Family-friendly holiday rentals in May Pen

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in May Pen

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Superhost
An outdoor seating area features dark wicker furniture with bright turquoise cushions, providing a comfortable space for relaxation. The view includes a landscaped yard with palm trees and a swimming pool, outlined by a wooden pergola and surrounded by vibrant greenery.
Home in Portmore
4.85 out of 5 average rating, 226 reviews

🏝🏝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

Top guest favourite
Farm stay in Eleven Mile
4.96 out of 5 average rating, 137 reviews

Rasta family fruit farm hilltop cabin kingston

If you want real roots Jamaica Our place on di hill aint no faker If you like fresh cool breeze And every kinda fruit pon di trees. Butterflies, birds and plants Sweet Reggae to dance Riddims and a whole heap of flavour, Rasta ital behaviour Hilltop views. Outstanding reviews. A community of family and friends. A memory for life it all depends … if you decide to book now! Authentic cabin/outside cool shower/inside toilet/nature everywhere/ double bed/hammock 20mins airport and kingston

Top guest favourite
Cabin in Liguanea
4.96 out of 5 average rating, 254 reviews

City Nirvana |Perf Location | Unwind & Enjoy

You're invited to enjoy our safe urban retreat- hidden in plain sight- a wooden cabin, located next to City Cabin in the vibrant Liguanea area. Reconnect with nature, enjoy amazing mountain views, stroll through our verdant garden and listen to birds at day and creatures at night. The perfect base for exploring the Bob Marley Museum, Devon House, restaurants, coffee shops, stores, supermarkets some within walking distance, others a short ride away. Welcome, be our guest, we'd love to host you!

Guest favourite
A private balcony offers a serene view of the Caribbean Sea, showcasing gentle waves lapping against a rocky shore. The landscape features a mix of sandy and rocky terrain, set against a cloudy sky that hints at the upcoming sunset.
Guest suite in Bull Bay
4.88 out of 5 average rating, 318 reviews

Rustic Beauty Beach Front Hideaway

Just imagine yourself sunbathing on your own private balcony with the beautiful carribbean sea is right at your doorsteps. The nights when you can snuggle up and star gaze while listening to the sound of the waves. My place is close enough to the airport with a view of the planes landing and taking off and the ships entering n leaving port but just outside of the hustle and bustle of city life. If you want to relax this is the place for you to come and unwind and let us take care of you.

Guest favourite
A charming treehouse is nestled within lush tropical foliage, supported by a sturdy mango tree. Wooden walls frame the structure, while a covered porch adorned with green accents invites relaxation. Stairs lead down, surrounded by vibrant leaves, enhancing the natural setting.
Treehouse in St. Andrew Parish
4.84 out of 5 average rating, 134 reviews

Treehouse at Prince Valley Guesthouse

Stay in this one of a kind Treehouse on our small coffee farm. You have a birdseye view of this beautiful valley high in the Blue mountains of Jamaica from this lovely mango tree. Relax and enjoy warm days and cool nights in this tropical paradise. There are short walks or guided longer hikes in this area including nearby Holywell National Park. Tour a coffee plantation or hangout in the neighborhood and enjoy a cold beverage. Breakfast and dinner are available at an additional cost.

Guest favourite
A comfortable seating area showcases two light gray sofas with a geometric area rug beneath. A round coffee table with a decorative tray is centered between the sofas. Large windows are adorned with light blue curtains, allowing natural light to illuminate the space.
Home in May Pen
4.92 out of 5 average rating, 12 reviews

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.

Top guest favourite
A comfortable living area features a spacious sectional sofa, complemented by a coffee table and inviting decorative accents. Bright artwork depicting beach scenes adorns the wall, while a dining table with chairs is positioned nearby, enhancing the functional layout of the open space.
Home in Old Harbour
4.96 out of 5 average rating, 27 reviews

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.

Guest favourite
A spacious kitchen area features light blue walls and marble flooring. A large island with two stools is positioned centrally, complemented by modern cabinetry. A six-burner gas stove with an oven is situated against the wall, with ample natural light filtering through the windows.
Home in May Pen
4.88 out of 5 average rating, 32 reviews

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

Superhost
A wooden interior features warm tones, highlighted by a spacious bed adorned with nature-inspired decor. Two closed wooden doors are positioned adjacent to a potted plant, with soft lighting provided by a bedside lamp on a small stool. Large windows allow natural light to illuminate the room.
Tiny home in Portland Parish
4.8 out of 5 average rating, 128 reviews

Our Escape, Tiny Home in Blue Mountains w/ River

Get cozy and unplug in nature at this off-grid, tiny home at Our Escape's unspoiled twenty acres property. This rustic cabin offers all modern comforts and is nestled in the Portland side of the Blue Mountains. This unique space serves as the perfect retreat from all the modern world noises. Let the countless bird species serenade you, while you hike or swim in our private river. Let the fireflies be the only lights you see at night while you stare at the constellations.

Guest favourite
A modern kitchen is presented with dark cabinetry and a granite countertop. Kitchen appliances, including a microwave, stove, and double-door refrigerator, provide functionality. A dining table set for two is featured, with a glass and decorative elements, enhancing the space's practical appeal.
Flat in May Pen
4.9 out of 5 average rating, 49 reviews

Home

Kick back and relax in this calm, stylish space. Home is centrally located in a gated secure premises in May Pen, Clarendon. It is 2 mins from the nearest hospital. Doctors offices, restaurants, shopping, spas, salons, etc. Attractions in Clarendon includes, the Milk River Mineral bath, Farquahar beach, salt River mineral spring and other hidden gems. Home is also 2 mins away from the high way 2000.

Guest favourite
A modern open-plan kitchen integrates with a spacious living area, featuring sleek cabinetry and stainless steel appliances. Sunlight brightens the glossy tiled floor, while a comfortable sectional sofa adorned with yellow and gray pillows invites relaxation. Large windows provide views of the outdoor surroundings.
Flat in Mineral Hieghts
5 out of 5 average rating, 16 reviews

The Luxe Paradise

Modern 2-bedroom Retreat in Clarendon! Just 3 minutes away from Millennium Mall, popular restaurants, supermarket, gas station, Highway 2000, close to Murrays Fish & Jerk Hut, and much more! Enjoy a fully equipped apartment with a private terrace, A/C, fully kitchen, Wifi & Smart TV. Book now and enjoy Clarendon with comfort, convenience, and a touch of luxury!

Guest favourite
The entrance to the luxury home features a well-maintained paver pathway leading to a modern double-door entrance. A small garden with decorative stones and a tropical plant sits to the side, complemented by a light grey facade and large windows.
Home in Old Harbour
5 out of 5 average rating, 18 reviews

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 May Pen family-friendly rentals

Quick stats about holiday rentals that are family-friendly in May Pen

  • Total holiday rentals

    Explore 20 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 80 verified reviews to help you choose

  • Wifi availability

    20 of May Pen holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across May Pen rentals

  • 4.9 Average rating

    May Pen stays are highly rated by guests – averaging 4.9 out of 5!

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