Surrey County Vacation Rentals from CA $83: Short-Term Rentals for 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

CA $229 total

includes taxes & fees

Sep 27 - Sep 28

A wooden desk with a laptop and a desk lamp.

2. 1BR Comfort City Apartment with pool

Kingston

CA $409 total

includes taxes & fees

Sep 28 - Sep 29

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.

3. The Gardens

Barbican

Jelani

CA $125 total

includes taxes & fees

Oct 26 - Oct 27

A deck with outdoor seating and a view of the ocean at dusk.

4. Ridge Bay Chateau

Port Antonio

CA $649 total

includes taxes & fees

Oct 1 - Oct 2

A cozy living room with wicker furniture, a coffee table, and a patterned rug.

5. The Grand Sinopia Inn Portland

Port Antonio

CA $788 total

includes taxes & fees

Sep 29 - Sep 30

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

6. Urban Charm: Modern One Bedroom

New Kingston

Colin

CA $204 total

includes taxes & fees

Sep 29 - Sep 30

A wooden staircase leading to an outdoor patio area with white railings, surrounded by lush greenery and a sign that reads "Spicy Portland."

7. Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.

Port Antonio

Eric

CA $1,449 total

includes taxes & fees

Sep 29 - Sep 30

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

8. Can sleep 7 people with private parking

Aeolus Valley

CA $179 total

includes taxes & fees

Sep 29 - Sep 30

A balcony with a view of the ocean, a lounge chair, and two drinks on a table.

9. Purevibe 2 BR/2 BA, Ocean View Villa, Private Rooftop, Near Port Antonio

Snow District

"As someone who will only stay at a property that has white sheets & presents as very updated/clean, this property was 10/10. Coming from someone who spent several hours looking for the perfect airbnb for our stay in Portland, to get a 10/10 from me is pretty wild. My husband and I booked last minute and the owner Randy and his team were responsive and helpful from the beginning. The property was exactly as pictured but better. At the time of booking, they didn't have any many photos that really...

Matthew N.

CA $403 total

includes taxes & fees

Oct 1 - Oct 2

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

10. Apartment with roof top pool

Half Way Tree

Jacqueline

CA $537 total

includes taxes & fees

Sep 26 - Sep 27

A swimming pool with a clear water surface reflecting surrounding buildings, a covered area with stairs, and a metal railing along the pool's edge.

11. 1BR Premium Apartments Nitram

Kingston

CA $474 total

includes taxes & fees

Sep 28 - Sep 29

A covered outdoor area with white columns, potted plants, and a tiled floor.

12. Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC

Fairy Hill

Sheneker R.

CA $477 total

includes taxes & fees

Sep 30 - Oct 1

A beach scene with clear turquoise water, a person on a swing, and lush greenery in the background.

13. 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

CA $135 total

includes taxes & fees

Oct 11 - Oct 12

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

14. Windbreak Villa

Buff Bay

CA $137 total

includes taxes & fees

Sep 29 - Sep 30

15. VIA Braemar Suites - with roof-top pool

New Kingston

CA $474 total

includes taxes & fees

Sep 28 - Sep 29

A kitchen with a granite countertop, stainless steel faucet, and a coffee machine.

16. Modern 1BR Condo in Kingston

Half Way Tree

Robin

CA $343 total

includes taxes & fees

Sep 27 - Sep 28

A pool area with steps leading to a building, a clear sky, and a view of the sea.

17. VIA Braemar Apartment with rooftop pool

New Kingston

CA $431 total

includes taxes & fees

Sep 28 - Sep 29

A rooftop pool with a wooden deck, surrounded by white railings, and overlooking a cityscape.

18. New Kingston Comfy 2BR Apartment

New Kingston

CA $496 total

includes taxes & fees

Sep 28 - Sep 29

A hotel room with a bed, two bedside tables, a wall-mounted air conditioner, and a window with blue curtains.

19. Kingston Comfy 2BR Apartment

Half Way Tree

CA $561 total

includes taxes & fees

Sep 28 - Sep 29

A walk-in closet with open shelves and a clothing rack.

20. 2BR Comfy City Apartment - The Rogers

Half Way Tree

CA $603 total

includes taxes & fees

Sep 28 - Sep 29

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Top Surrey County Hotel Reviews

Geejam

10/10 Excellent

"Excellent hotel for a quiet stay. Very nice rooms and excellent views. The website and marketing information should make it clear that staying at the property may be difficult for some people as walking the property will require guest to go up and down a number a steps."

Sea Cliff Resort

8/10 Good

"The property was relatively quiet with a great view. The complimentary breakfast was decent enough but with very limited options. The menu was a bit pricey. A tv and a little fridge would've been a very nice addition to the room which was basic. Didn't like that the pool had a deep end because it was hard to relax when I'm constantly watching the kids. Rooms do need some attention to make more accommodating. Two underutilized areas were the pool bar and general bar area. The general bar area had nice seating and a wonderful view but dilapidated and unused. But despite the flaws, the family loved it and want to revisit."

All Nations Guesthouse

8/10 Good

"The location was spot on. Wasn’t crowed wasn’t noisy. We had a rental car more than enough parking when we came back from exploring most of what beautiful Portland had to offer. I am an amateur photographer, so Frenchman Cove , Blue Lagoon, Winnifred Beach Reach Falls .. you get me !!!! They got explored. We didn’t have to worry about about driving back home late. 10 - 15min from most local spots."

Perfect View - Entire House

10/10 Excellent

"I loved the one bedroom apartment located downstairs with a large bedroom that had a comfortable and clean king size bed. I loved the air conditioning through out the apartment. Beautiful large windows to let sun in if desired or keep it close and use light throughout. Well lit inside and out. Easy code access, no physical keys to loose. Wash & dryer room. Powerful shower. Complete kitchen with open dining to seat 4 or more. Excellent choice in color scheme for decor. Really lovely and peaceful apartment. Large living room sectional and TV on the wall. Kind and respectful host. Can’t wait to visit again."

Find out more about Surrey County

Everything you need to know about Surrey County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Surrey County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Surrey County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Surrey County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Surrey County. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Surrey County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Surrey County vacation rentals we have selected for you start as low as CA $83 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Surrey County rentals

At Expedia, we put the best Surrey County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Surrey County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Surrey County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Surrey County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Check prices for these dates

Our top choices for Surrey County vacation rentals

1. Reggae Legends Estate

2. 1BR Comfort City Apartment with pool

3. The Gardens

4. Ridge Bay Chateau

5. The Grand Sinopia Inn Portland

6. Urban Charm: Modern One Bedroom

7. Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.

8. Can sleep 7 people with private parking

9. Purevibe 2 BR/2 BA, Ocean View Villa, Private Rooftop, Near Port Antonio

10. Apartment with roof top pool

11. 1BR Premium Apartments Nitram

12. Charming 3-bedroom house in enchanting Fairy Hill with WiFi, AC

13. Private Oasis - Portland’s Coastal Gated Hideaway

14. Windbreak Villa

15. VIA Braemar Suites - with roof-top pool

16. Modern 1BR Condo in Kingston

17. VIA Braemar Apartment with rooftop pool

18. New Kingston Comfy 2BR Apartment

19. Kingston Comfy 2BR Apartment

20. 2BR Comfy City Apartment - The Rogers

Find vacation rentals that suit your style

Top Surrey County Hotel Reviews

Geejam

Find out more about Surrey County

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