50 Best Vacation Rentals in Trelawny Parish - Holiday Lettings - Cabins

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Trelawny Parish

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351 Vacation rentals

(2) Excellent 

27

Trelawny Parish Vacation villa rental

Trelawny Parish / Duncans

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Location: Things have changed at Yellow Canary Villa, the villa has just had a facelift with a cheerful entrance to the property. A double bedroom has been renovated and added, with a modern fresh decor. All bedrooms have been redecorated adding charm and colour to t …see more

from $150 / night

$1,050 - $1,120 / week

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avg. 3 hours 23 minutes

from $150 / night

(4) Excellent 

26

Vacation guest house in Falmouth

Trelawny Parish / Falmouth

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
This is Charmaine's 2 Bedroom guest house. It is a spacious and beautiful private destination that is situated in the middle of Montego Bay and Ocho Rios. The house is newly built in 2015 and is a gated community. The guest house is close to all tourist attractions, ac …see more

from $70 / night

$490 / week

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from $70 / night

10

Vacation home in Trelawny Parish

Trelawny Parish / Falmouth

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden
We have a stunning 2 double bedroom bungalow in a newly built gated complex in Falmouth 10 minutes from burwood beach our property has a big back yard for sunbathing and relaxing we have air conditioning units in rooms a fully fitted kitchen and living room with cable t …see more

from $112 / night

$770 - $1,162 / week

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avg. 53 minutes

from $112 / night

16

Villa rental in Falmouth with golf nearby

Trelawny Parish / Falmouth

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Ask about children
  • Air conditioning
  • Private garden
I HAVE BEEN TRAVELING TO JAMAICA FOR OVER 15 years. Seadreams is my home from home . come and enjoy a comfortable stay in a gated community sit on the verandah and watch the ships sail in and out of Falmouth. Ideal place to tour Jamaica or simply chill at the near by …see more

from $56 / night

$350 / week

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Responds fast!
avg. 3 hours 29 minutes

from $56 / night

13

Vacation villa in Falmouth

Trelawny Parish / Falmouth

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
Beautiful newly build 4 bedroom house. Close to the beach, wifi, cable, full kitchen, AC, hot water. Tour guide available, cook available. My place is close to Beach . You’ll love my place because of the outdoors space and the neighborhood. My place is good for couples …see more

from $63 / night

$441 / week

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from $63 / night

29

Vacation villa in Trelawny Parish

Trelawny Parish / Silver Sands

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Dreamin Villa is 75 yards from the Warm clean clear Caribbean Sea. Very comfortably furnished through out. Linens are 800 thread count. Bed rooms are air conditioned with efficient quiet units. Villa is staffed daily 9-5 we cook, clean and do all laundry. All linens an …see more

from $315 / night

$2,206 / week

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avg. 37 minutes

from $315 / night

7

Vacation home rental

Trelawny Parish / Falmouth

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
Florence Hall, Falmouth, Trelawny, Jamaica. 1 BR/1 BA available for rent. Located in a gated community with security. 10 minutes to Burrwood Beach. Furnished house with kitchen, dinning room that seats 6, living room, enclosed sunroom/veranda. AC, ceiling fan, intern …see more

from $65 / night

$425 / week

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from $65 / night

21

Trelawny Parish Vacation home rental

Trelawny Parish / Falmouth

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
Humble Abode is an entire home away from home offering modern spacious facilities. Located in secure small quiet gated community close to Falmouth Town. There are 3 good size bedrooms. Master bedroom has ensuite jacuzzi bath and air conditioning. 2 bedroom has queen si …see more

from $98 / night

$686 / week

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from $98 / night

54

Trelawny Parish Vacation home rental

Trelawny Parish / Falmouth

2 8 5 nights min

  • 2 bedrooms
  • Sleeps 8
  • 5 nights min
  • Nearest beach 7 mi
  • Child friendly
  • Air conditioning
My place is close to the beach, restaurants and dining, family-friendly activities, great views, and nightlife. You’ll love my place because of the cosiness, the high ceilings, the location, and the views. My place is good for couples, solo adventurers, business travele …see more

from $60 / night

$420 / week

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from $60 / night

22

Villa accommodation in Trelawny Parish with swimming pool

Trelawny Parish / Falmouth

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Nearest beach 10 mi
  • Swimming pool
  • Child friendly
Our beautiful home sits on the hill with a panoramic view of the Caribbean Sea. In this exclusive location in Greenside, Trelawny, you can relax under a Mango tree in the front yard, or a breadfruit tree in the backyard, sipping your favourite drink. We keep the environ …see more

from $206 / night

$1,385 / week

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from $206 / night

11

Vacation home in Trelawny Parish

Trelawny Parish / Falmouth

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
Buzzo's Guest House By the Sea is located on the worlds Famous Glistening Waters Bay in Trelawny. It is located 22 Miles outside of Montego Bay In a little fishing Village called Rock Districk. We offer tours on the lagoon and drop line fishing also come down and have f …see more

from $180 / night

$1,260 / week

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from $180 / night

20

Vacation villa in Trelawny Parish

Trelawny Parish / Silver Sands

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Oh Boy Villa is a 4-bedroom, 3-bath private villa tucked away in Silver Sands, a private gated villa community built along one of Jamaica's most pristine white sand beaches. While only 45 minutes away from Montego Bay Airport, Oh Boy could not feel further away from the …see more

from $328 / night

$2,296 / week

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from $328 / night

18

Vacation villa with swimming pool in Silver Sands

Trelawny Parish / Silver Sands

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This magnificent 5 bedroom/5bathroom villa commands a spectacular view of the Caribbean sea. Three minutes walk to the lovely silver sand beach. The villa is characterized by large rooms en-suites, soaring ceilings and rich oriental furnishings four of the bedrooms are …see more

from $240 / night

$1,680 - $2,590 / week

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Responds fast!
avg. 2 hours 2 minutes

from $240 / night

41

Vacation home in Trelawny Parish

Trelawny Parish / Silver Sands

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
Ebb Tide Villa is a very luxurious four bedroom cottage located on the Silver Sand beach, the perfect place to relax and explore all that Jamaica has to offer. With just a beautifully landscaped lawn standing between the Jamaica villa and the sparkling Caribbean Sea, vi …see more

from $390 / night

$2,740 - $3,335 / week

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from $390 / night

(12) Excellent 

Certificate of Excellence

39

Falmouth Vacation home rental

Trelawny Parish / Falmouth

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
The property is situated in a lovely gated community with 24 hr. security in the historic town of Falmouth. Falmouth Oasis is the perfect home away from home while vacationing in Jamaica. This guest house sits elevated above the Trelawny Multi-Purpose Stadium and boa …see more

Certificate of Excellence

from $52 / night

$356 - $475 / week

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Responds fast!
avg. 54 minutes

from $52 / night

(4) Very Good 

29

Falmouth Vacation villa rental

Trelawny Parish / Falmouth

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This is a family owned property located in Falmouth, Trelawny, Jamaica. Situated in the birth place of the world's fastest man, Usain Bolt, and 22 minutes from Montego Bay International airport, the home is located in a special yet accessible part of the island. It feat …see more

from $120 / night

$1,200 - $1,620 / week

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Responds fast!
avg. 3 hours 12 minutes

from $120 / night

(5) Excellent 

17

Vacation apartment in Trelawny Parish

Trelawny Parish / Falmouth

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Nearest beach 3 mi
  • Child friendly
  • Car not necessary
Relax and enjoy the awesome view of the Caribbean Sea from the veranda. Watch the cruise ships come in a go out again. We are minutes away from historic Falmouth, Burwood Beach and the luminous Lagoon Only 30 minutes from Montego Bay airport. Feel safe and secure o …see more

from $30 / night

$195 - $410 / week

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from $30 / night

26

Vacation villa with shared pool in Duncans

Trelawny Parish / Duncans

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Kelso is located within the private beach community of Silver Sands, which is approximately a 30-minute drive from Montego Bay. The home is located on a hillside and offers spectacular views of one of the most beautiful beaches on the entire island. Kelso is a beautiful …see more

from $500 / night

$3,500 - $7,000 / week

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Responds fast!
avg. 22 minutes

from $500 / night

(21) Excellent 

21

Vacation home in Trelawny Parish

Trelawny Parish / Falmouth

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 5 mi
  • Child friendly
  • Air conditioning
2 Bedroom, 2 Bathroom fully furnished home in new gated community in Trelawney, Jamaica. Montego Bay 30 min drive, 45 min drive to Ocho Rios and incredible Dunn's River Falls. The home is located opposite from the new multi-purpose stadium that is home to the annual I …see more

from $85 / night

$545 / week

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from $85 / night

15

Apartment rental in Trelawny Parish

Trelawny Parish / Falmouth

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Nearest beach 3 mi
  • Child friendly
  • Car not necessary
Tallest Pier View Villas is located in a secure gated community with 24 hour security guard service in Stonebrook Vista. The veranda overlooks the Caribbean Sea, the mountains and the Community. There is a playground nearby and it is close to public transportation. We …see more

from $30 / night

$200 - $410 / week

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from $30 / night

(3) Very Good 

20

Vacation home in Falmouth

Trelawny Parish / Falmouth

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Perfectly located between Montego Bay and Ocho Rios on Jamaica's North coast, approximately 20 mins from the airport (MBJ), in historic Falmouth with its preserved Georgian architecture and rich history, Cabaña Papaya, a 3br 2bth self-catering vacation home that comfort …see more

from $54 / night

$449 - $827 / week

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Responds fast!
avg. 3 hours 32 minutes

from $54 / night

(2) Excellent 

19

Vacation home in Falmouth

Trelawny Parish / Falmouth

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly
  • Air conditioning
New Fully furnished lovely island get away In Falmouth ,Trelawney.Two Bedrooms, 2Bathrooms Vacation Home located just off the highway in Coral Spring Village a Gated Community . Refrigerator, gas stove, microwave, coffee maker. Cable TV. laundry and more. This comfo …see more

from $60 / night

$400 / week

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Responds fast!
avg. 35 minutes

from $60 / night

18

Trelawny Parish Vacation villa rental

Trelawny Parish / Silver Sands

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This magnificent 5 bedroom/5bathroom villa commands a spectacular view of the Caribbean sea. Three minutes walk to the lovely silver sand beach. The villa is characterized by large rooms en-suites, soaring ceilings and rich oriental furnishings four of the bedrooms are …see more

from $400 / night

$2,800 - $3,850 / week

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Responds fast!
avg. 2 hours 2 minutes

from $400 / night

11

Vacation home in Trelawny Parish

Trelawny Parish / Falmouth

9 18 1 night min

  • 9 bedrooms
  • Sleeps 18
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly
This beautiful 9 Bedroom suite at Paul's home away from home is located in Green Park,Trelawny Jamaica. It comes with 6 bathroom, 2 full kitchens, 2 living and dining room area, private balcony,secure parking. The beach is 10 mins away and night life is 5 mins away. We …see more

from $275 / night

$1,925 / week

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from $275 / night

(1) Good 

16

Vacation apartment rental

Trelawny Parish / Duncans

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly
A 2 minute walk from approximately 2 miles long sandy natural beach of Duncans Bay. A few minutes along the beach, Jacob Taylor Beach, with restaurants, bars, fishing boats, woodcarvers and even a small music studio. Built 2016 and opened in January 2017 Beautiful roo …see more

from $75 / night

$450 / week

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from $75 / night

21

Home accommodation in Trelawny Parish

Trelawny Parish / Duncans

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 1 mi
  • Child friendly
  • Air conditioning
Luke's Paradise is located in a gated community in Coral spring village 10 minutes from the historic town of Falmouth, 30 minutes from Sangsters Airport, minutes away from the beach, Chukka adventures , rafting on the Martha Brae , Fisherman' …see more

from $66 / night

$461 / week

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from $66 / night

35

Vacation home in Trelawny Parish

Trelawny Parish / Falmouth

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
Come home to Jamaica, for fun and frolic in the sun, and enjoy Pauline Paradise in the Sun Villa, home away from home, in this beautiful brand new fully furnished 2 bedrooms, two baths available for short term rental minimum stay from 2-4 days to a month in the beautifu …see more

from $75 / night

$525 / week

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from $75 / night

(5) Excellent 

Certificate of Excellence

26

Vacation home in Trelawny Parish

Trelawny Parish / Falmouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 6 mi
  • Child friendly
  • Air conditioning
This is a seaside theme house. It can easily hold a family of 6. We offer a fully furnished home with A/C in each room, a functional kitchen, a dinning area that seats 6. It is located in a gated community with security. We are approximately 3 minutes from Burrwo …see more

Certificate of Excellence

from $45 / night

$630 - $1,890 / week

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from $45 / night

(2) Excellent 

18

Vacation home in Falmouth

Trelawny Parish / Falmouth

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden
Our home provides all the conveniences of home while being in a desirable location on the North Coast of Jamaica Home is located in a gated community with access to all amenities in the neighborhood including the park, walking and bicycle trails. Local agent will b …see more

from $55 / night

$320 - $600 / week

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from $55 / night

(1) Excellent 

24

Falmouth Vacation bungalow rental

Trelawny Parish / Falmouth

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 6 mi
  • Child friendly
  • Air conditioning
This newly re-furnished, two-bedroom bungalow is in the exclusive gated-community of Stonebrook Vista - New Falmouth. The property provides an opportunity to experience the authentic Jamaica' in a friendly community. It is fitted with a variety of modern appliances and …see more

from $49 / night

$322 - $511 / week

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from $49 / night

(6) Very Good 

Certificate of Excellence

25

Vacation villa in Trelawny Parish

Trelawny Parish / Falmouth

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Child friendly
A newly built 2 Bedroom bungalow is in the exclusive gated-community of Stonebrook Vista - New Falmouth. This property provides an opportunity to experience the 'Real Jamaica' in a friendly community. It is fitted with a variety of modern appliances and Wifi access for …see more

Certificate of Excellence

from $49 / night

$294 - $511 / week

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from $49 / night

(1) Excellent 

69

Vacation villa in Falmouth

Trelawny Parish / Falmouth

7 14 2 nights min

  • 7 bedrooms
  • Sleeps 14
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
7BR/7BA, 9000 square feet with air conditioning and a pool! Flamingo Beach Guest house, a 7 bedroom home that accommodates 14 guests, is located 20 minutes from the Montego Bay airport. This beautiful 2 storey house is located in a quite Trelawny community. The roof pr …see more

from $400 / night

$3,000 / week

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from $400 / night

12

Vacation home with swimming pool in Trelawny Parish

Trelawny Parish / Silver Sands

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Windjammer is a very luxurious and spacious 4 bedroom, 4 bathroom home, located just a two minute walk from the sea at Silver Sands, on Jamaica's fabulous North Coast. This gorgeous villa has all the amenities you desire for that dream vacation. There is a large breezy …see more

from $457 / night

$3,200 - $3,900 / week

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from $457 / night

18

Silver Sands Vacation villa rental

Trelawny Parish / Silver Sands

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This magnificent 5 bedroom/5bathroom villa commands a spectacular view of the Caribbean sea. Three minutes walk to the lovely silver sand beach. The villa is characterized by large rooms en-suites, soaring ceilings and rich oriental furnishings four of the bedrooms are …see more

from $320 / night

$2,240 - $3,550 / week

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Responds fast!
avg. 2 hours 2 minutes

from $320 / night

24

Trelawny Parish Vacation b&b rental

Trelawny Parish / Falmouth

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
Cheap, Clean, Cousy, Friendly staff, Friendly Community and a home away from home. This humble abode is in the same district as Royalyon White Sands and Blue waters, Same District as Mangos Resorts and Blue Waters. Its in the tourism epicenter of Falmouth. You deserve t …see more

from $70 / night

$490 / week

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from $70 / night

(16) Excellent 

19

Trelawny Parish Vacation villa rental

Trelawny Parish / Silver Sands

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Charming 3-bedroom villa located in the gated community of Silver Sands. Enjoy a 180° view of the ocean from a spacious pool deck or take a 5 minute trek to the beautiful white sand beach. Feel the cool tropical breeze while sitting under the gazebo. Villa sleeps 6. …see more

from $325 / night

$2,800 / week

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Responds fast!
avg. 1 hour 5 minutes

from $325 / night

(3) Very Good 

32

Trelawny Parish Vacation b&b rental

Trelawny Parish / Falmouth

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
Cheap, Clean, Cousy, Friendly staff, Friendly Community and a home away from home. This humble abode is in the same district as Royalyon White Sands and Blue waters, Same District as Mangos Resorts and Blue Waters. Its in the tourism epicenter of Falmouth. You deserve t …see more

from $115 / night

$805 - $1,225 / week

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from $115 / night

(12) Excellent 

Certificate of Excellence

43

Trelawny Parish Vacation home rental

Trelawny Parish / Falmouth

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Suitable for children age 5+
A gated tranquil community with 24 hrs security. Adjacent mountainside encourages a relaxing ambiance, a true getaway, safe & secure. Fully furnished, fully A/C, ceiling fans, fully grilled, insect screen affixed to all external windows and doors, cable, internet (Netfl …see more

Certificate of Excellence

from $55 / night

$350 - $455 / week

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Responds fast!
avg. 1 hour 30 minutes

from $55 / night

(17) Very Good 

29

Falmouth Vacation home rental

Trelawny Parish / Falmouth

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
Beautifully furnished with A/C, 2 bedroom, 2 bathroom private home with solar water heater, reserve water tank, located just outside of Falmouth off Highway 2000 in Trelawny Jamaica, minutes from Montego Bay Airport. Located in the 24 hour secure gated community of F …see more

from $72 / night

$500 / week

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Responds fast!
avg. 3 hours 4 minutes

from $72 / night

(11) Very Good 

20

Trelawny Parish Vacation villa rental

Trelawny Parish / Duncans

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Air conditioning
Palm Villa ,' the perfect getaway comes with housekeeping and a fantastic chef ( Jennifer),driver and personal guide( Mr. Roody ) are ready to take you to all the historical and romantic places in Jamaica. The warm and friendly staff of Palm Villa awaits your arrival …see more

from $150 / night

$1,050 / week

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from $150 / night