Family-friendly holiday rentals in Scarborough

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.

Kitchen · Indoor spaces · Value

Island Getaway - Buccoo. 3 bedroom condo, sleeps 6

Your perfect getaway 2 level condo with 3 bedrooms, 2.5 baths in a gated community behind the Buccoo Strip Mall off Shirvan Road. Shared pool on compound, balcony views and a short drive away from Buccoo Bay and Mt Irvine Beach and Mt Irvine Golf Course. Experience all the attractions of beaches, golf, horseback riding, glass bottom boat rides, Easter Sunday Buccoo Goat Races, Sunday School street parties, mouth watering local cuisine and the getaway experience in a brand new comfortable condo!!

Kitchen · Indoor spaces · Amenities

TheHeartVilla 5Bdrm 15ppl Family-Pool-Garden-Swing

The Heart Villa in Samaan Grove, a tropical paradise with a unique heart-shaped pool ideal for groups and family gatherings. Located near all the beautiful beaches. This 5 Bedroom villa screams tropical elegance, featuring an open-plan indoor and outdoor living areas that open to a stunning pool with 3 depths, offering Caribbean views and breeze. Equipped rooms with 4 en-suite baths and air conditioning. Enjoy a large gazebo with outdoor TV & BBQ area, and full amenities for a comfortable stay.

Kitchen · Indoor spaces · Comfort

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.

Family · Indoor spaces · Check-in

Casa Bon - a charming Bon Accord home

Casa Bon offers all the comforts you need in a Caribbean holiday home! It is conveniently located in the Bon Accord area and is walking distance to Store Bay and Pigeon Point - two of Tobago's most popular beaches. This charming Spanish-style villa is set in lush, tropical gardens and has four air conditioned bedrooms, three of which have ensuite bathrooms. The open plan living and dining rooms flow right onto the patio and pool deck complete with a free form swimming pool and attached spa.

Indoor spaces · Kitchen · Laundry

Firefly Villa - 'Roots'

A spacious, modern, beautifully decorated home with a zen vibe and an inspiring location for working away from home. ‘Roots’ has two cozy double bedrooms, comfortable work spaces and fully-equipped kitchen with kitchen island, and deluxe double fronted fridge, en-suite bathrooms and wooden floors. Lie by the infinity pool and watch as a bright blue-grey tanager flies right over your head from one tree to the next. The perfect blend of treehouse and charming, stylish Caribbean poolside villa.

Indoor spaces · Family · Nearby

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)

Indoor spaces · Family · Access

Samaya Villa

Your peaceful escape by the sea... Samaya Villa is a newly built modern retreat, where quiet luxury meets thoughtful design. The open concept living space flows seamlessly into the backyard pool deck. Each en-suite bedroom features large picture windows for breathtaking views. Perched above Tobago's Atlantic coastline, the Villa's infinity pool blends into the horizon to furnish a panoramic ocean scene. We welcome you to a refined experience that is restorative and unforgettable.

Indoor spaces · Family · Laundry

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.

Kitchen · Indoor spaces · TV

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.

Indoor spaces · Family · Long stay

"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.

Indoor spaces · Kitchen · Air conditioning

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

Kitchen · Indoor spaces · Sleep quality