Discover Luxury Houses and Villas in Tobago

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Tobago villas

Luxury Tobago Vacation Houses and Villas

Fair View Villa-a Rustic Home In Tropical Gardens - Tobago
9.7 38 reviews

Fair View Villa-a Rustic Home In Tropical Gardens

house
Overlooking the scenic Mt. Irvine Golf Course, Fair View Villa offers a tranquil, private retreat in Trinidad and Tobago.
This luxury accommodation welcomes up to 8 guests with a private pool, expansive grounds, and the opportunity to enjoy fresh fruit from the garden.
Song Bird Suite At Robyns Nest - Tobago
9.7 83 reviews

Song Bird Suite At Robyns Nest

house, Buccoo
Offering breathtaking natural views, this studio is a short distance from Union's vibrant cultural attractions and local amenities.
Experience seamless indoor-outdoor living with contemporary furnishings and a sleek, modern bathroom designed for two guests seeking a peaceful, luxury retreat.
Cosy Home Away From Home - Tobago
10 7 reviews

Cosy Home Away From Home

house, Lambeau
Just 0.6 miles from Lambeau Stadium, this tranquil accommodation offers a peaceful escape with excellent ratings.
Enjoy a welcoming, luxury retreat with air conditioning, parking, and a full kitchen in the Lambeau area.
Casa Azura Tobago - Tobago
No reviews

Casa Azura Tobago

house, Crown Point
Just 0.6 miles from A.N.R. Robinson International Airport, Casa Azura Tobago offers a luxury escape in Crown Point, a mere 12-minute walk from Store Bay Beach.
Enjoy an exclusive private pool and complimentary WiFi at this premium accommodation, featuring air-conditioning and a fully equipped kitchen.
Conscious Cabin - Tobago
10 6 reviews

Conscious Cabin

cabin, Castara
Offering breathtaking rainforest and sea views, this exclusive cabin sits on the edge of the forest, a short distance from Trinidad and Tobago's main attractions.
This luxury accommodation provides an immersive nature experience with indoor/outdoor living for up to 2 guests, featuring a private and secluded ambiance.
Extraordinary Suite, Cheap Car Rent, Near Beach! - Tobago
9.8 92 reviews

Extraordinary Suite, Cheap Car Rent, Near Beach!

house, Bon Accord
Just 500 feet from Pigeon Point Beach and Store Bay Beach, this luxury apartment suite in Bon Accord offers an exclusive escape with excellent ratings.
This premium accommodation provides a welcoming 1-bedroom, 1-bathroom suite designed for two, featuring air conditioning, a full kitchen, and on-site car rental.
Paradise Place Apartments - Tobago
9.5 196 reviews

Paradise Place Apartments

house, Mount Irvine
Located in Mount Irvine, Paradise Place Apartments is a short drive from Buccoo Beach (1.4 miles) and Mount Irvine Bay Beach (1.5 miles), offering a tranquil escape just 3.7 miles from the international airport.
This recently renovated 700 sq ft luxury holiday home boasts a year-round outdoor swimming pool, hot tub, and a private terrace, perfect for relaxation and enjoying the quiet street ideal for fishing.
Mary's Hill Guest House - Tobago
9.3 3 reviews

Mary's Hill Guest House

house, Maryʼs Hill
Offering a year-round outdoor swimming pool with stunning views, Mary's Hill Guest House in Tobago provides luxury accommodation just 9 miles from A.N.R. Robinson International Airport.
This welcoming house boasts 3 bedrooms, 3 bathrooms, and a 60 square feet floor area, comfortably accommodating up to 24 guests with premium amenities and on-site parking.

Luxury Villas with Private Pools in Tobago

Among the 534 accommodations in Tobago, here are the 8 best villas and beach houses with a pool

Cardinal Villas Tobago-bram Villa, Samaan Grove - Tobago
9.9 48 reviews

Cardinal Villas Tobago-bram Villa, Samaan Grove

house
Located within the exclusive Samaan Grove gated community, this luxury villa offers a serene escape in Tobago.
Enjoy a premium, welcoming ambiance with a private swimming pool and lush garden, perfect for a relaxing vacation.
Three Bedroom Samaan Villa - Tobago
8.4 86 reviews

Three Bedroom Samaan Villa

house, Bon Accord
Situated in Canaan, a seaside district just 0.2 miles from the Kimme Museum Institute and Fort Millford, this luxury villa offers an exclusive escape.
Experience 2200 square feet of upscale living with 3 bedrooms, 3 bathrooms, a swimming pool, and a home theatre-like sound system for 8 guests.
Oceanview Paradise | Private Estate In Grafton - Tobago
9.8 8 reviews

Oceanview Paradise | Private Estate In Grafton

house
Offering panoramic views from an elevated ridge, Azulejo is a Mediterranean villa situated on a ten-acre estate, just 15 minutes from the airport and 3 minutes from Mount Irvine.
This exclusive 13,000 sq ft luxury villa boasts 7 bedrooms, dual infinity pools, and a fully equipped kitchen, accommodating up to 14 guests with 200 Mbps WiFi.
Island Time Tobago - Tobago
9.7 96 reviews

Island Time Tobago

house, Crown Point
Mere minutes from A.N.R. Robinson International Airport and two pristine white coral sand beaches, this Crown Point townhouse offers a prime location for an exclusive luxury escape.
This welcoming 3-bedroom, 2-bathroom accommodation comfortably hosts up to 6 guests with a private swimming pool and garden, perfect for an upscale Tobago experience.
Villa 45 - Tobago
9.2 23 reviews

Villa 45

house, Castara
Steps from Castara's natural beauty, Villa 45 offers a tranquil, luxury retreat with Caribbean flair and excellent property management.
This upscale accommodation comfortably sleeps 8 guests, featuring 3 bedrooms, 3 bathrooms, and a private 12x24 ft swimming pool.
Robbies Place, Elegance And Peace # 2 Bedroom Apt. - Tobago
9.2 53 reviews

Robbies Place, Elegance And Peace # 2 Bedroom Apt.

apartment, Black Rock
Ideally situated in a prime district, Robbie's Place offers prestigious apartments a short distance from major city landmarks in Trinidad and Tobago.
Experience unparalleled comfort with individually appointed one and two-bedroom apartments, featuring a swimming pool, air conditioning, and a garden for a truly exclusive stay.
Sugarsands Villa - Tobago
9.5 12 reviews

Sugarsands Villa

house, Buccoo
Steps from Pigeon Point Beach and local restaurants, Sugarsands Villa offers a luxury escape in Buccoo.
This welcoming 3-bedroom house provides air conditioning, a swimming pool, and parking for up to 10 guests, ensuring a premium, home-away-from-home experience.
Hceas Villa Compound Is 5 Minutes From The Airport And Beaches - Tobago
9.2 27 reviews

Hceas Villa Compound Is 5 Minutes From The Airport And Beaches

house, Bon Accord
Just a 12-minute walk from Store Bay Beach, this luxury villa in Bon Accord offers an exclusive escape with full-day security and premium amenities.
Enjoy 220 square feet of upscale comfort featuring a year-round outdoor pool, hot tub, sauna, and air-conditioning, all complemented by free WiFi and on-site private parking.

Luxury Villas with a Jacuzzi in Tobago

Villa Louis - Tobago
9.3 11 reviews

Villa Louis

house, Tobago
Within the exclusive Tobago Plantations golf course, this luxury villa offers a private tropical oasis on two spacious plots in Trinidad and Tobago.
Enjoy an exceptional 5-bedroom, 4-bathroom retreat with a swimming pool, jacuzzi, and ample parking, perfect for families seeking a premium getaway.
Hceas Villa Compound Is 5 Min To The Airport And Beaches, Up To 30 Ppl Max - Tobago
No reviews

Hceas Villa Compound Is 5 Min To The Airport And Beaches, Up To 30 Ppl Max

house, Bon Accord
Primely located in Crown Point, this luxury house is steps from Pigeon Point Beach and Store Bay, offering unparalleled walkability.
This upscale villa provides an exclusive escape with a capacity for 20 guests, featuring a luxurious pool, fast WiFi, and complimentary airport pickup for stays of 4 nights or more.
New Luxury Home - Villa Flores - Tobago
9.7 6 reviews

New Luxury Home - Villa Flores

house, Buccoo
Just 500 feet from ANR Robinson International Airport, this luxury Buccoo villa offers an exceptional location with panoramic views of the Atlantic Ocean.
This expansive 2900 sqft, family-friendly accommodation comfortably hosts 10 guests with a private swimming pool and Jacuzzi.
Hceas Villa In Tobago Is 5 Minutes To The Airport And Beach - Tobago
9.0 6 reviews

Hceas Villa In Tobago Is 5 Minutes To The Airport And Beach

house, Bon Accord
Centrally located in Bon Accord/Crown Point, this luxury villa is just a 5-minute drive from ANR airport and offers convenient access to beaches, restaurants, casinos, and bars.
This exclusive 5-bedroom, 4-bathroom villa comfortably accommodates 10 guests, boasting a private pool with LED lighting, an outdoor BBQ area, and fast WiFi for a premium stay.
Private Caribbean Retreat - Tobago
9.4 33 reviews

Private Caribbean Retreat

house, Scarborough
Located in the city center of Scarborough, Tobago, this luxury villa is a short distance from Pigeon Point Beach and Store Bay.
This welcoming house offers 1190 square feet of upscale comfort, featuring two bedrooms, one bathroom, a private pool, and a jacuzzi for up to four guests.
Valinor House - Tobago
9.3 6 reviews

Valinor House

house, Crown Point
Offering a private swimming pool and jacuzzi, this luxury Crown Point house provides an exclusive escape for up to 10 guests.
Experience abundant room for recreation and gatherings at this spacious, family-friendly property, ideal for creating lasting memories in Crown Point.
Charming 4-bedroom Villa With Ac And Wifi In The Gated Community. - Tobago
No reviews

Charming 4-bedroom Villa With Ac And Wifi In The Gated Community.

house, Tobago
Located in Tobago's Lowlands district, this luxury villa offers proximity to Fort Millford and the I Love Tobago Sign, with Pigeon Point Beach and Grafton Caledonia Wildlife Sanctuary just moments away.
This premium 4-bedroom, 4-bathroom villa comfortably accommodates 8 guests with air conditioning, a swimming pool, jacuzzi, and complimentary WiFi.
Deja Blue Villa - Tobago
9.8 9 reviews

Deja Blue Villa

B&B, Tobago
Steps from major cultural landmarks and vibrant city life, this tranquil and chic abode offers a peaceful retreat from the urban bustle in Trinidad and Tobago.
Experience a serene and stylish interior with a private swimming pool, Jacuzzi, and a fully equipped kitchen, providing a luxury stay for up to 8 guests.

Luxury Vacation Homes with a Balcony in Tobago

Pair luxury group living with breathtaking private vistas when you lock in a spectacular estate framing Tobago.

Luxury 5-bed Villa In Tobago The Big Yellow House - Tobago
8.0 1 review

Luxury 5-bed Villa In Tobago The Big Yellow House

house, Maryʼs Hill
Located in Tobago, The Big Yellow House is approximately 7.5 miles from A.N.R. Robinson International Airport.
This spacious 10,760 sq ft luxury villa accommodates 19 guests with four bedrooms, an indoor swimming pool, and a fully equipped kitchen.
Villa Flores- New Modern Luxury Villa Within Walking Distance From Anr Airport. - Tobago
9.0 2 reviews

Villa Flores- New Modern Luxury Villa Within Walking Distance From Anr Airport.

house, Bon Accord
Just 0.1 miles from ANR International Airport, this Crown Point villa offers exclusive access to Store Bay and Pigeon Point Beach, a mere 0.1 miles away.
Experience 2900 sqft of luxury living with a private swimming pool, outdoor kitchen, and panoramic Atlantic Ocean views, accommodating up to 10 guests.
3-bedroom Villa In Quaint Mount Irvine With Cool Ac Breeze - Tobago
No reviews

3-bedroom Villa In Quaint Mount Irvine With Cool Ac Breeze

house, Bethel
On the riverfront in Bethel, this luxury house offers prime access to Store Bay and Pigeon Point Beach, adjacent to a golf course.
This premium 2250 sq ft accommodation comfortably sleeps 10, featuring a private swimming pool, garden, and air-conditioned interiors with three bedrooms and two bathrooms.
Villa Emunah Cove-because Every Detail Counts - Tobago
9.6 17 reviews

Villa Emunah Cove-because Every Detail Counts

house, Crown Point
Offering an exclusive luxury experience in the serene Canoe Bay Area of Canaan, Tobago, Villa Emunah provides a tranquil setting away from the city's main hubs.
This expansive villa boasts seven artistically decorated rooms, a beach-entry swimming pool, and Spalding gardens, perfect for vacations, weddings, and retreats for up to 15 guests.
Sunset Villa - Tobago
No reviews

Sunset Villa

house, Black Rock
Enjoying garden and mountain views from the balcony and terrace, Sunset Villa offers a luxury escape in Black Rock, just 1.1 miles from Plymouth Beach and 5 miles from A.N.R. Robinson International Airport.
This welcoming 3-bedroom, 2-bathroom house provides premium comfort for up to 19 guests, featuring a fully equipped kitchenette, air conditioning, and complimentary WiFi.
Luxury 5-bed Villa In Tobago The Big Yellow House - Tobago
No reviews

Luxury 5-bed Villa In Tobago The Big Yellow House

house, Tobago
Offering stunning island and open sky views from its tranquil hillside setting above Scarborough, this luxury villa is just 2,500 feet from local restaurants and cafés.
This 10,760-square-foot estate accommodates up to 10 guests with four ensuite bedrooms, a private swimming pool, and a bountiful garden for an exclusive Tobago escape.
Crusoe Escape Villa - Tobago
8.0 1 review

Crusoe Escape Villa

house, Crown Point
Offering stunning ocean views from private balconies, this luxury villa in Crown Point, Tobago, is a short drive from Pigeon Point Beach and Grafton Caledonia Wildlife Sanctuary.
This 5-bedroom, 3-bathroom home comfortably accommodates 14 guests with a gourmet kitchen, infinity pool, and beautifully landscaped gardens.
Surfers Paradise Villa - Beachfront Sleeps 24 - Tobago
9.6 5 reviews

Surfers Paradise Villa - Beachfront Sleeps 24

house, Tobago
Steps from the beachfront in Mt. Irvine, Black Rock, this luxury villa offers exclusive access to unparalleled sunset views, just 1,200 feet from Pigeon Point Beach and Buccoo Reef.
Boasting 50,000 square feet of floor area and accommodating up to 32 guests, this premium estate features 6 air-conditioned bedrooms, a private courtyard with a barbecue grill, and a swimming pool with a jacuzzi.
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