Vacation rentals with a pool in Black Rock

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Top-rated rentals with a pool in Black Rock

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

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Top guest favorite

An infinity pool reflects the sky, surrounded by a wooden deck and tropical foliage. Sun loungers under large umbrellas are positioned nearby. The villa structure features elegant overhangs, promoting natural light and providing shaded areas for relaxation.

Apartment in Bethel

4.99 out of 5 average rating, 136 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 contemporary villa exterior is showcased, featuring a saltwater pool bordered by lounge chairs. The poolside cabana bar is visible in the background, framed by lush greenery and a clear blue sky.

Villa in Tobago

4.8 out of 5 average rating, 98 reviews

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.

Top guest favorite

A serene swimming pool is illuminated under soft lighting, reflecting ripples on the water's surface. Tropical plants are situated at the pool's edge, contributing to the tranquil setting. The surrounding walls create a private atmosphere, inviting relaxation and enjoyment.

Apartment in Signal Hill

4.95 out of 5 average rating, 40 reviews

Apas On The Hill: One Bedroom Apartment 2

Welcome to "Apas On The Hill". Nestled in the quiet Signal Hill area, we are located approx. 4 Kms from the sea port at Scarborough and 11 Kms from the ANR Robinson International Airport. Enjoy peace and tranquility while being in a safe, private and comfortable environment. Our rooms (apartments) are cozy, yet elegant, spacious and comfortable. Each apartment comes with a fully equipped kitchen, outfitted with modern appliances, Wi-Fi, hot and cold water, cable TV, linen and towels.

Guest favorite

A vibrant sunset paints the sky with shades of orange and purple above a lush green landscape. The view encompasses the distant ocean and various trees, with a spacious villa and neighboring structures positioned in the foreground.

Home in Plymouth

4.95 out of 5 average rating, 20 reviews

Plymouth View Villa: 2br & Pool

Bring the whole family to this great place with lots of room for fun. Our lovely villa in the serene paradise of Tobago is the perfect retreat! It offers a peaceful location where you can relax and unwind with your loved ones. One of the highlights of our villa is the wrap balcony, offering glimpses of the ocean in the distance. It's the perfect spot to savor your morning coffee or enjoy an evening cocktail while witnessing breathtaking sunsets that will leave you in awe.

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

An open-concept living area features a comfortable sectional sofa and a dining table set for six. Large windows with modern shades allow natural light to fill the space. A kitchen area with sleek cabinetry is visible in the background, providing a modern and functional environment.

Apartment in Buccoo

4.92 out of 5 average rating, 48 reviews

Beachy Buccoo Bay Apartment

Welcome to your modern slice of island life. We’re pleased to host you and your group in our spacious apartment just 10 minutes driving from the airport. Beachy Buccoo is located on Level 1 in the building. Those of you who are non-hikers will know that level 1 is pretty much “a walk in the park” and that’s exactly what we are! Our easy access, ground floor location, assigned parking, makes offloading and escaping to the beach a breeze. Building 5, Apt 1B

Top guest favorite

Villa in Plymouth

4.95 out of 5 average rating, 19 reviews

Top O Tobago Villa & Cabanas: Main House

Sleeping 6, the main house at Top O’ Tobago is ideal for a small family. It is the largest of the accommodations on the property which also includes 3 cabanas. Its sole position on the hilltop gives 360 degree views. You can walk to Arnos Vale Beach, one of the island’s best snorkeling beaches, and it is a 25 min. drive to the airport and the many tourist activities on Tobago’s south. Silja, our manager, lives onsite. You’ll love the inside/outside living.

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

An infinity pool is visible, seamlessly merging with the ocean view. Stone tiles surround the pool area, complemented by tropical plants and palm trees. Lounge chairs are positioned nearby, creating an inviting spot to relax. The calm sea stretches into the horizon under a clear sky.

Apartment in Black Rock

4.9 out of 5 average rating, 31 reviews

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.

Superhost

A private splash pool is situated on a terrace, surrounded by tropical plants in decorative pots. The water is clear, reflecting the blue sky above. The terrace features a light green railing, providing a bright atmosphere and a serene view of the surrounding landscape.

Home in Black Rock

4.59 out of 5 average rating, 68 reviews

Waterfall Villa - A Caribbean Sanctuary

PRIVATE POOL A well-equipped and spacious colonial design villa, semi-detached in style (not a condo!), 2300 sq ft, light and airy. The villa sleeps 8 people in 3 air-conditioned bedrooms all en suite. There are living and dining areas inside and outside on the terraces. Rooms have ceiling fans. The private splash pool sits between the two terraces, a good area for those evening cocktails after a day on the beach.

Guest favorite

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

4.97 out of 5 average rating, 35 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.

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.