
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.

🏝🏝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

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.

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

Cozy hideaway with everything at your finger tip
This unique 1 bedroom 1 bath apartment is perfectly located on a quiet secured private property across from hotel Versalles in May Pen, Clarendon. It is approx. 5 mins drive from the main town and 3 mins from highway 2000 and Halse Hall Great House. Enjoy the great taste of a variety of meals prepared at the popular "Seafood Wagon " Restaurant which is located at the back of the property. Other restaurants in close proximity are KFC, Burger King, Popeyes (Millennium Mall).

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.

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.

Chillax Manor Your Private Oasis for Relaxation
Get this entire space with Pool access! Nestled in a gated community, Chillax Manor is perfect for your next getaway. The Manor offers you a luxury hotel feel. It is the getaway that your family will enjoy while being centrally located place to everything. You deserve to chill in this impeccable two-bedroom, one-bathroom peaceful spot with a pergola. Chillax Manor is also equipped with the necessary toiletries and a few complimentary beverages/snacks.

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.

Evertonbnb 22 - With Private Pool and Spa
An Airbnb with a difference in Old Harbour St. Catherine, Jamaica. Private Pool and Spa. Enjoy Pool side Movie Nights on a 150 inch home theater projector screen. 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. Book your romatic weekend getaway or time out with friends or family.

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!

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

PAARJ Cosy Retreat with Pool & Electric Gate Apt#2

Beautiful Battersea Lodge

Harmony Suites @ The Concierge 4BD RM.

Tropical Treasure: 4 BR Oasis in the Hills of JA

Master Suite

Modern DW Apartment | Hot Tub + A/C in Mandeville

The View (The nature View)

Simm's Estate lux with Jacuzzi
Family- and pet-friendly home rentals

Dixon Lux Stay 1| Phoenix park village 2| gated

Bayfront Villas and Apartment - Portmore

Hellshire D'Villa Quite Area

Chic Studio Retreat w/ King Bed, Fireplace + Pool

Mandeville Cabbage Home

Polly Dreams Vacation Home.

Mckoy's Place

Livingwell Homes Jamaica
Family-friendly home rentals with a pool

Oak Château: Rest, Renew, Restore.

Charming Oasis Getaway

Comfort Cottage: Private Oasis w/Pool & Security

Mandeville Modern Studio Peaceful & Prime Location

Poolhouse@Countryclub | Private Pool | Gated

Colbeck Villa

Cozy Haven Apartment with Gym, Pool and WiFi

Phil's Hideaway*Spacious, 2 BR Apt*Gated + Pool*
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 ÂŁ30 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
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- Mandeville Holiday rentals
- Treasure Beach Holiday rentals
- Old Harbour Holiday rentals
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- Discovery Bay Holiday rentals
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- 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
- Bob Marley's Mausoleum
- Dolphin Cove Ocho Rios
- Whispering Seas
- Somerset Falls
- Martha Brae Rafting Village




