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Family-friendly vacation rentals in May Pen

Find and book unique family-friendly homes on Airbnb

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

  • Total vacation rentals

    Explore 10 vacation rentals in May Pen

  • Nightly prices starting at

    May Pen vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

  • Verified guest reviews

    Over 80 verified reviews to help you choose

  • Wi-Fi availability

    10 of May Pen vacation rentals include wi-fi 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!

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
4.84 out of 5 average rating, 237 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

KitchenIndoor spacesPool

Superhost
A single-story home with a welcoming front porch is showcased. Light yellow and creamy white exterior walls are complemented by a manicured lawn and garden. A small outdoor table and chairs are set on the porch, with a pathway of stones leading to the entrance.
Home in Old Harbour
4.76 out of 5 average rating, 34 reviews

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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Guest favorite
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
4.93 out of 5 average rating, 15 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.

FamilyIndoor spacesBackyard

Top guest favorite
Home in Old Harbour
5 out of 5 average rating, 23 reviews

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

KitchenFamilyHospitality

Guest favorite
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
4.86 out of 5 average rating, 37 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

Indoor spacesFamilyAccess

Top guest favorite
Home in Old Harbour
4.96 out of 5 average rating, 102 reviews

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.

KitchenIndoor spacesComfort

Guest favorite
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.
Apartment in May Pen
4.91 out of 5 average rating, 55 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.

KitchenCheck-inCleanliness

Top guest favorite
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.
Apartment in Mineral Hieghts
5 out of 5 average rating, 24 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!

FamilyIndoor spacesDecor

Superhost
A cluster of charming wooden cabins displays a rustic design, featuring sloped roofs with red tiles. Large windows allow natural light to fill the interior. Lush greenery surrounds the cabins, and a stone path leads towards the inviting entrance of each unit.
Cabin in May Pen
4.71 out of 5 average rating, 35 reviews

Cozy nature vibes Cabin

Enjoy a memorable visit when you stay in this unique Cabin, located opposite Hotel Versalles on Long bridge avenue May Pen, Clarendon. Enjoy the flavorsome meals prepared at the popular Seafood Waggon restaurants that is located on the property. You can place your orders and have it delivered at your door. Enjoy the beautiful garden view from the balcony.

Indoor spacesKitchenCheck-in

Guest favorite
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, 21 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.

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Superhost
Apartment in Four Paths
5 out of 5 average rating, 3 reviews

Home Away From Home 2

Our Home Away From Home No. 2 can be your next destination for a getaway of any type. Whether it's for a long or short stay we welcome you. Our peaceful 1-bedroom apartment fully renovated and equipped with everything for your comfort.

CleanlinessHospitalityLocation

Top guest favorite
A spacious living area features a large sectional sofa with bright yellow accent pillows. A sleek 85” smart TV is mounted on the wall opposite a patterned rug. Light streams in through glass doors that open to an outdoor area, enhancing the room's bright atmosphere.
Home in Paisley
5 out of 5 average rating, 22 reviews

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.

Indoor spacesFamilyDecor

Popular amenities for May Pen family-friendly rentals