Vacation Rentals & House Rentals in Flag Hill, Saint Thomas

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Beach or lakeside relaxation
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Skiing – property near ski resort
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34 rentals

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Great rentals within 20 miles that match your search

Brigadoon: A 2Bd/2Ba Brand New Villa In Red Hook

St Thomas East villa

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$258

Luxury All-Inclusive Sailing Catamaran

East End yacht

3 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$2,449

Yacht Catatonic-Crewed All-Inclusive BVI Charters

Charlotte Amalie yacht

3 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 19 minutes

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Price per night from

$3,030

Sweet Wind Villa overlooking Hurricane Hole

Coral Bay house

5 bedrooms
4 bathrooms

sleeps 10

“Sweet Wind is outstanding” We just returned from 9 wonderful days at Nina"s Sweet Wind Villa. The view is spectacular, the trade winds always kept the villa very comfortable and the location to great snorkeling and beautiful beaches is a big plus. Nina is a great hostess and close by if you need any hints on where to go or places to eat but she is never in the way. She even was so kind to fillet a Mahi Mahi I bought in Cruz Bay!! The "Pod" set up of the Villa makes it really nice. The living, dinning and kitchen area is separate but right next to two pods that are the sleeping and bathroom areas. Great for 3 couples or a family. The East end of the Island is also very peaceful and quiet. We certainly plan to return.

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Price per night from

$687

Westin St John 3BR Private Pool Villa: 2023 Summer, Christmas & New Years Weeks

Cruz Bay villa

3 bedrooms
3 bathrooms

sleeps 10

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Price per night from

$1,801

Two bedroom beachfront condo at Sapphire Beach

East End apartment

2 bedrooms
2 bathrooms

sleeps 4

“Excellent location!” We enjoyed our stay at Linda's place. The two level apartment is located right at the beach with a million dollar view. The apartment is quite spacious and accommodated our family of 4 very comfortably. The apartment had everything we needed for a comfortable stay and even had some snorkeling pieces and beach chairs. The kitches is equipped and fully functioning and we cooked a couple of times. My family loves st Thomas and we would love to come back! We highly recommend the apartment!

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Price per night from

$453

Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

4 bathrooms

sleeps 10

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Price per night from

$986

Marriott Frenchman's Cove 2/2 Gorgeous, Spacious, Villa - 2 Units available -4BR

Charlotte Amalie hotel apartment

2 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$557

Live the ‘Suite Life’ - All Inclusive Private Yacht

Charlotte Amalie yacht

4 bedrooms
5 bathrooms

sleeps 9

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Price per night from

$5,731

Soulshine Charters

Virgin Islands National Park yacht

3 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$1,949

A VILLA FOR THE SAINTS at Mahogany Run or SAIL & STAY YACHT CHARTER & VILLA

North Side villa

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$458

Point Pleasant - Villa Salt Life – Panoramic Water View Villa - New Listing!

Smith Bay villa

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$190

Point Pleasant - Villa Sea Song - Waterfront, Private, Brand New Listing

Smith Bay villa

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$178

Point Pleasant USVI - Villa Songsaa - Waterfront

Smith Bay villa

1 bedroom
1 bathroom

sleeps 4

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Price per night from

$167

Westin St John 3BR private pool villa 2024 November 1 or 2 weeks Thanksgiving

Cruz Bay condo

3 bedrooms
3 bathrooms

sleeps 10

Responds fast! avg. 16 minutes

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Price per night from

$1,277

Rare Brand New Luxury 2BR Beachfront 2FL condo

East End apartment

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$737

The Westin St. John Resort Premier Villa 2BRM Sleeps 6 with 2 Balconies

Cruz Bay villa

2 bedrooms
2 bathrooms

sleeps 6

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Price per night from

$803

Yacht Serena | Luxury Crewed All-Inclusive Charters | USVI, BVI, ST BARTHS

Water Island yacht

3 bedrooms
3 bathrooms

sleeps 6

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Price per night from

$2,768

Beautiful Sapphire Beach St. Thomas, USVI

East End apartment

1 bedroom
2 bathrooms

sleeps 5

“Perfect Stay at Sapphire Bay” We just returned from the most fabulous week in St Thomas at the Sapphire Beach condo. The condo location could not be more perfect. Just steps to the beach with the most serine views of the island. It is a quick 2 min drive to Red Hook harbor for great restaurants, bars, grocery store and ferry to BVI or St John. The owners were so accommodating bringing in a full size crib, high chair and pack and play for my 1 YO. The house keeper Norma gave us a complete run down of the area, where to eat and what to do during our stay. Being a family with 2 kids, this was the perfect stay for us. Full kitchen in the unit, washer and dryer, satellite TV, games and movies for the kids--and the convenience of going back and forth between the beach and home when needed. The island was nothing but beautiful and after visiting many beaches on the island, this was by far the best. If you don’t snorkel, you will start on this trip. The water is so calm and clear with amazing fish, turtles and coral. Plus gear is provided at the condo! A trip to the Mountain Top for a banana daiquiri is a must. For dinner, Fish Tails had the freshest seafood and best sushi around. For Caribbean fare, don’t skip Cuzzin's and Glady's in Charlotte Amalie-- absolutely delicious! We cannot wait to return to paradise-- maybe next time without the kiddos!

Responds fast! avg. 1 hour 30 minutes

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Price per night from

$361