Wiltshire Vacation Rentals from ￥12,744: Search Short-Term Rentals

Q: What are some of the best vacation rentals in Wiltshire?

Bev Rosevilla : You might want to consider this vacation home rental near Wiltshire, which offers a terrace, a private yard, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and an electric kettle. You and your friends and family can relax into your vacation with amenities like a selection of games.

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Our top choices for Wiltshire vacation rentals

Comfort Suite, 1 Bedroom, Non Smoking (2 Queen Beds) | Individually decorated, individually furnished, iron/ironing board

Bev Rosevilla

Rhyne Park Village

￥20,586 total

includes taxes & fees

May 26 - May 27

Serenitys Hideaway Montego Bay

Montego Bay

Adrian Ruiz

￥21,151 total

includes taxes & fees

Jun 8 - Jun 9

Montego Bay Ironshore Luxury Studios

Ironshore

Chukwufumnaya

￥12,744 total

includes taxes & fees

Jun 2 - Jun 3

Half Hill 3BR

Montego Bay

￥64,221 total

includes taxes & fees

May 26 - May 27

Claudeville Condo

Montego Bay

Kenneth

￥17,665 total

includes taxes & fees

May 26 - May 27

The Best 2 Bedrooms Townhouse in Montego Bay!

Ironshore

Weslyn A.

￥44,730 total

includes taxes & fees

Jun 21 - Jun 22

Eden Luxe 1

Montego Bay

Kelleia

￥70,969 total

includes taxes & fees

May 28 - May 29

Private beach nearby, white sand, beach shuttle, beach cabanas

Hospitality Expert CB2

Montego Bay

Sedrick

￥35,210 total

includes taxes & fees

May 30 - May 31

Villa Nilaja

Ironshore

Nakish

￥199,246 total

includes taxes & fees

May 30 - May 31

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.

￥12,734 total

includes taxes & fees

May 31 - Jun 1

Sunshine Lodge- Your Home Away From Home

Montego Bay

"The host was very easy to communicate with. She greeted us when we arrived. She was great. The house is very beautiful inside and out, the view was amazing. It is very clean inside. The only issue is the way to the house is very difficult to get to. We drove up on a hill that had a lot of bumpy roads and a lot of garbage. Keep in mind if you stay here that once you go out, try to do all of your outings because it’s hard to go back and forth to the house."

Ana Cristina

￥13,856 total

includes taxes & fees

Jun 2 - Jun 3

Hospitality Expert Eden

Montego Bay

Jonnette

￥71,080 total

includes taxes & fees

May 26 - May 27

Short and longTerm ,Vacational rental home.

Rhyne Park Village

Julia M.

￥17,510 total

includes taxes & fees

May 26 - May 27

Hospitality Expert SF

Montego Bay

"The property was beautiful and offered great views and even had a small private pool. The space was welcoming and large, perfect for a small family! We do recommend the resort, especially during hot months, to have the AC units serviced appropriately as there aren’t many close dining options so most meals are prepared in the home, and no AC in the kitchen was miserably hot. We did have a difficult time after check in to get in touch with the resort to arrange transportation in a timely manner....

William

￥41,589 total

includes taxes & fees

May 26 - May 27

Rose Hall

Montego Bay

Deborah

￥100,737 total

includes taxes & fees

May 28 - May 29

Half Hill 1BR

Montego Bay

￥34,295 total

includes taxes & fees

May 26 - May 27

Hospitality Expert SWF104 - Pool, Beach, Chef

Montego Bay

Xavier

￥33,924 total

includes taxes & fees

May 26 - May 27

Hospitality Expert CP

Hip Strip

￥43,155 total

includes taxes & fees

Jun 2 - Jun 3

Hospitality Expert CB1: Pool, Beach & Chef

Montego Bay

Kevin D.

￥30,947 total

includes taxes & fees

Jun 2 - Jun 3

Newly Furnished 1 Bedroom Apartment - Montego Bay

Ironshore

Lisa

￥22,286 total

includes taxes & fees

May 26 - May 27

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Top Wiltshire Hotel Reviews

Deja Resort All Inclusive

8/10 Good

"This was a nice affordable all-inclusive resort in Jamaica! The property was clean, they provided lots of games and different activities to do along with a pass to go to the beach across the street for free while staying at the hotel. The staff was very welcoming and helpful. My only complaint was my room we did not have any shampoo, conditioner, body wash etc within the room and whenever we took a shower the water did not go down for hours within the tub. After we told the front desk they were willing to switch our room immediately but we were already checking out. We only stayed within the resort for two days because we were in Jamaica for a funeral not for vacation. I would definitely stay at the resort again!"

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

10/10 Excellent

"Everything was AMAZING!! A 5 star rating in my book. My ONLY complaint is, if checking starts at 3 p.m then please have the front desk fully staffed when visitors arrive. We’re tired and stressed out. Other than that, hardest working staff I’ve ever seen and they were VERY professional. I’ll definitely be back and I’ll spread the word 🇯🇲💕"

Iberostar Waves Rose Hall Beach - All Inclusive

10/10 Excellent

"The trip was amazing from the beginning. Room was upgraded to oceanfront when we arrived. Hotel was nice and clean. Room was spacious and clean. Breakfast and dinner buffet was great. Housekeeping kept the room clean. The entertainment team was awesome. Keep up engaged every day. The drinks were awesome. I definitely recommend Iberostar"

Toby's Resort

4/10 Poor

"i can tell you that the location is great! The guy who is the cab driver for the hotel he is great too and I found him reliable and trustworthy when we booked him to go to a few places. The hotel itself is not for me at all. I read the reviews before booking and others seem to like here but it is not for me and I would never return. I'm just not used to staying in motels. If I'm honest their website pics of the place look so nice and new but it didn't meet reality but maybe its just the room we had and maybe they will get around to making it all nice, clean and new one day. The staff seem cool but I will say they are very forgetful or purposefully forgetful/don't communicate because we would make a request I.e there's ants all over the bathroom toilet and bath and they would say they would send someone but never did. We went and told them our room phone didn't work and since we paid for a deluxe room which could order for room service so needed a working phone they said we will come and sort it but never did. We would go and ask the restaurant directly since no working phone can we order and have room service they made up their faces saying no but we would see them bring food to other rooms but that's ok. Breakfast was hit and miss. A couple things we ordered looked really yummy but tasted so bland it was annoying cause there was no seasoning in the food not even salt! Once we added salt and pepper ourselves it was alright. The pancakes was delicious yum"

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

10/10 Excellent

"This resort was beautiful! The staff was very attentive and accommodating. There was an issue with the AC in our building, and they were gracious enough to move rooms for the night, then back to our original room the following morning. Overall it was an amazing trip for our honeymoon/first anniversary. We will be returning to this resort in the future"

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?

Bev Rosevilla: You might want to consider this vacation home rental near Wiltshire, which offers a terrace, a private yard, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and an electric kettle. You and your friends and family can relax into your vacation with amenities like a selection of games.

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

Bev Rosevilla

Serenitys Hideaway Montego Bay

Montego Bay Ironshore Luxury Studios

Half Hill 3BR

Claudeville Condo

The Best 2 Bedrooms Townhouse in Montego Bay!

Eden Luxe 1

Hospitality Expert CB2

Villa Nilaja

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

Sunshine Lodge- Your Home Away From Home

Hospitality Expert Eden

Short and longTerm ,Vacational rental home.

Hospitality Expert SF

Rose Hall

Half Hill 1BR

Hospitality Expert SWF104 - Pool, Beach, Chef

Hospitality Expert CP

Hospitality Expert CB1: Pool, Beach & Chef

Newly Furnished 1 Bedroom Apartment - Montego Bay

Find vacation rentals that suit your style

Top Wiltshire Hotel Reviews

Deja Resort All Inclusive

Hotel Riu Montego Bay - Adults Only - All Inclusive

Hotel 39 Jamaica

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

Iberostar Waves Rose Hall Beach - All Inclusive

Hotel Riu Reggae - Adults Only - All Inclusive

Iberostar Selection Rose Hall Suites - All Inclusive

Toby's Resort

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

Find out more about Wiltshire

Frequently asked questions

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