We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals with Pools in Trinidad and Tobago

List your property
Owner log in
Check-in
— / — / —
Check-out
— / — / —
Guests
0 rooms, 2+ guests
Bedrooms
Any
Bathrooms
Any
Amenities
Show more
Suitability
Show more
Property type
Show more
Distinctive Features
Show more
Distance from
1 km
179 rentals in Trinidad and Tobago.
Sort by:
Tripadvisor Sort
Windance Villa
Holiday Rental House
4 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
Cool Breeze Villa - overlooking ocean with pool
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
Mary's Hill Lodge, Tobago
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
CHACONIA, Beach front, luxury 3 bedroom apartment, SPECIAL OFFERS AVAILABLE
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
Mahogany Villa - Luxury Villa in Beautiful Tropical Gardens near Lovely Beaches
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
Secluded villa in Englishmans Bay
Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
Ambassadors House, Windy Edge
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
OCEANVIEW APARTMENT Tobago - POOL & BEACH ACCESS
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
Stunning seafront villa with panoramic ocean views
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
Oleander Villa
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
Save time - get the best Trinidad and Tobago rentals sent straight to your email!
Flipkey'sTopVillaRental 4BED villa Nr..QUIET BEACH
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
Robbie's Place Tobago # 2 bedroom
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
Robbie's Place Tobago # 1bedroom
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
Eagle's Base Villa
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 22
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
Stunning, idyllic, Caribbean style 3 bedroom villa in one acre of lush gardens.
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps, All pools
More info
Stayz.com.au logo
Check-in
Check-out
Ginger Lilies Villa 55 great guest reviews, close to airport and great beaches
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
Stayz.com.au logo
Check-in
Check-out
Villa Kiskadee Tobago
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
Mahogany Villa - Luxury Villa Situated In Beautiful Tropical Gardens
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
Stayz.com.au logo
Check-in
Check-out
2 Double Bed-Room Villa, Own Private Pool, Golf Course and Ocean Views, Sleeps 4
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
Stayz.com.au logo
Check-in
Check-out
PRIDE OF COURLAND - Hummingbird - Unique Beachfront Apartment
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
Plantation View
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
4BR Luxury Villa in quiet & secure gated development close to airport, beaches
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps, All pools
More info
Stayz.com.au logo
Check-in
Check-out
Spacious, Family Friendly, Top Floor, 3 Bedroom Apartment on the Beach
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
Stayz.com.au logo
Check-in
Check-out
Casa Serena - Relaxing, private, family friendly!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
Tomas Villa Tobago
Holiday Rental House
8 bedrooms
8 bathrooms
Sleeps 16
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
Luxury country retreat with stunning sea and rain forest views
Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
Stayz.com.au logo
Check-in
Check-out
Caribbean Sea View over the beach and infinity pool (Birdie's Nest)
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
Luxury 5 Bedroom Villa, Large Pool and Heated Jacuzzi, Free Wireless Internet
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps, All pools
More info
Stayz.com.au logo
Check-in
Check-out
LAST MINUTE AVAILABILITY Villa/Pool by Sea on Championship Golf Course
Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
Stayz.com.au logo
Check-in
Check-out
Private Caribbean Retreat
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
Stayz.com.au logo
Check-in
Check-out
A Beautiful Villa In Englishmans Bay, Tobago
Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
Stayz.com.au logo
Check-in
Check-out
Three bedroom with 3 and a half bathrooms, Tobago Villa with panoramic sea view
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
Stayz.com.au logo
Check-in
Check-out
Tobago three bedroom Villa with panoramic seaview, close to airport and town.
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
Tropical Oasis , Store Bay/ Pigeon Point
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
Stayz.com.au logo
Check-in
Check-out
Romantic Caribbean Get Away.
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
Villa Kiskadee. Large luxury Tobago villa with pool
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
Stayz.com.au logo
Check-in
Check-out
La Jolie..Luxury home with infinity pool, jacuzzi and spectacular ocean view.
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
Stayz.com.au logo
Check-in
Check-out
Kilgwyn Bay Getaway
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
Large villa with 50ft pool in Samaan Grove Tobago
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
Beach, Infinity pool and Netflix all have one in common. Birdie's Nest
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
2BR Ocean Front Bungalow with pool, deck and wifi
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
Colonial style Villa in Tobago Plantations Golf, Beach & SPA Resort
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
Stayz.com.au logo
Check-in
Check-out
Casa Clara - The Perfect Place For A Family/group Of Friends To Gather & Relax
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
Stayz.com.au logo
Check-in
Check-out
Parrot Estate Villa Near Englishman's Bay
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, All pools
More info
Stayz.com.au logo
Check-in
Check-out
Three Bedroom Samaan Villa
Holiday Rental House
3 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
Stayz.com.au logo
Check-in
Check-out
Villa Soleil
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
Warm Breezes – 3 Bedroom 'Villa experience' apartment, sleeps 6-8, great seaview
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
Stayz.com.au logo
Check-in
Check-out
Beautiful Villa, Great Location
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
Villa Sans-Souci
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
Check-in
Check-out
Payment Protection
Wind Dancer, Tobago: 3-bedroom villa with private pool close to beaches
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
Stayz.com.au logo
Check-in
Check-out
PreviousNext
1234