
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.

PAARJ Spacious Retreat with Pool&Electric gate #3
This unique apartment is located in a quiet neighborhood just off the main road, close to Millennium Mall and May Pen Town Centre. Enjoy full access to modern amenities including: Private pool AC, ceiling fans & solar water heating 2 electric gates & 24hr security cameras Spacious lounge with 60” smart TV & Netflix Patio with grills Parking for up to 4 cars Whether you're traveling for business or leisure, this is the perfect spot to relax, recharge, and enjoy your stay. A home away from home!

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.

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

Modern Home ( Gated Community) NHV3 Old Harbour 1
Modern Home Gated. 1 King size bed, 1Q-B, 2baths located in Old Harbour with GAZEBO and BAR. This amazing home also decked with LED Lighing, 1 fancy Kitchen an laundry. It's fully A/C and grilled with 24/7 security, Smart lock, Free NetFlix, also CCTV Cameras for your safety, a fire place. All furnitures are brand new to suit your needs. This is situated closed to the Town, Restaurant, Jerk Centre, KFC, Juici Beef, High 2000, 30mins portmore spanish Town 1 hour to Ocho Rios.

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.

Step into TRENZ …Airbnb
Step into Trenz Airbnb. A luxurious vacation home conveniently and centrally located in the gated community of Paisley Place. Trenz offers 3 modern bedrooms, each outfitted with its own en-suite bathroom, air conditioning, and hot water to sleep 6 persons comfortably. You’ll be 5 minutes away from : *May Pen Town Centre * The major highways * Millennium Mall. * Knutsford Express You’ll be 15-20 minutes away from: * Fyah Side *Murrays Fish & Jerk

Colbeck364 Comfort Stay
Colbeck364 Comfort Stay – Relax in Style! Welcome to Colbeck364 Comfort Stay, a fully air-conditioned retreat in Colbeck Manor, Old Harbour, St. Catherine. Enjoy a community pool, gym, high-speed Wi-Fi, and Smart TV. The home features a fully equipped kitchen, stylish interiors, and a secure gated community. Just minutes from Old Harbour town, shopping, and major highways. Book now for a relaxing and comfortable stay!

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.

At Westyn Jamaica Suite 1
Keep it simple and relaxing at this peaceful and centrally-located place. We are located in a friendly neighborhood where you will find local shops and see neighbors hanging out. All of this adds to the amazingly welcoming atmosphere of the community, where everyone looks out for each other while enjoying the warm and friendly vibes. Welcome! 🇯🇲

Home Away From Home 4
Our Home Away From Home No. 4 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.

Queen bed suite with full kitchen
Kick back and relax in this calm, stylish space in Jamaica. 1 bed suite located in gated community has on site pool, smart locks full kitchen, newly built

Mineral Heights Right-Spot
Relax and enjoy in this spacious house. It is the perfect hideout spot, there is a security camera so guests can see who is coming for added security
Popular amenities for May Pen family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Oasis

Harmony Suites @ The Concierge 4BD RM.

Beautiful Battersea Lodge

Sweet escape

Tropical Treasure: 4 BR Oasis in the Hills of JA

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

Bayfront Villas and Apartment - Portmore

Solace at Phoenix Park

Livi's Hide-Away!

Chic Studio Retreat w/ King Bed, Fireplace + Pool

Mandeville Cabbage Home

Polly Dreams Vacation Home.

Mckoy's Place

Spacious two bedrooms with sea and city view
Family-friendly home rentals with a pool

Premium Studio with Pool View

🏝🏝HIDDEN GEMS 💎 💎 🏝🏝 Vacation Home 🏡🏞

Country Villa

Comfort Cottage | private pool | 24hr security

Colbeck Villa

Phil's Hideaway*Spacious, 2 BR Apt*Gated + Pool*

Luxury suite with gym/ pool

Luxe Oasis. King Suite. Gated. Chef. Pool. WIFI
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

4.8 Average rating
May Pen stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- Kingston Holiday rentals
- Montego Bay Holiday rentals
- Ocho Rios Holiday rentals
- Negril Holiday rentals
- Portmore Holiday rentals
- Mandeville Holiday rentals
- Santiago de Cuba Holiday rentals
- Holguín Holiday rentals
- Old Harbour Holiday rentals
- Guardalavaca Holiday rentals
- Treasure Beach Holiday rentals
- Discovery Bay Holiday rentals
- Ocho Rios Bay Beach
- Bob Marley Museum
- Phoenix Park Village
- Hellshire Beach
- Hope Botanical Gardens
- Emancipation Park
- YS Falls
- Sabina Park
- Reggae Beach
- Fort Clarence Beach
- Green Grotto Caves
- Floyd's Pelican Bar
- Lovers Leap
- University of the West Indies
- Strawberry Hill
- Rafjam Bed & Breakfast
- Turtle River Park
- Devon House
- Independence Park
- Whispering Seas
- Bob Marley's Mausoleum
- Dolphin Cove Ocho Rios
- Martha Brae Rafting Village
- Somerset Falls




