Flag Hill, Saint Thomas Rentals

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360 rentals

Great rentals within 20 miles that match your search

An Enchanting Caribbean Interlude affordable 4 you

Cruz Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$167

Sailing in the Virgin Islands

Charlotte Amalie yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$946

Spectacular Views Day & Eve in Treetop Apartment

Cruz Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$311

Villa Madeira

St. John villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$601

Christian Villa

St Thomas Central villa

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 8

Price per night from

$1,204

Antillean Yacht Charters

Water Island yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$1,652

⛵ Sail charter Catamaran NEW! Caribbean BVI's

Brewers Bay yacht

  • 1 bedroom
  • 3 bathrooms
  • sleeps 2

Price per night from

$2,298

Striking Ocean Views, Privacy,

Water Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$488

Beachfront Condo - 37 Steps from thr water

St Thomas East condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$343

Sapphire Beach Front (Fully Renovated)

East End condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$458

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

St Thomas East villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$258

Luxury All-Inclusive Sailing Catamaran

East End yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$2,450

Reef Side Delight

East End condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$430

Private Day Sail, Snorkeling & Week Long Charters

Charlotte Amalie yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$2,982

Beautiful 2015 Saba 50 Catamaran Sail Boat

East End yacht

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$4,014

The Peter Bay 1BR Honeymoon Suite at St. John

St. John villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$683

Suite 8C - Gallows Point Resort Oceanfront Upper Level

Cruz Bay villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Price per night from

$683

Yacht Catatonic-Crewed All-Inclusive BVI Charters

Charlotte Amalie yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$3,031

Villa Nautilus, East End, St. Thomas

East End condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

Price per night from

$430

Luxury 5 Bedroom Villa Overlooking Magens Bay

Peterborg villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

Price per night from

$2,173

Luxury Villa with Large Pool Above Honeymoon Beach

Water Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$492

Escape Winter at Westin St. John Resort, USVI

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

Price per night from

$2,007

Rare Brand New Luxury 2BR Beachfront 2FL condo

East End apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$738

Swogjan's Dragon 7A Carolina

Coral Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$401

Starfish Studio on Crystal Cove Sapphire Beach

Smith Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$224

Lion's Gate Getaway - Lush tropical setting

East End house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Incredible Getaway” This is a great place to stay when vacationing in St. Thomas. Max is an incredible host and generously shares her home and her knowledge of the islands. Rent a car if you don't like trekking up the hill, but we made it okay without one.

Price per night from

$161

Coconuts: Panoramic ocean views and sunsets

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Price per night from

$459

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.

Price per night from

$687

Relax 4 Us at Bolongo Bay ~ USVI

Charlotte Amalie apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Excellent property and great destination!” Our stay here was wonderful! We just came back a few weeks ago (Jan 7-14) from our trip and we are ready to book for the next year! We had such a great time: Accommodations - The apartment is very clean and modern. It has nice comfortable beds and lovely décor in every room. The kitchen is stocked with all necessary utensils and appliances. Bathrooms are clean and modern. I loved the cherry wood doors and marble countertops all around. There is a large balcony that you can eat or relax out on. Beach chairs, towels etc. is also provided for you. Beach - you can go downstairs and you are at the Bolongo Bay beach, its lovely, you have all the water sports options that you would find at a typical resort right there. If you walk past the restaurants and the hotel (5 minute walk along the beach), there is a great snorkeling spot past the rocks, very cool! We had a rental car so we also drove (about 15 min) to Smith Bay. This beach is pure heaven! It seems to be mainly visited by locals and is not crowded with perfect white sand and beautiful calm blue waters. Pool - There are a couple of pools that you can use. We used the one by the beach; it had a tap to wash off the sand as well. The pool was nice and clean and the water was pretty warm. Food - Like I mentioned you have everything you need to prepare your food 'at home' if you are on a budget or have specific dietary needs. There are many supermarkets that deliver or you can shop in a warehouse type place (CostUless) or a supermarket (Pueblo) or some local stands that are all around. There are three popular restaurants directly in the Bolongo Bay area so you don't ever have to leave the area if you choose not to: • Iggys - casual burger type place• Mims - fancier place that serves sea food• Lobster Grill - very fancy There is a lot to do on the island and its neighbors, but we have small kids so we took it easy this time and just enjoy the water. Next time we rent this apartment, we will explore the island.

Responds fast! avg. 2 hours 12 minutes

Price per night from

$221

Responds fast! avg. 3 hours 57 minutes

Price per night from

$1,802

Lidskjalf at Annaberg - Walk to Francis Bay Beach!

Virgin Islands National Park villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$501

“We didn't want to leave!” My husband and I stayed at Mooncottage for too short a time in april 2014. We loved it and will hope to go back one day. The layout of the cottage is perfect for a couple. Separate sleeping cottage allows for one to sleep-in undisturbed while the other makes coffee. The island/asian decor is very attractive and the house was fully equipped with everything we needed. But the very best feature is the view which is absolutely to die for. Once there, you will be happy to skip a day at the beach and just bask in the breezy air, taking an occasional dip in the tiny pool, positioned perfectly between the bedroom and the deck. The drive in is pretty hair-raising, but once you get the hang of the very steep and very rough roads (typical in Carol Bay and much of St. John) and the perilously steep driveway, you'll be so glad you made the journey!

Price per night from

$819

“Absolute Paradise!!!!” Thanks to Tom we had the perfect getaway!!! Fast booking, we were provided with tons of information before we even left and the deposit returned asap. This condo was in the best place - you were in your own world yet so close to everything. We had privacy, everyone was pleasant and perfect weather. All that was needed was right there. The view was beautiful, the pool 2 minutes away - walking and Sapphire Beach 5 minutes away - walking. And lets not leave out the Off the Grid food truck at the top of the hill. We are early risers so we snorkeled in the morning, walked the beach in the afternoon and made good use of the pool 7am to 10pm with cocktails and appetizers at the Sapphire and Grill. The ferry to St. Thomas is a 5 minute drive too!!! This is the place you want to be and we will definitely be booking this amazing place again. Thanks to you Tom and your condo - you rock!!!!

Responds fast! avg. 3 hours 10 minutes

Price per night from

$160

“A little slice of paradise!” When we were deciding on a rental in St. John I was fixated on having a great view...I can't imagine there's a much better view paired with a beautiful and clean house on the whole island! The pictures can't possibly do it justice. We couldn't stop taking pictures in hopes of capturing it the best we could. The house is very clean and well-equipped. We were able to eat some dinners in, using both the grill and the stove. We had Meredith at St. John Provisions shop for food for us and stock the house before we got there so that we didn't have to go back out once we got in the first night. Very convenient! The kids loved the pool. The beds are super comfortable and it seems that our host had thought of everything we might need - soap, shampoo, hair dryers, beach towels, chairs and coolers, etc. Our favorite beach was Cinnamon Bay since we were able to rent paddle boards and skim boards for the kids. All around it was an awesome vacation. Thank you, Michael!!

Responds fast! avg. 1 hour 21 minutes

Price per night from

$625

VILLA AMOUR ,Romantic , Art Lovers Paradise ,

North Side villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

“Perfect!” Title says it all. PERFECT island vacation home. Better than advertised. We had 7 adults and 2 infants and had plenty of room to relax. Pool, views are incredible. Convenient enough to travel the rest of the island (although you may ask yourself "why leave!". Rick and Steve are great hosts, responsive to any questions you might have. Recommend renting SUV and also that you give yourself plenty of time at the airport when departing. Highly recommend Villa Amour and would definitely return!

Responds fast! avg. 1 hour 0 minutes

Price per night from

$803

Sapphire 1 Bedroom-Free H/S WIFI & No Excessive Owner Fees #257

East End apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$206

“Week in paradise!” Our stay in the Little Palm Suite was wonderful! The suite was exactly as described in the posting and was accurately displayed in the photos. The view of Fish Bay off the deck was amazing! It was a beautiful sight to look forward to every morning. The suite was very clean and well-stocked with necessities. Both the inside and outside (grounds) at the suite were extremely well-maintained. We appreciated having beach towels and beach chairs provided for us to use for our daily trip(s) to the beaches. Michael was a wonderful host! The information he provided to prior to our trip was extremely helpful as we made our plans. He was so helpful to us during our stay as well with directions and with restaurant and beach recommendations. We enjoyed all of the restaurants that he recommended. Our personal favorites were the Sun Dog Cafe for breakfast/lunch and the Lime Inn and Fish Trap for dinner. We loved being able to eat every meal outside for an entire week! The ice cream shop at the end of Mongoose Junction was also a favorite. Our favorite north side beaches were Hawksnest (smaller and not very busy) and Trunk Bay (busier, but so beautiful and picturesque). We really enjoyed the laid-back pace on St. John and had a truly relaxing week. I really enjoyed staying a little bit outside of Cruz Bay and the location in Fish Bay was perfect. We would highly recommend Little Palm Suite! Thank you, Michael for sharing your home with us and for helping us enjoy our week in paradise!

Responds fast! avg. 1 hour 21 minutes

Price per night from

$327

Drake's View: Voted Best View in the Caribbean

Coral Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

“Awesome family vacation” This was our second visit to Drakes View and we again enjoyed everything the property has to offer...views, a well equpped kitchen, hot tub and ample space for our 3 generations to be together for Thanksgiving week. In spite of an abnormally rainy week, we made the best of our beach time and enjoyed the views from the villa when we were forced inside. We lovedbeing able to stay overlooking Coral Bay,our favorite side of St. Johns. We explored several new beaches and snorkeling apots. Thanks to the Roberts family and their wonderful concierge team of Dorothy and Fernando.

Price per night from

$912

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rentals in Flag Hill, Saint Thomas

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