The definitive guide to holiday accommodation on Tobago

Tobago vacation rental Villas

Tobago offers a wide selection of holiday rental villas, houses and cottages to suit every budget. Here are some of the most highly recommended apartments, with links to their full listing on myTobago.

Black Rock Dreams

3 x Self-Catering Villas in Grafton, Tobago

Black Rock Dreams, Grafton, Tobago

Black Rock Dreams is a prestigious up-market development at the Black Rock end of Grafton Beach in Stonehaven Bay. The building comprises of eight 3-bedroom condominiums on two levels. The four villa-apartment units at either end of the building are particularly spacious, light and desirable. We recommend three of these units. The fourth is now in private hands and no longer available for rental.

The stunning beach-front location, superb facilities and high levels of accommodation put these units firmly in the upper tier of Tobago holiday accommodation. We describe Black Rock Dreams as villa-apartments because these luxurious accommodations are in many ways more suited to holidaymakers who would normally be considering a holiday rental villa.

  • Grafton (Lower Caribbean)
  • $300-375 per night
  •  
  • 15-minute drive
  • Beachside Property
  • CLICK HERE

Kapinjala

Self-Catering Villa in Arnos Vale, Tobago

Kapinjala, Arnos Vale, Tobago

Kapinjala is an immensely striking 4-bedroom luxury villa situated on a hillside in beautiful Arnos Vale. The villa offers the most stunning views over the surrounding hills and out to sea. This is one of the most tranquil properties that we have ever stayed at in Tobago and the villa offers the very highest standards of accommodation. The views from the house, deck and infinity pool are almost impossible to describe. We can only summarise our feelings by saying that we think it will be some time before any other property impresses us quite as much as Kapinjala.

  • Arnos Vale (Lower Caribbean)
  • $358 per night
  •  
  • 25-minute drive
  • 5 minute Drive
  • CLICK HERE

Mahogany Villa

Self-Catering Villa in Mount Irvine, Tobago

Mahogany Villa, Mount Irvine, Tobago

Mahogany Villa is a spacious 3-bedroom villa located on the attractive and desirable Villas On The Green development, set in a lovely two-acre valley setting adjacent to and overlooking the Mount Irvine golf course. Mahogany Villa has direct access onto the golf course and the clubhouse is within easy walking distance, making the villa ideal for golfing holidaymakers.

The development comprises of just 5 privately-owned villas built around a large central swimming pool. These villas make a great holiday accommodation base and could be an ideal solution for large wedding, family or corporate events.

  • Mount Irvine (Lower Caribbean)
  • $234-358 per night
  •  
  • 15-minute drive
  • 11-15 minute Walk
  • CLICK HERE

Mary's Hill Lodge

Holiday Rental Cottage in Mary's Hill, Tobago

Mary's Hill Lodge, Mary's Hill, Tobago

Mary's Hill Lodge is a 3-bedroom wooden-built cottage set high on a hillside, with views of woodlands on the other side of the valley. The house has two main double bedrooms, one of these has a single bed in, the other has bunkbeds in and the third is a single bedroom with a double bed, plus three bathrooms one of which is en-suite. The sitting/dining/kitchen area is breezy with a view of the sunset above the woodlands across the valley. All bedrooms have their own balconies looking out across the garden area and can be opened up to get the best of the cool night breezes.

  • Mary's Hill (Lower Caribbean)
  • $156-195 per night
  •  
  • 25-minute drive
  • 10 minute Drive
  • CLICK HERE

Petit Careme

Self-Catering Villa in Mount Irvine, Tobago

Petit Careme , Mount Irvine, Tobago

Petit Careme is a spacious 3-bedroom villa located on the attractive and desirable Villas On The Green development and set in a lovely two-acre valley setting adjacent to and bordering the Mount Irvine golf course. The three-bedroom villa can accommodate eight adults in comfort, with a maximum of 9. There is also a separate air-conditioned self-contained one-bedroom apartment beneath the villa that can be hired with the villa. Being a totally private small community, the five villas would make a stunning base for a wedding or corporate party.

The development comprises of just 5 privately-owned villas built around a large central swimming pool. These villas make a great holiday accommodation base and could be an ideal solution for large wedding, family or corporate events.

  • Mount Irvine (Lower Caribbean)
  • $270-380 per night
  •  
  • 15-minute drive
  • 6-10 minute Walk
  • CLICK HERE

SeaBreeze

Self-Catering Villa in Bacolet, Tobago

SeaBreeze, Bacolet, Tobago

SeaBreeze is a spacious six-bedroom clifftop villa located in Bacolet, an upscale residential area of Scarborough. This tranquil villa is set in more than an acre of mature tropical gardens and offers 180-degree views of the ocean. It is constantly blessed with cooling breezes being on the Atlantic side of the island. The villa is just a short walk away from picturesque Bacolet Bay beach and would make a great holiday base for larger parties or groups.

  • Bacolet (Scarborough)
  • $343 per night
  •  
  • 20-minute drive
  • 3-5 minute Walk
  • CLICK HERE

Sheppy's Den

Self-Catering Villa in Bacolet, Tobago

Sheppy's Den, Bacolet, Tobago

Sheppy's Den is a very individual house that offers visitors a unique experience packed with local flavour. With five very well-furnished and colourful bedrooms, this lovely house absolutely bursts with character. Fully air-conditioned and furnished and equipped to the highest standards, the vibrant colour schemes and furnishings offer visitors a unique experience and a comfortable holiday 'home from home'.

The property is owned, designed and managed by Colin 'Sheppy' Shepherd, who's popular car rental business has an enviable reputation for excellent service.

  • Bacolet (Scarborough)
  • $250-300 per night
  •  
  • 20-minute drive
  • 5 minute Drive
  • CLICK HERE

Soleil

Self-Catering Villa in Arnos Vale, Tobago

Soleil, Arnos Vale, Tobago

Soleil is undoubtedly the most stunning villa on Tobago and yet few visitors will ever even be aware of its existence or ever have the pleasure of seeing it. Located beside the Caribbean Sea at the end of a discrete cul-de-sac on the Arnos Vale plantation, this amazing villa is straight off the pages of a glossy 'Amazing Homes'-type publication. With five hugely spacious bedrooms, this property drips tasteful luxury devoid of ostentation.

  • Arnos Vale (Lower Caribbean)
  • $550-600 per night
  •  
  • 25-minute drive
  • 6-10 minute Walk
  • CLICK HERE

Tosca

Self-Catering Villa in Grafton, Tobago

Tosca, Grafton, Tobago

Tosca is a quaint three-bedroom villa located in the grounds of the Sanctuary Villa Resort at Pleasant Prospect. Beautiful Grafton beach is within walking distance and this homely comfortable property makes an ideal holiday home for those wishing to tour the island.

Full development of the Sanctuary Villa Resort was never completed. Tosca is largely unaffected and avoids views of many of the uncompleted buildings that blight some properties on the development.

  • Grafton (Lower Caribbean)
  • $166-222 per night
  •  
  • 15-minute drive
  • 6-10 minute Walk
  • CLICK HERE