
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.

Sleep Easy, Relax in Comfort
Welcome to my home! A new two bedroom house located near the border of St. Catherine and Kingston, in a quiet and relaxing country style gated community. This location provides 12 minutes access to Kingston, 8 minutes to Portmore, 10 minutes to Spanish Town, and in about 3 minutes you’ll be able to access the highway leading to Ocho Rios. This means you could be climbing Dunn's River Falls in 45 minutes. The space is fully equipped to make your stay as comfortable as possible. Come and enjoy!

🏝🏝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

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

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!

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.

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.

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.

Charming Studio Apartment in the Heart of Kingston
A comfortable, private setting with necessary amenities and lovely yard space in a quiet, middle-class neighbourhood . With Hope Botanical Gardens just a stone's throw away and other main attractions such as Kingston Dub Club, Devon House, the Bob Marley Museum, visitors will be sure to appreciate the central location. Guests will also enjoy being minutes away from Liguanea which has Sovereign Centre, coffee shops, restaurants, pharmacies, supermarkets, banks and more.

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.

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!

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.
Popular amenities for May Pen family-friendly rentals
Family-friendly home rentals with a hot tub

Aris 4BDR | 4BTH Luxe Duplex - Sleeps 10

PAARJ Cosy Retreat with Pool & Electric Gate Apt#2

Home away from home

5 star comfort and environment at best cost

Beautiful Battersea Lodge

Harmony Suites @ The Concierge 4BD RM.

Kingston - Centrally located luxury apartment

The View (The nature View)
Family- and pet-friendly home rentals

Penthouse w/ Free Wifi/ Pool/ Gym/ Great Location

Peaceful 1BR Apt near Devon House

Chic Studio w/ King Bed, Air Con, Balcony + Pool

Polly Dreams Vacation Home.

Garden apartment @ Charlemont

Mckoy's Place

Lea On The Hill Cheerful with view of the city

Livingwell Homes Jamaica
Family-friendly home rentals with a pool

Beautiful 7-min city escape with view & pool

Orchid Cottage

Modern flat with a view

Country Villa

Hvista Available for short term

The wonderlust

Cozy hideaway with everything at your finger tip

Chillax Manor Your Private Oasis for Relaxation
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 $51 SGD 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!
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
- Discovery Bay Holiday rentals
- Tower Isle Holiday rentals
- Old Harbour Holiday rentals
- Runaway Bay Holiday rentals
- Port Antonio Holiday rentals
- Ocho Rios Bay Beach
- Bob Marley Museum
- Phoenix Park Village
- Hellshire Beach
- Hope Botanical Gardens
- Emancipation Park
- YS Falls
- Floyd's Pelican Bar
- Fort Clarence Beach
- University of the West Indies
- Reggae Beach
- Rafjam Bed & Breakfast
- Green Grotto Caves
- Devon House
- Bob Marley's Mausoleum
- Martha Brae Rafting Village
- Somerset Falls
- Strawberry Hill
- Turtle River Park
- Dolphin Cove Ocho Rios
- Whispering Seas
- Konoko Falls
- Independence Park
- Burwood Public Beach





