
House vacation rentals in May Pen
Find and book unique houses on Airbnb
Quick stats about house rentals in May Pen

Total vacation rentals
Explore 10 vacation rentals in May Pen

Nightly prices starting at
May Pen vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 70 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Wi-Fi availability
10 of May Pen vacation rentals include wi-fi 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!
Top-rated house rentals in May Pen
Guests agree: these houses are highly rated for location, cleanliness, and more.

Sleep Easy, Relax in Comfort
Welcome to my home! A new two bedroom house located near the border of St. Catherine and Kingston, in a quiet and relaxing country style gated community. This location provides 12 minutes access to Kingston, 8 minutes to Portmore, 10 minutes to Spanish Town, and in about 3 minutes you’ll be able to access the highway leading to Ocho Rios. This means you could be climbing Dunn's River Falls in 45 minutes. The space is fully equipped to make your stay as comfortable as possible. Come and enjoy!

🏝🏝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

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.

Modern Home ( Gated Community) NHV3 Old Harbour 1
Modern Home Gated. Fully Solar 1 King size bed, 1Q-B, 2baths located in Old Harbour with GAZEBO and BAR. This amazing home also decked with LED Lighing, 1 fancy Kitchen an laundry. It's fully A/C and grilled with 24/7 security, Smart lock, Free NetFlix, also CCTV Cameras for your safety, a fire place. All furnitures are brand new to suit your needs. This is situated closed to the Town, Restaurant, Jerk Centre, KFC, Juici Beef, High 2000, 30mins portmore spanish Town 1 hour to Ocho Rios.

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

Elegant 2BR, Pool, Gym & Games Room - Book Now
Make lasting memories with your loved ones at this family-friendly 2-bedroom retreat! The home is fully furnished with modern comforts and features a vibrant games room for endless fun, plus access to a pool and gym for all ages to enjoy. With plenty of room for everyone, the home combines relaxation, entertainment, and convenience. Located just minutes from town, you’ll have quick access to restaurants, shops, and local attractions, making it easy to plan family outings.

The Oasis, Caymanas Country Club btw Portmore/Kgn
The property is located in the quiet and peaceful Caymanas Country Club gated community with 24x7 security. The community is centrally located and is 15 minutes away from Kingston, 5 minutes away from Portmore and 45 minutes drive to Ocho Rios via the nearby entrance of the North-South Highway. Some of the amenities in the community includes jogging trail, adult and kids size swimming pool, basketball and tennis court. I welcome you to be part of The Oasis family.

Step into TRENZ …Airbnb
Step into Trenz Airbnb. A luxurious vacation home conveniently and centrally located in the gated community of Paisley Place. Trenz offers 3 modern bedrooms, each outfitted with its own en-suite bathroom, air conditioning, and hot water to sleep 6 persons comfortably. You’ll be 5 minutes away from : *May Pen Town Centre * The major highways * Millennium Mall. * Knutsford Express You’ll be 15-20 minutes away from: * Fyah Side *Murrays Fish & Jerk

Irie Getaway - House in gated community
Home is located in a very peaceful and quiet residential, gated community, with 24 hour security, in St. Catherine. House is ideally located just a few minutes from the Spanish Town Toll road, which makes it easy to access without having to encounter heavy traffic. Kingston is 25 minutes away and Portmore is 15 minutes away. Guests will have access to the entire unit at the front.

Nate Luxury Stay airbnb
Have fun with the entire family in this luxury Airbnb. Great place for family and friends gathering. Cool mountain view. Close to all central locations. 24-hour surveillance surrounding the building. This property is only 2-4 minute from all major highways. Breakfast is available for an additional charge. Must be ordered 24 hours in advance.
Popular amenities for May Pen house rentals
House rentals with a pool

Chillax Island Stay – Private Pool & Gazebo

Old Harbour Relaxation with pool

Charming Oasis Getaway

Poolhouse@Countryclub | Private Pool | Gated

Gated Retreat with Resort Pool, Caymanas Estate

Colbeck Villa

The Caymanas Villa

Tropical Solitude
Weekly house rentals

Beautiful Battersea Lodge

The angel house.

Green Grandeur

RUSTIK INN cozy home away from home

CW Palace. Wifi and Fully Air Conditioning

The Cherryhill of Old Harbor

Home of Comfort 3 bedrooms suite

Caribbean Escape
Private house rentals

Leachman's Vacation Connection

RE Tranquility 1-bedroom 24h security entire home

Nadine Oasis Airbnb

K&W comfort suite Fully air condition, gated.

Le Mar Manor Exquisite Comfort

Wong’s Ocean View

Cozy and spacious home.

Caribbean Estate gated 5 bedrooms, 6 beds comfort
Destinations to explore
- Kingston Vacation rentals
- Montego Bay Vacation rentals
- Ocho Rios Vacation rentals
- Negril Vacation rentals
- Portmore Vacation rentals
- Mandeville Vacation rentals
- Santiago de Cuba Vacation rentals
- Treasure Beach Vacation rentals
- Old Harbour Vacation rentals
- Guardalavaca Vacation rentals
- Port Antonio Vacation rentals
- Holguín Vacation rentals
- Ocho Rios Bay Beach
- Bob Marley Museum
- Phoenix Park Village
- Hellshire Beach
- Hope Botanical Gardens
- Emancipation Park
- YS Falls
- Floyd's Pelican Bar
- Fort Clarence Beach
- University of the West Indies
- Reggae Beach
- Green Grotto Caves
- Rafjam Bed & Breakfast
- Devon House
- Somerset Falls
- Martha Brae Rafting Village
- Bob Marley's Mausoleum
- Turtle River Park
- Dolphin Cove Ocho Rios
- Strawberry Hill
- Konoko Falls
- Whispering Seas
- Independence Park
- Burwood Public Beach





