A river surrounded by dense forest, a small boat docked near a traditional house, and a cloudy sky.

Surrey County Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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

Reggae Legends Estate
3.5 star property
Jack's Hill
9.8 out of 10, Exceptional, (6 reviews)
"A really amazing find! Stunning location with fantastic views. Quiet and relaxing. The cabin was a great experience and we were so well looked after by Anne-Marie."
United Kingdom
Nicola
$127 nightly
The price is $147
Oct 12 - Oct 13
Total with taxes and fees
Reggae Legends Estate
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

The Gardens
3.0 star property
Barbican
7.8 out of 10, Good, (68 reviews)
"The place was very clean, the bed was comfortable and the bathroom was very modern. Loved the place!"
United States
Jelani
$90 nightly
The price is $91
Oct 8 - Oct 9
Total with taxes and fees
The Gardens
A bedroom with two beds, a chair, a staircase, and a large painting on the wall.

3. Norse Hill Estate & Botanic Gardens

Norse Hill Estate & Botanic Gardens
3.5 star property
Port Antonio
$1,815 nightly
The price is $2,088
Oct 8 - Oct 9
Total with taxes and fees
Norse Hill Estate & Botanic Gardens
A cozy living room with wicker furniture, a coffee table, and a patterned rug.

4. The Grand Sinopia Inn Portland

The Grand Sinopia Inn Portland
3.5 star property
Port Antonio
$453 nightly
The price is $497
Oct 11 - Oct 12
Total with taxes and fees
The Grand Sinopia Inn Portland
A wooden desk with a laptop and a desk lamp.

5. 1BR Comfort City Apartment with pool

1BR Comfort City Apartment with pool
2.0 star property
Kingston
10.0 out of 10, Exceptional, (1 review)
"Good"
United Kingdom
Shavel
$251 nightly
The price is $290
Oct 8 - Oct 9
Total with taxes and fees
1BR Comfort City Apartment with pool
A deck with outdoor seating and a view of the ocean at dusk.

6. Ridge Bay Chateau

Ridge Bay Chateau
3.0 star property
Port Antonio
$417 nightly
The price is $460
Oct 8 - Oct 9
Total with taxes and fees
Ridge Bay Chateau
A wooden bed with intricate carvings, a bedside lamp, and a robe hanging on the wall.

7. Windbreak Villa

Windbreak Villa
3.5 star property
Buff Bay
10.0 out of 10, Exceptional, (1 review)
$84 nightly
The price is $97
Oct 8 - Oct 9
Total with taxes and fees
Windbreak Villa
A window with a view of a lush landscape and the ocean.

8. Pearl Ocean Villa

Pearl Ocean Villa
3.5 star property
Saint Margarets Bay
10.0 out of 10, Exceptional, (1 review)
"Cleanest the hoast was superb"
United States
Michael
$270 nightly
The price is $296
Oct 28 - Oct 29
Total with taxes and fees
Pearl Ocean Villa
A modern living room with a sofa, coffee table, and television.

9. Urban Charm: Modern One Bedroom

Urban Charm: Modern One Bedroom
New Kingston
9.4 out of 10, Exceptional, (15 reviews)
"Absolutely beautiful and helpful property owners. Looking forward to staying again."
United States
Colin
$155 nightly
The price is $155
Oct 8 - Oct 9
Total with taxes and fees
Urban Charm: Modern One Bedroom
A hotel room with a bed, a window with curtains, a desk with a computer, and a chair.

10. Abacus Jamaica the Zana Suite

Abacus Jamaica the Zana Suite
3.0 star property
Constant Spring
7.8 out of 10, Good, (74 reviews)
"This was the worst rental I've ever had . I reserved"
United States
Teri
$92 nightly
The price is $101
Nov 7 - Nov 8
Total with taxes and fees
Abacus Jamaica the Zana Suite
A living room with two cream-colored sofas, a wooden staircase, and a large window with blue curtains.

11. Sweet Kensville

Sweet Kensville
4.0 star property
New Kingston
8.8 out of 10, Excellent, (6 reviews)
"Great stay"
United States
Steve
$178 nightly
The price is $206
Oct 8 - Oct 9
Total with taxes and fees
Sweet Kensville
A kitchen with a granite countertop, stainless steel faucet, and a coffee machine.

12. Modern 1BR Condo in Kingston

Modern 1BR Condo in Kingston
2.0 star property
Half Way Tree
10.0 out of 10, Exceptional, (1 review)
"Excellent location absolutely loved it. The only thing was they had ants… everywhere"
United States
Robin
$211 nightly
The price is $243
Oct 8 - Oct 9
Total with taxes and fees
Modern 1BR Condo in Kingston
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

Private Oasis - Portland’s Coastal Gated Hideaway
Fair Prospect
10.0 out of 10, Exceptional, (1 review)
"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...
Canada
Janet
$109 nightly
The price is $109
Oct 22 - Oct 23
Total with taxes and fees
Private Oasis - Portland’s Coastal Gated Hideaway
A living room with a sofa, a wooden coffee table, a dining table with chairs, and a red vase with decorative sticks.

14. Kingvilla

Kingvilla
2.0 star property
Port Morant
$85 nightly
The price is $95
Oct 19 - Oct 20
Total with taxes and fees
Kingvilla
A two-story house with a red-tiled roof, surrounded by lush greenery and trees.

15. Can sleep 7 people with private parking

Can sleep 7 people with private parking
2.5 star property
Aeolus Valley
$118 nightly
The price is $136
Oct 8 - Oct 9
Total with taxes and fees
Can sleep 7 people with private parking
A modern indoor swimming pool with glass walls, a wooden deck, and a multi-level building with balconies and hanging lights.

16. Apartment with roof top pool

Apartment with roof top pool
2.0 star property
Half Way Tree
7.2 out of 10, Good, (10 reviews)
"Rooms were excellent, really loved the roof was a beautiful view. People were friendly and kind couldnt have asked for a better stay!!"
United States
Jacqueline
$330 nightly
The price is $380
Oct 8 - Oct 9
Total with taxes and fees
Apartment with roof top pool
A white porch with columns and a railing, overlooking a lush green landscape and hills.

17. The Retreat

The Retreat
Lyssons
$87 nightly
The price is $87
Oct 8 - Oct 9
Total with taxes and fees
The Retreat
A wooden staircase leading to an outdoor patio area with white railings, surrounded by lush greenery and a sign that reads "Spicy Portland."

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

Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.
Port Antonio
9.4 out of 10, Exceptional, (15 reviews)
"The staff made the visit memorable. "
United States
Eric
$1,028 nightly
The price is $1,028
Oct 8 - Oct 9
Total with taxes and fees
Spicy Hill Villa, One Of Jamaica's Best-Kept Secrets.
A covered outdoor seating area with blue chairs and a metal table.

19. FULLY APPOINTED HOME AWAY FROM HOME

FULLY APPOINTED HOME AWAY FROM HOME
Harbour View
9.0 out of 10, Wonderful, (2 reviews)
"It was very comfortable it is more suited for a couple and young children. However I did enjoyed my stay. The property owner was very very nice and available. "
United States
Winsome T.
$110 nightly
The price is $110
Oct 8 - Oct 9
Total with taxes and fees
FULLY APPOINTED HOME AWAY FROM HOME
Private kitchen

20. VIA Braemar Suites - with roof-top pool

VIA Braemar Suites - with roof-top pool
2.0 star property
New Kingston
10.0 out of 10, Exceptional, (1 review)
$291 nightly
The price is $336
Oct 8 - Oct 9
Total with taxes and fees
VIA Braemar Suites - with roof-top pool
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Surrey County Hotel Reviews

Strawberry Hill

Strawberry Hill

10/10 Excellent
"Wonderful views and experience! Will be returning next year for my birthday"
Camiel D 4-night trip
Posted 1 day ago
Strawberry Hill

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Surrey County in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $69 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.