45 Best Vacation Rentals in Portmore - Holiday Lettings - Cabins

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427 Vacation rentals

(3)  

15

Hellshire Vacation home rental

Portmore / Hellshire

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
Holiday Villas Hellshire is located in the Secure Gated Community of Cavehill Estate, Hellshire, St Catherine, Portmore Jamaica. We offer holiday villas for the perfect holiday getaway. We are located just 5 minutes walk from the world famous Fisherman's Beach at Hell …see more

from $49 / night

$390 - $417 / week

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from $49 / night

(7) Very Good 

Certificate of Excellence

12

Vacation bungalow with shared pool, golf nearby in Portmore

Saint Catherine Parish / Portmore

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
This Beautifully located property consists of two bedrooms and 1 bathroom. Located within the beautiful secured community of Caymanas Country Club Estate, just off the the Mandela Highway. It is nestled in the foothills of St. Catherine. The house is located 15 minu …see more

Certificate of Excellence

from $77 / night

$511 / week

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from $77 / night

12

Vacation villa in Portmore

Saint Catherine Parish / Portmore

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden
This is a new furnished 2 bed 2 bath villa walking distance to the beach. Secured gated community, 24/7 security, centrally located Portmore, St. Catherine, 10 minutes drive from Kingston. Providing a relaxing and comfortable environment that is suited for couples, fam …see more

from $65 / night

$455 / week

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from $65 / night

17

Portmore Vacation home rental

Saint Catherine Parish / Portmore

3 10 3 nights min

  • 3 bedrooms
  • Sleeps 10
  • 3 nights min
Dream Vacation is located in St Catherine Jamaica 30mins from Kingston International Airport. We have 3 bedrooms 2 bath and 2 bedrooms 1 bath units elegantly furnish, free wifi.cable and a large outdoor patio with BBQ facilities, all appliances and mush more we are clos …see more

from $210 / night

$1,190 / week

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from $210 / night

1

Vacation home in Portmore

Saint Catherine Parish / Portmore

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 20 mi
  • Child friendly
  • Air conditioning
I live in the UK but own my own House in Jamaica in the heart of Kingston It's a 3 bedroom house with double bed in each room and a nice big kitchen and a lovely spacious living room where you can relax there's also a outside view where you can sit down and relax and …see more

from $84 / night

$588 / week

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from $84 / night

14

Portmore Vacation home rental

Saint Catherine Parish / Portmore

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Situated in Caymanas Estates in St.Catherine. 15 minutes from Hope Road, 10 minutes from Helshire and 35 minutes from Ochi Rios. Centrally local for a holiday maker. Here you will find this detached holiday home which features a beautiful drive, Patio, flowers, gardens, …see more

from $80 / night

$480 - $710 / week

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from $80 / night

18

Studio rental in Portmore

Saint Catherine Parish / Portmore

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
ARE YOU VISITNG JAMAICA FROM OVERSEAS? ATTENDING A CRICKET MATCH AT THE FAMOUS SABINA PARK? ON A BUDGET? ADVENTUROUS? INTO HISTORICAL RESEARCH? WANT SOMEPLACE OFF THE BEATEN PATH & AWAY FROM IT ALL? WANT TO ENJOY THE REAL JAMAICA? Don't waste your $$ money at …see more

from $30 / night

$210 / week

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Responds fast!
avg. 2 hours 26 minutes

from $30 / night

(1) Good 

13

Vacation villa rental

Saint Catherine Parish / Portmore

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 0 mi
  • Child friendly
  • Air conditioning
The property is located in the secure gated community of Cave Hill Estates. Occupancy is based on 4 adults sharing. The apartment has two bedrooms which are fully furnished, air con, ceiling and standing fans; Self catering facilities available, or just getting away …see more

from $42 / night

$294 - $315 / week

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from $42 / night

37

Vacation home in Portmore

Saint Catherine Parish / Portmore

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 14 mi
  • Child friendly
The property is located in a quiet and serene neighborhood. It is about five to ten minutes drive away from highways leading to Ocho Rios, Montego Bay and Mandeville. It is also in close proximity to the Norman Manley International Airport in Kingston. The centrality o …see more

from $40 / night

$280 / week

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Responds fast!
avg. 2 hours 44 minutes

from $40 / night

(3) Excellent 

33

Vacation townhouse in Portmore

Saint Catherine Parish / Portmore

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Portmore Country Club 2 is a private gated community with 24 hr security where you will be safe and secure. The property is excellent for a vacation, fifteen (15) minutes outside of Kingston and forty-five (45) minutes outside of Ocho Rios. It is situated within a fi …see more

from $90 / night

$630 / week

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Responds fast!
avg. 1 hour 49 minutes

from $90 / night

(3) Very Good 

Certificate of Excellence

10

Hellshire Vacation guest house rental

Portmore / Hellshire

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Holiday Villas Hellshire is located in the Secure Gated Community of Cavehill Estate, Hellshire, St Catherine, Portmore Jamaica. We offer holiday villas for the perfect holiday getaway. We are located just 5 minutes walk from the world famous Fisherman's Beach at Hells …see more

Certificate of Excellence

from $40 / night

$280 - $350 / week

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Responds fast!
avg. 1 hour 6 minutes

from $40 / night

(9) Excellent 

Certificate of Excellence

34

Home rental in Portmore with shared pool, golf nearby

Saint Catherine Parish / Portmore

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 6 mi
  • Swimming pool
  • Child friendly
My place is close to the airport, golf resorts, polo clubs, beaches, the city center, great views, and parks. My place is good for couples, solo adventurers, business travelers, and families (with kids). This is a secure facility that is centrally located in Jamaica wi …see more

Certificate of Excellence

from $85 / night

$550 / week

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Responds fast!
avg. 1 hour 1 minutes

from $85 / night

(8) Excellent 

Certificate of Excellence

54

Vacation home in Portmore

Saint Catherine Parish / Portmore

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 5 mi
  • Child friendly
  • Car not necessary
The Oasis is a modernly decorated home located in Portmore Country Club, a quiet, peaceful and family orientated gated community with 24/7 security. The house is centrally located in Jamaica within 5km from both north-south and east-west high way with travel time of 2h …see more

Certificate of Excellence

from $79 / night

$553 / week

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Responds fast!
avg. 2 hours 53 minutes

from $79 / night

16

Vacation home rental

Saint Catherine Parish / Portmore

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Nearest beach 30 mi
  • Child friendly
  • Air conditioning
Travelling to the beautiful sunny island of Jamaica?? Need a home away from home.... Look no further... JaSummer Vacation has just the right place for you to relax and enjoy.This apartment is very private, comfortable and tastefully furnished. It is fully equipped for …see more

from $65 / night

$455 / week

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Responds fast!
avg. 2 hours 3 minutes

from $65 / night

(1) Excellent 

20

Vacation home in Portmore

Saint Catherine Parish / Portmore

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Fully furnished 2 bedroom/ 1 bathroom house available in the exclusive Portmore Country Club. This unit is exquisitely decorated to guarantee your comfort in a relaxing environment. A/C, ceiling fans, hot water, cable & Wifi in a gated complex with 24 hr. security. P …see more

from $90 / night

$560 / week

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from $90 / night

(1) Very Good 

16

Vacation home in Portmore

Saint Catherine Parish / Portmore

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
Home away from home beautiful 3.5 Bedroom guest home located in St. Catherine Portmore. 5 mins from Cayman Race Trace. Attractive in town is Bob Marley Museum, Hope Gardens, My favorite Devon House, shopping and much more. Three bedroom 2 bathroom home in Portmore whi …see more

from $65 / night

$455 / week

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Responds fast!
avg. 2 hours 41 minutes

from $65 / night

(4) Excellent 

25

Portmore Vacation home rental

Saint Catherine Parish / Portmore

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 16 mi
  • Swimming pool
  • Child friendly
The beautiful two bedroom house is nestled in the foothills of St. Catherine. The house is located 15 minutes outside of Kingston and Portmore and is within close proximity to several shopping areas, restaurants, churches and the island's most prestigious golf club. The …see more

from $90 / night

$625 / week

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Responds fast!
avg. 3 hours 54 minutes

from $90 / night

(1) Very Good 

4

Portmore Vacation home rental

Saint Catherine Parish / Portmore

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 6 mi
  • Child friendly
My home is small but beautiful, with a lovely lawn and garden, tiled back patio which is ideal for entertaining and a warm décor, with red and gold tones. The neighbourhood is very quiet gated community, which is ideal for study, work or rest, and the neighbours are he …see more

from $50 / night

$300 / week

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from $50 / night

11

Vacation home in Portmore

Portmore / Hellshire

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Beach/lakeside relaxation
  • Air conditioning
Its exquisite look gives the comfort of a vacation rental home. This property has all the latest technologies with great appeal. This complex is close to many restaurants and supermarkets. The hellshire beach is approximately 10 minutes away. We also offer vehicle rent …see more

from $85 / night

$595 / week

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Responds fast!
avg. 1 hour 3 minutes

from $85 / night

(5) Excellent 

32

Vacation home in Portmore

Saint Catherine Parish / Portmore

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 15 mi
  • Swimming pool
  • Child friendly
The Royal Villa is located in the lush gated community of Caymanas Country Club Estate loaded with fun filling and relaxing amenities. The property comes with (2) bedrooms, open concept living, dining area and kitchen with wash area and (1) full bathroom. All newly fu …see more

from $75 / night

$470 / week

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Responds fast!
avg. 1 hour 26 minutes

from $75 / night

21

Vacation home in Portmore

Saint Catherine Parish / Portmore

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 10 mi
  • Child friendly
  • Air conditioning
The Coolahah Manor is located within Portmore Country Club 2 and is a private gated community with 24 hr security where you will feel safe and secure. The community is family oriented, with lush green spaces throughout the Country Club. All the bedrooms have air condid …see more

from $100 / night

$700 / week

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Responds fast!
avg. 3 hours 8 minutes

from $100 / night

21

Portmore Vacation home rental

Saint Catherine Parish / Portmore

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Nearest beach 3 mi
  • Child friendly
  • Air conditioning
My place is gating community place well secure cameras around the house security security at the gate.no one can get in without u invite them .play ground plaza in the complex football field gym bar.well secure.come an see. Quite is oneasy of best up coming scheme .chi …see more

from $70 / night

$415 - $590 / week

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Responds fast!
avg. 52 minutes

from $70 / night

11

Apartment rental in Portmore

Saint Catherine Parish / Portmore

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Secluded, secure and spacious master bedroom apartment with hot and cold water, double face basins, standing shower with separate soaker tub, walk-in closet, a/c and ceiling fans, fully furnished with refrigerator, glass top dining table set, microwave, stove, cable tv …see more

from $44 / night

$308 / week

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Responds fast!
avg. 58 minutes

from $44 / night

(1)  

15

Portmore Vacation villa rental

Portmore / Hellshire

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Air conditioning
Holiday Villas Hellshire is located in the Secure Gated Community of Cavehill Estate, Hellshire, St Catherine, Portmore Jamaica. We offer holiday villas for the perfect holiday getaway. We are located just 5 minutes walk from the world famous Fisherman's Beach at Hell …see more

from $45 / night

$320 - $350 / week

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Responds fast!
avg. 1 hour 6 minutes

from $45 / night

15

Vacation studio in Portmore

Saint Catherine Parish / Portmore

Studio 2 1 night min

  • Studio
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Private garden
About this listing A large newly painted beautiful house containing six studio flats.Close to clubs, beaches, Restaurants, shopping centres, markets, police station, doctors office, pharmacies, fitness gym, churches. he space Home is in close proximity to places of i …see more

from $22 / night

$154 / week

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from $22 / night

11

Vacation home in Portmore

Saint Catherine Parish / Portmore

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Located on a safe, nice and clean block. Ten minutes from the beach and shopping. Close to nightlife and dining. The home has everything needed to be comfortable including extra towels, sheets and fully stocked kitchen and bathroom. Children are welcome. Any questions, …see more

from $65 / night

$425 / week

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from $65 / night

53

Vacation apartment in Portmore

Saint Catherine Parish / Portmore

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
This 2 bedroom apartment is perfect for a family of up to six persons. There is also a gazebo and entertainment space for family get togethers. A complete galley kitchen along with two washers & a dryer are there for your use. This property has a CCTV Camera System a …see more

from $79 / night

$460 / week

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from $79 / night

56

Apartment rental in Portmore

Saint Catherine Parish / Portmore

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
This one bedroom has all the amenities that you will require for an enjoyable and relaxing stay and sleeps up to 4 with an actual King Sized Bed and a Queen Sized Air Bed. It is secure with CCTV Camera System and Automated Gates for your added security. The apartment …see more

from $59 / night

$360 / week

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from $59 / night

12

Portmore Vacation private room rental

Saint Catherine Parish / Portmore

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 0.1 mi
  • Car not necessary
  • Air conditioning
My Property is a four bedroom house, the front entrance has a beautiful flower garden over-looking a mountainous forest, my back entrance has many types of fruits trees, there you can see the ocean down below. In this house I have a beautiful cozy one bedroom that come …see more

from $55 / night

$350 / week

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from $55 / night

(2) Excellent 

10

Vacation studio in Portmore

Saint Catherine Parish / Portmore

Studio 2 1 night min

  • Studio
  • Sleeps 2
  • 1 night min
  • Nearest beach 4 mi
  • Child friendly
  • Car not necessary
About this listing A large newly painted beautiful house containing six studio flats.Close to clubs, beaches, Restaurants, shopping centres, markets, police station, doctors office, pharmacies, fitness gym, churches. he space Home is in close proximity to places of i …see more

from $22 / night

$154 / week

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from $22 / night

75

Vacation apartment rental

Saint Catherine Parish / Portmore

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
1 Bedroom Apartment with own entrance, Full Kitchen with Stove, Refrigerator, Microwave, Kettle and all pots and utensils. The Apartment also has a three piece bathroom complete with toilet, shower and face basin. The Apartment has a dining area that can seat 4 persons …see more

from $49 / night

$330 / week

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from $49 / night

12

Vacation private room in Portmore

Saint Catherine Parish / Portmore

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 0.1 mi
  • Car not necessary
  • Private garden
My property is a four bedroom house, the front view has a beautiful flower garden looking towards the mountainous forest. The back has a variety of fruits trees, you can see the ocean down below strait from the back. In this house there is a one bedroom consist of a qu …see more

from $35 / night

$245 - $300 / week

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from $35 / night

24

Vacation apartment rental

Saint Catherine Parish / Portmore

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
This 1 bedroom apartment is spacious unit with a separate bedroom that has a queen bed and is air conditioned. The apartment has a fully equipped with a refrigerator, freezer, stove, oven, microwave, kettle, cooking and eating utensils. The living room has a 32" Smart …see more

from $59 / night

$350 / week

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from $59 / night

10

Portmore Vacation villa rental

Saint Catherine Parish / Portmore

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
Beautiful, clean, spacious home by the Caribbean Sea. Ideal for that get away and relaxation. 2 bedrooms, 2 bathrooms, Kitchen and dining. Located between Kingston and St. Catherine so getting around is a ease. Gated community so you can feel secure. The best island s …see more

from $80 / night

$560 - $1,190 / week

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from $80 / night

58

Vacation apartment in Portmore

Saint Catherine Parish / Portmore

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden
1 Bedroom Apartment with own entrance, Full Kitchen with Stove, Refrigerator, Microwave, Kettle and all pots and utensils. The Apartment also has a three piece bathroom complete with toilet, shower and face basin. The Apartment has a dining area that can seat 4 persons …see more

from $49 / night

$330 / week

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from $49 / night

34

Vacation home with shared pool in Portmore

Saint Catherine Parish / Portmore

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The home was refurbished in early 2017. All rooms are in excess of two hundred and fifty (250) square feet and have their own individual bathrooms and balconies; providing guests with a panoramic view of our meandering mountains and the turquoise Caribbean ocean. It is …see more

from $85 / night

$595 / week

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from $85 / night

37

Apartment rental in Portmore

Saint Catherine Parish / Portmore

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
This is a Studio Apartment so there is "NO SEPARATE BEDROOM" instead the bedroom living room, kitchen are all one unit. Only the Bathroom is separated by a wall. The property has CCTV Camera System, Automated Gates and a decent peremetre wall. The Apartment has an equ …see more

from $35 / night

$215 / week

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from $35 / night

(2) Good 

21

Vacation home in Portmore

Saint Catherine Parish / Portmore

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Car not necessary
this is gated comuinty to.clean come an see good road nice place safe as well.no one to trouble u big space security at the house cameras all around so u would b safe there .come with your family they .nice new bathroom clean bedroom. An livingroom play ground football …see more

from $70 / night

$415 - $625 / week

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Responds fast!
avg. 52 minutes

from $70 / night

40

Portmore Vacation home rental

Saint Catherine Parish / Portmore

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 15 mi
  • Child friendly
My place is in a quiet country style gated community nestled at the base of the mountains in the Caymanas Estate area. This well kept development is ideally suited for visitors who require a relaxed setting with easy access to major towns. You are never more that 12 min …see more

from $98 / night

$686 / week

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from $98 / night

45

Vacation apartment in Portmore

Saint Catherine Parish / Portmore

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
This spacious One Bedroom Apartment is suitable for up to 4 family members. There is a Queen Sized Bed in the bedroom and a Queen Sized Air Bed available upon request. The entire premises has a CCTV Cameras and Automated Gates. There is a full Kitchen with all the all …see more

from $59 / night

$360 / week

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from $59 / night