Vacation rentals with a pool in Tobago

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Tobago

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

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Top guest favorite

The hallway showcases a wooden sign reading 'IVB Buccoo Place' on a white wall. A sliding barn door is positioned to the right, leading to a living area. Neutral-toned flooring extends throughout, leading to a cozy seating arrangement with cushions in warm colors visible in the distance.

Apartment in Buccoo

4.96 out of 5 average rating, 50 reviews

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

Explore our stylish condo in Buccoo, with onsite restaurants and a coffee shop, 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 enthusiastsExperience modern comfort, strategically placed for effortless exploration of Tobago's treasures; Nylon Pool, Argyle Waterfall, scenic drive through the rain forest to list a few. Sea Horse, Waves and Fish Pot restaurants all within 10 mins drive!

Guest favorite

A lush green lawn is seen in front of the villa, framed by tropical plants and flowering shrubs. The outdoor space includes a patio area with tables and chairs, along with a pool that invites relaxation. The vibrant colors of the surroundings create a refreshing atmosphere.

Apartment in Bon Accord

4.88 out of 5 average rating, 161 reviews

1st floor private apartment

Welcome to Palm Breeze Villa — ideal for couples and small families. A tropical escape on the edge of Crown Point. Just a short stroll away are two of Tobago’s most stunning beaches: Pigeon Point and Store Bay. Spend your days soaking up the sun, swimming in crystal-clear waters, and your evenings enjoying breathtaking sunsets at Store Bay. We’re also within a 5-minute walk to grocery stores and a strip of restaurants and bars, making it easy to enjoy the best of local flavor and nightlife.

Superhost

Villa in Lowlands

4.85 out of 5 average rating, 53 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.

Superhost

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

4.82 out of 5 average rating, 83 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)

Top guest favorite

An infinity pool extends across a wooden deck, reflecting the sky and surrounding greenery. Two lounge chairs are positioned near the water's edge, shaded by large umbrellas. The scene is set against a backdrop of trees and a distant landscape under a soft, warm light.

Apartment in Bethel

4.97 out of 5 average rating, 177 reviews

Firefly Villa - 'Treetop'

Combining luxury and comfort, is any holidaymakers dream, romantic getaway for couples or an ideal space for working away from home. Open-plan floor to ceiling sliding glass doors that open out onto a wrap-around balcony, elevates outdoor living to a whole new level. Admire the stunning views of the Caribbean Sea and Buccoo reef or look down at the treetop canopy and watch the exotic tropical birds fly by. Peaceful, relaxed and inspiring. Contemporary comfort - timeless Caribbean charm.

Guest favorite

Villa in Hope estates

4.95 out of 5 average rating, 22 reviews

"Malibu" in Tobago at the Ocean's Edge!

Think 'Malibu in Tobago' and you will know what it feels like to be welcomed into this luxurious penthouse villa at the ocean's edge. This stunning 3-bdrm villa located in Hope Estate, about a 10-min drive from the port in Scarborough, offers an unparalleled oceanfront experience with breathtaking views of the Atlantic and a salt water pool to make Malibu an even more enticing choice. All rooms are air-conditioned and minimally, yet beautifully, appointed with an ocean view.

Guest favorite

The outdoor area features a private pool surrounded by a spacious deck. Two lounge chairs are positioned beside the pool, while the house's exterior showcases large windows and a modern roof design. Lush greenery is visible in the background, adding to the tranquil environment.

Home in Bon Accord

4.92 out of 5 average rating, 118 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.

Guest favorite

A spacious living area is characterized by modern furnishings, featuring a navy blue sectional sofa with decorative pillows. A coffee table sits atop a woven area rug, and natural light floods the space through ceiling windows, illuminating the open layout that connects to the kitchen.

Villa in Crown Point

4.96 out of 5 average rating, 56 reviews

Villa Blue Moon

Make memories at this unique and family-friendly place. A 4 bedroom 10 person villa located in secured compound close to beaches, bars and restaurants. With fun activities such as pool table, basketball, heated jacuzzi, swimming pool, 3 televisions, modern fully equipped kitchen, laundry room with washer & dryer, comfortable family room and Hi-Fi stereo system. A playful, open and entertaining home to feed your senses, to enjoy and unwind as you will

Guest favorite

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

5 out of 5 average rating, 5 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!

Guest favorite

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.

Apartment in Western Tobago

4.87 out of 5 average rating, 93 reviews

Paradise Place Apartments. Close to everything!

Spacious, modern, elegantly decorated apartment close to everything & away from the noise! Surrounded by views of the hillside, the apartment is equipped with queen sized bed, sofa in the living room, smart tv, large bathroom with massage shower, fully equipped kitchen, balcony, hot water, wifi, swimming pool and jacuzzi. Ideal for a couple looking for relaxation. Close access to beaches and night life. Apartment is located in a safe community.

Top guest favorite

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

4.97 out of 5 average rating, 119 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.

Guest favorite

A serene pool area is surrounded by lush tropical greenery, creating a tranquil oasis. The clear water reflects the blue sky dotted with fluffy clouds. Comfortable seating options are located nearby, inviting guests to relax and enjoy the natural beauty of the landscape.

Cabin in Parlatuvier

4.94 out of 5 average rating, 115 reviews

Tamarind House Villa Parlatuvier

Tamarind House Villa is situated on the leeward coast of Tobago in the beautiful fishing village of Parlatuvier. It is suitable for small groups, couples and families who enjoy a relaxed lifestyle away from commercial tourist areas. The villa overlooks the bay on one side and pristine tropical rainforest on the other. Guests will have sole occupancy of the house, pool and gardens.