Vacation rentals with a pool in Lowlands

TheFairway:6BRFamilyVilla(18-26ppl) Pool Slide Spa

About this space 🏆 Tobago's largest luxury villa — sleeps 26 with 18 included in base rate. 6BR/5.5BA on the Tobago Plantations championship golf course. 🏊 Private pool + waterslide • Jacuzzi • Games room with pool table & foosball • Kids bunk room (sleeps 8) • Japandi dining for 18 • Gazebo with fairway views • Full A/C • Fast WiFi 🔒 Gated 24/7 security. Minutes from beaches, marina, restaurants. 💰 Pricing: 18 included. Guests 19-26 fees apply. 💰 Events Allowed at additional fees may apply

Family · Location · Amenities

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.

Location · Value · Comfort

GOLF BEACH VILLA

Villa Sans-Souci is situated on the 12th fairway of an 18 hole championship golf course. The colonial style architecture and furniture created a unique tropical ambiance. Large living areas which command a view of the patio whcih opens on to the large swimming & whirl-pool and surounding gardens. The villa is ventilated by both traditional ceiling fans and modern split unit air-conditioning. A fully equipped kitchen and laundry ensures your needs. Ground Agent & Private Housekeeper await you.

Family · Location · Checkout

We Casa - simple Tobago luxury

Welcome to WE CASA - a well-designed, three-bedroom villa with simple, stylish touches to make our guests feel right at home. The bright, open-plan kitchen, living room and dining room lead right onto the poolside patio so everyone can enjoy each other's company. When you're ready to have some quiet time, retreat to your snug, air-conditioned bedroom for an afternoon siesta or a good night's rest. The villa is centrally located from shopping, beaches, banks etc - nothing's too far in Tobago!

Value · Location · Bathroom

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)

Location · Family · Accuracy

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.

Location · Family · Sleep quality

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.

Family · Value · Layout

Austin Tobago Retreat - Villa 41A (Lower Level)

Escape to paradise at Golf View Villa 41A, a beautiful condo nestled in the exclusive Tobago Plantations Estate offering stunning golf on a PGA designed 18-hole course, calming sea/coastline breezes, direct access to a plunge pool, and beautiful views. Mount Irvine bay known for surfing and snorkeling. World famous Pigeon Point and Storebay beaches less than 15 minutes away. Perfect for golf, romantic getaways, family vacations, swimming, snorkeling surfing or just unwinding by the pool

Family · Value · River

New 5-BR Villa Pool • Cine • Gym • Beach • Private

Discover Immacunique, a stunning 5-bedroom luxury villa ideal for group travel. Featuring a private pool & heated Jacuzzi, chef options, outdoor dining, smart amenities, and elegant modern design. The villa sits within walking distance of the beach, boardwalk, and golf course—perfect for sunrise walks, ocean dips, and leisurely days. Whether it’s a family trip, girls’ getaway, golf group, boys weekend or celebration, this villa offers comfort, convenience, and unforgettable memories.

Family · Value · Nearby

Pleasant Cove: Luxe Villa w. Private Beach

Welcome to Pleasant Cove. The newest home in the community, it features all the amenities you'd expect in a luxury villa and is set in a breathtaking beach front location complete with private, sheltered cove for swimming and snorkeling. The 4 large, en suite bedrooms plus open plan loft with queen bed welcome up to 10 guests and local artwork is extensively featured. A whole house Orbi mesh system provides high speed internet. Located within a gated, golf course community.

Location · Family · Condition

Sunny Daze - Beachfront bungalow with private pool

This pretty bungalow sits on the edge of the Petit Trou lagoon and looks out over the Atlantic Ocean and across to Trinidad. The entire bungalow is air-conditioned for your comfort and there are also ceiling fans. Both bedrooms have walk-in closets and are ensuite. The master bedroom has a Queen-sized bed and the second bedroom has two double beds. The glass doors in the living room look out over the pool deck and plunge pool and out to the view.

Family · Location · Laundry

Pearl | Pool · Beaches · Buccoo· 8 Mins to Airport

Escape. Unwind. Explore Tobago from your own private oasis. Pearl is a stylish 3-bedroom, 2-bathroom retreat designed for families, friend groups, and remote workers who want the full island experience without sacrificing comfort. With a private pool, fully air-conditioned interiors, blazing-fast 500 Mbps WiFi, and a fully equipped kitchen, this is your home base for an unforgettable Tobago getaway — comfortably sleeping up to 6 guests.

Family · Location · Hospitality