Holiday houses in Cruz Bay

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Top-rated holiday rentals in Cruz Bay

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Guest favourite

Home in Chocolate Hole

5.0 out of 5 average rating, 36 reviews

Down Yonder Private Pool Villa

Beautiful island memories are made at Down Yonder Pool Villa. Surrounded by lush tropical gardens and conveniently located in Chocolate Hole (less than .5 miles from the Westin resort), this well-appointed, comfortable home features two King suites - one on either side of the huge Great Room. The Great Room and each bedroom enjoys access to the glorious sundeck and 30 foot salt water pool, and every room has the same mesmerizing view of Chocolate Hole Bay and the deep blue Caribbean water beyond. Rates based on four persons occupancy. Additional guest fees apply for more guests up to 6 total. Click "Book Now" for detailed quote.

16–23 Mar

$1,295 NZD per night

Guest favourite

Home in Cruz Bay

4.92 out of 5 average rating, 13 reviews

Dolphin Suites Unit 6

Step in to one of St John's, Newest luxury condos. Located in the heart of St John. Minutes from the night life, world class restaurants , and the beaches of Cruz Bay you will find yourself at the center of all that Cruz Bay has to offer. Inside you will be greeted by the luxury that is Dolphin Suites, ranging from the spacious King, Temperpudic bed, high end kitchen, & rain fall shower. Let our team take the stress out of planning! Contact us today and let us help with all your vacation needs

8–15 Feb

$810 NZD per night

Guest favourite

Villa in Cruz Bay

5.0 out of 5 average rating, 96 reviews

BLUE VIEW VILLA - Bluest View - Brand New...

Blue View is brand new construction! A classic soft modern Caribbean architecture set on a full acre with sweeping views from sunrise over Ram Head peninsula to sunset over St. Thomas. It is a very special property sited with the utmost care to capture Leeward breezes with an unobstructed view to St. Croix 40mi away. Find the perfect amount of sun or shade you desire at any time during the day. Blue View is a separate villa located adjacent to our main Villa and 6 minutes to Cruz Bay

19–26 Sep

$862 NZD per night

Guest favourite

Villa in Central

5.0 out of 5 average rating, 24 reviews

Mykonos- freshly built Greek Inspired Luxury Villa

Mykonos Villa- A Greek inspired Luxury Villa. This private property is located in one of the most sought after areas offering un interrupted breath taking views of St. John’s south shore. Conveniently located a short drive from Cruz Bays world class dining, shopping, and the entrance to the North Shore beaches. Our 2 level villa , 3 suite king bedrooms, fully equipped kitchen, living room, balconies, with elegant and modern decor gives a comfy luxury experience plus your own private pool

21–28 Feb

$2,145 NZD per night

Superhost

Apartment in Cruz Bay

4.89 out of 5 average rating, 114 reviews

Centrally located Cruz Bay Modern Luxury Apt.

Conveniently situated only five minutes away from the heart of Cruz Bay city. This cozy apartment is located on the first floor of the building. Eight minute walk to ferry terminal, shops, restaurants. Laundry facility directly across the street. Two minute walking distance to nearby coffee shops. Three minute walk to grocery stores - Star Fish Market and Dolphin Market. Car Rental agency adjoining the property and others nearby. Five minute walk to tennis court behind of the property.

14–21 Oct

$362 NZD per night

Guest favourite

Condo in Cruz Bay

5.0 out of 5 average rating, 40 reviews

Latitude Adjustment at Grande Bay Resort, St John

A waterfront, spacious luxury 1 BR/1 BA condo, sleeps 4, with full kitchen. Sip rum punches and watch island sunsets from the high granite bar on the full-length deck, all overlooking the azure waters of Cruz Bay and the marina. New listing in excellent condition with modern artwork and high-quality furniture, A/C, ceiling fans and tile floors. Spacious living/dining area with expansive waterfront views. Includes: beach chairs, cooler, etc. and 1 reserved covered parking space.   

26 Sep – 3 Oct

$743 NZD per night

Superhost

Home in Cruz Bay

5.0 out of 5 average rating, 8 reviews

Villa Arcadia

Wake up to breathtaking views framed by azure waters. Enjoy breakfast on the wrap-around terrace before heading to one of the many nearby beaches. In the evening, enjoy a glass of wine and the sunset over St. Thomas as it begins to sparkle. Spend quality time with friends and loved ones in the state-of-the-art kitchen and entertainment space before falling asleep in a quaint paradise. Arcadia is a two-minute drive from the heart of Cruz Bay and its vibrant restaurant scene.

24–31 Dec

$1,494 NZD per night

Superhost

Condo in Cruz Bay

4.84 out of 5 average rating, 80 reviews

Sunset Villa Studio Condo at The Hills Saint John

You have to see Sunset Villa for yourself! Sunset Villa is a stunning one bedroom studio with kitchenette, in a gated community, offering resort like amenities with amazing views! You will have access to The Clubhouse bar and restaurant, the game room including a pool and ping pong table and big screen television, sunset terrace, and community pool. Sunset villa has a private entrance and large windows so you can take in the view. You will not be disappointed!

24 Nov – 1 Dec

$658 NZD per night

Guest favourite

Cottage in Cruz Bay

5.0 out of 5 average rating, 56 reviews

Sol~Azul Cozy Studio Cottage w/ Pool & Ocean View

Fully equipped, spacious studio with full kitchen. Beautiful view of the sea and St Thomas in a peaceful neighborhood near Cruz Bay. Easy to navigate roadways with flat driveway and plenty of parking. Enjoy a nice evening on the pool deck to watch the sunset. Conveniently located 10 min from beaches and shopping. Beach Chairs & Towels provided. Laundry on-site. Shared Grill and Pool area w/ the Main Villa on property. Perfect for a couples getaway.

1–8 Aug

$571 NZD per night

Guest favourite

Apartment in Cruz Bay

5.0 out of 5 average rating, 100 reviews

Sieben Apartment * Pool* next to Hiking trails

Spacious Luxury 2 Bedroom, 2 bathroom apartment with fully equipped kitchen and washer/dryer. Both rooms have memory foam mattresses from Loom & Leaf. The master bedroom has 1 King bed with private bathroom, and the second bedroom can be set up as 2 Twin beds or 1 King bed. 10 min drive from Cruzbay, Restaurants and grocery Stores. Shared brand new Pool (4ft deep) with two other apartments. Shared BBQ by the Pool.

11–18 Oct

$703 NZD per night

Guest favourite

Villa in Cruz Bay

5.0 out of 5 average rating, 6 reviews

Charming 2 Bed 2 Bath Villa with Infinity Pool

Welcome to Perelandra Villa, a 2-bedroom, 2-bath haven, featuring its own secluded infinity pool. Set amid vibrant greenery punctuated by vivid, aromatic blooms, this residence promises a serene ambiance for all guests. From the elevated deck to the invigorating pool, indulge in mesmerizing views of azure seas and Cruz Bay. Come dusk, capture the allure of the sunset, painting vivid Caribbean hues across the sky.

24 Sep – 1 Oct

$712 NZD per night

Superhost

Cottage in Cruz Bay

4.88 out of 5 average rating, 159 reviews

Cruz Bay Coastal Cottage. Fresh, Private.

Cleaned per CDC guidelines, the Coastal Cottage is within convenient walking distance to Cruz Bay beach, shops, restaurants, and grocery stores. There's no need to rent a car for your stay, but be prepared for walking some hills! Recently renovated, the decor is fresh and comfortable with a full kitchen. There is AC in the bedroom and great room, with a screened-in porch for quiet relaxation.

4–11 Jan

$650 NZD per night