50 Best Vacation Rentals in Saint Mary Parish - Holiday Lettings - Cabins

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99 Vacation rentals

(1) Very Good 

8

Vacation home in Saint Mary Parish

Saint Mary Parish / Boscobel

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Child friendly
  • Car not necessary
Modern Large cool onsuite rooms with a through lounge which includes a relaxing lounge dining room and modern fitted kitchen. you have a view of the sea from the front of house and lush green hills from the back. its 10 minutes from the famous James bond beach with man …see more

from $26 / night

$195 - $1001 / week

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from $26 / night

(1) Very Good 

19

Vacation apartment rental

Saint Mary Parish / Tower Isle

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
The flat is in a 24 hour Gated community. It is a clean 1 Bed / 1 Dinning Room / Kitchen and Bathroom apartment and the use of a self catering kitchen. Rio Nuevo Battle Site, Spring Valley is set in a beautiful quite area. The property is suitable for 2 person, couples, …see more

from $46 / night

$319 / week

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from $46 / night

(5) Very Good 

12

Vacation apartment with shared pool in Saint Mary Parish

Saint Mary Parish / Tower Isle

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Delicately designed, one bedroom apartment to rent in, Ocho Rios Jamaica. Turtle Beach Towers, is in the midst of all that is Ocho Rios, with the local beach opposite the rear gateway to the complex and popular attractions including The Hard Rock Cafe, Island Village an …see more

from $85 / night

$494 - $676 / week

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from $85 / night

(1) Excellent 

10

Apartment rental in Tower Isle with shared pool

Saint Mary Parish / Tower Isle

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Hidden Coral is located on the North Coast of Jamaica. The 1-3 bed spacious apartment is surrounded by a lush green garden and the beautiful Caribbean Sea. Only a mile from the centre of Ocho Rios, yet a world away, Hidden Coral offers a quiet, tranquil and romantic hav …see more

from $104 / night

$728 - $1820 / week

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from $104 / night

11

Vacation home in Tower Isle

Saint Mary Parish / Tower Isle

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
If you are looking for high standard accommodation lcoated in an exclusive and quite area look no further. Lovely 4bedroom, 4.5 bathroom house situated in the exquiste and upscale Rio Nuevo Resorts is available for vacation rentals which can be either self catering …see more

Pricing unknown

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Pricing unknown

12

Vacation apartment in Saint Mary Parish

Saint Mary Parish / Tower Isle

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
We are located in the vicinity of Ocho Rios and Tower Isle. Near downtown and all the attractions. You'll love the ocean views, the ambiance, the outdoors space and the privacy my place offers. My villas are an excellent vacation destination for couples, solo adventurer …see more

from $287 / night

$2009 / week

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from $287 / night

13

Vacation apartment in Tower Isle

Saint Mary Parish / Tower Isle

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
This newly built Villa complex has a breath taking ocean views and is 10mins away from downtown Ocho Rios. The studio has AC, wifi, hot water, cable, private parking and security. There is daily housekeeping a pool and hot tub. It is close to beaches, restaurants, hor …see more

from $126 / night

$882 / week

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from $126 / night

12

Villa rental in Saint Mary Parish

Saint Mary Parish / Tower Isle

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
New beautifully furnished villa with AC, hot water, cable, wifi, pool, Jacuzzi. This is an ocean view unit and has all the luxurious amenities needed for a great vacations. There is parking and security Options of a cook available and daily housekeeping included. You …see more

from $172 / night

$1204 / week

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from $172 / night

(4) Very Good 

18

Vacation villa rental

Saint Mary Parish / Robin's Bay

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
Our newest renovation is the “Moonlight Magic" and "Secrets and Dreams“ or “deluxe cottage” boasts of its very own little beach cove! Moonlight Magic boasts of a whirlpool bath encased in natural chalk stone with a bay window opening right to the sea! The Queen size bam …see more

from $220 / night

$1500 / week

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from $220 / night

22

Vacation home in Saint Mary Parish

Saint Mary Parish / Oracabessa

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 3 mi
  • Private garden
Quaint 2 bedroom, 2 1/2 bathroom cottage with lots of character located on 3/4 acre lot with a few fruit trees and blooming plants. A perfect location with much land space. A decorator's potential dream can be realized as this 2-storey house offers many nooks and …see more

from $125 / night

$750 / week

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from $125 / night

(5) Very Good 

24

Villa rental in Saint Mary Parish

Saint Mary Parish / Boscobel

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
Eden's Private villa - is a tropical oasis in Boscobel with both sea and mountain views; a 5 minute walk takes you to the private community beach (keys for access provided). The property affords easy access to the resort town of Ocho Rios in the west (20 minutes) but …see more

from $85 / night

$600 - $698 / week

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from $85 / night

(22) Excellent 

40

Cottage rental in Saint Mary Parish

Saint Mary Parish / Oracabessa

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 24 mi
The cosy newly built cottage in the traditional Jamaican style is located on a vast property with stunning sea views and tropical garden, just above a rocky cliff. From your front porch or lying in the hammock you will enjoy the beautiful view of the sea, or discover ex …see more

from $96 / night

$585 - $675 / week

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from $96 / night

(2) Very Good 

19

Vacation apartment in Saint Mary Parish

Saint Mary Parish / Tower Isle

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly
KEY FEATURES: - LOCATION, just minutes from downtown OCHO RIOS, ATTRACTIONS & BEACHES. - Modern DECOR, TASTEFUL, LUXURIOUS & COMFORTABLE. - Great Amenities, AC, WIFI, CABLE TV, HOT WATER & POOL. - Gorgeous Ocean Views, PRIVATE PATIO & ROOF DECK. - Private Parking o …see more

from $50 / night

$315 / week

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avg. 1 hour 31 minutes

from $50 / night

(5) Very Good 

19

Vacation cottage rental

Saint Mary Parish / Robin's Bay

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
Dream Maker is a design masterpiece. Comprising one of our 6 cottages on our Private 18 acre beach resort called Strawberry Fields Together, the cottage epitomizes true beachfront living. Custom built by Jared Chase who moved to Strawberry Fields when he was 6 years ol …see more

from $180 / night

$1200 / week

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from $180 / night

(3) Very Good 

22

Cottage rental in Saint Mary Parish

Saint Mary Parish / Boscobel

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.16 mi
  • Child friendly
The Fern Cottage is a tropical oasis for relaxation located in Boscobel, Jamaica. Surrounded by stately palms and caressed by the coastal winds this property will reward you with serenity. Only 15 minutes from Ocho Rios and located on the main north coast highway it's …see more

from $67 / night

$470 / week

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from $67 / night

16

Saint Mary Parish Vacation villa rental

Saint Mary Parish / Oracabessa

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Ask about children
One bedroom villa located right beside the famous GoldenEye Hotel & Resort, original home of author Ian Fleming who wrote many of the James Bond novels while living in Oracabessa. Property has 24hr security. There is no beach however there are steps leading down to the …see more

from $65 / night

$378 / week

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avg. 3 hours 47 minutes

from $65 / night

44

Saint Mary Parish Vacation home rental

Saint Mary Parish / Tower Isle

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
10 bedroom villa in Ocho Rios, Waterfront Spectacular!! Only 5 minutes to town and activities! Own private full tennis court! Kai Kala property is spectacular waterfront private villa compound with 4 unique villas for a total of 10 bedrooms set in 2 ½ acres of fruit tre …see more

from $1500 / night

$10500 - $24500 / week

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from $1500 / night

36

Vacation villa in Tower Isle

Saint Mary Parish / Tower Isle

10 20 7 nights min

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min
  • Child friendly
Kai Kala is a spectacular oceanfront private villa compound with 4 unique villas providing a total of 10 bedrooms set in 2½ acres of lush fruit trees and flowers, located on a dramatic cliff overlooking the sea. It is the perfect choice for large groups and reunions …see more

from $1071 / night

$7500 - $24500 / week

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avg. 3 minutes

from $1071 / night

44

Vacation home with shared pool in Saint Mary Parish

Saint Mary Parish / Tower Isle

10 20 Min stay varies

  • 10 bedrooms
  • Sleeps 20
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
10 bedroom villa in Ocho Rios, Waterfront Spectacular!! Only 5 minutes to town and activities! Own private full tennis court! Kai Kala property is spectacular waterfront private villa compound with 4 unique villas for a total of 10 bedrooms set in 2 ½ acres of fruit tre …see more

from $1821 / night

$12750 - $24500 / week

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from $1821 / night

(1) Very Good 

26

Robin's Bay Vacation cottage rental

Saint Mary Parish / Robin's Bay

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
Secrets and Dreams! With a large bedroom with a Queen-size bamboo bed and double Fulton bamboo couch bed you can sleep up to 4 persons. The bathroom has a tub with the bay window opening right to the sea as well. Stroll outside on your deck with an outside shower made f …see more

from $200 / night

$1300 - $1510 / week

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from $200 / night

13

Vacation apartment in Boscobel

Saint Mary Parish / Boscobel

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Nearest beach 5 mi
  • Child friendly
  • Air conditioning
Fully Furnished/Dining Room-Table & Chairs extra Chair in Rooms/Hot Water/Kitchen-Bench Washing dishes sink/Fridge-Gas Stove/Patio with Washing Machine/ Washing Tub in outside Community area with clothes line outside. 105 houses with 2 Apt's 14 flats in each Apt.on 5 ac …see more

from $33 / night

$228 / week

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avg. 3 hours 40 minutes

from $33 / night

(12) Excellent 

30

Vacation villa with swimming pool, golf nearby in Saint Mary Parish

Saint Mary Parish / Tower Isle

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Limited Time Offer: Fee Activities: Dunn's River Falls, Bamboo Beach Club day pass, White River tubing & Blue Hole trip. Valid on stay: January 2,2018- April 20, 2018. New bookings only. Imagine waking up every day and stepping out onto your private balcony, to drink …see more

from $700 / night

$4900 - $6650 / week

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from $700 / night

(2) Excellent 

12

Boscobel Vacation home rental

Saint Mary Parish / Boscobel

3 12 2 nights min

  • 3 bedrooms
  • Sleeps 12
  • 2 nights min
  • Nearest beach 2 mi
  • Ask about children
  • Car not necessary
Seaviews from a wrap around veranda providing shade all day long in Boscobel Jamaica. Our hillside property offers constant tradewinds in this comfortable, quiet, and diverse neighborhood. The rooms are large with clean contempory furnishing. The suites all have their …see more

from $75 / night

$400 - $5405 / week

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from $75 / night

14

Cottage accommodation in Saint Mary Parish

Saint Mary Parish / Oracabessa

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
The Space 1 bedroom, 1 bath single or double occupancy cottage available off the beaten path, in the hills of St. Mary. Minutes from world renowned James Bond Beach with easy access to highway to local cities. Property includes a pool with a beautiful view of the …see more

from $50 / night

$300 / week

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from $50 / night

14

Vacation home accommodation

Saint Mary Parish / Oracabessa

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
Sleeps 1-12 1-10 in main house, with availability for 1 bedroom/2 guests to stay/use Spanish Elm, cottage at Golden Eye. Secluded five-bedroom private home surrounded by 40 acres of landscaped lawn, fruit trees, and lush, untouched tropical forest, Bolt House is nestl …see more

from $2000 / night

$14000 - $21000 / week

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from $2000 / night

18

Vacation apartment with golf nearby in Boscobel

Saint Mary Parish / Boscobel

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
This is a beautiful, fully furnished apartment, located only 10 minutes from the lovely tourist mecca of Ocho Rios and in proximity to the lovely Dunn's River Falls and Mystic Mountains attractions. Only 2 minutes away from the James Bond beach. It is in a gated compl …see more

from $80 / night

$500 - $640 / week

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from $80 / night

14

Home accommodation in Saint Mary Parish with shared pool

Saint Mary Parish / Boscobel

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
The accommodation is a 3 bedroom, 2 bathroom property with an en-suite bathroom to the master bedroom. There is a small verandah at the front of the property. All bedrooms are fully furnished with modern furnishings, including air conditioning in the master bedroom and …see more

from $85 / night

$585 / week

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avg. 1 hour 38 minutes

from $85 / night

(2) Excellent 

35

Villa rental in Saint Mary Parish with swimming pool

Saint Mary Parish / Oracabessa

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Take a break from the "hustle and bustle" of life, and experience the taste and sounds of the Jamaican countryside in fine style. Grande Haven Gibraltar is a Mediterranean style villa located in the scenic hills of Oracabessa, St. Mary. This hidden gem is nestled in lu …see more

from $300 / night

$2100 / week

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avg. 1 hour 20 minutes

from $300 / night

21

Vacation home rental

Saint Mary Parish / Tower Isle

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Coral Cay Villas in Jamaica are luxurious beach front villas and studios. The four bedroom villas and studios are fully staffed and great for weddings. Guests can rent the entire complex or individual units. The three villas and two studios are set serenely among blosso …see more

from $1379 / night

$9600 - $12057 / week

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from $1379 / night

21

Vacation villa in Saint Mary Parish

Saint Mary Parish / Tower Isle

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
The Somewhere villa is located on one and a half acres of beautifully landscaped oceanfront property overlooking the crystal clear waters of the Caribbean Sea. A large inside living room opens out into a large, comfortably furnished covered veranda, setting the scene fo …see more

from $647 / night

$4529 - $7028 / week

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avg. 3 minutes

from $647 / night

34

Vacation villa in Saint Mary Parish

Jamaica / Saint Mary Parish

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
Surrounded by 50 acres of landscaped lawn, fruit trees, and lush, untouched tropical forest, Bolt House is nestled on a hill overlooking Port Maria's beautiful blue harbor on the island of Jamaica. Augmenting this secluded five-bedroom private home, is a one-bedroom cot …see more

from $2000 / night

$14000 - $21000 / week

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avg. 3 minutes

from $2000 / night

(1) Very Good 

17

Vacation villa rental

Saint Mary Parish / Tower Isle

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Child friendly
Located 1 ½ hours from Montego Bay, this 1930’s Tudor house is the holiday escape that is totally spoilt, relaxing and unique. This quintessential historical abode is equipped with modern day amenities. The main house has four wonderfully furnished and air-co …see more

from $714 / night

$5000 - $14000 / week

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avg. 3 minutes

from $714 / night

34

Vacation apartment with shared pool in Saint Mary Parish

Saint Mary Parish / Tower Isle

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
My place is close to restaurants and dining, the beach, nightlife, family-friendly activities, and public transport. You’ll love my place because of the people, the ambiance, the outdoors space, and the neighborhood. My place is good for couples and solo adventurers,ITS …see more

from $56 / night

$350 - $595 / week

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avg. 36 minutes

from $56 / night

(27) Excellent 

32

Saint Mary Parish Vacation villa rental

Saint Mary Parish / Tower Isle

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 6 mi
  • Ask about children
  • Car not necessary
Your stay at The Orchids Villa promises to be most relaxing and memorable. Picture this just 15 minutes from Ocho Rios in the hills of St. Mary with its magnificent view of the coast line and the surrounding hills is the Orchids Villa .The villa is beautifully designed …see more

from $40 / night

$280 - $490 / week

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avg. 2 hours 10 minutes

from $40 / night

(6) Very Good 

17

Villa rental in Saint Mary Parish

Saint Mary Parish / Tower Isle

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
Frangipani is a deluxe home overlooking the crystal clear waters of the Caribbean. Nestled into a lush tropical hillside, the home offers outstanding views of the ocean. Beautifully furnished, the interiors feature tiled floors, comfortable and tasteful upholstered piec …see more

from $790 / night

$5530 - $9028 / week

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avg. 3 minutes

from $790 / night

13

Saint Mary Parish Vacation villa rental

Saint Mary Parish / Tower Isle

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
Eight Rivers is a resplendent and elegant home located on over one acre of manicured gardens on the lush Prospect Estate, overlooking the crystal clear waters of the Caribbean Sea. The home offers 5,000 square feet of spacious and tasteful interiors. The home has a sunk …see more

from $861 / night

$6029 - $11025 / week

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avg. 3 minutes

from $861 / night

45

Vacation apartment with swimming pool in Saint Mary Parish

Saint Mary Parish / Tower Isle

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
My place is close to restaurants and dining, the beach, nightlife, family-friendly activities, and public transport. You’ll love my place because of the people, the ambiance, the outdoors space, and the neighborhood. My place is good for couples and solo adventurers.My …see more

from $57 / night

$399 / week

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avg. 36 minutes

from $57 / night

(1) Excellent 

33

Saint Mary Parish Vacation villa rental

Saint Mary Parish / Oracabessa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
Loveland Villa, sits ideally on top of a slope that provides its occupants with a beautiful sea view. The villa comes with a private outdoor swimming pool and private beach access. Ideal getaway for the persons loving nature, privacy and quiet. Yet still ideal for thos …see more

from $200 / night

$1350 - $2120 / week

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from $200 / night

(1) Excellent 

16

Saint Mary Parish Vacation villa rental

Saint Mary Parish / Tower Isle

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
Wag Water is a charming three-bedroom villa overlooking the sea and forming part of the historic Prospect Estate. The combination of a spacious living room, equipped with modern conveniences such as satellite TV, telephone and CD stereo system, along with an extensive c …see more

from $503 / night

$3522 - $4620 / week

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avg. 3 minutes

from $503 / night

(3) Very Good 

31

Saint Mary Parish Vacation villa rental

Saint Mary Parish / Tower Isle

5 8 1 night min

  • 5 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 0.4 mi
  • Child friendly
  • Pet friendly
This Ocean View property is a newly refurbished modern villa offered by CLVillas located in St. Mary, Tower Isles. This is an upbeat and vibrant area, with local amenities such as: shops, restaurants and bars all within a short walking distance.. This property is situat …see more

from $400 / night

$2800 / week

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from $400 / night