Holiday rentals with a patio in Signal Hill

Buccoo Luxe Escape|3BR Condo w/Pool & Modern Charm

Welcome to Aurelia - a radiant escape where tropical serenity meets quiet luxury. Featuring warm natural finishes with sleek contemporary lines, Aurelia invites you to slow down and reconnect in refined comfort. This newly furnished 3-bedroom condo is artfully designed for families, friend groups, or long-stay guests seeking a luxurious escape close to beaches and island attractions. Relax in the open-plan living area with comfortable lounge seating and doors that open to your private balcony.

Vida Roma, Casa Josepha | 10min Drive to Beaches!

Welcome to Casa Josepha, our bright, exquisite, new villa, featuring breezy lux apartment Vida Roma (upstairs, 1 flight/ 21 steps). Wake up to tropical bird songs in our lush gardens. Enjoy bright living & kitchen areas, retreat to your work space or siesta in a cozy bedroom. 12 min from the airport, a 5-12 min drive to beaches, snorkeling, diving, biking, hiking, Buccoo reef, horseback riding, golf & spas. Walk 2-16 minutes to restaurants, bakery, grocery, bar, mall, shopping & a movie theatre!

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.

OceanView- Castara Roundhouse

Oceanview is a bright, airy 2-bedroom entire apartment in Castara’s iconic octagonal Roundhouse, just a 2-minute walk to the beach and village shops, cafés, and bars. Both bedrooms are air conditioned, and the living space features a TV with Netflix plus a fully equipped self-catering kitchen. Relax on the private sea-view balcony, enjoy lush garden views, and wake up to spectacular birds and rainforest sounds. Finished in high-end natural wood and concrete for a clean, modern Caribbean feel.

We Casa - simple Tobago luxury

Welcome to WE CASA - a well-designed, three-bedroom villa with simple, stylish touches to make our guests feel right at home. The bright, open-plan kitchen, living room and dining room lead right onto the poolside patio so everyone can enjoy each other's company. When you're ready to have some quiet time, retreat to your snug, air-conditioned bedroom for an afternoon siesta or a good night's rest. The villa is centrally located from shopping, beaches, banks etc - nothing's too far in Tobago!

Ocean View Retreat @ Succulent Inn

🌊 Escape to an unparalleled vacation where pristine nature meets convenience. Located in a hillside village, this unit offers sweeping ocean views on one side and majestic mountains on the other. Only 12 minute away from Scarborough. Offering the perfect couple’s getaway. Wake up to sun kissed ocean views right from your bed. A unique combination of country side serenity dramatic views and close proximity to the capital, and only 25 mins from the airport. This perfect blend awaits you.

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

Tradewinds Villa

Forget your worries in this spacious and serene Villa. Tradewinds Villa is a newly built quality home designed by a local respected Architect and is located in the up-scale development of Samaan Grove which is complemented by 24 hour security. Tradewinds can sleep 10 adults in comfort. All rooms have their own en-suite and has AC. The large kitchen with its elegant walnut finish gives you the perfect environment to entertain your close families and friends.

Villa Escalante TBGO Lower Level

Lower Level. If you’re searching for an experience then this is your destination!! Villa Escalante is a modern architect designed gem, nestled in the Main Ridge Forest. The Villa is designed to capture the view of Englishman’s Bay and the Main Ridge, a perfect spot for viewing both the flora and fauna. The Main Ridge Forest is a designated UNESCO biosphere reserve. The architect designed the villa so that nearly every living space has a 180-degree view.

Buccoolito 2B - Modern Condo w/Pool | Near beach

Comfort, convenience, and island charm await at Buccoolito 2B Enjoy this 2-bedroom, 2-bathroom modern condo with a fully equipped kitchen and a perfect view of the pool. Located in a secure, gated development with 24/7 security, Buccoolito 2B is just 15 minutes from both the airport and the ferry terminal. Centrally located, minutes away from the Picturesque Buccoo Beach and 15 minutes drive to the Popular Pigeon Point Beach and Store Bay Beach.

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.

Grafton view

Enjoy a stylish experience at this centrally-located beachfront apartment. 2 spacious bedrooms with en-suite modern showers A cozy third bedroom with a pull-out bed, perfect for extra guests Additional bathroom for your convenience, serving the common areas Just a stone's throw from restaurants, pristine beaches, and everything you need to enjoy the best of Tobago.