Portland Holiday Rentals
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Top Holiday Rentals in Portland

Cozy Cabin in the Sky-Wood Thorpe Villa-Ocean View

Heaven Villa - We are not on the water, we are above!

SPECIAL 20% discount San San ocean view 5 acre estate 4 bedrooms staffed villa

The Anton Villas

Pearl Ocean Villa

San Cove, Blue Lagoon, Port Antonio 4BR

Abacus Jamaica the Zana Suite

The Gardens

New Kingston's Deluxe Apartment

Very cozy, clean, close to Bob Marley Beach, Cane River Falls & close to airport

Gated Luxury New Kingston 1 Bdrm Condo Pool & Gym

Reggae Legends Estate

Charming 1-bedroom hotel with WiFi and AC in vibrant Kingston

Luxurious & Modern in the heart of New Kingston

Exquisite, recently renovated studio apartment

The Palms at Oracabessa *Luxury Vacation Rental* Fully Staffed

Cattleya's New Kingston Guest Apartment

Casa Royale Guest Apartment
Holiday Accommodation Portland
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Portland are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Portland itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Portland holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Portland, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Portland with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.
Top Holiday Rental Destinations
Other Accommodation Types in Portland
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