Holiday rentals in May Pen

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!

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.

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.

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.

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 .

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.

Classy Airbnb near the airport

Get away from the hustle! Sandwiched between a mountain and a beach, a lovely space created with you in mind. Here is your chance to unwind and relax, watch the ships come in and sometimes do nothing. Welcome to Unit 604. Enjoy your stay.

Cozy Retreat in Jacar Homes

The perfect, peaceful family-oriented place for a quick getaway. Located in the safe and secure gated Jacaranda Homes community, this home is ideal for families looking a comfortable and cozy spot to stay...

The Skyler: cozy 2BR/1BA townhouse

Be our guest at this cozy, modern, peaceful and centrally-located townhouse with friends, family and solo traveler. Whether staying for leisure or business, we can't wait to host you!