50 Best Silver Sands Vacation rentals on Holiday Lettings - Villas

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465 Vacation rentals

29

Vacation villa in Silver Sands

Trelawny Parish / Silver Sands

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
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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Responds fast!
avg. 30 minutes

from $315 / night

20

Vacation villa in Silver Sands

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

25

Vacation home in Silver Sands

Trelawny Parish / Silver Sands

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • 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 $340 / night

$2,385 - $3,335 / week

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from $340 / night

38

Vacation home in Silver Sands

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

(16) Excellent 

19

Silver Sands 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 6 minutes

from $325 / night

(6) Excellent 

33

Vacation villa rental

Trelawny Parish / Silver Sands

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Sleeps 1-6 At Miss P's Place you most likely will wake up to hummingbirds in the orchid tree outside your window, meander to the kitchen for a cup of Blue Mountain coffee or fresh squeezed juice and then take a quick dip in the pool...sounds pretty spectacular. Take …see more

from $250 / night

$1,750 - $3,750 / week

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from $250 / 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 - $2,030 / week

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from $240 / night

(11) Excellent 

29

Vacation home in Silver Sands

Trelawny Parish / Silver Sands

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Sleeps 1-8 w/ 2 daybeds for 2 more children (10 guests in total) + Crib upon request EbbTide is a spacious and comfortable holiday beach villa surrounded by manicured gardens and ideally located on the beach at Silver Sands, Jamaica. EbbTide is a charming home away …see more

from $290 / night

$2,030 - $3,437 / week

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from $290 / night

16

Vacation home with shared pool in Silver Sands

Trelawny Parish / Silver Sands

5 12 1 night min

  • 5 bedrooms
  • Sleeps 12
  • 1 night min
  • Swimming pool
  • Child friendly
  • Car not necessary
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 $300 / night

$1,800 - $2,010 / week

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from $300 / night

12

Vacation home with swimming pool in Silver Sands

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

22

Vacation home rental

Trelawny Parish / Silver Sands

4 1 Min stay varies

  • 4 bedrooms
  • Sleeps 1
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
Quadrille is a beautiful 4-bedroom Spanish villa overlooking the Caribbean Sea in the private beach community of Silver Sands. Located approximately 45 minutes from Montego Bay the Silver Sands beach is one of the finest in Jamaica. Quadrille offers the facilities of t …see more

from $786 / night

$5,500 - $7,600 / week

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from $786 / night

(19) Excellent 

11

Vacation cottage rental

Trelawny Parish / Silver Sands

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Car not necessary
One of 3 villas at Silver Sands owned & managed by Peggy Wall (Chin), Pineapple Cottage is located in this gated private community which is approximately 35 minutes from Montego Bay. This charming cottage has two air conditioned bedrooms en suite. The cottage is …see more

from $285 / night

$2,000 - $2,480 / week

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from $285 / 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

$4,500 - $5,000 / week

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from $600 / night

13

Silver Sands Vacation apartment rental

Trelawny Parish / Silver Sands

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 $50 / night

$300 / week

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from $50 / night

(1) Excellent 

26

Vacation villa in Silver Sands

Trelawny Parish / Silver Sands

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 0.02 mi
  • Child friendly
  • Air conditioning
Our Beautiful Seaside Villa, just footsteps away from an amazing North Jamaican Beach front, located between Ocho Rios, and Montego Bay. Silver Sands offers all of the Islands most precious elements, Water, Sun, and Fun! An ECO FRIENDLY HOME with DRINKING AND SHOWER, ST …see more

from $180 / night

$1,150 / week

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from $180 / 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 - $2,590 / week

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from $320 / night

20

Home rental in Silver Sands with shared pool

Trelawny Parish / Silver Sands

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Pineapple Villa is located in the private beach community of Silver Sands approximately 45 minutes from Montego Bay, Pineapple Villas consist of two villas that may be rented together or separately. The houses are situated to provide the convenience of accommodating lar …see more

from $929 / night

$6,500 - $8,000 / week

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from $929 / night

17

Villa accommodation in Silver Sands with swimming pool

Trelawny Parish / Silver Sands

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Beautiful Yellowbird is a wonderful private 4 bedroom villa located in the gated community of Silver Sands which is 30 minutes from airport and only 5 minutes walk to the beach! The open living room and dining room with high ceilings adds outdoor living to indoor space. …see more

from $420 / night

$2,900 / week

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from $420 / night

(4) Excellent 

12

Vacation home with swimming pool in Silver Sands

Trelawny Parish / Silver Sands

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
Mai Tai is one of the newest villas in the Silver Sands resort. This beautiful and spacious 4 bedroom, 4 bathroom home sits on a prime waterfront location with a small beach and is just a few hundred yards from the main Silver Sands, on Jamaica's fabulous North Coast. E …see more

from $686 / night

$4,800 - $6,400 / week

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from $686 / night

(14) Excellent 

29

Silver Sands Vacation villa rental

Trelawny Parish / Silver Sands

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Dreamin Villa is less than 100 yards form the beach, the warm caribbean sea and the fantastic white sand. Dreamin Villa is a 2 air conditioned bed room villa each bed room has its own bath room.The master bed room has a mahogany king size bed and the guest room has …see more

from $245 / night

$1,715 / week

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Responds fast!
avg. 2 hours 33 minutes

from $245 / night

18

Silver Sands 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 - $3,150 / week

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from $400 / night

9

Silver Sands Vacation home rental

Trelawny Parish / Silver Sands

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Pineapple Cottage is located in the private beach community of Silver Sands approximately 45 minutes from Montego Bay. This charming cottage has two air conditioned bedrooms each with with its own full bathroom. The cottage is next door to Pineapple Villa, just a short …see more

from $243 / night

$1,700 - $2,500 / week

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from $243 / night

(6) Excellent 

9

Vacation villa in Silver Sands

Trelawny Parish / Silver Sands

6 14 5 nights min

  • 6 bedrooms
  • Sleeps 14
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Dukes. 31 steps to the beautiful private white sand beach . A 6 Bedrooms/ 6 bathrooms ensuite may be rented as 4,5,or 6 Bedrooms Fabulous panoramic Sea view. Heated Infinity pool . Gated family oriented resort , 24 hour Security. Located 35 miles from Montego Bay on …see more

from $929 / night

$7,000 - $7,560 / week

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from $929 / night

(1) Excellent 

10

Vacation home with shared pool in Silver Sands

Trelawny Parish / Silver Sands

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
The website is currently under construction and should be up in a few weeks with new pictures. Current pictures are preliminary to give you an early peek at the villa. In the mean time, if you need more information on Dukes Hideaway in Silver Sands, please contact us. D …see more

from $929 / night

$6,500 - $8,500 / week

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from $929 / night

28

Vacation villa in Silver Sands

Trelawny Parish / Silver Sands

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
Sea Spice Villa is a fabulous luxury villa Jamaica located less than a one minute walk from the picturesque Silver Sands beach. Rebuilt in 2008, the lovely two-bedroom villa overlooks the sparkling waters of the Caribbean Sea. A tropical theme is prominent in the décor …see more

from $220 / night

$1,540 - $2,450 / week

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from $220 / night

25

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

$2,700 / week

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from $286 / night

26

Vacation villa in Silver Sands

Trelawny Parish / Silver Sands

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Sea Spice Villa is a fabulous luxury villa Jamaica located less than a one minute walk from the picturesque Silver Sands beach. Rebuilt in 2008, the lovely two-bedroom villa overlooks the sparkling waters of the Caribbean Sea. A tropical theme is prominent in the décor …see more

from $240 / night

$1,680 - $2,450 / week

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from $240 / night

59

Vacation villa with swimming pool in Silver Sands

Trelawny Parish / Silver Sands

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • 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 $455 / night

$3,200 - $3,900 / week

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from $455 / night

43

Vacation villa rental

Trelawny Parish / Silver Sands

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Renting 2 bedrooms of this 3 bedroom, 3 bathroom  waterfront villa on the cliffs of Silver Sands - spectacular view, own swimming pool, Jacuzzi, and a short walk to the white sandy beach!  Je Suis Content Villa is a pleasant luxury villa Jamaica, offering three lovely b …see more

from $329 / night

$2,300 - $3,750 / week

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from $329 / night

25

Vacation villa in Silver Sands

Trelawny Parish / Silver Sands

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
Sea Wyf is a beautiful luxury villa in Jamaica, located within the Silver Sands Estates, less than 50 yards of the white-sand beach of Silver Sands. The two-bedroom, two-bathroom villa is perfect for two couples or a small family. Being located within 50 yards of the be …see more

from $175 / night

$1,225 - $2,380 / week

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from $175 / night

51

Vacation villa 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

$2,275 - $3,900 / week

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from $325 / night

39

Vacation villa in Silver Sands

Trelawny Parish / Silver Sands

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
6 BEDROOM VILLA -Pineapple Villa 1 is a luxurious and comfortable villa rental in Jamaica. The seven bedroom villa offers all the facilities needed to make a vacation unforgettable. This Jamaica villa is only a short 3 minute walk to Silver Sand's white sandy beach. Sil …see more

from $855 / night

$6,500 - $8,000 / week

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from $855 / night

29

Vacation villa with shared pool in Silver Sands

Trelawny Parish / Silver Sands

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Azure Cove, Brand new 5 bedroom villa in Silver Sands, few minutes walk to the beach, gated community! Great white sandy beach! Azure Cove Villa is one of the most luxurious Jamaica villas in Silver Sands. The very beautiful villa rental in Jamaica offers five spacious …see more

from $600 / night

$4,200 - $5,194 / week

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from $600 / night

17

Vacation villa in Silver Sands

Trelawny Parish / Silver Sands

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Seagull Cottage is a beautiful and very comfortable luxury villa Jamaica located within the gated community in the picturesque Silver Sands. The charming cottage sits on the hillside looking over the fabulous Silver Sands Beach that is less than a two minutes' walk away …see more

from $250 / night

$1,400 - $2,625 / week

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from $250 / night

38

Vacation villa in Silver Sands

Trelawny Parish / Silver Sands

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
SPECIAL SALE!!  Offering the following discounts for April 15 – December 15, 2018:                  25% discount  - 7 nights minimum stay                  20% discount   - 3  to 6 nights stay                 15% discount  - 2 nights minimum stay Four bedroom vill …see more

from $500 / night

$3,500 - $4,200 / week

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from $500 / night

26

Villa rental in Silver Sands

Trelawny Parish / Silver Sands

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
Hang Time Villa is a delightfully modern villa rental in Jamaica located within the gated community in prestigious Silver Sands Resort. Designed for the pleasure of the guests, the spacious 2500 square foot villa can comfortably accommodate up to six persons. The incred …see more

from $295 / night

$2,070 - $2,750 / week

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from $295 / night

23

Villa rental in Silver Sands

Trelawny Parish / Silver Sands

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Renting 2 bedrooms of 3 bedrooms at a lower rate - Hang Time Villa is a delightfully modern villa rental in Jamaica located within the gated community in prestigious Silver Sands Resort. Designed for the pleasure of the guests, the spacious 2500 square foot villa can co …see more

from $260 / night

$1,840 - $2,750 / week

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from $260 / night

25

Silver Sands Vacation villa rental

Trelawny Parish / Silver Sands

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Only 2 minutes' walk to beach! 3 bedrooms, 2 bathrooms. Capture the sea views from all bedrooms and living areas! Affordable Jamaican vacation with all the comforts of home! Miss P s Place is a lovely 3 bedroom, 2 bathroom villa rental in Jamaica. Positioned on the hil …see more

from $335 / night

$2,350 - $3,750 / week

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from $335 / night

25

Silver Sands Vacation villa rental

Trelawny Parish / Silver Sands

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Only 2 minutes' walk to beach! 3 bedrooms, 2 bathrooms. Capture the sea views from all bedrooms and living areas! Affordable Jamaican vacation with all the comforts of home! Miss P's Place is a lovely 3 bedroom, 2 bathroom villa rental in Jamaica. Positioned on the hill …see more

from $305 / night

$2,150 - $3,750 / week

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from $305 / night

45

Villa rental in Silver Sands with shared pool

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

$2,275 - $3,220 / week

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from $325 / night