Vacation rentals with a pool in Lowlands

Apartment in Western Tobago

A sparkling blue swimming pool is complemented by a relaxing jacuzzi. The pool area is surrounded by well-maintained landscaping and features elegant arch-shaped windows of a nearby building, creating a serene and inviting outdoor space.

4.86 out of 5 average rating, 97 reviews

Stylish Getaway Near Beaches. Quiet. Pool. Jacuzzi

Enjoy comfort and privacy in this spacious, modern apartment set in a quiet, safe community close to beaches, dining and nightlife. Perfect for professionals or couples, the space features a queen-size bed, cozy living area with Smart TV, fast Wi-Fi, fully equipped kitchen, large bathroom with massage shower, hot water, and private balcony. Guests also enjoy access to a swimming pool and jacuzzi—ideal for relaxing after work or a day out. We look forward to helping you make your visit memorable.

4.99 out of 5 average rating, 137 reviews

An infinity pool glistens under a bright blue sky, with clouds casting soft shadows. Comfortable lounge chairs with umbrellas line the poolside, surrounded by lush greenery. The structure of the villa features large windows and a wooden overhang, blending seamlessly with the natural environment.

Apartment in Bethel

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.

An infinity pool reflects the serene ocean and sky as the sun sets in the background. A gazebo is positioned nearby, surrounded by palm trees. Gentle waves can be seen lapping at the shore, creating a peaceful coastal atmosphere.

4.8 out of 5 average rating, 59 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.

The exterior of a modern villa is displayed, featuring a spacious upper balcony with white railings above large glass doors. Lush greenery surrounds the property, and a private pool is visible on the lower level, creating a serene outdoor atmosphere.

4.83 out of 5 average rating, 86 reviews

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)

The two-story villa features a spacious terrace with a private plunge pool surrounded by tropical greenery. A dining table and chairs are positioned on the terrace, offering a place for outdoor relaxation. The well-maintained exterior includes large windows and a barbecue area.

4.75 out of 5 average rating, 81 reviews

Golf View Villa 41A (Lower Level)

The Golf View Villa is nestled in a quiet corner of the Tobago Plantations Estate, a community of luxury suites and villas around the Plantations 18 hole, Par 72 PGA designed championship Tobago golf course, near the Magdalena Grand Beach and Golf resort. Enjoy the calming breeze and views of the beautiful coastline or the adjacent golf course from the terrace or plunge pool. The Golf View Villa is perfect for R&R, golfing, fishing, canoeing, romantic getaways, or "liming" with friends.

4.93 out of 5 average rating, 43 reviews

An aerial view captures a spacious two-story building surrounded by greenery. The exterior features multiple windows and a simple design. A pool is visible in the yard, along with outdoor seating arranged on the patio. A low fence encloses the property.

Apartment in Signal Hill

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.

A well-maintained swimming pool is surrounded by manicured lawns and tropical plants. A gazebo stands nearby, providing a shaded spot for relaxation. The three-story condominium overlooks the pool area, with vibrant pink and green accents along the exterior, all set against a clear sky.

4.69 out of 5 average rating, 127 reviews

Tobago Plantations penthouse: pool beach and golf

17B Penthouse overlooks the Atlantic Ocean and golf course of Tobago Plantations Golf and Beach Resort — the island’s top resort with acres of pristine land and lakes, and an amazing boardwalk through the mangrove. Our airy condo features a bedroom, bathroom, living space, full kitchen and two scenic patios - the perfect cozy setting for your Caribbean getaway. The condo is ideally located for golfing, exploring the island, relaxing and taking in the gorgeous views of Tobago.

4.91 out of 5 average rating, 128 reviews

A communal living area features a spacious sectional sofa arranged around a central ottoman. Natural light fills the room through large windows, showcasing the modern kitchen in the background with wood cabinetry and high chairs at the island.

Home in Bon Accord

La Casa de Serenidad, Juego & Familia

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.

The villa is set on a lush, green landscape overlooking the ocean. The structure features a circular driveway and is surrounded by palm trees, with the calm waves of the sea gently lapping at the shore in the background.

5 out of 5 average rating, 10 reviews

Pleasant Cove: Luxe Villa w. Private Beach

Welcome to Pleasant Cove. Opened to guests in 2022, it features all the amenities you'd expect in a luxury villa and is set in a breathtaking beach front location complete with private, sheltered cove for swimming and snorkeling. The 4 large, en suite bedrooms plus open plan loft with queen bed welcome up to 10 guests and local artwork is extensively featured. A whole house Orbi mesh system provides high speed internet. Located within a gated, golf course community.

5 out of 5 average rating, 25 reviews

The living area is framed by large windows overlooking a pool and views of the lagoon. Two wooden chairs with blue cushions are positioned beside a wooden coffee table, while natural light fills the space, highlighting the woven rug and surrounding tropical scenery.

Cottage in Lowlands

Beautiful 2-bedroom cottage with pool

Villa Laguna: a beautiful , comfortable and serene cottage… Unwind in this little piece of paradise. Paddle in the Petit Trou Lagoon and take in its wide variety of flora and fauna. Laguna’s kayaks are at your doorstep (1 double and 1 single.) Tobago is an an ideal location for bird watching, several of which can be seen within Tobago Plantations and right from your deck. Or take in its exquisite sunsets with a sundowner, or while finishing a round of golf.

A serene view of a luxurious villa is presented, featuring a private swimming pool with a waterslide. The spacious outdoor terrace is adorned with lounge chairs and a gazebo. Lush green lawns and palm trees frame the property, with panoramic fairway views in the background.

4.92 out of 5 average rating, 13 reviews

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!

5 out of 5 average rating, 21 reviews

A dining area is shown with a wooden table surrounded by four gray chairs. A simple centerpiece and placemats are placed on the table. A circular mirror and a framed artwork are mounted on the wall. A small shelf with potted plants is visible in the background.

Apartment in Buccoo

Island breeze penthouse

Forget your worries in this elegant, beautiful and relaxing space. Our penthouse is located at Building 9, Apartment 4D. Sip your coffee in our balcony while enjoying the morning island breeze and a view of the pool. You will find delicious doubles just in front of the compound and the best chicken sandwich from Block 22. Enjoy both pools, one in the morning and the other in the evening. There is a gym, one minute away, next to to the food court.

Popular amenities for Lowlands rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 29 reviews

A modern living area features a comfortable sectional sofa facing a wall-mounted television. Soft lighting is provided by ceiling fans and recessed lighting, creating an inviting space. A low coffee table is positioned in front, while a decorative plant adds a touch of greenery.

Home in Crown Point

Villa Narain, Tobago

4.91 out of 5 average rating, 22 reviews

A vibrant sunset paints the sky with shades of orange and purple above a lush green landscape. The view encompasses the distant ocean and various trees, with a spacious villa and neighboring structures positioned in the foreground.

Home in Plymouth

Plymouth View Villa: 2br & Pool

4.8 out of 5 average rating, 10 reviews

The house is showcased with a modern design, featuring a light blue exterior and a grey roof. A vehicle is parked in front, while a well-manicured lawn with green grass enhances the inviting entrance. Large windows create a bright and open appearance.

Home in Canaan

Villa Delphinae

4.92 out of 5 average rating, 12 reviews

A bright living area features a large green sectional sofa adorned with colorful cushions. A neutral coffee table rests on a patterned rug, while a television is mounted on a light wood console. Large windows offer views of the ocean, framed by sheer white curtains.

Home in Lambeau

Stylish Oceanview Townhouse in Tobago

4.73 out of 5 average rating, 45 reviews

The infinity pool features clear blue waters and is surrounded by lush greenery. A modern lounge chair floats gently on the surface, with a stunning view of rolling hills and the Caribbean Sea visible in the background under a bright blue sky.

Home in Patience Hill

Eagle's Base Villa with Spectacular Views-12-22

4.95 out of 5 average rating, 55 reviews

The exterior of the villa features a two-story structure with a balcony and large glass doors. A serene pool is situated in the foreground, surrounded by well-maintained greenery and potted plants, providing a refreshing atmosphere.

Home in Crown Point

Suncoast Villa

4.77 out of 5 average rating, 31 reviews

A multilevel property is showcased, featuring a light-colored exterior with multiple balconies. Surrounding greenery adds a natural touch, while a swimming pool reflects the vibrant blue sky. Tables and chairs are positioned beside the pool, offering a space for relaxation.

Home in Bacolet

Bago Beach Vacays: Oceanfront - scale to 38 guests

4.98 out of 5 average rating, 124 reviews

A private pool is surrounded by well-maintained greenery and decorative planters. The pool features a smooth edge with stairs leading into the water, and the bright blue surface reflects the sky above. A storage tank is positioned discreetly in the background.

Home in Bon Accord

Villa Magnolia

Condo rentals with a pool

4.86 out of 5 average rating, 65 reviews

A shared pool is framed by a stone patio, reflecting the nearby condominium. Lush greenery and ornamental plants enhance the surroundings. The modern two-level building in the background features multiple balconies and large windows, allowing for natural light to illuminate the interior spaces.

Condo in Buccoo

Island Getaway - Buccoo. 3 bedroom condo, sleeps 6

An aerial view of a sparkling blue swimming pool is surrounded by a tiled deck. Four lounge chairs are positioned at each end of the pool, with two round tables nearby. The bright green grass provides a vibrant contrast to the pool area.

4.56 out of 5 average rating, 9 reviews

Villa Reina Tobago Plantations. Pool, Golf, Ocean

5 out of 5 average rating, 8 reviews

A large shared pool is surrounded by wooden decking and grass. The water is clear and reflects the sky above, featuring a wooden trellis structure along one side. Multiple multi-story buildings are visible in the background, highlighting a spacious outdoor area.

Condo in Buccoo

Dream Island Condo Tobago 2 BedR, 2 BathR, 2 Pools

A private pool features clear blue water, surrounded by stone walls. A small water feature creates gentle ripples. In one corner, a bright blue chair offers a place to relax. The area is well lit by natural sunlight, highlighting the clean lines of the design.

4.64 out of 5 average rating, 11 reviews

Private Saltwater Pool Lovely 2 bedroom Suite

5 out of 5 average rating, 11 reviews

Condo in Buccoo

Buccoo Escape - 2 bedroom cozy condo near beach

The tropical complex features a three-story structure with multiple balconies overlooking a serene pool area. Lush greenery and palm trees surround the property, creating a peaceful ambiance. Lounge chairs are positioned by the pool, inviting relaxation under the clear blue sky.

Condo in Black Rock

4.78 out of 5 average rating, 27 reviews

Hibiscus Suite at Black Rock Dreams

4.89 out of 5 average rating, 9 reviews

The inviting swimming pool reflects the colors of the sunset, surrounded by a spacious patio. A covered seating area is visible in the background, with palm trees framing the scene. The calm water enhances the tranquil ambiance of the hotel grounds.

Condo in Crown Point

Romantic One Bedroom Apartment right on the beach

A tranquil pool area is set within a landscaped lot, surrounded by charming two-story buildings featuring balconies. Loungers are positioned nearby, offering relaxation options. The pool reflects sunlight, with spacious decking providing ample room for leisure activities.

5 out of 5 average rating, 3 reviews

Tobago Plantation Condo #10A

Other vacation rentals with a pool

5 out of 5 average rating, 5 reviews

A spacious balcony features a round dining table surrounded by four chairs, providing panoramic views of the sea. Large glass doors open to the balcony, allowing natural light to fill the area. The tiled floor enhances the open and airy atmosphere.

Apartment in Scarborough

Spacious and stylish 2BR apartment with Sea View

4.78 out of 5 average rating, 45 reviews

A serene view captures the sun setting over the ocean, with soft golden hues reflecting on the infinity pool. A gentle fountain feature adds a calming element, framed by lush greenery and natural stone decking.

Apartment in Black Rock

Condo on the BEACH

4.91 out of 5 average rating, 57 reviews

A colorful villa with a blue and white exterior is surrounded by vibrant bougainvillea flowers. The inviting swimming pool is located in the foreground, featuring a small submerged area with seating. Upper balconies display blue railings, enhancing the tropical ambiance.

Villa in Bon Accord

Coker Cabana - Tobago

4.71 out of 5 average rating, 69 reviews

The image captures a vibrant outdoor pool area surrounded by palm trees and lounge chairs. The clear blue water of the pool contrasts with the nearby ocean waves, creating a serene atmosphere. Sunlight illuminates the scene, enhancing the inviting space for relaxation.

Apartment in Crown Point

Bay Apartment at Sandy Point

4.83 out of 5 average rating, 18 reviews

A secluded pool area is framed by a well-maintained deck featuring sun loungers and an umbrella. The wooden lodge is visible in the background, surrounded by lush greenery, enhancing the serene atmosphere. The pool's clear blue water invites relaxation under the sunny sky.

Guesthouse in Arnos Vale

Mary's Hill Guest house

4.74 out of 5 average rating, 73 reviews

A two-level house is seen from the outside, featuring a turquoise-colored porch with ample seating. A large outdoor pool is surrounded by tropical plants and manicured lawns, creating an inviting space. The property is situated under a clear blue sky.

Villa in Bon Accord

177 Sea Shell Villa, Tobago W.I.

5 out of 5 average rating, 11 reviews

A saltwater pool reflects clear blue skies, framed by a peach-colored villa. Colorful cushions are placed poolside, alongside potted plants that add a touch of greenery. Light streaming through open shutters brightens the inviting outdoor space, creating a relaxed atmosphere.

Villa in Scarborough

Bahari Blu Tobago Saltwater pool? Beach or both?