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

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821 Vacation rentals

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 $149 / night

$1,190 / week

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avg. 13 minutes

from $149 / 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

(5) Excellent 

12

Vacation villa with shared pool, golf nearby in Rose Hall

Montego Bay / Rose Hall

3 9 3 nights min

  • 3 bedrooms
  • Sleeps 9
  • 3 nights min
  • 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 $490 / night

$3,430 / week

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avg. 1 hour 2 minutes

from $490 / 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 $79 / night

$547 / week

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avg. 42 minutes

from $79 / 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
  • Car not necessary
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 $3,000 / night

$21,000 - $35,000 / week

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from $3,000 / 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
  • Car not necessary
  • 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 $1,700 / night

$11,900 - $20,000 / week

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from $1,700 / 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 $2,086 / night

$14,600 - $27,000 / week

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from $2,086 / night

(1) Excellent 

22

Vacation home in Rose Hall

Montego Bay / Rose Hall

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • 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

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

$1,085 - $1,225 / week

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from $155 / night

(2) Excellent 

77

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

$1,050 / week

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avg. 19 minutes

from $150 / 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 $71 / night

$448 - $469 / week

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avg. 51 minutes

from $71 / night

(2) Excellent 

17

Rose Hall ski home to rent.

Montego Bay / Rose Hall

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • 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

$525 - $700 / week

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avg. 49 minutes

from $75 / night

(1) Excellent 

51

Rose Hall Vacation townhouse rental

Montego Bay / Rose Hall

2 6 1 night min

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

from $120 / night

$840 / week

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avg. 19 minutes

from $120 / night

24

Rose Hall Vacation villa rental

Montego Bay / Rose Hall

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
Skylark Villa is a fabulous luxury villa, located on two acres of beautiful tropical gardens with flowers, fruit and palm trees, plants and lush grassy lawns. The villa offers picturesque views of the sparkling Caribbean Sea directly overlooking Half Moon Bay. Neighbori …see more

from $600 / night

$4,000 - $8,500 / week

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from $600 / night

(2) Excellent 

54

Vacation townhouse with shared pool in Rose Hall

Montego Bay / Rose Hall

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly
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 …see more

from $120 / night

$840 / week

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avg. 19 minutes

from $120 / 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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from $84 / 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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avg. 3 hours 56 minutes

from $80 / 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
  • Air conditioning
Serene Room 3 is a very private room on the 2nd floor at the front of the house, guests have complete privacy. For the guest's convenience, the room is furnished with a mini fridge and microwave. Serene Rooms are located in a safe neighbourhood within the hotel distric …see more

from $65 / night

$405 / week

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from $65 / night

(4) Very Good 

16

Vacation home with swimming pool in Rose Hall

Montego Bay / Rose Hall

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
PARADISE PLUM VILLA Located in an exclusive Rose Hall Great House and Golf Club Gated community, offering 4 spacious air-conditioned bedrooms with 4 bathrooms en suite, all with king-size four poster mahogany beds with all bedrooms facing north to the Caribbean sea. Pa …see more

from $750 / night

$5,250 - $9,950 / week

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avg. 2 hours 46 minutes

from $750 / night

22

Rose Hall Vacation apartment rental

Montego Bay / Rose Hall

8 16 1 night min

  • 8 bedrooms
  • Sleeps 16
  • 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 wal …see more

from $680 / night

$4,760 / week

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avg. 3 hours 56 minutes

from $680 / night

29

Vacation villa with shared pool in Rose Hall

Montego Bay / Rose Hall

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • 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 $1,760 / night

$12,320 - $25,410 / week

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from $1,760 / 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 $1,557 / night

$10,899 / week

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avg. 2 minutes

from $1,557 / 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 $2,371 / night

$16,597 / week

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avg. 2 minutes

from $2,371 / 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 $857 / night

$7,500 - $14,000 / week

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from $857 / night

(38) 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 $720 / night

$5,000 - $14,500 / week

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from $720 / night

(3) Excellent 

26

Vacation home with golf nearby in Rose Hall

Montego Bay / Rose Hall

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Two bedroom property located in Rhyne park Rose Hall Montego Bay saint James Jamaica near Rose Hall Greathouse 10 mins away from Holiday Inn Shopping center also a few chains from the Whirher village, 15 mins away from the Beach 12 mins away from the from the Airport. …see more

from $100 / night

$665 / week

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from $100 / night

36

Vacation villa in Rose Hall

Montego Bay / Rose Hall

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • 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 $1,700 / night

$11,900 / week

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avg. 2 minutes

from $1,700 / 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 $2,086 / night

$14,602 / week

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Responds fast!
avg. 2 minutes

from $2,086 / night

23

Vacation apartment with shared pool in Rose Hall

Montego Bay / Rose Hall

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
The Palmyra is a luxury and unique vacation opportunity in a quiet and relaxed setting featuring a private white sand beach, an infinity edge pool, lounge chairs, private parking, exercising amenities, 24 hour security and concierge services. A luxury destination, 10 mi …see more

from $195 / night

$1,100 / week

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from $195 / 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 - $1,640 / week

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from $120 / 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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avg. 49 minutes

from $75 / night

13

Apartment rental in Rose Hall

Montego Bay / Rose Hall

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • 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 $75 / night

$595 / week

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Responds fast!
avg. 3 hours 56 minutes

from $75 / night

44

Vacation villa with shared pool in Rose Hall

Montego Bay / Rose Hall

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • 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 $1,542 / night

$10,794 - $17,500 / week

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from $1,542 / night

20

Vacation villa with shared pool in Rose Hall

Montego Bay / Rose Hall

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Renting 2 bedrooms of this 4 bedroom villa -Bienvenue villa in Jamaica is a 4 bedroom villa, fully staffed. Located in the prestigious Spring Farm neighbourhood. 2 minutes to golf courses! The elegant Bienvenue Villa, set on a beautiful hillside offers a panoramic view …see more

from $543 / night

$3,800 - $9,000 / week

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from $543 / night

(3) Excellent 

13

Rose Hall Vacation home rental

Montego Bay / Rose Hall

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
We offer an authentic Jamaican experience filled with neighboring smiling faces, local cuisine &warm Caribbean nights, all with comforts you come to expect aboard. he Space The ocean breezes intoxicate & captivate you, keeping you in a calm ready to regenerate your sp …see more

from $65 / night

$455 / week

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Responds fast!
avg. 2 hours 10 minutes

from $65 / night

19

Rose Hall Vacation apartment rental

Montego Bay / Rose Hall

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
Nicely furnished 2 bedroom Apartment located in Rhyne Park , 15 minutes from the Airport and 5 Minutes from the nearest beach. The house is perched on top of a hill overlooking the Caribbean Sea. This House is Fully equipped with the necessary amenities. …see more

from $156 / night

$1,092 / week

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Responds fast!
avg. 3 hours 56 minutes

from $156 / night

47

Rose Hall Vacation villa rental

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!! …see more

from $857 / night

$6,000 - $14,000 / week

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from $857 / 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 $34 / night

$230 / week

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from $34 / night

20

Vacation villa 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
  • Air conditioning
Bienvenue villa in Jamaica is a 4 bedroom villa, fully staffed. Located in the prestigious Spring Farm neighbourhood. 2 minutes to golf courses! The elegant Bienvenue Villa, set on a beautiful hillside offers a panoramic view of the sparkling Caribbean Sea and is one o …see more

from $643 / night

$4,500 - $9,000 / week

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from $643 / night

72

Vacation villa with shared pool in Rose Hall

Montego Bay / Rose Hall

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Renting 2 bedrooms at a lower rate of this luxury 6 bedroom villa located in the prestigious area of Springfarm, only 10 minutes from the airport Serendipity Villa is a magnificent Jamaica villa, located in the fashionable gated community of pristine Spring Farm in Mon …see more

from $500 / night

$3,500 - $14,500 / week

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from $500 / night