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Holiday 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 favourite
Apartment in Western Tobago
4.87 out of 5 average rating, 104 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
The two-story villa features a warm orange exterior with arched balconies and a tiled roof. A freeform pool is visible in the foreground, accompanied by a spa. Several sun loungers are positioned around the pool, while lush greenery frames the property.
Home in Bon Accord
4.74 out of 5 average rating, 107 reviews

Casa Bon - a charming Bon Accord home

Casa Bon offers all the comforts you need in a Caribbean holiday home! It is conveniently located in the Bon Accord area and is walking distance to Store Bay and Pigeon Point - two of Tobago's most popular beaches. This charming Spanish-style villa is set in lush, tropical gardens and has four air conditioned bedrooms, three of which have ensuite bathrooms. The open plan living and dining rooms flow right onto the patio and pool deck complete with a free form swimming pool and attached spa.

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, 95 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 favourite
A wrap-around balcony offers panoramic views of the sunset over lush tropical trees and the Caribbean Sea. Floor-to-ceiling glass doors line one side, inviting natural light and providing easy access to the outdoor space.
Apartment in Bethel
4.97 out of 5 average rating, 182 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.

Top Guest favourite
Apartment in Buccoo
4.96 out of 5 average rating, 81 reviews

Guest Favourite - El Balcón, 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. Experience 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.

Top Guest favourite
An open living area features a large, soft sectional sofa and a round coffee table. A dining space with circular chairs is visible, and large glass doors bring in natural light while opening to a patio area with outdoor seating and a pool.
Villa in Canaan
4.96 out of 5 average rating, 26 reviews

Cardinal Villas TobagoThe Glass House,Samaan Grove

Cardinal Villas Tobago Welcome to our Luxury Edition Villa. This elegant and stylish villa blends modern finishes with Bali-inspired design, creating a dreamy escape where relaxation and tranquility are the main focus. Every detail of the villa has been carefully curated to exude a zen-like ambiance, perfect for unwinding and escaping the daily grind. Whether you're here for a special occasion, a romantic getaway, or simply to relax, our villa provides the ideal setting.

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
4.88 out of 5 average rating, 137 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
Apartment in Buccoo
5 out of 5 average rating, 19 reviews

Stylish 2BR Condo w/ Pool Near Buccoo Beach

Welcome to The Cocoa Condo. A unique two-bedroom condominium, located on the gated compound of the newly constructed Buccoo Homes Phase 2. This unit is mere meters from the Buccoo Food Court and a 15-minute walk to explore the renowned Buccoo family-friendly beach, the protected Buccoo Reef, and the shallow, crystal-clear "Nylon Pool". Popular activities include glass-bottom boat tours, horseback riding in the ocean, and the lively Sunday School goat and crab races.

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
4.97 out of 5 average rating, 131 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 warm and private salt water pool.

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, 10 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.

Guest favourite
A bright living and dining area is featured, with large windows allowing natural light to fill the space. A comfortable gray sectional couch and a light-colored coffee table are positioned in front of a television. A dining table with chairs and artwork on the wall add to the inviting ambience.
Apartment in Black Rock
4.96 out of 5 average rating, 50 reviews

Sunset on the ocean

This apartment is unique in the Tobago short term rental space. Brand new, stylish "island chic" place offers ocean views and is right above one of the most stunning Tobago beaches. You have ample space for your family or as friends to enjoy spacious living and dining space, top of the art kitchen. The two bedrooms and 2.5 bathrooms give you the space to enjoy this calm yet very well located new spot.

Top Guest favourite
The covered porch area features wooden lounge chairs, inviting relaxation. A backdrop of lush greenery and the tranquil bay is visible beyond the railing, where palm trees sway gently. The patio flooring is wooden, enhancing the natural ambiance.
Cabin in Parlatuvier
4.94 out of 5 average rating, 127 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.

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