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Wiltshire Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Wiltshire vacation rentals

Front of property

1. Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.6 out of 10, Exceptional, (37 reviews)
"I love love love this place it was more than my expectations this place is like a hidden gem it had everything that I needed 😃 I brought items with me thinking that I needed and to my surprise it had everything I can’t say enough wonderful things about here.And Muhammad who is the caretaker was great he made sure that I was comfortable. It was nice and clean the grounds was well kept and I saw Muhammad always keeping the pool clean this place is great and I will be going back"
United States
Karen
$95 nightly
The price is $110
Aug 24 - Aug 25
Total with taxes and fees
Montego Bay Ironshore Luxury Studios
Outdoor pool

2. Turquoise Sea Villa

Turquoise Sea Villa
3.5 star property
Montego Bay
$176 nightly
The price is $188
Sep 1 - Sep 2
Total with taxes and fees
Turquoise Sea Villa
Living area

3. Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
Mount Salem
10.0 out of 10, Exceptional, (1 review)
"I stayed at Topaz Dream Guesthouse in Montego Bay during Sumfest 2025, and it was such a beautiful and unforgettable experience. The space is cozy, artistic, and full of character, but what truly makes it special is Cherri, the host.Cherri is warm, wise, and simply amazing. She carries the spirit of Jamaica in her heart and has the most incredible stories of life, love, triumph, and resilience. Connecting with her was the true highlight of my trip—our conversations left me feeling inspired and...
United States
English C.
$80 nightly
The price is $80
Aug 30 - Aug 31
Total with taxes and fees
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
Rafting

4. Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
6.0 out of 10, (4 reviews)
"Very comfortable setting"
United States
dawn Marie
$191 nightly
The price is $220
Aug 24 - Aug 25
Total with taxes and fees
Serenitys Hideaway Montego Bay
Basic Loft | View from room

5. Claudeville Condo

Claudeville Condo
3.0 star property
Montego Bay
8.8 out of 10, Excellent, (27 reviews)
"The property was very close to the airport. Bed is comfortable. Only thing is I would av appreciated a kitchen curtain. Apart from that it was great and I love the host she is sweet"
United States
Devine
$86 nightly
The price is $100
Sep 5 - Sep 6
Total with taxes and fees
Claudeville Condo
Front of property

6. Unity Villa

Unity Villa
3.0 star property
Montego Bay
5.0 out of 10, (2 reviews)
"I like that the property was quiet. The place was clean. The neighbor I met was really nice. I like that. It was outside of the tourist area."
United States
Fashira
$83 nightly
The price is $93
Aug 27 - Aug 28
Total with taxes and fees
Unity Villa
Beach

7. Montego Bay Club Apartments

Montego Bay Club Apartments
3.5 star property
Hip Strip
7.2 out of 10, Good, (87 reviews)
"Love everything"
United States
Neema
$129 nightly
The price is $149
Aug 24 - Aug 25
Total with taxes and fees
Montego Bay Club Apartments
Pool

8. Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
Hopewell
8.8 out of 10, Excellent, (6 reviews)
"Bonnie was amazing and goes over and beyond to make you feel at home. She is very friendly but gives you your space and privacy I really enjoyed her house with the amazing view and her pool. "
United States
Roberta M.
$155 nightly
The price is $155
Aug 24 - Aug 25
Total with taxes and fees
Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
Beach

9. Hospitality Expert SWF104 - Pool, Beach, Chef

Hospitality Expert SWF104 - Pool, Beach, Chef
Montego Bay
10.0 out of 10, Exceptional, (2 reviews)
"Nice place and breakfast"
Spain
Xavier
$186 nightly
The price is $211
Aug 24 - Aug 25
Total with taxes and fees
Hospitality Expert SWF104 - Pool, Beach, Chef
Exterior

10. Unity Villa

Unity Villa
3.0 star property
Montego Bay
8.0 out of 10, Very Good, (1 review)
"I LIKE HOW THEY COMMUNICATED AND ADDRESSED THE PROBLEMS ! Only thing I didn’t like was the no working ac and there wasn’t stuff close to go shop "
United States
Susan
$112 nightly
The price is $130
Aug 24 - Aug 25
Total with taxes and fees
Unity Villa
Interior

11. Charming & Comfortable 1-Bedroom Suite in Montego Bay

Charming & Comfortable 1-Bedroom Suite in Montego Bay
Montego Bay
8.6 out of 10, Excellent, (14 reviews)
"Enjoyed my stay here. It met all my needs, will always stay here when i am in Montego Bay. "
United Kingdom
Lynfus
$79 nightly
The price is $79
Aug 28 - Aug 29
Total with taxes and fees
Charming & Comfortable 1-Bedroom Suite in Montego Bay
Terrace/patio

12. Seaside Escape

Seaside Escape
Montego Bay
$134 nightly
The price is $134
Aug 29 - Aug 30
Total with taxes and fees
Seaside Escape
Property grounds

13. La Rose Apartment Jamaica

La Rose Apartment Jamaica
3.0 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"The property was very clean and relaxing. The resident host was very courteous, kind and accommodating."
United States
Earl
$120 nightly
The price is $139
Sep 2 - Sep 3
Total with taxes and fees
La Rose Apartment Jamaica
Villa, 1 Bedroom

14. YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning

YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning
3.0 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
$152 nightly
The price is $176
Sep 1 - Sep 2
Total with taxes and fees
YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning
Property grounds

15. Comfy Villa With Ocean View

Comfy Villa With Ocean View
3.0 star property
Ironshore
10.0 out of 10, Exceptional, (1 review)
$183 nightly
The price is $212
Sep 15 - Sep 16
Total with taxes and fees
Comfy Villa With Ocean View
Terrace/patio

16. Serene 1-bedroom apartment in Montego Bay perfect for relaxing stays

Serene 1-bedroom apartment in Montego Bay perfect for relaxing stays
Montego Bay
$2,886 nightly
The price is $2,886
Aug 24 - Aug 25
Total with taxes and fees
Serene 1-bedroom apartment in Montego Bay perfect for relaxing stays
Beach

17. 2 Bedroom 2 Bathroom Modern Ocean View Hip Strip Apartment with Wi-Fi

2 Bedroom 2 Bathroom Modern Ocean View Hip Strip Apartment with Wi-Fi
Hip Strip
8.0 out of 10, Very Good, (7 reviews)
"Was centrally located and clean. Easy access to building and great security service. Nice area to stay and explore "
Canada
Sheena C.
$266 nightly
The price is $285
Aug 25 - Aug 26
Total with taxes and fees
2 Bedroom 2 Bathroom Modern Ocean View Hip Strip Apartment with Wi-Fi
Interior

18. Private and cozy 1 bedroom 1 bathroom apartment

Private and cozy 1 bedroom 1 bathroom apartment
Coral Gardens
$80 nightly
The price is $80
Aug 24 - Aug 25
Total with taxes and fees
Private and cozy 1 bedroom 1 bathroom apartment
Exterior

19. Lawrence Pool House

Lawrence Pool House
3.5 star property
Ironshore
6.8 out of 10, (70 reviews)
"Very convenient and the apartment had everything you needed to feel at home"
United Kingdom
Vincent
$83 nightly
The price is $90
Aug 24 - Aug 25
Total with taxes and fees
Lawrence Pool House
Outdoor dining

20. Come on Home to Paradise, Your Montego Bay Escape.

Come on Home to Paradise, Your Montego Bay Escape.
Paradise Acres
10.0 out of 10, Exceptional, (1 review)
"Beautiful property in a great location! Everything was spotless, comfortable, and exactly as described. The host was incredibly welcoming, responsive, and made our stay effortless. We had a fantastic experience and would happily stay here again. Highly recommend!"
United States
Dionna
$160 nightly
The price is $181
Aug 24 - Aug 25
Total with taxes and fees
Come on Home to Paradise, Your Montego Bay Escape.
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 Wiltshire Hotel Reviews

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

8/10 Good
"Great experience the hotel was beautiful and everything we expected it to be."
Ladell 3-night trip
Posted 1 hour ago
The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

Find out more about Wiltshire

Everything you need to know about Wiltshire 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 Wiltshire 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 Wiltshire vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wiltshire vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wiltshire. 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 Wiltshire 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 $90 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 Wiltshire rentals

At Expedia, we put the best Wiltshire 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 Wiltshire 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 Wiltshire 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 Wiltshire. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Wiltshire?

Yes, we have vacation rentals close to well known points of interest in Wiltshire, or you can select a more remote option if you're looking for relaxation. Wiltshire is known for its beaches and sporting events. Make sure you have time to check out the shopping and restaurants during your trip.

What are some of the best vacation rentals in Wiltshire?

Sunshine Lodge- Your Home Away From Home: You might want to consider this Wiltshire vacation home rental for your stay. It is located by the ocean and has a private balcony, a private yard, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind.

What’s there to see and do in Wiltshire?

While exploring the area, visit family-friendly sights like Montego Bay Marine Park, or get outside and enjoy nature at Freeport Peninsula. In the larger area, you’ll find Montego Bay Cruise Ship Terminal and Saint James Parish Church.

What’s a vacation rental in Wiltshire like?

Vacation rentals are privately owned properties you can book for a couple of days or more in Wiltshire. Vacation rentals provide amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a small group gathering.