Vacation Rentals & Villas in Portland Parish

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164 Houses

59

Serendipity Beach Villa at Turtle Bay

Portland Parish / Manchioneal

Manchioneal house

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$300

Price per night from

$300

(5) Very Good 

14

Shotover Gardens Estate - cottage with pool

Portland Parish / Port Antonio

Port Antonio log cabin

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Nearest beach 16 mi
  • Swimming pool
  • Child Friendly

Price per night from

$50

Price per night from

$50

10

San Bar

Jamaica / Portland Parish

Portland Parish villa

6 12 min stay varies

  • 6 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,500

Price per night from

$1,500

(1) Excellent 

15

Shotover Gardens Estate - cabin with pool

Portland Parish / Port Antonio

Port Antonio log cabin

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Nearest beach 16 mi
  • Swimming pool
  • Child Friendly

Price per night from

$30

Price per night from

$30

(27) Very Good 

31

Ridge Bay Chateau

Portland Parish / Port Antonio

Port Antonio villa

7 18 2 nights min

  • 7 bedrooms
  • sleeps 18
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Child Friendly
“Nature's ambiance” Wow! Ridge Bay's soothing ambiance provided the serenity that I needed. The warmth that the cottage offers allowed me to return to the Jamaican "No Problem” frame of mind. I turned off my cell phone, the internet, and I enjoyed myse
…see more

Price per night from

$200

Price per night from

$200

56

Beach Front Wifi+ View... 5 minutes walk from the beach

Portland Parish / Long Bay

Long Bay apartment

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Car not necessary
  • Private garden

Price per night from

$30

Responds fast!
avg. 1 hour 1 minutes

Price per night from

$30

(38) Excellent 

38

mango ridge ocean view cottages port antonio jam..

Portland Parish / Port Antonio

Port Antonio cottage

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Nearest beach 0 mi
  • Child Friendly
  • Car not necessary
“What a treat” I stayed at mango ridge and had a wonderful time. The cottages were perfectly comfortable, the view is terrific and the owner is a pleasure. He can hook you up with people to help show you the true Port antonio. Plus the stair way up to
…see more

Price per night from

$50

Responds fast!
avg. 3 hours 16 minutes

Price per night from

$50

(1) Excellent 

40

Happy Villa – The Splendor of Fairy Hill

Portland Parish / Boston Bay

Boston Bay house

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Child Friendly

Price per night from

$65

Price per night from

$65

(4) Excellent 

15

PORT ANTONIO CHATEAU EXOTICA WATER VIEW ESTATE SLEEPS 12 POOL STAFF BEACH

Portland Parish / Port Antonio

Port Antonio house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
“Paradise Found” The first time I traveled to the Chateau was in 1995 for my honeymoon. Since then I have returned four times. There was no internet then, and only a few pictures provided via snail mail. We were so suprised at the wonder of the Chateau
…see more

Price per night from

$595

Price per night from

$595

11

Gungu Lane Hostel/Porti Jammin'

Portland Parish / Port Antonio

Port Antonio house

4 10 1 night min

  • 4 bedrooms
  • sleeps 10
  • 1 night min
  • Child Friendly
  • Air conditioning

Price per night from

$18

Price per night from

$18

(3) Excellent 

81

Villa Paola Jamaica

Portland Parish / Port Antonio

Port Antonio villa

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Child Friendly
  • Private garden

Price per night from

$75

Responds fast!
avg. 2 hours 29 minutes

Price per night from

$75

16

ThA BLuE HoLe @ ThA LaGooN SpoT

Portland Parish / Port Antonio

Port Antonio condo

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Child Friendly
  • Car not necessary

Price per night from

$100

Price per night from

$100

(4) Excellent 

39

NO REGRETS SERVICES

Portland Parish / Port Antonio

Port Antonio house

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Nearest beach 2 mi
  • Car not necessary
  • Private garden

Price per night from

$45

Price per night from

$45

18

Krystal Beach House in Portland Jamaica

Portland Parish / Port Antonio

Port Antonio house

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Child Friendly
  • Private garden

Price per night from

$75

Price per night from

$75

26

PIER VIEW HEIGHTS VILLA

Portland Parish / Port Antonio

Port Antonio b and b

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Ask about pets

Price per night from

$60

Price per night from

$60

13

Bolt Hole Cottage

Jamaica / Portland Parish

Portland Parish villa

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$250

Price per night from

$250

(35) Excellent 

34

Tranquility Villa - Port Antonio & Blue Mountains

Portland Parish / Port Antonio

Port Antonio villa

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
“Beautiful location with sweet views” visited this property with my wife and twin 3-year old girls. Girls loved the small pool - it was perfect for them. The views are just amazing. Property is just a few minutes drive from all the sites including
…see more

Price per night from

$285

Responds fast!
avg. 16 minutes

Price per night from

$285

16

San Bar - Port Antonio 6 Bedroom Oceanfront

Portland Parish / Port Antonio

Port Antonio house

6 12 min stay varies

  • 6 bedrooms
  • sleeps 12
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask about children

Price per night from

$1,500

Price per night from

$1,500

(2) Excellent 

9

San Cove

Jamaica / Portland Parish

Portland Parish villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$1,140

Price per night from

$1,140

7

Halcyon - Port Antonio

Jamaica / Portland Parish

Portland Parish villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly

Price per night from

$1,000

Price per night from

$1,000

11

Paradise in Portland Jamaica

Portland Parish / Port Antonio

Port Antonio house

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child Friendly
  • Ask about pets

Price per night from

$75

Price per night from

$75

30

Beach Front House Four Bed Rooms four Bathrooms

Port Antonio / Blue Lagoon, Port Antonio

Port Antonio house

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$360

Responds fast!
avg. 2 hours 1 minutes

Price per night from

$360

(18) Excellent 

30

Spicy Hill Villa, 5 Bedroom, Port Antonio, Jamaica

Portland Parish / Port Antonio

Port Antonio villa

5 10 1 night min

  • 5 bedrooms
  • sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
“Best Service” I had one of the best New Years weekends at Spicy Hill. The staff was more than accommodating, meals were excellent thanks to Denny! The bedrooms were immaculate and comfortable. I would suggest all when visiting Portland to stay at Spic
…see more

Price per night from

$900

Price per night from

$900

(4) Very Good 

28

Tranquil Retreat Port Antonio

Portland Parish / Port Antonio

Port Antonio house

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Child Friendly
  • Private garden

Price per night from

$75

Responds fast!
avg. 1 hour 32 minutes

Price per night from

$75

18

San Cove - Port Antonio 4 Bedroom Oceanfront

Portland Parish / Port Antonio

Port Antonio house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Ask about children

Price per night from

$1,000

Price per night from

$1,000

(48) Excellent 

74

Elegant, private, large estate w/full staff 6 bd/bth, pool, close to beaches

Portland Parish / Port Antonio

Port Antonio villa

4 14 3 nights min

  • 4 bedrooms
  • sleeps 14
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
“My favorite spot in the world!” I have travelled extensively, but have now found my favorite place. Nothing compares to the experience my friends and I had at Norse Hill. From the moment we entered the villa, we were greeted as if we were dear old fri
…see more

Price per night from

$750

Price per night from

$750

(4) Excellent 

25

Pearl Ocean Villa

Portland Parish / Port Antonio

Port Antonio guest house

6 8 1 night min

  • 6 bedrooms
  • sleeps 8
  • 1 night min
  • Nearest beach 1 mi
  • Child Friendly
  • Car not necessary

Price per night from

$200

Responds fast!
avg. 2 hours 53 minutes

Price per night from

$200

8

Spacious, Modern, Relaxing and comfortable "2 Bedroom Villa A" LaSol

Portland Parish / Drapers

Drapers villa

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$195

Responds fast!
avg. 1 hour 38 minutes

Price per night from

$195

(1) Very Good 

28

PINEAPPLE HILL SEA VIEW COTTAGE

Portland Parish / Port Antonio

Port Antonio house

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Nearest beach 2 mi
  • Child Friendly
  • Car not necessary

Price per night from

$60

Price per night from

$60

12

Bolt Hole Villa

Portland Parish / Port Antonio

Port Antonio villa

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Swimming pool

Price per night from

$543

Price per night from

$543

(13) Very Good 

20

Shotover Gardens Estate-Villa with Pool

Portland Parish / Port Antonio

Port Antonio villa

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child Friendly
“My private piece of paradise” I have been to Jamaica several times before, and loved it, so I was expecting a great trip this time also. Shotover Gardens was just great! The views, the landscaped grounds, the pool, the privacy. After being there a few
…see more

Price per night from

$150

Price per night from

$150

22

Claudia's Cove Guest House

Portland Parish / Port Antonio

Port Antonio apartment

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 1 mi
  • Child Friendly
  • Car not necessary

Price per night from

$56

Price per night from

$56

37

Peaceful Getaway! Own Cook! Tennis! Boutique Resort! Walk to Beach!

Portland Parish / Drapers

Drapers house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$397

Price per night from

$397

17

Vacation house for rent in Buff Bay Portland Jamaica

Portland Parish / Port Antonio

Port Antonio house

2 3 1 night min

  • 2 bedrooms
  • sleeps 3
  • 1 night min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$56

Price per night from

$56

(3) Very Good 

40

All Nations Guesthouse - Superior Queen Bedroom, Jacuzzi tub, Pool & Gym area

Portland Parish / Port Antonio

Port Antonio b and b

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Nearest beach 2 mi
  • Swimming pool
  • Child Friendly

Price per night from

$60

Price per night from

$60

22

Moon San Villa at the Blue Lagoon "Suite"

Portland Parish / Port Antonio

Port Antonio b and b

1 5 1 night min

  • 1 bedroom
  • sleeps 5
  • 1 night min
  • Child Friendly
  • Pet Friendly

Price per night from

$210

Responds fast!
avg. 57 minutes

Price per night from

$210

(4) Very Good 

41

Moon San Villa at the Blue Lagoon "5 Bedrooms"

Portland Parish / Port Antonio

Port Antonio b and b

5 14 1 night min

  • 5 bedrooms
  • sleeps 14
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Child Friendly

Price per night from

$905

Responds fast!
avg. 57 minutes

Price per night from

$905

13

Skankaheights Long Bay Portland Jamaica.

Portland Parish / Long Bay

Long Bay house

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 0.5 mi
  • Child Friendly
  • Car not necessary

Price per night from

$50

Price per night from

$50