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Trelawny Parish Rentals with Pools

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90 Houses in Trelawny Parish with pools

Sol Mar Villa

Silver Sands villa

3 bedrooms / 3 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$413

Seadrift Villa w/ private pool, great entertainment space, easy walk to beach.

Duncans villa

3 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 1 hour 11 minutes

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Price per night from

$345

Dukes Hideaway - Silver Sands 6 Bedroom

Silver Sands house

6 bedrooms / 6 bathrooms / sleeps 12

Match: Swimming pool

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Price per night from

$932

DUKES Hideaway at Silver Sands Resort

Silver Sands villa

6 bedrooms / 6 bathrooms / sleeps 14

“Totally elaxing and worth it!” This was the fourth year that my family has stayed at Duke's Hideaway. We have 2 girls now ages 7 and 10 and we also bring my father who is 78. The location is very convenient to the grill, bar and store. It is also convenient to the beach. We love Judith and Paulina who help at the house and they remember us and the girls each year we have come. They cook delicious food for all of us and it is so nice not to have to eat out every day. One of the best conveniences staying at Duke's is that your laundry is done daily and when you get home, we don't have a bunch of laundry to do. We just come home and unpack our clean clothes! We feel like they are a part of our family when we are staying there. We also love staying there because it is very relaxing and it feels like a true vacation. Each year we have stayed at Duke's there has been some kind of improvement added to the house. There is a hot tub, air conditioning, televisions in each room and Wi-Fi. We have always felt very safe and welcomed at Silver Sands and at Dukes Hideaway.

Responds fast! avg. 3 hours 19 minutes

Match: Swimming pool

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Price per night from

$1,216

Complete Relaxation at OH BOY VILLA at Silver Sands Beach at and affordable rate

Silver Sands villa

4 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$517

LA HACIENDA

Silver Sands villa

3 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$314

Flamingo Beach Villa

Falmouth villa

7 bedrooms / 7 bathrooms / sleeps 14

Responds fast! avg. 2 hours 49 minutes

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Price per night from

$438

Wind Jammer - Silver Sands 4 Bedrooms

Silver Sands house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$602

Pineapple Cottage The Hidden Gem

Silver Sands cottage

2 bedrooms / 2 bathrooms / sleeps 5

“An incredibly relaxing vacation” This was our 6th visit to Pineapple at Silver Sands. We go instant relaxation mode as soon as we get off the plane. The staff are all incredibly friendly and helpful. The food is great, the place is lovely and clean, and the weather is fabulous.

Responds fast! avg. 3 hours 19 minutes

Match: Swimming pool

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Price per night from

$412

Pineapple Villa

Duncans villa

7 bedrooms / 8 bathrooms / sleeps 14

“Our annual Guilty Pleasure” If you have read my previous reviews, you know that we think that a vacation at Pineapple Villa is perfection. This year we were there for 2 whole weeks and I was worried that it might be a bit too long, well I was sooo wrong, I didn't want to go home. It's very easy to get used to a carefree life with no decisions to make except whether you want to swim in your own pool or go to the beautiful beach where there are very few people. I can sit on the patio and gaze at the ever changing colours of the sea for hours without ever getting tired of it. The Villa itself is cleaned thoroughly inside and out daily, each meal is tastier than the last and the wonderful staff are now like old friends. Every year we return to a new surprise. This year was the addition of flat screen Tv's with satellite in each bedroom. There were already Tv's in each of the 3 living rooms but I must say that it was nice to be able to keep up with our favorite shows . Since our group is getting smaller we are going to have a new experience next year staying in a brand new villa being built by the same owner. It is 31 metres from the beach and will have it's own infinity pool, great views and most importantly familiar staff! Can't wait!

Responds fast! avg. 3 hours 19 minutes

Match: Swimming pool

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Price per night from

$1,209

Mai Tai - Silver Sands 4 Bedrooms beachfront

Silver Sands house

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$719

Beautiful Yellowbird Villa

Silver Sands villa

4 bedrooms / 4 bathrooms / sleeps 10

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Price per night from

$550

Quadrille Villa, Silver Sands, Jamaica

Silver Sands villa

4 bedrooms / 4 bathrooms / sleeps 8

“I love the Quadrille!” The Quadrille Villa is an amazing place to vacation. Since discovering this beautiful property, my family and friends have stayed there 3 years in a row and counting! The house is beautiful, the property is amazing, the resort is peacful and alot of fun. The staff are warm, welcomg and accomodating. The meals are excellent. You don't have to leave the property to feel like you are truly on vacation. Oh, and did I mention the view? Stunning!

Match: Swimming pool

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Price per night from

$1,107

LA HACIENDA

Silver Sands villa

4 bedrooms / 5 bathrooms / sleeps 10

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Price per night from

$419

Sweet Sunshine Villa

Duncans villa

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$99

LA HACIENDA

Silver Sands villa

5 bedrooms / 6 bathrooms / sleeps 12

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Price per night from

$524

Pineapple Cottage - Silver Sands 2 Bedrooms

Silver Sands house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$288

Moonshine Villa, Silver Sands

Silver Sands villa

4 bedrooms / 5 bathrooms / sleeps 8

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Price per night from

$828

Sandpebbles.... 50 Paces to Tranquility

Rio Bueno villa

4 bedrooms / 4 bathrooms / sleeps 10

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Price per night from

$900

Azure Cove - Silver Sands 5 Bedroom

Silver Sands house

5 bedrooms / 5 bathrooms / sleeps 10

Match: Swimming pool

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Price per night from

$605

Lord Royale in Duncans Bay is the perfect villa for your long awaited vacation.

Duncans villa

6 bedrooms / 6 bathrooms / sleeps 10

Responds fast! avg. 2 hours 24 minutes

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Price per night from

$102

Breathless Manor

Falmouth house

3 bedrooms / 3 bathrooms / sleeps 7

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Price per night from

$79

Mai Tai Villa

Silver Sands villa

4 bedrooms / 5 bathrooms / sleeps 8

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Price per night from

$819

Honeycomb Villa, Silver Sands

Silver Sands villa

4 bedrooms / 4 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$613

Pineapple Villa - Silver Sands 7 Bedrooms

Silver Sands house

7 bedrooms / 7 bathrooms / sleeps 14

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Price per night from

$931

Luxury rental with pool

Duncans private room

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$167

Quadrille - Silver Sands 4 Bedroom Beachfront

Silver Sands house

4 bedrooms / 4 bathrooms / sleeps 1

Match: Swimming pool

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Price per night from

$867

Point of View Villa 1 Jamaica

Falmouth villa

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 30 minutes

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Price per night from

$92

Beachfront 3 bed Villa, fully staffed, airport transfers included in Winter

Duncans villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 57 minutes

Match: Swimming pool

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Price per night from

$484

Point of View Villa Jamaica

Falmouth villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 13 minutes

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Price per night from

$292

Seaview Villa at Stonebrook Manor

Falmouth house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$115

Point of View Villa 2 Jamaica

Falmouth villa

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 34 minutes

Match: Swimming pool

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Price per night from

$170

Beachfront 4 bed Villa, fully staffed, airport transfers included in Winter

Duncans villa

4 bedrooms / 5 bathrooms / sleeps 8

Match: Swimming pool

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Price per night from

$543

L&V's Paradise Vacation Home w/shared pool & gym 3

Falmouth house

3 bedrooms / 2 bathrooms / sleeps 6

Match: Swimming pool

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Price per night from

$104

Great rentals within 20 miles that match your search

Hotel Tropik Leadonna

Rose Hall hotel apartment

29 bedrooms / 29 bathrooms / sleeps 50

Match: Swimming pool

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Price per night from

$98

PARADISE FOUND

Rose Hall apartment

1 bedroom / 1 bathroom / sleeps 3

Match: Swimming pool

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Price per night from

$255

Seacastle blue suite,Rose hall

St James, Montego Bay apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 27 minutes

Match: Swimming pool

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Price per night from

$197

Paradise-Guesthouse

Runaway Bay house

8 bedrooms / 8 bathrooms / sleeps 16

Responds fast! avg. 13 minutes

Match: Swimming pool

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Price per night from

$707

Viewing 38 of 90
rentals in Trelawny Parish

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