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.

Tobago Luxury Rentals

List your property
Owner log in
Check in
— / — / —
Check out
— / — / —
Guests
0 rooms, 2+ guests
Distance from
1 mi
Price per night
$0
$1,000+
Suitability
Show more
Bathrooms
Any
Amenities
Show more
Property type
Show more
Distinctive Features
Show more
Neighborhood
209 rentals in Tobago.
Sort by:
Tripadvisor Sort
Villa Casa Verde
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Payment Protection
Ocean Air Villa
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Payment Protection
Mary's Hill Lodge, Tobago
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
Check in
Check out
Payment Protection
SeaScape -, Beachfront Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection
CHACONIA, Beach front, luxury 3 bedroom apartment, SPECIAL OFFERS AVAILABLE
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
Mahogany Villa - Luxury Villa in Beautiful Tropical Gardens near Lovely Beaches
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Payment Protection
Secluded villa in Englishmans Bay
4 bedrooms
6 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Payment Protection
Ambassadors House, Windy Edge
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
Payment Protection
OCEANVIEW APARTMENT (POOL & BEACH ACCESS) with WIFI - Casa Cassini Tobago
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection
Oleander Villa
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Payment Protection
Save time - get the best Tobago rentals sent straight to your email!
Stunning seafront villa with panoramic ocean views
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
More info
Check in
Check out
Payment Protection
Oceanview apartment 1 br, Roundhouse, Castara, Tobago. Paradise awaits you
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection
Eagle's Base Villa
6 bedrooms
6 bathrooms
Sleeps 22
Match: Sleeps
More info
Check in
Check out
Payment Protection
Flipkey'sTopVillaRental 4BED villa Nr..QUIET BEACH
4 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
More info
Check in
Check out
Payment Protection
Castara Cottage
5 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
It have two one bedrooms & a two bedroom apartment
1 bedroom
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Payment Protection
Caribbean Panoramic Views Birdwatchers Paradise
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
More info
Check in
Check out
Payment Protection
Robbie's Place Tobago # 2 bedroom
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
Robbie's Place Tobago # 1bedroom
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection
Plantation View
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
Check in
Check out
Payment Protection
Carpe Diem Villa. Sunset 2. Studio apmt - amazing sea views even from the beds!
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check in
Check out
Payment Protection
Coral Sunset Villa- Beautiful beaches steps away!
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection
PRIDE OF COURLAND - Hummingbird - Unique Beachfront Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check in
Check out
Payment Protection
Cozy cottage with hill view for bird lovers
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
Bishop’s Villa - Includes Private PARKING!!! Price Includes 10 Guests!!!
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
Payment Protection
Tomas Villa Tobago
8 bedrooms
8 bathrooms
Sleeps 16
Match: Sleeps
More info
Check in
Check out
Payment Protection
VillaBelleFleur - A Home away from Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
Caribbean Sea View over the beach and infinity pool (Birdie's Nest)
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
Tobago three bedroom Villa with panoramic seaview, close to airport and town.
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Payment Protection
Romantic Caribbean Get Away.
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
Bananaquit- Cosy Loft w/ kitchen close to beaches 9
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
SeaScape - Beachfront Accommodation
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
Tropical Treasures Apt5 - Tobago
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
Large villa with 50ft pool in Samaan Grove Tobago
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
Beach, Infinity pool and Netflix all have one in common. Birdie's Nest
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection
Kilgwyn Bay Getaway
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
More info
Check in
Check out
Payment Protection
Toad Heights, Castara, Tobago.
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
Le Caprice, Tobago
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Payment Protection
2BR Ocean Front Bungalow with pool, deck and wifi
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
Windance Villa
4 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
Payment Protection
Villa Sans-Souci
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Payment Protection
Carpe Diem Villa Sunset 1 Studio aptmt -amazing sea views even from the beds!
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check in
Check out
Payment Protection
Beautiful Villa, Great Location
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
Payment Protection
GreenHaven Cottage (One Bedroom Apt)
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection
The Brash Villa of Tobago
4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
Check in
Check out
Payment Protection
Villa Sweet Breeze
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
Crown Point 2BR Condo
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
Villa Soleil
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
Payment Protection
Bananaquit- Signature Studios near the beach (1)
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
Payment Protection
PreviousNext
12345
Tobago Vacation Rentals
Let life’s stresses melt away on a breezy island whose rocky coastline is dotted with bays, beaches, and friendly Caribbean fishing villages. Inland is a bird-watching paradise of hillside rainforests punctuated by waterfalls. Horseback ride hills and beaches. Golf, hike, bike, fish, swim, sunbathe, kayak, dive, snorkel, and windsurf. Take the family on a boat tour. Barbecue freshly caught fish on isolated beaches or poolside with your family or new island vacation rental friends. Plus experience Tobago’s smiling, laidback culture by liming (hanging out) with the locals near your money-saving Tobago vacation rental villa, lodge, house, cottage, cabin, apartment, or studio flat.
More
Tobago Vacation Rentals
Let life’s stresses melt away on a breezy island whose rocky coastline is dotted with bays, beaches, and friendly Caribbean fishing villages. Inland is a bird-watching paradise of hillside rainforests punctuated by waterfalls. Horseback ride hills and beaches. Golf, hike, bike, fish, swim, sunbathe, kayak, dive, snorkel, and windsurf. Take the family on a boat tour. Barbecue freshly caught fish on isolated beaches or poolside with your family or new island vacation rental friends. Plus experience Tobago’s smiling, laidback culture by liming (hanging out) with the locals near your money-saving Tobago vacation rental villa, lodge, house, cottage, cabin, apartment, or studio flat.
Crown Point
Have a cooling rum punch after landing at Crown Point International Airport (TAB) on Tobago’s southwest tip. Crown Point is minutes from Buccoo Reef’s Nylon Pool, Bon Accord, Pigeon Point, Mt. Irvine Bay, Black Rock, Plymouth, Le Coteaux, and Concordia. Chat with handicraft vendors and sample curry crab and dumplings around the beaches and resort hotels between Pigeon Point, Store Bay, and Canoe Bay. Then be thankful that your money-saving Tobago vacation rental puts you near quiet beaches and friendly fishing villages where you can buy the fresh catch of the day to barbecue.
Scarborough & Boats
Scarborough, Tobago’s capital and largest town, is the dock for the ferry from Port of Spain, Trinidad. When cruise ships dock, vendors come alive selling coconut sugar cakes, sesame benne balls, and handicrafts near Milford Road Esplanade. Tobago has annual boating events and regattas. But protected yacht and sailboat anchorages are over an hour away in the northeast at Charlotteville, near the beautiful beaches of Pirate’s Bay and Man O’ War Bay. Private boat tours, often arranged via vacation rental contacts, are family favorites that can include snorkeling and barbecues on deserted beaches. Besides Scarborough’s shopping and restaurants, visit Fort King George, the Botanical Garden, and the Tobago Museum.
Castara
A money-saving Tobago vacation rental near Castara’s fishing village is midway between Crown Point and Charlotteville’s rocky, frigate bird nesting areas. Lime around Englishman’s Bay and nearby beaches. Watch goats and chickens wander as you chat at the fishing village. Savor the slow pace. Back home on your vacation rental verandah, relax with tropical garden fruits, 50 hummingbird species, and exotic bird songs. Then take the family to waterfalls and rainforests.
Tobago Cocoa, Rainforests & Waterfalls
Legally protected as an essential watershed since 1776, hike and bird-watch with guides in the Tobago Forest Reserve. The cascades and swimmable pools of 175-foot Argyle Waterfall are near Roxborough and the beaches of King’s Bay, an area amenable to sugarcane, fruit trees, cocoa, and coconut plantations. The tiny Tobago Cocoa Estate offers early morning drop-in tours, and rum and chocolate tasting.