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Flag Hill, Saint Thomas Rentals

284 rentals

Great rentals within 20 miles that match your search

EXTREMELY HIGH REVIEWS! Owner lives in Community to Help, if Needed. Sleeps 6.

East End apartment

  • Beach / lakeside relaxation
  • •  Nearest beach 0.1 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Outstanding Condo, Location, and Amenities” The condo was spacious with excellent appliances, furnishings, and amenities. Sherry was a fantastic host; she provided all the information we needed to enjoy our 2 week stay at Cowpet Bay West. The adjacent pool and beach were excellent. The on-site restaurants were convenient and provided great meals. We will definitely return to this condo for our next stay on St. Thomas.

Price per night from

$345

Sapphire Beach Front (Fully Renovated)

East End condo

  • Nearest beach 0 mi
  • •  Swimming pool
  • •  Child Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$310

Lion's Gate Getaway - Lush tropical setting

East End house

  • Ask about children
  • •  Air conditioning
  • 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

$127

SAPPHIRE VILLAGE EAST END ST. THOMAS Fall Sale!!

Charlotte Amalie apartment

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Car not necessary
  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Honeymoon stay” The room was awesome!! The view was spectacular! Super clean and cozy. The bed was perfect. We will definitely be back next yr. Also the pool and the Sapphire bar and grill is only steps away from the room. Of we could've stayed longer, we would've.

Price per night from

$230

WOW Views! Stays Assist U.S. Military! 2BR/2BA Caribbean Escape-St.Thomas USVI

East End apartment

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 9

Price per night from

$276

2 & 3 Bedroom at the Ritz Carlton - All Dates Available, Even Last Minute!!

St. Thomas hotel apartment

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Paradise!” I highly recommend The Ritz in St. Thomas. It has absolutely everything you need to have the vacation of a lifetime. Whether you're going with your kids or just as a romantic getaway...there is something for everyone. This unit is gorgeous! The renter is super easy and very nice to deal with. Highly recommended!!! Would definitely vacation there again.

Price per night from

$720

Walk to the Beach from your Quiet Cottage

Virgin Islands National Park house

  • Nearest beach 0 mi
  • •  Child Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$103

St. John, USVI, Blue Agave Villa, 4 bedroom, dazzling sea view, pool, Cruz Bay

Cruz Bay villa

  • Beach / lakeside relaxation
  • •  Nearest beach 0.4 mi
  • •  Swimming pool
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

“Awesome View” We spent a week at the Blue Agave with 3 other couples. The set up was perfect as each couple had their own private bedroom and bath. When choosing a house for our vacation our main concerns was having master suites for all couples. Three of the suites had king beds and the fourth bedroom had a queen. That was all perfect. The other main concern was having a home that had a covered deck so we all would not crisp. Well this house was excellent for shade. There was a beautiful spacious deck with pool and lots of covered space so that no one had to sit in the sun unless they wanted to be. There were two tables under the shade area so plenty of room to eat any meals outside while enjoying the beautiful view. Always a nice cool breeze outside under the covered veranda area. We enjoyed watching the sugar birds come and go. Very entertaining. We put sugar on a plastic plate and set it on a post and had constant entertainment from the sugar birds. We would enjoy renting this home again if we should ever get back to St. John.

Price per night from

$594

Blackbeard's Hideaway Tortola BritishVirginIslands

Road Town house

  • Beach / lakeside relaxation
  • •  Nearest beach 3 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$1,053

The Dancing Orchid B&B Villa, Ocean Room

Charlotte Amalie b&b

  • Child Friendly
  • •  Air conditioning
  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Price per night from

$201

Villa Mirino, Ocean front, Intimate East End Home

East End villa

  • Beach / lakeside relaxation
  • •  Nearest beach 0.5 mi
  • •  Swimming pool
  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

“Beyond Expectations” I would not stay anywhere else on the island. The house itself is in immaculate condition with huge sliding glass doors in every room allowing for amazing views of the Caribbean from every room. I loved waking up to the breathtaking sunrise every morning and the house's beautiful décor encourages complete relaxation. Whether watching TV, playing Xbox/Playstation or listening to music via the surround sound system, it felt like our every whim was met. The kitchen is stocked with gourmet appliances and cookware which made my ability to create fantastic meals for us easy and fun. When we tired of laying by the pool, the beach was less than a mile away and the Red Hook night life was right down the street. This villa is truly one of the premier locations on the island. I cannot wait for the next trip back

Price per night from

$692

Caneel Trailside Cottage: Expansive Views of the Caribbean!

Cruz Bay villa

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Every thing was neat and tidy and just right for us.” Our first visit to this villa and we loved it. Two equal sized bedrooms and everything you could ask for. Great view and close to town. We will rent here again. Catered to was great to work with and gave us super service.

Price per night from

$429

Chateau Margot

St. John villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

“Wonderful” Chateau Margot was perfect for a family celebration and holiday. The three seperate buildings gave privacy and comfort for the three different families on this trip. The terrace was perfect to enjoy the spectacular views and get together for breakfast and afternoon cocktails. The house is very well appointed, tastefully furnished and very quiet.

Price per night from

$857

Beauty, Comfort, Quality, Service... Your Island Home in the Caribbean!!

East End house

  • Beach / lakeside relaxation
  • •  Nearest beach 0.8 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Can't wait to go back!” Of the several places I've staying on St. Thomas (and St. Croix) the past year, this is the best. I loved all the thoughtful touches: comfy, LONG chaises; lovely pool; beautiful balcony; fantastic, well-appointed kitchen and bath; extra towels, linens, and bathrobes! Everything was spotless. The pool was kept clean. The winds keep the mosquitoes away. Completely quiet but restaurants, supermarket, etc. all easy to get to. Very caring owners and the whole experience was professional but very kind. Loved it!

Price per night from

$242

Cabrite Paradise Oceanfront Elegant Villa, Pool, Private, stunning views !

East End villa

  • Beach / lakeside relaxation
  • •  Nearest beach 1 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Awesssooommmeee” Was reluctant to write this review, because didn't want other people renting possible time, I might rent again. It was the most relaxing time,I have ever had in ST.Thomas, the view was breathtaking,as much as I love ST.Thomas,i never wanted to leave Cabrite point,was never in a hurry to do anything or go anywhere , perfect place to experience, what they refer to has island time.I would highly recommend this to anyone looking to get away from the daily grind, lay back and relax and enjoy the view as well as the trade winds ,you won't regret it, my only regret was that we had to leave after 3 weeks , next time will book it for a month

Price per night from

$247

Ballena Blue: Panoramic Views of Hart Bay and St. Croix!

Cruz Bay villa

  • Ask about children
  • •  Ask about pets
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$700

THIS is the one!!!!

Coral Bay cottage

  • Beach / lakeside relaxation
  • •  Child Friendly
  • •  Ask about pets
  • 1 bedroom
  • 1 bathroom
  • sleeps 3

“A great place to stay!” Engaging with Judy Kane right from the start was fantastic. Her sage advice on how best to prepare for our trip with hints as to where to shop, car rentals, ferries and what to expect once we arrived let us know we had landed with a winner. She is a delight; fun loving, outgoing and concerned without being overbearing. The cottage is charming, better in person than the photos on line. It's breathtaking to sit on the deck with mountains that surround you. Birds are everywhere. We spent quite a bit of time reading, enjoying the scenery. The house itself is well stocked with every kind of device you might wish for - TV, DVD player, internet connection, books, games and even iPod speakers. The amount of information Judy has accumulated - a mammoth loose leaf filled with news clippings and articles along with books published about the area - provided us with recommendations for activities to keep us delighted. Each day, we struck out to a different beach to discover new sea life and coral formations we never would have found on our own. Having a car is a must. Judy made that clear to me. We were concerned about driving on the left and the narrow roads. It isn't for the faint of heart, but if you drive slowly and ignore the locals who might honk at you, you will soon adapt. I felt like I was on a freeway by the time I drove in St. Thomas to get back to the airport. I can't wait to return next year. St. John never disappoints me and Lower Carolina makes it even more alluring.

Price per night from

$214

Beachfront Villa with a Down Island View-Priceless

East End apartment

  • Beach / lakeside relaxation
  • •  Nearest beach 0 mi
  • •  Swimming pool
  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

“Well maintained, quality furnished condo with very helpful owner.” We have stayed in several different condos @ Sapphire Beach in several different price ranges. John's is by far the best maintained despite it not being the highest end priced. It also has a great bar/eating area on the lower deck. Renting from John is like renting from a friend or family member. There were no surprises from John other than I had over paid without realizing & he contacted me to let me know he was sending me a check.

Price per night from

$173

VILLA AMOUR ,Romantic , Art Lovers Paradise ,

North Side villa

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 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!

Price per night from

$573

Total Relaxation in Cane Garden Bay - Cottage #1

Road Town cottage

  • Beach / lakeside relaxation
  • •  Nearest beach 0 mi
  • •  Child Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$209

Condo on Beach Caribbean/Pool 40'Out Rear

East End apartment

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Amazing place with views!” My husband and I had a great time in the condo. The location was fantastic, and we thought the condo was in amazing shape. I loved all the kitchen - very nice and easy to throw together light dinners. We would definitely stay here again and recommend to friends!

Price per night from

$197

Point Pleasant - USVI - Villa East - Best Location

East End studio

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • Studio
  • 1 bathroom
  • sleeps 4

Price per night from

$114

Pelican Beach - Waterfront Suite Escape

Coral Bay villa

  • Beach / lakeside relaxation
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Price per night from

$295

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

East End villa

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 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.

Price per night from

$254

On A Clear Day! Walk to Francis Bay! Amazing Views!

Virgin Islands National Park villa

  • Child Friendly
  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Price per night from

$1,108

Westin St. John Luxury -- Three-Bedroom Pool Villa

Cruz Bay villa

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Car not necessary
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$1,152

Marriott Frenchman's Cove 2/2 New, Spacious, Villa

Charlotte Amalie hotel apartment

  • Beach / lakeside relaxation
  • •  Nearest beach 0.2 mi
  • •  Swimming pool
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$477

Sapphire Jewel

East End condo

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Super comfortable condo, excellent value, owners thought of everything” We stayed at this Sapphire Bay condo this February for a week and it was paradise. It is on THE best beach in the Virgin Islands. Everything about the condo is perfect including the bed, which was so comfortable we wish we had it at home. The owners have provided all the comforts of home. The kitchen is so we'll appointed we were able to cook gourmet meals and have friends over and have dinner parties at the elegant no generous sized dining table. The a ir conditioning worked well. The View from condo was absolutely gorgeous. The location was the best- Close to stores, beach, marina... Everything! This is a great vale (I hope owners don't raise rates reading this because we want to come back next year, but the price makes it an incredible value) 10 stars for this rental

Price per night from

$202

Beautiful Sapphire Beach only steps away from our comfortable 1,000 sq ft condo

East End apartment

  • Beach / lakeside relaxation
  • •  Nearest beach 0.01 mi
  • •  Swimming pool
  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

“A Honeymooners Paridise...” My husband and I spent our honeymoon in this condo it was beautiful. The Sunroom is glowing with sunlight in the morning and filled with stars in the evening. The beach was just outside our doorstep. The living room was cozy and clean. The kitchen was equipped with everything you need for light cooking and if you need something the market is just a few minutes away. The bedroom was big and comfy. The bathrooms were clean and had a cute fish theme. The whole condo was decorated very tastefully. Over all our stay was amazing. The owner of the condo was a pleasure to deal with. We plan to rent the condo again this coming year.

Price per night from

$202

Casa Azul at Crystal Cove, St. Thomas

Red Hook condo

  • Beach / lakeside relaxation
  • •  Nearest beach 0.1 mi
  • •  Swimming pool
  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

Price per night from

$343

Villa Towanda, Belmont Estates Tortola

West End villa

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Ask about children
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$707

Top 10 Reasons to Stay at Our Place in Sapphire

East End apartment

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Home away From Home” This condo was the perfect choice for our stay in St. Thomas. It was close to everything; the beach, shopping and recreation, yet it was quiet and private. The place worked well with our family of four. There was a private bedroom and two full size futons in the living room for the kids. The pool was not crowded with the Sapphire Grill a bonus we didn't expect. We ended up having lunch by the pool a few times. The snorkeling at Sapphire Beach was outstanding. We will definitely stay here again.

Price per night from

$203

Eco Friendly Beachfront Villa

Virgin Islands National Park villa

  • Beach / lakeside relaxation
  • •  Nearest beach 0.08 mi
  • •  Swimming pool
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Great House and Setting” I agree with every positive comment made by others. This was our second year of staying at Reef Bay. There were 6 of us, including four teenage girls. There is so much living space! The design is remarkable. Our days were full: from hiking to the petroglyphs, swimming at the nearby beach (quietest scenic beach that you'll ever see), and sampling the island's beautiful north shore beaches. The house is a nature lovers dream, looking over the National Park. The owner and caretaker were always quick to answer any questions I had leading up to our visit. After arriving, we never needed help because we had no problems!

Price per night from

$605

Sugar Bird Cove - Beachfront/Magens Bay view villa

St. Thomas house

  • Beach / lakeside relaxation
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$346

Beautiful Sapphire Beach St. Thomas, USVI

East End apartment

  • Nearest beach 0.01 mi
  • •  Swimming pool
  • •  Child Friendly
  • 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!

Price per night from

$201

Villa stomach

Magens Bay villa

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$610

Luxury Honeymoon Suite/ Wifi/ Gated/ Privacy/ Private Pool/ Hot Tub

East End apartment

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

“Best Place On Earth!!” Where do I begin... My husband and I were on our honeymoon. Dana and Jason were the best hosts-they gave you privacy, but if you need assistance they were always there to help. They made us feel at home in the HarmonySuite with happy smiles and open arms. We were given breakfast every morning-tastes of the Island foods- DELICIOUS ; ) It was amazing to see the iguanas that would come up to the deck to visit. The rooms were well-kept and well-stocked Dana and Jason have everything at your hands. The pictures don't lie the VIEWS were phenomenal-(I think I have a billion pictures of just the view) It was awesome to wake up and come home every day to the spectacular views. The pool/cabana and hot tub were extra touches to this fantastic getaway and are exclusively for your enjoyment . The people on the island are the best so sweet, helpful, and genuine-always great to be around, the beaches are jaw dropping we never wanted to get out- recommending COKI BEACH/ MAGENS BAY and night life was amazing recommending DUFFY'S LOVE SHACK/ SENOR FROGS (RED HOOK) all of this plus much more all located about 6-8 minutes away (car recommended). Can't wait to go back to the best place on earth!! Dana & Jason we love you, Thank You for making our honeymoon a time to remember forever..God Bless

Price per night from

$287

Magens Bay, Pool, Amazing View, New Construction, Exquisite Comfort, Gated

Magens Bay villa

  • Beach / lakeside relaxation
  • •  Nearest beach 2 mi
  • •  Swimming pool
  • 4 bedrooms
  • 5 bathrooms
  • sleeps 14

“Beautiful well-equipped home, very relaxing, lots of privacy, st” My husband and I rented Blue Skies for a week's stay with our two college-aged sons during their Spring Break. We were looking for a family bonding week, and this definitely fit the bill! Blue Skies Magen's Bay offered an exotic, gorgeous setting that made their jaws drop! Not your ordinary "been there/done that" vacation. This location makes memories. At Blue Skies, both sons had their own quarters, which they loved. They slept in to their hearts' content while we sipped coffee on the covered porch and watched the iguanas sunning. Everyone enjoyed time reading, laughing, playing cards and trying to navigate around St. Thomas. The grocery service was great, the 2 helpers on the island and Shawna, the homeowner, are extremely helpful. We did get a few more groceries one day, even. We did one outing to Magen's Bay Beach -- just lovely. And another day on St John, snorkeling at Trunk Bay and driving around. Ate dinner out 3 times, quite the adventure. The home is incredibly well-furnished. All the beach/picnic supplies you could want, kitchen utensils galore, good knives, blenders, coffeemakers -- people generously left olive oil, cooking spray, spices, condiments and more. A positive vibe where people had taken care of the place and respected its beauty. The deck has plenty of shade and plenty of sun, the pool is just right for cooling off. The view will leave you breathless! I would recommend this property to friends and family. It was clean and matched the photos and description perfectly.

Price per night from

$478

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