A tropical beach with palm trees and a clear blue sky.

Surrey County Vacation Rentals

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Dates

November 2026

December 2026

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Our top choices for Surrey County vacation rentals

A wooden deck with a table and chairs, surrounded by lush greenery and a view of distant mountains.

1. Reggae Legends Estate

Jack's Hill

Nicola

$127 nightly

Nov 9 - Nov 10

Total with taxes and fees

A modern hotel room with a large bed, a dark headboard, a small round table, a brown sofa, and a view of greenery through the window.

2. The Gardens

Barbican

Damian Mark anthony

$100 nightly

Nov 7 - Nov 8

Total with taxes and fees

A living room with two cream-colored sofas, a wooden staircase, and a large window with blue curtains.

3. Sweet Kensville

New Kingston

Steve

$178 nightly

Dec 1 - Dec 2

Total with taxes and fees

A modern kitchen with a central island, stainless steel appliances, and bar stools.

4. 1BR Comfort City Apartment with pool

Kingston

Shavel

$211 nightly

Nov 7 - Nov 8

Total with taxes and fees

A bathroom with a white sink, a mirror, and a wooden shelf with decorative items.

5. Abacus Jamaica the Zana Suite

Constant Spring

Hopeton

$95 nightly

Nov 7 - Nov 8

Total with taxes and fees

A wooden bed with intricate carvings, a bedside lamp, and a robe hanging on the wall.

6. Windbreak Villa

Buff Bay

$93 nightly

Nov 7 - Nov 8

Total with taxes and fees

A modern living room with a sofa, coffee table, and television.

7. Urban Charm: Modern One Bedroom

New Kingston

Alvin

$147 nightly

Nov 8 - Nov 9

Total with taxes and fees

A grey sectional sofa with three cushions, a white vase with flowers, and a tiled floor.

8. Modern 1BR Condo in Kingston

Half Way Tree

Robin

$178 nightly

Nov 7 - Nov 8

Total with taxes and fees

A wooden gazebo with a sloped roof, a wooden deck, and a railing.

9. Private Oasis - Portland’s Coastal Gated Hideaway

Fair Prospect

"The listing didn’t really represent this quant hideaway. I grew up in this community so it was great visiting and have this place to decompress and chill. Very cute spot, the host was super, asked if I needed anything at the store and he was very available to assist as needed, I had my ex to assist so didn’t need him, but he checked if I needed anything and was available if I did. And the view from the gazebo was my favourite. You will not be disappointed perfect for couples or just friends...

Janet

$119 nightly

Nov 8 - Nov 9

Total with taxes and fees

A two-story house with a red-tiled roof, surrounded by lush greenery and trees.

10. Can sleep 7 people with private parking

Aeolus Valley

$105 nightly

Nov 8 - Nov 9

Total with taxes and fees

A covered outdoor seating area with blue chairs and a metal table.

11. FULLY APPOINTED HOME AWAY FROM HOME

Harbour View

Winsome T.

$102 nightly

Nov 7 - Nov 8

Total with taxes and fees

A balcony with white balustrades, three wooden chairs with green cushions, and a solar panel on the wall.

12. Pearl Ocean Villa

Saint Margarets Bay

Michael

$270 nightly

Nov 16 - Nov 17

Total with taxes and fees

Room decor available at an additional cost

13. Cozy 1-bedroom house, Molynes Road. Perfect for a peaceful getaway on a budget

Ziadie Gardens

Sharon

$104 nightly

Nov 7 - Nov 8

Total with taxes and fees

A modern kitchen with white cabinets, a stainless steel microwave, and a large window offering a city view.

14. Luxurious Apartment in Kingston!!

Half Way Tree

Sherie J.

$173 nightly

Nov 7 - Nov 8

Total with taxes and fees

A white porch with columns and a railing, overlooking a lush green landscape and hills.

15. The Retreat

Lyssons

$69 nightly

Nov 8 - Nov 9

Total with taxes and fees

A swimming pool with a modern building in the background, a clear sky, and mountains in the distance.

16. VIA Braemar Suites - with roof-top pool

New Kingston

$241 nightly

Nov 7 - Nov 8

Total with taxes and fees

A bright, sunlit room with a glass door leading outside, a small round table, and a chair.

17. Port Antonio East Side Villa

Port Antonio

$137 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern indoor swimming pool with glass walls, a wooden deck, and a multi-level building with balconies and hanging lights.

18. Apartment with roof top pool

Half Way Tree

Jacqueline

$252 nightly

Nov 7 - Nov 8

Total with taxes and fees

A living room with a flat-screen TV on a dark wooden stand, a small table with a vase of flowers, and a grey sofa.

19. Stylish 1-Bed Condo with Views in Harloe

Half Way Tree

Cordell

$236 nightly

Dec 2 - Dec 3

Total with taxes and fees

A wooden deck with a swimming pool, a covered seating area, and a view of the ocean.

20. Ahh! (Ocean View Studio with Private Bath)

Boston Bay

Jerry B.

$157 nightly

Nov 21 - Nov 22

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Top Surrey County Hotel Reviews

A swimming pool with a white deck, surrounded by lush greenery and a white fence.

Millsborough B&B

Jack's Hill

10/10 Excellent

Boris

Reggae Legends Estate

Jack's Hill

10/10 Excellent

After a handful of stays here, this definitely feels like a home away from home. If you're looking for a traditional hotel experience with typical hotel amenities, this may not be the spt for you (although it still may be - they have god wifi, TVs, a proper full kitchen, a pool and an onsite restaurant), but I will stay here every time I visit the Kingston area due to the good energy, friendly communication, beautiful property and location, the yummy breakfast - and the proximity to the things I...

Kathleen

A white building with a blue door, black railings, and potted plants.

Sky's Villa Resort

Buff Bay

10/10 Excellent

Tannecia

A covered outdoor dining area with multiple tables and chairs, a television mounted on a wall, and a view of lush greenery outside.

Polish Princess Guest House

Port Antonio

10/10 Excellent

My husband and I were so lucky to book the Polish Princess Guest House. Beautiful accommodation, friendly atmosphere and a great location. You receive more than you pay for! Barbara is not only an efficient hotel owner but also a wonderful person who will make you feel as part of her family, provide you with all necessary information about your travel in Port Antonio and help you arrange your day trips.

Svetlana, Rob

A pool area with multiple white umbrellas and lounge chairs.

S Hotel Kingston

New Kingston

10/10 Excellent

Carla

A hot tub on a wooden deck with a view of the ocean and a blue railing.

Geejam

Port Antonio

10/10 Excellent

It's a secluded piece of heaven. You feel like you've entered the lost garden of Eden. This hotel is situated in the mountain where you feel like your living in the rainforest and are on an island to yourself. The views are to die for and you feel like a celebrity (even though I've heard there are tons of famous artist that stay here for their studios and exclusivity). I'm an ordinary person that felt extraordinary in this amazing hotel. Floyd is an amazing host and will treat you good. Thanks...

Mzlot

A bedroom with a bed, a desk, a chair, a table, and a view of the sea.

Inn The Town

Port Antonio

10/10 Excellent

Camile Ming Wilson

A tropical resort with a clear turquoise pool, a wooden deck with lounge chairs, and a stone wall.

GoldenEye

Oracabessa

10/10 Excellent

My wife and I just had the most incredible 4 night stay at GoldenEye for our anniversary. We stayed in one of the Lagoon Cottages which was very roomy and comfortable. We loved being directly on the lagoon where we could swim, kayak or just sit and watch the turtles go by. We enjoyed the beaches and pools on the property as well. All of the staff (front desk, restaurants, grounds, water sports, spa, etc.) were wonderful. And, every meal we had at Bizot Bar and Bamboo Bar was delicious and...

Nicholas