Family-friendly holiday rentals in May Pen

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.

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

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.

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.

5 out of 5 average rating, 3 reviews

Home in Sandy Bay

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!

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.

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.

4.87 out of 5 average rating, 30 reviews

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

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

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.

4.92 out of 5 average rating, 48 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.

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.

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!

4.89 out of 5 average rating, 45 reviews

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

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.

Guest suite in Mandeville

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.

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! 🇯🇲

4.77 out of 5 average rating, 13 reviews

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

2 Bed 1 bath Home Away From Home

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

4.84 out of 5 average rating, 31 reviews

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

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.

4.83 out of 5 average rating, 6 reviews

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

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

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.92 out of 5 average rating, 26 reviews

The exterior of the home is showcased, featuring a modern design with a multi-level structure and a spacious driveway. Lush green landscaping includes a prominent banana plant in the foreground, complementing the home's neutral color scheme and tiled entrance.

Home in Mandeville

Beautiful Battersea Lodge

An open-plan living area features a plush sofa adorned with vibrant cushions. A dining table accommodates several chairs and is positioned near a modern kitchen with sleek cabinetry. Soft lighting from the ceiling and kitchen illuminates the space, creating a welcoming ambiance.

4.89 out of 5 average rating, 19 reviews

Harmony Suites @ The Concierge 4BD RM.

A bright bedroom features a spacious bed with a floral-patterned blanket and decorative pillows. Natural light filters through sheer curtains, complemented by vibrant yellow drapes. A wooden dresser stands against the wall, providing additional storage, and a television is mounted above.

4.88 out of 5 average rating, 8 reviews

Bashys private oasis

4.97 out of 5 average rating, 29 reviews

The exterior of the villa showcases a vibrant facade in shades of orange and green. Multiple balconies provide ample outdoor space while featuring decorative railings. Lush greenery surrounds the property, enhancing the natural setting under a clear blue sky.

Condo in Mandeville

The View (The nature View)

5 out of 5 average rating, 8 reviews

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

4.75 out of 5 average rating, 85 reviews

The exterior of the two-story house features a white façade with green accents. Arched balconies adorn the front, and an intricate black iron gate opens to a driveway with parked vehicles. The entrance is marked by a wide pathway leading to the main door.

Home in Mineral Hieghts

Mineral Heights Right-Spot

A modern single-story home is surrounded by a well-maintained grassy area. A small palm tree adds a touch of greenery near the entrance. The front porch features a decorative railing, and a fire pit is positioned on a stone surface, enhancing the outdoor space.

4.9 out of 5 average rating, 48 reviews

Evertonbnb 22 - With Private Pool and Spa

A modern kitchen area with blue walls features wooden cabinets and a stainless-steel refrigerator. A round glass dining table is surrounded by black chairs. Above, a clock and decorative curtains add color, while an air conditioning unit is mounted on the wall.

5 out of 5 average rating, 12 reviews

Portmore Home Suite

Family- and pet-friendly home rentals

Holiday home in Hellshire

4.77 out of 5 average rating, 60 reviews

Hellshire king and Queen beds

A spacious living area is highlighted by a comfortable couch adorned with decorative pillows. A patterned area rug anchors the seating space, while a dining set is visible in the background. Soft lighting reflects off polished tile floors, creating a warm ambiance.

4.86 out of 5 average rating, 7 reviews

Harmony Haven [Gated| Pool|Gym] Colbeck Manor

The dining area features a glass table set with two white cups and accented by a decorative placemat. A large mirror leans against the wall, while a door leads to another room. Green plants and minimal decor enhance the modern aesthetic.

4.81 out of 5 average rating, 26 reviews

Solace at Phoenix Park

4.85 out of 5 average rating, 26 reviews

Home in Spanish Town

Cozy Retreat in Jacar Homes

4.84 out of 5 average rating, 62 reviews

An outdoor seating area features a wooden table surrounded by four benches under a vibrant, multi-colored umbrella. Potted plants are integrated into the space, and the property is framed by well-maintained greenery and a decorative wall in the background.

Home in Mandeville

Mandeville Kool Home

Apartment in Spanish Town

A spacious bed with a fresh white duvet is positioned centrally in the room. Modern nightstands with red lamps flank either side, providing a soft glow. The sleek headboard features a minimalist design, while dark cabinetry lines the wall behind.

4.83 out of 5 average rating, 12 reviews

33 Place. Suite I

Apartment in Spanish Town

A modern bedroom features a spacious, wooden bed adorned with a floral quilt. Two accent pillows rest against the headboard. Bedside tables with lamps are positioned on either side. Natural light filters through window treatments, enhancing the warm color of the walls.

4.8 out of 5 average rating, 5 reviews

J&R Sunshine Retreat

4.92 out of 5 average rating, 24 reviews

Condo in Mandeville

Luxury Oasis of Tonis Estate 101

Family-friendly home rentals with a pool

A spacious seating area features a dark gray sectional sofa with plush cushions. A round glass-top coffee table is positioned in front. Large windows are dressed with flowing orange curtains, and a leafy plant adds a touch of greenery. A framed artwork on the wall enhances the room's ambiance.

4.9 out of 5 average rating, 21 reviews

Modern 2BR, Pool & Beach Access Included Nearby

The spacious suite features a comfortable bed with soft linens, complemented by a decorative throw. A large glass door offers views of greenery outside, while a modern seating area and dining table are visible. Natural light filters through sheer curtains, enhancing the bright, clean space.

5 out of 5 average rating, 23 reviews

Premium Studio with Pool View

4.88 out of 5 average rating, 85 reviews

A spacious outdoor area features a crystal-blue pool with built-in seating and a hot tub. Surrounding the pool, several lounge chairs are positioned under an umbrella, while a well-maintained garden with vibrant flowers offers a natural border.

Villa in Lionel Town

Villa De Campaña

4.73 out of 5 average rating, 128 reviews

A well-maintained pool area features a sparkling blue swimming pool surrounded by a neatly landscaped garden. Lush green foliage frames the scene, adding a touch of nature to the inviting outdoor space. Soft sunlight reflects off the water, creating a serene atmosphere.

Home in Spanish Town

Comfort Cottage | private pool | 24hr security

A bright bedroom features a spacious bed adorned with a yellow throw blanket and decorative pillows. Natural light floods the room through large sliding glass doors, which lead to a balcony. A ceiling fan and a bedside table complement the modern décor.

5 out of 5 average rating, 31 reviews

Cozy Haven Apartment with Gym, Pool and WiFi

A spacious living area features a comfortable grey sofa positioned on a soft rug. Natural light fills the room from nearby windows. A modern kitchen is visible in the background, complemented by dark wood cabinetry and sleek appliances. A television is mounted on the wall, adding entertainment options.

4.82 out of 5 average rating, 51 reviews

Colbeck Villa

A spacious bedroom features a plush headboard and a neatly made bed topped with a yellow throw. Two nightstands with lamps flank the bed, and light filters through sheer curtains, illuminating the bright and airy space.

5 out of 5 average rating, 41 reviews

Luxury suite with gym/ pool