Flag Hill, Saint Thomas Rentals

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Great rentals within 20 miles that match your search

Beauty, Comfort, Value! Your Home in the Caribbean

Charlotte Amalie house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Magical Vacation” Thank You Gail & Curlson for allowing us to rent from you. The instant we got to your place, we felt like we were "home". The location of your property is perfect, a short drive to Red Hook and close to some gorgeous beaches. The villa included many "little" amenities such as beach towels, paper goods, hairdryers, that really made my packing job much easier! The kids had the best time swimming in the pool & hot tub and ask daily when we can go back! I think even breakfast tasted better because we were able to eat it every morning on the patio overlooking St. John and Sapphire Beach. Whenever we had a concern or question, you were a quick phone call or email away. And the place looked exactly as it does in your pictures. This was one of the best vacations our family has ever taken. Thank you from the bottom of my heart - Take Care!

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$542

Villa in Paradise w/Private Pool! Walk to beach!

East End villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Perfect vacation in St Thomas” Spent end of January, beginning of February at Laverne's place in Pavilions and Pools. Everything was perfect. The condo was clean and very comfortable. It was great having your own pool just outside the door. The property was quiet and peaceful and We really enjoyed our stay here. The girls at the front desk, the maintenance people, everyone at the facility were extremely friendly and very responsive to any of our requests. Vicars, the on site restaurant was excellent. If you go there, order the steamed mussels appetizer. It was fabulous. Every morning there are bagels, muffins, cereal, juice and coffee if you don't feel like making your own breakfast. We also used the grill to cook a few steaks during our stay. The only slight drawback was the walk to the beach, it was approximately 5 minutes long, but seemed worse if you are carrying beach chairs, towels, etc. However, once you get to the beach the walk was worth it. Sapphire Beach is a really nice beach, with changing and rest room facilities and a vendor (Banana Bar) that serves sandwiches, drinks etc. From the beach it's a short walk to the Marina where you can see the Tarpon & Barracudas swimming in the clear waters. Red hook was a great area for restaurants or a trip to St Johns and it's only a few minutes away. We did not have a car and didn't need one. The Safari taxis stop right in front of the hotel, and regular taxis are not that expensive and easy to find. Don't miss the fiddle player at Latitude 18 on the other side of the Red Hook Harbor.

Responds fast! avg. 3 hours 24 minutes

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$229

CARIBBEAN Beachfront Condo,Georgeous Views, Elysian Beach Resort

East End apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“I really cannot imagine any place more enjoyable for us” We recently stayed at Nancy's condos for the first three days of our 10 day stay. All I can say is that I wished we had stayed there the entire time! We headed to a resort and even my 12 and 7 year old boys (who had plenty to keep them busy at the resort) kept saying that they wished we were back at "Nancy's condos." The beach and the water were simply amazing. No having to fight for pool or beach chairs. I was pleasantly surprised at how well appointed the kitchen was with excellent cookware and general supplies with many guests "paying it forward," with items they left. We did the same. There is really nothing negative I can say at all, as evidenced by the fact that we already booked for next year immediately upon arriving home!

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$344

White Seagull -Just For Two- POOL SALE NOW

Cruz Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Spectacular View and Wonderful Hospitality!” We just returned from a wonderful 8-day stay in the White Seagull, at "Just For Two" on St. John. This was a return trip for us, having stayed there, last May, as well. We rarely return to the same location, preferring to seek new adventures. This was a rare exception and a testimony to the wonder of this place - both St. John and Jacqueline's hospitality. The room is wonderfully decorated and comfortable, with 270 degree views of the Caribbean. We overlook Great Cruz Bay and Chocolate Hole from our windows, with views of St. Thomas from the Sky Lounge. It's amazing to wake to the early sunrise and see the ocean view, by simply sitting up in the bed. We took wonderful photos of the sunsets from the rooftop Sky Lounge and our location near the top of a mountain, overlooking the island. Jacqueline readily gave us access to her private patio, as well, providing wonderful views of Great Cruz Bay and relaxing surroundings to talk or simply play cards, in paradise! The room is well decorated with antiques and personal items. There was good Wi-Fi access and a TV with limited channels, but we rarely used them. A fireplace was available, but we can't imagine using it, except in the dead of "winter"! The room offers a small kitchenette, suitable for simple breakfasts or lunch preparation. There is access to a grill in the courtyard, as well. However, we mostly enjoyed the wonderful food at all the restaurants on the island. You definitely need to rent a car and we have had great experience with Courtesy Rental. The roads are steep, somewhat narrow and you get the challenge of driving on the left side. It's a challenge, but quickly becomes comfortable. The roads Just For Two are steep, but enjoyable. There is a back way that allows a "less steep" option, if it is rainy. Next year is our 25th anniversary and we are planning to return, yet again. It's hard to argue with perfection - especially for a milestone date.

Responds fast! avg. 3 hours 17 minutes

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$602

Serenity - Private Caribbean Style Pool Villa

St Thomas East condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$258

⛵ Sail charter Catamaran NEW! Caribbean BVI's

Brewers Bay yacht

  • 1 bedroom
  • 3 bathrooms
  • sleeps 2

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$2,282

Beauty, Comfort, Value! Your Home in the Caribbean

St Thomas East townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$542

Luxury All-Inclusive Sailing Catamaran

East End yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$2,446

Beautiful 2015 Saba 50 Catamaran Sail Boat

East End yacht

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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$4,008

Ocean Garden- Just For Two -SALE NOW

Cruz Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 17 minutes

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$430

Sailboat Ragamuffin Floating Bed and Breakfast INCL meals drinks water toys

Water Island b&b

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$229

Casa Azul at Crystal Cove, St. Thomas

Red Hook condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 20 minutes

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$441

Soulshine Charters

Virgin Islands National Park yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$1,947

Live the ‘Suite Life’ - All Inclusive Private Yacht

Charlotte Amalie yacht

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

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$5,725

Sail Away at Sapphire Beach Resort in St. Thomas VI

Smith Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$401

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$189

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$189

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

Smith Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$178

Luxury 4/4 Villa with Pool, Privacy, 180° Ocean Views! All on one level

Coral Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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$964

Two Tickets To Paradise Cottage, Pool & Tiki Bar

Charlotte Amalie cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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$315

Responds fast! avg. 16 minutes

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$1,276

BRAND NEW! Private Beach Views, Luxury Villa Milagro - Villa 4

Charlotte Amalie villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 3 minutes

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Price per night from

$401

2017 Fountaine Pajot Helia 44 Catamaran

Water Island yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$916

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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$802

Westin St. John Resort Villas, Beautiful One bedroom villas, well equipped

Virgin Islands National Park villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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$735

All-Inclusive Virgin Islands Crewed Yacht Charter

Charlotte Amalie yacht

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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$2,944

Private Beach Views! Luxury Villa Milagro - 50 Shades theme

Charlotte Amalie villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 3 minutes

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$401

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

Water Island yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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$2,766

Striking Ocean Views, Privacy,

Water Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$487

Captain's Quarters Inviting YOU to make Memories in Paradise

North Side apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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$247

Luxury 2BR Suite Apt. –With ocean beachfront view

Nazareth apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$993

The Garden of Eden Cottage Collection - Ocean

Virgin Islands National Park cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$400

Blue Moon Villa at Point Pleasant Resort - STT

East End apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$240

The Garden of Eden Cottage Collection - Caribbean

Virgin Islands National Park cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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$400

Brand New - Sleek, Ultra Modern, Cottage for Two

Cruz Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$361

Just For 2- Tropical Orchid Hot/Tub/SPA ~ SALE NOW

Cruz Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“spectacular views with affordable villa” My husband and I had wonderful time in the Tropical Garden villa we rented from Jacqueline. This is not the typical rental where you pick up your key and you're on your own. Jacqueline met us after we arrived on the ferry and rented our jeep to follow her up to the villa. Her home is part of the property to which her four rental villas are connected, and everything is well kept. She was so friendly and helpful providing advice and making sure we had everything we needed. By the end of the week, we had become friends. The Tropical Garden villa has a spectacular view overlooking Great Cruz Bay, Chocolate Hole, and Heart Bay, which you can enjoy from the deck, living room and bedroom. It is on the lower level and has a secluded feeling. It has a full kitchen and a gas grill in the garden. There is a hot tub with a view that you can find at the end of the path through the tropical garden. The beach chairs and cooler that were provided were very much appreciated during our many outings to different gorgeous beaches every day. We have fond memories of waking up and seeing that incredible view and enjoying our breakfast on the deck. We also enjoyed staying in the White Seagull villa for the latter part of the trip when it was available. We would stay in either one again. Jacqueline went above and beyond to make our stay extra special. We were sad to leave but very happy to have a new friend in St. John!

Responds fast! avg. 3 hours 17 minutes

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$457

The Hideaway Hull Bay Cottage 5

Charlotte Amalie cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$400

The Hideaway Hull Bay Cottage 6

Charlotte Amalie cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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$400

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rentals in Flag Hill, Saint Thomas

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