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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.

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 & a movie theatre!

Cassia A - cosy 2bedroom apt in Tobago Plantations

Come relax in this spacious, breezy, ground floor, 2-bedroom condo with views of the 13th green in the centrally located Tobago Plantations Development. Cassia A features two bright bedrooms with 2 queen beds each, ensuite bathrooms and large french doors to the patio. Other amenities include a 3rd bathroom, fully outfitted kitchen, laundry facilities, access to any of the 3 communal pools and 24-hour security on compound. Enjoy peaceful strolls through the golf course to nearby Rockley Bay.

Pleasant Cove: Luxe Villa w. Private Beach

Welcome to Pleasant Cove. The newest home in the community, it features all the amenities you'd expect in a luxury villa and is set in a breathtaking beach front location complete with private, sheltered cove for swimming and snorkeling. The 4 large, en suite bedrooms plus open plan loft with queen bed welcome up to 10 guests and local artwork is extensively featured. A whole house Orbi mesh system provides high speed internet. Located within a gated, golf course community.

Beautiful 2-bedroom cottage with pool

Villa Laguna: a beautiful , comfortable and serene cottage… Unwind in this little piece of paradise. Paddle in the Petit Trou Lagoon and take in its wide variety of flora and fauna. Laguna’s kayaks are at your doorstep (1 double and 1 single.) Tobago is an an ideal location for bird watching, several of which can be seen within Tobago Plantations and right from your deck. Or take in its exquisite sunsets with a sundowner, or while finishing a round of golf.

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. Enjoy great food at the Food Court, which is located directly in front of our compound. No need to cook😉 Unfortunately, we do not allow children below the age of 10 due to safety concerns in the balcony, as we are on the 4th floor.

TheFairway:6BRFamilyVilla(18-26ppl) Pool Slide Spa

About this space 🏆 Tobago's largest luxury villa — sleeps 26 with 18 included in base rate. 6BR/5.5BA on the Tobago Plantations championship golf course. 🏊 Private pool + waterslide • Jacuzzi • Games room with pool table & foosball • Kids bunk room (sleeps 8) • Japandi dining for 18 • Gazebo with fairway views • Full A/C • Fast WiFi 🔒 Gated 24/7 security. Minutes from beaches, marina, restaurants. 💰 Pricing: 18 included. Guests 19-26 fees apply.

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.

Summer Breeze

Stop scrolling — your perfect Caribbean getaway is right here! Welcome to Summer Breeze, a charming 2-bedroom, fully furnished en-suite condominium on the first floor, located in the exclusive Tobago Plantation. Designed for comfort and style, it’s the ideal retreat for a single traveler seeking peace, couples in search of romance, or families ready for fun in the sun. Wake up to fresh island breezes in this secure gated community.

Easy As Villa

Situated in the 20 acre gated Tobago Plantations Estate, this fully furnished Colonial/Caribbean style villa sits on the edge of a well - manicured 18 -hole golf course and opposite to two and a half miles of beach. The Villa is among a select handful of premiere Tobago luxury rentals and is located in the Tobago Plantations Estate, one of the most exclusive communities on this enchanting island in the South Caribbean Sea.

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.

Villa Delphinae

Welcome to your dream vacation getaway in Samaan Grove, Canaan, Tobago. This exquisite 4-bedroom 4.5 bathroom vacation house, is a perfect blend of tropical serenity, modern comforts, and easy access to the island's most captivating attractions. It promises an unforgettable retreat for families and groups seeking a slice of Caribbean paradise.