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

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Vacation Rentals with Pool
  3.  Trinidad and Tobago

  4.  Tobago

Refine your search

Price per night

Amenity Filter

Rating

16 Best Vacation Rentals with Pool in Tobago (Starting from $109)

Silk Cotton Cottages
Silk Cotton Cottages
House
Parrot Hall, Trinidad and Tobago
3.0k from Tobago center

B&bs, Cheap, Accommodations, Pools, Parking, Guest houses, Homestays, Lodgings, Beach

2 Bedrooms2 Guests
10.0

Exceptional

9 reviews

$238
Average price / night
Check Availability
The Victory Villa
The Victory Villa
Villa
16 miss Mills Trace, Parlatuvier, Trinidad and Tobago
3.0k from Tobago center

AC, Bar, Barbecue, Business Services, Free Parking, Housekeeping, Internet, Laundry, Outdoor Grill

10.0

Exceptional

1 reviews

$165
Average price / night
Check Availability
Nature awaits in Tobago
Nature awaits in Tobago
Apartment
Parrot Hall, 11702, Trinidad and Tobago
3.0k from Tobago center

AC, Balcony, Barbecue, Breakfast Available, Dryer, Free Parking, Internet, Kitchen, Laundry

1 Bedroom2 Guests
New to Booking
$157
Average price / night
Check Availability
Paradise Point Villas
Paradise Point Villas
House
Castara, Trinidad and Tobago
4.7k from Tobago center

B&bs, Accommodations, Pools, Parking, Guest houses, Homestays, Lodgings, Jacuzzis, Places to stay

5 Bedrooms12 Guests
New to Booking
$212
Average price / night
Check Availability
The Sunset Room at The Victory Villa
The Sunset Room at The Victory Villa
Apartment
Parrot Hall, Trinidad and Tobago
3.2k from Tobago center

AC, Dryer, Internet, Laundry, No Smoking, Pool, Washer

1 Bedroom2 Guests
6.0

Review score

1 reviews

$157
Average price / night
Check Availability
RefleXion Views
RefleXion Views
Villa
Belle Garden, Trinidad and Tobago
7.2k from Tobago center

Internet, Air Conditioner, Transportation/Shuttle, Laundry, Smoking, Guest Services, Pool

3 Bedrooms12 Guests
8.0

Good

3 reviews

$237
Average price / night
Check Availability
Beautiful, secluded, open plan cottage with spectacular sea views
Beautiful, secluded, open plan cottage with spectacular sea views
Cottage
Castara, Trinidad and Tobago
3.6k from Tobago center

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

1 Bedroom2 Guests
9.6

Exceptional

4 reviews

$109
Average price / night
Check Availability
Breathtaking boho chic rainforest retreat perfect couples hideaway
Breathtaking boho chic rainforest retreat perfect couples hideaway
Villa
Parlatuvier, 960119, Trinidad and Tobago
4.1k from Tobago center

Balcony, Breakfast Available, Free Parking, Internet, Kitchen, Microwave, No Smoking, Patio, Pool

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$256
Average price / night
Check Availability
Luxury country retreat with stunning sea and rain forest views
Luxury country retreat with stunning sea and rain forest views
Villa
Parlatuvier Main Road, Trinidad and Tobago
4.7k from Tobago center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
9.6

Exceptional

55 reviews

$211
Average price / night
Check Availability
Rainbow lodge Caribbean  romance, private waterfall & secluded beaches -
Rainbow lodge Caribbean romance, private waterfall & secluded beaches -
Cabin
Tobago, tt, Trinidad and Tobago
4.9k from Tobago center

Kitchen, No Smoking, Patio, Pool, TV

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$231
Average price / night
Check Availability
Xanadu • Scenic Views + Private Waterfall
Xanadu • Scenic Views + Private Waterfall
Cabin
Tobago, Trinidad and Tobago
5.9k from Tobago center

Balcony, Free Parking, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, Patio, Pool

1 Bedroom4 Guests
New to Booking
$190
Average price / night
Check Availability
The Oasis w/ private beach & great view #432211004
The Oasis w/ private beach & great view #432211004
House
Mount Saint George, Trinidad and Tobago
7.8k from Tobago center

AC, Free Parking, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, Pool, TV

1 Bedroom2 Guests
9.4

Superb

3 reviews

$115
Average price / night
Check Availability
'Malibu in Tobago'
'Malibu in Tobago'
Villa
Hope, 00000, Trinidad and Tobago
8.3k from Tobago center

AC, Balcony, Dryer, Internet, Kitchen, Laundry, Pool, Washer

4 Bedrooms11 Guests
10.0

Exceptional

3 reviews

$369
Average price / night
Check Availability
Panoramic seascape from modern, 3-bedroom villa in Hope Estate
Panoramic seascape from modern, 3-bedroom villa in Hope Estate
Villa
Mesopotamia, Trinidad and Tobago
8.6k from Tobago center

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

3 Bedrooms8 Guests
New to Booking
$511
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 Tobago.

Tobago Vacation Rentals with Pool on the Map

Frequently Asked Questions

You can explore 16 verified vacation rentals with a pool in Tobago. 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 Tobago vary depending on the season, property size, and whether the pool is private or shared. Rates typically start from around $109 per night, with private pool homes and peak travel periods often costing more.

Many rentals in Tobago 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 Tobago welcome pets. Currently, 1 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 Tobago often include additional outdoor features such as Pool, Balcony/Terrace, and Kitchen. These amenities enhance comfort and make it easier to enjoy outdoor living during your stay.

Some vacation rentals in Tobago 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.