Wiltshire Vacation Rentals from ￥16,478: Search Short-Term Rentals

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

Sunshine Lodge- Your Home Away From Home : Visitors like this Wiltshire vacation home rental. 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

An outdoor dining area with a view of the sea, featuring a thatched-roof structure and wicker furniture.

1. Sky Beach Rooms

Montego Bay

Clayton

￥16,478 total

includes taxes & fees

Oct 10 - Oct 11

A beach resort with a clear blue sea, palm trees, and a small hut on a pier.

2. Hospitality Expert CB2

Montego Bay

Robert

￥26,575 total

includes taxes & fees

Oct 13 - Oct 14

A beach view from a balcony with a clear ocean, a pier, and a few umbrellas on the sand.

3. Montego Bay Club Beach Resort

Hip Strip

JAMIE

￥25,664 total

includes taxes & fees

Nov 9 - Nov 10

A beach with clear turquoise water, a sandy shore, and a view of the ocean.

4. Montego Bay Club Apartments

Hip Strip

Heather

￥27,344 total

includes taxes & fees

Oct 11 - Oct 12

A swimming pool with a tiled deck, surrounded by greenery and a few lounge chairs.

5. Angels Hideaway Blue Room

Ironshore

DUSTIN

￥13,520 total

includes taxes & fees

Oct 19 - Oct 20

A yellow villa with a swimming pool, surrounded by lush greenery and a clear view of the sea.

6. Montego Bay Ironshore Luxury Studios

Ironshore

Dapea

￥17,318 total

includes taxes & fees

Oct 17 - Oct 18

A spacious kitchen with wooden cabinets, a refrigerator, and a dining area with a table and chairs.

7. Claudeville Condo

Montego Bay

Sabrina

￥17,522 total

includes taxes & fees

Oct 11 - Oct 12

8. Hospitality Expert Eden

Montego Bay

Jonnette

￥71,946 total

includes taxes & fees

Oct 13 - Oct 14

A balcony with two black metal chairs, a window with a diamond-patterned metal screen, and a view of greenery and hills.

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

Montego Bay

Lynfus

￥12,474 total

includes taxes & fees

Oct 10 - Oct 11

10. 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

￥35,240 total

includes taxes & fees

Oct 11 - Oct 12

A balcony with a table and chairs overlooking a marina with boats and a mountainous backdrop.

11. Bayview Apartment Montego Bay Montego Freeport

Montego Bay

Rebekah S.

￥44,370 total

includes taxes & fees

Oct 10 - Oct 11

A patio with a red umbrella, outdoor furniture, and a view of the sea.

12. Falcon Oceanview 2br/2ba - Free Airport Transport/Gated Complex w/Security

Montego Bay

Jay K.

￥39,002 total

includes taxes & fees

Oct 10 - Oct 11

13. Hospitality Expert CB1

Montego Bay

￥25,539 total

includes taxes & fees

Oct 19 - Oct 20

A thatched-roof hut with a concrete pathway leading to it, surrounded by greenery and a low wall.

14. Unity Villa

Montego Bay

Susan

￥20,476 total

includes taxes & fees

Oct 22 - Oct 23

A cozy room with wooden walls and a high ceiling, featuring a seating area with cushioned benches and a small table.

15. 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.

￥12,632 total

includes taxes & fees

Oct 16 - Oct 17

16. 2 Bedroom 2 Bathroom Modern Ocean View Hip Strip Apartment with Wi-Fi

Hip Strip

Cleata B.

￥44,514 total

includes taxes & fees

Oct 10 - Oct 11

A bedroom with a bed, a desk, two chairs, a wardrobe, and a bathroom with a mirror and sink.

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

Montego Bay

￥29,030 total

includes taxes & fees

Oct 13 - Oct 14

18. Hospitality Expert CB4

Montego Bay

paul

￥27,500 total

includes taxes & fees

Oct 23 - Oct 24

A compact kitchen with wooden cabinets, a microwave, a stove, and a sink.

19. Awesome 1-bedroom apartment with AC in Montego Bay

Montego Bay

Nancy B.

￥23,517 total

includes taxes & fees

Oct 21 - Oct 22

A spacious living area with a pool, blue chairs, and a view of the ocean.

20. Eden Luxe 1

Montego Bay

Kelleia

￥51,060 total

includes taxes & fees

Oct 21 - Oct 22

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Top Wiltshire Hotel Reviews

Coyaba Beach Resort

10/10 Excellent

"10000/10 excellent across the board."

Hotel 39 Jamaica

10/10 Excellent

"This property had been my go to hotel for years when it was known as the Wexford hotel. I was eager to return and see the changes that was made after the renovations. The lobby grabs you as a very relaxed area to relax, they have checker boards for the ones who want to play or to learn. Clean facility the rooms as per different standards in size. Comfortable bed, The staff , they are what makes people like me want to return there. Polite, pleasant and very welcoming. From receptionist to the maids to the waitresses. The breakfast included is great, the portion very filling. Location is very convenient, many restaurants close by. Have a parking area at front of the building and from what I noticed there is more parking spots at the back of the building. There is work ongoing on the property. Very huge property. The infinity pool atop the roof with a great view . This property is worth checking out."

Airport Beach Hotel

10/10 Excellent

"My room was so clean, you might slip on the floor. Fresh towels, its a hotel, its not 5 star but it was good, the staff was good abd friendly, the cook on the property cook better than the food at the bar and restaurant next to the property. The jerk chicken was garbage, stick to chef on the property, his chicken and turkey next soup, curry chicken, abd curry goat was banging."

Find out more about Wiltshire

Search for holiday rentals in Wiltshire on Expedia! You can easily find your home rentals, villas, holiday apartments in Wiltshire using one of the methods below:

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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: Visitors like this Wiltshire vacation home rental. 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 Doctor's Cave Beach. 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. Sky Beach Rooms

2. Hospitality Expert CB2

3. Montego Bay Club Beach Resort

4. Montego Bay Club Apartments

5. Angels Hideaway Blue Room

6. Montego Bay Ironshore Luxury Studios

7. Claudeville Condo

8. Hospitality Expert Eden

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

10. Hospitality Expert SF

11. Bayview Apartment Montego Bay Montego Freeport

12. Falcon Oceanview 2br/2ba - Free Airport Transport/Gated Complex w/Security

13. Hospitality Expert CB1

14. Unity Villa

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

16. 2 Bedroom 2 Bathroom Modern Ocean View Hip Strip Apartment with Wi-Fi

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

18. Hospitality Expert CB4

19. Awesome 1-bedroom apartment with AC in Montego Bay

20. Eden Luxe 1

Find vacation rentals that suit your style

Top Wiltshire Hotel Reviews

Coyaba Beach Resort

Deja Resort All Inclusive

Hotel 39 Jamaica

The Signature Level At Grand Palladium Lady Hamilton Resort & Spa

Airport Beach Hotel

Half Moon

Find out more about Wiltshire

Frequently asked questions

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