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Holiday rentals with a pool in Lowlands

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Lowlands

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

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Guest favourite
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.
Flat in Western Tobago
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.

Guest favourite
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.
Villa in Lowlands
4.8 out of 5 average rating, 15 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! **Groups over 16, inquire on price.

Top guest favourite
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.
Flat in Bethel
4.99 out of 5 average rating, 140 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
A colonial-style villa features a pink exterior and a pitched white roof, supported by decorative columns. Lounge chairs surround a clear swimming pool, while vibrant flowers add color to the foreground. Large windows allow natural light to fill the living spaces, enhancing the tropical ambiance.
Villa in Lowlands
4.64 out of 5 average rating, 33 reviews

GOLF BEACH VILLA

Villa Sans-Souci is situated on the 12th fairway of an 18 hole championship golf course. The colonial style architecture and furniture created a unique tropical ambiance. Large living areas which command a view of the patio whcih opens on to the large swimming & whirl-pool and surounding gardens. The villa is ventilated by both traditional ceiling fans and modern split unit air-conditioning. A fully equipped kitchen and laundry ensures your needs. Ground Agent & Private Housekeeper await you.

Superhost
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.
Villa in Lowlands
4.8 out of 5 average rating, 61 reviews

Villa YemanjĂĄ

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
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.
Villa in Lowlands
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)

Guest favourite
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.
Apartment in Lowlands
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.

Top guest favourite
Flat in Crown Point
5 out of 5 average rating, 9 reviews

Beach Retreat: Central Crown Point Condo

Location, location, location! No need for a car in this secure 1 bedroom condo based in the heart of Crown Point. Enjoy quick and easy access on foot to countless restaurants and take-out options, shops, ATMs, nightlife and South West Tobago’s most beautiful and popular beaches. Equipped with a full kitchen, shared pool, washer/dryer, 50 inch Smart TV, queen sized bed, pull out twin day bed and A/C throughout. Come “retreat” from the beach at this cozy condo in the heart of Crown Point!

Guest favourite
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
4.89 out of 5 average rating, 131 reviews

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.

Top guest favourite
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
5 out of 5 average rating, 25 reviews

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.

Top guest favourite
A tranquil scene captures a table with two glasses positioned beside a plunge pool, reflecting the vibrant sunset. In the background, silhouettes of trees frame the Petit Trou Lagoon, where the sun sets, casting a warm glow across the water.
Home in Lowlands
5 out of 5 average rating, 9 reviews

Villa Anhinga

Villa Anhinga, a recently-remodeled cottage located alongside the shoreline of the Petit Trou Lagoon, offers luxurious comfort, a private plunge pool, kayaks, and many other amenities for four to six guests within the safety and accessibility of the Tobago Plantations Beach and Golf Resort in the Lowlands / Hampden area of beautiful Tobago. Please refer to the House Rules section for additional information.

Top guest favourite
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
4.98 out of 5 average rating, 125 reviews

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.

Popular amenities for Lowlands rentals with a pool

When is the best time to visit Lowlands?

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Avg. price$308 SGD$283 SGD$292 SGD$364 SGD$379 SGD$307 SGD$348 SGD$355 SGD$379 SGD$265 SGD$294 SGD$316 SGD
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Quick stats about holiday rentals with a pool in Lowlands

  • Total holiday rentals

    Explore 50 holiday rentals in Lowlands

  • Nightly prices starting at

    Lowlands holiday rentals start at $129 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,220 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Lowlands holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Lowlands rentals

  • 4.8 Average rating

    Lowlands stays are highly rated by guests – averaging 4.8 out of 5!

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