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Compare 221 Villas in Jennings with updated reviews, rates, and availability.

Modern & Stylish 4 Bedroomed Villa, private pool, walking distance to beach.

9.8 out of 10, Exceptional, (103)
"The villa was wonderful and met our expectations. The space worked well for our group of six. We loved the outdoor area and pool. The beautiful landscaping provided wonderful privacy. The location was great. Would definitely stay here again!"
Modern & Stylish 4 Bedroomed Villa, private pool, walking distance to beach.

Villa Tramonto. Great view, exclusive area and beach at walking distance.

10.0 out of 10, Exceptional, (1)
"What an amazing property! The views were unbelievable and it was very quiet and private. The main part of the house does not have AC but it does have good air flow and the bedrooms have AC. The communication was top notch. The only small downfall was the beds were pretty uncomfortable for a luxury stay. Dont expect a pillow top or decent pillows. We are returning to the house with friends this summer because the house, the view and the staff make up for the uncomfortable bed."
Villa Tramonto. Great view, exclusive area and beach at walking distance.

Seascape Villa

3.0 star property
9.0 out of 10, Wonderful, (11)
"We thoroughly enjoyed our stay at Seascape Villa 2 located in Jolly Habour. Thanks so much for hosting us and for all the referrals and assistance your provided us with. You are a Gem Majorie! "
Seascape Villa

Jolly Harbour, 3 bedroom villa, pool, close to beach and all amenities.

9.0 out of 10, Wonderful, (20)
"The property suited us very nicely. It was clean and well equipped. There was some road noise but to be honest, it didn’t bother us at night, which is the important thing.The only problem we had was mosquitoes. It’s essential to spray the house before going to bed if you don’t want to be bitten and sitting outside in the evening you need to apply a topical repellent.However, these small niggles did not spoil our enjoyment and we would recommend the property.Tina was eminently contactable for...
Jolly Harbour, 3 bedroom villa, pool, close to beach and all amenities.

Galleon Beach, 5 Bedrooms, Pool, AC, Amazing Views

10.0 out of 10, Exceptional, (1)
"You wont be disappointed. In fact, the pictures dont do this place justice. Its beautiful!"
Galleon Beach, 5 Bedrooms, Pool, AC, Amazing Views

Fabulous Ocean View Villa with Pool

10.0 out of 10, Exceptional, (58)
"Villa Amanda was one of our favourite villas ever! It was so spacious and well equipped, super clean and had so many seating options to take in the stunning views. The housekeeping was fantastic and so was the host. We hope to return again next year."
Fabulous Ocean View Villa with Pool

Welcome to Blue Emerald Villa. A 3-bedroom villa in brilliant Harbour View, ANU

10.0 out of 10, Exceptional, (1)
"The property was in excellent condition and very clean. It had every amenity for a home away from home. The location was very private and secure with safety cameras. Besides the very sensitive blinds at the doorsEverything was amazing! "
Welcome to Blue Emerald Villa. A 3-bedroom villa in brilliant Harbour View, ANU

Luxury 2 Bedroom Villa 'Serenity' - Superb Deck and Garden - 3 mins South Beach

10.0 out of 10, Exceptional, (16)
"We love Jolly Harbour. Everything is convenient and there is plenty to do (or not to do). The home was very comfortable with everything we needed. The location is ideal for walking to the beach, grocery store, restaurants, etc."
Luxury 2 Bedroom Villa 'Serenity' - Superb Deck and Garden - 3 mins South Beach

Large family villa with ocean view and gardens

Large family villa with ocean view and gardens

VILLA DOLCEVITA by KlabHouse-Seafront 7BDRM w/Housekeeper - Pool&Hot Tube

9.6 out of 10, Exceptional, (5)
"This open villa was absolutely beautiful!"
VILLA DOLCEVITA by KlabHouse-Seafront 7BDRM w/Housekeeper - Pool&Hot Tube

Conveniently Located 2-bedroom villa in Jolly Harbour with Wi-Fi and AC

2.0 star property
8.0 out of 10, Very Good, (1)
"Our villa was located in the South Finger at Jolly Harbour. Within walking distance of the beach and had great views of the hills and the water. The villa was well equipped for the most part. I would recommend a stay here and look forward to going back again. "
Conveniently Located 2-bedroom villa in Jolly Harbour with Wi-Fi and AC

Villa Touloulou

3.5 star property
9.6 out of 10, Exceptional, (21)
"Calvin was very helpful throughout our stay, on hand to sort out any issues and pass on advice"
Villa Touloulou

Luxury 5-Bedroom Villa with Oceanview Infinity Pool & Spectacular Sunsets

10.0 out of 10, Exceptional, (9)
"Overall my family and I had a fabulous holiday at Fort Shelley. Before booking Andrez was very efficient and accommodative with all my queries. Once at the property Nair and Shaneka looked after us splendidly. Whilst I loved waking up to the sun rising, some of my keener sleepers in the group would have loved the opportunity to have blackouts on windows and door to balcony. Thanks to everyone involved with Fort Shelley for making my family stay so enjoyable. "
Luxury 5-Bedroom Villa with Oceanview Infinity Pool & Spectacular Sunsets

The Carib House, Turtle Bay 5 room villa, pool, views, beach, English Harbour no

9.8 out of 10, Exceptional, (12)
"I would recommend this as a great place to stay and it was very reasonably priced for the space it provided. The communication, both with the owner (Lou) and the property manager while we were there (Jonti), was absolutely phenomenal. Lou reached out well in advance to help us get the fridge stocked (paid separately) and also arranged free transportation to and from the airport and helped us arrange a rental car to be dropped off at the property the next day that we were able to use for the...
The Carib House, Turtle Bay 5 room villa, pool, views, beach, English Harbour no

HBK Villa Rentals at Jolly Harbour

3.0 star property
8.0 out of 10, Very Good, (44)
"Having been to Jolly Harbour, I knew what to expect and was not disappointed. The property was clean and kitchen well stocked. The area around the villa was well maintained with amenities nearby including a bus stop to take you to town. Only feedback i would give would be to provide a what on guide in the villa that was current. We had a villa book but not a 2024 What's On guide. I pick one up from HBK on my last day. If i had issues the staff tended to them and when Storm Ernesto came,...
HBK Villa Rentals at Jolly Harbour

Gorgeous Seafront Villa In Turtle Bay, Close To English Harbour. 6 beds, Pool

8.0 out of 10, Very Good, (1)
"It is a lovely house with huge potential."
Gorgeous Seafront Villa In Turtle Bay, Close To English Harbour. 6 beds, Pool

The Long House - Luxurious ocean front villa with stunning views - Sleeps 8

10.0 out of 10, Exceptional, (57)
"A beautiful home in a beautiful location. Quiet, relaxing and spacious enough for privacy even if a few couples are in your group. Fantastic views of the lagoon and ocean beyond and just a short drive to great beaches and restaurants. Our 7th trip to the Longhouse and won't be our last!"
The Long House - Luxurious ocean front villa with stunning views - Sleeps 8

HOLIDAY DISCOUNTS! PANORAMIC SEA VIEWS! LUXURY, POOL, OVERLOOKS JOLLY HARBOUR.

9.4 out of 10, Exceptional, (29)
"Amazing!!!! VERY helpful hosts and property manager and incredibly clean, safe, bright, spacious - everything one wants! :D Also, close to Jolly Harbour, supermarket, tours, restaurants, oh my! HIGHLY RECOMMENDED!!!!!"
HOLIDAY DISCOUNTS! PANORAMIC SEA VIEWS! LUXURY, POOL, OVERLOOKS JOLLY HARBOUR.

Luxurious Oceanfront Villa with Stunning Views Over Montserrat

10.0 out of 10, Exceptional, (61)
"We had a great stay at Shell Villa! The owners, David and Jenny, were very responsive when setting up our stay. The property managers, Nathan and Clare, did an outstanding job responding to any questions we had during our stay. We really enjoyed the pool and watching the yachts and sailboats come in and out of Falmouth Harbour. Great accomodations that meet your expectations!. "
Luxurious Oceanfront Villa with Stunning Views Over Montserrat

Luxury Villa Known as Villa Sunshine

10.0 out of 10, Exceptional, (2)
"A lovely stay in Villa Sunshine. My one tip is to book a golf buggy before arriving as they are handy and in short supply!"
Luxury Villa Known as Villa Sunshine
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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HOLIDAY DISCOUNTS! PANORAMIC SEA VIEWS! LUXURY, POOL, OVERLOOKS JOLLY HARBOUR.

9.4 out of 10, Exceptional, (29)
"Amazing!!!! VERY helpful hosts and property manager and incredibly clean, safe, bright, spacious - everything one wants! :D Also, close to Jolly Harbour, supermarket, tours, restaurants, oh my! HIGHLY RECOMMENDED!!!!!"
HOLIDAY DISCOUNTS! PANORAMIC SEA VIEWS! LUXURY, POOL, OVERLOOKS JOLLY HARBOUR.

2 bedroom house in a serene section in hermitage with AC, WiFi & killer views

9.0 out of 10, Wonderful, (2)
"The property manager was terrific, helpful, and polite, very friendly in a good way. The midweek clean-up was excellent, and she even helped us book the boat trip and gave good tips; the owner left us a lot of treats and delicious mangos, and the house is super well-equipped "
2 bedroom house in a serene section in hermitage with AC, WiFi & killer views

HOLIDAY DISCOUNTS!! PANORAMIC SEA VIEWS! LUXURY, POOL, OVERLOOKS JOLLY HARBOUR

9.6 out of 10, Exceptional, (10)
"Sharon's home is beautiful. You don't need anything but your swim suit. It's safe, scenic, quiet, comfortable, and local to lot's of things. My family of 6 couldn't have asked for a better place to stay. While you're renting one half of a duplex, you can see/engage the neighbors (if any) as much or little as you like."
HOLIDAY DISCOUNTS!! PANORAMIC SEA VIEWS! LUXURY, POOL, OVERLOOKS JOLLY HARBOUR
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.

Frequently asked questions

How much do villas in Jennings cost?
You can expect to pay between and per night for a villa in Jennings. No matter your budget, an awesome escape is just a few clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best villas in Jennings?
Select from multiple villas in Jennings that have a total average guest review rating of 9.5. Villa 226e At Jolly Harbour is highly recommended by travelers. This 3.5-star stay offers a swimming pool and a barbecue grill. Villa 244c Jolly Harbour is another good option. It has a 3.5-star rating and conveniences such as a barbecue grill and a terrace.
How many villas are there in Jennings?
Take your pick of 221 villas in Jennings. No matter if you’re taking a trip with the little ones or getting away with your buddies, Expedia can help you find the right space for your crew.
Are there any 5-star villas in Jennings?
Although there aren’t any 5-star villas in Jennings, there are 4-star accommodations that have what you need. Located about 2 kilometers from the downtown area, Villa Nazareth offers useful amenities like a terrace and a tennis court. Another popular 4-star property is Villa Amazing. It’s roughly 3 kilometers from central Jennings and features conveniences like a terrace and a swimming pool.
Why book your villa in Jennings with Expedia?
Reserving a villa in Jennings is as simple as entering your travel dates and selecting an option that meets your requirements. Want something affordable or luxurious, or a property that also features a pool and free WiFi? Use Expedia’s search filters to narrow your results and find the perfect fit.
How can I find cheap villas in Jennings?
Expedia can help you track down cheap villas in Jennings. Use our handy filter tool to select amenities, star rating and budget to refine your search and find an amazing place to stay in a few quick keystrokes.