
Holiday rentals near Chukka Ocean Outpost at Sandy Bay
We found 1,247 holiday rentals — enter your dates for availability
Find the perfect holiday home that's near Chukka Ocean Outpost at Sandy Bay. Holiday rentals offer the amenities that you expect for your family, friends or furry companion, such as a pool and a washer and dryer. What you'll find is a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Chukka Ocean Outpost at Sandy Bay
Showing deals for:7 Nov - 14 Nov
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 £1,807
£1,807
£258 per night
includes taxes & fees
Image gallery for PERFECT FOR LARGE GROUPS-EXCELLENT LOCATION, MINUTES FROM EVERYTHING.

9.89.8 out of 10 rating
Exceptional
(14 reviews)
PERFECT FOR LARGE GROUPS-EXCELLENT LOCATION, MINUTES FROM EVERYTHING.
Montego Bay, Saint James Parish
16% off
Price is £2,227
£2,227
£318 per night
includes taxes & fees
Image gallery for Orchids & Palms Luxury Villa Pool, Chef, Hot Tub, Airport Pickup!

1010 out of 10 rating
Exceptional
(6 reviews)
Orchids & Palms Luxury Villa Pool, Chef, Hot Tub, Airport Pickup!
Montego Bay, St. James Parish
8% off
Price is £6,273
£6,273
£896 per night
includes taxes & fees
Image gallery for Ocean View Villa @ LBCC

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Ocean View Villa @ LBCC
Negril, Hanover Parish
13% off
Price is £1,935
£1,935
£276 per night
includes taxes & fees
Image gallery for Dragon fly Cottage

1010 out of 10 rating
Exceptional
(7 reviews)
Dragon fly Cottage
Bluefields, Westmoreland Parish
26% off
Price is £337
£337
£48 per night
includes taxes & fees
Image gallery for Luxury Fully Staffed 5 Bedroom Ocean View Villa with Infinity Pool

1010 out of 10 rating
Exceptional
(70 reviews)
Luxury Fully Staffed 5 Bedroom Ocean View Villa with Infinity Pool
Montego Bay, Hanover Parish
8% off
Price is £6,391
£6,391
£913 per night
includes taxes & fees
Image gallery for Stunning Mountain Villa mins from Montego Bay including Butler

8.68.6 out of 10 rating
Excellent
(10 reviews)
Stunning Mountain Villa mins from Montego Bay including Butler
Reading
25% off
Price is £5,654
£5,654
£808 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 £1,795
£1,795
£256 per night
includes taxes & fees
Image gallery for Cliffhouse-Jamaica 5br villa -stunning sunset, snorkeling,tennis,seaside cuisine

9.89.8 out of 10 rating
Exceptional
(26 reviews)
Cliffhouse-Jamaica 5br villa -stunning sunset, snorkeling,tennis,seaside cuisine
Cousins Cove, Hanover
17% off
Price is £5,799
£5,799
£828 per night
includes taxes & fees
Image gallery for The SeaGull @ Little Bay Country Club, Negril

9.89.8 out of 10 rating
Exceptional
(30 reviews)
The SeaGull @ Little Bay Country Club, Negril
Negril, Hanover
13% off
Price is £1,241
£1,241
£177 per night
includes taxes & fees
Image gallery for Tropical Paradise. Modern 2 Bedroom with Spectacular views of the Caribbean Sea

9.69.6 out of 10 rating
Exceptional
(21 reviews)
Tropical Paradise. Modern 2 Bedroom with Spectacular views of the Caribbean Sea
Montego Bay, St. James Parish
9% off
Price is £728
£728
£104 per night
includes taxes & fees
Image gallery for Come relax and unwind and enjoy a piece of Paradise in montego Bay Jamaica

9.49.4 out of 10 rating
Exceptional
(39 reviews)
Come relax and unwind and enjoy a piece of Paradise in montego Bay Jamaica
Montego Bay, St. James, Mobay
7% off
Price is £866
£866
£124 per night
includes taxes & fees
Image gallery for Beautiful, Well-Appointed Villa With Excellent Staff and Magnificent Sea Views

1010 out of 10 rating
Exceptional
(47 reviews)
Beautiful, Well-Appointed Villa With Excellent Staff and Magnificent Sea Views
Montego Bay, St. James Parish
9% off
Price is £7,390
£7,390
£1,056 per night
includes taxes & fees
Image gallery for Beach Front Villa W/Pool, in Gated Community W/Tennis/Gym

1010 out of 10 rating
Exceptional
(194 reviews)
Beach Front Villa W/Pool, in Gated Community W/Tennis/Gym
Montego Bay, Saint James
9% off
Price is £8,030
£8,030
£1,147 per night
includes taxes & fees
Image gallery for Firefly cottage with Ocean view

1010 out of 10 rating
Exceptional
(27 reviews)
Firefly cottage with Ocean view
Bluefields, Westmoreland
22% off
Price is £312
£312
£45 per night
includes taxes & fees
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
18% off
Price is £6,195
£6,195
£885 per night
includes taxes & fees
Image gallery for Impeccable Spacious 3 Bedroom Home Near Beach!

9.09.0 out of 10 rating
Wonderful
(7 reviews)
Impeccable Spacious 3 Bedroom Home Near Beach!
Montego Bay
8% off
Price is £499
£499
£71 per night
includes taxes & fees
Image gallery for Waterfront Villa Private Pool Floating Breakfast Inc. Fully Staffed Chef Avaible

1010 out of 10 rating
Exceptional
(42 reviews)
Waterfront Villa Private Pool Floating Breakfast Inc. Fully Staffed Chef Avaible
Montego Bay, St. James Parish
9% off
Price is £3,744
£3,744
£535 per night
includes taxes & fees
Image gallery for Ocean front 2 br Condo at Little Bay Country Club, Negril

9.69.6 out of 10 rating
Exceptional
(14 reviews)
Ocean front 2 br Condo at Little Bay Country Club, Negril
Negril
5% off
Price is £1,738
£1,738
£248 per night
includes taxes & fees
Image gallery for PINES VACATION RENTALS- EXCELLENT LOCATION, MINUTES FROM EVERYTHING.

9.89.8 out of 10 rating
Exceptional
(19 reviews)
PINES VACATION RENTALS- EXCELLENT LOCATION, MINUTES FROM EVERYTHING.
Montego Bay, St. James Parish
16% off
Price is £790
£790
£113 per night
includes taxes & fees
Image gallery for Caribbean Sea Dreams 2 Bedroom townhome, 2 pools, 24 hour security.

9.69.6 out of 10 rating
Exceptional
(49 reviews)
Caribbean Sea Dreams 2 Bedroom townhome, 2 pools, 24 hour security.
Montego Bay, St. James
9% off
Price is £1,172
£1,172
£167 per night
includes taxes & fees
Image gallery for PENTHOUSE VIEW AND FLATS VACATION HOME (#1)

9.89.8 out of 10 rating
Exceptional
(6 reviews)
PENTHOUSE VIEW AND FLATS VACATION HOME (#1)
Montego Bay, St James
6% off
Price is £549
£549
£78 per night
includes taxes & fees
Image gallery for Brand New Luxurious Townhouse in Little Bay Country Club Negril

9.49.4 out of 10 rating
Exceptional
(6 reviews)
Brand New Luxurious Townhouse in Little Bay Country Club Negril
Negril
15% off
Price is £1,122
£1,122
£160 per night
includes taxes & fees
Image gallery for The Best 2 Bedrooms Townhouse in Montego Bay!

9.09.0 out of 10 rating
Wonderful
(6 reviews)
The Best 2 Bedrooms Townhouse in Montego Bay!
Montego Bay, St. James
18% off
Price is £1,194
£1,194
£171 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Chukka Ocean Outpost at Sandy Bay
Grand 180° Sea View OceanPointe
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Luxury Ocean Front Villa: Sparkling Waters of Hanover
Sleeps 8 · 4 bedrooms · 5 bathrooms
9.89.8 out of 10
Exceptionalexceptional
25 reviews(25 reviews)
VIVIENNE'S Guest House #A4 King size bed private balcony
Sleeps 2 · 1 bedroom · 1 bathroom
6.66.6 out of 10
15 reviews(15 reviews)
Seashore Vacation Home - Oceanpointe, Lucea, Jamaica
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
Cozy Luxury Hideaway With Free Wifi,Parking,Swimming Pool&Jacuzzi Near Negril
Sleeps 10 · 4 bedrooms · 3 bathrooms
Modern, Cozy , 3 Bed - 2 Bath Tropical Escape
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Top rated rentals - Chukka Ocean Outpost at Sandy Bay
Pleasantly Surprised
1010 out of 10
Exceptionalexceptional
81 reviews(81 reviews)
Firefly/Dragonfly
1010 out of 10
Exceptionalexceptional
27 reviews(27 reviews)
a well earned rest
1010 out of 10
Exceptionalexceptional
88 reviews(88 reviews)
Amazing Stay
1010 out of 10
Exceptionalexceptional
194 reviews(194 reviews)
Vila is the 💎 Gem
1010 out of 10
Exceptionalexceptional
79 reviews(79 reviews)
One of the best views in Jamaica with Staff that prioritise you having the best experience!
1010 out of 10
Exceptionalexceptional
61 reviews(61 reviews)
Fantastic Experience
1010 out of 10
Exceptionalexceptional
42 reviews(42 reviews)
Fantastic stay
1010 out of 10
Exceptionalexceptional
136 reviews(136 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, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value