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

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166 Vacation rentals

(1)  

9

Duncans Vacation cottage rental

Trelawny Parish / Duncans

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
This is a 4 bedroom-bedroom fully Furnished house offering spacious living for 10. Children are welcome.Each bedroom has a large double bed and own bathroom.with the master bedroom features a Jacuzzi tub and shower.Some of the bedrooms are air condition with all …see more

from $150 / night

$900 / week

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from $150 / night

(2) Excellent 

18

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: The Yellow Canary Villa is a few steps to white sandy beach and is located half way between Montego Bay and Ochio Rios, off the north coast. The villa comes with our gourmet cook/housekeeper Joan and Sandra, Curtis gardener and Johnny our experienced driver. …see more

from $150 / night

$1000 - $1100 / week

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from $150 / night

21

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 $65 / night

$455 / week

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from $65 / night

18

Silver Sands Vacation guest house rental

Trelawny Parish / Silver Sands

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
3 bedroom guest house with en suite master bedroom; bedroom 1&2 share "walk in shower/wet room " with w/c and wash basin. There is a spacious, tastefully decorated and furnished living area which opens out into the dining room and fully fitted kitchen area. The beauti …see more

from $180 / night

$1260 / week

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from $180 / night

40

Trelawny Parish Vacation home rental

Trelawny Parish / Falmouth

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
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 $50 / night

$350 / week

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from $50 / 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 $116 / night

$813 - $1177 / week

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from $116 / 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

$2206 / week

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from $315 / night

20

Vacation villa with swimming pool in Silver Sands

Trelawny Parish / Silver Sands

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning
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

$2275 / week

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from $325 / 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 $64 / night

$442 / week

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from $64 / night

14

Vacation villa with swimming pool in Silver Sands

Trelawny Parish / Silver Sands

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Sunset 1 is truly the hidden gem of the Silver sands community. This 3 bedroom, 3 bathroom vacation rental is less than a 2 minute stroll from the pristine beaches . Breezy living room, comfortable dinning. Let our onsite housekeeper and butler cater to your eve …see more

from $286 / night

$2700 / week

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from $286 / 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

$1260 / week

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from $180 / night

(4) Excellent 

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

from $46 / night

$273 - $475 / week

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from $46 / night

18

Vacation villa with swimming pool in Silver Sands

Trelawny Parish / Silver Sands

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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

$2800 - $5800 / week

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from $400 / night

(3) Excellent 

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

from $40 / night

$630 - $1470 / week

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from $40 / night

(2) Excellent 

34

Trelawny Parish Vacation home rental

Trelawny Parish / Falmouth

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Relax, put your feet up and enjoy this 2 bed, 2 bathroom family owned property on the North Coast of Jamaica. Situated 25 minutes from Montego Bay Airport and 45 Minutes to the famous Ocho Rios treasures. Located outside Falmouth off the highway 2000 near to the home …see more

from $65 / night

$455 / week

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from $65 / 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

(2) Excellent 

19

Vacation villa rental

Trelawny Parish / Falmouth

8 16 1 night min

  • 8 bedrooms
  • Sleeps 16
  • 1 night min
  • Child friendly
  • Air conditioning
  • Ask about pets
Welcome to Pura Vida. Where the pure life, solitude and tranquility will slow you down to the rhythms of the island. Enjoy a lazy day rocking away on one of five patios to catch the ocean breeze or strolling through the grounds to pick okra, ackee, avocado and oranges …see more

from $70 / night

$490 / week

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from $70 / night

52

Vacation home in Silver Sands

Trelawny Parish / Silver Sands

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Windjammer Villa is a delightful villa rental in Jamaica located within the gated community in the prestigious Silver Sands Resort. The incredible sandy beach of Silver Sands lies midway between Montego Bay and Ocho Rios. This villa is situated at a 30 minutes' drive fr …see more

from $325 / night

$2275 - $3900 / week

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from $325 / 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 $46 / night

$299 - $475 / week

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from $46 / night

17

Silver Sands Vacation home rental

Trelawny Parish / Silver Sands

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Buena vista Villa in Silver Sands is a lovely 3 bedroom villa that has been refurbished to reflect the tropical caribbean decor.  This villa also has its own private swimming pool.  All rooms have ceiling fans and you will sleep comfortably with the air conditioned bedr …see more

from $240 / night

$1680 - $2450 / week

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from $240 / night

18

Silver Sands Vacation villa rental

Trelawny Parish / Silver Sands

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • 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 $472 / night

$3300 - $5800 / week

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from $472 / 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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from $54 / 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 $62 / night

$428 / week

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from $62 / night

(2) Excellent 

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 - $1225 / week

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from $115 / night

18

Trelawny Parish Vacation villa rental

Trelawny Parish / Silver Sands

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • 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 $600 / night

$4200 - $5800 / week

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from $600 / night

11

Vacation home rental

Trelawny Parish / Silver Sands

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Azure Cove villa, located in private resort community of Silver Sands, is a lovely new property completed in 2009. This spacious 5 bedroom, 5 bath villa is just a short walk to the famous Silver Sands Beach. The villa has expansive views from the pool terrace, living ro …see more

from $600 / night

$4200 - $5000 / week

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from $600 / night

8

Vacation villa in Duncans

Trelawny Parish / Duncans

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
A stay at SIBLINGS, our beautiful sister villas situated in their own private grounds on the beautiful north coast side of Jamaica, will afford you peace, serenity and relaxation. Here you can do as much or as little as you want to, from simply lazing on the beach, app …see more

from $200 / night

$1400 / week

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from $200 / night

(1) Excellent 

51

Vacation villa with shared pool in Trelawny Parish

Trelawny Parish / Falmouth

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
Pssst.... Why must you come here?1. Save Big!!! We are giving a 5% discount for persons coming for a two weeks with an already reduced price. 10% discount for a month2. BREAKFAST is between 7-10 US!!! 3. GUESS WHAT? Dinner between 14- 20.00 US per person. Sweet Sweet d …see more

from $120 / night

$1400 - $1820 / week

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from $120 / night

29

Vacation villa in Trelawny Parish

Trelawny Parish / Falmouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
This is a family owned property located in Trelawny, Jamaica. Situated in the birth place of the world's fastest man, Usain Bolt, and 25 minutes from Montego Bay airport. It features a breathtaking view of the new deep water port Royal Caribbean Cruise and is located in …see more

from $115 / night

$1300 - $1440 / week

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from $115 / night

(9) Excellent 

Certificate of Excellence

38

Falmouth Vacation home rental

Trelawny Parish / Falmouth

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Nearest beach 4 mi
  • Child friendly
  • Air conditioning
Situated in a lovely gated community with 24 hr. security in the historic town of Falmouth, Falmouth Oasis @ Stonebrook Vista is the perfect home away from home while vacationing in Jamaica. This guest house sits elevated above the Trelawny Multi-Purpose Stadium and b …see more

Certificate of Excellence

from $44 / night

$298 / week

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from $44 / night

54

Vacation home with shared pool in Trelawny Parish

Trelawny Parish / Duncans

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Kelso Villa reflects the grand era of Jamaican colonial charm. With that wonderful plantation feeling, this 4 bedrooms plus children's room, 5 bathroom has spectacular views and access to 3 white sandy beaches nearby! Kelso Villa has one of the most spectacular views of …see more

from $500 / night

$3500 - $7000 / week

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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

(4) Very Good 

29

Falmouth Vacation villa rental

Trelawny Parish / Falmouth

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 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

$1300 - $1580 / week

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from $120 / night

(3) Very Good 

Certificate of Excellence

32

Vacation home in Trelawny Parish

Trelawny Parish / Falmouth

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 5 mi
  • Child friendly
  • Air conditioning
This is a family owned property in the parish of Trelawny, Jamaica. It is conveniently located just off the main North Coast Highway at Falmouth, approximately 25 minutes from Montego Bay & 40 minutes from Ochos Rios. The property itself is within a quiet Cul-de …see more

Certificate of Excellence

from $98 / night

$390 - $936 / week

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from $98 / night

(1) Excellent 

18

Vacation home in Falmouth

Trelawny Parish / Falmouth

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • 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 $60 / night

$350 - $490 / week

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from $60 / night

(2) Excellent 

7

Vacation villa in Trelawny Parish

Trelawny Parish / Falmouth

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Nearest beach 30 mi
  • Child friendly
  • Pet friendly
Awesome view of the Caribbean Sea from the veranda. Close proximity to historic Falmouth, Burwood Beach and the luminous Lagoon Only 30 minutes from Montego Bay airport. Feel safe and secure on the gated community of Stonebrook Vista …see more

from $25 / night

$150 / week

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from $25 / night

(1) Very Good 

24

Vacation home with shared pool in Silver Sands

Trelawny Parish / Silver Sands

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
Sol Mar Villa is a delightful villa in Silver Sands offering three lovely bedrooms and three luxurious en suite bathrooms. This luxury villa Jamaica provides spectacular views of the sparkling Caribbean Sea and is just five minutes' walk to the pristine white sand beach …see more

from $325 / night

$2275 - $3220 / week

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from $325 / night

54

Vacation home with shared pool in Trelawny Parish

Trelawny Parish / Duncans

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Kelso Villa reflects the grand era of Jamaican colonial charm. With that wonderful plantation feeling, this 4 bedrooms plus children's room, 5 bathroom has spectacular views and access to 3 white sandy beaches nearby! Kelso Villa has one of the most spectacular views of …see more

from $650 / night

$4550 - $7000 / week

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from $650 / night

20

Vacation home in Trelawny Parish

Trelawny Parish / Falmouth

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Nearest beach 8 mi
  • Child friendly
  • Air conditioning
Situated in a newly built development just five minutes from the bustling town of Falmouth and minutes from Burwood Beach is this very tranquil home that is perfect for short or long-term visitors. This home is located in the gated, secure community of Stonebrook which …see more

from $100 / night

$650 / week

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from $100 / night

31

Silver Sands Vacation home rental

Trelawny Parish / Silver Sands

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Je Suis Content Villa is a pleasant luxury villa Jamaica, offering three lovely bedrooms and bathrooms, and magnificent views of Silver Sands Beach and the Northern Shore of Jamaica. This charming villa in Jamaica provides excellent views of the sparkling Caribbean Sea, …see more

from $410 / night

$2900 - $3700 / week

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from $410 / night

1