
House holiday rentals in May Pen
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Top-rated house rentals in May Pen
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🏝🏝HIDDEN GEMS 💎 💎 🏝🏝 Vacation Home 🏡🏞
This carefully designed house is ideal for persons looking for a cool refreshing modern and comfortable vacation stay . It is perfectly located in quiet and secure gated community Phoenix park village ,in the well developed sunshine city of portmore st catharine . It is most suitable for you because of its convenient access to all it has to offer around it ,its famous helshure beach, movie theater ,shopping malls ,clubs ,restaurants etc . it is the place for families ,couples, or just friends

Luxe Oasis. King Suite. Gated. Chef. Pool. WIFI
Wake up slowly. No alarms. Just soft morning light spilling through the windows. Enjoy freshly brewed coffee & prepare breakfast in our fully equipped kitchen. Gather around the dining table, plan your day, or open your laptop if work calls. Enjoy a day out, then sink into the cozy living room for a movie night or step out to the porch with a glass of wine & let the day wind down. Desire a little more? Visit our Clubhouse’ take a refreshing dip in the pool or fit in a workout at the gym.

CW Palace. Wifi and Fully Air Conditioning
This Beautiful elegantly decorated spacious home is situated in the gated community of New Harbour Village 2 located approximately 35 minutes from Norman Manley Airport. This location has very easy access to the Highway and there are a host of amenities in the nearby town of Old Harbour. banks, restaurants, supermarkets and other major facilities are within reach of this property. Transportation is plentiful there is a 24 hour taxi operator within the complex. A rental car can be arranged.

The Cherryhill of Old Harbor
Welcome to The Cherryhill – Your Home Away from Home in Old Harbor. Escape to comfort and convenience at The Cherryhill, a modern 2-bedroom, 1-bathroom home located in the brand-new Whim Estates gated community in Old Harbor, St. Catherine. Perfect for families, couples, or small groups. This cozy retreat offers everything you need for a relaxing stay. Enjoy a clean, secure environment just a short drive from both Spanish Town and May Pen, Clarendon, an ideal base for exploring Jamaica.

Kgap Ranch,3 bedrooms with private pool and gym
KGAP Ranch, a perfect family getaway. Enjoy the experience that this 3 bedroom,3.5 bathroom oasis has to offer. Located in a quiet,safe & centrally located neighborhood. Less than 3 minutes access to high way 2000, 30 minutes from Kingston where major attractions like Usain Bolt tracks & records,Club Meca, Macau Gaming lounge & Bar.We are one hour away from excursions in Ocho Rios.KGAP Ranch is equipped with coded doors & security gates. Our host is responsive and reachable 24 hours.

Camerons Cove-378 Home in Whim Estates Old Harbour
A cozy and well-appointed space designed for comfort and relaxation in a gated and secured community. Located in a convenient and desirable area, you’ll love the warm and welcoming atmosphere, perfect for families, couples, or solo travelers. What makes it so special is the thoughtful amenities, stylish decor, and personalized touches that make you feel right at home. Whether you’re looking for a peaceful retreat or easy access to local attractions, we offer you an unforgettable stay.

The Rose Garden (2 A/Cs + 2 baths)
Duplex in peaceful location near Glenmuir Rd. This listing is unit #2 with over 40 amenities, including private entrance, A/C, WiFi, 3 Smart TVs, Hot water, 2 bedrooms (1 en-suite), 2 bathrooms, living/dining areas, equipped kitchen, front & back porch and other amenities designed for your comfort. Only 3 min. from Highway 2000, Guests are centrally located with access to north, east and west coasts and minutes away from grocery store, entertainment, malls & restaurants in May Pen

Irie Getaway - House in gated community
One bedroom newly built and furnished home in very peaceful and quiet residential, gated community, with 24 hour security, in St. Catherine. House is ideally located just a few minutes from the Spanish Town Toll road, which makes it easy to access without having to encounter heavy traffic. Kingston is 25 minutes away and Portmore is 10 minutes away. House is nicely furnished and has ac in the bedroom (only) and other amenities to make your stay feel like a home away from home!

Beauty & Serenity at Kyah Place
At Kyah Place you can put a little distance between yourselves and the rest of the world. The lifestyle here is pure Jamaican in rhythm and tempo, "easy." We offer you a window to local culture and a different way of living. Markets, cook shops, and taxis are just steps away. Here you'll have an authentic Jamaican experience in a contemporary but homey setting, with Ocho Rios and world famous Dunn's River Falls only about an hour away. We look forward to hosting you. One Love

Elegant 2BR, Pool, Gym & Games Room - Book Now
Make lasting memories with your loved ones at this family-friendly 2-bedroom retreat! The home is fully furnished with modern comforts and features a vibrant games room for endless fun, plus access to a pool and gym for all ages to enjoy. With plenty of room for everyone, the home combines relaxation, entertainment, and convenience. Located just minutes from town, you’ll have quick access to restaurants, shops, and local attractions, making it easy to plan family outings.

Luxury Oasis of New Harbour Village III
Royal Oasis is a peaceful, centrally-located, and gated place with 24-hour security. It is five (5) minutes from Old Harbour Town, two (2) minutes from the highway, and thirty (30) minutes from Kingston. It has three (3) Air conditioners, one in each bedroom and another in the living room. This property is also 5 minutes from the beach and 15 minutes from Salt River.

Evertonbnb 592 - With Private Heated Jacuzzi Pool
Luxury home with Private Heated Jacuzzi Pool, Gazbo and Lounge, Outside dining and Barbecue pit. Lots of room for fun. Quiet Gated Community with 24 Hour security. 2 minutes off the Old Harbour Highway Exit. 5 Minutes to the Town Centre. 30 Minutes via the highway to Pricesmart Shopping.
Popular amenities for house rentals in May Pen
House rentals with a pool

Old Harbour Relaxation with pool

PAARJ Peaceful Escape with Pool, Garden&Parking #1

Comfort Cottage | private pool | 24hr security

Serene Vistas, Caymanas Country Club

Colbeck364 Comfort Stay

The Caymanas Villa

Chillax Manor Your Private Oasis for Relaxation

Exquisite Manor
Weekly house rentals

Sandy's Corner

Viv & Kev's home away from home

Charming Oasis Getaway

Beautiful Battersea Lodge

Avi's Luxury Haven: Modern, Cozy and Quiet Getaway

Green Grandeur

Simm's Estate lux with Jacuzzi

K&W comfort suite Fully air condition, gated.
Private house rentals

Spacious 3 Bedroom, in Gated property St Catherine

Large spacious 2 bed 2 bathroom garage family hse.

The Escape 227

Jerry's Little Cottage fully air-conditioned

Full T/house 2 bedroom • AC• Gated• Not Shared

The Geenie Gates - Fully Air Conditioned

The Sandy Haven

Caribbean Dream II
Quick stats about house rentals in May Pen

Total holiday rentals
Explore 10 holiday rentals in May Pen

Nightly prices starting at
May Pen holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 70 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
10 of May Pen holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across May Pen rentals

4.8 Average rating
May Pen stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Kingston Holiday rentals
- Montego Bay Holiday rentals
- Ocho Rios Holiday rentals
- Negril Holiday rentals
- Portmore Holiday rentals
- Mandeville Holiday rentals
- Santiago de Cuba Holiday rentals
- Holguín Holiday rentals
- Old Harbour Holiday rentals
- Treasure Beach Holiday rentals
- Guardalavaca Holiday rentals
- Discovery Bay Holiday rentals
- Ocho Rios Bay Beach
- Bob Marley Museum
- Phoenix Park Village
- Hellshire Beach
- Hope Botanical Gardens
- Emancipation Park
- YS Falls
- Sabina Park
- Reggae Beach
- Fort Clarence Beach
- Green Grotto Caves
- Floyd's Pelican Bar
- Lovers Leap
- Strawberry Hill
- University of the West Indies
- Turtle River Park
- Rafjam Bed & Breakfast
- Independence Park
- Devon House
- Martha Brae Rafting Village
- Dolphin Cove Ocho Rios
- Bob Marley's Mausoleum
- Somerset Falls
- Whispering Seas




