Holiday rentals with a pool in Black Rock

4.84 out of 5 average rating, 108 reviews

Flat

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.

5.0 out of 5 average rating, 28 reviews

Apartment in Buccoo

Buccoo Luxe Escape|3BR Condo w/Pool & Modern Charm

Welcome to Aurelia - a radiant escape where tropical serenity meets quiet luxury. Featuring warm natural finishes with sleek contemporary lines, Aurelia invites you to slow down and reconnect in refined comfort. This newly furnished 3-bedroom condo is artfully designed for families, friend groups, or long-stay guests seeking a luxurious escape close to beaches and island attractions. Relax in the open-plan living area with comfortable lounge seating and doors that open to your private balcony.

4.85 out of 5 average rating, 89 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.

Apartment in Buccoo

Island Getaway - Buccoo. 3 bedroom condo, sleeps 6

Your perfect getaway 2 level condo with 3 bedrooms, 2.5 baths in a gated community behind the Buccoo Strip Mall off Shirvan Road. Shared pool on compound, balcony views and a short drive away from Buccoo Bay and Mt Irvine Beach and Mt Irvine Golf Course. Experience all the attractions of beaches, golf, horseback riding, glass bottom boat rides, Easter Sunday Buccoo Goat Races, Sunday School street parties, mouth watering local cuisine and the getaway experience in a brand new comfortable condo!!

4.74 out of 5 average rating, 109 reviews

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

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.

4.97 out of 5 average rating, 183 reviews

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.

Flat in Bethel

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.

4.8 out of 5 average rating, 111 reviews

Villa

Nirvana Tobago 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 4000+ 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.

4.97 out of 5 average rating, 29 reviews

Apartment in Black Rock

Mahi Mahi Suite, A Seaside Retreat that Sleeps Six

Mahi Mahi is located in one of the most exclusive vacation areas on the island. As you enter, an air of sophistication and elegance envelopes your mind; peace and retreat infuse your soul. The island chic decor and spacious rooms are the type of thing you would find in a travel magazine. The balcony looks out onto Grafton Beach and is perfectly aligned for the best sunset view Tobago has to offer. Good for couples, solo adventurers, business travelers, and families (with kids).

Villa in Mount Irvine Bay

Saltwater Pool, Lush Garden, 5-10 min walk Beaches

Arcadian Bliss is a 4 bedroom, 3.5 bathroom, U-shaped home set in a beautiful, sloping one-acre garden. This fully-airconditioned villa features a 30ft x 15ft saltwater pool, a pickleball court and is 5 mins walk to Back Bay with its long stunning beach, rocky outcrops and "salt pools". 10 mins walk takes you to Mt Irvine Beach with its snorkelling, swimming, kayaking, surfing, and beach bar. Also 10 min walk away are a few restaurants, bars, fruit stand, fish stall, and mini mart.

4.93 out of 5 average rating, 29 reviews

4.98 out of 5 average rating, 86 reviews

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

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

4.92 out of 5 average rating, 38 reviews

A serene view showcases an infinity pool adjacent to the beach, framed by lush greenery. A patio with a wooden railing overlooks the pool and ocean. A large umbrella provides shade for outdoor seating, where the tranquility of the seaside is visually prominent.

Flat in Black Rock

Panoramic View, Ocean Air, Pool & Netflix\Cable.

Tucked away beside the beach on the Caribbean coast. Located at the end of a country lane, our apartment house is quiet and secluded, but not remote. Far away enough away just the sound of the birds and the ocean. yet near enough to enjoy the village. Enjoy Free Wireless Browsing while soaking in the sun, step into our infinity pool, or just enjoy the sights and sounds of the ocean from either our covered or uncovered decks.

4.95 out of 5 average rating, 57 reviews

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.

Flat in Black Rock

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.