
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

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 in the main room with ac comfort. The second room is equipped with two twin beds. 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.

PAARJ Peaceful Escape with Pool, Garden&Parking #1
This spacious retreat is located in a quiet neighborhood, minutes from the Millennium Mall, May Pen Town Centre and close to the highway. ✨Features Swimming Pool Two electric/remote-control gates for easy, secure access Solar water heating system Grilled windows and doors for added safety 8-lens, 24-hour security camera system (external) Off-street parking for up to 4 cars. Well kept garden This retreat is safe, spacious, peaceful and relaxing. Ideal if you're visiting for work or leisure.

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

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.

Central & Stylish 2BR, Comfy, Low Cost & Games
Bring the family to this cozy 2BR stay close to town! Relax in a stylish space with a full kitchen, comfy living room, and PS4 entertainment for kids (and adults!). Everything you need, shops, dining, and attractions, is just minutes away. With easy access and a welcoming atmosphere, this is the perfect family base for both fun and relaxation.

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.

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

Beautiful Battersea Lodge

Harmony Suites @ The Concierge 4BD RM.

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

CHEERFUL TROPICAL 4BEDROOMs Villa Security 24hour
Family- and pet-friendly home rentals

Bayfront Villas and Apartment - Portmore

Cool & Cozy Retreat in Jacar Homes

Chic Studio Retreat w/ King Bed, Fireplace + Pool

Livi's Hide-Away!

Mandeville Cabbage Home

Polly Dreams Vacation Home.

Mckoy's Place

Cozy Manor
Family-friendly home rentals with a pool

Sleep Easy, Relax in Comfort

Charming Oasis Getaway

Country Villa

Comfort Cottage | private pool | 24hr security

Cozy Haven Apartment with Gym, Pool and WiFi

Colbeck Villa

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

The Caymanas Villa
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

4.8 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
- Holguín Holiday rentals
- Treasure Beach Holiday rentals
- Old Harbour Holiday rentals
- Guardalavaca Holiday rentals
- Discovery 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
- Sabina Park
- Reggae Beach
- Fort Clarence Beach
- Floyd's Pelican Bar
- Green Grotto Caves
- Lovers Leap
- University of the West Indies
- Strawberry Hill
- Turtle River Park
- Rafjam Bed & Breakfast
- Bob Marley's Mausoleum
- Dolphin Cove Ocho Rios
- Independence Park
- Devon House
- Martha Brae Rafting Village
- Whispering Seas
- Somerset Falls




