50 Best Vacation Rentals in Westmoreland Parish - Holiday Lettings - Cabins

Close

View larger map

Also consider

Villas Negril
143 properties
Apartments White House
11 properties
Bluefields
9 properties
Little Bay
5 properties

Westmoreland Parish

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

659 Vacation rentals

(6) Very Good 

21

Villa rental in Negril Beach with shared pool

Negril / Negril Beach

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
*** Our $450 per week special start April 1st and ends December 24th ***** Located on Norman Manley Blvd, Negril hip strip, directly across the street from Negril's famous 7 miles white sand beach. Access to the beach right across the street just a few steps away. We …see more

from $65 / night

$400 / week

Book View

from $65 / night

21

Vacation home with swimming pool in Westmoreland Parish

Westmoreland Parish / White House

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Ballets Negres is a stunning, architecturally modern villa, situated in the idyllic fishing village of Whitehouse on the South Coast of Jamaica. Newly built in 2016, the villa’s luxurious and contemporary surroundings provide a peaceful and tropical haven with bea …see more

from $700 / night

$4,900 / week

Book View

from $700 / night

(18) Excellent 

36

Vacation townhouse rental

Westmoreland Parish / Negril

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
This newly built two bedroom, two and a half bathroom townhouse, located on the cliffs, overlooking the ocean, is the perfect home away from home for your holiday, or stay in Negril, Jamaica. It easily sleeps 6 guests. The king bedroom can be separated into 2 twin bed …see more

from $199 / night

$1,750 - $2,170 / week

Book View

Responds fast!
avg. 1 hour 17 minutes

from $199 / night

(2) Excellent 

22

Vacation villa with swimming pool in Westmoreland Parish

Westmoreland Parish / White House

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Palm Trees is an imposing hillside villa and guest house with a large private pool. It is located within it’s own grounds on the gated Anchor Estate near Whitehouse on Jamaica’s South Coast. Whitehouse is a very safe area. The villa is about 200 ft above sea level and 4 …see more

from $250 / night

$1,750 / week

Book View

from $250 / night

(6) Very Good 

27

Westmoreland Parish Vacation villa rental

Westmoreland Parish / Negril

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to the Villa 3, your Jamaican vacation beach home. Just steps from the sea, Villa 3 sleeps and entertains groups of 2 to 10 comfortably. The villa is located in the gated Little Bay Country Club: an exquisite, brand new, beachfront community in Negril. Vi …see more

from $672 / night

$4,704 / week

Book View

from $672 / night

12

Vacation townhouse with shared pool in Westmoreland Parish

Westmoreland Parish / Negril

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Little Bay Country Club: An upscale gated community in Negril. This spacious one bedroom apartment features a full kitchen, bath and amenities to make you feel like you never left home! It has wifi, hot water, cable and AC. Short walk to the infinity pool and beach. Thi …see more

from $150 / night

$1,050 / week

Book View

from $150 / night

22

Vacation villa in Westmoreland Parish

Westmoreland Parish / Negril

11 24 Min stay varies

  • 11 bedrooms
  • Sleeps 24
  • Min stay varies
  • Child friendly
ABOVE THE HISTORIC CITY OF NEGRIL, ROOF TOP TERRACE, 20 PERSONS INFINITY POOL, PRIVATE GARDENS, ACTIVITIES FOR THE WHOLE FAMILY. FULL SERVICE ALL INCLUSIVE TAPS FORMAT MEALS. VACATION YOUR WAY. POOL TABLE TENNIS LOUNGE AREAS. ROOF TOP BAR. EXCURSIONS, GYM, YOGA SPA T …see more

from $170 / night

$1,190 / week

Book View

Responds fast!
avg. 2 hours 28 minutes

from $170 / night

9

Westmoreland Parish Vacation apartment rental

Westmoreland Parish / Negril

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Air conditioning
1 bedroom apartment equipped with all facilities such as shower/wc, kitchen 2 Queen-size beds, Wi-Fi and air conditioning lying in a rural safe friendly environment on the first floor. The beaches of Negril are 3 km fast and easily reached by route taxis. Supermarkets i …see more

from $60 / night

$400 / week

Book View

from $60 / night

5

Little Bay Vacation villa rental

Westmoreland Parish / Little Bay

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
In addition to Sandys by the Sea we now offer another option for your holiday on the island of Jamaica! We have a brand new Villa! Coral stone showers, complete kitchen for your cooking needs and it's located just a three minute walk from here and the beac …see more

from $300 / night

$2,100 / week

Book View

from $300 / night

18

Cottage rental in Westmoreland Parish

Westmoreland Parish / Negril

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 6 mi
  • Child friendly
A hidden GEM located on the West End of Negril Now called Summerset Residence Negril and was recently separated from Summerset Village and now being operated by owners. If your looking for a quiet, peaceful place to lay you're head and relax, well this is the place for …see more

from $55 / night

$308 / week

Book View

Responds fast!
avg. 3 hours 8 minutes

from $55 / night

11

Little Bay Vacation b&b rental

Westmoreland Parish / Little Bay

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
We are located directly on the sea with views and breezes that are beautiful We offer breakfast and dinner with your stay. The price is $100.00 PER PERSON PER NIGHT. My husband is a fisherman so the menu changes with the catch! All rooms face the se …see more

from $100 / night

$700 - $5,600 / week

Book View

from $100 / night

13

Tree house rental in Negril with shared pool

Westmoreland Parish / Negril

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 6 mi
  • Swimming pool
  • Child friendly
A hidden GEM located on the West End of Negril Now called Summerset Residence Negril and was recently separated from Summerset Village and now being operated by owners. If your looking for a quiet, peaceful place to lay you're head and relax, well this is the place for …see more

from $59 / night

$399 / week

Book View

Responds fast!
avg. 3 hours 8 minutes

from $59 / night

(1) Excellent 

13

Vacation guest house in Westmoreland Parish

Westmoreland Parish / Negril

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 0.5 mi
  • Private garden
My wife and I are currently completing construction on our 4 floor, 32 room retirement home on the water just outside Negril. It is located on a 5,000 acre property that is comprised entirely of my wife's family who date back to the 1700's in the area. This is as authen …see more

from $60 / night

$350 / week

Book View

Responds fast!
avg. 2 hours 20 minutes

from $60 / night

12

Vacation cottage rental

Negril / Negril Beach

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Firefly is the only small Negril Hotel for couples, children and singles that offers beach experience •Our friendly family and staff are here to invite you to be a part of our wonderful atmosphere. Wear your swimsuit family friendly beach. Step out of your c …see more

from $160 / night

$1,120 / week

Book View

from $160 / night

12

Westmoreland Parish Vacation hotel apartment rental

Negril / Negril Beach

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Air conditioning
  • Private garden
The Simple elegance is found in this Two bedroom apartment located on the famous Seven Miles Beach In Negril Jamaica, This Ocean Front Apartment capture the true essence and ambiance of Jamaica surrounded by the Ocean and set in a lush garden setting yours to discover …see more

from $240 / night

$1,680 / week

Book View

from $240 / night

17

Westmoreland Parish Vacation guest house rental

Jamaica / Westmoreland Parish

4 16 1 night min

  • 4 bedrooms
  • Sleeps 16
  • 1 night min
  • Suitable for children age 5+
  • Car not necessary
Blue Paradise Farms is an Embryonic Permaculture Resort (eco-farm) set in 18.5 acres of lush Jamaican countryside, yet just 10 minutes away from Savanna-la-Mar, the parish capital and close to the main road from Savanna-la-Mar to Montego Bay. The accent here is on sust …see more

from $38 / night

$265 / week

Book View

from $38 / night

18

Westmoreland Parish Vacation cottage accommodation

Westmoreland Parish / Negril

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 6 mi
  • Swimming pool
  • Child friendly
A hidden GEM located on the West End of Negril Now called Summerset Residence Negril and was recently separated from Summerset Village and now being operated by owners. If your looking for a quiet, peaceful place to lay you're head and relax, well this is the place for …see more

from $150 / night

$1,050 / week

Book View

Responds fast!
avg. 3 hours 8 minutes

from $150 / night

(1) Very Good 

8

Cottage rental in Westmoreland Parish

Negril / Negril Beach

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
Firefly is located on the famous seven miles beach in Negril Jamaica the only small Negril Hotel for couples, children and singles •Our friendly family and staff are here to invite you to be a part of our wonderful atmosphere. Step out of your cottage, apartment or p …see more

from $210 / night

$1,505 / week

Book View

from $210 / night

(8) Excellent 

28

Apartment rental in Westmoreland Parish

Westmoreland Parish / Negril

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Private garden
Want to Try Something Different, stay in an Authentic Jamaican Yard, check out Annie's White House on The Hill Guesthouse/Apartments. This apartment comes with its own entance and private garden. And a Magnificent View that would make you never want to Leave your Ve …see more

from $154 / night

$1,078 / week

Book View

from $154 / night

12

Apartment rental in Westmoreland Parish

Jamaica / Westmoreland Parish

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Our apartments constitute 3 bedroom with 2 bathroom ground floor units or 2 bedroom first floor units with a shared bathroom. They are fully furnished including provision of kitchen electrical equipment, crockery, and cooking utensils. A minimun of two sets of bedroom a …see more

Pricing unknown

Book View

Pricing unknown

42

Vacation villa in Westmoreland Parish

Westmoreland Parish / Negril

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
Located in Point Village, Rutland Point Villa overlooks the Carribean Sea and is perched in the beginning of Negril’s fabulous 7- mile beach facing Booby Cay, the little island just offshore Rutland Point. Up North Bloody Bay. Point Village is settled in 14 ½ acres of l …see more

from $400 / night

$2,800 / week

Book View

from $400 / night

22

Vacation chateau with shared pool in Negril

Westmoreland Parish / Negril

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 6 mi
  • Swimming pool
  • Child friendly
A hidden GEM located on the West End of Negril Now called Summerset Residence Negril and was recently separated from Summerset Village and now being operated by owners. If your looking for a quiet, peaceful place to lay you're head and relax, well this is the place for …see more

from $55 / night

$385 / week

Book View

Responds fast!
avg. 3 hours 8 minutes

from $55 / night

22

Vacation chateau with shared pool in Westmoreland Parish

Westmoreland Parish / Negril

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 6 mi
  • Swimming pool
  • Child friendly
A hidden GEM located on the West End of Negril Now called Summerset Residence Negril and was recently separated from Summerset Village and now being operated by owners. If your looking for a quiet, peaceful place to lay you're head and relax, well this is the place for …see more

from $55 / night

$385 / week

Book View

Responds fast!
avg. 3 hours 8 minutes

from $55 / night

13

Westmoreland Parish Vacation studio accommodation

Westmoreland Parish / Negril

Studio 2 7 nights min

  • Studio
  • Sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
The Point is peaceful and relaxing, yet only minutes away from the flavors, sights and sounds of the Seven Mile beach strip and the Historical West End. From it’s beautiful gardens to it’s unique shoreline, you cannot find a more perfect location on Jamaica’s western …see more

from $120 / night

$840 - $1,260 / week

Book View

Responds fast!
avg. 1 hour 24 minutes

from $120 / night

23

Negril Vacation chateau rental

Westmoreland Parish / Negril

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 6 mi
  • Swimming pool
  • Child friendly
A hidden GEM located on the West End of Negril Now called Summerset Residence Negril and was recently separated from Summerset Village and now being operated by owners. If your looking for a quiet, peaceful place to lay you're head and relax, well this is the place for …see more

from $55 / night

$450 / week

Book View

Responds fast!
avg. 3 hours 8 minutes

from $55 / night

22

Vacation chateau with shared pool in Westmoreland Parish

Westmoreland Parish / Negril

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 6 mi
  • Swimming pool
  • Child friendly
A hidden GEM located on the West End of Negril Now called Summerset Residence Negril and was recently separated from Summerset Village and now being operated by owners. If your looking for a quiet, peaceful place to lay you're head and relax, well this is the place for …see more

from $39 / night

$273 / week

Book View

Responds fast!
avg. 3 hours 8 minutes

from $39 / night

6

Vacation home with shared pool in Westmoreland Parish

Westmoreland Parish / Negril

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 10 mi
  • Swimming pool
  • Child friendly
The property is very secure, with several staff members and long term tenants as well as the owners and relatives living here. There are several layers of security that have allowed us a good reputation as such. Most of the rooms are away from the Public areas and so gu …see more

from $63 / night

$441 / week

Book View

from $63 / night

(4) Very Good 

22

Westmoreland Parish Vacation villa rental

Westmoreland Parish / Negril

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
SplashRock Villa is a newly renovated self contained 600 sq.ft. 1 bedroom loft, kitchen, bathroom, living/dinning room and a beautiful patio over looking the Caribbean Sea with wonderful ocean breeze and panoramic view of the 7 miles of white sand beach and the famous …see more

from $65 / night

$455 / week

Book View

Responds fast!
avg. 2 hours 12 minutes

from $65 / night

(1) Excellent 

16

Private room rental in Westmoreland Parish

Westmoreland Parish / Negril

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 1 mi
  • Child friendly
  • Car not necessary
The Space A breath of Fresh Air that's life at Thriller Villa of Negril, Jamaica. Guest Access All of down stairs for now!!! Interaction with Guests "Yes Mon!!! I am at you service..tour guide... taxi... and host!" -Andy The Neighborhood Thriller villa is four (4 …see more

from $60 / night

$420 / week

Book View

from $60 / night

13

Vacation b&b in Little London

Negril / Little London

4 4 1 night min

  • 4 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 0.38 mi
  • Child friendly
  • Car not necessary
Richies on the beach come and experience the true jamaican culture and feel safe with Richie and family that stay their with guess on property .Richies on the beach is located in negril little bay beach road looking over into the ocean for people who want to get away …see more

from $60 / night

$420 / week

Book View

Responds fast!
avg. 2 hours 25 minutes

from $60 / night

31

Westmoreland Parish Vacation villa rental

Westmoreland Parish / White House

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
The Master Suite at Jim's Place is 1 flight above the cozy self contained apartment listed as "Jim's Place - Garden Suite" on this same web site. The master suite has a full service kitchen, a large great room, a master bedroom [double] and guest bedroom [3/4], 1 bathr …see more

from $95 / night

$570 / week

Book View

Responds fast!
avg. 3 hours 39 minutes

from $95 / night

(1) Excellent 

22

Vacation townhouse in Westmoreland Parish

Westmoreland Parish / Negril

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Sunset 5 is perfect for idyllic family vacations or romantic get-aways. This two cosy bedroom townhouse is located in a residential gated community with 24 hour security, clubhouse and infinity swimming pool and is in close proximity to Negril’s infamous 7 mile beach. T …see more

from $230 / night

$1,449 / week

Book View

from $230 / night

26

Westmoreland Parish Vacation studio rental

Westmoreland Parish / Negril

Studio 2 1 night min

  • Studio
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning
This Cozy Beach Front Studio is fully equipped with all the necessary Amenities, Wireless Internet, Cable TV, hot and cold water. This property is 10 minutes away from the town center and has 2 beach, the Rock Beach and a nice white Sandy beaches. A diverse resort loca …see more

from $100 / night

$756 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from $100 / night

(6) Very Good 

28

Vacation apartment with swimming pool in Bluefields

Westmoreland Parish / Bluefields

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Jim's Place is on a hillside acre in a gated community on the beautiful south west coast of Jamaica. We have been here for 19 years, but since 2014 we have been making our place available to guests beyond friends and family. Our studio Garden Suite is private and self-c …see more

from $55 / night

$327 / week

Book View

Responds fast!
avg. 3 hours 39 minutes

from $55 / night

(1) Excellent 

23

Apartment rental in Bluefields

Westmoreland Parish / Bluefields

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
Be transported to the old time Jamaica, where the ocean is blue, cool breezes blow and the droves of tourists are far away. Luna Sea is off the beaten path. Although the hotel has existed for over twenty years, it was renovated & refurbished. Luna Sea Inn is a place a …see more

from $125 / night

$875 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from $125 / night

(10) Excellent 

20

Vacation beach hut with swimming pool in Westmoreland Parish

Westmoreland Parish / Negril

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Private garden
This charming rustic wooden cabin is situated on the coral rocks just steps from the crystal clear Caribbean waters edge. Located in pristine Cousins Cove, a beautiful quiet fishing village away from the tourist traps. Here you can spend your days snorkeling, swimming, …see more

from $85 / night

$595 / week

Book View

Responds fast!
avg. 3 hours 14 minutes

from $85 / night

(6) Good 

41

Westmoreland Parish Vacation apartment rental

Westmoreland Parish / Negril

2 3 nights min

  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Looking for something different than the typical Resort experience? Come to Point Village, Negril, Jamaica. Point Village is located in Negril, Jamaica approximately 60 minutes from Montego Bay’s Donald Sangster International Airport and less than 5 minutes from Negri …see more

from $100 / night

$630 / week

Book View

Responds fast!
avg. 30 minutes

from $100 / night

23

Westmoreland Parish Vacation apartment rental

Westmoreland Parish / Negril

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Cozy 1 bedroom sea view condo in the exclusive gated beach community of Little Bay Country Club. Little Bay Country Club is located on Norman Manley Blvd in Negril. This community is in close proximity to restaurants, nightclubs, shopping, water park, famous Rick’s Cafe …see more

from $115 / night

$805 / week

Book View

Responds fast!
avg. 1 hour 12 minutes

from $115 / night

(2) Excellent 

33

Westmoreland Parish Vacation townhouse rental

Westmoreland Parish / Negril

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
AMAZING BRAND NEW 2 STOREY 2 BEDROOM TOWNHOUSE LOCATED IN THE ONLY GATED PRIVATE RESIDENCES ALONG THE WHITE SAND BEACHES OF NEGRIL. THIS SPECTACULAR PROPERTY IS ONLY AN HOUR AND 15 MINUTES FROM THE AIRPORT. THE PROPERTY IS FULLY GATED WITH REMOTE KEY CARD ACCESS AND 2 …see more

from $225 / night

$1,575 / week

Book View

Responds fast!
avg. 16 minutes

from $225 / night

(2) Excellent 

31

Vacation home rental

Westmoreland Parish / Negril

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
This is a two-story-villa where we rent out the whole first floor. The house is located 10 minutes (3 miles) from the beautiful Negril beach in a safe, quiet and relaxing site. Your own floor has two bedrooms, a bathroom, a living room and a kitchen. The de-luxe rooms a …see more

from $69 / night

$440 - $720 / week

Book View

from $69 / night