Vacation rentals in May Pen

4.96 out of 5 average rating, 25 reviews

Condo in Mandeville

The View (The nature View)

As advertised, this unit is the "ultimate nature view villa." Our nature view villa unit is ideal for couples on their honeymoons or for a romantic holiday for the two of you. If you love the idea of waking up to nature then we await you This luxury unit overlooks Mandeville's breathtaking scenery. To see the stunning view, stroll up to the rooftop garden. Better still, enjoy the view to yourself while sipping a drink on your own balcony. Additionally, you can take a dip in the Villa Pool.

4.8 out of 5 average rating, 5 reviews

A vibrant sleeping area features two canopied beds, draped with colorful sheer fabrics. Decorative pillows and plush throws add comfort, while a large mirror reflects the bright and airy ambiance of the room. The floor is tiled with an intricate pattern, enhancing the spacious feel.

Home in Kingston

Stylish 5BR Home In Halfway Tree @Kingston Manor

This is a 5-Star vacation rental and rare find in the heart of the city. It's on a quiet street yet only 3-5 minutes walk to the major uptown malls, restaurants, supermarkets, and nightlife. Families and groups are welcome! Rent 2-14 bedroom homes in this stylish, spacious, and gated complex with walk-in kitchens, bar nook, lounge, day beds, gateman, contract cook, and daily housekeeping. This staycation is a mix of style and convenience. Come experience luxury and be super close to everything!

4.84 out of 5 average rating, 38 reviews

Home in Old Harbour

Avi's Luxury Haven: Modern, Cozy and Quiet Getaway

Welcome to our luxury home with the most modern decor that is truly a home away from home. This home is located in the newly gated community of Colbeck Manor in the quiet town of Old Harbour. Only 15 minutes from Portmore on the East West Highway, and 15 minutes from the North and South Coast Highway and a few minutes away from Old Harbour Bay fishing village. Beaches are just 15 minutes drive away. You will find many shops, restaurants and supermarket in the town and yes there is a KFC.

A sandy beach is lined with colorful lounge chairs under blue umbrellas. In the background, a gentle wave laps against the shore, while distant mountains provide a serene backdrop. Several individuals can be seen enjoying the water, contributing to a relaxed atmosphere.

5 out of 5 average rating, 12 reviews

The Meraki - Lot 42 Phoenix Park

Cozy two-bedroom one-bathroom newly remodeled home with crisp contemporary design. Balances casually elegant style, comfort & serenity. Nestled in a guard-gated residential community in the island’s fastest rising city. Just outside the town’s bustle but only mins away from conveniences & the beloved Hellshire Beach. Perfect for family, small group, couple or lone leisure seeker. Relaxed retreat for returning locals. Home-base for visitors while exploring the island. 15-min from the highway.

4.88 out of 5 average rating, 147 reviews

A sandy beach stretches along the shoreline, meeting calm waters under a bright blue sky. Soft waves lap at the shore, while distant clouds add depth to the scene. A rocky jetty is visible, extending into the water.

Bungalow in Portmore

Luxury 2 bedroom beach villa in gated community

53 Bay Front is a stunningly furnished 2 bed 2 bath villa beside Forum beach. The secure gated community features 24/7/365 manned entrance gates & is centrally located in Port Henderson, Portmore. The villa has high-speed wireless internet, cable and Smart TVs. Air-conditioning in both bedrooms, a fully-equipped kitchen, spacious living room, breakfast bar, open plan dining area and a utility room with washer & dryer. You will also enjoy the outside areas: back patio, front garden & lawn.

5 out of 5 average rating, 3 reviews

An open floor plan is displayed, featuring a sunken living room with a dark sectional sofa and a wooden coffee table adorned with decorative items. A large dining area is visible, complemented by bright curtains and potted plants, enhancing the spaciousness of the room.

Guest suite in Portmore

Coral Paradise 2

This home as 2 separate condos . Downstairs is stylish 2 bedroom unit - Coral Paradise 2 . It has an open floor plan with a sunken living room and large dining area for family gatherings . The spacious kitchen is stocked with a modern appliances and utensils needed. The condo has 2 spacious bedrooms, a bathroom and laundry . The large patio is perfect for relaxation . Onsite parking is available in the spacious garage . This home is perfect for family and friends .

A well-maintained outdoor area features a pathway of stone pavers leading to two charming houses. Lush green grass surrounds the path, alongside neatly trimmed bushes with colorful flowers. A small wooden bench is visible, inviting relaxation in the serene environment.

4.97 out of 5 average rating, 34 reviews

Rosay hide away

Experience luxury redefined at our 2-bedroom Airbnb retreat. Nestled in a gated community, this lavish sanctuary offers opulent living spaces, a gourmet kitchen, and designer furnishings. Relax in the master suite's king-sized bed and indulge in the ensuite bathroom. The second bedroom provides a tranquil escape. With premier amenities and attentive service, your stay promises unparalleled luxury and relaxation.

A modern kitchen features sleek white cabinetry and a neutral tile backsplash. Bar stools offer seating at a small breakfast counter, while essential appliances, including a microwave and stove, are visible. Natural light highlights the space, complemented by small potted plants on the shelves.

4.79 out of 5 average rating, 19 reviews

Portmore Paradise Gated Community in Portmore

Escape to paradise in a cozy 2-bedroom AirBnB in Portmore, Jamaica. Enjoy modern comforts with traditional Jamaican ambiance, fully equipped kitchen, comfortable bedrooms, and essential bathroom amenities. Conveniently located near beaches, local eateries, and cultural activities for an immersive island experience.

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Popular amenities for May Pen vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in May Pen

A sandy beach is depicted with gentle waves lapping at the shore. Several individuals are seen playing in the shallow water, while rocky formations are visible in the distance. A clear blue sky enhances the serene beach atmosphere.

5 out of 5 average rating, 3 reviews

Vacation Oasis in Portmore

4.95 out of 5 average rating, 20 reviews

A spacious living area features a modern gray sectional sofa adorned with decorative cushions. A stylish coffee table sits in front, complemented by a small potted plant. Natural light floods the room through large windows, illuminating the contemporary decor and warm tones throughout.

Apartment in Kingston

Ultimate 2BR Penthouse Suite with Amazing Views

A well-equipped kitchen displays dark wooden cabinetry and a smooth granite countertop. A stainless steel sink is positioned near a window, providing natural light. Modern appliances, including a microwave and stovetop, are visible in the background, reflecting a functional and inviting cooking space.

5 out of 5 average rating, 4 reviews

Home away from home. Beautiful house

4.86 out of 5 average rating, 187 reviews

🏝🏝HIDDEN GEMS 💎 💎 🏝🏝 Vacation Home 🏡🏞

Vacation home in Portmore

A view from the balcony showcases the ocean and hillside in the distance. Lush greenery and colorful flora line the shore, while a hammock is visible, inviting relaxation under the sun. Clear blue skies complement the tranquil waters.

4.73 out of 5 average rating, 52 reviews

Royale Villa Escape- 2BD w/Ocean and Mountain View

4.92 out of 5 average rating, 36 reviews

A secure lockbox is mounted on a textured, light-colored wall near a door. The lockbox features a simple design with a visible keypad for code entry, providing convenience for accessing keys.

Home in Innswood

Smith's Silversun Estate

4.72 out of 5 average rating, 25 reviews

An outdoor lounge area features a bar with a sleek white countertop and several black seating options. The space offers an unobstructed view of the surrounding hills, with a canopy overhead providing shade. An inviting atmosphere is created for relaxation and social gatherings.

Apartment in Kingston

The Inara Grande