
Holiday rentals near Widowmaker's Cave
We found 1,236 holiday rentals — enter your dates for availability
Discover a selection of private holiday rentals close to Widowmaker's Cave that are perfect for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the best amenities for hanging out with the people that matter most, including air conditioning and cable TV. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Widowmaker's Cave
Showing deals for:19 Sept - 26 Sept
Image gallery for A luxurious beachfront villa with private beach on a calm lagoon. Montego Bay JA

9.89.8 out of 10 rating
Exceptional
(11 reviews)
A luxurious beachfront villa with private beach on a calm lagoon. Montego Bay JA
Montego Bay, St.James
19% off
Price is AU$9,445
AU$9,445
AU$1,349 per night
includes taxes & fees
Image gallery for Private Villa! 3BD-3BA! Pool -AC

9.29.2 out of 10 rating
Wonderful
(14 reviews)
Private Villa! 3BD-3BA! Pool -AC
Sandy Bay, St James
17% off
Price is AU$3,268
AU$3,268
AU$467 per night
includes taxes & fees
Image gallery for Nautical Homes 3 Ocean Front/View, Free Wifi, A/C, Hot Tub, BBQ Grill. Balcony

1010 out of 10 rating
Exceptional
(66 reviews)
Nautical Homes 3 Ocean Front/View, Free Wifi, A/C, Hot Tub, BBQ Grill. Balcony
Reading, St James
9% off
Price is AU$3,599
AU$3,599
AU$514 per night
includes taxes & fees
Image gallery for House by the sea with a small sandy beach, pool and fantastic views

9.69.6 out of 10 rating
Exceptional
(111 reviews)
House by the sea with a small sandy beach, pool and fantastic views
Montego Bay, St. James
9% off
Price is AU$4,235
AU$4,235
AU$605 per night
includes taxes & fees
Image gallery for Penthouse with Roof Top Terrace & Ocean View

1010 out of 10 rating
Exceptional
(5 reviews)
Penthouse with Roof Top Terrace & Ocean View
Montego Bay, St. James Parish
9% off
Price is AU$1,911
AU$1,911
AU$273 per night
includes taxes & fees
Image gallery for Villa Maria montego Bay

1010 out of 10 rating
Exceptional
(78 reviews)
Villa Maria montego Bay
Montego Bay, Saint James Parish
9% off
Price is AU$7,855
AU$7,855
AU$1,122 per night
includes taxes & fees
Image gallery for Beautiful well apointed villa with excellent staff and magnificent sea views

1010 out of 10 rating
Exceptional
(43 reviews)
Beautiful well apointed villa with excellent staff and magnificent sea views
Montego Bay, St James Parish
9% off
Price is AU$10,733
AU$10,733
AU$1,533 per night
includes taxes & fees
Image gallery for Partial Ocean View Luxury Apartment, Amenities, and Private Chef

1010 out of 10 rating
Exceptional
(9 reviews)
Partial Ocean View Luxury Apartment, Amenities, and Private Chef
Reading, St. James Parish
9% off
Price is AU$3,341
AU$3,341
AU$477 per night
includes taxes & fees
Image gallery for Come relax and unwind and enjoy a piece of Paradise in montego Bay Jamaica

9.69.6 out of 10 rating
Exceptional
(38 reviews)
Come relax and unwind and enjoy a piece of Paradise in montego Bay Jamaica
Montego Bay, St. James, Mobay
7% off
Price is AU$1,750
AU$1,750
AU$250 per night
includes taxes & fees
Image gallery for Waterfront Villa, Private Pool, Floating Breakfasts Included Chef Available!

1010 out of 10 rating
Exceptional
(38 reviews)
Waterfront Villa, Private Pool, Floating Breakfasts Included Chef Available!
Montego Bay, St. James Parish
9% off
Price is AU$7,411
AU$7,411
AU$1,059 per night
includes taxes & fees
Image gallery for Beautiful gated spacious condo 5 minute walk to beach, restaurants and Hip Strip

9.29.2 out of 10 rating
Wonderful
(17 reviews)
Beautiful gated spacious condo 5 minute walk to beach, restaurants and Hip Strip
Montego Bay, St. James
8% off
Price is AU$1,911
AU$1,911
AU$273 per night
includes taxes & fees
Image gallery for Sunset Arms 2: 1 brm, Airport, Beach, Hip Strip

9.69.6 out of 10 rating
Exceptional
(9 reviews)
Sunset Arms 2: 1 brm, Airport, Beach, Hip Strip
Montego Bay, St. James Parish
8% off
Price is AU$1,006
AU$1,006
AU$144 per night
includes taxes & fees
Image gallery for LaVue – Modern Condo w/ Queen Bed + Oceanview

9.49.4 out of 10 rating
Exceptional
(19 reviews)
LaVue – Modern Condo w/ Queen Bed + Oceanview
Montego Bay, St. James Parish
10% off
Price is AU$1,050
AU$1,050
AU$150 per night
includes taxes & fees
Image gallery for Studio in Montego Bay

9.49.4 out of 10 rating
Exceptional
(6 reviews)
Studio in Montego Bay
Montego Bay, St. James Parish
9% off
Price is AU$732
AU$732
AU$105 per night
includes taxes & fees
Image gallery for Beautiful 3 bedroom house with ocean access

9.49.4 out of 10 rating
Exceptional
(93 reviews)
Beautiful 3 bedroom house with ocean access
Montego Bay, Saint James Parish
9% off
Price is AU$3,777
AU$3,777
AU$540 per night
includes taxes & fees
Image gallery for 4bd-4.5 bt! Ocean view, with Pool! Fully AC!

1010 out of 10 rating
Exceptional
(9 reviews)
4bd-4.5 bt! Ocean view, with Pool! Fully AC!
Sandy Bay, Hanover Parish
17% off
Price is AU$2,991
AU$2,991
AU$427 per night
includes taxes & fees
Image gallery for Lagoons Penthouse, 4 bedroom/4 bathroom

1010 out of 10 rating
Exceptional
(8 reviews)
Lagoons Penthouse, 4 bedroom/4 bathroom
Montego Bay, St. James Parish
11% off
Price is AU$5,125
AU$5,125
AU$732 per night
includes taxes & fees
Image gallery for Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper.

9.89.8 out of 10 rating
Exceptional
(18 reviews)
Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper.
Montego Bay, montego bay
5% off
Price is AU$3,455
AU$3,455
AU$494 per night
includes taxes & fees
Image gallery for New Quiet Gated Ocean View Home

9.69.6 out of 10 rating
Exceptional
(5 reviews)
New Quiet Gated Ocean View Home
Falmouth
7% off
Price is AU$847
AU$847
AU$121 per night
includes taxes & fees
Image gallery for Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.

1010 out of 10 rating
Exceptional
(60 reviews)
Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.
Montego Bay, St. James
9% off
Price is AU$3,275
AU$3,275
AU$468 per night
includes taxes & fees
Image gallery for The Irie Inn Room # 5 FREE AC, WIFI, & HOT WATER

8.68.6 out of 10 rating
Excellent
(8 reviews)
The Irie Inn Room # 5 FREE AC, WIFI, & HOT WATER
Montego Bay, St. James Parish
19% off
Price is AU$645
AU$645
AU$92 per night
includes taxes & fees
Image gallery for Fantastic self catering Villa near the Hip Strip & Beach in Montego Bay Jamaica

9.29.2 out of 10 rating
Wonderful
(59 reviews)
Fantastic self catering Villa near the Hip Strip & Beach in Montego Bay Jamaica
Montego Bay, St. James
7% off
Price is AU$1,696
AU$1,696
AU$242 per night
includes taxes & fees
Image gallery for Island Breeze Villa 1 night free after 7 nights within 2024 - 2026

9.89.8 out of 10 rating
Exceptional
(97 reviews)
Island Breeze Villa 1 night free after 7 nights within 2024 - 2026
Montego Bay, St james.
9% off
Price is AU$2,548
AU$2,548
AU$364 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Widowmaker's Cave
Beautiful well apointed villa with excellent staff and magnificent sea views
Sleeps 10 · 4 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
43 reviews(43 reviews)
Free Airport pick-up. private villa with amazing ocean veiw, pool, and maid.
Sleeps 5 · 3 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
60 reviews(60 reviews)
Luxury Fully Staffed 5 Bedroom Ocean View Villa with Infinity Pool
Sleeps 10 · 5 bedrooms · 5+ bathrooms
1010 out of 10
Exceptionalexceptional
68 reviews(68 reviews)
Penthouse Apartment With Magnificent Sea Views. Minutes from the beach.
Sleeps 6 · 3 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
Villa Maria montego Bay
Sleeps 8 · 4 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
78 reviews(78 reviews)
"Sought-After" Luxurious 2100 sq ft Oceanfront Private Residence, in a Resort
Sleeps 4 · 2 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
62 reviews(62 reviews)
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value