Holiday rentals with a pool in Signal Hill

Fair View Villa-A rustic home in tropical gardens

If you're booking your trip to Tobago for a much needed getaway, you can find refuge at Fair View! This 4-bedroom home is on very private and peaceful grounds where you're surrounded by mature fruit trees and tropical foliage, giving you that true Caribbean relaxed vibe. When you're all rejuvenated after your morning coffee/evening cocktail by the pool overlooking the Mt. Irvine golf course, take a gentle stroll to one of the stunning, nearby beaches- Buccoo Bay, Grange Bay, or Mt. Irvine Beach.

Cabanas 3 with Private Gazebo; Walk to Beach

Cabana 3 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 a dining gazebo and garden. It is the lowest of our 3 cabanas with level access to parking and steps away from the swimming pool. 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.

Cosy Studio on the Beach

"Air conditioned and located in a secure compound with a pool, tennis courts and a restaurant. Serene gardens lead directly to the glorious beach. Location! Location! No need to rent a car- it is a short walk to numerous restaurants, family-friendly activities and nightlife. My sanctuary offers a space of peace and tranquility—you can eat breakfast on the porch while enjoying the ocean view or lounge under an almond tree. Good for couples, solo adventurers, business travelers, and families".

Heart Villa:5BR FamilyRetreat,Sleeps15,Pool,Garden

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 combines luxury with tropical elegance, featuring an open-plan indoor and outdoor living areas that open to a stunning pool, offering Caribbean views and breeze. Equipt rooms with en-suite baths and air conditioning. Enjoy a large gazebo with outdoor TV & BBQ area, and full amenities for a comfortable stay.

CaribBliss Suite - Tobago Plantations Condo

Discover secure and tranquil living in this exquisite 2-bedroom condo nestled in the exclusive Tobago Plantations development. Overlooking a lush golf course, this condo offers a serene retreat with spacious, sunlit living areas and modern amenities. Enjoy peace of mind in this gated community with 24/7 security. Just a 15-minute drive from Tobago's pristine beaches, it combines relaxation, luxury, and convenience. Embrace unparalleled comfort in one of Tobago's most sought-after locations.

Suite Escape-Tobago Plantations

Press reset and treat yourself to a pampering escape at this gorgeous duplex located within the clusters in Tobago Plantations! This newly refurbished two-bedroom (located on the ground floor), can accommodate 6 persons and has 3 full bathrooms, making it a comfortable stay! The open plan kitchen and living space flows onto the pool deck, with two pool entrances from the living room directly into the private pool. Offers a serene and lush experience, a sanctuary away from home!

The House of Serenity, Play & Family

This place is perfect for a small or relatively large group. It is equipped with a fully-functional modern-styled kitchen, a spacious communal area, a family-friendly pool and beautiful garden. The place is situated in a secured gated community in lively Crown Point! We are also located close to the airport (5 mins drive), beaches (e.g. Pigeon Point - the #1 attraction in Tobago!), restaurants, bars, shops, grocery stores and ATMs (bank) for all your needs and amenities.

Condo on the BEACH

This apartment is horizontal with the house as it is frontier towards the beach. The verandah has a top tier view of the ocean and pool. Entering into the living room and kitchen which is more of the garden view. The bed room have a beautiful view over looking the infinity pool and the ocean back drop. The apartment consists of dual colors to create a clam and peaceful ambience as to keep a cool comfort feeling. Please note the pools is shared with two other units.

Flamingo Villa Tobago-sleeps 14

Experience the epitome of elegance and luxury in this stunning 4-bedroom villa, nestled within a serene and secure gated community. Ideally located just moments from the airport and pristine, sun-kissed beaches, this exquisite retreat offers the perfect blend of sophistication, comfort, and convenience. For larger groups, the adjacent Sea Glass Villa—accessible via a private gated entrance—offers an exceptional opportunity to expand your accommodations.