Southfield Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Vacation Rentals in Southfield

A labour of love in the south of the island

The price is ¥44,513
¥62,120 total
includes taxes & fees
Oct 5 - Oct 6
A labour of love in the south of the island

Luxurious Beach Front Villa with Pool - Out of the Blue Villa

10.0 out of 10, Exceptional, (83)
"This was the first of hopefully many annual family vacations to this beautiful place. Thank you so much for the delicious food Miss Bev, and, to Randy and the rest of the staff for being so fantastic! Looking forward to our next stay!"
Luxurious Beach Front Villa with Pool - Out of the Blue Villa

Coral Bay Chateau - Luxury Villa in Treasure Beach

10.0 out of 10, Exceptional, (4)
"Nothing to complain about. Breathtaking "
Coral Bay Chateau - Luxury Villa in Treasure Beach

Villa Serene Jewel of Black River 4 bedroom 5bathrooms

9.6 out of 10, Exceptional, (11)
"As a woman who just buried her cousin & father within 1 week of arriving in JA, I was really looking forward to this trip as a means to clear my mind from everything that was going. We rented Villa Serene for the week so that my step-children & mother-in-law could all come to one location & spend some personal time together, especially since it was the first time I would be meeting them face to face. Villa Serene "could" be 5-star property if it were brought up to code (proper...
Villa Serene Jewel of Black River 4 bedroom 5bathrooms

Spacious 2-bedroom apartment in Mandeville with hot tub ,WiFi and private garage

10.0 out of 10, Exceptional, (5)
"Get place to stay in Mandeville. Excellent privacy, quite area and has everything you need for a short or long stay. Place is clean and in good shap. Hands down would stay there again. "
The price is ¥15,897
¥22,373 total
includes taxes & fees
Oct 7 - Oct 8
Spacious 2-bedroom apartment in Mandeville with hot tub ,WiFi and private garage

Zero minutes to the most prestigous cove in the area

9.4 out of 10, Exceptional, (40)
"Our family had an amazing time! The house was gorgeous and spotless, and some days, we had the beach all to ourselves. The internet was top-notch. The house also has Netflix and board games as additional entertainment. The only suggestion I have is to put mosquito nets over the beds. We’d definitely come back again!"
The price is ¥42,685
¥66,530 total
includes taxes & fees
Oct 5 - Oct 6
Zero minutes to the most prestigous cove in the area

Oceanfront Luxury Villa: Private Beach & Staff

9.6 out of 10, Exceptional, (34)
"An absolute escape from reality. Property was great it was a hidden gem views where amazing Shane the property manager is excellent use him he is very knowledgeable of the area. And is awesome chef cooked breakfast everyday it was excellent “tip him well” only issue was beach and road leading too property Gve it strong 8/10 SHANE is why it’s so high "
Oceanfront Luxury Villa: Private Beach & Staff

Turtles Nest Villa

4.0 star property
9.6 out of 10, Exceptional, (9)
"Our stay in Treasure Beach was beyond amazing. The staff at Turtle's Nest from Owner to Zeb the care taker and Peta and Vincent the chefs that make delicious food and Peta's mom who did all our laundry and made sure we always had clean sheets and towls are all amazing. My wife and I have been to treasure beach 6 times now and we were very pleased with the entire staff including Sugar and Spice the villa dogs that made leaving our fur babies for 2 weeks soo much easier! We would highly recommend...
Turtles Nest Villa

Deano's Cottages

3.0 star property
6.8 out of 10, (5)
"Very quiet, felt very safe "
The price is ¥10,252
¥11,936 total
includes taxes & fees
Oct 5 - Oct 6
Deano's Cottages

VillaMerissa Nestled between two unspoiled beaches Pool/JackSprat/WiFi/Gym/Staff

10.0 out of 10, Exceptional, (6)
"The property was very clean The amenities were great we enjoyed our stay and would stayed there again "
VillaMerissa Nestled between two unspoiled beaches Pool/JackSprat/WiFi/Gym/Staff

Bliss By The Sea Beachfront Hideaway w/ Great Pool and Amazing Seaviews

10.0 out of 10, Exceptional, (2)
"Bliss by the Sea, The best place I have ever stayed. Everything was perfect. Ever better than the listing.Jennifer the house keeper/cook is a great person. Her daughter that also helped her is equally as great. The were great cooks. Very prompt, very respectful. I would love to come back and stay again. We visited with the neighbors, hung out with the locals. Very welcoming community. The day we were leaving the guys at the shop were you turned into the drive way invited us to a party...
Bliss By The Sea Beachfront Hideaway w/ Great Pool and Amazing Seaviews

Cashaw Cabin - Private Retreat With a Pool

2.0 star property
10.0 out of 10, Exceptional, (1)
"Only A frame I know of in Jamaica! Kind of like staying in a tiny house.Hot plate worked well just needed a larger skillet for cooking a meal. Microwave didnt work well. Other appliances all worked well & put to use. Plunge pool refreshingly welcomed. Morning views to the Great pond with sunshine reflections awesone. Night view of Lovers Leap Lighthouse also spectacular. Then the night star filled sky. No other people on the lane but owner very aware of goings on so security definitely there....
The price is ¥20,472
¥23,691 total
includes taxes & fees
Oct 15 - Oct 16
Cashaw Cabin - Private Retreat With a Pool

LARGE Private Pool - 1 minute walk to beach AC in ALL bedrooms !!!

9.4 out of 10, Exceptional, (6)
"Wonderful, comfortable and well equipped property, sweet staff and very kind and efficient owner. Thank you and we will see you again!"
LARGE Private Pool - 1 minute walk to beach AC in ALL bedrooms !!!

Eve's Rockaway Villa is a beautiful home with 360 degrees views of nature that includes the tranquil Rose Hill and the unique Rocky Hill Trails.

9.0 out of 10, Wonderful, (2)
"Myself and my family had a wonderful time during our stay. Though it was intermittent, we enjoyed the property and all its amenities. Our housekeeper was very friendly and helpful. With ample rooms and plenty of space to relax, I would highly recommend this property for large family gatherings. We especially enjoyed the rock climbing path, as it had a nice view of the property and Manchester. The house what very clean and comfortable with the exception of the decor. It could be a bit more...
The price is ¥46,365
¥69,768 total
includes taxes & fees
Oct 5 - Oct 6
Eve's Rockaway Villa is a beautiful home with 360 degrees views of nature that includes the tranquil Rose Hill and the unique Rocky Hill Trails.

Bramble Beach Villa

3.0 star property
9.4 out of 10, Exceptional, (3)
"I loved "
Bramble Beach Villa

Ocean Paradise: 6BR, 5BA, Pool, Family and Pet Friendly with Private Beaches!

6.0 out of 10, (1)
"Amazing site, lush vegetation, multiple places to relax and enjoy the scenery. Great pool, kayaks, etc. Two houses is also a plus. Beach relatively small but clean. Unfortunately the two villas show their age: old furniture but generally clean. Our main problem with this rental was that the kitchen was dirty. Dishes and utensils had food residus, many of the small appliances (toaster, coffee machine, etc were dirty and stained) and the kitchen was infested by ants. There is no garbage can in...
Ocean Paradise: 6BR, 5BA, Pool, Family and Pet Friendly with Private Beaches!

Cozy 2-bedroom 2.5 bathroom villa in Black River with beach in the backyard

The price is ¥22,079
¥30,763 total
includes taxes & fees
Oct 6 - Oct 7
Cozy 2-bedroom 2.5 bathroom villa in Black River with beach in the backyard

Rock Side Beach Villa

3.0 star property
Rock Side Beach Villa

DEMAROYS taking luxury and comfort to new heights

2.5 star property
The price is ¥14,425
¥17,369 total
includes taxes & fees
Oct 6 - Oct 7
DEMAROYS taking luxury and comfort to new heights

Mckay's Private Appartment

9.4 out of 10, Exceptional, (6)
"Property was amazing to stay, very private and inviting."
The price is ¥8,095
¥12,069 total
includes taxes & fees
Oct 7 - Oct 8
Mckay's Private Appartment
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Southfield Hotel Reviews

Find out more about Southfield

Find out more about Southfield

Search for holiday rentals in Southfield on Expedia! You can easily find your home rentals, villas, holiday apartments in Southfield using one of the methods below:

  • View our selection of featured holiday rentals in Southfield
  • Use the map to find apartments and other holiday homes in the Southfield neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Southfield while they last

Look no further and take a look at our great range of rental properties in Southfield!

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Southfield?

Yes, we offer vacation rentals close to popular attractions in Southfield, or you can select a secluded option if you'd like a relaxing place to stay.

What's the top vacation rental that Southfield has to offer?

Coral Bay Chateau - Luxury Villa in Treasure Beach: This vacation home rental near Southfield offers an outdoor pool, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What can I see and do in Southfield?

While you're exploring the area, Billy Bay Beach and Calabash Bay are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Lovers Leap and Floyd's Pelican Bar.

What are vacation rentals like in Southfield?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in Southfield. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for families.