House holiday rentals in Cruz Bay

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Top-rated house rentals in Cruz Bay

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Top guest favourite
The image showcases a bright blue saltwater pool surrounded by a spacious deck. Two turquoise lounge chairs are placed at the pool’s edge, accompanied by a small table displaying a magazine. Lush greenery frames the stunning view of Chocolate Hole Bay and distant hills under a clear sky.
Home in Chocolate Hole
5 out of 5 average rating, 58 reviews

Down Yonder Pool Villa / Full Solar & Battery

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.

Superhost
A light-filled living area features a large sectional sofa adorned with navy blue coral-patterned cushions. A wooden coffee table sits in front, accompanied by a dining table set for meals. A scenic artwork of a tropical landscape is displayed on the wall, enhancing the relaxed ambiance.
Home in Cruz Bay
4.88 out of 5 average rating, 51 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 queen, 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

Superhost
A covered terrace features comfortable seating arranged around a glass-top table, offering sweeping ocean views. Light-colored walls and natural materials create a relaxed environment. A ceiling fan enhances comfort while a backdrop of blue skies and water adds to the serene atmosphere.
Home in St. John
4.92 out of 5 average rating, 49 reviews

Cruz Bay Ocean View 2 bed/bath!

Spectacular ocean views! Only 5 mins to town! Upper half of house large great room w/ a sofa bed, marble breakfast bar & glass dining table. Large kitchen w/stocked amenities w/ patio deck. The master King bedroom has attached skylight/shower bath. 2nd Queen bedroom has it’s own shower bath combo in hall. The laundry room is central. This listing includes the whole upper floor. There are 3 other listings for this villa and it can all be rented as one villa or separate units. Aug-Oct no pool.

Top guest favourite
Home in Northside
4.83 out of 5 average rating, 212 reviews

Your Own Whole House Beach central 3 KNG Beds AC

Drift to sleep with the sound of ocean waves in your private, panoramic-view paradise! This stand-alone home features 3 brand new king beds, A/C bedrooms, a chef's kitchen w/ gas range & hi-speed WiFi for remote work, and a whole house generator. Breeze-filled living spaces open to stunning views extending to St John! Optional 7-seat SUV for unforgettable island adventures. Kid friendly perfect for families. Easy parking + quiet, secluded location. A super central home, incredible value!

Guest favourite
A balcony railing frames a sweeping view of the turquoise waters and lush greenery of the surrounding landscape. Palm trees are visible, and distant islands can be seen in the horizon under a clear blue sky.
Home in St Thomas
4.96 out of 5 average rating, 174 reviews

2BR/2BA AMAZING MagensBay View! SerenityNorthstar⭐️

Solar-Powered Luxurious 2BR w/breathtaking views of Magen’s Bay. Serenity Northstar is located in the Northside area of St. Thomas near Sibs, Mafolie Hotel, and Mountaintop. Full Air conditioning. Rent a car and live like a local. Short drive to famous Magens Bay Beach; Less than 10 min from shopping, dining, bars, etc. Includes SmartTVs with Netflix etc. 2 rms w/ King beds. Queen sofa-bed also included. 1 Rollaway cot. Sleeps up to 6ppl. Laundry. Private Parking. Patio. Killer views!

Top guest favourite
A spacious pool area is highlighted by a refreshing private pool, surrounded by a wooden deck. Two black loungers provide comfortable seating, while colorful inflatables add a playful touch to the clear water. The setting is brightened by large glass doors and subtle outdoor lighting.
Home in East End
4.97 out of 5 average rating, 115 reviews

Private Pool in Paradise! Ocean View Steps 2 Beach

Come enjoy the island life at this tranquil villa with private pool...only steps from the beach! Cooler, snorkeling gear, and beach chairs INCLUDED! The entire home has been remodeled. The pool has been fully updated as well as the deck area, which includes brand new furniture and high-end loungers. A new gas grill has also been added for your outdoor grilling pleasure. Stream all your favorites with our strong Wi-Fi. Upscale restaurant, Pangea, is just steps away. Free parking.

Top guest favourite
A vibrant purple exterior is displayed on the studio unit, featuring large glass doors that invite natural light. An air conditioning unit is mounted beside the entrance, while blue lounge chairs are positioned nearby. Steps lead up to the rooftop area, surrounded by lush greenery.
Home in Cruz Bay
5 out of 5 average rating, 10 reviews

The Purple Flamingo

1 of 3 units on property. Discover our pool house studio villa, nestled in the Gifft Hill area of Cruz Bay Quarter, offering stunning ocean and neighboring island views. As a guest of our villa, you have access to a 2020 Jeep Wrangler with booking. Our unique and beautiful design includes a rooftop saltwater swimming pool, which is shared among the three units on the property. Enjoy breathtaking views from every area of the unit, including the pool and entire property.

Top guest favourite
A panoramic view of the Caribbean Sea is visible, with vibrant blue waters and gentle waves lapping against the shore. Lush greenery and a solitary palm tree frame the scene, enhancing the natural beauty of Hart Bay under a clear sky with scattered clouds.
Home in Cruz Bay
4.98 out of 5 average rating, 56 reviews

Caribbean Cottage Near the Sea

Paradise! The cottage is located on Hart Bay, and has an amazing view of the Carribean Sea. You can fall asleep to the sound of waves. You will stay in the upstairs one bedroom apartment with your own private entrance. The owner’s live in the lower level. Private pooI area. It’s an older cottage with an outdoor shower. There are 67 uneven steps down to cottage from parking area. There are steps that lead to a trail and rocky beach. Property has a generator.

Top guest favourite
A vibrant rainbow arches over lush, green hills, showcasing the natural beauty of the surrounding landscape. The dense vegetation is highlighted by sunlight, creating a serene atmosphere that complements the tranquility of the setting.
Home in Coral Bay
4.99 out of 5 average rating, 108 reviews

Paradisea 2 Bedroom w/ Pool & Backup Solar Power

2 cozy bedrooms, fully equipped kitchen, large decks, pool, solar and backup battery power. Everything you need for a day at the beach: chairs, umbrella, coolers, toys, towels all provided. Close to Coral Bay restaurants and shops. North Shore beaches and hiking trails are only a short drive away. Quiet setting in the hills above Coral Bay. Close to it all with a far away feel. good for couples, solo adventurers, and families with children over the age of 8.

Guest favourite
A spacious balcony offers panoramic views of lush green hills and sparkling blue waters. A small table and chairs are positioned for outdoor dining, surrounded by tropical plants and flowers. The combination of sunlight and clouds creates a serene atmosphere.
Home in East End
4.98 out of 5 average rating, 116 reviews

Brigadoon: RedHook Villa, (sleeps 6) WOW VIEW!

Brigadoon! This recently built 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. Enjoy a full kitchen, grill and all the comforts of home. Choose between 6 beaches all within 5 minutes drive. There are 2 king beds, 2 single sofas, and an additional downstairs studio should you need the extra space. Pricing is based on the number of guests.

Superhost
A serene outdoor area is highlighted by an infinity pool reflecting the vibrant colors of a sunset sky. Two lounge chairs are positioned on a wooden deck, offering views of the ocean and nearby islands. The landscape is bordered by lush greenery.
Home in Mount Healthy
4.94 out of 5 average rating, 109 reviews

Kerensa Villa

Stylish, secluded villa with pool and stunning views. Kerensa is close to gorgeous beaches and has panoramic views of the North coast and surrounding islands. You’ll love it because of the beautiful natural setting, the seclusion, the high end equipment and the quirky antiques and decor. It is ideal for romantic couples but can sleep up to 4 with a pull-out sofa-bed if required.

Guest favourite
An outdoor deck features a refreshing pool and two white lounge chairs positioned for comfortable viewing of the ocean. Lush greenery surrounds the area, and a clear sky with scattered clouds enhances the tranquil atmosphere.
Home in Cruz Bay
4.97 out of 5 average rating, 39 reviews

Pool - Ocean View - Large Deck & Pergola - Private

POOL and expanded deck with pergola and exterior dining area. Direct view of the ocean of Hart Bay from the pool and deck. A wonderful open floor plan that is perfect for entertaining, and a downright glorious screened sitting area . The two bedroom suites are private and tastefully appointed with all updated showers and fixtures. Kitchen and all furnishings are new.

Popular amenities for house rentals in Cruz Bay

When is the best time to visit Cruz Bay?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$588 SGD$715 SGD$773 SGD$569 SGD$518 SGD$559 SGD$643 SGD$495 SGD$487 SGD$417 SGD$526 SGD$596 SGD
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Quick stats about house rentals in Cruz Bay

  • Total holiday rentals

    Explore 100 holiday rentals in Cruz Bay

  • Nightly prices starting at

    Cruz Bay holiday rentals start at $208 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,990 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    100 of Cruz Bay holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cruz Bay rentals

  • 4.9 Average rating

    Cruz Bay stays are highly rated by guests – averaging 4.9 out of 5!

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