Holiday rentals with a pool in Signal Hill

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Top-rated rentals with a pool in Signal Hill

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Villa in Canaan, Tobago

4.89 out of 5 average rating, 19 reviews

Cardinal Villas Tobago-Bram Villa, Samaan Grove

Our Villa is located in the gated community of Samaan Grove Tobago. One of the few gated communities. The villa itself is comfortable and spacious and just feels like a home away from home. The surroundings are lush and peaceful with birds chirping and beautiful greenery. Our outdoor patio invites you to unwind and relax and have fun pool days with family and kids absolutely love it. Finally connect to our Bluetooth fan lights on our patio, and enjoy your favorite playlist while enjoying the company of your party, taking a nap on the patio or swimming in the pool. Come experience a truly relaxing vacation disconnecting from the “busyness” of life and connecting with those that matter 🤍

Guest favourite

Villa in Arnos Vale

5 out of 5 average rating, 19 reviews

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.

Guest favourite

Rental unit in Bethel

4.99 out of 5 average rating, 115 reviews

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.

Superhost

Villa in Lowlands

5 out of 5 average rating, 8 reviews

Ti Marie - Caribbean luxury with golf course views

Presenting Ti Marie; a bright, spacious villa perfect for your Tobago getaway. Set in the beautiful Tobago Plantations Estate, Ti Marie overlooks the luxurious greens of the Madgalena Golf Course where you can still hear the crashing waves from Little Rockly Bay. The villa offers all the amenities needed for a comfortable stay, including a heated pool and is located a short drive away from many of Tobago's most popular beaches and eateries. Mt Irvine ~ 12mins drive Pigeon Pt ~ 20mins drive

Guest favourite

Villa in Lowlands

4.94 out of 5 average rating, 31 reviews

Villa Yemanjá

Named after the Brazilian goddess of the sea, Yemanjá is a luxurious oceanfront villa located in the prestigious Tobago Plantations Estate. The colonial style architecture of the villa is enhanced by a lush landscaped tropical garden. Balinese inspired decor soothes the senses. The property features four en-suite bedrooms, a double bed loft and a maid’s quarters, comfortably sleeping 11. A spaciously covered patio opens out onto an infinity swimming pool, heated Jacuzzi and pebble beach.

Guest favourite

Rental unit in Buccoo

4.96 out of 5 average rating, 23 reviews

Guest Favourite - The Balcony, 4B Buccoo, 2BR Apt

Explore our stylish condo in Buccoo, just 7 minutes drive from Buccoo Bay, 10 minutes from Grafton and Mt Irvine beaches and Golf Course. Approx 15 minutes from Pigeon Pt and Store Bay beaches. Surf enthusiasts take note. Experience modern comfort, strategically placed for effortless exploration of Tobago's treasures; Nylon Pool with a glass bottomed boat, Argyle Waterfall, scenic drive through the rain forest to list a few. Sea Horse, Waves and Fish Pot restaurants all within 10 mins drive!

Superhost

Villa in Mt.Irvine

4.75 out of 5 average rating, 91 reviews

Villa La Hay in Mt Irvine with Stunning Ocean View

This beautiful Tobago Villa is located in the wonderful area of Mount Irvine on a private, secluded cul-de-sac above the Mount Irvine Golf Course. This Mexican-Style Villa boasts stunning panoramic views overlooking the Golf Course and Caribbean Sea. Enjoy the peace and quiet of the Villa while listening to exotic birds and watch the breath taking sunset that follows you where ever you go from your very own panoramic balcony. Be sure to soak in the immense garden filled with tropical life.

Guest favourite

Villa in Tobago

4.87 out of 5 average rating, 79 reviews

Nirvana Luxury 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 6000+ 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.

Guest favourite

Home in Mt. Irvine

4.93 out of 5 average rating, 75 reviews

Joie de Vivre - a bright and airy holiday retreat

With a large open plan living room, dining room and kitchen area, and folding doors that lead to a spacious pool deck, Joie de Vivre is the perfect villa for a family holiday or as we say in Trinbago 'ah bess lime'. The large, tiled pool is always inviting and poolside BBQs are an absolute must. There are 5 air conditioned bedrooms, three of which lead out to the upstairs verandah which has a view of the famous Buccoo Reef. Grab your morning coffee, sit outside and just take it all in.

Superhost

Rental unit in Signal Hill

4.91 out of 5 average rating, 11 reviews

Eben Ha Èzer Apartments #4

Welcome to Eben Ha Èzer Apartments #2, a beautiful new 1 BR Apt, that provides you with tranquil break from everything. Located between the capital, Scarborough and the airport which are only a short drive away and minutes away from the nearest beach. A perfect base for exploring Tobago, this apt provides a full kitchen, is equipped with a A/C, and comes with a pool and BBQ grill for those day when you choose to stay in. Here at Eben Ha Èzer we always look forward to your visit with us.

Guest favourite

Villa in Union

4.95 out of 5 average rating, 19 reviews

The Forest View at Robyn’s Nest

This stylish studio is designed for the utmost comfort of two guests, featuring contemporary furnishings and amenities. The highlight of the space is undoubtedly the view that seamlessly merges the indoors with the beauty of nature. Inside, you'll find a fully equipped kitchenette and a sleek bathroom for your convenience. Step into the shared pool or outside onto the open deck to bask in the gentle breeze and panoramic vistas, accompanied by the melodic tunes of the local birdsong.

Guest favourite

Rental unit in Signal Hill

4.94 out of 5 average rating, 35 reviews

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.