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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Guest favorite

Villa in Canaan, Tobago

4.93 out of 5 average rating, 15 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 favorite

Rental unit in Bethel

4.99 out of 5 average rating, 113 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

Serviced apartment in Bon Accord

4.8 out of 5 average rating, 98 reviews

Cosy Studio on the Beach

"Air conditioned and located in a secure compound with a pool, tennis courts and a restaurant. Serene gardens lead directly to the glorious beach. Location! Location! No need to rent a car- it is a short walk to numerous restaurants, family-friendly activities and nightlife. My sanctuary offers a space of peace and tranquility—you can eat breakfast on the porch while enjoying the ocean view or lounge under an almond tree. Good for couples, solo adventurers, business travelers, and families".

Guest favorite

Villa in Lowlands

4.93 out of 5 average rating, 28 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

Rental unit in Western Tobago

4.79 out of 5 average rating, 66 reviews

Pool View Apartment. Close to everything!!!

Be COVID Free! Have a fear of contracting COVID whilst on vacation?Then this is the correct accommodation for you! Spacious, modern, elegantly decorated studio. Close to all major sites and attractions but away from overly crowded spaces. Apartment is equipped with a queen sized bed, sofa, smart tv, large bathroom, fully equipped kitchen, hot water, wifi, swimming pool and much more! Ideal for short or long term stays and for couples looking for time away. Come enjoy relaxation in style.

Guest favorite

Home in Scarborough

5 out of 5 average rating, 51 reviews

BACOLET BLISS

Perfectly nestled amongst the trees, with just a few short steps to reach the warm and inviting Atlantic ocean, a slice of paradise awaits you. Come to our hidden 3+ bedroom escape! Lose yourself within the lush greenery and the cool waves of the ocean. There's a taste of everything natural here, from the sweet sounding birdsong at the first rays of dawn that lingers beyond the last wisps of twilight, to the remarkable sunrises and luminous star studded nights. Welcome to a great vacation!

Superhost

Villa in Mt.Irvine

4.76 out of 5 average rating, 88 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 favorite

Villa in Tobago

4.88 out of 5 average rating, 78 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 favorite

Villa in Union

4.95 out of 5 average rating, 22 reviews

Song Bird Suite 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 favorite

Villa in Hope estates

5 out of 5 average rating, 7 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

Villa in Crown Point

4.97 out of 5 average rating, 34 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

Condo in Mount Saint George

4.97 out of 5 average rating, 66 reviews

The Oasis w/ private beach & great view #432211004

The Oasis is as the name suggests; an escape from the hustle and bustle in a space designed to replenish and renew your spirit and your senses. See the beauty of nature, feel the warmth of cooling breezes, taste excitement in our natural salt water pool and touch the heart of your loved one with whom you will share this sanctuary. The Oasis is located on a hillside and steps are provided to allow you to experience all that we have to offer.