50 Best St. Thomas Vacation rentals on Holiday Lettings - Villas

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287 Vacation rentals

(1) Excellent 

27

Vacation condo with shared pool in St Thomas East

St. Thomas / St Thomas East

1 7 Min stay varies

  • 1 bedroom
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
WELCOME to the one of the most amazing condos at the Sapphire Beach! Book with us and you will not be disappointed - we treat our guests with the respect they deserve. We are online and ready to help you with any questions before and during your stay. Many of our guests …see more

from $251 / night

$4999 / week

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from $251 / night

(1) Excellent 

26

Peterborg Vacation villa rental

St. Thomas / Peterborg

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Welcome to our luxury three bedroom villa, Stargate, which is located atop Picara Point in the beautiful Peterborg neighbourhood. The views at Stargate are incredible as no matter where you are in the villa, you can see the beautiful crystal clear ocean. Steps lead gu …see more

from $675 / night

$4725 - $7350 / week

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from $675 / night

(3) Excellent 

23

St Thomas East Vacation townhouse rental

St. Thomas / St Thomas East

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.8 mi
  • Swimming pool
  • Child friendly
OCEAN KALEIDOSCOPE VILLA offers accommodation excellence for vacationing families & friends, honeymooners, or business travelers, desiring a PRISTINE, COMFORTABLE, MODEST, AND BEAUTIFUL CARIBBEAN RETREAT for relaxation, play or work! With it's UNIQUE LAYOUT, this prope …see more

from $106 / night

$735 - $2604 / week

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Responds fast!
avg. 2 hours 54 minutes

from $106 / night

(2) Good 

7

Vacation condo with shared pool in St Thomas East

St. Thomas / St Thomas East

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Car not necessary
Romantic getaway to the beautiful Caribbean. Conso in Sapphire Village located on East side of St Thomas, away from Cruise ship hordes. Condo suitable for 2 people. Breathtaking views over St John and BVI from large balcony. large 6ft bed, bath and shower. Cable TV a …see more

from $116 / night

$683 - $1164 / week

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Responds fast!
avg. 3 hours 52 minutes

from $116 / night

(1) Excellent 

24

Vacation villa in Peterborg

St. Thomas / Peterborg

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Welcome to Ocean Haven, our luxury three bedroom villa rental property, located on the north shore of the prestigious Peterborg Peninsula of St. Thomas in the USVI. This villa has a wonderful cliff side location overlooking the stunning ocean and neighbouring Islands. B …see more

from $675 / night

$4725 - $7000 / week

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from $675 / night

24

Vacation condo with shared pool in East End

St. Thomas / East End

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
WELCOME to the one of the most stunning condos at the Sapphire Beach! BOOK with us and you will not be disappointed - we treat our guests with the respect they deserve. We are online and ready to help you with any questions before and during your stay. Many of our guest …see more

from $134 / night

$1399 - $2800 / week

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from $134 / night

23

Vacation apartment in East End

St. Thomas / East End

1 7 7 nights min

  • 1 bedroom
  • Sleeps 7
  • 7 nights min
  • Child friendly
  • Air conditioning
WELCOME to the one of the most booked condo at the Sapphire Beach! Book with us and you will not be disappointed - we treat our guests with the respect they deserve. We are online and ready to help you with any questions before and during your stay. Many of our guests c …see more

from $715 / night

$4999 / week

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from $715 / night

(2) Excellent 

34

Vacation home in Honeymoon Beach

Water Island / Honeymoon Beach

2 4 6 nights min

  • 2 bedrooms
  • Sleeps 4
  • 6 nights min
  • Beach/lakeside relaxation
  • Car not necessary
  • Air conditioning
Hideaway Villa has been created to provide the perfect escape on a small 500 acre island in the Caribbean. Hideaway Villa is a two bedroom private home on 2 acres, 50 feet above the spectacular Caribbean Sea, where crystal blue waters gently lap the shore. The property …see more

from $357 / night

$2500 / week

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from $357 / night

20

Vacation apartment in East End

St. Thomas / East End

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Ask about pets
Nazareth Hideaway has been created to provide you with the perfect escape for a vacation. A one bedroom (queen size, very comfortable bed) fully furnished apartment , with air conditioning (not that you need it with the wonderful easterly breeze) above beautiful Secret …see more

from $150 / night

$1000 / week

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from $150 / night

33

Peterborg Vacation villa accommodation

St. Thomas / Peterborg

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Enjoy the exciting views of the British Virgin Islands and St. John from every bedroom and from the luxurious deck and Large pool...designed by a famed Architect influenced by Frank Lloyd Wright. The colors of the sunrises and sunsets will amaze you. Cooling "trade-wi …see more

from $395 / night

$2765 / week

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from $395 / night

(6) Excellent 

Certificate of Excellence

20

Vacation condo in St Thomas East

St. Thomas / St Thomas East

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.4 mi
  • Swimming pool
Our Caribbean Style Pool Villa is Serenity. A private place for two to relax & rejuvenate. Besides having 1200 sq ft of privacy, peace and your very own salt water pool, this well-kept villa is complete with a generous size bedroom with King bed and lots of closets, ga …see more

Certificate of Excellence

from $120 / night

$800 - $1300 / week

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Responds fast!
avg. 2 hours 12 minutes

from $120 / night

(29) Excellent 

Certificate of Excellence

68

Vacation apartment rental

St. Thomas / East End

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
Amazing view of the ocean, one bedroom (with King) top floor, end unit (very quiet and private) with La-z-boy Queen memory foam sleeper sofa in living room. This is the most desirable location on the Sapphire Village property -- excellent multi-faceted view and right ne …see more

Certificate of Excellence

from $180 / night

$1260 - $1681 / week

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Responds fast!
avg. 1 hour 21 minutes

from $180 / night

(2) Excellent 

7

Vacation condo with shared pool in Bolongo Bay

St. Thomas / Bolongo Bay

1 3 5 nights min

  • 1 bedroom
  • Sleeps 3
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Charming, clean and efficient studio condo right on the water at Bolongo Bay, St. Thomas. Located in Watergate Villas East right next door to Bolongo Bay Beach Resort. Convenient to the resort, it has three restaurants ( Iggie's Beach Bar and Lobster Grille) and Mim's …see more

from $135 / night

$900 - $1050 / week

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from $135 / night

35

Vacation condo with shared pool in Smith Bay

East End / Smith Bay

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Please read our wonderful reviews and then come see for yourself why everyone loves our place and why we consider it Paradise! Imagine waking up in the morning to the most amazing down island view of the British Virgin Islands! Turquoise waters, blue skies, white sands …see more

from $150 / night

$1050 - $1800 / week

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Responds fast!
avg. 1 hour 40 minutes

from $150 / night

(28) Excellent 

Certificate of Excellence

35

East End Vacation villa rental

St. Thomas / East End

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
A private one bedroom villa in paradise awaits you! The epitome of intimate, this is the perfect place for honeymooning couples, or for a friendly get a away. Absolute privacy makes this villa the perfect place to frolic like Adam and Eve, Adam and Steve or Samantha a …see more

Certificate of Excellence

from $175 / night

$1050 - $1710 / week

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Responds fast!
avg. 41 minutes

from $175 / night

(5) Excellent 

23

Condo rental in Bolongo Bay with shared pool

St. Thomas / Bolongo Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
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 $149 / night

$1043 / week

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Responds fast!
avg. 1 hour 43 minutes

from $149 / night

(5) Excellent 

24

East End Vacation studio rental

St. Thomas / East End

Studio 4 Min stay varies

  • Studio
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
COMPLIMENTARY BOTTLE OF RUM included as a welcome gift with every reservation!!! If Villa East is booked, don't despair! I also have another unit called Captain's Quarters that may be available, so please dont hesitate to contact me for more info Built elevated above …see more

from $95 / night

$665 / week

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Responds fast!
avg. 2 hours 46 minutes

from $95 / night

(3) Excellent 

23

Villa rental in Magens Bay with swimming pool

St. Thomas / Magens Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
At Villa Magens, awaken to the sun rising over the cliffs surrounding Magens Bay, and fall asleep to the sound of ocean waves. Villa Magens is an exquisite home situated on a cliff over-looking the famous Magens Bay in beautiful St. Thomas, Virgin Islands. This villa ha …see more

from $529 / night

$3701 - $6200 / week

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from $529 / night

11

Red Hook Vacation apartment rental

East End / Red Hook

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to Paradise! Welcome to our recently fully renovated condo. The condo has brand new European Kitchen Cabinets, New Bathroom and brand new Brazilian Floor Tiles. Imagine the soft sound of the Caribbean sea, and its warm breeze caressing your face, lying on the …see more

from $159 / night

$1099 - $2050 / week

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from $159 / night

14

Vacation villa with swimming pool in Peterborg

St. Thomas / Peterborg

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Ocean Haven is ideally perched on more than an acre of Private Oceanfront land on the North-shore of the prestigious Peterborg Peninsula of St Thomas.The villas majestic Cliffside location allows Ocean Haven to take full advantage of the Islands cool sea breezes. From t …see more

from $725 / night

$5075 - $7000 / week

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from $725 / night

11

Vacation villa in North Side

St. Thomas / North Side

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
This superb and luxurious home sits atop Picara Point in upscale Estate Peterborg, surrounded by 330-degree sweeping ocean views. Three levels, all beautifully detailed and furnished, offer wonderful panoramas. On Stargate's fully air-conditioned main floor is the Great …see more

from $615 / night

$4305 - $7350 / week

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from $615 / night

8

Tutu Vacation condo rental

St. Thomas / Tutu

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
A nicely appointed studio suite within the Bluebeard Beach Club in Frenchman Bay area. The unit has a king size bed, a sofa sleeper, balcony/pation and a kitchenette(fridge, microwave, wetbar, coffee maker, etc). The secluded location can't be beat with plenty of ameni …see more

from $229 / night

$1603 / week

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from $229 / night

34

Smith Bay Vacation condo rental

East End / Smith Bay

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
From your first sight of sapphire beach resorts you will know your at a special place where you can play or just relax and unwind. Our condominium's location is considered one of the prime spots within the resort. Located right on the beach & only a few footsteps away …see more

from $150 / night

$1050 - $1800 / week

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Responds fast!
avg. 1 hour 40 minutes

from $150 / night

(3) Excellent 

24

Villa rental in St Thomas East

St. Thomas / St Thomas East

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
Brigadoon, a brand new two bedroom, two bath villa commands a bird's eye view over “the city” of Red Hook to St. John all the way to the British Virgin Islands. Breezes abound. Sunrise and coffee go hand in hand. You can fall down the hill to Moe’s Fresh Market and mo …see more

from $225 / night

$1575 / week

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from $225 / night

(46) Very Good 

24

East End Vacation villa rental

St. Thomas / East End

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Built atop Cabrita point on St. Thomas' prestigious eastern tip, this luxurious private hilltop retreat provides a spectacular, incomparable 360 degree panoramic view of the British Virgin Islands (Jost Van Dyke and Tortola), St. John, Greater St. James Island, Great Ba …see more

from $428 / night

$3000 - $6000 / week

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Responds fast!
avg. 2 hours 18 minutes

from $428 / night

11

Villa rental in Peterborg

St. Thomas / Peterborg

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Ask about pets
This beautiful custom home sits atop Picara Point in upscale Estate Peterborg, surrounded by 330-degree sweeping ocean views. Three levels, all beautifully detailed and furnished, offer wonderful panoramas. On Stargate's fully air-conditioned main floor is the Great Roo …see more

from $675 / night

$4725 - $7350 / week

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from $675 / night

(6) Excellent 

25

East End Vacation apartment rental

St. Thomas / East End

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Paradise! My wife proudly own two Beachfront Condos at Sapphire Beach Resort & Marina. Both condos located in the same building and on the same floor. If our unit is already reserved please check out a second condo for availability. Welcome to our recently …see more

from $135 / night

$945 - $1851 / week

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from $135 / night

(5) Excellent 

8

North Side Vacation apartment rental

St. Thomas / North Side

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Captains Quarters was truly a labor of love. It took us three years to build and was completed in December of 2014. We are located on the beautiful north shores of St Thomas. The house faces NE so we enjoy warm tropical breezes most all year. The view is phenomenal. …see more

from $175 / night

$1225 - $1851 / week

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from $175 / night

(10) Excellent 

20

East End Vacation apartment rental

St. Thomas / East End

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
A delightful 2BR/2BA condo perched on Redhook Mountain offers a breathtaking 180 degree view of the Caribbean Sea liberally sprinkled with islands. The queen bedrooms with en suite baths are separated by the living room, so privacy is assured. Large glass doors access …see more

from $249 / night

$1750 - $3210 / week

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from $249 / night

10

Vacation villa in Peterborg

St. Thomas / Peterborg

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Ask about pets
This superb and luxurious home sits atop Picara Point in upscale Estate Peterborg, surrounded by 330-degree sweeping ocean views. Three levels, all beautifully detailed and furnished, offer wonderful panoramas. On Stargate's fully air-conditioned main floor is the Great …see more

from $615 / night

$4305 / week

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Responds fast!
avg. 23 minutes

from $615 / night

(30) Excellent 

13

St. Thomas Vacation villa rental

US Virgin Isles / St. Thomas

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Bay Breeze Villa is an Exclusive Villa in the Round Overlooking beautiful Bolongo Bay, Bay Breeze offers incredible views, cool breezes, upscale accommodations, and proximity to all St Thomas has to offer. The Villa Sleeps 2-6 Guests Whether it's SCUBA, shopping, din …see more

from $198 / night

$1500 - $2931 / week

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from $198 / night

(10) Excellent 

16

East End Vacation condo rental

St. Thomas / East End

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Beautifully appointed condominium,1 separate bedroom with king size bed. 2 Natuzzi leather L-shaped sofas convert into 2 single sized beds. Opetional Queens inflatable aerobed. large custom dining table lovely antiques and fine art. Fully equipped kitchen and furnished …see more

from $175 / night

$1200 - $1540 / week

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Responds fast!
avg. 2 hours 31 minutes

from $175 / night

(8) Excellent 

10

Vacation villa in Peterborg

St. Thomas / Peterborg

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Ask about pets
This superb and luxurious home sits atop Picara Point in upscale Estate Peterborg, surrounded by 330-degree sweeping ocean views. Three levels, all beautifully detailed and furnished, offer wonderful panoramas. On Stargate's fully air-conditioned main floor is the Great …see more

from $675 / night

$4725 / week

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Responds fast!
avg. 23 minutes

from $675 / night

8

Studio rental in East End with shared pool

St. Thomas / East End

Studio 2 5 nights min

  • Studio
  • Sleeps 2
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Dec 15th - April 30th $145 Daily A Resort Community overlooking St. John & The British Virgin Islands. You will enjoy a SMOKE FREE fully air conditioned, recently remodeled, STUDIO Unit with free WiFi. . The Condo is located just a short stroll to the Beautiful Sap …see more

from $99 / night

$693 - $1015 / week

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from $99 / night

14

Vacation condo in Smith Bay

East End / Smith Bay

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Sapphire Beach Condominium Resort A very beautiful place for your getaways. The condo unit is a one bedroom with one King Bed and one extra Full sized be, and newly renovated. It has centralized air conditioning system and it is all screened if you want to enjoy the …see more

from $225 / night

$1575 / week

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from $225 / night

(5) Very Good 

10

Vacation apartment in St. Thomas

US Virgin Isles / St. Thomas

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Beautiful one bedroom apartment with a large wooden deck and a view of the Caribbean Sea. Large kitchen with new appliances, AC, Satellite HD TV, bedroom has a comfortable queen bed and the living room has a brand new full sized pull out sofa bed. Sleeps up to four peop …see more

from $125 / night

$841 - $1400 / week

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from $125 / night

(4) Excellent 

62

Apartment rental in East End with shared pool

St. Thomas / East End

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Absolute paradise! Enjoy a magnificent Virgin Islands vacation, while giving back to the men and women who serve our nation. Through our partnership with Wish for Our Heroes (a national 501(c)(3) that grants wishes for the troops), when you reserve this condo, your doll …see more

from $200 / night

$1394 / week

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from $200 / night

(2) Excellent 

17

North Side Vacation villa rental

St. Thomas / North Side

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Suitable for children age 5+
This perfect couple's hideaway, set on a breezy and cool hillside overlooking picturesque Charlotte Amalie and the harbor, affords both privacy in a relaxed and peaceful setting and easy access to town, beaches, and nightlife. This sleek and pristine cottage …see more

from $255 / night

$1785 - $2800 / week

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from $255 / night

(6) Excellent 

20

Vacation apartment rental

St. Thomas / East End

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Paradise! My wife proudly own two Beachfront Condos at Sapphire Beach Resort & Marina. Both condos located in the same building and on the same floor. If our unit is already reserved please check out a second condo for availability: Welcome to our recently …see more

from $135 / night

$945 - $2000 / week

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from $135 / night

(6) Excellent 

8

Vacation villa rental

St. Thomas / North Side

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
This very charming one bedroom, fully air-conditioned small home is the perfect romantic hideaway! Set within a gated estate on St. Thomas's cool north side, Stone Cottage offers a secure retreat, away from the beaten tourist track. Well equipped a …see more

from $275 / night

$1925 - $3080 / week

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from $275 / night