Southfield Holiday Rentals

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Holiday Rentals in Southfield

Pool
A labour of love in the south of the island
The price is NZ$650
per night
1 Jun - 2 Jun
A labour of love in the south of the island
Outdoor pool
Mountain Top Villa
3.5 star property
8.6 out of 10, Excellent, (19)
"We enjoyed our stay at the villa, we stayed there for our honey moon, they even helped us take some really nice pics after our wedding"
The price is NZ$117
per night
30 May - 31 May
Mountain Top Villa
Beach nearby, sun-loungers, beach towels
NEW LISTING!! Seaside Villa -1 minute walk to beach - DISCOUNT AVAILABLE!!
10.0 out of 10, Exceptional, (3)
"Wonderful villa with a great host and onsite staff. Walk to a quiet, beautiful beach. Plenty of room. All rooms have en-suite bathrooms! Big plus for a big crew! We had the chefs prepare two meals and both were extraordinary! Full kitchen to prepare other meals. Five star visit!"
NEW LISTING!! Seaside Villa -1 minute walk to beach - DISCOUNT AVAILABLE!!
Save an average of 15% on thousands of hotels when you're signed in
Exterior
Oceanfront Luxury Villa: Private Beach & Staff
9.8 out of 10, Exceptional, (31)
"The house was a great place to wake up every morning. The views, the private beach and the pool were all great. We spent our nights on the beach side veranda looking directly at a perfect sunset. The house was clean, area is safe and would stay again. The owner was responsive and easy to coordinate with. Shane the property manager is a good guy, easy to work with, great cook and very help full. Thanks for the make the stay with my dad and friend memorable trip."
Oceanfront Luxury Villa: Private Beach & Staff
Indoor pool
Luxurious Beach Front Villa with Pool - Out of the Blue Villa
10.0 out of 10, Exceptional, (73)
"I loved everything about this home. The other reviews speak about all of the positives, so I’m not going to rehash those. Just know that the beach is great. The pool is great. The rooms are great. The staff is wonderful. The food was phenomenal. It was one of the most relaxing stays that I have ever had. If you want some negatives, I’ll give you two - there were a lot of bugs (welcome to a tropical island) and the road to get there was pretty trash (welcome to Jamaica). These were really minor...
Luxurious Beach Front Villa with Pool - Out of the Blue Villa
On the beach, beach towels
Zero minutes to the most prestigous cove in the area
9.4 out of 10, Exceptional, (34)
"We stayed at Villa Optima for 22 nights. The host Paolo was wonderful. He responded essentially immediately, and provided extra items for the house whenever we asked. He helped us buy fresh fish and rum and other things we needed. The private pool was very pleasant, and has some nice shaded areas so you can hang out there for a long time. The beach was just 50 yards away. It is a sandy beach and you can easily swim in the ocean. Usually there was no-one else on the beach, it was never crowded....
The price is NZ$706
per night
1 Jun - 2 Jun
Zero minutes to the most prestigous cove in the area
Outdoor pool
Sweet Escape ~the villa "Your Island Utopia" The Sweetest Escape
9.8 out of 10, Exceptional, (28)
"We really enjoyed our week at Sweet Escape. The house was clean and spacious, beds were comfortable, and we loved the outdoor areas (pool, pergola, beach bed, and beach). Mark was absolutely fantastic! He made us delicious dinners and hearty breakfasts to start our day. We took care of the shopping, but he guided us at the grocery store and made recommendations. There were plenty of fun activities to do within a reasonable driving distance of the house (Black River Safari (5 min), Appleton Rum...
Sweet Escape ~the villa "Your Island Utopia" The Sweetest Escape
Living area
Tranquil Beachfront Oasis ~ Pool ~ Boat Tour
9.8 out of 10, Exceptional, (7)
"A bit of off the beaten path paradise was just what we needed and just what we got! Everyone was kind, responsive, and helpful. Very refreshing! Thanks everyone!"
Tranquil Beachfront Oasis ~ Pool ~ Boat Tour
Terrace/patio
Villa Serene Jewel of Black River 4 bedroom 5bathrooms
9.6 out of 10, Exceptional, (11)
"The pictures do not give this Villa justice, it is beautiful! We had an amazing time there! We were looking for rest and relaxation and that is exactly what we got!! Shamoir the cook was incredible! Sheryl was quick to respond to any questions we had! We will definitely go back!"
Villa Serene Jewel of Black River 4 bedroom 5bathrooms
Beach
"Main House at Shakespeare Cottage"
9.4 out of 10, Exceptional, (3)
"A large group of us Peace Corps workers stayed there for a weekend and LOVED it. It is perfect for a large group. The communication was great and the staff is very nice. The local contact, Vaughn, could not have been more helpful and friendly. We will definitely be going back! "
The price is NZ$333
per night
30 May - 31 May
"Main House at Shakespeare Cottage"
Lake
Deano's Cottages
4.5 star property
7.0 out of 10, Good, (4)
"Very nice and comfortable "
The price is NZ$110
per night
18 Jun - 19 Jun
Deano's Cottages
A rooftop pool
Bramble Beach Villa -Main House 3 Bedroom Modern Luxury 2 minutes walk to beach
10.0 out of 10, Exceptional, (1)
"This place has everything you need! The staff, 2 pools, 2 minute walk to the beach, game room, trampoline, pickleball court, basketball court, games, the mountain views, ocean view, and all the wonderful people you meet along the way. We will definitely be back. Thank you everyone for making our trip so incredibly special."
Bramble Beach Villa -Main House 3 Bedroom Modern Luxury 2 minutes walk to beach
Beach nearby, beach towels
VillaMerissa Nestled between two unspoiled beaches Pool/JackSprat/WiFi/Gym/Staff
10.0 out of 10, Exceptional, (4)
"Relaxing due to the villa was away from the tourists. Great scenery going through the mountains and down to valley and seaside It was awesome"
VillaMerissa Nestled between two unspoiled beaches Pool/JackSprat/WiFi/Gym/Staff
Land view from property
Turtles Nest Villa
4.0 star property
9.6 out of 10, Exceptional, (8)
"Sugar & Spice make Turtles Nest feel like home. We loved the pool and being able to eat breakfast outside each morning. It was very helpful to have bathrooms inside each room as a family of 5 being able to come in and shower quickly to make it back out to our next stop. The homemade breakfast each morning was amazing. Peta-Gay, Vincent and Zeb are very kind and thoughtful. Our cleaner lady who came was a Godsend who helped when my baby got sick. Next time we are in this area we will for sure...
Turtles Nest Villa
Property grounds
Unforgettable Villa: Jamaica's Rare Private Escape
Unforgettable Villa: Jamaica's Rare Private Escape
Property grounds
Coral Bay Chateau - Luxury Villa in Treasure Beach
10.0 out of 10, Exceptional, (1)
"My husband’s 60 birthday bash with my family and friends! The Chateau is very spacious and comfortable. We were 14 adults and every couple had their own room and bathroom. The house has a wonderful outdoor space with a beautiful view and pool and many shaded areas! The staff is wonderful! The chefs made us some amazing breakfasts and dinners Jamaican style! Amazing! The beach was beautiful. We swam every day. It is a 10 minute walk. We chose the house because of the view and it didn’t...
Coral Bay Chateau - Luxury Villa in Treasure Beach
Private kitchen
Mckay's Private Appartment
9.0 out of 10, Wonderful, (2)
"Property was amazing to stay, very private and inviting."
The price is NZ$117
per night
30 May - 31 May
Mckay's Private Appartment
Cabin, 1 Bedroom, Smoking, Private Pool | Exterior
Cashaw Cabin - Private Cosy A-frame
2.0 star property
The price is NZ$232
per night
3 Jun - 4 Jun
Cashaw Cabin - Private Cosy A-frame
Rooftop terrace
Bramble Beach Villa
3.0 star property
10.0 out of 10, Exceptional, (1)
Bramble Beach Villa
Property grounds
Luxurious, modern, spacious two-bedroom, two-bathroom is the perfect getaway.
10.0 out of 10, Exceptional, (1)
"House was clean , the convince of home away fr how."
Luxurious, modern, spacious two-bedroom, two-bathroom is the perfect getaway.
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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.

Other types of properties in Southfield you may be interested in

Reception
Sea Coast Inn & Suites
3.0 star property
7.2 out of 10, Good, (11)
"The host was amazing and chef made some great breakfast also very positive employee and great morning view "
The price is NZ$199
per night
30 May - 31 May
Sea Coast Inn & Suites
Pool
A labour of love in the south of the island
The price is NZ$650
per night
1 Jun - 2 Jun
A labour of love in the south of the island
Beach bar
Jakes
3.5 star property
9.2 out of 10, Wonderful, (261)
"Such a gem, absolutely stunning and the staff was amazing. "
The price is NZ$330
per night
5 Jun - 6 Jun
Jakes
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Southfield holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Southfield. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Southfield. Seeing all the best attractions is bound to make you fall in love with Southfield. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Southfield short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Southfield?

Yes, there are holiday rentals close to the most popular sights in Southfield, or you can select a more secluded option if you're looking for a relaxing stay.

What can I see and do in Southfield?

While you're exploring the area, Jamaica Beaches and Calabash Bay are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Lovers Leap and Billy Bay Beach.

What are holiday rentals like in Southfield?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Southfield. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for small groups.

Recent reviews of Southfield properties
Expedia verified reviews