
House holiday rentals in May Pen
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Top-rated house rentals in May Pen
Guests agree: these houses are highly rated for location, cleanliness and more.

🏝🏝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

PAARJ Spacious Retreat with Pool&Electric gate #3
This unique apartment is located in a quiet neighborhood just off the main road, close to Millennium Mall and May Pen Town Centre. Enjoy full access to modern amenities including: Private pool AC, ceiling fans & solar water heating 2 electric gates & 24hr security cameras Spacious lounge with 60” smart TV & Netflix Patio with grills Parking for up to 4 cars Whether you're traveling for business or leisure, this is the perfect spot to relax, recharge, and enjoy your stay. A home away from home!

Modern Home ( Gated Community) NHV3 Old Harbour 1
Modern Home Gated. Fully Solar 1 King size bed, 1Q-B, 2baths located in Old Harbour with GAZEBO and BAR. This amazing home also decked with LED Lighing, 1 fancy Kitchen an laundry. It's fully A/C and grilled with 24/7 security, Smart lock, Free NetFlix, also CCTV Cameras for your safety, a fire place. All furnitures are brand new to suit your needs. This is situated closed to the Town, Restaurant, Jerk Centre, KFC, Juici Beef, High 2000, 30mins portmore spanish Town 1 hour to Ocho Rios.

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.

Cameron's Paradise
Welcome to Cameron's paradise !!! Where Comfort Meets Style!This enchanting retreat offers a serene oasis in the heart of old harbour 25 mins from Norman Manley airport Enjoy a modern 2-bedroom retreat with self check-in and cozy living space. Stay cool with AC, connected with free Wi-Fi, and take advantage of convenient laundry access—all in a safe, secure environment. Perfect for families, couples, or business travelers seeking a stylish and peaceful getaway. #Cameron's paradise

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!

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.

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.

Trenz De Luxe
Live the lifestyle you deserve! Trenz De Luxe is an exquisite property nestled in a prestigious gated community, just outside May Pen town centre. The home offers the perfect blend of luxury, convenience, and style.

Mineral Heights Right-Spot
Relax and enjoy in this spacious house. It is the perfect hideout spot, there is a security camera so guests can see who is coming for added security
Popular amenities for house rentals in May Pen
House rentals with a pool

Old Harbour Relaxation with pool

Sleep Easy, Relax in Comfort

Comfort Cottage: Private Oasis w/Pool & Security

Poolhouse@Countryclub | Private Pool | Gated

The Geenie Gates - Fully Air Conditioned

Colbeck364 Comfort Stay

Luxe Oasis. King Suite. Gated. Chef. Pool. WIFI

The Caymanas Villa
Weekly house rentals

Cozy Groundfloor 2BR Getaway in Old Harbour.

Charming Oasis Getaway

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

Serenity Breezy Hillview

Rest with no Stress In A gated community

Dr Doc's Suite with Pool

Caribbean Escape

The Spanish Villa - 1 Bedroom Modern Spacious Home
Private house rentals

Sandy's Corner

Chillax Island Stay – Private Pool & Gazebo

Charming and tranquil home in gated community!

Gated Retreat with Resort Pool, Caymanas Estate

Simm's Estate lux with Jacuzzi

Serene Vistas, Caymanas Country Club

Cozy and spacious home.

Spence Serene Space
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 £30 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
- Treasure Beach Holiday rentals
- Old Harbour Holiday rentals
- Holguín Holiday rentals
- Guardalavaca Holiday rentals
- Discovery Bay Holiday rentals
- Port Antonio Holiday rentals
- Ocho Rios Bay Beach
- Bob Marley Museum
- Phoenix Park Village
- Hellshire Beach
- Hope Botanical Gardens
- Emancipation Park
- Sabina Park
- YS Falls
- Reggae Beach
- Fort Clarence Beach
- Floyd's Pelican Bar
- Turtle River Park
- Lovers Leap
- Green Grotto Caves
- University of the West Indies
- Strawberry Hill
- Rafjam Bed & Breakfast
- Devon House
- Independence Park
- Dolphin Cove Ocho Rios
- Bob Marley's Mausoleum
- Whispering Seas
- Martha Brae Rafting Village
- Somerset Falls




