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

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Apartments East End
83 properties
Charlotte Amalie
52 properties
Peterborg
25 properties
St Thomas East
17 properties
North Side
16 properties
Magens Bay
14 properties
Vacation rentals Water Island
10 properties
Bolongo Bay
10 properties

St. Thomas

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307 Vacation rentals

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

(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 $105 / night

$735 - $2604 / week

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from $105 / night

(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

(2) Good 

7

Vacation condo with shared pool in St Thomas East

St. Thomas / St Thomas East

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 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 $77 / night

$384 / week

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from $77 / 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

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

(1) Excellent 

26

Peterborg Vacation villa rental

St. Thomas / Peterborg

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • 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

29

Vacation yacht in Charlotte Amalie

St. Thomas / Charlotte Amalie

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
The lifetime experience you were looking for. This is an opportunity to have the vacation of your life together with your friends and loved ones. It's a top class luxury sailing catamaran with all the amenities and comfort you deserve for relaxing and having fun. A trai …see more

from $2500 / night

$17500 / week

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from $2500 / 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 

50

Villa rental in Magens Bay

St. Thomas / Magens Bay

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly
ATTENTION: Please send a message with your full name, number of adults and children, and your city and state. Thank you! What's better than enjoying an ocean view? Enjoying an oceanfront! When we say oceanfront, we mean OCEANFRONT! At Picara Pearl Villa & Suites Magens …see more

from $245 / night

$1470 - $2695 / week

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from $245 / 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

(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 $199 / night

$1393 / week

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from $199 / 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 $99 / night

$693 / week

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from $99 / night

(28) Very Good 

Certificate of Excellence

37

East End Vacation apartment rental

St. Thomas / East End

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Harmony Suite has a private gated entrance, an incredible ocean view, and a romantic atmosphere unlike any other accommodation on St. Thomas. Sun on the large concrete deck by the 33 foot kidney-shaped pool, or on the 14 x 16 foot wooden deck with hot tub and gas grill …see more

Certificate of Excellence

from $250 / night

$1750 - $2555 / week

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from $250 / 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

(1) Excellent 

19

Vacation condo in East End

St. Thomas / East End

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Beach/lakeside relaxation
  • Ask about children
Located on beautiful white sand, Sapphire Beach & Marina is 1 mile away from Red Hook. Our condo is in Building E at beach level. A walk out with unobstructed panoramic views. It is on a more private beach tilted away, but just steps from the main beach. This way you …see more

from $191 / night

$1330 - $2275 / week

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from $191 / night

(41) Excellent 

17

Vacation cottage in Charlotte Amalie

St. Thomas / Charlotte Amalie

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
Enjoy a quality vacation at half the price of the villas near by. We are located on the East End of St Thomas near Villas renting for $500 to $1,000 per night. Live in an upscale neighborhood at bargain prices. Situated between the little town of Red Hook and the Ritz C …see more

from $139 / night

$973 / week

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from $139 / 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

(18) Excellent 

20

Villa rental in Peterborg with shared pool

St. Thomas / Peterborg

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
This Island style property is a wonder to discover. It hosts a cocktail pool, gardens, amazing views, loungers, large decks, and hammocks. Located in a quiet area, nestled in a private secured neighborhood, our villa is perfectly located for the adventure of a lifetime. …see more

from $385 / night

$2695 - $3045 / week

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from $385 / 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 - $1850 / week

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from $135 / night

(3) Very Good 

24

Vacation villa with shared pool in St Thomas East

St. Thomas / St Thomas East

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Our villa is located in Building C of Sapphire Beach Resort and Marina, directly on a beautiful Sapphire Beach. The villa is a two story unit occupying 3rd and 4th floors of the building. It has a kitchen, living and dining areas on the first level, and 2 bedrooms on th …see more

from $269 / night

$1883 / week

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from $269 / night

(17) Very Good 

14

Vacation apartment rental

St. Thomas / East End

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
TOP 10 REASON TO STAY AT OUR PLACE IN SAPPHIRE VILLAGE 1. 100 YARDS TO SAPPHIRE BEACH Our condo is located in the Dominica Building at Sapphire Village. It is the closest building to the beach. We usually stroll back to the condo for lunch or to use the bathroom. T …see more

from $175 / night

$1225 / week

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from $175 / night

(3) Good 

17

Vacation villa in Bolongo Bay

St. Thomas / Bolongo Bay

2 7 2 nights min

  • 2 bedrooms
  • Sleeps 7
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Salty Sway Villa 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. T …see more

from $490 / night

$3301 - $3650 / week

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from $490 / night

(1) Excellent 

22

Vacation villa with swimming pool in Mahogany Run

St. Thomas / Mahogany Run

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Sea View Villa is the newest vacation rental in St. Thomas! Located in the secure gated community of Mahogany Run just 5 minutes away from world renowned Magen’s Bay, this 3 bedroom 3 1/2 bath cliff hanging villa invokes relaxation as you gaze down island at the Britis …see more

from $450 / night

$3150 / week

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from $450 / night

(2) 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

(3) Excellent 

24

Vacation villa rental

St. Thomas / East End

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
COMPLIMENTARY BOTTLE OF RUM included as a welcome gift with every reservation!!! Built elevated above the tropical landscape in a glorious oceanfront setting, Captain’s Quarters combines the finest in Caribbean style with an nautical interior theme. This newly renovat …see more

from $99 / night

$693 - $973 / week

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from $99 / night

(2) Excellent 

18

Vacation condo rental

St. Thomas / Bolongo Bay

2 6 5 nights min

  • 2 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Lovely, tastefully decorated 2 bedroom condo just available on the short term rental market. Located on Bolongo Bay, St. Thomas as close as you can get to the water without being on it. Let the waves lull you to sleep as you enjoy the tropical breezes. Enjoy waking to …see more

from $170 / night

$1175 - $1500 / week

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from $170 / night

23

Vacation villa in East End

St. Thomas / East End

4 10 6 nights min

  • 4 bedrooms
  • Sleeps 10
  • 6 nights min
  • Child friendly
Every day is a dream at Indochine, a superbly tranquil slice of heaven set within colorful gardens with views that take in the endless Caribbean Sea dotted with islets stretching to St. John and the British Virgin Islands. You'll find romance in splendor, or the perfect …see more

from $714 / night

$4998 - $8002 / week

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from $714 / 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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from $149 / 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

$840 - $1400 / week

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from $125 / 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 $189 / night

$1200 - $1680 / week

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from $189 / night

(2) Excellent 

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 $343 / night

$2395 - $2900 / week

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from $343 / night

9

Vacation apartment with shared pool in East End

St. Thomas / East End

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Dec 15th - April 30th $175 Daily A Resort Community overlooking St. John & The British Virgin Islands. You will enjoy a SMOKE FREE fully air conditioned, recently remodeled, ONE BEDROOM Condo with free Wi-Fi. The Unit is located just a short stroll to the Beaut …see more

from $125 / night

$875 - $1225 / week

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from $125 / night

(7) Excellent 

6

Yacht rental in Water Island

St. Thomas / Water Island

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Breakfast included! Stay aboard a 50 foot Grand Banks motor yacht with 3 decks and all amenities of a land based home with amazing scenery and crystal clear water! Rate is for the Master Stateroom only. Own private bedroom with own bathroom. Other rooms are negotiable! …see more

from $150 / night

$1050 / week

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from $150 / night

(11) Very Good 

24

Vacation home in St. Thomas

US Virgin Isles / St. Thomas

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Sugar Bird Cove is a place like no other. This is the perfect place for your family vacation! It is nestled in a cul-de-sac completely serene. You are one with the tradewind breezes, nature and the waves braking on the coral reefs below. Stunning views abound in the spa …see more

from $300 / night

$2100 / week

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from $300 / 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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from $175 / night

(3) Excellent 

13

Vacation apartment in East End

St. Thomas / East End

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
New to market! Enjoy stunning, unobstructed views of the Atlantic ocean and the Virgin Islands from your private villa, listening to the ocean waves crashing on the rocks below. Little Rock Villa is a gated private residence in one of the most exclusive areas in St Thom …see more

from $195 / night

$1365 / week

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from $195 / 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 - $1850 / week

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from $175 / night

(28) Excellent 

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

from $180 / night

$1260 - $1680 / week

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from $180 / night

1