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

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Villas Cruz Bay
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Virgin Islands National Park
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St. John

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277 Vacation rentals

20

Vacation home rental

St. John / Cruz Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.08 mi
  • Child friendly
Stardust is a charming Caribbean cottage in a perfect setting for a romantic getaway. Surrounded by lush landscaping, its arches, and gingerbread give the house a distinctly tropical feel. The interior layout is open and airy. The main floor offers three sets of dou …see more

from $200 / night

$1350 - $3300 / week

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from $200 / night

(20) Excellent 

125

Coral Bay Vacation cottage rental

St. John / Coral Bay

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Pet friendly
Coral Bay Eco-Retreat: Live simply and close to nature on beautiful St. John; hike to the beach! If you liked Maho Bay Camp, you'll LOVE this place! Romantic and quiet with stunning views of the sea. Take a look at the Coral Bay Eco Retreat Facebook page and the Coral …see more

from $175 / night

$1400 / week

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from $175 / night

(1) Excellent 

22

Vacation villa in St. John

US Virgin Isles / St. John

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Ask about pets
The visually stunning perch of Mamey Peak, deep within the protected St. John National Park is the home of Sarang, a haven for nature lovers who require that touch of private luxury! Sarang means “nest” in Balinese, and both its location and design bring you home to you …see more

from $325 / night

$2275 - $3675 / week

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from $325 / night

(4) Excellent 

15

Virgin Islands National Park Vacation villa rental

St. John / Virgin Islands National Park

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Elegant Caribbean comfort describes this newly renovated, beautifully appointed Villa on St. John, US Virgin Islands, overlooking the calming waters of Fish Bay. With 6 bedrooms and 5 bathrooms, this Villa is designed to comfortably accommodate large families, groups of …see more

from $480 / night

$3350 - $7300 / week

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from $480 / night

28

Vacation home in Cruz Bay

St. John / Cruz Bay

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
Villa Rendezview is a deluxe 3 bedroom, 2.5 bath private home located on the South Shore of St. John in the prestigious Rendezvous Bay community. This lovely villa is conveniently located just a short drive from the village of Cruz Bay and within close proximity to Rend …see more

from $295 / night

$2065 - $3955 / week

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from $295 / night

(3) Excellent 

29

Vacation villa in Cruz Bay

St. John / Cruz Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
BEST VALUE ON ST JOHN! 3 BR 3BA Million Dollar Views!!! Built in the classic Caribbean style, Blue Heaven Rendezvous has million dollar views for the budget conscious travelers. All three Master Suites are air conditioned and have full baths for your comf …see more

from $225 / night

$1575 - $4375 / week

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from $225 / night

(1) Excellent 

14

Vacation apartment with shared pool in Cruz Bay

St. John / Cruz Bay

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Swimming pool
  • Air conditioning
Stunning sunsets and million dollar views of St. Thomas and surrounding islands! In a quiet neighborhood just around the corner from Cruz Bay, less than 5 minutes from shopping, dining and the National Park Beaches. This lower level one bedroom apartment in our home i …see more

from $225 / night

$1417 - $1418 / week

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from $225 / night

27

Vacation apartment with shared pool in Cruz Bay

St. John / Cruz Bay

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Rainbow's End, is a deluxe 2 bedroom condo with pool located in the upscale Battery Hill Condominium Complex in Cruz Bay.  Battery Hill Condos are considered to be one of St John's more desirable addresses for in-town tropical vacation living. Overlooking Cruz Bay Harbo …see more

from $344 / night

$2408 - $3255 / week

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from $344 / night

(5) Excellent 

24

Vacation villa in Cruz Bay

St. John / Cruz Bay

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
Located on Gifft Hill, 750 feet above sea level, Coconuts features a unique combination of panoramic ocean views, spectacular sunsets, extensive outdoor living and dining areas, and numerous high-end amenities. The ocean views are among the finest on St. John, and inclu …see more

from $400 / night

$2800 - $6200 / week

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Responds fast!
avg. 3 hours 42 minutes

from $400 / night

(4) Excellent 

22

St. John Vacation home rental

US Virgin Isles / St. John

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
St. John is as close as a person can get to living on an unspoiled island in the Caribbean. It is a tropical paradise in the U.S. Virgin Islands. The ultimate of all St. John villa rentals by owner, Softwinds offers a breathtaking 360-degree view of all of St. John, and …see more

from $426 / night

$2975 - $5355 / week

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from $426 / night

(10) Very Good 

14

Vacation villa with swimming pool in Cruz Bay

St. John / Cruz Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.7 mi
  • Swimming pool
Nestled in an exclusive neighbourhood, this beautiful home offers comfort and privacy. Located in the hills above Chocolate Hole Bay, on the west side of St John, Catalina provides amazing views that includes St Croix, Rendezvous Bay, Hart Bay and Chocolate Hole. The t …see more

from $280 / night

$2000 - $4550 / week

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from $280 / night

(4) Very Good 

31

Vacation villa in St. John

US Virgin Isles / St. John

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
Welcome to Sapphire Breeze. Perched on a mountainside in Estate Bethany 350 feet above the Caribbean Sea, the vacation rental offers you views of Great Cruz Bay, Harts Bay, Chocolate Hole and the lush grounds of the Westin resort. Less than a mile from the shopping and …see more

from $628 / night

$4400 - $5870 / week

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from $628 / night

(17) Very Good 

26

Vacation villa with swimming pool in Cruz Bay

St. John / Cruz Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Swimming pool
Amazing ocean views from every room at Villa Mar de Amores. Enjoy the Caribbean breezes at this spectacular family house at the top of Rock Ridge Road, in Chocolate Hole North; only 5 minutes away from town and shops. 3 bedrooms, 2 bathrooms, pool and a marvelous balcon …see more

from $330 / night

$3850 - $4550 / week

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from $330 / night

26

Vacation apartment with shared pool in Cruz Bay

St. John / Cruz Bay

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Blue Coral is a very popular 3 bedroom, 3 bath with central air conditioning vacation rental condo offering first class accommodations and convenient location! From its penthouse location in the small quiet, 6 unit Palm Terrace Villas complex, Blue Coral is just a short …see more

from $426 / night

$2975 - $4375 / week

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from $426 / night

(6) Excellent 

23

Vacation villa rental

St. John / Coral Bay

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Jumbie is a custom built deluxe two bedroom, two and one half bath villa with pool featuring memorable views of Coral Bay and Bordeaux Mountain. Located on a cul-de-sac on Sea Grape Hill in Coral Bay with no neighbors, Villa Jumbie offers an ultra private location …see more

from $335 / night

$2345 - $3850 / week

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from $335 / night

(7) Very Good 

23

Vacation apartment with shared pool in Cruz Bay

St. John / Cruz Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Great view of Cruz Bay! 5 minute walk to downtown. Beautifully decorated, Seagrape is your place to stay in St. John. You will enjoy our newly remodeled kitchen and bathroom, and relax in our comfortable living room stocked with TV, air conditioning, VCR/DVD, WiFi, bo …see more

from $250 / night

$1500 - $2800 / week

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from $250 / night

24

Vacation villa with swimming pool in St. John

US Virgin Isles / St. John

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning
Blue Skies Villa is located in St. John's popular upscale Great Cruz Bay area. It is on a picturesque and quiet estate road with similar rental properties. Access is extremely easy, as it is located within two miles of Cruz Bay, yet you will enjoy total privacy. You can …see more

from $680 / night

$4760 - $7000 / week

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Responds fast!
avg. 28 minutes

from $680 / night

12

Vacation apartment with shared pool in Cruz Bay

St. John / Cruz Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Tropical Breeze Condo is a large 2 Bed/2 Bath penthouse unit located in the Battery Hill Condominiums complex.  This elegantly cozy 9-unit complex is conveniently located on the crest of a hill overlooking the quaint village of Cruz Bay. From this in-town location, it i …see more

from $260 / night

$1820 - $3003 / week

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from $260 / night

11

Vacation villa rental

St. John / Cruz Bay

3 10 7 nights min

  • 3 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
NOW ACCEPTING RESERVATIONS FOR 2017. THE WESTIN ST. JOHN 3BR POOL VILLAS ARE TIMESHARE PROPERTIES OWNED FOR SPECIFIC WEEKS. WE OWN 4 WEEKS. OUR VILLA IS AVAILABLE ONLY THESE 2017 WEEKS! Rental availability below as of April 7, 2017 Week 30: 07/23/17 to 07/30/17 $ 4,9 …see more

from $715 / night

$4999 - $11999 / week

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Responds fast!
avg. 3 hours 54 minutes

from $715 / night

(3) Excellent 

29

Vacation villa with swimming pool in St. John

US Virgin Isles / St. John

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
Breathtaking views, cool Caribbean breezes and laid-back island living is what it is all about. This is your very own tropical paradise. A place to slow down life and get back to nature ... but with all the amenities of home. Stone paths meander through flowering gard …see more

from $378 / night

$2646 / week

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from $378 / night

19

Vacation home in Virgin Islands National Park

St. John / Virgin Islands National Park

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0 mi
  • Child friendly
An inspired vacation space for one or two, The Rainbow Room is on the quiet, away-from-it-all East End of St. John. It shares the same magical piece of property as the Sloop Jones Studio & Gallery. A stand-alone guesthouse surrounded by lush flora, this breezy one-bedr …see more

from $144 / night

$1008 / week

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from $144 / night

23

Cruz Bay Vacation home rental

St. John / Cruz Bay

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Guests arriving at Cocoa Reef enter the villa by descending a short native stone lined stairway from the private parking area.  This will lead to the upper level covered breezeway between the great room and the upper bedrooms.  The breezeway features an open but covered …see more

from $300 / night

$2100 - $5390 / week

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from $300 / night

(6) Excellent 

14

Vacation home in Cruz Bay

St. John / Cruz Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
Cruz Bay Cottage is one of the last of the lovely traditional West Indian cottages on St. John. It is located on a quiet little hill above Cruz Bay, within easy walking distance of the town, enjoying a birds eye view of the harbor and St. Thomas with it’s dazzling light …see more

from $225 / night

$1575 - $1950 / week

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from $225 / night

(1) Excellent 

21

Vacation villa in Cruz Bay

St. John / Cruz Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Clinging to the hillside above Cruz Bay, Perelandra's breathtaking views sweep from the deserted cays nestled in the Windward Passage to the sailboats skimming through Pillsbury Sound. Upstairs or down, inside or out, the views, privacy, comfort and romantic ambiance of …see more

from $357 / night

$2499 - $4753 / week

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from $357 / night

(6) Very Good 

23

Vacation home rental

St. John / Cruz Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Located in Chocolate Hole, with a Southern view of the Caribbean Sea, POI PU is ideal for the family or couples traveling together. The secluded location surrounded by beautiful tropical flower gardens lets you enjoy a very private vacation. POI PU is located just 5 min …see more

from $300 / night

$2100 - $4026 / week

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Responds fast!
avg. 1 hour 34 minutes

from $300 / night

(2) Excellent 

20

Vacation villa with shared pool in Cruz Bay

St. John / Cruz Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Milan Villa Milan is a spacious 2-bedroom property with marble and wood finishings featuring huge windows that encase a live artistic installation; that of the Caribbean’s turquoise waters against a backdrop of jagged islands. The views are brilliant by day, shimmering …see more

from $475 / night

$3325 / week

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from $475 / night

28

Vacation apartment in Virgin Islands National Park

St. John / Virgin Islands National Park

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
Villa Desire is a second floor apartment on a beautiful nestled hill top located on Boatman Road in the beautiful island of St. John, Virgin Islands. If peace and quiet is what you need, this spectacular middle apartment is for you. Villa Desire is only 6 minutes from t …see more

from $175 / night

$1125 - $4500 / week

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from $175 / night

4

Virgin Islands National Park Vacation villa rental

St. John / Virgin Islands National Park

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Great deal! Only $600 a night for 3 bedroom villa with own private courtyard with bar, lounge area, dining table, gas grill, and pool complete with waterfall. The Westin St. John is one of the highest rated family resorts in the Caribbean. This property is a Friday to …see more

from $600 / night

$4200 / week

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from $600 / night

24

Vacation home in East End

St. John / East End

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
Salt Pond Vista is a 2 level, 2 bedroom villa which is also available as a 1 bedroom rental for 1-4 guests.   This listing reflects the rates for the use of the upper level only and does not include applicable taxes and fees.  Maximum occupancy is 4 guests.  The lower l …see more

from $250 / night

$1750 - $3920 / week

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from $250 / night

(7) Excellent 

25

Vacation villa with swimming pool in Cruz Bay

St. John / Cruz Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Pisa Villa Pisa is a spacious 3 bedroom, 3.5 bathroom (with private pool) property with marble and wood finishings featuring huge windows that encase a live artistic installation; that of the Caribbean’s turquoise waters against a backdrop of jagged islands.The views ar …see more

from $725 / night

$5075 / week

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from $725 / night

(3) Very Good 

36

Vacation cottage rental

St. John / Cruz Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
The Hawks Nest cottage is a finely crafted vacation home for two in an exclusive and very private location within the borders of the U.S. Virgin Islands National Park on the North Shore of St. John. This lovely cottage has recently been renovated, including upgrades to …see more

from $325 / night

$2275 - $3465 / week

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from $325 / night

(1) Excellent 

17

Vacation villa with shared pool in Cruz Bay

St. John / Cruz Bay

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
New listing on TripAdvisor, contact us for access to our 5-star reviews! We fell in love with St. John and decided to make it our destination home on retirement. After looking at many homes we kept coming back to the beautiful villas at Sirenusa where we picked what we …see more

from $300 / night

$2100 / week

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from $300 / night

(13) Very Good 

30

Vacation apartment with shared pool in Cruz Bay

St. John / Cruz Bay

1 5 5 nights min

  • 1 bedroom
  • Sleeps 5
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
“Petit Tre’sor” (a small treasure) at Cruz Bay Villas is a charming one-bedroom condo located only a 10-minute walk from Cruz Bay and yet high on the side of a hill overlooking Pillsbury Sound to St Thomas. Unit #3 is situated just perfectly to enjoy the adjacent 20' x …see more

from $170 / night

$1184 / week

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Responds fast!
avg. 3 hours 20 minutes

from $170 / night

9

Home rental in Coral Bay

St. John / Coral Bay

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Ask about children
  • Car not necessary
Morning Star affords you complete privacy with views of Johnson Bay, Haullover, and Tortola in the BVI southeast side of St. John. St John is a 20sq mile island and is over 70% US National Park, with white sand beaches, turquoise waters, colorful coral and tropical fis …see more

from $250 / night

$1750 / week

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from $250 / night

(11) Very Good 

27

Cruz Bay Vacation villa rental

St. John / Cruz Bay

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Phoenix By The Sea 'hangs' majestically from the hillside overlooking beautiful Rendezvous Bay on the southern shore of St. John.   This elegant, deluxe level accommodation features 3 spacious bedrooms all with en suite bathrooms and has unforgettable and inspiring view …see more

from $406 / night

$2835 - $5075 / week

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from $406 / night

47

Villa accommodation in Cruz Bay with swimming pool

St. John / Cruz Bay

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Del Sol is a luxury three bedroom, three and a half bath villa set high above sea level in the upscale, gated community of Virgin Grand Estates. Once inside the gates at Virgin Grand Estates it is a short drive to the private parking area adjacent to the entrance …see more

from $500 / night

$3500 - $5096 / week

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from $500 / night

(2) Excellent 

23

Vacation villa with shared pool in Cruz Bay

St. John / Cruz Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Siena Villa Siena is a spacious 3-bedroom, 3.5 bathroom property with marble and wood finishings featuring huge windows that encase a live artistic installation; that of the Caribbean’s turquoise waters against a backdrop of jagged islands. The views are brilliant by da …see more

from $575 / night

$4025 / week

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from $575 / night

(1) Excellent 

40

Vacation villa in St. John

US Virgin Isles / St. John

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask about children
  • Ask about pets
Atop Mamey Peak, one of the highest points on St. John, dwells the peaceful abode Ananda (Balinese for “Perfect Bliss”) - a 2 bedroom villa secreted behind an electronic gate with the luxurious amenities of a fine eco-resort, yet private only to you! Right next door is …see more

from $350 / night

$2450 - $3850 / week

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from $350 / night

(6) Very Good 

32

Vacation villa rental

St. John / Cruz Bay

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Fanned out hillside on St. John's south shore, Pura Vida (pure life), a beautiful island home and private estate situated on 1.5 acres, is surrounded by a profusion of the native landscaping and historical Dutch ruins. This villa's hilltop location makes for lots of lov …see more

from $400 / night

$2100 - $3500 / week

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Responds fast!
avg. 1 hour 48 minutes

from $400 / night

(12) Excellent 

5

Vacation cottage in Coral Bay

St. John / Coral Bay

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets
Located 1-27A Gerda Marsh Rd (Intersection Rts 10 & 107). Coral Bay, St John, VI 00831 "Catch 'n' Keep" is just what so many budget-minded travelers dream of finding. For less than the price of a condo you can experience living in a real island home. The cottage is comf …see more

from $175 / night

$1225 / week

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from $175 / night

1