Wiltshire Vacation Rentals from ￥14,353: Search Short-Term Rentals

Q: 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.

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Our top choices for Wiltshire vacation rentals

1. Montego Bay Ironshore Luxury Studios

Ironshore

"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"

Karen

￥17,433 total

includes taxes & fees

Aug 26 - Aug 27

2. Turquoise Sea Villa

Montego Bay

￥30,239 total

includes taxes & fees

Aug 25 - Aug 26

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

Mount Salem

"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...

English C.

￥12,717 total

includes taxes & fees

Aug 31 - Sep 1

4. Serenitys Hideaway Montego Bay

Montego Bay

dawn Marie

￥35,026 total

includes taxes & fees

Aug 25 - Aug 26

5. Claudeville Condo

Montego Bay

Devine

￥17,638 total

includes taxes & fees

Aug 25 - Aug 26

6. Unity Villa

Montego Bay

Fashira

￥14,704 total

includes taxes & fees

Aug 27 - Aug 28

7. Montego Bay Club Apartments

Hip Strip

Neema

￥23,304 total

includes taxes & fees

Aug 25 - Aug 26

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

Hopewell

Roberta M.

￥24,638 total

includes taxes & fees

Aug 25 - Aug 26

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Top Wiltshire Hotel Reviews

Toby's Resort

10/10 Excellent

"Great place"

Grand Palladium Jamaica Resort & Spa All Inclusive

8/10 Good

"If you like big resorts, this might be the one for you. The resort itself is beautiful, well maintained, and has a nice pool/lagoon and a beautiful beach. There is also a good variety of food. However, the service was disappointing and understaffed. The check-in process took way too long, and getting to and from the rooms took a lot of time. The resort is very large, so there is a lot of walking, and when you call for a ride, the wait can be quite long. Breakfast was another issue. Most mornings, we waited at least 20 minutes for coffee. Sometimes I would finish eating before the coffee was even served. There is also very little convenience outside the resort, so you need to take a taxi to get around town. The resort has several restaurants, but it was difficult to get a reservation, so we ended up eating at the buffet every day. Overall, this is a beautiful resort, but be prepared for large crowds, lots of walking, long waits, and inconsistent service. If you prefer smaller, quieter resorts with more personalized service, this may not be the best choice."

Deja Resort All Inclusive

8/10 Good

"My favorite part about staying at the Deja hotel was the entertainment employees who oversaw the activities at the resort like Loretta and Nellie who oversees the bingo activity, karaoke and dance. They were the best. Just Loretta alone would make me come back to Deja, whatever she is getting paid they need to double. The front desk agents were not very friendly or helpful. I requested for a cake or slice of cake to be delivered to my mom’s rooms room on her birthday, we were told he would be done and it was not. Very disappointing. The beach was amazing even though they closed at 5 pm. The excursion with Chukka was the best experience ever. Me and my family truly enjoyed the unlimited food options. The food was great and tasty. The rooms need updating, our television and phone did not work. They placed my room outside of a banquet hall even though I had a 1 year old baby with me. It was hard to keep the baby sleep when loud banquet activities were being held all night. Not quiet or relaxing. The gift shops you need to be mindful because they will cheat you and we were not told that we get 20 percent off being Deja guest. We had no beach view from our room, just a window that showed the banquets celebrations that was going on each night. All and all, I would do it again knowing what I know now, I would pack less clothes, no snacks because you won’t need them and do more excursions with Chukka. Breakfast area and barista was clean. Activities should be placed in another area."

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

8/10 Good

"I liked housekeeping and most dislike was misrepresented room amenities on the web site. No rollaway available and when we asked for more pillows and bedding for pullout we only received part of what we asked for a full day later. Pullout was permanent out and had alot to be desired."

Iberostar Waves Rose Hall Beach - All Inclusive

10/10 Excellent

"The resort property is beautiful and well maintained. Staff is helpful and timely with handling requests. The entertainment team (especially KK, V6, and Freshhh) were the highlight of my family's stay. There was a good variety in nightly entertainment."

Find out more about Wiltshire

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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.

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Check prices for these dates

Our top choices for Wiltshire vacation rentals

1. Montego Bay Ironshore Luxury Studios

2. Turquoise Sea Villa

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

4. Serenitys Hideaway Montego Bay

5. Claudeville Condo

6. Unity Villa

7. Montego Bay Club Apartments

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

9. Hospitality Expert SWF104 - Pool, Beach, Chef

10. Unity Villa

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

12. Seaside Escape

13. La Rose Apartment Jamaica

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

15. Comfy Villa With Ocean View

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

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

18. Private and cozy 1 bedroom 1 bathroom apartment

19. Lawrence Pool House

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

Find vacation rentals that suit your style

Top Wiltshire Hotel Reviews

Toby's Resort

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

Grand Palladium Jamaica Resort & Spa All Inclusive

Hotel Riu Reggae - Adults Only - All Inclusive

Hotel 39 Jamaica

Deja Resort All Inclusive

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

Iberostar Waves Rose Hall Beach - All Inclusive

Airport Beach Hotel

Find out more about Wiltshire

Frequently asked questions

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