45 Best Vacation Rentals in Charlotte Amalie - Holiday Lettings - Cabins

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Charlotte Amalie

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561 Vacation rentals

(1) Excellent 

49

Vacation apartment in Charlotte Amalie

St. Thomas / Charlotte Amalie

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Car not necessary
Step back in time to the days of the olde Caribbean! This kitchen cottage is securely nestled in a tropical garden behind a well-known townhouse called Casa Santa Anna, located in Charlotte Amalie's historic district. This grand home was built around 1825 for a wealthy …see more

from $110 / night

$770 / week

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avg. 3 hours 19 minutes

from $110 / night

(19) Excellent 

19

Vacation apartment in Charlotte Amalie

St. Thomas / Charlotte Amalie

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Car not necessary
  • Ask about pets
  • Private garden
NEWLY RENOVATED - Wintberg Place is the perfect choice for a budget minded traveler with refined taste. This one bedroom apartment combines elegant styled furnishings in modern accommodations WITH a view! The world famous Magen's Bay beach or Mahogany Run Golf course …see more

from $95 / night

$650 / week

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avg. 1 hour 50 minutes

from $95 / night

22

Charlotte Amalie Vacation condo rental

St. Thomas / Charlotte Amalie

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Newly renovated condo in luxurious resort in downtown Charlotte Amalie. Walk to downtown and nearby cruise ship port Havensight. Wonderful shopping and great food is just a short walk away. 26 beautiful beaches within 10 minutes. This is the best value for the exper …see more

from $249 / night

$1,499 / week

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from $249 / night

(1) Excellent 

25

Vacation villa in Charlotte Amalie

St. Thomas / Charlotte Amalie

7 22 Min stay varies

  • 7 bedrooms
  • Sleeps 22
  • Min stay varies
  • Child friendly
The Location: Siren's Song is located within an exclusive 400+ acre development, The Preserve at Botany Bay, which currently has 10 large homes on 2.5 to 15 acre lots, and a security gate manned 24/7. Siren’s Song is perched on its 2.5+ acre gated lot of cliff top land, …see more

from $1,000 / night

$14,000 - $24,000 / week

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avg. 32 minutes

from $1,000 / night

29

Charlotte Amalie Vacation villa rental

St. Thomas / Charlotte Amalie

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Morning Glory has 2 bedrooms,1 bath a full kitchen with stainless steel appliances (refrigerator,stove, microwave). Also access to two Gazebo's for yoga and other outdoor activities. Situated on the North Western side of the island the villa is surrounded by ocean on …see more

from $299 / night

$2,093 / week

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from $299 / night

7

Charlotte Amalie Vacation apartment rental

St. Thomas / Charlotte Amalie

1 3 5 nights min

  • 1 bedroom
  • Sleeps 3
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to Paradise! Imagine the soft sound of the Caribbean sea, and its warm breeze caressing your face, lying on the sandy beach looking out on to the sapphire waters, you are in paradise! Take a swim in the sea, or at the pool, just steps from your condo. Go sight …see more

from $189 / night

$1,290 - $1,395 / week

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from $189 / night

(1) Excellent 

10

Vacation apartment with shared pool in Charlotte Amalie

St. Thomas / Charlotte Amalie

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Individually decorate One bedroom one bathroom condo Queen bed. Separate living dining area with a fully equipped kitchen, living /dining ares and patio. most with telephone, cable TV and comfortable light furniture. Washer/Dryer facilities available on property. The V …see more

from $210 / night

$1,320 / week

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from $210 / night

(4) Excellent 

21

Vacation villa in Charlotte Amalie

St. Thomas / Charlotte Amalie

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Unique West Indies Home built by Eric Winter. Our little piece of paradise has over 40 tropical palms, banana, and flowering trees. Very quiet neighborhood, safe and secure with gates and fences. If you are looking for peace and quiet and lots of privacy. Our Villa come …see more

from $249 / night

$1,450 / week

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avg. 3 hours 10 minutes

from $249 / night

18

Villa rental in Charlotte Amalie

St. Thomas / Charlotte Amalie

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Child friendly
Located on a breezy knoll just a couple minutes' drive from famous Magens Bay Beach, Villa Gardenia is one of our most beautifully finished and decorated villas. Serpentine garden planters flank Villa Gardenia's entry gate. The garden courtyard, graced with a tricklin …see more

from $650 / night

$4,550 / week

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avg. 2 hours 35 minutes

from $650 / night

(3) Excellent 

30

Vacation villa in Charlotte Amalie

St. Thomas / Charlotte Amalie

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Nearest beach 5 mi
  • Child friendly
  • Air conditioning
Situated on the north west side of the island, the Villas are surrounded by the ocean on one side and rolling hills of lush tropical forest. We are 15 minutes from the world famous Magen’s Bay Beach and Historic downtown Charlotte Amalie. Each room has an expansive v …see more

from $499 / night

$3,493 / week

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from $499 / night

(7) Very Good 

12

Charlotte Amalie Vacation villa rental

St. Thomas / Charlotte Amalie

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
These are seven night rentals with check-ins on Fridays, Saturdays, and Sundays. Frenchman's Cove is perfectly situated on a secluded beach with amazing views of Pacquereau Bay and the St. Thomas harbor. Located on 13.3 acres next to Frenchman's Reef & Morning Star Marr …see more

from $465 / night

$3,250 - $6,300 / week

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from $465 / night

(3)  

12

Vacation apartment rental

St. Thomas / Charlotte Amalie

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
Individually decorated Studio condo has light colored tropical furnishings with Queen bed. Living Room area extends to sliding glass doors to balcony/patio. Most with telephone, cable TV and comfortable light furniture. Washer/Dryer facilities available on property. Th …see more

from $120 / night

$840 / week

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from $120 / night

(3) Very Good 

10

Vacation hotel apartment with shared pool in Charlotte Amalie

St. Thomas / Charlotte Amalie

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
Gorgeous new Tuscan villa-style pastel low-rise buildings on aqua blue private cove, on Marriott's peninsula, adjacent to Marriott Frenchman's Reef. Total Ocean view from each room. Amazing sunsets. Sleeps 6-8, MBR with super comfy King bed, BR2 has 2 Queen beds plus th …see more

from $372 / night

$2,600 - $2,750 / week

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avg. 1 hour 50 minutes

from $372 / night

(2) Very Good 

19

Charlotte Amalie Vacation guest house rental

St. Thomas / Charlotte Amalie

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 12 mi
  • Child friendly
A beautiful sea view escape awaits you just 7 miles away from our charming town of Charlotte Amalie, enjoy lovely sunsets overlooking the ocean and a luscious island garden with seasonal fruit trees. All the rooms has fans, hangers, sheets and towels, and shower gels, …see more

from $100 / night

$700 / week

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avg. 3 hours 8 minutes

from $100 / night

20

Vacation apartment in Charlotte Amalie

St. Thomas / Charlotte Amalie

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.804 mi
  • Child friendly
BE OUR GUEST!!!! We invite you to stay at Slice of Paradise. This lovely home is surrounded by lush tropical foliage in Frenchman Bay. There are 2 bedrooms, 1 bath with 2 queen size beds and 1 queen size EZbed. The apartment is less than 1/2 mile from Limetree Bea …see more

from $150 / night

$1,050 / week

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from $150 / night

(1) Excellent 

21

Charlotte Amalie Vacation yacht accommodation

St. Thomas / Charlotte Amalie

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Catamaran Quest is a 57′ Simonis custom catamaran abundantly appointed with everything a tropics loving traveler could possibly require - including a knowledgeable Captain and Chef to take care of all your needs. Pricing is MOSTLY inclusive - that means some meals serve …see more

from $1,700 / night

$11,900 / week

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avg. 2 hours 31 minutes

from $1,700 / night

(1) Very Good 

15

Vacation bungalow in Charlotte Amalie

St. Thomas / Charlotte Amalie

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
Experience something different with the open-air home and work-space of artist Elbridge S. Gordon. This quaint studio loft is intended for those that can appreciate a unique living experience, from the high exposed ceiling beams, to its warm and cozy, yet industrial spa …see more

from $95 / night

$665 / week

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from $95 / night

7

Vacation guest house with golf nearby in Charlotte Amalie

St. Thomas / Charlotte Amalie

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
A beautiful sea view escape awaits you just 7 miles from the charming city of Charlotte Amalie, enjoying lovely sunsets overlooking the ocean and a luscious island garden with seasonal fruit trees. All the rooms has fans, hangers, sheets, towels, shower gels, shampoo, …see more

from $125 / night

$700 / week

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avg. 3 hours 8 minutes

from $125 / night

(3) Excellent 

7

Vacation yacht in Charlotte Amalie

St. Thomas / Charlotte Amalie

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Yacht Catatonic is a gorgeous Lagoon 440 Catamaran staffed with your own Captain and Mate to cater to your every whim on your fabulous vacation in Paradise! Wake up to a new vista every day and enjoy fabulous food, beautiful views, and more waterside activities than yo …see more

from $2,072 / night

$14,500 / week

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avg. 10 minutes

from $2,072 / night

(1) Excellent 

11

Vacation b&b rental

St. Thomas / Charlotte Amalie

1 1 1 night min

  • 1 bedroom
  • Sleeps 1
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
This local home offers spacious rooms, beautiful views and affordable prices. We have individual rooms and full one bedroom and efficiency apartments. Almost all rooms and apartments from this hill top home offer spectacular views. We go above and beyond to ensure tha …see more

from $90 / night

$630 / week

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from $90 / night

(1) Excellent 

6

Vacation houseboat in Charlotte Amalie

St. Thomas / Charlotte Amalie

4 6 4 nights min

  • 4 bedrooms
  • Sleeps 6
  • 4 nights min
  • Ask about children
Private yacht cruises aboard the 41' catamaran "Altitude Adjustment". Weekly rate includes meals and soft drinks. All on board activities included: kayak; paddle board; snorkel gear; fishing gear. Flexible itineraries through the Caribbean Islands. December-July cru …see more

from $1,000 / night

$6,000 / week

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from $1,000 / night

25

Vacation yacht in Charlotte Amalie

St. Thomas / Charlotte Amalie

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
This is charter "captain only". It´s means the price is excluding expenses. The expenses you are paying self and you have full controll over it. Approximate expenses for one week on the BVI: $200 total for moorings, 250$ - 450$ total for BVI custom & immigration fees (d …see more

from $650 / night

$4,550 / week

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from $650 / night

13

Villa rental in Charlotte Amalie

St. Thomas / Charlotte Amalie

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Ask about pets
Beautifully designed and generously outfitted with the best of everything, Palms at Morningstar is one of the most noteworthy luxury villas on St. Thomas. Located south of Charlotte Amalie, just a two-minute drive from Morningstar Beach at Marriott Frenchman’s Bay Resor …see more

from $714 / night

$4,998 / week

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avg. 2 minutes

from $714 / night

(6) Excellent 

15

Vacation villa in Charlotte Amalie

St. Thomas / Charlotte Amalie

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Ask about pets
A stunning Caribbean hilltop estate, Infinity villa leaves even the most discriminating voyagers impressed with its grand sense of scale and undeniable air of luxury. Located on the island of St. Thomas, on famed Skyline Drive, guests staying here always enjoy the magni …see more

from $1,250 / night

$8,750 / week

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avg. 2 minutes

from $1,250 / night

19

Charlotte Amalie Vacation apartment rental

St. Thomas / Charlotte Amalie

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
This beautiful one bedroom oceanfront condo is located just feet away from the ocean, in a quiet secure gated community of villas on the southeast side of the island. Only 10 minutes away from downtown, on an isolated golf away from the bustling crowds of tourists. Ther …see more

from $200 / night

$1,400 - $1,575 / week

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from $200 / night

(2) Very Good 

7

Vacation condo in Charlotte Amalie

St. Thomas / Charlotte Amalie

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
A Marriott Vacation Club International week available at the beautiful Frenchman's Cove Resort villas in St. Thomas. The villa has two bedrooms, one with a King bed and the other with two Queen beds, both opening ot to a large combined living/lounge/dining area. Both be …see more

from $350 / night

$2,450 / week

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from $350 / night

23

Vacation studio with shared pool in Charlotte Amalie

St. Thomas / Charlotte Amalie

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Wyndham Margaritaville in St. Thomas covers all the bases. Located on Water Bay at the eastern end of St. Thomas, this beachside location is nestled in a cove fringed by waving palm trees. It’s the perfect escape for anyone with a sense of adventure looking for mus …see more

from $229 / night

$1,603 / week

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avg. 3 hours 37 minutes

from $229 / night

(8) Excellent 

4

Yacht rental in Charlotte Amalie

St. Thomas / Charlotte Amalie

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
A 50 foot luxury Lagoon catamaran offering private charters throughout the beautiful Caribbean islands. While on board you and your guests will experience 5 star service and culinary creations by your crew, a classically trained chef with more than 20 years of restauran …see more

from $2,100 / night

$15,000 - $18,900 / week

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from $2,100 / night

19

Vacation villa with swimming pool in Charlotte Amalie

St. Thomas / Charlotte Amalie

5 16 1 night min

  • 5 bedrooms
  • Sleeps 16
  • 1 night min
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
Gorgeous Oceanfront property with Pool on beautiful St. Thomas. 5 minutes from Havensight and 10 minutes from downtown Charlotte Amalie. Stunning views & spacious living, this is the perfect vacation paradise. The property has 3 bedrooms 2.5 bathrooms in the main hous …see more

from $550 / night

$4,000 / week

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from $550 / night

23

Vacation villa in Charlotte Amalie

St. Thomas / Charlotte Amalie

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Nearest beach 2 mi
  • Child friendly
  • Air conditioning
Located on the quiet West End of St. Thomas, U.S. Virgin Islands - America's very own paradise - Villa Milagro offers the comforts you’d expect from a four-star resort together with luxury and amenities that exceed the typical vacation rental property. This villa boast …see more

from $190 / night

$1,330 / week

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from $190 / night

22

Villa rental in Charlotte Amalie

St. Thomas / Charlotte Amalie

5 12 5 nights min

  • 5 bedrooms
  • Sleeps 12
  • 5 nights min
  • Child friendly
  • Air conditioning
For the first time ever, the Estate at Spring Bay & Sunsi Beach situated in St Thomas, USVI has opened it's doors allowing for the exclusive vacation experience. This scenic oasis with rare architecture offers a private sanctuary removed from the lively island community …see more

from $2,857 / night

$19,999 / week

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avg. 2 hours 35 minutes

from $2,857 / night

(3) Excellent 

14

Charlotte Amalie Vacation guest house rental

St. Thomas / Charlotte Amalie

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 8 mi
  • Private garden
A beautiful sea view escape awaits you just six to seven miles away from our charming town Charlotte Amalie, to enjoy lovely sunsets over looking the ocean and luscious island garden with seasonal fruit tress. There is a full kitchen for guest to use also variety of lo …see more

from $135 / night

$945 / week

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avg. 3 hours 8 minutes

from $135 / night

17

Vacation yacht rental

St. Thomas / Charlotte Amalie

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
Private Sailing Catamaran. Paradigm Shift is a 50 foot luxurious yacht that can take up to 12 passengers on a day sail and 6 people on overnights. This is an all inclusive charter including food. ships bar, soda, wine & beer. Have a fantastic day of great sailing, lots …see more

from $2,600 / night

$18,200 / week

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from $2,600 / night

29

Vacation villa in Charlotte Amalie

St. Thomas / Charlotte Amalie

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 7 mi
  • Child friendly
Frangipani Villa overlooks the beautiful Atlantic ocean. It has 3 bedrooms, 2 baths a full kitchen with stainless steel appliances (refrigerator, cooktop, oven, microwave). Also access to two Gazebo's for yoga and other outdoor activities. Situated on the North Western …see more

from $549 / night

$3,843 / week

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from $549 / night

(2) Excellent 

12

Charlotte Amalie Vacation villa rental

St. Thomas / Charlotte Amalie

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Ask about children
  • Ask about pets
Situated on a hillside above beautiful Morningstar Beach and Marriott Frenchmans Reef Resort, this sleek, just completed four-bedroom home definitely offers "más" - "more" in Spanish! Villa Más is built on two delightful levels, offering full air-conditioning throughout …see more

from $999 / night

$6,993 / week

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avg. 2 minutes

from $999 / night

24

Vacation villa rental

St. Thomas / Charlotte Amalie

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
1200 sq. ft. 2 bedroom, 2 full bathroom Villa: The Villas At Northwind offer travelers the experience of true island living. Villa has been completely renovated with all new furniture and appliances along with air conditioning and ceiling fans. Wake up in a private Vi …see more

from $170 / night

$1,190 / week

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avg. 1 hour 31 minutes

from $170 / night

(1) Excellent 

20

Vacation condo with shared pool in Charlotte Amalie

St. Thomas / Charlotte Amalie

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
We have been vacationing in the USVI for over 20 years but just recently we were fortunate enough to purchase this fantastic vacation condo. This property's unique proximity to the water is what makes it special. This property is one of the closest to the water anywhe …see more

from $109 / night

$763 / week

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avg. 59 minutes

from $109 / night

38

Vacation private room in Charlotte Amalie

St. Thomas / Charlotte Amalie

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Private garden
Unique Rainforest Lodging in the Virgin Islands, Shangri La VI on St. Thomas is for those of you who want an authentic experience of the rainforest on the Virgin Islands. The Yin Room has a king bed, basic kitchenette and its own entrance, bathroom and parking. Central …see more

from $125 / night

$700 / week

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avg. 1 hour 10 minutes

from $125 / night

9

Villa rental in Charlotte Amalie

St. Thomas / Charlotte Amalie

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Child friendly
  • Air conditioning
This beautifully decorated two bedroom two bath bungalow is located steps from the Morning Star beach and all the amenities the Marriott Frenchman's Reef has to offer. You will enjoy the views and breezes as you relax on your private pool deck gazing off watching the cr …see more

from $450 / night

$3,150 / week

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avg. 2 hours 35 minutes

from $450 / night

12

Vacation home rental

St. Thomas / Charlotte Amalie

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 20 mi
  • Child friendly
A beautiful sea view escape awaits you just 7 miles away from our charming town of Charlotte Amalie enjoying lovely sunsets overlooking the ocean and luscious island garden with seasonal fruit trees. Washer and dryer is available bath towels, shampoo, lotions, also loc …see more

from $125 / night

$700 / week

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Responds fast!
avg. 3 hours 8 minutes

from $125 / night