L'Esperance
L'Esperance
L'Esperance
L'Esperance
L'Esperance

L'Esperance

5 bedrooms·5 baths
St. Thomas

$3,881.25 USD total for 3 nights

Sep 22 – 25, 2026

Palms at Morningstar
Palms at Morningstar
Palms at Morningstar
Palms at Morningstar
Palms at Morningstar

Palms at Morningstar

2 bedrooms·2 baths
St. Thomas

$2,409.75 USD total for 3 nights

Sep 22 – 25, 2026

Infinity - St. Thomas
Infinity - St. Thomas
Infinity - St. Thomas
Infinity - St. Thomas
Infinity - St. Thomas

Infinity - St. Thomas

4 bedrooms·4½ baths
St. Thomas

$3,206.25 USD total for 3 nights

Sep 22 – 25, 2026

Kyalami - Estate Elizabeth
Kyalami - Estate Elizabeth
Kyalami - Estate Elizabeth
Kyalami - Estate Elizabeth
Kyalami - Estate Elizabeth

Kyalami - Estate Elizabeth

2 bedrooms·2 baths
St. Thomas

$1,400.63 USD total for 3 nights

Sep 22 – 25, 2026

Stargate - Peterborg
Stargate - Peterborg
Stargate - Peterborg
Stargate - Peterborg
Stargate - Peterborg

Stargate - Peterborg

3 bedrooms·3½ baths
St. Thomas

$2,278.13 USD total for 3 nights

Sep 22 – 25, 2026

Seabright - St. Thomas
Seabright - St. Thomas
Seabright - St. Thomas
Seabright - St. Thomas
Seabright - St. Thomas

Seabright - St. Thomas

2 bedrooms·2 baths
St. Thomas

$12,318.75 USD total for 3 nights

Sep 22 – 25, 2026

Villa Vista Oceanfront 5BR - Infinity Pool - Views
Villa Vista Oceanfront 5BR - Infinity Pool - Views
Villa Vista Oceanfront 5BR - Infinity Pool - Views
Villa Vista Oceanfront 5BR - Infinity Pool - Views
Villa Vista Oceanfront 5BR - Infinity Pool - Views

Villa Vista Oceanfront 5BR - Infinity Pool - Views

5 bedrooms·3 baths
Charlotte Amalie • St. Thomas

$1,968.07 USD total for 3 nights

Sep 22 – 25, 2026

Isla Vista - Caneel Hill
Isla Vista - Caneel Hill
Isla Vista - Caneel Hill
Isla Vista - Caneel Hill
Isla Vista - Caneel Hill

Isla Vista - Caneel Hill

3 bedrooms·2½ baths
St. John

$4,691.25 USD total for 3 nights

Sep 22 – 25, 2026

Privacy, gorgeous ocean views overlooking the harbour of Cruz Bay and the islands in Pillsbury Sound. Amazing 14 x 21 pool with steps, sitting ledge and deep end. Plenty of room for gatherings with friends and family or quiet time.
Morning coffee on the deck? Upper deck with ocean views and hilltop breezes - Large sitting and eating area - oh those views!
Romantic dinner and dancing by the pool - with our outdoor blue tooth sound system. View overlooking islands in Pillsbury sound, including views of the caribean islands St Thomas and even St Croix on a clear day.
Come snorkel at Trunk bay, voted worlds #1 beach in travel magazine
Gorgeous sunset views from the upper deck of Riley's Retreat.

Riley's Retreat

6 bedrooms·5 baths
St. John

$7,312.50 USD total for 4 nights

Sep 22 – 26, 2026

Villa w/ stunning views & Solar in Chocolate Hole! image 1
Great outdoor area; take in the views or the breeze! Dining and lounging area!
Comfy new couches to enjoy!
Overlooking Chocolate Hole
The views never get old!

Villa w/ stunning views & Solar in Chocolate Hole!

5 bedrooms·3 baths
Cruz Bay • St. John
5(21 reviews)

$3,409.88 USD total for 3 nights

Oct 24 – 27, 2026

Mare Blu - Rendezvous Bay
Mare Blu - Rendezvous Bay
Mare Blu - Rendezvous Bay
Mare Blu - Rendezvous Bay
Mare Blu - Rendezvous Bay

Mare Blu - Rendezvous Bay

6 bedrooms·6 baths
St. John

$6,750.00 USD total for 3 nights

Sep 22 – 25, 2026

Villa Carlota - Upper peter Bay
Villa Carlota - Upper peter Bay
Villa Carlota - Upper peter Bay
Villa Carlota - Upper peter Bay
Villa Carlota - Upper peter Bay

Villa Carlota - Upper peter Bay

5 bedrooms·6½ baths
St. John

$7,526.25 USD total for 3 nights

Sep 22 – 25, 2026

Delfina - Peter Bay
Delfina - Peter Bay
Delfina - Peter Bay
Delfina - Peter Bay
Delfina - Peter Bay

Delfina - Peter Bay

5 bedrooms·5 baths
St. John

$6,891.75 USD total for 3 nights

Sep 22 – 25, 2026

Seacove - Peter Bay
Seacove - Peter Bay
Seacove - Peter Bay
Seacove - Peter Bay
Seacove - Peter Bay

Seacove - Peter Bay

5 bedrooms·6 baths
St. John

$6,513.75 USD total for 3 nights

Sep 22 – 25, 2026

Great Turttle Villa - Upper Carolina
Great Turttle Villa - Upper Carolina
Great Turttle Villa - Upper Carolina
Great Turttle Villa - Upper Carolina
Great Turttle Villa - Upper Carolina

Great Turttle Villa - Upper Carolina

4 bedrooms·4 baths
St. John

$1,805.63 USD total for 3 nights

Sep 22 – 25, 2026

Retreat - Dreekets Bay
Retreat - Dreekets Bay
Retreat - Dreekets Bay
Retreat - Dreekets Bay
Retreat - Dreekets Bay

Retreat - Dreekets Bay

2 bedrooms·2½ baths
St. John

$2,349.00 USD total for 3 nights

Sep 22 – 25, 2026