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Flag Hill, Saint Thomas Rentals

79 rentals

Great rentals within 20 miles that match your search

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

$241

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$316

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

$253

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

Striking Ocean Views, Privacy, Resident Managers

Water Island house

  • Beach / lakeside relaxation
  • •  Nearest beach 1 mi
  • •  Child Friendly
  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$482

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

$1,147

White Seagull SALE NOW

Cruz Bay villa

  • Nearest beach 0.4 mi
  • •  Swimming pool
  • •  Air conditioning
  • 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.

Price per night from

$447

Lime Tree at Peter Bay! New Construction! Luxury! Hot Tub! Pool! Full AC!

Hawksnest Bay villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Price per night from

$1,931

TROPICAL ORCHID SALE NOW

Cruz Bay villa

  • Nearest beach 0.5 mi
  • •  Car not necessary
  • •  Air conditioning
  • 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!

Price per night from

$327

Serenity - Private Caribbean Style Pool Villa: $250./nt or less!

St Thomas East condo

  • Beach / lakeside relaxation
  • •  Nearest beach 0.4 mi
  • •  Swimming pool
  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$172

Sea Breeze Villa Cozy Private Studio Apartment

Water Island apartment

  • Beach / lakeside relaxation
  • •  Air conditioning
  • •  Private garden
  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$172

Pink Conch Villa

Cruz Bay villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

Price per night from

$524

CARIBBEAN Beachfront Condo,Georgeous Views, Elysian Beach Resort

East End apartment

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

Price per night from

$298

HUGE SALE! Heavenly Hibiscus views! FALL PRICE DROP!! Amazing views and a pool!

Cruz Bay condo

  • Nearest beach 3 mi
  • •  Swimming pool
  • •  Child Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$207

Sailboat Ragamuffin B&B on a yacht breakfast dinner beverage water toys included

Water Island b&b

  • Beach / lakeside relaxation
  • •  Nearest beach 1 mi
  • •  Swimming pool
  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Price per night from

$230

Blue Moon Villa at Point Pleasant Resort - STT

East End apartment

  • Beach / lakeside relaxation
  • •  Nearest beach 0.2 mi
  • •  Swimming pool
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$114

Villa Nautilus, East End, St. Thomas

East End condo

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

Price per night from

$320

Your Home Away From Home.........

Red Hook villa

  • Child Friendly
  • •  Air conditioning
  • •  Private garden
  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Price per night from

$614

Sunset House offering 1 free night with weekly booking in 2019/2020 All new pics

Belmont house

  • Beach / lakeside relaxation
  • •  Nearest beach 0 mi
  • •  Swimming pool
  • 5 bedrooms
  • 6 bathrooms
  • sleeps 13

Price per night from

$838

BIG PRICE DROP! Beautiful Bravo FALL SPECIAL! Great views, minutes to Cruz Bay

Cruz Bay condo

  • Nearest beach 3 mi
  • •  Swimming pool
  • •  Child Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$207

Water view 1 bedroom suite- sv.ar

East End condo

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

Price per night from

$190

Soulshine Charters

Virgin Islands National Park yacht

  • Child Friendly
  • •  Car not necessary
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$1,490

BIG FALL SALE! Dramatic Delta PRICE DROP! Amazing sunset views and close to town

Cruz Bay condo

  • Nearest beach 3 mi
  • •  Swimming pool
  • •  Child Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$207

FALL SALE! Incredible Indigo studio! PRICE DROP! Sunset views and full kitchen!

Cruz Bay condo

  • Nearest beach 3 mi
  • •  Swimming pool
  • •  Child Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Price per night from

$184

Beautiful 2015 Saba 50 Catamaran Sail Boat

East End yacht

  • Nearest beach 1 mi
  • •  Child Friendly
  • •  Car not necessary
  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$4,012

BIG PRICE DROP!! Amazing Alpha FALL SPECIAL! Amazing views and sleeps five!

Cruz Bay condo

  • Nearest beach 3 mi
  • •  Swimming pool
  • •  Child Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Price per night from

$207

FALL SPECIAL!! Fabulous Fiesta LOW RATES!! Nicely updated with granite counters!

Cruz Bay condo

  • Nearest beach 3 mi
  • •  Swimming pool
  • •  Child Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$207

BIG PRICE DROP!! Extraordinary Echo FALL SALE! Awesome views minutes to Cruz Bay

Cruz Bay condo

  • Nearest beach 3 mi
  • •  Swimming pool
  • •  Child Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$207

Luxury All-Inclusive Sailing Catamaran

East End yacht

  • Beach / lakeside relaxation
  • •  Child Friendly
  • •  Car not necessary
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$2,449

Most Popular Couple and Family Villa 4 Equal King Master's & 5th Kids BR Full AC

Virgin Islands National Park villa

  • Beach / lakeside relaxation
  • •  Nearest beach 0 mi
  • •  Swimming pool
  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$1,638

Charter Catamaran Quest! Why see one Island when you can see them all?

Charlotte Amalie yacht

  • Beach / lakeside relaxation
  • •  Child Friendly
  • •  Car not necessary
  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$1,949

Sapphire Village -Paradise Properties

Charlotte Amalie apartment

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

Price per night from

$254

Sail Into Romance, Perfect for 1 Loving Couple!

East End yacht

  • Beach / lakeside relaxation
  • •  Air conditioning
  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Price per night from

$1,261

Tropical Treasure on Fabulous Sapphire Beach - Sparkling Condo - Great Reviews

East End condo

  • Beach / lakeside relaxation
  • •  Swimming pool
  • •  Child Friendly
  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

“Very comfortable and well equipped condo located steps away from” It does not get much better than this. We loved D5. This condo has comfortable beds, plenty of towels, a well equipped kitchen, feels fresh and clean and it has Norma the on site manager who has a wealth of knowledge and does a great job looking after you! The beach is close enough to run back to the condo for lunch or a break from the sun. The beach is truly one of the best! The water is crystal clear, warm and calm. It's so great to not have to worry about rip tides and big waves. There is lots of snorkelling right off the beach with turtles, sting rays and lots of fish. You can also rent paddle boards which kept my kids very entertained. This was a great spring break, family holiday! Thanks for sharing your piece of paradise!

Price per night from

$184

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$459

Ritz-Carlton, St. Thomas, Oceanfront Residence Avail. Feb. 29-March 7, 2020

Virgin Islands National Park villa

  • Child Friendly
  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Price per night from

$1,032

FALL SALE! Gorgeous Gecko Great views! LOW RATES! Minutes to Cruz Bay and a pool

Cruz Bay condo

  • Nearest beach 2 mi
  • •  Swimming pool
  • •  Child Friendly
  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Price per night from

$207

Thanksgiving Week at the Westin Resort in St. John

Cruz Bay villa

  • Swimming pool
  • •  Child Friendly
  • •  Air conditioning
  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Price per night from

$655

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