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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!

Halcyon Days - tropical elegance with ocean view

Spend halcyon days in this stylish unit with modern Caribbean flair. Recently refurbished to provide guests with the feel of absolute comfort and relaxation, the unit has 3 spacious bedrooms - 2 on the 1st floor and 1 on the 2nd floor, each with its own bathroom. Each bedroom has cable TV for those who just can't miss their favourite show while on holiday, or a spacious verandah for those who just want to relax in the breeze with a book and a cuppa. There is access to 3 communal pools on site.

New 5-BR Villa Pool • Cine • Gym • Beach • Private

Discover Immacunique, a stunning 5-bedroom luxury villa ideal for group travel. Featuring a private pool & heated Jacuzzi, chef options, outdoor dining, smart amenities, and elegant modern design. The villa sits within walking distance of the beach, boardwalk, and golf course—perfect for sunrise walks, ocean dips, and leisurely days. Whether it’s a family trip, girls’ getaway, golf group, boys weekend or celebration, this villa offers comfort, convenience, and unforgettable memories.

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.

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.

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.

Shandison - High Lux 6-brm Villa with Sea Pool

Villa Shandison is an Ocean Front Villa that is the star of the Tobago Plantations estate. No expense has been spared in the maintenance and 2022 upgrade of this stellar space by the current owners Richard and Lana, who are themselves long time visitors to Tobago and incorporated all the “vacation must haves” into this one of a kind spacious 6 bedroom Sea Front Villa.

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.