Holiday rentals with a patio in Black Rock

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.

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.

SunsetView- Castara Roundhouse

Self-Catering SunsetView is an entire 2-bed 2-bath upper-floor apartment at Castara Roundhouse with a spectacular 200° wraparound balcony overlooking the sea, village, and rainforest. There’s an open-plan living room and kitchen with wooden shutters that open fully onto the balcony. Both bedrooms have ensuite bathrooms, and the space is naturally cooled by ocean breezes, finished in natural wood and concrete for relaxed Caribbean luxury and unforgettable sunsets. 55" TV -Prime/Netflix & Chill

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!

El Romeo, Casa Josepha | 10min Drive to Beaches!

Welcome to Casa Josepha, our bright, exquisite, new villa, featuring our romantic lux apartment- El Romeo. Wake up to tropical bird songs in our lush gardens. Enjoy the bright living and kitchen areas, retreat to your work space or siesta in your cozy bedroom. Only 12 minutes from the airport, a 5-12 minute drive to beaches, snorkeling, diving, biking, hiking, Buccoo reef, horseback riding, golf, and spas. Walk 2-16 minutes to restaurants, bakery, grocery, bar, mall, shopping and movies.

Saltwater Pool, Lush Garden, 5-10 min walk Beaches

Arcadian Bliss is a 4 bedroom, 3.5 bathroom, U-shaped home set in a beautiful, sloping one-acre garden. This fully-airconditioned villa features a 30ft x 15ft saltwater pool, a pickleball court and is 5 mins walk to Back Bay with its long stunning beach, rocky outcrops and "salt pools". 10 mins walk takes you to Mt Irvine Beach with its snorkelling, swimming, kayaking, surfing, and beach bar. Also 10 min walk away are a few restaurants, bars, fruit stand, fish stall, and mini mart.

Tobago Villa near Buccoo Beach has Stunning Pool

Although this stunning villa with its beautiful pool sleeps 10, the price quoted is for 6 persons. Each additional guest is $25 per night. If your family is bigger than this, feel free to ask about booking the adjacent one-bedroom Chalet for an additional US$100 per night. While the bedrooms are air-conditioned, the main living areas - living/dining room, porch and kitchen - of the Villa are cooled by ceiling fans and island breezes coming through the open windows and doors.

Blanket & Brew Accommodation

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

Island breeze penthouse

Forget your worries in this elegant, beautiful and relaxing space. Our penthouse is located at Building 9, Apartment 4D. Sip your coffee in our balcony while enjoying the morning island breeze and a view of the pool. You will find delicious doubles just in front of the compound and the best chicken sandwich from Block 22. Enjoy both pools, one in the morning and the other in the evening. There is a gym, one minute away, next to to the food court.

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.