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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East End
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342 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
JULY 4th SALE--10% OFF NEW BOOKINGS THROUGH 12/15/17 ----------------------------------------------------------------------------------------- Stardust is a charming Caribbean cottage in a perfect setting for a romantic getaway. Surrounded by lush landscaping, its arch …see more

from $200 / night

$1350 - $3300 / week

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from $200 / night

(4) Excellent 

32

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 $479 / night

$3350 - $7301 / week

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from $479 / night

(3) Very Good 

7

Vacation cottage rental

St. John / Cruz Bay

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
Cozy clean comfortable and best of all affordable Cottage. There is view on water everywhere on the drive to and from home. The Cottage is surrounded by fruit trees and flowers. Private driveway for privacy. Screened in porch for morning coffee and evening dinners. WIFI …see more

from $110 / night

$770 - $950 / week

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Responds fast!
avg. 1 hour 56 minutes

from $110 / night

20

East End Vacation villa rental

St. John / East End

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask about children
  • Ask about pets
On the unspoiled east end of Saint John’s, perched just 110 feet above the live coral reefs, white sands and soothing surf of Dreekets Bay, sits the tropical residence The Retreat. The grounds at this bijou villa feature papaya, passion fruit, banana, lemon and lime tre …see more

from $471 / night

$3297 / week

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Responds fast!
avg. 2 minutes

from $471 / 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 $169 / night

$1183 / week

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Responds fast!
avg. 3 hours 53 minutes

from $169 / night

(5) 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 $325 / night

$2275 / week

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Responds fast!
avg. 3 hours 48 minutes

from $325 / night

(18) Very Good 

12

Virgin Islands National Park Vacation villa rental

St. John / Virgin Islands National Park

3 4 7 nights min

  • 3 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
Gallows Point SeaView is a spacious and very private 2 bedroom, 2 bath home with romantic ocean views located in Cruz Bay, St. John VI. Set on a huge tropically landscaped lot of nearly 1 acre, Gallows Point SeaView offers privacy and solitude, while still being central …see more

from $445 / night

$3115 - $5418 / week

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from $445 / night

(1) Excellent 

33

Home rental in Coral Bay

St. John / Coral Bay

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
Salt Pond Vista is a two level villa, fully air-conditioned and sleeps up to eight persons.  The villa is tastefully decorated and features native coral, rock and shell embedded walls built in the traditional island style. The main level and lower level are completely p …see more

from $350 / night

$2450 - $3920 / week

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from $350 / 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

(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 

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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Responds fast!
avg. 3 hours 7 minutes

from $225 / night

(2) Excellent 

26

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
Maranello Villa Maranello 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 brillia …see more

from $431 / night

$3017 / week

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from $431 / night

20

Villa rental in Cruz Bay with swimming pool

St. John / Cruz Bay

6 7 nights min

  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets
This hillside villa is surrounded by tropical gardens and bordered by the Virgin Island’s National Park lands. The pool deck is an oasis of palm trees. Completely tucked away from the world, the villa offers guests a quiet retreat with a magnificent panorama of the sea, …see more

from $1664 / night

$11647 - $15139 / week

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from $1664 / night

11

Vacation b&b rental

St. John / Virgin Islands National Park

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Swimming pool
  • Air conditioning
  • Private garden
Sweet, simple, and affordable, Stone Post Estate is as perfect for a serene solo getaway as it is for a magical honeymoon. The Cloud Room has wonderful views of Hart Bay and Chocolate Hole Bay as well as views of St. Thomas from the private deck. This large, comfortably …see more

from $215 / night

$1505 / week

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from $215 / 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 

19

Cruz Bay Vacation apartment rental

St. John / Cruz Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
Welcome! We have 7 units in Cruz Bay that each accommodate 2 people. We have 3 studio apts in Wharfside Village at the ferry dock. We have 4 units 1 mile from the ferry dock~ 2 studios in a luxurious gated community that overlook Cruz Bay and St. Thomas (gorgeous sun …see more

from $150 / night

$1050 / week

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Responds fast!
avg. 1 hour 21 minutes

from $150 / 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

(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

(8) Excellent 

21

Vacation villa rental

St. John / Cruz Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Monza Villa Monza 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 $431 / night

$3017 / week

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from $431 / night

(3) Excellent 

30

Cruz Bay Vacation townhouse rental

St. John / Cruz Bay

2 8 7 nights min

  • 2 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Enter Code DOGDAYS at check out for a limited time 25% discount Sunset Ridge Villa E is a deluxe level 2 bedroom, 2 1/2 bath townhouse villa offering approximately 1800 s.f. of combined living space. Villa A features a secure, street level entrance through lush tropical …see more

from $295 / night

$2065 - $4200 / week

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from $295 / 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 $300 / night

$3850 - $4550 / week

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from $300 / night

21

Vacation villa with shared pool in Cruz Bay

St. John / Cruz Bay

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Jasmine is an intimate 2-level, 2 bedroom plus loft, 2 bath home with central air conditioning (in the upper level only) and a pool surrounded by a tropical garden. You park on the upper level and enter into the great room with its terra cotta tiled floors, cathedral ce …see more

from $355 / night

$2485 - $3622 / week

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from $355 / night

(2) Excellent 

20

Vacation villa with shared pool in Cruz Bay

St. John / Cruz Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Modena Villa Modena is a 4 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 day, shimm …see more

from $543 / night

$3801 / week

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from $543 / 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

(3) Excellent 

10

Vacation home with swimming pool in Cruz Bay

St. John / Cruz Bay

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Stunning ocean views are the first sight for the Waterklip visitor. Entering from the quite street above, through the impressive electronic gate, guests meander down a graceful stone walkway, where the first smiles bloom with the sight of the welcoming pool and patio, …see more

from $300 / night

$2100 - $2950 / week

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from $300 / 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 $543 / night

$3801 / week

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from $543 / night

(4) Excellent 

30

Vacation villa with swimming pool in Cruz Bay

St. John / Cruz Bay

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Enter Code DOGDAYS at check out for a limited time 25% discount Sea Dream Villa is a deluxe 3 bedroom/3 bath vacation home with private pool and magnificent Ocean Views! Located on a hillside overlooking Hart Bay and Chocolate Hole Bay in the upscale community of Chocol …see more

from $392 / night

$2744 - $4900 / week

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from $392 / 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

(6) Excellent 

34

Vacation villa in Cruz Bay

St. John / Cruz Bay

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Pet friendly
Experience the beauty and untouched nature of St. John (A.K.A. “The Love City”) at The Love Palace, a gorgeous 3 bedroom, 2 bathroom villa located minutes from the buzzing downtown of Cruz Bay. 22 windows and 12 french doors gives this home ample natural light and tons …see more

from $350 / night

$2200 - $3700 / week

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from $350 / 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 - $4025 / week

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Responds fast!
avg. 1 hour 34 minutes

from $300 / night

(1) Excellent 

36

Cruz Bay Vacation villa rental

St. John / Cruz Bay

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Pet friendly
This five bedroom Caribbean style villa includes an infinity pool, grotto and waterfall, coral stone floors, decks and railings, stainless appliances, air conditioning, gazebo, dual sinks in baths, custom hardwood doors and windows, custom ceramic roof tile, designer ha …see more

from $2500 / night

$17500 - $22400 / week

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from $2500 / 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 $425 / night

$2975 - $5355 / week

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from $425 / night

27

Coral Bay Vacation villa rental

St. John / Coral Bay

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
SATINWOOD - Located high above Coral Bay looking out on the East end of beautiful St. John. Tropical trade winds provide constant cooling; awaken to spectacular sunrises and breathtaking views. Relax and watch the sailboats from the covered deck. Inside on the main leve …see more

from $200 / night

$1242 - $5950 / week

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Responds fast!
avg. 43 minutes

from $200 / night

(12) Excellent 

Certificate of Excellence

26

Vacation villa in Coral Bay

St. John / Coral Bay

2 10 Min stay varies

  • 2 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Established villa in the St. John rental market! Located high on the hillside above the town of Coral Bay, Villa Morena offers two master bedrooms with en suite bathrooms & A/C, as well as your own large wrap-around terrace for dining, sunning or just taking in the maj …see more

Certificate of Excellence

from $225 / night

$1500 - $4300 / week

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Responds fast!
avg. 2 hours 1 minutes

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
Enter Code SUMMEREND at check out for a limited time 15% discount 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 addresse …see more

from $345 / night

$2408 - $3255 / week

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from $345 / night

(2) Excellent 

15

Vacation villa in East End

St. John / East End

2 10 Min stay varies

  • 2 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
Perfect privacy and the sweeping drama of magnificent ocean views from every room of this new villa harmonize with The Retreat's natural setting. Perched hillside just 110 feet above the live coral reefs, white sands and soothing surf sounds of pristine Dreekets Bay on …see more

from $471 / night

$3297 - $7476 / week

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from $471 / night

(10) Very Good 

28

Cruz Bay Vacation villa rental

St. John / Cruz Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Time Out is a relatively new fully air-conditioned villa overlooking Chocolate Hole, the Caribbean Sea and beyond to the peaks of St. Thomas. Nestled into a low green hillside, the villa enjoys lovely ocean and island views as well as Technicolor sunsets at the end of s …see more

from $385 / night

$2691 - $5300 / week

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from $385 / night

(12) Very Good 

21

Vacation apartment with shared pool in Cruz Bay

St. John / Cruz Bay

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Enter Code DOGDAYS at check out for a limited time 25% discount The Cottage at Battery Hill Condos is an intimate, recently renovated queen studio cottage perched on the hillside overlooking Cruz Bay Harbor. Perched on the hillside overlooking Cruz Bay Harbor, The Cotta …see more

from $195 / night

$1365 - $2429 / week

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from $195 / 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 $425 / night

$2975 - $4375 / week

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from $425 / 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