
Vacation rentals in Great Tobago
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Top-rated vacation rentals in Great Tobago
Guests agree: these stays are highly rated for location, cleanliness, and more.

Hillside Hideaway
Perfect getaway for an island getaway, business, or solo adventuring. This well appointed one bedroom apartment is nestled in a quiet central hillside neighborhood with views of Hans Lollik, Jost Van Dyke, and Tortola islands. Conveniently located one mile from Magen's Bay and ten minutes to downtown Charlotte Amalie by car. Rental car is a must! Come enjoy the tranquil views, take a dip in the pool, and experience St. Thomas like a local. Please read all listing details and house rules.
FamilyValueComfort
4.98 out of 5 average rating, 220 reviews
Sunrise Cottage - Secluded, Romantic, Private
Sunrise Cottage is located on the cool & breezy north side of St. Thomas. A relaxing 1 bedroom cottage with a full kitchen & living area. You can soak up the sun on the sundeck or hang out in your private soaking pool, while appreciating the breath taking view during the day & the abundance of stars at night. When venturing out you are 20 mins to Magen’s Bay Beach, 15 mins to Town, 30 mins to Red Hook. Note: The hosts live on property with 2 dogs and this cottage is adult only 21 or older.
LocationValueTV
5.0 out of 5 average rating, 118 reviews
NEW WATERFRONt Villa at Magens Bay, hot tub, Jeep
This new waterfront villa is conveniently located steps away from the Platform beach and 5 min. drive to famous Magens Bay Beach. Enjoy morning coffee watching turtles or Eagle rays flying above the turquoise water right from your balcony. This extraordinary furnishing and modern feel will provide cozy and exceptional vacation for your family and friends. The outdoor space offers great relaxing area overlooking the Caribbean sea. Hot tub brings the resort feel with the privacy you deserve.
FamilyValueHospitality
4.89 out of 5 average rating, 174 reviews
Stylish & Luminous 2BR-spectacular water views!
Welcome to a newly renovated 1,800 sq foot 2 bedroom located in the heart of historic Charlotte Amalie! Our space is perfect for travelers who wish to experience the beauty of the US Virgin Island. Each room is oversized, with tall ceilings, and boasts stunning panoramic views of the Caribbean that are sure to take your breath away. The space is as stylish as it is comfortable, with modern furnishings and luxurious touches throughout, yet contextually appropriate for the historic setting.
LocationValueWalkability
4.95 out of 5 average rating, 153 reviews
Good Vibes Only Ocean Villa-Views/Pool/Sundeck/Fun
Gorgeous Caribbean paradise w/ a salt water pool. Sleeping for 10 including 3 private bedrooms w/ensuite bathrooms. Sprawling living & fully stocked kitchen. Additional Queen sleepers in living & master + 1/2 bath. Enjoy stunning ocean views w/ direct line of site over to White Bay in the BVI, Tortola, Hans Lollik & Mandahl Beach/Salt Pond. The villa is equipped w/multiple patio areas & stunning pool w/ soothing trade-winds that blow through the property for comfortable outdoor living.
LocationFamilyTV
4.98 out of 5 average rating, 101 reviews
Sail Away II-WOW Beachfront to Paradise Remodeled
Full property generator. Sail Away II at Sapphire Beach Resort and Marina is located on the beachfront just steps away from the sparkling Sapphire Beach. The patio leads you to a dazzling infinity pool and the option of 2 immaculate beaches. Caribbean water and amenities galore await you. No need to leave the tranquility of your room thanks to the many home furnishings within your vacation paradise. Beach level, beachfront & lush surroundings is yours to escape the hub of city life.
ValueFamilyNearby
4.95 out of 5 average rating, 145 reviews
Private Pool in Paradise! Ocean View Steps 2 Beach
Come enjoy the island life at this tranquil villa with private pool...only steps from the beach! Cooler, snorkeling gear, and beach chairs INCLUDED! The entire home has been remodeled. The pool has been fully updated as well as the deck area, which includes brand new furniture and high-end loungers. A new gas grill has also been added for your outdoor grilling pleasure. Stream all your favorites with our strong Wi-Fi. Upscale restaurant, Pangea, is just steps away. Free parking.
LocationValueComfort
4.97 out of 5 average rating, 158 reviews
Tropical Modern Loft | SoHo Style | Concierge
Single night bookings welcome! A luxe art loft experience in the heart of St. Thomas, this exclusive space in a convenient central location provides a chic home base, with sleek design, concierge options, + creative vibes. Perfect for both adventure and serenity. Ample space to lounge, with a balanced historic/contemporary aesthetic, and near beaches, restaurants, historic landmarks, boutiques, + ferry/airport/transportation. Our cafe/bar and art gallery are right downstairs.
LocationValueLong stay
4.99 out of 5 average rating, 158 reviews
Hilltop Paradise Vacation Package with Jeep
Start your next adventure and step into this brand new contemporary modern home hidden in the hills of St. Thomas. Here, you will be greeted with incredible, breathtaking views and an infinity pool overlooking the beautiful Charlotte Amalie. This carefully designed retreat sets the tone for a perfect adventure getaway for a group of friends/couples, or the perfect relaxation stop for a family. Whatever you choose, this home will not disappoint.
LocationValueCheck-in
4.99 out of 5 average rating, 104 reviews
Esperance~Pool~New~National Park
Spacious 2BR, 2BA luxury apartment in Fish Bay Skytop with full kitchen and washer/dryer. Both bedrooms feature Loom & Leaf memory foam mattresses. King bedroom with en-suite bath, second bedroom with queen bed and bathroom across the hallway. Smart TV with Netflix and streaming apps (no cable). 10 min drive to Cruz Bay dining, shopping, groceries, 25 min to North Shore beaches. 4 ft shared pool and BBQ with two other apartments.
ValueLocationQuiet
5.0 out of 5 average rating, 126 reviews
Stylish, Secluded, Hot Tub and Amazing Views
Nestled on top of Cooten Bay in Tortola, British Virgin Islands, Cooten House has amazing views that will take your breath away. Whether you are looking for a romantic getaway, a place to relax and soak up the sun or all of that plus close proximity to great surfing spots, Cooten House will exceed your expectations.
FamilyLocationCleanliness
4.95 out of 5 average rating, 168 reviews
Ocean View Villas, 1 Bedroom- (Seascape)
The villa had an AMAZING view, is updated and extremely comfortable. The breeze is amazing, kitchen fully prepared for use, impeccably clean every where, beds so comfortable, views to die for-sunrises over Great Harbor and sunsets over White Bay, spacious inside and out.
LocationWifiAccuracy
4.96 out of 5 average rating, 24 reviewsPopular amenities for Great Tobago vacation rentals
Other great vacation rentals in Great Tobago

Tranquil Desires, Villa
LocationFamilyAir conditioning
5.0 out of 5 average rating, 22 reviews
5 Star NEW Luxury Fully Remodeled 1x2 Pool & Beach
ValueFamilySleep quality
5.0 out of 5 average rating, 65 reviews
Panoramic Ocean views and off Grid
FamilyLocationCheckout
5.0 out of 5 average rating, 11 reviews
The Grande Escape in Yacht Haven Grand
LocationDecorGetting around
5.0 out of 5 average rating, 4 reviews
Magens Bay | Views From Every Room | Modern Vibes
CleanlinessPoolView
5.0 out of 5 average rating, 4 reviews
Seascape Villa w/ Private Pool & Spectacular Views
FamilyLocationGetting around
5.0 out of 5 average rating, 24 reviews
Milk Moon Cottage
LocationFamilyAir conditioning
5.0 out of 5 average rating, 95 reviews
BEACHFRONT Cottage in Privateer Bay𓆉
LocationValueGrill
5.0 out of 5 average rating, 57 reviewsDestinations to explore
- Flamenco Beach
- Magens Bay Beach
- Coki Beach
- Cane Garden Beach
- Secret Harbor Beach
- Cinnamon Bay Beach
- Honeymoon Beach
- Virgin Islands National Park
- Cane Bay Beach
- Limetree Beach
- The Baths
- Isla Palomino
- Peter Bay Beach
- Josiah's Bay
- Coral World Ocean Park
- Maho Bay Beach
- Cane Bay
- Brewers Bay Beach
- Paradise Point Tranway
- Lindquist Beach
- Cruz Bay
- Culebrita Beach
- Coki Point Beach





