Vacation Rentals with Pool in Scarborough, Trinidad and Tobago: Compare 10+ Sites & Save

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  2. Vacation Rentals with Pool
  3.  Trinidad and Tobago

  4.  Western Tobago
  5.  Scarborough

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197 Best Vacation Rentals with Pool in Scarborough (Starting from $55)

Shalom apartment
Shalom apartment
Apartment
Scarborough, Trinidad and Tobago
0.8k from Scarborough center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering, Beach rentals

2 Bedrooms6 Guests
8.1

Very Good

17 reviews

$200
Average price / night
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Private Caribbean Retreat
Private Caribbean Retreat
Villa
Scarborough, WI, Trinidad and Tobago
0.5k from Scarborough center

Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
9.4

Superb

33 reviews

$97
Average price / night
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The ARC
The ARC
House
Scarborough, Trinidad and Tobago
1.0k from Scarborough center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms12 Guests
9.6

Exceptional

7 reviews

$301
Average price / night
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Breeze Manor apartment 1 \n2bedroom apartment in lovely Scarborough with WiFi, AC
Breeze Manor apartment 1 \n2bedroom apartment in lovely Scarborough with WiFi, AC
Apartment
Scarborough, 00000, Trinidad and Tobago
0.8k from Scarborough center

AC, Dryer, Internet, Laundry, Pool, Washer

2 Bedrooms6 Guests
New to Booking
$121
Average price / night
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The ARC 2
The ARC 2
House
Scarborough, Trinidad and Tobago
1.0k from Scarborough center

Transportation/Shuttle, Sports/Activities, View, Parking, Ocean View, Child Friendly, Internet

3 Bedrooms4 Guests
New to Booking
$248
Average price / night
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Mary's Hill Lodge, Tobago
Mary's Hill Lodge, Tobago
House
Scarborough, Trinidad and Tobago
0.8k from Scarborough center

Balcony, Barbecue, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, Outdoor Space

3 Bedrooms9 Guests
8.8

Fabulous

3 reviews

$224
Average price / night
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Villa De Cruz - Deluxe Suite
Villa De Cruz - Deluxe Suite
Apartment
Scarborough, Trinidad and Tobago
1.5k from Scarborough center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
9.2

Superb

13 reviews

$90
Average price / night
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4 bdrm Vacation home.  Games & Toys. Full Kitchen. WiFi. Netflix. A/C.
4 bdrm Vacation home. Games & Toys. Full Kitchen. WiFi. Netflix. A/C.
Cottage
Scarborough, 00000, Trinidad and Tobago
0.9k from Scarborough center

AC, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, Outdoor Space

4 Bedrooms9 Guests
New to Booking
$257
Average price / night
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Villa De Cruz - Groovy Suite
Villa De Cruz - Groovy Suite
Apartment
Scarborough, Trinidad and Tobago
1.5k from Scarborough center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom4 Guests
8.4

Very Good

22 reviews

$99
Average price / night
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Spacious and stylish 2BR apartment with Sea View
Spacious and stylish 2BR apartment with Sea View
Apartment
Scarborough, Trinidad and Tobago
1.3k from Scarborough center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms6 Guests
8.0

Good

2 reviews

$373
Average price / night
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Villa De Cruz - Executive Suite
Villa De Cruz - Executive Suite
Apartment
Scarborough, Trinidad and Tobago
1.5k from Scarborough center

Air Conditioner, Balcony/Terrace, Pool, Pet Friendly, Internet, Security/Safety, Parking

2 Bedrooms4 Guests
7.5

Good

2 reviews

$200
Average price / night
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Top Seaview Apartment with pool
Top Seaview Apartment with pool
Apartment
Scarborough, 95, Trinidad and Tobago
1.4k from Scarborough center

AC, Barbecue, Free Parking, Internet, Kitchen, Laundry, No Smoking, Patio, Pool

2 Bedrooms3 Guests
7.4

Good

3 reviews

$210
Average price / night
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Luxury 5-Bed Villa in Tobago The Big Yellow House
Luxury 5-Bed Villa in Tobago The Big Yellow House
Villa
Maryʼs Hill, Trinidad and Tobago
1.7k from Scarborough center

Luxury, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

4 Bedrooms10 Guests
8.0

Good

1 reviews

$343
Average price / night
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Ohana-Villa by Interhome
Ohana-Villa by Interhome
House
Black Rock, 00000, Trinidad and Tobago
1.6k from Scarborough center

AC, Balcony, Barbecue, Elevator, Free Parking, Kitchen, Microwave, No Smoking, Outdoor Space

6 Bedrooms12 Guests
New to Booking
$2153
Average price / night
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Cozy one Bedroom Apartment Garden side
Cozy one Bedroom Apartment Garden side
Apartment
Lambeau, Trinidad and Tobago
2.4k from Scarborough center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Places to stay, Self-catering

1 Bedroom2 Guests
9.5

Superb

27 reviews

$59
Average price / night
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Ohana Villa, a Luxury Balinese Ocean Front Retreat, Ohana Villa, Tobago, WI
Ohana Villa, a Luxury Balinese Ocean Front Retreat, Ohana Villa, Tobago, WI
Villa
Scarborough, Trinidad and Tobago
1.6k from Scarborough center

AC, Barbecue, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

6 Bedrooms12 Guests
New to Booking
$1700
Average price / night
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Cozy one bedroom apartment pool side
Cozy one bedroom apartment pool side
Apartment
Lambeau, Trinidad and Tobago
2.6k from Scarborough center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Places to stay, Family, Self-catering

1 Bedroom2 Guests
9.7

Exceptional

17 reviews

$65
Average price / night
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Cozy one bedroom apartment
Cozy one bedroom apartment
Apartment
Lambeau, Trinidad and Tobago
2.6k from Scarborough center

Apartments, Cheap, Accommodations, Pools, Parking, Pet-friendly, Lodgings, Places to stay, Self-catering

1 Bedroom2 Guests
9.4

Superb

12 reviews

$55
Average price / night
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Casa Clara - a bright & spacious holiday retreat
Casa Clara - a bright & spacious holiday retreat
Villa
Scarborough, Trinidad and Tobago
2.6k from Scarborough center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Lodgings, Beach

6 Bedrooms11 Guests
10.0

Exceptional

1 reviews

$350
Average price / night
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Tropical Apartments Tobago : Coral Apt
Tropical Apartments Tobago : Coral Apt
Apartment
Carnbee, Trinidad and Tobago
1.7k from Scarborough center

AC, Internet, Kitchen, Laundry, No Smoking, Outdoor Space, Patio, Pool, TV

1 Bedroom3 Guests
8.0

Good

1 reviews

$82
Average price / night
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Infinity – on a clear day you can see forever …..\n
Infinity – on a clear day you can see forever …..\n
Villa
Bacolet, 00000, Trinidad and Tobago
1.8k from Scarborough center

AC, Balcony, Kitchen, No Smoking, Pool

4 Bedrooms6 Guests
New to Booking
$475
Average price / night
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CAHAYA VILLA, Luxury 3 bedroom, Ocean View
CAHAYA VILLA, Luxury 3 bedroom, Ocean View
Villa
Scarborough, Trinidad and Tobago
1.8k from Scarborough center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$475
Average price / night
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Tropical Apartments Tobago: Bluebell Apt
Tropical Apartments Tobago: Bluebell Apt
Apartment
Carnbee, Trinidad and Tobago
2.1k from Scarborough center

AC, Barbecue, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Pool

2 Bedrooms4 Guests
New to Booking
$151
Average price / night
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Tolle, strandnahe Villa mit Swimmingpool by Interhome
Tolle, strandnahe Villa mit Swimmingpool by Interhome
House
Black Rock, 95001, Trinidad and Tobago
2.4k from Scarborough center

AC, Barbecue, Free Parking, Kitchen, Microwave, No Smoking, Outdoor Space, Pool, Washer

4 Bedrooms10 Guests
New to Booking
$347
Average price / night
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Casa Clara - The Perfect Place For A Family/group Of Friends To Gather & Relax
Casa Clara - The Perfect Place For A Family/group Of Friends To Gather & Relax
Villa
Tobago, Trinidad and Tobago
2.5k from Scarborough center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

6 Bedrooms12 Guests
9.4

Superb

30 reviews

$269
Average price / night
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Cody one bedroom apartment
Cody one bedroom apartment
Apartment
Scarborough, 00000, Trinidad and Tobago
2.6k from Scarborough center

AC, Balcony, Dryer, Internet, Kitchen, Laundry, No Smoking, Patio, Pool

1 Bedroom2 Guests
New to Booking
$106
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals with Pool in Scarborough.

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Scarborough Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 197 verified vacation rentals with a pool in Scarborough. These include a wide range of private homes, villas, and condos that offer on-site swimming facilities for a more relaxing stay.

Prices for vacation rentals with a pool in Scarborough vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $55 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Scarborough offer private pools for exclusive use, while others provide access to shared or community pools. You can use filters to specifically find properties with private pools if that is your preference.

Yes, some vacation rentals with pools in Scarborough welcome pets. Currently, 16 listings allow pets, although policies may vary by property. It’s a good idea to review any rules related to pets around pool areas before booking.

Properties with pools are often in high demand, especially during warmer months and holidays, so booking 90 to 120 days in advance is recommended for the best selection. During off-peak seasons, you may still find availability closer to your travel dates.

Vacation rentals with pools in Scarborough often include additional outdoor features such as Pool, Balcony/Terrace, and Internet. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Scarborough offer heated pools, which can be especially useful during cooler months. In certain cases, pool heating may be available for an additional fee, so it’s best to check the property details before booking.