Holiday houses 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.

Location · Value · Cleanliness

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!

Location · Value · Decor

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.

Location · Family · Shared spaces

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!

Value · Location · Kitchen

Nirvana Tobago Villa Saltwater Pool & Ocean View

Nirvana Tobago is a luxurious Private Villa on the Caribbean coast with Ocean Views. Ample alfresco dining space, poolside cabana bar and saltwater pool. Over 4000+ sq. ft residence is graced with 12-foot ceilings and skylights. Interiors feature a chef kitchen and well-appointed bedrooms with ensuite bathrooms, no better place to restore your sense of bliss! Perfect for weekend getaways, extended stays and remote working. We have fast and reliable wifi and laptop friendly workspaces.

Location · Value · Checkout

Apas On The Hill: One Bedroom Apartment 2

Welcome to "Apas On The Hill". Nestled in the quiet Signal Hill area, we are located approx. 4 Kms from the sea port at Scarborough and 11 Kms from the ANR Robinson International Airport. Enjoy peace and tranquility while being in a safe, private and comfortable environment. Our rooms (apartments) are cozy, yet elegant, spacious and comfortable. Each apartment comes with a fully equipped kitchen, outfitted with modern appliances, Wi-Fi, hot and cold water, cable TV, linen and towels.

Location · Value · Accuracy

TheCasaVilla 7Bdrm, 27ppl, Sunsets, Pool, Theatre

Sunsets hit perfectly from the hilltop. The Casa Villa is our newest flagship, a 7-bedroom luxury villa perched above Mt. Irvine with sweeping Caribbean views, an infinity pool that spills toward the sea, and a private theatre & games room. Sleeps up to 27 across seven beautifully appointed bedrooms, built for family reunions, milestone birthdays, destination weddings & corporate retreats. Minutes from Mt. Irvine Beach, Stonehaven Bay & Pigeon Point. With a focus on large groups.

Value · Family · View

Rosita with a Waterfall Jacuzzi & Rain Forest feel

Welcome to Rosita, your Caribbean retreat on the tropical island of Tobago. This holiday villa combines comfort, relaxation, and modern amenities, making it perfect for families or groups of friends seeking an unforgettable getaway. Rosita features an open-concept living and dining area designed for seamless indoor-outdoor living. The spacious living area includes comfortable seating and flat-screen TVs for both indoor and outdoor viewing, ensuring entertainment at every turn.

Family · Location · Nearby

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

Location · Family · Backyard

Sampson Suites - One-bedroom Loft Apartment A

Luxury one bedroom suite, with upper loft and private balcony overlooking the beautiful scenic adjacent park and recreational picnic site. Spacious living and a fully equipped kitchen, with one day bed. The master bedroom and full bath are located on the first floor, bedding is queen size. Accommodation that is ideal for a couple and one child. Nested in the hills, the area is quiet, relaxing, comfortable away from all the hustle and bustle, yet easily accessible.

Value · Family · Pool

Oceanview Townhouse · 4 Ensuites + Plunge Pool

A sophisticated ocean view townhouse with 4 private ensuite bedrooms, a private plunge pool & sweeping ocean balcony views. A property crafted for guests who expect more. Shore Things café steps away. Scarborough's harbour, restaurants & Tobago's best beaches are all within a 15 minute drive. • 4 Private Ensuites • Plunge Pool • Chef's Kitchen • High-Speed WiFi • Panoramic Ocean Views A refined retreat for an elevated Tobago experience. See other notes.

Location · Family · Decor

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.

Value · Family · Decor