50 Best Cruz Bay Villas on Holiday Lettings - Vacation rentals

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181 Vacation rentals

(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

(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

(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

(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

30

Vacation villa in Cruz Bay

St. John / Cruz Bay

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
Built in 2008, the VI Friendship Villa serves as the second home to longtime visitors to the United States Virgin Islands who finally decided on creating their own little "slice of heaven" in paradise. Designed from a unique and nautical perspective, VI Friendship Villa …see more

from $1443 / night

$10100 - $23100 / week

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from $1443 / night

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 - $3301 / week

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from $200 / 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 $384 / night

$2690 - $5300 / week

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from $384 / 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 - $6201 / week

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Responds fast!
avg. 3 hours 42 minutes

from $400 / 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

(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

(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

26

Cruz Bay Vacation villa rental

St. John / Cruz Bay

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
One Particular Harbor is a unique villa that was carved out of a steep mountainside in 2004. This 3-level home is bordered by tropical flowers, lush vegetation and tall stonewalls and takes maximum advantage of the fantastic views and the privacy of this quiet setting. …see more

from $420 / night

$2940 - $4998 / week

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from $420 / night

(2) Excellent 

10

Vacation villa in Cruz Bay

St. John / Cruz Bay

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
Villa Divertimento is a two bedroom, two bath villa with a beautiful thirty foot pool on the south shore of St. John. The villa comfortably accommodates up to two couples with (or without) their children. There are two large bedrooms with en suite baths and stone sho …see more

from $350 / night

$2450 - $3850 / week

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from $350 / night

26

Vacation villa with shared pool in Cruz Bay

St. John / Cruz Bay

9 22 Min stay varies

  • 9 bedrooms
  • Sleeps 22
  • Min stay varies
  • Swimming pool
  • Ask about children
Situated on over one acre of waterfront land behind an electronic gate landscaped with tropical flowers and graceful royal, foxtail and coconut palm trees, spectacular À La Mer's large-scale design and execution is an artful combination of both colonial West Indies and …see more

from $5280 / night

$36960 - $52955 / week

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from $5280 / 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

(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

(12) Excellent 

29

Cruz Bay Vacation villa rental

St. John / Cruz Bay

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Beach/lakeside relaxation
  • Air conditioning
  • Private garden
Ask about our "All Inclusive Package" “Bluebitch St. John” is a quiet, tranquil villa on a private estate, ideal for a romantic, relaxing vacation. Just a 2 minute walk through our tropical garden is our secluded beach which is great for snorkeling, scuba diving & t …see more

from $400 / night

$2800 - $3150 / week

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Responds fast!
avg. 2 hours 54 minutes

from $400 / night

41

Vacation apartment in Cruz Bay

St. John / Cruz Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
Enter Code DOGDAYS at check out for a limited time 25% discount Palmy Daze Condo is a delightful 2 Bed/2 Bath unit located about 1 mile from the village of Cruz Bay in the Pastory Condominium comples.  Palmy Daze features a wonderful, open and airy feel with its vaulted …see more

from $200 / night

$1400 - $2555 / week

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from $200 / night

21

Vacation villa with shared pool in Cruz Bay

St. John / Cruz Bay

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night 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 $356 / night

$2485 - $3622 / week

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from $356 / 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

(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

37

Vacation villa in Cruz Bay

St. John / Cruz Bay

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
Blue Papaya Villa is a luxurious Brand New 5 BR estate home in the exclusive Virgin Grand Estates. This beautiful home offers everything the good life on St. John is all about. Enter the home through native stone walkways, and a charming trellised pergola. Lush colorful …see more

from $592 / night

$4150 - $10500 / week

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from $592 / 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

(2) Excellent 

18

Vacation villa in Cruz Bay

St. John / Cruz Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
L'Esprit De La Vie L'Esprit is a perfectly appointed, beautiful home with breathtaking views from every room, patio and even showers! Features: • 4 large suites - king beds & on-suite bath! • Spacious deck/patio • Landscaped garden • Great room / dining / kitchen • WIFi …see more

from $720 / night

$5040 / week

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from $720 / 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

(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

(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

(6) Excellent 

26

Cruz Bay Vacation home rental

St. John / Cruz Bay

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Nestled high in the treetops amidst lush tropical foliage, MoonDance’s sweeping, unparalleled 240 degree views by day overlooking the crystalline waters of the south and west shores of St. John or by evening the sunset, or night vista. Located in the island’s Chocolate …see more

from $386 / night

$2700 - $6750 / week

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from $386 / 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 

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

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 $344 / night

$2408 - $3255 / week

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from $344 / night

(1) Good 

21

Condo rental in Cruz Bay with shared pool

St. John / Cruz Bay

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
This is a private condo in a 4 unit building with a pool and a private partially covered porch. It sits high on a hill above the city of Cruz Bay (with all the night life, restaurants, and shopping), however is still quiet and secluded. The Best Beaches in the world are …see more

from $120 / night

$840 / week

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Responds fast!
avg. 1 hour 21 minutes

from $120 / night

5

Vacation villa with shared pool in Cruz Bay

St. John / Cruz Bay

4 12 1 night min

  • 4 bedrooms
  • Sleeps 12
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
Ciellodonna is a spacious and exceedingly comfortable 2-level home with 2400 sq./ft of interior space and an abundant 3400 sq./ft of decks. You park on the upper level and enter into the large great room, which contains the living, dining and kitchen areas. Six sets of …see more

from $535 / night

$3745 - $9276 / week

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from $535 / night

19

Vacation villa rental

St. John / Cruz Bay

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
Villa Psari overlooks the natural beauty of Fish bay. Bring a set of binoculars to watch birds flying over head and into the mangroves below the villa. Bird lovers will enjoy the vantage point Psari affords. Psari is the Greek word for fish. You will see why the owners' …see more

from $286 / night

$2000 - $4500 / week

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from $286 / night

24

Cruz Bay Vacation villa rental

St. John / Cruz Bay

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Ask about children
  • Ask about pets
Welcome to a magnificent waterfront villa right on the marvelous Great Cruz Bay of the island paradise of Saint John. This magnificent estate holds court within an oasis of stately palm trees, boasting probably what is the largest private pool on all of Saint John. A ve …see more

from $5280 / night

$36960 / week

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Responds fast!
avg. 2 minutes

from $5280 / 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

(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

(7) Excellent 

22

Villa rental in Cruz Bay

St. John / Cruz Bay

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.16 mi
  • Child friendly
NEW TO ST. JOHN VILLA MARKET. “THREE PALMS” is located minutes from the heart of Cruz Bay directly on the Ocean. this fantastic location provides a home base for families or groups searching for St. John adventure. Enjoy indoor/outdoor living with verandas reaching out …see more

from $858 / night

$6000 / week

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from $858 / night

26

Vacation villa in Cruz Bay

St. John / Cruz Bay

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Virgin Seabreeze consists of a large main house and a smaller guest house. You park above the villa and walk down a brick and stone stairway to the brick patio connecting the main house and the guest house. The living, dining and kitchen areas, the master bedroom, and t …see more

from $455 / night

$3185 - $6544 / week

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from $455 / 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