Vacation rentals with a pool in Signal Hill

Top O' Tobago Villa & Cabanas: Entire Property

With room to sleep 18, Top O Tobago is ideal for family reunions. It consists of a 3 bedroom house, 3 cabanas (studio apartments), and a large pool on 6 acres of hilly terrain. 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. Since each of the main house and cabanas can be rented separately there is flexibility to accommodate smaller groups.

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.

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)

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.

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.

TheFairway:6BRFamilyVilla(20-26ppl),Pool,Slide,Spa

Tobago's most exclusive luxury golf estate for up to 26 guests. Spectacular 6 Bedroom villa with Japandi-style dining for 18, private pool, waterslide, jacuzzi & gazebo with fairway views. Living Room with Pool Table, Foosball and much more. Kids bunk bed room. Perfect for destination weddings, family reunions & celebrations. Championship golf course location in prestigious Tobago Plantations estate. Book your unforgettable Caribbean luxury experience today!

Signal Hill - Upstairs One Bedroom Apartment

Located in Tranquility Heights, Signal Hill Tobago toward the western part of the island, Eben ha ézer apartment provides a great tranquil atmosphere for weekend or holiday visitors. Located in a quiet and safe neighborhood, with adequate free parking, this is a true home away from home. Located only 6 minutes from Scarborough, 15 minutes from Crown Point and even less to the nearest beach it provides quick access to key areas on the island.

Villa Magnolia

This cozy duplex is located just walking distance from both the airport and the world famous Pigeon Point beach. You can also enjoy several varieties of food just minutes away from this villa. Guests are sure to enjoy a memorable vacation in this fully furnished, cozy 3 bedroom villa, each with its individual bathroom with a powder room located on the main floor. The villa also includes a private pool.

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.