Wiltshire Vacation Rentals

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Check prices for these dates

In two weeks
Feb 13 - Feb 15
In two months
Mar 27 - Mar 29
In three months
Apr 24 - Apr 26
In four months
May 22 - May 24

Our top choices for Wiltshire vacation rentals

Luxury Studio, Hill View | In-room safe, individually decorated, individually furnished, desk

Serenitys Hideaway Montego Bay

Serenitys Hideaway Montego Bay
3.5 star property
Montego Bay
The price is ￥13,093
￥30,524 total
includes taxes & fees
Mar 2 - Mar 3
Serenitys Hideaway Montego Bay
Front of property

Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.4 out of 10, Exceptional, (25 reviews)
"Comfortable, clean and quiet. I would stay here again "
United States
Shane
The price is ￥11,164
￥12,991 total
includes taxes & fees
Feb 9 - Feb 10
Montego Bay Ironshore Luxury Studios
On the beach

Short and longTerm ,Vacational rental home.

Short and longTerm ,Vacational rental home.
Rhyne Park Village
8.8 out of 10, Excellent, (3 reviews)
"Kadean is the best!.. very helpful everyday of my stay.."
United States
Julia M.
The price is ￥13,783
￥16,846 total
includes taxes & fees
Jan 31 - Feb 1
Short and longTerm ,Vacational rental home.
Exterior

PINES VACATION RENTALS- EXCELLENT LOCATION, MINUTES FROM EVERYTHING.

PINES VACATION RENTALS- EXCELLENT LOCATION, MINUTES FROM EVERYTHING.
Montego Bay
9.8 out of 10, Exceptional, (19 reviews)
"Everything was wonderful!! This was our second time staying there and we will definitely stay there whenever we visit Montego Bay!!!"
United States
Alicia W.
The price is ￥13,783
￥24,503 total
includes taxes & fees
Jan 31 - Feb 1
PINES VACATION RENTALS- EXCELLENT LOCATION, MINUTES FROM EVERYTHING.
Balcony view

Apartment 379 Hudson Avenue

Apartment 379 Hudson Avenue
3.0 star property
Ironshore
8.0 out of 10, Very Good, (2 reviews)
"Very much welcoming and good rooms."
United States
Tewodros
Apartment 379 Hudson Avenue
Comfort Suite, 1 Bedroom, Non Smoking (2 Queen Beds) | Individually decorated, individually furnished, iron/ironing board

Bev Rosevilla

Bev Rosevilla
2.5 star property
Rhyne Park Village
The price is ￥13,093
￥19,805 total
includes taxes & fees
Feb 4 - Feb 5
Bev Rosevilla
Smart TV, books

Quiet Vacation Home In Jamaica Martha Brae Trelawny. Jamaica Rental Getaway

Quiet Vacation Home In Jamaica Martha Brae Trelawny. Jamaica Rental Getaway
Martha Brae
8.4 out of 10, Very Good, (7 reviews)
"Was a great stay, the host was very responsive!"
United States
Anna-Kay
The price is ￥16,845
￥19,908 total
includes taxes & fees
Feb 3 - Feb 4
Quiet Vacation Home In Jamaica Martha Brae Trelawny. Jamaica Rental Getaway
Beach nearby

Hospitality Expert Seawind - Pool, Beach, Chef

Hospitality Expert Seawind - Pool, Beach, Chef
Montego Bay
10.0 out of 10, Exceptional, (1 review)
"Nice place and breakfast"
Spain
Xavier
The price is ￥15,919
￥30,481 total
includes taxes & fees
Feb 2 - Feb 3
Hospitality Expert Seawind - Pool, Beach, Chef
Private beach nearby, white sand, beach shuttle, beach cabanas

Nianna Luxurious Villa

Nianna Luxurious Villa
3.5 star property
Montego Bay
8.8 out of 10, Excellent, (5 reviews)
"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....
United States
William
The price is ￥46,862
￥65,530 total
includes taxes & fees
Feb 16 - Feb 17
Nianna Luxurious Villa
Exterior

Ultra

Ultra
3.5 star property
Montego Bay
The price is ￥459,267
￥574,252 total
includes taxes & fees
Feb 1 - Feb 2
Ultra
Outdoor pool

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
Hopewell
10.0 out of 10, Exceptional, (4 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.
The price is ￥13,783
￥20,674 total
includes taxes & fees
Feb 1 - Feb 2
Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!
Pool

Hospitality Expert CB1: Pool, Beach & Chef

Hospitality Expert CB1: Pool, Beach & Chef
Montego Bay
9.2 out of 10, Wonderful, (9 reviews)
"First, the property manager Nina was awesome! The property itself was great .... spacious, clean, close to everything and safe. The kids enjoyed the pool, and beach pass. We recommend and would book again! "
United States
Janife H.
The price is ￥23,959
￥39,422 total
includes taxes & fees
Feb 5 - Feb 6
Hospitality Expert CB1: Pool, Beach & Chef
Private kitchen

Cozy house in charming Montego Bay with AC, WiFi and all other amenities.

Cozy house in charming Montego Bay with AC, WiFi and all other amenities.
Montego Bay
The price is ￥13,783
￥20,521 total
includes taxes & fees
Feb 2 - Feb 3
Cozy house in charming Montego Bay with AC, WiFi and all other amenities.
Exterior

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
Unity Villa
Living area

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.
The price is ￥7,657
￥12,251 total
includes taxes & fees
Feb 5 - Feb 6
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts
Outdoor dining

Firefly cottage with Ocean view

Firefly cottage with Ocean view
Cave District
10.0 out of 10, Exceptional, (27 reviews)
"I would recommend this cabin resort to anyone. Geneva was wonderful host, along with her beautiful family"
United States
Rick B.
The price is ￥8,982
￥12,045 total
includes taxes & fees
Feb 1 - Feb 2
Firefly cottage with Ocean view
1 bedroom, WiFi, bed sheets

Kimoya's cottage is a mountain cottage overlooking the sea and coastline

Kimoya's cottage is a mountain cottage overlooking the sea and coastline
Cave
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely gorgeous property and views, bird sounds, fantastic food prepared by the friendly hosts. Simple living with wi-fi if needed."
United States
David G.
The price is ￥9,188
￥12,251 total
includes taxes & fees
Feb 3 - Feb 4
Kimoya's cottage is a mountain cottage overlooking the sea and coastline
Exterior detail

Serenity Suite; The Jamaican Retreat

Serenity Suite; The Jamaican Retreat
Montego Bay
The price is ￥9,188
￥13,782 total
includes taxes & fees
Feb 2 - Feb 3
Serenity Suite; The Jamaican Retreat
Property grounds

The Artist cabin is a mountain cabin overlooking the sea and coastline

The Artist cabin is a mountain cabin overlooking the sea and coastline
Cave
10.0 out of 10, Exceptional, (1 review)
"We had an amazing stay in the mountains of Jamaica! The food was excellent, and we loved watching the sunset every evening. Terry was wonderful company — he even picked us up in Negril to bring us to the beautiful cabins in the woods. A truly magnificent stay!"
United States
Ana G.
The price is ￥7,657
￥10,720 total
includes taxes & fees
Feb 1 - Feb 2
The Artist cabin is a mountain cabin overlooking the sea and coastline
Private beach nearby, white sand, beach shuttle, beach cabanas

Nianna Coral Bay Splendid Townhouse- 4

Nianna Coral Bay Splendid Townhouse- 4
3.5 star property
Montego Bay
8.6 out of 10, Excellent, (27 reviews)
"Felt like home away from home."
United States
paul
The price is ￥19,709
￥30,475 total
includes taxes & fees
Jan 31 - Feb 1
Nianna Coral Bay Splendid Townhouse- 4
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

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

10/10 Excellent
"Always great staff, food and rooms. "
Natalia 5-night trip
Posted 2 days ago
S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

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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Look no further and take a look at our great range of rental properties in Wiltshire!

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: Visitors like this Wiltshire vacation home rental. It 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 a coffee maker. 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.