
Holiday rentals in Jackson Town
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Top-rated holiday rentals in Jackson Town
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VaeLuxuryEscape| *FreeBeachAccess|GATED|Central
Relax in Luxury – Free Beach & Pool Access! Unwind at this pristine North Coast retreat in a 24/7 gated community, just 5 minutes from Puerto Seco Beach—with FREE VIP beach & pool access! 🌞🏖️🌴 🔹 Booking Info: This listing is for a 1 bedroom (up to 2 guests). Need more space? Check out our other listings for larger bookings! 🌊 FREE VIP Experience: Enjoy swimming, sunbathing & VIP food/drink service at Puerto Seco Beach—compliments of Vaes Luxury Escape! Book your luxury tropical stay today! ✨
4.79 out of 5 average rating, 63 reviews
Light House
Welcome to Light House, Escape to this modern 2 bedroom Home to enjoy with family & friends, gated community with security, located in Discovery Bay, St. Ann. Self Check in upon arrival. The home offers high speed internet, an old school game system with built-in Pac-Man & other games, streaming cable boxes in all rooms & a work station. Free Parking is also available. Light House is located minutes away from the famous Porto Seco Beach & Green Grotto Cave. Light House is a Home away from Home.
5.0 out of 5 average rating, 19 reviews
Ocean Dreams Villa
Ocean Dreams Villa is a stylish, unique, beach villa with 3 bedrooms and 3 bathrooms and sets the stage for a memorable trip within steps of the beautiful Duncans Bay Beach (also known as Silver Sands Public Beach) with its sparkling turquoise waters and white silvery sand, the view is simply breathtaking. It's the perfect ambiance to relax in comfort, enjoy the breeze, listen to the birds, nature and let the soothing sound of the ocean waves breaking on the shore calm you and ease your mind.
4.94 out of 5 average rating, 126 reviews
Ocean-view villa with private pool near beach
Welcome to Villa Amore, a spacious 5-star 3-bedroom villa with pool & stunning sea views! Features: ▪ Fully equipped kitchen & dining area perfect for family sharing. ▪ Spacious living room with direct access to your private pool ▪ Convenient shared guest bathroom Each bedroom offers: ▪ Private en suite bathroom for full comfort ▪ Balcony with stunning pool & sea views Relax in lush gardens with secure parking and just a short walk to Puerto Seco Beach - your perfect tropical retreat awaits!
4.92 out of 5 average rating, 26 reviews
Private Seafront Villa near Ochi
Located directly on the ocean and room for 7 -- bring the Fam! Stylish Villa with three bedroom plus sleeper-den with four full bathrooms offers Caribbean charm and modern sensibilities. Full kitchen, super-comfy living area fronts an expansive dining/bar and lounge area with views of the sea that go on forever. Included: Starlink Wifi, a 65" SmartTV and a/c throughout; your private housekeeper/cook is there to take care of your every need. Enjoy a unique, relaxing Jamaican vacation today!
4.94 out of 5 average rating, 83 reviews
Adehya the Villa
Adehya, a Jamaican phrase for "I've arrived" is the quintessential vacation spot in Jamaica. Located in the gated community of Silver Sands Estate, Trelawny, you will have access to the estate's facilities and beaches nearby. Also included in your vacation package is a staff consisting of a housekeeper, butler and a chef. Feeling adventurous? No worries. We can arrange or suggest a list of activities and attractions for you to visit. Adehya is your home away from home.
4.93 out of 5 average rating, 90 reviews
Courtyard by the Bay*Pvt Pool, BCH & 5-Star Amen
Escape to paradise to this beautiful built, luxurious, two-bedroom bungalow home in Discovery Bay. Discover a tropical haven with a private pool, modern comforts like FILTERED WATER and A1 amenities. Immerse yourself in island living and minutes away enjoy the 5 star resort style Puerto Seco beach, restaurants and major attractions. This place is suitable for all types of travelers seeking an unforgettable vacation. Look no further BOOK NOW at Courtyard by the Bay.
4.96 out of 5 average rating, 195 reviews
NEW~ Pool Access 3BR •Gated • Walk to the Beach
Welcome to your island getaway where laid-back coastal living meets modern comfort. This spacious 3-bedroom, 3.5-bath vacation home is perfectly designed for you with a quick stroll to the onsite private beach ✨ Why You’ll Love This Home ✔︎ Private beach access ✔︎ Secure gated community with 24/7 security ✔︎ Pool access ✔︎ Spacious, modern design ✔︎ Seamless self check-in via keypad ✔︎ Free on-site parking ✔︎ Fully air-conditioned
4.86 out of 5 average rating, 22 reviews
!Wynter'sEscape |gated 2BR |w/pool & beach access!
♚We offer a comfortable, newly-built modern two-floor townhouse in a gated community overlooking PUERTO SECO BEACH in the resort town of Discovery Bay, St. Ann ☀⛱🕶 !!! Price starts from US$125 for 2 guests and increases by US$25 per additional guest!!! This property facilitates easy access being 1 min drive from the main road % is 1 hr away from Sangster's Intl. Airport ✈ and 45 mins from Ocho Rios!!!
4.88 out of 5 average rating, 249 reviews
Drumz Oasis
Home away from home. Immerse yourself in the charm of our cozy home. A modern and fully equipped home to relax with the whole family. Located in a peaceful neighborhood . A short drive from popular tourist attractions and easily accessible for exploring. Enjoy a peaceful retreat with fresh air and stunning views. Whether you’re here to work or play, our home is the perfect base for you to stay.
4.93 out of 5 average rating, 61 reviews
Exclusive Mountain & Farm Villa Escape
Expect an Authentic Experience high in the mountains of Jamaica: Imagine waking up to the gentle sounds of nature, the fresh mountain breeze carrying the scent of ripening fruits and morning dew over rolling farmland. Nestled in the lush, green hills of Trelawny, this two-bedroom, two-bathroom home offers a perfect escape into nature, and authentic rural Jamaican
4.9 out of 5 average rating, 10 reviews
CrearyStays 2BD/2BR
Your family will be close to everything when you stay at this centrally-located place in a gated community. Accommodations are available for toddlers 0 to 36 months (Portable crib). 1hr from MBJ Airport 45 minutes from Dunn’s River Falls 25 minutes from Plantation Smoke House Restaurant 15 minutes from Sharkies Seafood 5 minutes from Puerto Seco Beach
4.92 out of 5 average rating, 63 reviewsPopular amenities for Jackson Town holiday rentals
Other great holiday rentals in Jackson Town

Gated 3BR Villa Near Beaches & MontegoBay •2 Pools
5.0 out of 5 average rating, 4 reviews
Serene Haven by Camelot
4.95 out of 5 average rating, 19 reviews
Luxury 3BR Villa | Pool | 30 min from MBJ Airport!
5.0 out of 5 average rating, 18 reviews
Steps To Beach - Spacious Clean Villa w/ Cook
4.83 out of 5 average rating, 95 reviews
Villa Di-Nae, The luxury getaway
4.82 out of 5 average rating, 57 reviews
Las Olas Villa 4BR Pool, Chef, Ocho Rios
5.0 out of 5 average rating, 7 reviews
Obsidian Luxury Ocean Oasis
4.86 out of 5 average rating, 21 reviews
Villa Reneé Coral Spring
5.0 out of 5 average rating, 4 reviewsDestinations to explore
- Ocho Rios Bay Beach
- Rose Hall Great House
- Phoenix Park Village
- Doctor's Cave Beach
- YS Falls
- Floyd's Pelican Bar
- Reggae Beach
- Harmony Beach Park
- Martha Brae Rafting Village
- Green Grotto Caves
- Turtle River Park
- Bob Marley's Mausoleum
- Dolphin Cove Ocho Rios
- Dolphin Cove Montego Bay
- Whispering Seas
- Konoko Falls
- Dead End Beach
- Coral Cliff
- Burwood Public Beach





