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

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Charlotte Amalie

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54 Vacation rentals

(1) Excellent 

55

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 $125 / night

$875 / week

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avg. 3 hours 20 minutes

from $125 / night

14

Charlotte Amalie Vacation home rental

St. Thomas / Charlotte Amalie

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Salty Sway Villa 2 is the prefect vacation villa! The property has it's very own private beach! You cannot get closer to the Caribbean Sea than this! This is the perfect vacation spot. The beach house is located in Frenchman's Bay with Abi beach right around the corner. …see more

from $390 / night

$2500 - $4000 / week

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from $390 / night

(2) Excellent 

24

Vacation home rental

St. Thomas / Charlotte Amalie

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning
This sunny 2-bed, 2-bath St. Thomas house, which sleeps 4, is the ideal island escape for your next visit to the U.S. Virgin Islands. Secluded, yet close to world class beaches, downtown shopping and island adventures, this home won’t disappoint. Your next vacation oas …see more

from $275 / night

$1925 - $2794 / week

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avg. 10 minutes

from $275 / night

12

Villa rental in Charlotte Amalie with swimming pool

St. Thomas / Charlotte Amalie

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
You're the king of the hill with all of Charlotte Amalie, cruise ships, seaplanes, and St. Thomas's harbor spread at your feet from the floor-to-ceiling windows in the Great Room of this stunning villa. Originally the home of a 50's movie actress, this magnificent prope …see more

from $1418 / night

$9926 - $16450 / week

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from $1418 / night

(2) Excellent 

29

Apartment rental in Charlotte Amalie

St. Thomas / Charlotte Amalie

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Air conditioning
The Historic Danish Kitchen is a large, furnished and fully equipped apartment just across the street from The Bunker Hill Hotel in the historic district of Charlotte Amalie. The building was built in 1837 and was completely rehabbed and now has seven apartments. This p …see more

from $125 / night

$875 / week

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avg. 3 hours 20 minutes

from $125 / 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

$1400 - $1575 / week

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from $200 / night

14

Apartment rental in Charlotte Amalie

St. Thomas / Charlotte Amalie

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
Salty Sway Villa 3 is the prefect vacation villa! The property has it's very own private beach! You cannot get closer to the Caribbean Sea than this! This is the perfect vacation spot. The beach house is located in Frenchman's Bay with Abi beach right around the corner. …see more

from $150 / night

$1000 - $1750 / week

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from $150 / night

10

Vacation apartment with shared pool in Charlotte Amalie

St. Thomas / Charlotte Amalie

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 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 $160 / night

$1120 / week

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from $160 / night

(1) Excellent 

18

Charlotte Amalie Vacation apartment rental

St. Thomas / Charlotte Amalie

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
Freshly renovated and cozy, this one bedroom apartment is super comfortable and places you in a perfect spot between the country beaches and shopping hub of Charlotte Amalie. My place is close to the city center, shopping center, movie theater, 15 Minutes away from the …see more

from $100 / night

$700 / week

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avg. 2 hours 45 minutes

from $100 / night

(1) Excellent 

21

Charlotte Amalie Vacation yacht accommodation

St. Thomas / Charlotte Amalie

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 $1700 / night

$18500 - $19900 / week

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Responds fast!
avg. 2 hours 46 minutes

from $1700 / 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 $2600 / night

$18200 / week

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from $2600 / 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

$3493 / week

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from $499 / night

19

Charlotte Amalie Vacation home rental

St. Thomas / Charlotte Amalie

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Anchorage is an Oceanside, gated community situated on the East end of St. Thomas, nestled in prestigious Cowpet Bay, home of the St. Thomas Yacht Club, host to the renowned Rolex Regatta. The complex features beautiful gardens leading to the pool, tennis courts and …see more

from $258 / night

$1807 / week

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from $258 / night

40

Charlotte Amalie Vacation villa rental

St. Thomas / Charlotte Amalie

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly
  • Private garden
The perfect place in the sun for your Tropical Island Retreat, classic Caribbean elegance with breath taking views of the Ocean and surrounding Islands. spacious 3 bedroom, Huge open Chef's Kitchen, separate dining room, large open living room, with an enormous Gallery …see more

from $150 / night

$1050 / week

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Responds fast!
avg. 2 hours 56 minutes

from $150 / night

18

Villa rental in Charlotte Amalie

St. Thomas / Charlotte Amalie

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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

$4550 / week

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from $650 / night

7

Charlotte Amalie Vacation apartment rental

St. Thomas / Charlotte Amalie

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • 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 $159 / night

$1090 - $1883 / week

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from $159 / night

24

Vacation villa rental

St. Thomas / Charlotte Amalie

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
1100 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

$1190 / week

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Responds fast!
avg. 2 hours 26 minutes

from $170 / night

(1) Excellent 

11

Vacation apartment rental

St. Thomas / Charlotte Amalie

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 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 $150 / night

$1050 / week

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from $150 / night

25

Vacation yacht in Charlotte Amalie

St. Thomas / Charlotte Amalie

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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

$4550 / week

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from $650 / 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 $415 / night

$2900 / week

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avg. 2 hours 16 minutes

from $415 / night

(2) Very Good 

5

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 $329 / night

$2300 / week

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from $329 / night

(1) Very Good 

18

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 $75 / night

$525 / week

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from $75 / night

32

Vacation yacht in Charlotte Amalie

St. Thomas / Charlotte Amalie

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Beagle Knot is a sailing catamaran. We do crewed vacation charters. 4 days minimum. 4 persons maximum. Level of service ranges from 'Captain Only' (see rates on this website), to 'Half Board', to 'Full Board' (contact us for a quote for Half and Full Board). We are in t …see more

from $875 / night

$5250 - $7771 / week

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from $875 / 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

(2) Very Good 

19

Charlotte Amalie Vacation guest house rental

St. Thomas / Charlotte Amalie

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • 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 $87 / night

$609 / week

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Responds fast!
avg. 3 hours 35 minutes

from $87 / 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 $2000 / night

$14000 / week

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from $2000 / night

13

Vacation condo in Charlotte Amalie

St. Thomas / Charlotte Amalie

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Enjoy breathtaking views of the Virgin Islands from Jost Van Dyke, BVI to St. John, USVI all from your own balcony! Here at Sapphire Village, we have easy beach access, 2 pools, restaurants and bar. Not to mention Trip Advisers number one island BBQ pit---Off the Grid! …see more

from $115 / night

$805 / week

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from $115 / night

(1) Excellent 

22

Charlotte Amalie Vacation apartment rental

St. Thomas / Charlotte Amalie

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Ask about pets
This brand new, sunny and spacioius, 1BR/1BA apartment within a villa style residence, is nestled on the mountain side overlooking the picturesque harbor and town view. It offers beautiful detail and tasteful décor set in a modern Caribbean style. You will fall in love …see more

from $159 / night

$999 - $1174 / week

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avg. 3 hours 25 minutes

from $159 / night

(4) Excellent 

19

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 $150 / night

$1750 - $4550 / week

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Responds fast!
avg. 3 hours 39 minutes

from $150 / night

33

Vacation villa in Charlotte Amalie

St. Thomas / Charlotte Amalie

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 7 mi
  • Swimming pool
Gates open to a parking area that accommodates six cars, surrounded by lush blossoming gardens, and fruit trees. This villa redefines indoor/outdoor living. Enter large Mahogany doors to a covered entry. Walk to a covered balcony or an open courtyard consisting of 750 …see more

from $1000 / night

$12950 / week

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from $1000 / 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

$945 / week

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from $150 / night

22

Vacation condo rental

St. Thomas / Charlotte Amalie

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Ask about children
509 Upper (Top Floor) is located @ Mahogany Run Tennis Villages on the North Side of St. Thomas, USVI. The village has a guard gate and is a secured private, gated community directly on the golf course. Overlooking the Atlantic Ocean with view of Hans Lollik, also the …see more

from $140 / night

$900 / week

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from $140 / 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

$4998 / week

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avg. 2 minutes

from $714 / night

22

Charlotte Amalie Vacation condo rental

St. Thomas / Charlotte Amalie

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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

$1499 - $2999 / week

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from $249 / night

(1) 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

$6993 / week

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avg. 2 minutes

from $999 / night

27

Vacation yacht in Charlotte Amalie

St. Thomas / Charlotte Amalie

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Car not necessary
Sail the US, British, or Spanish Virgin Islands for an adventure of a life time. Jalapeno Charters offers personalized sailing vacations in the BVI, USVI, and the Spanish Virgins aboard our 52 foot ketch, Jalapeno. Join us for a few days, a week, or more sailing and exp …see more

from $930 / night

$6500 - $8656 / week

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from $930 / night

14

Vacation villa with shared pool in Charlotte Amalie

St. Thomas / Charlotte Amalie

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Once in a great while you can find a tropical paradise where the combination of the view, the balmy breezes, and the explosive scent of tropical blossoms trigger your “reset” button and make you reexamine your fundamental priorities in life. Sea Forever is such a place. …see more

from $408 / night

$2849 / week

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from $408 / night

23

Vacation studio with shared pool in Charlotte Amalie

St. Thomas / Charlotte Amalie

Studio 2 3 nights min

  • Studio
  • Sleeps 2
  • 3 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 $230 / night

$1604 / week

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from $230 / 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 $125 / night

$875 / week

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Responds fast!
avg. 1 hour 28 minutes

from $125 / night

(1) Very Good 

12

Vacation villa in Charlotte Amalie

St. Thomas / Charlotte Amalie

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • 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 $930 / night

$6504 / week

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Responds fast!
avg. 2 minutes

from $930 / night