
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.

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.

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)

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 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.

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

Beautiful 2-bedroom cottage with pool
Villa Laguna: a beautiful , comfortable and serene cottage… Unwind in this little piece of paradise. Paddle in the Petit Trou Lagoon and take in its wide variety of flora and fauna. Laguna’s kayaks are at your doorstep (1 double and 1 single.) Tobago is an an ideal location for bird watching, several of which can be seen within Tobago Plantations and right from your deck. Or take in its exquisite sunsets with a sundowner, or while finishing a round of golf.

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.

Buccoolito 2B - Modern Condo w/Pool | Near beach
Comfort, convenience, and island charm await at Buccoolito 2B Enjoy this 2-bedroom, 2-bathroom modern condo with a fully equipped kitchen and a perfect view of the pool. Located in a secure, gated development with 24/7 security, Buccoolito 2B is just 15 minutes from both the airport and the ferry terminal. Centrally located, minutes away from the Picturesque Buccoo Beach and 15 minutes drive to the Popular Pigeon Point Beach and Store Bay Beach.

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 private pool.

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.

'LITTLE OASIS' Luxury Apartment, Mt Irvine, TOBAGO
LITTLE OASIS, situated on one of the prettiest two-acre private estates at Mt Irvine, Tobago, is just 25 mins. drive from the Airport and 35 mins. from the Ferry Terminal. Neighboring the Mt Irvine beach facilities and Golf Course, you'd love being conveniently positioned to many handy amenities and to some of the best beaches this side of the Caribbean Sea.
Popular amenities for Tobago rentals with a pool
House rentals with a pool

Plymouth View Villa: 2br & Pool

Villa Delphinae

Stylish Oceanview Townhouse in Tobago

Beautiful villa nr Castara & beach

Eagle's Base Villa with Spectacular Views-12-22

Suncoast Villa

Bago Beach Vacays: Oceanfront - scale to 38 guests

Infinity - Seafront villa with stunning views
Condo rentals with a pool

Villa Reina Tobago Plantations. Pool, Golf, Ocean

Tobago Plantations penthouse: pool beach and golf

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

TOPAZ: Classy, cozy condo near beaches & airport

Private Saltwater Pool Lovely 2 bedroom Suite

Premium Condo Accommodation at Tobago Plantations

Buccoo Escape - 2 bedroom cozy condo near beach

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

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

Eat, sleep, dive

Coker Cabana - Tobago

Bay Apartment at Sandy Point

Mary's Hill Guest house

Bahari Blu Tobago Saltwater pool? Beach or both?

Reefside Villa

Buccoo Homes II 9.4C
Destinations to explore
- Isla de Margarita Vacation rentals
- Lecherías Vacation rentals
- Bridgetown Vacation rentals
- Fort-de-France Vacation rentals
- Les Trois-Îlets Vacation rentals
- Port of Spain Vacation rentals
- Bequia Island Vacation rentals
- Sainte-Anne Vacation rentals
- Sainte-Luce Vacation rentals
- Les Anses-d'Arlet Vacation rentals
- Holetown Vacation rentals
- Le Diamant Vacation rentals
- Aparthotel rentals Tobago
- Private suite rentals Tobago
- House rentals Tobago
- Hotel rentals Tobago
- Rentals with a washer and dryer Tobago
- Smoking-friendly rentals Tobago
- Condo rentals Tobago
- Apartment rentals Tobago
- Family-friendly rentals Tobago
- Rentals with outdoor seating Tobago
- Rentals with beach access Tobago
- Rentals with a fire pit Tobago
- Rentals with a patio Tobago
- Beachfront rentals Tobago
- Bed and breakfasts Tobago
- Guesthouse rentals Tobago
- Waterfront rentals Tobago
- Rentals with a hot tub Tobago
- Villa rentals Tobago
- Serviced apartment rentals Tobago
- Fitness-friendly rentals Tobago
- Pet-friendly rentals Tobago
- Rentals with pools Trinidad and Tobago