Holiday 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 · Value · Nearby

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 · Layout

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.

Location · Value · Air conditioning

Ti Marie - Caribbean luxury with golf course views

Presenting Ti Marie; a bright, spacious villa perfect for your Tobago getaway. Set in the beautiful Tobago Plantations Estate, Ti Marie overlooks the luxurious greens of the Madgalena Golf Course where you can still hear the crashing waves from Little Rockly Bay. The villa offers all the amenities needed for a comfortable stay, including a heated pool and is located a short drive away from many of Tobago's most popular beaches and eateries. Mt Irvine ~ 12mins drive Pigeon Pt ~ 20mins drive

Family · Location · Beach

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!

Family · Location · Wi-Fi

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)

Family · Value · Checkout

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.

Value · Location · Check-in

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 · Access

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.

Value · Location · Indoor spaces

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.

Family · Location · Condition

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.

Location · Family · Sleep quality

Diamond-ADA Friendly, 5-8mins to beach/airport

This newly renovated unit is perfect for extended family stay or small group trips. Its ambience both inside and outside, provides a convenient and accessible access to family inclusion and bonding time without sacrificing safety or ambience. Ideally located near to the conveniences of the Buccoo and Mount Irvin beach facilities, Shirvan plaza and Shirvan police station.

Family · Value · Barbecue