
Vacation rentals near Chukka Ocean Outpost at Sandy Bay
We found 1,271 vacation rentals — enter your dates for availability
Choose the perfect vacation rental that's near Chukka Ocean Outpost at Sandy Bay. Vacation rentals offer the amenities you expect for your family, friends, or furry companion, like air conditioning and cable TV. You'll be able to choose a rental for everyone's needs, including places that are non-smoking or accessible.
Vacation rentals with weekly discounts - Chukka Ocean Outpost at Sandy Bay
Showing deals for:Nov 14 - Nov 21
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
19% off
Price is CA $400
CA $400
CA $3,184 total
CA $3,184 total
includes taxes & fees
Image gallery for PERFECT FOR LARGE GROUPS-EXCELLENT LOCATION, MINUTES FROM EVERYTHING.

9.89.8 out of 10 rating
Exceptional
(15 reviews)
PERFECT FOR LARGE GROUPS-EXCELLENT LOCATION, MINUTES FROM EVERYTHING.
Montego Bay, Saint James Parish
19% off
Price is CA $489
CA $489
CA $3,965 total
CA $3,965 total
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
19% off
Price is CA $400
CA $400
CA $3,191 total
CA $3,191 total
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
15% off
Price is CA $439
CA $439
CA $3,456 total
CA $3,456 total
includes taxes & fees
Image gallery for Dragon fly Cottage

1010 out of 10 rating
Exceptional
(7 reviews)
Dragon fly Cottage
Bluefields, Westmoreland Parish
28% off
Price is CA $79
CA $79
CA $611 total
CA $611 total
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
28% off
Price is CA $1,239
CA $1,239
CA $9,845 total
CA $9,845 total
includes taxes & fees
Image gallery for Home with an ocean view, pool and hot tub, private chef, beach access, and more

9.49.4 out of 10 rating
Exceptional
(36 reviews)
Home with an ocean view, pool and hot tub, private chef, beach access, and more
Montego Bay
5% off
Price is CA $621
CA $621
CA $5,390 total
CA $5,390 total
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
10% off
Price is CA $1,257
CA $1,257
CA $11,063 total
CA $11,063 total
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
19% off
Price is CA $1,338
CA $1,338
CA $10,142 total
CA $10,142 total
includes taxes & fees
Image gallery for Entire Cozy Luxury Meadows With Free Wifi,Parking&Hottub

8.08.0 out of 10 rating
Very good
(5 reviews)
Entire Cozy Luxury Meadows With Free Wifi,Parking&Hottub
Montego Bay, St. James
5% off
Price is CA $760
CA $760
CA $6,115 total
CA $6,115 total
includes taxes & fees
Image gallery for Quiet and Cozy Home Away From Home.

1010 out of 10 rating
Exceptional
(15 reviews)
Quiet and Cozy Home Away From Home.
Lucea, Hanover Parish
5% off
Price is CA $131
CA $131
CA $1,088 total
CA $1,088 total
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
10% off
Price is CA $158
CA $158
CA $1,532 total
CA $1,532 total
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
11% off
Price is CA $1,721
CA $1,721
CA $13,908 total
CA $13,908 total
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
24% off
Price is CA $73
CA $73
CA $565 total
CA $565 total
includes taxes & fees
Image gallery for Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper.

9.89.8 out of 10 rating
Exceptional
(19 reviews)
Free Transportation. Private Villa. Amazing Ocean View, Pool, And housekeeper.
Montego Bay, montego bay
5% off
Price is CA $430
CA $430
CA $3,296 total
CA $3,296 total
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
20% off
Price is CA $1,432
CA $1,432
CA $10,714 total
CA $10,714 total
includes taxes & fees
Image gallery for A beautiful villa w/ magnificent views of Caribbean Sea in Negril, Jamaica 🇯🇲

1010 out of 10 rating
Exceptional
(6 reviews)
A beautiful villa w/ magnificent views of Caribbean Sea in Negril, Jamaica 🇯🇲
Negril, Hanover Parish
10% off
Price is CA $248
CA $248
CA $1,991 total
CA $1,991 total
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
6% off
Price is CA $400
CA $400
CA $3,065 total
CA $3,065 total
includes taxes & fees
Image gallery for PENTHOUSE VIEW AND FLATS VACATION HOME (#3 STUDIO Apartment)

8.48.4 out of 10 rating
Very good
(5 reviews)
PENTHOUSE VIEW AND FLATS VACATION HOME (#3 STUDIO Apartment)
Montego Bay, St James
5% off
Price is CA $78
CA $78
CA $640 total
CA $640 total
includes taxes & fees
Image gallery for Luxury Beach Front Condo

9.09.0 out of 10 rating
Wonderful
(56 reviews)
Luxury Beach Front Condo
Montego Bay, St. James
10% off
Price is CA $173
CA $173
CA $1,340 total
CA $1,340 total
includes taxes & fees
Image gallery for Villa Maria montego Bay

1010 out of 10 rating
Exceptional
(80 reviews)
Villa Maria montego Bay
Montego Bay, Saint James Parish
10% off
Price is CA $913
CA $913
CA $6,997 total
CA $6,997 total
includes taxes & fees
Image gallery for Beachfront 12th Floor Penthouse Living with Resort Access

1010 out of 10 rating
Exceptional
(20 reviews)
Beachfront 12th Floor Penthouse Living with Resort Access
Montego Bay, St. James Parish
5% off
Price is CA $850
CA $850
CA $6,521 total
CA $6,521 total
includes taxes & fees
Image gallery for CHARMING 2 BEDROOM HOME: 3 BEDS, SLEEPS 1-5, 24hr SECURITY, PRIVATE POOL & BEACH

8.48.4 out of 10 rating
Very good
(17 reviews)
CHARMING 2 BEDROOM HOME: 3 BEDS, SLEEPS 1-5, 24hr SECURITY, PRIVATE POOL & BEACH
Negril, Westmoreland
5% off
Price is CA $219
CA $219
CA $1,744 total
CA $1,744 total
includes taxes & fees
Image gallery for Oasis Tropicana at The Blue Orchid B&B

9.29.2 out of 10 rating
Wonderful
(17 reviews)
Oasis Tropicana at The Blue Orchid B&B
Montego Bay, St. James Parish
10% off
Price is CA $123
CA $123
CA $987 total
CA $987 total
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)
Vivienne's Guest House #A5 2Bed+ AC+Hot Water+TV+Free Wifi
Sleeps 6 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
5 reviews(5 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
Family Reunion in Paradise
1010 out of 10
Exceptionalexceptional
94 reviews(94 reviews)
Would recommend.
1010 out of 10
Exceptionalexceptional
67 reviews(67 reviews)
Amazing stay
1010 out of 10
Exceptionalexceptional
212 reviews(212 reviews)
Perfect for a Beach Getaway
1010 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Amazing
1010 out of 10
Exceptionalexceptional
136 reviews(136 reviews)
Beautiful house and view!
1010 out of 10
Exceptionalexceptional
43 reviews(43 reviews)
Highly recommend!
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Quiet retreat
1010 out of 10
Exceptionalexceptional
1 review(1 review)
- 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, yards and more
- More for lessMore space, more privacy, more amenities — more value