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Guilsbro Holiday Rentals

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Our top choices for Guilsbro holiday rentals

1. Montego Bay Ironshore Luxury Studios

Montego Bay Ironshore Luxury Studios
3.0 star property
Ironshore
9.6 out of 10, Exceptional, (38 reviews)
"Great location . The studio is very convenient. Host is very responsive and always willing to help and go the extra mile. Muhammad was super helpful. Will definitely return anytime I visit. Highly recommended"
United Kingdom
Dapea
The price is NZ$184
includes taxes & fees
4 Sept - 5 Sept
Montego Bay Ironshore Luxury Studios

2. 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
The price is NZ$370
includes taxes & fees
26 Aug - 27 Aug
Serenitys Hideaway Montego Bay

3. Hospitality Expert CB1

Hospitality Expert CB1
3.5 star property
Montego Bay
8.4 out of 10, Very good, (15 reviews)
"Great townhouse. Clean and up to date. The beach is far. And the pool advertised is not the properties pool. I would absolutely stay here again I’m a frequent visitor of the island. I will be back "
United States
Clayteea
The price is NZ$273
includes taxes & fees
29 Aug - 30 Aug
Hospitality Expert CB1

4. Bev Rosevilla

Bev Rosevilla
2.5 star property
Rhyne Park Village
2.0 out of 10, (1 review)
"I was unable to use the accommodation because there was no one there to welcome me and they didn't answer the phone; consequently, I couldn't get in and had to look for somewhere else to stay."
United States
AURELIAN MARIUS
The price is NZ$216
includes taxes & fees
29 Aug - 30 Aug
Bev Rosevilla

5. 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
The price is NZ$245
includes taxes & fees
25 Sept - 26 Sept
La Rose Apartment Jamaica

6. Sunshine Lodge- Your Home Away From Home

Sunshine Lodge- Your Home Away From Home
4.0 star property
Montego Bay
7.0 out of 10, Good, (4 reviews)
"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."
United States
Ana Cristina
The price is NZ$138
includes taxes & fees
25 Sept - 26 Sept
Sunshine Lodge- Your Home Away From Home

7. 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 NZ$185
includes taxes & fees
28 Aug - 29 Aug
Short and longTerm ,Vacational rental home.

8. Half Hill 3BR

Half Hill 3BR
3.5 star property
Montego Bay
9.0 out of 10, Wonderful, (2 reviews)
"We loved this property with its’s scenic views and comfortable accommodation. Very pleasant staff."
United States
Canute
The price is NZ$569
includes taxes & fees
26 Aug - 27 Aug
Half Hill 3BR

9. Hideaway by the Sea

Hideaway by the Sea
Montego Bay
9.8 out of 10, Exceptional, (39 reviews)
"I had a good time staying on the beach and cooking for myself within an incredible budget for Jamaica. Sherri was great and helped get everything I wanted for an excellent one month stay in her Bachelor suit."
Canada
K.G. M.
The price is NZ$214
includes taxes & fees
30 Aug - 31 Aug
Hideaway by the Sea

10. 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 NZ$134
includes taxes & fees
1 Sept - 2 Sept
Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

11. 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
The price is NZ$186
includes taxes & fees
26 Aug - 27 Aug
Claudeville Condo

12. Comfy Villa With Ocean View

Comfy Villa With Ocean View
3.0 star property
Ironshore
10.0 out of 10, Exceptional, (1 review)
The price is NZ$403
includes taxes & fees
26 Aug - 27 Aug
Comfy Villa With Ocean View

13. 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
The price is NZ$151
includes taxes & fees
26 Aug - 27 Aug
Lawrence Pool House

14. Half Hill 1BR

Half Hill 1BR
3.5 star property
Montego Bay
The price is NZ$338
includes taxes & fees
27 Aug - 28 Aug
Half Hill 1BR

15. Hospitality Expert SF

Hospitality Expert SF
3.5 star property
Montego Bay
8.4 out of 10, Very good, (6 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 NZ$396
includes taxes & fees
14 Sept - 15 Sept
Hospitality Expert SF

16. 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)
The price is NZ$314
includes taxes & fees
30 Aug - 31 Aug
YanceyLargo Estate - Newly Built Modern 1 Bedroom Suite 1 Villa by RedAwning

17. Angels Hideaway Blue Room

Angels Hideaway Blue Room
2.0 star property
Ironshore
9.6 out of 10, Exceptional, (5 reviews)
"Very convenient location, very affordable. And very clean. The host took good care of us. "
United States
DUSTIN
The price is NZ$163
includes taxes & fees
27 Aug - 28 Aug
Angels Hideaway Blue Room

18. Turquoise Sea Villa

Turquoise Sea Villa
3.5 star property
Montego Bay
The price is NZ$319
includes taxes & fees
26 Aug - 27 Aug
Turquoise Sea Villa

19. Hospitality Expert CB1: Pool, Beach & Chef

Hospitality Expert CB1: Pool, Beach & Chef
Montego Bay
8.8 out of 10, Excellent, (10 reviews)
"Had a good experience shower pressure, and bathroom flushing was a lil problem otherwise all was well for me"
United States
Kevin D.
Hospitality Expert CB1: Pool, Beach & Chef

20. Eden Luxe 1

Eden Luxe 1
2.5 star property
Montego Bay
10.0 out of 10, Exceptional, (3 reviews)
"The place was beautiful. Staff was friendly and helpful with the check in process. Will be planning another visit in the near future."
United States
Kelleia
The price is NZ$542
includes taxes & fees
3 Sept - 4 Sept
Eden Luxe 1
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 Guilsbro Hotel Reviews

Find out more about Guilsbro

Everything you need to know about Guilsbro holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Guilsbro holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Guilsbro holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Guilsbro holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Guilsbro. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Guilsbro holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Guilsbro holiday rentals we have selected for you start as low as NZ$151 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Guilsbro rentals

At Expedia, we put the best Guilsbro holiday 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 Guilsbro 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 Guilsbro holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Guilsbro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Guilsbro?

Yes, there are holiday rentals close to the most popular sights in Guilsbro, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Guilsbro has to offer?

Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach: This holiday home rental outside of Guilsbro is located in the mountains, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a private garden.

How many holiday rentals are there in Guilsbro?

Choose from 511 Expedia holiday rentals in Guilsbro for a memorable holiday.

What’s there to see and do in Guilsbro?

While exploring the area, visit family-friendly sights like Montego Bay Marine Park, or get outside and enjoy nature at Doctor's Cave Beach. Rose Hall Great House and Half Moon Golf Course are a couple of places you'll find in the wider area.

What’s a holiday rental in Guilsbro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Guilsbro. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.