40 Best Port of Spain Apartments on Holiday Lettings - Vacation rentals

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125 Vacation rentals

(2) Excellent 

20

Vacation apartment in Port of Spain

Trinidad / Port of Spain

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 5 mi
  • Child friendly
  • Car not necessary
Bayville Holiday Apartment is a Tastefully Appointed Self-Contained Apartment and can sleep up to 5 persons, it is fully furnished to a high standard and features One Spacious Air-Conditioned Bedroom, furnished with 2 double beds and one twin bed. The kitchen has 7pc …see more

from $70 / night

$490 - $910 / week

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from $70 / night

22

Vacation b&b with shared pool in Port of Spain

Trinidad / Port of Spain

5 25 2 nights min

  • 5 bedrooms
  • Sleeps 25
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
At the end of the archipelago of the Caribbean, in the beautiful tropical island of Trinidad and Tobago; La Mamre is a "get away" sanctuary nestled in the lush hills of Maraval, just overlooking the Moka Golf Course with awe-inspiring view of the Paramin Hills just a fe …see more

from $65 / night

$390 - $7,635 / week

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from $65 / night

6

St. Ann's Vacation guest house rental

Port of Spain / St. Ann's

4 2 3 nights min

  • 4 bedrooms
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Tennille's Guest House has a large bar beneath the property that serves food and drinks. There are many eateries and bars nearby if you want other cuisines. St Ann's road is very close to the Carnival Road and is popular for Carnival goers. We have a housekeeper availab …see more

from $113 / night

$790 / week

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from $113 / night

8

Vacation home accommodation

Port of Spain / St. Ann's

4 2 85 nights min

  • 4 bedrooms
  • Sleeps 2
  • 85 nights min
  • Child friendly
  • Air conditioning
Tennille's Guest House has a large bar beneath the property that serves food and drinks. There are many eateries and bars nearby if you want other cuisines. St Ann's road is very close to the Carnival Road and is popular for Carnival goers. We have a housekeeper availab …see more

from $113 / night

$786 / week

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from $113 / night

8

St. Ann's Vacation home rental

Port of Spain / St. Ann's

4 2 85 nights min

  • 4 bedrooms
  • Sleeps 2
  • 85 nights min
  • Child friendly
  • Air conditioning
Tennille's Guest House has a large bar beneath the property that serves food and drinks. There are many eateries and bars nearby if you want other cuisines. St Ann's road is very close to the Carnival Road and is popular for Carnival goers. We have a housekeeper availab …see more

from $113 / night

$786 / week

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from $113 / night

8

Vacation home in St. Ann's

Port of Spain / St. Ann's

4 2 85 nights min

  • 4 bedrooms
  • Sleeps 2
  • 85 nights min
  • Child friendly
  • Air conditioning
Tennille's Guest House has a large bar beneath the property that serves food and drinks. There are many eateries and bars nearby if you want other cuisines. St Ann's road is very close to the Carnival Road and is popular for Carnival goers. We have a housekeeper availab …see more

from $133 / night

$929 / week

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from $133 / night

7

Vacation home in Port of Spain

Trinidad / Port of Spain

1 3 4 nights min

  • 1 bedroom
  • Sleeps 3
  • 4 nights min
  • Air conditioning
no thing to say, Travellers look for specific criteria when searching for a home, so take the time to fill out as many details here as you canTravellers look for specific criteria when searching for a home, so take the time to fill out as many details here as you canTra …see more

from $311 / night

$2,172 / week

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from $311 / night

16

Vacation apartment in Port of Spain

Trinidad / Port of Spain

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
Beautifully furnished apartments located on the Avenue in Woodbrook. This guesthouse has restaurants, bar and sport club, hair salons, Spa, mini shopping stores and is conveniently located within close proximately to supermarkets, several restaurants, pharmacy, night cl …see more

from $60 / night

$420 / week

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from $60 / night

9

Port of Spain Vacation hotel apartment rental

Trinidad / Port of Spain

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
These apartments are located on 19 De Verteuil Street in Woodbrook, Trinidad. The neighbourhood is both residential/commercial , yet conveniently located within close proximity, to the supermarkets, fast food restaurants, pharmacy, gyms, clubs, banks etc. On the compoun …see more

from $60 / night

$420 / week

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from $60 / night

16

Vacation apartment in Saint Clair

Port of Spain / Saint Clair

8 16 1 night min

  • 8 bedrooms
  • Sleeps 16
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
The property is located in the city of Port of Spain, the capital of Trinidad and Tobago within 5 minutes walk of the United States, Canada, United Kingdom, Colombia, Germany and Peoples Republic of China Embassies. The property features 7 fully furnished self contained …see more

from $150 / night

$950 / week

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from $150 / night

(11) Very Good 

30

Port of Spain Vacation home rental

Trinidad / Port of Spain

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
The house is centrally located in Port of Spain. It is close to the Cricket, Football (soccer) and Tennis Stadiums. The house is one short block of the Savannah. (Queens Park Oval) Locals use the Savannah to run or walk around for exercise. Drink a coconut water and e …see more

from $150 / night

$1,000 - $5,200 / week

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from $150 / night

(2) Excellent 

18

Vacation b&b in Port of Spain

Trinidad / Port of Spain

5 15 3 nights min

  • 5 bedrooms
  • Sleeps 15
  • 3 nights min
  • Nearest beach 16 mi
  • Child friendly
  • Car not necessary
The Glen Inn was built and established in 2010. It's central location enables our guests to truly immerse themselves in the city’s thriving cultural landscape. A Few of Our Features & Amenities include: Convenient location in the heart of Port-of-Spain one-bedroom …see more

from $125 / night

$875 - $8,225 / week

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Responds fast!
avg. 1 hour 23 minutes

from $125 / night

6

Vacation home accommodation

Trinidad / Port of Spain

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Air conditioning
Welcome to Colonial Cottage Apartment!If you’re a business traveller or casual vacationer in Port of Spain, Trinidad, and you’re looking for quality accommodation that offers you a Great Location, Good Value and Gracious Style, then search no more.With Complimentary Wir …see more

from $75 / night

$525 / week

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from $75 / night

8

Guest house rental in Port of Spain

Trinidad / Port of Spain

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning
These apartments are located on 19 De Verteuil Street in Woodbrook, Trinidad. The neighbourhood is both residential/commercial , yet conveniently located within close proximity, to the supermarkets, fast food restaurants, pharmacy, gyms, clubs, banks etc. On the compoun …see more

from $45 / night

$315 / week

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from $45 / night

(1) Excellent 

19

Vacation manor house in Port of Spain

Trinidad / Port of Spain

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Private garden
Spacious living, dining and entertaining area(s). Overlooking the Caribbean Sea and Santa Cruz to the south. Surrounded by cultivated gardens of exotic flowers and foliage. Five miles from Maracas Bay. Three miles to Maraval village. Forest trails and private access to …see more

from $100 / night

$700 / week

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from $100 / night

(2) Very Good 

38

Apartment rental in Port of Spain

Trinidad / Port of Spain

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Centrally-located, secure compound overlooking Queen's Park Savannah, 2-bed 2-bath 5th-floor apt. Carnival Heaven. Fresh Savannah breezes or fully air-conditioned quiet. Rooftop patio, 360-degree city, sea & mountain views available to guests. Electric driveway gate, da …see more

from $80 / night

$560 / week

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Responds fast!
avg. 3 hours 5 minutes

from $80 / night

5

Apartment rental in St. Ann's

Port of Spain / St. Ann's

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
This beautiful Apartment is located in St James just off the main road very close to the two major shopping malls in the west side of the island. Very close to public transportation and is ideal for those who want to take that stroll to the queens park Savannah to hav …see more

from $100 / night

$630 / week

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from $100 / night

5

St. Ann's Vacation apartment accommodation

Port of Spain / St. Ann's

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 23 mi
  • Air conditioning
Modern semi-detached one bedroom upstairs/downstairs apartment. The space is inviting and comfortably furnished, ideal for relaxing and entertaining. It contains a fully equipped kitchenette, living/dining space, downstairs bathroom and Loft bedroom with a queen sized b …see more

from $74 / night

$460 - $1,600 / week

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from $74 / night

(3) Excellent 

17

Port of Spain Vacation apartment accommodation

Trinidad / Port of Spain

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautifully furnished and equipped residence located in Champ Fleur Terrance. Secure gated community with pool. Parking space for 2 cars included within. Perfect for a family vacation getaway. Quiet, tranquil and friendly neighborhood. This is a flat apartment with …see more

from $89 / night

$623 / week

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from $89 / night

22

Port of Spain Vacation home rental

Trinidad / Port of Spain

5 10 4 nights min

  • 5 bedrooms
  • Sleeps 10
  • 4 nights min
  • Air conditioning
Dine around the corner; Shop right next door; Catch a taxi one street up; Enjoy a bustling nightlife one block away! It's all at your fingertips! Our Marli Street Vacation Rental offers competivitive pricing to meet your group needs! Best Location Ever! …see more

from $120 / night

$840 / week

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from $120 / night

(1) Excellent 

13

Vacation apartment in Saint James

Port of Spain / Saint James

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 20 mi
  • Child friendly
  • Car not necessary
This is a perfect Carnival Location five minutes walk from Ariapita Avenue, and ten minutes walk to the QP Savannah and to Port of Spain. You do not need a car. This is a spacious, clean and breezy property, fully air conditioned with outfitted This is a two bedroom a …see more

from $48 / night

$336 / week

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Responds fast!
avg. 3 hours 10 minutes

from $48 / night

16

Vacation apartment rental

Trinidad / Port of Spain

1 8 Min stay varies

  • 1 bedroom
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
The Paria Studio Suite @ The Cannons of Trinidad and Tobago, W.I located at St. James, Port of Spain, offers beautiful, self catering, fully-furnished apartments (1, 2 or 3 bedrooms). Ideally located to accommodate vacationers, thrill seekers, eco-tourist and business t …see more

from $45 / night

$2,000 / week

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from $45 / night

(1) Excellent 

12

Port of Spain Vacation apartment rental

Trinidad / Port of Spain

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
This is a self contained two bedroom apartment fully secured with internet access and cable TV. It is located just off Ariapita avenue in secure safe building. Just off Ariapita Avenue walking distance to restaurants, carnival events and entertainment. Find your way …see more

from $50 / night

$350 / week

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Responds fast!
avg. 3 hours 10 minutes

from $50 / night

(1)  

15

Vacation apartment rental

Trinidad / Port of Spain

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 15 mi
  • Child friendly
  • Air conditioning
Tobago Suite - St. James @ The Cannons Of Trinidad And Tobago, W.I. is 10 minutes away from the Capital City of Port of Spain, home to our world renowned Trinidad Carnival. Perfect for business travelers or families and couples wishing to have a quiet and relaxing stay …see more

from $65 / night

$3,500 / week

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from $65 / night

(2) Excellent 

5

Vacation b&b in Port of Spain

Trinidad / Port of Spain

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
The room contains a queen size bed with an ensuite. The room sleeps two (2) people. There is a $50 fee for the additional person. The stay also includes complementary breakfast and dinner. …see more

from $125 / night

$875 - $1,400 / week

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Responds fast!
avg. 1 hour 23 minutes

from $125 / night

(1) Excellent 

12

Vacation home in Port of Spain

Trinidad / Port of Spain

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
Ber-Dina's Place is a fully-furnished vacation rental home with four bedrooms, three bathrooms, full kitchen and laundry. It is conveniently located in the bustling Belmont neighborhood in the capital city of Trinidad & Tobago, Port of Spain. The central location offers …see more

from $169 / night

$1,169 / week

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from $169 / night

11

Vacation townhouse rental

Port of Spain / Saint James

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 10 mi
  • Child friendly
  • Air conditioning
Beautiful tri-story, townhouse located in gated and secure compound, neatly tucked away with a gorgeous view in Glencoe, Port of Spain. It is just 1 mile from major supermarkets, pharmacy, bank, restaurants and 5 miles from the heart of Port of Spain. See description be …see more

from $98 / night

$600 - $1,160 / week

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Responds fast!
avg. 56 minutes

from $98 / night

22

Vacation guest house in Port of Spain

Trinidad / Port of Spain

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
Beautifully furnished apartments located on the Avenue in Woodbrook. This guesthouse has restaurants, bar and sport club, hair salons, Spa, mini shopping stores and is conveniently located within close proximately to supermarkets, several restaurants, pharmacy, night cl …see more

from $40 / night

$280 / week

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from $40 / night

(1) Excellent 

15

Saint Clair Vacation apartment rental

Port of Spain / Saint Clair

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 20 mi
  • Child friendly
  • Car not necessary
This is a safe, quiet self contained three bedroom apartment fully secured with internet access, cable TV, and all amenities. It is located just off Ariapita avenue in secure safe building, walking distance to restaurants, carnival events and entertainment Guests hav …see more

from $60 / night

$420 / week

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Responds fast!
avg. 3 hours 10 minutes

from $60 / night

22

Vacation villa in Port of Spain

Trinidad / Port of Spain

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Child friendly
  • Air conditioning
  • Private garden
Pomme Rose Villa is a cosy, spacious, self-catering 3-bedroom Caribbean-styled vacation getaway located in Cascade, Port of Spain, close to the Queen's Park Savannah and down town Port of Spain. The villa has a spacious living area which opens out onto a patio with a g …see more

from $150 / night

$1,050 / week

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from $150 / night

9

Vacation cottage in Port of Spain

Trinidad / Port of Spain

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
La Solana is a small but fully equipped cottage attached to the main farmhouse. It has a private entrance, large patio and roof terrace with stunning views of the mountains, the village and surrounding countryside. It is up a short track which is shared by a neighbour …see more

from $968 / night

$6,773 / week

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from $968 / night

(1) Excellent 

14

St. Ann's Vacation apartment rental

Port of Spain / St. Ann's

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
This is a very beautiful apartment. Its located within 2-5 mins of two major shopping malls in the west side of the island. Very close the capital, the magnificent seven, restaurants, several night clubs and public transportation. It's a fully equipped a …see more

from $100 / night

$700 / week

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Responds fast!
avg. 2 hours 44 minutes

from $100 / night

12

Vacation apartment in Port of Spain

Trinidad / Port of Spain

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
Situated in the heart of Woodbrook in the island of Trinidad this studio apartment is fully furnished and is conveniently located 2 minute walk to Ariapita Avenue which is also known as the centre of nightlife and Carnival. This unit is furnished with Flat screen TV, In …see more

from $60 / night

$420 / week

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from $60 / night

(3) Excellent 

6

Port of Spain Vacation b&b rental

Trinidad / Port of Spain

5 15 3 nights min

  • 5 bedrooms
  • Sleeps 15
  • 3 nights min
  • Nearest beach 16 mi
  • Child friendly
  • Car not necessary
The room contains a queen size bed with an ensuite. The room sleeps two (2) people. There is a $75 fee for the additional person. The stay also includes complementary breakfast and dinner. …see more

from $125 / night

$875 - $8,225 / week

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Responds fast!
avg. 1 hour 23 minutes

from $125 / night

7

St. Ann's Vacation home rental

Port of Spain / St. Ann's

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 32 mi
  • Child friendly
Recently renovated Colonial Style house with traditional and modern architectural elements. The front porch is inviting and comfortably furnished, ideal for relaxing and entertaining. The living spaces boast pine floors, high ceilings and intricate lattice works. Guests …see more

from $120 / night

$672 - $1,600 / week

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from $120 / night

13

Vacation b&b in St. Ann's

Port of Spain / St. Ann's

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 23 mi
  • Swimming pool
  • Child friendly
Guest amenities are an outdoor salt pool and teak deck terraces with panoramic views out to the valleys and Caribbean Sea and port. This double room with queen bed is air conditioned and comes with its own full bathroom and a refrigerator in the room. Free breakfast, Wi …see more

from $56 / night

$376 - $1,800 / week

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from $56 / night

(2) Very Good 

21

Port of Spain Vacation apartment rental

Trinidad / Port of Spain

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Child friendly
  • Air conditioning
The house is on the same property as the house in the pictures. It has all the compforts of home, including Internet, cable, washer and dryer. Complete kitchen. It has a living room and dining room. Ample space for 5 guest. If you are a family you can stay w …see more

from $100 / night

$700 - $6,300 / week

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from $100 / night

18

Port of Spain Vacation apartment rental

Trinidad / Port of Spain

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden
Beautifully furnished apartments located on the Avenue in Woodbrook. This guesthouse has restaurants, bar and sport club, hair salons, Spa, mini shopping stores and is conveniently located within close proximately to supermarkets, several restaurants, pharmacy, night cl …see more

from $45 / night

$315 / week

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from $45 / night

(1) Excellent 

8

Port of Spain Vacation apartment rental

Trinidad / Port of Spain

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
My home is located in a safe and quiet neighborhood. There is secured parking. There is a park with a playground and jogging track nearby. There is also a gym located next to the park. The Catholic Church is also in walking distance from the apartment. Apt is located a …see more

from $75 / night

$450 - $800 / week

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Responds fast!
avg. 1 hour 50 minutes

from $75 / night

(2) Good 

10

Vacation studio in St. Ann's

Port of Spain / St. Ann's

Studio 2 3 nights min

  • Studio
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 17 mi
  • Ask about children
This 22 acre space is ideal for the nature lover to enjoy our Serenity Studio accommodation. You can experience the quiet and green space and hear the many birds as they perch along the walkways and flyby the humming bird feeders. if you are lucky you may see some wild …see more

from $90 / night

$600 / week

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from $90 / night