Some info has been automatically translated. Show original language

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.

%{current} / %{total}1 / 1
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
4.85 out of 5 average rating, 213 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

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
4.83 out of 5 average rating, 23 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 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.

Superhost
The exterior of the apartment is showcased, featuring a two-story white structure with blue accents. A secure fence and electric gate provide safety. Surrounding greenery enhances the peaceful environment, while a covered porch area offers a shaded space to relax.
Home in Sandy Bay
4.78 out of 5 average rating, 50 reviews

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.

Superhost
The exterior of the house is showcased, featuring a vibrant green facade with a covered porch. A white door is framed by large windows, while plants are positioned near the entrance. The pathway is paved, leading to a well-defined entrance.
Home in Old Harbour
4.7 out of 5 average rating, 30 reviews

Polly Dreams Vacation Home.

Relax with the whole family at this peaceful place to stay.Whether it’s a couple’s retreat or with the entire family, come enjoy the quiet and comfort of this oasis that lies within walking distance of Old Harbor Square. Inside you will find a luxuries two bedrooms, a kitchen/dining room, bathroom state-of-the-art furniture and appliances to facilitate the comfort of your stay. Privacy and safety is a priority w/outdoor cameras, fence & grilled. You also have the luxury of relaxing outdoors.

Guest favourite
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
4.87 out of 5 average rating, 30 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

Top Guest favourite
A well-appointed bedroom features a spacious bed with a cozy blanket and decorative pillows. The green curtains frame the window, while a sleek dresser is positioned against the wall. An air conditioning unit is mounted above, providing comfort during warm days. Inset is an image of the pool area.
Home in Old Harbour
4.91 out of 5 average rating, 47 reviews

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.

Top Guest favourite
A decorative entrance sign displaying 'Colbeck Manor' is mounted on a beige wall. Surrounding greenery features well-maintained flowering plants, adding a touch of color against the background of a clear blue sky.
Home in Old Harbour
5 out of 5 average rating, 19 reviews

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!

Guest favourite
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
4.89 out of 5 average rating, 45 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.

Superhost
An outdoor deck space is shown, featuring several reclining chairs and a table with chairs. Lush greenery is visible in the surrounding area, with natural light filtering through a partially covered roof. A patterned tiled floor adds character to the setting.
Guest suite in Mandeville
4.87 out of 5 average rating, 114 reviews

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! 🇯🇲

Superhost
A well-lit bedroom features a spacious bed with decorative pillows and a patterned blanket. Natural light enters through two windows, framed by light curtains. A wooden dresser is positioned against one wall, and a ceiling fan adds a functional touch to the room.
Home in Four Paths
4.77 out of 5 average rating, 13 reviews

2 Bed 1 bath Home Away From Home

Amenities Included- âś…Heated water âś…Multiple Car parking spaces âś…24 Hour security systems available for the safety of our guests. âś…Air conditioning In all bedrooms âś…Porch For seating And more. Washer and dryer Oven and Stove Coffee Machine Microwave

Superhost
A neutral-toned bedroom features a spacious bed with a tufted headboard, flanked by nightstands. Light curtains frame the window, and a cozy seating area with a two-tone sofa is positioned nearby. A textured area rug adds warmth to the tile flooring.
Apartment in Four Paths
4.84 out of 5 average rating, 31 reviews

Home Away From Home 4

Our Home Away From Home 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.

Superhost
A modern two-story building is depicted with a bright white exterior and a distinctive blue roof. A private pool is situated in the front, while a spacious terrace overlooks the area. Surrounding greenery complements the residence within a gated community.
Apartment in Paisley
4.83 out of 5 average rating, 6 reviews

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

Popular amenities for May Pen family-friendly rentals

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 $69 NZD per night before taxes and fees

  • Verified guest reviews

    Over 70 verified reviews to help you choose

  • Wi-Fi availability

    20 of May Pen holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across May Pen rentals

  • 4.8 Average rating

    May Pen stays are highly rated by guests—averaging 4.8 out of 5!

  1. Airbnb
  2. Jamaica
  3. Clarendon
  4. May Pen
  5. Family-friendly rentals