
House holiday rentals in May Pen
Find and book unique houses on Airbnb
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 $34 NZD 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 and kid-friendly amenities

Wi-Fi availability
10 of May Pen holiday rentals include Wi-Fi 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!
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
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Cool Cozy Cottage II. 2 bedroom oasis Free parking
This beautiful 2 bedroom 1 bathroom home is located in the peaceful community of Aviary Old Harbour. Relax in comfort in Queen size bed, main room with ac. The second room is equipped with two twin beds and an ac unit. 24hrs camera that monitors the entrance. The location gives easy access to the Highway leading to Kingston, Ocho Rios and Montego Bay and also to Mandeville. Enjoy modern amenities with access to wifi and our outdoor verandah. Checkin with through the use of our key box system.
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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.
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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.
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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.
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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
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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
LocationFamilyCheckout

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.
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The Oasis, Caymanas Country Club btw Portmore/Kgn
The property is located in the quiet and peaceful Caymanas Country Club gated community with 24x7 security. The community is centrally located and is 15 minutes away from Kingston, 5 minutes away from Portmore and 45 minutes drive to Ocho Rios via the nearby entrance of the North-South Highway. Some of the amenities in the community includes jogging trail, adult and kids size swimming pool, basketball and tennis court. I welcome you to be part of The Oasis family.
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Serene Retreat in Gated Community - Entire Home
Escape to Serenity at Whim, a stylish 2-bedroom modern home within a 24-hour gated community with security, ideal for long-term stay. This unique retreat offers a calm, grounding energy with its whimsical, warm-inspired decor. Featuring a fully-equipped kitchen, air conditioning in all rooms, a tranquil bedroom, and a spacious living area, it comfortably accommodates 2-4 guests. Experience a peaceful getaway where every moment feels intentional.
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The Surada Bay
Welcome to The Surada Bay, here you'll enjoy our newly remodeled home in the gated community of Colbeck Manor(with 24hrs security) enjoy our beautifully decor listing with modern furnishings that will make you feel right at home. We're equipped with a Samsung smart TV, Netflix and WIFI to keep you connected with your love ones. "if you forgot it" no worries we have it 😉
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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.
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Popular amenities for May Pen house rentals
House rentals with a pool

Sleep Easy, Relax in Comfort
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StayEntity in Gated Oak Estate w/Pool, Wifi +AC
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PAARJ Peaceful Escape with Pool, Garden&Parking #1
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Comfort Cottage: Private Oasis w/Pool & Security
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The Geenie Gates - Fully Air Conditioned
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Lovely 1 bedroom apt at Colbeck manor +pool & gym
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Luxe Oasis. King Suite. Pool. Gym. WiFi. A/C
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The Caymanas Villa
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Weekly house rentals

Suite 159
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Home away from home
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Beautiful Battersea Lodge
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The Escape 227
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Modern Home ( Gated Community) NHV3 Old Harbour 1
KitchenHospitalityCleanliness

Luxury 2 BR Jacaranda Homes
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RUSTIK INN cozy home away from home
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The Cherryhill of Old Harbor
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Private house rentals

KJ's Suite
LocationFamilyNearby

Oak Château: Rest, Renew, Restore.
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The Palms at Phoenix
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Charming Oasis Getaway
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Charming and tranquil home in gated community!
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Poolhouse@Countryclub | Private Pool | Gated
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The Oasis at Whim
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The Sandy Haven
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Destinations to explore
- Kingston Holiday rentals
- Montego Bay Holiday rentals
- Ocho Rios Holiday rentals
- Negril Holiday rentals
- Portmore Holiday rentals
- George Town Holiday rentals
- Mandeville Holiday rentals
- Hellshire Holiday rentals
- Saint Ann's Bay Holiday rentals
- Santiago de Cuba Holiday rentals
- Spanish Town Holiday rentals
- Port Antonio Holiday rentals
- Ocho Rios Bay Beach
- Bob Marley Museum
- Hellshire Beach
- Phoenix Park Village
- Hope Botanical Gardens
- Emancipation Park
- University of the West Indies
- YS Falls
- Floyd's Pelican Bar
- Fort Clarence Beach
- Reggae Beach
- Devon House
- Strawberry Hill
- Rafjam Bed & Breakfast
- Martha Brae Rafting Village
- Green Grotto Caves
- Somerset Falls
- Bob Marley's Mausoleum
- Turtle River Park
- Dolphin Cove Ocho Rios
- Whispering Seas
- Konoko Falls
- Independence Park
- Burwood Public Beach





