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Trinidad and Tobago Villas

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429 rentals in Trinidad and Tobago.
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Millennium Park Trincity Vacation Home, holiday rental in Trinidad and Tobago
Millennium Park Trincity Vacation Home, holiday rental in Trinidad and Tobago
Millennium Park Trincity Vacation Home, holiday rental in Trinidad and Tobago

Millennium Park Trincity Vacation Home

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Ambassadors House, Windy Edge, holiday rental in Trinidad and Tobago
Ambassadors House, Windy Edge, holiday rental in Trinidad and Tobago
Ambassadors House, Windy Edge, holiday rental in Trinidad and Tobago

Ambassadors House, Windy Edge

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Pride of Courland: 'Mot Mot' Beachfront 1 Bedroom Apartment with SaltWater Pool , holiday rental in Trinidad and Tobago
Pride of Courland: 'Mot Mot' Beachfront 1 Bedroom Apartment with SaltWater Pool , holiday rental in Trinidad and Tobago
Pride of Courland: 'Mot Mot' Beachfront 1 Bedroom Apartment with SaltWater Pool , holiday rental in Trinidad and Tobago

Pride of Courland: 'Mot Mot' Beachfront 1 Bedroom Apartment with SaltWater Pool

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Villa Kiskadee Tobago, holiday rental in Trinidad and Tobago
Villa Kiskadee Tobago, holiday rental in Trinidad and Tobago
Villa Kiskadee Tobago, holiday rental in Trinidad and Tobago

Villa Kiskadee Tobago

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cool Breeze Villa - overlooking ocean with pool, holiday rental in Trinidad and Tobago
Cool Breeze Villa - overlooking ocean with pool, holiday rental in Trinidad and Tobago
Cool Breeze Villa - overlooking ocean with pool, holiday rental in Trinidad and Tobago

Cool Breeze Villa - overlooking ocean with pool

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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SeaScape -, Beachfront Apartment, holiday rental in Trinidad and Tobago
SeaScape -, Beachfront Apartment, holiday rental in Trinidad and Tobago
SeaScape -, Beachfront Apartment, holiday rental in Trinidad and Tobago

SeaScape -, Beachfront Apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Mary's Hill Lodge, Tobago, holiday rental in Trinidad and Tobago
Mary's Hill Lodge, Tobago, holiday rental in Trinidad and Tobago
Mary's Hill Lodge, Tobago, holiday rental in Trinidad and Tobago

Mary's Hill Lodge, Tobago

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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CHACONIA,  Beach front, luxury 3 bedroom apartment, SPECIAL OFFERS AVAILABLE, holiday rental in Trinidad and Tobago
CHACONIA,  Beach front, luxury 3 bedroom apartment, SPECIAL OFFERS AVAILABLE, holiday rental in Trinidad and Tobago
CHACONIA,  Beach front, luxury 3 bedroom apartment, SPECIAL OFFERS AVAILABLE, holiday rental in Trinidad and Tobago

CHACONIA, Beach front, luxury 3 bedroom apartment, SPECIAL OFFERS AVAILABLE

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Mahogany Villa - Luxury Villa in Beautiful Tropical Gardens near Lovely Beaches, holiday rental in Trinidad and Tobago
Mahogany Villa - Luxury Villa in Beautiful Tropical Gardens near Lovely Beaches, holiday rental in Trinidad and Tobago
Mahogany Villa - Luxury Villa in Beautiful Tropical Gardens near Lovely Beaches, holiday rental in Trinidad and Tobago

Mahogany Villa - Luxury Villa in Beautiful Tropical Gardens near Lovely Beaches

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Secluded villa in Englishmans Bay, holiday rental in Trinidad and Tobago
Secluded villa in Englishmans Bay, holiday rental in Trinidad and Tobago
Secluded villa in Englishmans Bay, holiday rental in Trinidad and Tobago

Secluded villa in Englishmans Bay

Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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OCEANVIEW APARTMENT Tobago - POOL & BEACH ACCESS, holiday rental in Trinidad and Tobago
OCEANVIEW APARTMENT Tobago - POOL & BEACH ACCESS, holiday rental in Trinidad and Tobago
OCEANVIEW APARTMENT Tobago - POOL & BEACH ACCESS, holiday rental in Trinidad and Tobago

OCEANVIEW APARTMENT Tobago - POOL & BEACH ACCESS

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Stunning seafront villa with panoramic ocean views, holiday rental in Trinidad and Tobago
Stunning seafront villa with panoramic ocean views, holiday rental in Trinidad and Tobago
Stunning seafront villa with panoramic ocean views, holiday rental in Trinidad and Tobago

Stunning seafront villa with panoramic ocean views

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Castara Roundhouse Tobago - Oceanview apartment 1 br, Paradise awaits you, holiday rental in Trinidad and Tobago
Castara Roundhouse Tobago - Oceanview apartment 1 br, Paradise awaits you, holiday rental in Trinidad and Tobago
Castara Roundhouse Tobago - Oceanview apartment 1 br, Paradise awaits you, holiday rental in Trinidad and Tobago

Castara Roundhouse Tobago - Oceanview apartment 1 br, Paradise awaits you

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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La Vapeur Estate, holiday rental in Trinidad and Tobago
La Vapeur Estate, holiday rental in Trinidad and Tobago
La Vapeur Estate, holiday rental in Trinidad and Tobago

La Vapeur Estate

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Oleander Villa, holiday rental in Trinidad and Tobago
Oleander Villa, holiday rental in Trinidad and Tobago
Oleander Villa, holiday rental in Trinidad and Tobago

Oleander Villa

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Tropical Apartment Tobago, holiday rental in Trinidad and Tobago
Tropical Apartment Tobago, holiday rental in Trinidad and Tobago
Tropical Apartment Tobago, holiday rental in Trinidad and Tobago

Tropical Apartment Tobago

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Ixora Place, holiday rental in Trinidad and Tobago
Ixora Place, holiday rental in Trinidad and Tobago
Ixora Place, holiday rental in Trinidad and Tobago

Ixora Place

Private Room
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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It have two one bedrooms & a two bedroom apartment, holiday rental in Trinidad and Tobago
It have two one bedrooms & a two bedroom apartment, holiday rental in Trinidad and Tobago
It have two one bedrooms & a two bedroom apartment, holiday rental in Trinidad and Tobago

It have two one bedrooms & a two bedroom apartment

Condo/Apartment
1 bedroom
4 bathrooms
Sleeps 8
Match: Sleeps
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Flipkey'sTopVillaRental 4BED villa Nr..QUIET BEACH, holiday rental in Trinidad and Tobago
Flipkey'sTopVillaRental 4BED villa Nr..QUIET BEACH, holiday rental in Trinidad and Tobago
Flipkey'sTopVillaRental 4BED villa Nr..QUIET BEACH, holiday rental in Trinidad and Tobago

Flipkey'sTopVillaRental 4BED villa Nr..QUIET BEACH

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Robbie's Place Tobago # 2 bedroom, holiday rental in Trinidad and Tobago
Robbie's Place Tobago # 2 bedroom, holiday rental in Trinidad and Tobago
Robbie's Place Tobago # 2 bedroom, holiday rental in Trinidad and Tobago

Robbie's Place Tobago # 2 bedroom

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Caribbean Panoramic Views Birdwatchers Paradise, holiday rental in Trinidad and Tobago
Caribbean Panoramic Views Birdwatchers Paradise, holiday rental in Trinidad and Tobago
Caribbean Panoramic Views Birdwatchers Paradise, holiday rental in Trinidad and Tobago

Caribbean Panoramic Views Birdwatchers Paradise

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Robbie's Place Tobago # 1bedroom, holiday rental in Trinidad and Tobago
Robbie's Place Tobago # 1bedroom, holiday rental in Trinidad and Tobago
Robbie's Place Tobago # 1bedroom, holiday rental in Trinidad and Tobago

Robbie's Place Tobago # 1bedroom

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Eagle's Base Villa, holiday rental in Trinidad and Tobago
Eagle's Base Villa, holiday rental in Trinidad and Tobago
Eagle's Base Villa, holiday rental in Trinidad and Tobago

Eagle's Base Villa

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 22
Match: Sleeps
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Stunning, idyllic, Caribbean style 3 bedroom villa in one acre of lush gardens., holiday rental in Trinidad and Tobago
Stunning, idyllic, Caribbean style 3 bedroom villa in one acre of lush gardens., holiday rental in Trinidad and Tobago
Stunning, idyllic, Caribbean style 3 bedroom villa in one acre of lush gardens., holiday rental in Trinidad and Tobago

Stunning, idyllic, Caribbean style 3 bedroom villa in one acre of lush gardens.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Ginger Lilies Villa 55 great guest reviews, close to airport and great beaches, holiday rental in Trinidad and Tobago
Ginger Lilies Villa 55 great guest reviews, close to airport and great beaches, holiday rental in Trinidad and Tobago
Ginger Lilies Villa 55 great guest reviews, close to airport and great beaches, holiday rental in Trinidad and Tobago

Ginger Lilies Villa 55 great guest reviews, close to airport and great beaches

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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2 Double Bed-Room Villa, Own Private Pool, Golf Course and Ocean Views, Sleeps 4, holiday rental in Trinidad and Tobago
2 Double Bed-Room Villa, Own Private Pool, Golf Course and Ocean Views, Sleeps 4, holiday rental in Trinidad and Tobago
2 Double Bed-Room Villa, Own Private Pool, Golf Course and Ocean Views, Sleeps 4, holiday rental in Trinidad and Tobago

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
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 Prime Ocean View Vacation Villa, San-Fernando , holiday rental in Trinidad and Tobago
 Prime Ocean View Vacation Villa, San-Fernando , holiday rental in Trinidad and Tobago
 Prime Ocean View Vacation Villa, San-Fernando , holiday rental in Trinidad and Tobago

Prime Ocean View Vacation Villa, San-Fernando

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Mahogany Villa - Luxury Villa Situated In Beautiful Tropical Gardens, holiday rental in Trinidad and Tobago
Mahogany Villa - Luxury Villa Situated In Beautiful Tropical Gardens, holiday rental in Trinidad and Tobago
Mahogany Villa - Luxury Villa Situated In Beautiful Tropical Gardens, holiday rental in Trinidad and Tobago

Mahogany Villa - Luxury Villa Situated In Beautiful Tropical Gardens

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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PRIDE OF COURLAND - Hummingbird - Unique Beachfront Apartment, holiday rental in Trinidad and Tobago
PRIDE OF COURLAND - Hummingbird - Unique Beachfront Apartment, holiday rental in Trinidad and Tobago
PRIDE OF COURLAND - Hummingbird - Unique Beachfront Apartment, holiday rental in Trinidad and Tobago

PRIDE OF COURLAND - Hummingbird - Unique Beachfront Apartment

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Tomas Villa Tobago, holiday rental in Trinidad and Tobago
Tomas Villa Tobago, holiday rental in Trinidad and Tobago
Tomas Villa Tobago, holiday rental in Trinidad and Tobago

Tomas Villa Tobago

Holiday Rental House
8 bedrooms
8 bathrooms
Sleeps 16
Match: Sleeps
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Carpe Diem Villa. Sunset2. Studio with Sea Views even from the Beds! Great Wi-fi, holiday rental in Trinidad and Tobago
Carpe Diem Villa. Sunset2. Studio with Sea Views even from the Beds! Great Wi-fi, holiday rental in Trinidad and Tobago
Carpe Diem Villa. Sunset2. Studio with Sea Views even from the Beds! Great Wi-fi, holiday rental in Trinidad and Tobago

Carpe Diem Villa. Sunset2. Studio with Sea Views even from the Beds! Great Wi-fi

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Plantation View, holiday rental in Trinidad and Tobago
Plantation View, holiday rental in Trinidad and Tobago
Plantation View, holiday rental in Trinidad and Tobago

Plantation View

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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4BR Luxury Villa in quiet & secure gated development close to airport, beaches, holiday rental in Trinidad and Tobago
4BR Luxury Villa in quiet & secure gated development close to airport, beaches, holiday rental in Trinidad and Tobago
4BR Luxury Villa in quiet & secure gated development close to airport, beaches, holiday rental in Trinidad and Tobago

4BR Luxury Villa in quiet & secure gated development close to airport, beaches

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Spacious, Family Friendly, Top Floor, 3 Bedroom Apartment on the Beach, holiday rental in Trinidad and Tobago
Spacious, Family Friendly, Top Floor, 3 Bedroom Apartment on the Beach, holiday rental in Trinidad and Tobago
Spacious, Family Friendly, Top Floor, 3 Bedroom Apartment on the Beach, holiday rental in Trinidad and Tobago

Spacious, Family Friendly, Top Floor, 3 Bedroom Apartment on the Beach

Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Casa Serena - Relaxing, private, family friendly!, holiday rental in Trinidad and Tobago
Casa Serena - Relaxing, private, family friendly!, holiday rental in Trinidad and Tobago
Casa Serena - Relaxing, private, family friendly!, holiday rental in Trinidad and Tobago

Casa Serena - Relaxing, private, family friendly!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Cozy cottage with hill view for bird lovers, holiday rental in Trinidad and Tobago
Cozy cottage with hill view for bird lovers, holiday rental in Trinidad and Tobago
Cozy cottage with hill view for bird lovers, holiday rental in Trinidad and Tobago

Cozy cottage with hill view for bird lovers

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Luxury country retreat with stunning sea and rain forest views, holiday rental in Trinidad and Tobago
Luxury country retreat with stunning sea and rain forest views, holiday rental in Trinidad and Tobago
Luxury country retreat with stunning sea and rain forest views, holiday rental in Trinidad and Tobago

Luxury country retreat with stunning sea and rain forest views

Condo/Apartment
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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VillaBelleFleur - A Home away from Home, holiday rental in Trinidad and Tobago
VillaBelleFleur - A Home away from Home, holiday rental in Trinidad and Tobago
VillaBelleFleur - A Home away from Home, holiday rental in Trinidad and Tobago

VillaBelleFleur - A Home away from Home

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Private Caribbean Retreat, holiday rental in Trinidad and Tobago
Private Caribbean Retreat, holiday rental in Trinidad and Tobago
Private Caribbean Retreat, holiday rental in Trinidad and Tobago

Private Caribbean Retreat

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Luxury 5 Bedroom Villa, Large Pool and Heated Jacuzzi, Free Wireless Internet, holiday rental in Trinidad and Tobago
Luxury 5 Bedroom Villa, Large Pool and Heated Jacuzzi, Free Wireless Internet, holiday rental in Trinidad and Tobago
Luxury 5 Bedroom Villa, Large Pool and Heated Jacuzzi, Free Wireless Internet, holiday rental in Trinidad and Tobago

Luxury 5 Bedroom Villa, Large Pool and Heated Jacuzzi, Free Wireless Internet

Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Caribbean Sea View over the beach and infinity pool (Birdie's Nest), holiday rental in Trinidad and Tobago
Caribbean Sea View over the beach and infinity pool (Birdie's Nest), holiday rental in Trinidad and Tobago
Caribbean Sea View over the beach and infinity pool (Birdie's Nest), holiday rental in Trinidad and Tobago

Caribbean Sea View over the beach and infinity pool (Birdie's Nest)

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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LAST MINUTE AVAILABILITY  Villa/Pool by Sea on Championship Golf Course, holiday rental in Trinidad and Tobago
LAST MINUTE AVAILABILITY  Villa/Pool by Sea on Championship Golf Course, holiday rental in Trinidad and Tobago
LAST MINUTE AVAILABILITY  Villa/Pool by Sea on Championship Golf Course, holiday rental in Trinidad and Tobago

LAST MINUTE AVAILABILITY Villa/Pool by Sea on Championship Golf Course

Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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A Beautiful Villa In Englishmans Bay, Tobago, holiday rental in Trinidad and Tobago
A Beautiful Villa In Englishmans Bay, Tobago, holiday rental in Trinidad and Tobago
A Beautiful Villa In Englishmans Bay, Tobago, holiday rental in Trinidad and Tobago

A Beautiful Villa In Englishmans Bay, Tobago

Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
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Three bedroom with 3 and a half bathrooms, Tobago Villa with panoramic sea view, holiday rental in Trinidad and Tobago
Three bedroom with 3 and a half bathrooms, Tobago Villa with panoramic sea view, holiday rental in Trinidad and Tobago
Three bedroom with 3 and a half bathrooms, Tobago Villa with panoramic sea view, holiday rental in Trinidad and Tobago

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
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Tobago three bedroom Villa with panoramic seaview, close to airport and town., holiday rental in Trinidad and Tobago
Tobago three bedroom Villa with panoramic seaview, close to airport and town., holiday rental in Trinidad and Tobago
Tobago three bedroom Villa with panoramic seaview, close to airport and town., holiday rental in Trinidad and Tobago

Tobago three bedroom Villa with panoramic seaview, close to airport and town.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Tropical Oasis , Store Bay/ Pigeon Point, holiday rental in Trinidad and Tobago
Tropical Oasis , Store Bay/ Pigeon Point, holiday rental in Trinidad and Tobago
Tropical Oasis , Store Bay/ Pigeon Point, holiday rental in Trinidad and Tobago

Tropical Oasis , Store Bay/ Pigeon Point

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Bananaquit- Cosy Loft w/ kitchen close to beaches 9, holiday rental in Trinidad and Tobago
Bananaquit- Cosy Loft w/ kitchen close to beaches 9, holiday rental in Trinidad and Tobago
Bananaquit- Cosy Loft w/ kitchen close to beaches 9, holiday rental in Trinidad and Tobago

Bananaquit- Cosy Loft w/ kitchen close to beaches 9

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Romantic Caribbean Get Away., holiday rental in Trinidad and Tobago
Romantic Caribbean Get Away., holiday rental in Trinidad and Tobago
Romantic Caribbean Get Away., holiday rental in Trinidad and Tobago

Romantic Caribbean Get Away.

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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SeaScape - Beachfront Accommodation, holiday rental in Trinidad and Tobago
SeaScape - Beachfront Accommodation, holiday rental in Trinidad and Tobago
SeaScape - Beachfront Accommodation, holiday rental in Trinidad and Tobago

SeaScape - Beachfront Accommodation

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Tropical Treasures Apt5 - Tobago, holiday rental in Trinidad and Tobago
Tropical Treasures Apt5 - Tobago, holiday rental in Trinidad and Tobago
Tropical Treasures Apt5 - Tobago, holiday rental in Trinidad and Tobago

Tropical Treasures Apt5 - Tobago

Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Frequently Asked Questions about Trinidad and Tobago

Yes, here are some popular holiday rentals in Trinidad and Tobago that have a pool:\n\nSee all holiday rentals with a pool in Trinidad and Tobago on Tripadvisor