamaica. Located on Jamaica’s Gold Coast, this hidden treasure is located …see more

from $84 / night

$588 / week

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Responds fast!
avg. 3 hours 50 minutes

from $84 / night

(6) Excellent 

21

Rose Hall Vacation home rental

Montego Bay / Rose Hall

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Air conditioning
The Hills at Rose Hall is affiliated with Rent-A-House. The House is a fully furnished two bedrooms, a full bath and open space living, dining and kitchen. The house is located in the rustic hills of Rose Hall with an oceanic view. It is equipped with an air conditioni …see more

from $95 / night

$640 / week

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Responds fast!
avg. 1 hour 39 minutes

from $95 / night

(2) Excellent 

14

Villa rental in Rose Hall with swimming pool

Montego Bay / Rose Hall

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
Caribbean Jewel Villa is located within the exclusive gated Spring Farm Estates community and offers secure and luxurious accommodations with spectacular sea views. Caribbean Jewel represents the perfect blend of modern Caribbean elegance with a staff committed to the …see more

from $900 / night

$6300 - $13001 / week

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from $900 / night

40

Vacation home in Rose Hall

Montego Bay / Rose Hall

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
12 bedroom, 12 bathroom luxury mansion in Montego Bay. Located in one of the most prestigious neighbours in Montego Bay, Jamaica lies your fantasy escape. The Golden Castle Golf & Spa will host you with consummate elegance in our lush, tropical and exquisite ambiance. N …see more

from $2248 / night

$15740 - $21300 / week

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from $2248 / night

39

Home rental in Rose Hall with shared pool

Montego Bay / Rose Hall

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Spectacular 7 bedroom villa with 5 star Half Moon beach resort membership, Jacuzzi on pool deck, fabulous views! BRAND NEW RENOVATIONS!!! - Come and view all our top quality finishes in the bedrooms and our new bathrooms and kitchen! Half Moon Resort membership for all …see more

from $1520 / night

$10640 - $25410 / week

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from $1520 / night

17

Home rental in Rose Hall with shared pool

Montego Bay / Rose Hall

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
Jamaica Dream Villa is a charming 2 bedroom villa that is located in the gated community of Rose Hall, Montego Bay - about 14 minutes from the Montego Bay airport.  This Jamaican villa sits between two renowned golf courses: the challenging White Witch and championship …see more

from $528 / night

$3700 - $9300 / week

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from $528 / night

(2) Excellent 

16

Vacation home in Rose Hall

Montego Bay / Rose Hall

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
Plan a vacation holiday outside of the confinement if the resort. Go native!. Offer two, 2 bedroom 2 bathroom self contained suites from $75 - $100 per night. The building and the furniture are brand new and waiting for you. Open for short or long-term rentals for tho …see more

from $75 / night

$525 - $945 / week

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Responds fast!
avg. 1 hour 5 minutes

from $75 / night

47

Vacation villa in Rose Hall

Montego Bay / Rose Hall

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Air conditioning
In the newest Rose Hall residential expanse of fine homes, Kenyan Sunset Golf Villa is designed for families and golfers. It sits on two acres bordering the famous White Witch golf course and has direct walk-on access to the 4th tee, virtually in your own backyard. …see more

from $1543 / night

$10795 - $17500 / week

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Responds fast!
avg. 2 hours 8 minutes

from $1543 / night

(1) Excellent 

28

Vacation home with shared pool in Rose Hall

Montego Bay / Rose Hall

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Discover the elegance of the Caribbean…….combined with magnificent views of the sea. Wait!  Why you should book this villa?     You have found a villa that has a beach membership to: ** Beach membership at the Rose Hall Beach Club - only 2 minutes drive away or less!! W …see more

from $858 / night

$6000 - $13001 / week

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from $858 / night

11

Vacation home in Rose Hall

Montego Bay / Rose Hall

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
My place is close to great views. You’ll love my place because of the comfy bed, the coziness, the kitchen, the high ceilings, and the views. My place is good for couples, solo adventurers, business travelers, families (with kids), and big groups. Located in Rose Hall, …see more

from $120 / night

$800 - $1640 / week

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from $120 / night

25

Vacation villa with swimming pool, golf nearby in Rose Hall

Montego Bay / Rose Hall

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Casa Bella is a stunning Mediterranean-styled villa overlooking the Caribbean Sea and is only15 mins. from the Montego Bay airport. The villa has 4 air-conditioned bedroom en-suites with king-sized beds. The contemporary styled furnishings throughout the villa were cho …see more

from $700 / night

$4900 / week

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from $700 / night

36

Vacation villa in Rose Hall

Montego Bay / Rose Hall

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Ask about pets
Almost like an illusion perched on the side of a mountain is Greatview, a magnificent villa in the Montego Bay area of Jamaica. The cliffhanging swimming pools at differing levels make a splendid sight from across the valley. The guiding hand of Greatview’s creator and …see more

from $1557 / night

$10899 / week

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Responds fast!
avg. 2 minutes

from $1557 / night

(1) Excellent 

22

Vacation home in Rose Hall

Montego Bay / Rose Hall

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 11 mi
  • Child friendly
  • Air conditioning
Nestled in the hills of Rose Hall Montego Bay the property is in a relatively new quiet suburban community of Rhyne Park. It is positioned strategically allowing peaceful airy living whilst maintaining easy access to city amenities. The property is a 14 minute drive to …see more

from $90 / night

$570 / week

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from $90 / night

41

Vacation villa in Rose Hall

Montego Bay / Rose Hall

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Child friendly
  • Air conditioning
Stunning for its massive renovation and outstanding new features. Today’s Fairway Manor is a stylish multi-faceted 10,000-square-foot private home. Its rooms feature cool marble floors and overlook the famous Half Moon 18-hole Robert Trent Jones golf course and a dramat …see more

from $1760 / night

$12320 - $25410 / week

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Responds fast!
avg. 2 hours 8 minutes

from $1760 / night

12

Rose Hall Vacation apartment rental

Montego Bay / Rose Hall

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Air conditioning
Rose Hall DeLuxe situated on the beautiful Rosehall corridor, newly constructed 8 bedroom, 8 bathroom and is fully equipped with the necessary amenities. There is a full operating restaurant and bar on the complex as well as a large disco room. The beach is just a walk …see more

from $80 / night

$616 / week

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Responds fast!
avg. 3 hours 46 minutes

from $80 / night

49

Vacation home with shared pool in Rose Hall

Montego Bay / Rose Hall

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
The exquisite Kenyan Sunset Villa is one of the newest additions to Rose Hall, a residential complex comprising several fine luxury villas Jamaica. Designed for golf enthusiasts, the 5-bedroom villa is perfect for families. Lavishly spread across two acres of exquisitel …see more

from $1540 / night

$10795 - $17500 / week

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from $1540 / night