
Holiday rentals with a pool in Tobago
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Top-rated rentals with a pool in Tobago
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Citrine-Dreamy mall studio unit
This unique place has a style all its own. If you’ve ever wanted to be at the heart of it all, yet in your own dreamy getaway, this stylish modern studio apartment unit is just right for you. Located on the top floor of the distinct architecture of the D’ Colluseum Mall in Crown Point, Tobago, this unit has access to the most renowned beaches of Pigeon Point and Store bay beach facilities and its own in-house gym, to maintain that toned figure. Want to create a chill mood? Just ask Alexa.😉

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.

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.

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.

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!

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.

The Forest View 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.

The Wood House
The Wood House is a beautiful, secluded, open-plan cottage with spectacular sea views, a natural setting in a reclaimed woodland, and close proximity to Englishman’s Bay (considered one of the 10 most beautiful beaches in the Caribbean). The natural woodland attracts a large variety of wildlife making it ideal for birders or naturalists interested in exploring the Tobago environment. Walk the terraced grounds, explore Englishman's Bay estate, or just relax in the stunning views.

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. 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.

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.

Island breeze penthouse
Forget your worries in this elegant, beautiful and relaxing space. Our penthouse is located at Building 9, Apartment 4D. Sip your coffee in our balcony while enjoying the morning island breeze and a view of the pool. You will find delicious doubles just in front of the compound and the best chicken sandwich from Block 22. Enjoy both pools, one in the morning and the other in the evening. There is a gym, one minute away, next to to the food court.

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.
Popular amenities for Tobago rentals with a pool
House rentals with a pool

Plymouth View Villa: 2br & Pool

Stylish Oceanview Townhouse in Tobago

Beautiful villa nr Castara & beach

Villa Escalante TBGO Lower Level

Suncoast Villa

Bago Beach Vacays: Oceanfront - scale to 38 guests

Infinity - Seafront villa with stunning views

Oceanview Villa w/ Infinity Pool
Apartment rentals with a pool

Island Getaway - Buccoo. 3 bedroom condo, sleeps 6

Tobago Plantations penthouse: pool beach and golf

Dream Island Condo Tobago 2 BedR, 2 BathR, 2 Pools

Private Saltwater Pool Lovely 2 bedroom Suite

Premium Condo Accommodation at Tobago Plantations

APT S4, Park View Terrace- Cozy Convenience!

Buccoo Escape - 2 bedroom cozy condo near beach

Hibiscus Suite at Black Rock Dreams
Other holiday rentals with a pool

Welcome to your "Paradise Villa"...come and enjoy

Side A Side B

Spacious and stylish 2BR apartment with Sea View

Eat, sleep, dive

Coker Cabana - Tobago

Bay Apartment at Sandy Point

177 Sea Shell Villa, Tobago W.I.

Bahari Blu Tobago Saltwater pool? Beach or both?
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