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Holiday Rentals with Pools in Trelawny Parish

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101 rentals in Trelawny Parish.
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Seadrift Villa w/ private pool, great entertainment space, easy walk to beach.
17 reviews
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Sol Mar Villa
16 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Miss P's Place Beautiful Villa with Ocean View, Short walk to beach, WiFi, staff
22 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Beachfront Villa - 4 bedrooms- Swimming pool, staff, Newly refurbished! Queen
15 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Seahorse- - A Slice Of Caribbean Heaven
58 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Quadrille Villa, Silver Sands, Jamaica
9 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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BEACHFRONT! FAMILIES WELCOME! STAFFED! INFINITY POOL! SECURITY Tallawah Villa 7
8 reviews
Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps, All pools
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Honeycomb Villa, Silver Sands
5 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Oh Boy Villa - Four Bedrooms, Pool, Spectacular Sea Views and Cook/Housekeepers
14 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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MODERN BEACH SIDE VILLA
6 reviews
Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps, All pools
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Mai Tai - Silver Sands 4 Bedrooms beachfront
5 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Moonshine Villa, Silver Sands
4 reviews
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps, All pools
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New 4 bedroom villa with infinity pool short walk to Beach!
7 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Flamingo Beach Villa
6 reviews
Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps, All pools
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Azure Cove, Silver Sands. Jamaica Villas 5BR
8 reviews
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Sol Mar Villa-Silver Sands, Ocean View, Pool, Al Fresco Dining, Family Friendly
6 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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SeaEsta at Bengal ; Cool Chic and all Caribbean.............
10 reviews
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Silver Sands Villa ~ Hastings Place ~ Sun, Sea, Fun & All the comforts of Home!
2 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Oceanview Villa Jamaica
3 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Affordable Luxury! Walk to beach! Cook! Housekeeper! Pool! Club Paradise
4 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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WATERFRONT! POOL! BEACH! COOK! HOUSEKEEPING! SPOILT! Quadrille, Silver San
4 reviews
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Bali Beach Villa - Beachfront - Modern - Fully Staffed - Private Pool - Perfect
10 reviews
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps, All pools
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EXPANSIVE OCEAN VIEWS, SHORT STROLL TO BEACH! POOL! STAFF! 3 BR SOL MAR
3 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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SEHFEH Luxury Vacation Home
2 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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WATERFRONT! POOL! BEACH! COOK! HOUSEKEEPING! SPOILT! Quadrille, Silver Sands 3BR
3 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Sea Spray 50 Steps to the Sea, COOK, POOL! BEACH! AFFORDABLE! FAMILY!, 3 BR
3 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps, All pools
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Beachfront Villa - 3 bedrooms- Swimming pool, staff, Newly refurbished!
3 reviews
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, All pools
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BEACHFRONT! FAMILIES WELCOME! STAFFED! INFINITY POOL! SECURITY Tallawah Villa 6
2 reviews
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Azure Cove, Silver Sands. Jamaica Villas 4BR
3 reviews
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Your Island getaway
2 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Pineapple Villa - Silver Sands 7 Bedrooms
1 review
Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps, All pools
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Moonshine Villa - Luxury redefined in Silver Sands
2 reviews
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps, All pools
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SHORT WALK TO BEACH! STAFFED! POOL! GATED! Windjammer, Silver Sands 3BR
2 reviews
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Dukes Hideaway - Silver Sands 6 Bedroom
1 review
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Azure Cove - Silver Sands 5 Bedroom
1 review
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Beachfront 4 bed Villa, fully staffed, airport transfers included in Winter
1 review
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Seaview Villa at Stonebrook Manor, Falmouth, Trelawny, Jamaica
1 review
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
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Complete Relaxation at OH BOY VILLA at Silver Sands Beach at and affordable rate
1 review
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Azure Cove, Silver Sands. Jamaica Villas 3BR
3 reviews
Holiday Rental House
3 bedrooms
5 bathrooms
Sleeps 6
Match: Sleeps, All pools
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*COVID Compliant* Luxury Villa in Private Beach Community
1 review
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, All pools
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BEACHFRONT! FAMILIES WELCOME! STAFFED! INFINITY POOL! SECURITY Tallawah Villa 4
1 review
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Aberdeen Villa 4BR - Newly Refurbished - 5 mins to Beach - Pool - Staff
1 review
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Oceanview Villa 1 Jamaica
2 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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WATERFRONT VILLA! SWIMMING POOL! STAFF! Je Suis Content, Silver Sands 2BR
2 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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Oceanview Villa 2 Jamaica
1 review
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
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30 STEPS TO THE BEACH! STAFF! POOL! Dukes Hideaway, Silver Sands 4BR
1 review
Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps, All pools
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WATERFRONT VILLA! SWIMMING POOL! STAFF! Je Suis Content, Silver Sands
1 review
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Stroll to beach in 5 min, Cook, private pool, Gated community 3LB
1 review
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Sandpebbles.... 50 Paces to Tranquility
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
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Lord Royale in Duncans Bay is the perfect villa for your long awaited vacation.
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps, All pools
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