Guest house holiday rentals in Western Tobago

Cabana 2 with Private Garden; Walk to the Beach

Cabana 2 at Top O’Tobago is ideal for a couple on a romantic getaway, a young family, or a group of 4 singles on a weekend adventure. It is a studio apartment with an outdoor dining gazebo and garden. It is the middle of the 3 cabanas at Top O’ Tobago, and the swimming pool is a few steps away. You can walk to Arnos Vale Beach, one of the island’s best snorkeling beaches, and it is a 25 min. drive to the airport and the many tourist activities on Tobago’s south. Silja, our manager, lives onsite

Location · Value · Pool

Minutes from Scarborough • King Room +Beach Access

Just minutes from the heart of Scarborough. Beautifully decorated room combines comfort of a boutique hotel with privacy of an independent stay. Guests have access to a swimming pool, relaxing outdoor spaces, and a pool table. Café Havana across the road, serving bf, lunch, dinner, cocktails and more. The perfect balance of convenience and tranquility—close to Scarborough, yet tucked away in one of the island's most peaceful seaside neighborhoods. Perfect for: Couples, Solo, Business travelers

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 · Condition

Onelovecottagetobago

One love cottage Tobago is built by the owner Lion in a traditional style. The cottage comprises two apartments. Both of them can be rented separate. We are located in Whim village. The village is landscaped wise hilly. A perfect bird sanctuary The locals are easy going and love visitors. Walk up the hill and have a view over Scarborough. We have a garden with mangoe trees and most of the time you can get bananas from our garden. Shop your groceries from a mini mart just across the road .

Family · Value · Condition

The Chalet | Poolside Retreat | 5 Beaches

Wake up to hummingbirds. Swim before breakfast. End the evening with a rum punch. The Chalet at Villa Bimiti is a self-contained poolside retreat, set within a beautifully maintained private estate in Mt. Irvine — one of Tobago's most coveted addresses. Architect-designed, fully air-conditioned, and steps from an exceptional pool, it's an ideal base for couples, honeymooners, and solo travellers who want genuine privacy with a real sense of Caribbean place.

Family · Location · Decor

Alibaba’s Trumpet Tree Cottage

Take a break and relax in this peaceful oasis. Located directly by the sea overlooking the reef and the beach, you can forget the world on the balcony of this rustic wooden house. Ideal for animal lovers who have no problem climbing two flights of stairs. The view is worth it. Watch the birds while you have breakfast in the outdoor kitchen… maybe you've already been snorkeling with rays, reef fish and often even a turtle. Fantastic!

Location · View · Beach

CJ Cottage & Tours

We accommodate 4-8 guests in our comfortable 3 bedroom villa. All bedrooms are air conditioned, the villa features cable TV, as well as WiFi internet access. One bathroom is en-suite and the second bathroom is shared between the other two bedrooms. The kitchen offers all amenities. Furthermore, we offer sun loungers in our beautifully landscaped flower garden as well as a BBQ grill for the use of our guests.

Location · Nearby · Comfort

Mary's Hill Guest house

Introduction This beautifully built wooden lodge is situated on a hillside off the quiet Scarborough to Plymouth road. It looks out over mature trees across the valley to the green hills on the other side, and at the rear of the premises there’s a garden laid to lawn with pretty shrubs, at the top of which is a chain link fence and a line of palms giving privacy to the house, its garden and pool.

Family · Location · Grill

Island Palm Villa #7

Situated in the heart of Crown Point, just three minutes away from the ANR Robinson International Airport, our villa offers three bedrooms (including 2 en-suite bedrooms and a loft), a cozy living room, a fully equipped kitchen, a washer/dryer, and a refreshing plunge pool. Cozy, comfortable and convenient spot near beaches and local activities.

Location · Amenities · Comfort

Breezy Palms

Breezy Palm, is a two-story Spanish style villa, that offers a warm and welcoming home away from home atmosphere. It is fully furnished and equipped, with 3 en-suite bedrooms, airconditioned with ceiling fans. It is ideally located in the Bon Accord area and is just a few minutes drive to the airport, beaches and restaurants.

Family · Pool · Nearby

Secret Garden Guest House 1 bedroom suite

Embrace Paradise, Embody Comfort Welcome to Secret Garden Guest House, your ultimate escape nestled in the heart of Tobago's serene Lowlands. Immerse yourself in the tranquil ambience of Sweet Lime Lane, where lush greenery and exotic blooms paint a picture of perfect paradise.

Location · Parking · Accuracy

2 bedroom apt, 5 mins from city (C)

Duncans Sea View your family will be close to everything when you stay at this centrally-located place.

Value · Location · View