Holiday rentals in Scarborough

Premium Condo Accommodation at Tobago Plantations

Located in the prestigious gated community of Tobago Plantations. This location is great with 10 minutes drive to Pigeon Point, Store Bay, restaurants, shops and nightlife in Crown Point. Condo is fully furnished with great amenities. Two large bedrooms with two queen size beds in each room. To accommodate 8 guests. Access to three (3) shared pools, twenty four hour security, view of ocean and golf course, dedicated parking, high speed internet and Netflix on (3) 65" flat screen televisions.

Carlton’s Haven at Robyn’s Nest

Carlton’s Haven at Robyn’s Nest Tucked away in the tranquil village of Union, Tobago, Carlton’s Haven is a modern two bedroom, two bath, condo style duplex designed to make you feel completely at ease. Surrounded by lush greenery, the soothing sounds of birds, and cool island breezes, it’s your perfect escape into nature while still enjoying contemporary comfort and style. A 5-minute drive from Scarborough our capital putting local markets, beaches, and cultural gems right at your fingertips.

Sea View Villa Cluster 63A(2BR,Pool,Wifi,Golf)

Sea front villa with scenic entrance near the Magdalena Hotel with an international Golf Course. Minutes away from iconic beaches and shopping malls. Furnished, 2 bedrooms with upgraded ensuite bathrooms, open concept, and a private pool with sundeck on the ground floor of the duplex. Gated community(manned 24 hours) Fully air-conditioned along with ceiling fans & Netflix. Contains outside bathroom and utility room. * Maid service available at an additional charge.(Mandatory after 3nights)

Mon Reve Villa

This spacious property is located close to Mount Irvine golf course with stunning views of the Caribbean sea and beyond. With wooden ceilings and cool tiled floors, an open-plan lounge/dining room and spacious terrace ideal for dining and liming with friends and family. The villa offers four spacious air-conditioned bedrooms with king-size beds and en suite bathrooms. All have patio doors opening out to the beautifully landscaped tropical gardens and rectangular freshwater swimming pool.

Ocean view studio

Simple air-conditioned studio apartment with a private bathroom and an outside covered wood patio overlooking the Atlantic ocean. Refrigerator, microwave, teakettle, and toaster oven are located inside the studio. An outdoor counter with a single burner stovetop and sink for light breakfast and snacks. Absolutely no smoking inside the studio. Check-in after 1 pm For liability reasons, guests may not bring any visitors or any others to our home at any time, for any length of time.

The Fort Cottage

Welcome to our charming, historic home in this old Tobago neighborhood. The property was recently renovated, and all modern conveniences were installed but it maintains all the charm of its 150-year history. There’s almost always something in season - sapodilla, mangoes, lemons or guavas. Guests are welcome to fruits but are reminded that the chickens and iguanas are pets, not food. A short stroll away is the magnificent views of Fort King George built in the late 18th century.

"Malibu" in Tobago at the Ocean's Edge!

Think 'Malibu in Tobago' and you will know what it feels like to be welcomed into this luxurious penthouse villa at the ocean's edge. This stunning 3-bdrm villa located in Hope Estate, about a 10-min drive from the port in Scarborough, offers an unparalleled oceanfront experience with breathtaking views of the Atlantic and a salt water pool to make Malibu an even more enticing choice. All rooms are air-conditioned and minimally, yet beautifully, appointed with an ocean view.

Blanket & Brew- Private and Cozy 2 Bedroom

Welcome to Blanket & Brew! This private home is tucked away in Bacolet, Tobago, and was designed for dreamers, readers, and anyone craving a little peace. Inside, you’ll find: • Plush blankets and throws for ultimate snuggling • A self-serve coffee and tea station. • Ambient lighting, calming décor, and the scent of vanilla or cedarwood in the air • A few books and games to enjoy. Outside, enjoy: • A private patio to enjoy morning brews with sunrise or sunset views

Cardinal Villas TobagoThe Glass House,Samaan Grove

Cardinal Villas Tobago Welcome to our Luxury Edition Villa. This elegant and stylish villa blends modern finishes with Bali-inspired design, creating a dreamy escape where relaxation and tranquility are the main focus. Every detail of the villa has been carefully curated to exude a zen-like ambiance, perfect for unwinding and escaping the daily grind. Whether you're here for a special occasion, a romantic getaway, or simply to relax, our villa provides the ideal setting.

Sea & sunset view- beach steps away

•Private 1 BR apartment, 3 minute walk to 2 beaches. Sea view, tropical garden, full kitchen, A/C in bedroom. Located on ground floor of villa on a residential street in a lively, traditional fishing village. •NO CAR NEEDED- 3 minute walk to 2 beautiful beaches. Short walk to shops, restaurants & ATM. Public transport close by •Hammock and additional outdoor shower •Perfect for beach-loving travelers looking for a true taste of Tobago!

Romantic Suite + Spa Tub | Convenient Location

Nuvana is nestled in the heart of Scarborough, Tobago, offering free parking. No need to drive – it’s just a short walk to the ferry port KFC Subway Royal Castle and supermarkets. Relax in the living room with a 70” TV or the bedroom with a 55” TV. Netflix Tubi and Hulu are all available for binge-watching. Finally, unwind in our spacious bathtub with complimentary bath salts to soothe your body aches.

Sunset on the ocean

This apartment is unique in the Tobago short term rental space. Brand new, stylish "island chic" place offers ocean views and is right above one of the most stunning Tobago beaches. You have ample space for your family or as friends to enjoy spacious living and dining space, top of the art kitchen. The two bedrooms and 2.5 bathrooms give you the space to enjoy this calm yet very well located new spot.