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Rain Property Management & Real Estate Ltd.

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Aerial view of a tropical island beach with turquoise water

Vacation Villa Rentals in Tobago

Your dream vacation home is just a key away!

Bon Accord

*Rates subject to change for Peak Period

Couple toasting drinks by a villa rental pool
2-9 Persons
Casa Rojas Villa
$251-$375 USD

3 Bedrooms | 6 Beds | 3 Baths

Per Night

Bon Accord, Tobago

Luxury two-story villa rental with private swimming pool
2-14 Persons
Limestone Lodge
$265-$412 USD

4 Bedrooms | 6 Beds | 4.5 Baths

Per Night

Bon Accord, Tobago

Pink villa rentals with a swimming pool under a blue sky.
2-7 Persons
Paraiso Townhouse
$179-$269 USD

3 Bedrooms | 3 Beds | 2.5 Baths

Per Night

Bon Accord, Tobago

Luxury villa rental with private pool and patio
2-8 Persons
Coker Cabana Villa
$179-$328 USD

3 Bedrooms | 4 Beds | 3 Baths

Per Night

Bon Accord, Tobago

Outdoor swimming pool at a villa rental with palm trees.
2-11 Persons
Moore Vibez Villa
$300-$418 USD

4 Bedrooms | 6 Beds | 3 Baths

Per Night

Bon Accord, Tobago

Luxury villa rentals with private pool and garden.
2-8 Persons
Lazy Days Villa
$2000-$2800 TTD

4 Bedrooms | 5 Beds | 4 Baths

Per Night

Bon Accord, Tobago

Rain Villa swimming pool with slide and rooftop deck
2-16 Persons
Kaylee Villa
$448-$597 USD

5 Bedrooms | 8 Beds | 5 Baths

Per Night

Alfred Crescent, Bon Accord, Tobago

Outdoor swimming pool with lounge chairs and palm trees
2-15 Persons
Lily Rose Villa
$2400-$3200 TTD

4 Bedrooms | 7 Beds | 3 Baths

Bon Accord, Tobago

Per Night

Outdoor pool surrounded by lush tropical gardens.
2-9 Persons
Petite Haven Villa
$179-$298 USD

3 Bedrooms | 6 Beds | 2 Baths

Per Night

Bon Accord, Tobago

Black Rock

*Rates subject to change for Peak Period

Rain Villa rental with swimming pool and lounge area.
2-8 Persons
Bahari Blu Villa
$392 USD/$2625 TTD

4 Bedrooms | 5 Beds | 3 Baths

Per Night

Black Rock Village, Tobago

Luxury villa rentals with outdoor pool and palm trees.
2-6 Persons
Hibiscus Suite Condo
$354-$373 USD

3 Bedrooms | 3 Beds | 3 Baths

Per Night

Grafton, Black Rock, Tobago

Buccoo

*Rates subject to change for Peak Period

Outdoor pool at a villa rental complex under a blue sky.
2-8 Persons
Amity Buccoo Apt.
Starting at $1000 TTD

3 Bedrooms | 3 Beds | 2.5 Baths

Per Night

Buccoo Town Center, Tobago

Modern villa rentals with a swimming pool and green lawn
2-5 Persons
2B In Buccoo Apt.
$800-$1200 TTD

2 Bedrooms | 4 Beds | 2 Baths

Per Night

Buccoo Town Center, Tobago

Modern open-plan living room and kitchen in a villa rental.
2-6 Persons
Beachy Buccoo Bay Apt.
$750-$1300 TTD

2 Bedrooms | 3 Beds | 2 Baths

Per Night

Buccoo Town Center, Tobago

Modern open-plan living room and kitchen in a villa rental.
2-6 Persons
Coral Coast Apt.
Starting at $925 TTD

3 Bedrooms | 4 Beds | 2.5 Baths

Per Night

Buccoo, Tobago

Modern villa rentals with a swimming pool and patio.
2-6 Persons
Buccoo Breeze Apt.
$800-$1200 TTD

2 Bedrooms | 4 Beds | 2 Baths

Per Night

Buccoo Town Center, Tobago

Outdoor swimming pool at a villa rental complex.
2-5 Persons
Buccoo In 3D Apt.
$800-$1200 TTD

2 Bedrooms | 4 Beds | 2 Baths

Per Night

Buccoo Town Center, Tobago

Canaan

*Rates subject to change for Peak Period

Villa rental with private pool and patio under sunny sky.
2-10 Persons
Aery Villa
$2000-$2800 TTD

3 Bedrooms | 5 Beds | 3 Baths

Per Night

Samaan Grove, Canaan, Tobago

Outdoor pool area with lounge chairs at a villa rental
2-12 Persons
Mila Villa
$2200 - $3100 TTD

4 Bedrooms | 6 Beds | 4.5 Baths

Per Night

Samaan Grove, Canaan, Tobago

Luxury villa rental with private pool and palm trees
2-14 Persons
Sea Sea Zeb Villa
$2100-$3200 TTD

4 Bedrooms | 6 Beds | 4 Baths

Per Night

Samaan Grove, Canaan, Tobago

Luxury villa with a private swimming pool and patio.
2-10 Persons
Tobago Sands Villa
$1700-$3000 TTD

3 Bedrooms | 5 Beds | 3.5 Baths

Per Night

Samaan Grove, Canaan, Tobago

Crown Point

*Rates subject to change for Peak Period

Modern green two-story villa rental with white trim
2-9 Persons
Island Palms Townhouse
$119-$149 USD

2 Bedrooms | 4 Beds | 2 Baths

Per Night

Crown Point, Tobago

Green two-story villa rental with arched windows.
2-5 Persons
Townhouse 10
$88-$177 USD

2 Bedrooms | 3 Beds | 2.5 Baths

Per Night

Crown Point, Tobago

Modern villa kitchen and living area with white cabinets.
2-6 Persons
Ledaji Apartment
$500 TTD

2 Bedrooms | 5 Beds | 1 Bath

Per Night

Crown Point, Tobago

Rain Villa rentals pool area with ocean view
1-3 Persons
Paradise On Point
$112-$134 USD

1 Bedroom | 2 Beds | 1 Bath

Per Night

Crown Point Hotel, Tobago

Luxury villa rental with swimming pool and ocean view
2-14 Persons
Seas The Day Townhouse
$2800-$3500 TTD

5 Bedrooms | 7 Beds | 3.5 Baths

Per Night

Crown Point, Tobago

Lambeau

*Rates subject to change for Peak Period

Outdoor villa swimming pool and jacuzzi with ocean view
2-8 Persons
Cool-O Breeze-O Villa
$1400 - $2500 TTD

3 Bedrooms | 4 Beds | 3 Baths

Per Night

Gordon Heights, Lambeau, Tobago

Modern villa rental with private pool and patio lounge.
2-8 Persons
Glass House
$5600 TTD

4 Bedrooms | 4 Beds | 4 Baths

Per Night

Lambeau, Tobago

Lowlands

*Rates subject to change for Peak Period

Yellow luxury villa rental with private swimming pool
2-10 Persons
Easy As Villa
$2700-$3800 TTD

4 Bedrooms | 7 Beds | 4.5 Baths

Per Night

Tobago Plantations, Tobago

Tropical resort villa with pool and garden view
2-8 Persons
Seabreeze Condo
$1400-$1800 TTD

2 Bedrooms | 3 Beds | 2 Baths

Per Night

Tobago Plantations, Tobago

Tropical pool deck overlooking Caribbean ocean
2-10 Persons
Harambee Villa
$3000-$4200 TTD

4 Bedrooms | 6 Beds | 4 Baths

Per Night

Tobago Plantations, Tobago

Green villa rentals with outdoor pool under a blue sky.
2-8 Persons
Tropicana Condo
$1200-$2200 TTD

2 Bedrooms | 3 Beds | 2 Baths

Per Night

Tobago Plantations, Tobago

Outdoor swimming pool at a luxury villa rental estate.
2-8 Persons
La Coterie Villa
$1800-$2500 TTD

3 Bedrooms | 4 Beds | 3.5 Baths

Per Night

Tobago Plantations, Tobago

Infinity pool overlooking the ocean at sunset with gazebo.
2-11 Persons
Yemanja Villa
$4200-$5600 TTD

6 Bedrooms | 8 Beds | 5.5 Baths

Per Night

Tobago Plantations, Tobago

Outdoor pool with lounge chairs overlooking a lake.
2-4 Persons
Sandance Villa
$1400-$2400 TTD

2 Bedrooms | 3 Beds | 2 Baths

Per Night

Tobago Plantations, Tobago

Mt. Irvine/Arnos Vale

*Rates subject to change for Peak Period

Luxury villa rental with a private swimming pool at dusk.
2-10 Persons
$3200-$3600 TTD
Bimiti Villa

5 Bedrooms | 7 Beds | 5 Baths

Per Night

Mt. Irvine, Tobago

Private villa pool with lounge chairs and tropical palms
2-14 Persons
Reefview Villa
$4200 TTD

4 Bedrooms | 4 Beds | 4 Baths

Per Night

Mt. Irvine, Tobago

Infinity pool with lounge chairs at sunset overlooking a villa
2-26 Persons
Eagle's Base Villa
$5400-$8400 TTD

9 Bedrooms | 19 Beds | 10 Baths

Per Night

Mt. Irvine, Tobago

Wooden lounge chairs on a villa deck overlooking the ocean
2-10 Persons
Soleil Villa
$3200-$3500 TTD

4/5 Bedrooms | 6 Beds | 5 Baths

Per Night

Arnos Vale, Tobago

Luxury villa with a private swimming pool and lounge chairs.
2-8 Persons
Mon Reve Villa
$2400-$3200 TTD

4 Bedrooms | 5 Beds | 4 Baths

Per Night

Mt. Irvine, Tobago

Luxury villa rental pool with ocean view
16-24 Persons
Surfers Paradise Villa
$6300-$8400 TTD

8 Bedrooms | 25 Beds | 8 Baths

Per Night

Mt. Irvine, Tobago

Luxury villa pool with lounge chairs and tropical flowers
2-21 Persons
Ortanique Villa
$6300-$8400 TTD

8 Bedrooms | 10 Beds | 6 Baths

Per Night

Mt. Irvine, Tobago

Mt. Pleasant

*Rates subject to change for Peak Period

Private swimming pool and patio at a villa rental
2-6 Persons
Highend Resort
$1400 TTD

2 Bedrooms | 3 Beds | 3 Baths

Per Night

Mt. Pleasant, Tobago

Scarborough

*Rates subject to change for Peak Period

Tropical villa rental with swimming pool and palm trees
2-10 Persons
Jeanie Villa
$2400-$2800 TTD

5 Bedrooms | 6 Beds | 4 Baths

Per Night

Scarborough, Tobago

Aerial view of a villa rental pool with garden and ocean views
2-12 Persons
Plantation View Villa
$500 USD/$3500 TTD

4 Bedrooms | 6 Beds | 4 Baths

Per Night

Orange Hill, Tobago

Luxury villa rental swimming pool with a scenic view.
2-14 Persons
Whim & Fancy Villa
$3500-$4200 TTD

5 Bedrooms | 7 Beds | 5 Baths

Per Night

Spring Gardens Trace, Tobago

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