Holiday rentals in Cruz Bay

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Top-rated holiday rentals in Cruz Bay

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Flat in Cruz Bay
5 out of 5 average rating, 7 reviews

Flamingo House • COVE • walkable

Welcome to THE "COVE" SUITE at The Flamingo House, a newly renovated lower level bedroom apartment just uphill from Cruz Bay. This spacious suite includes a king bedroom, full kitchen, & living room with a queen sleeper sofa. Beaches, hiking trails, the National Park, restaurants, & the ferry are a short walk downhill, with an uphill return. Snorkel & mask sets, beach chairs, cooler, & off-street parking are provided. Ideal for 2 guests, the sleeper sofa allows space for up to 4. Generator power

Guest favourite
A spacious living area features large glass sliding doors that open to a private terrace. Comfortable seating is arranged with neutral-toned cushions. Natural light flows through sheer curtains, highlighting the wooden flooring and a stylish area rug. A television is mounted on the wall opposite.
Villa in Cruz Bay
5 out of 5 average rating, 26 reviews

Artemis

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. Artemis is a two-minute drive from the heart of Cruz Bay and its vibrant restaurant scene. Solar and generator.

Guest favourite
A spacious master bedroom is featured, with large windows framing a stunning sunset over the Caribbean Sea. A freestanding bathtub is positioned near the window, allowing for scenic views. Light wooden beams enhance the open feel, while a white dresser offers additional storage.
Villa in Cruz Bay
4.85 out of 5 average rating, 108 reviews

Sunset View Private Home-Cruz Bay

The Love Palace as named by its original owner for his love of the Island, This 3 bedroom (2 bedroom plus small bunk room) / 2 bath vacation rental in Cruz Bay is perfect for couples, friends or family looking for a comfortable stay on St. John. Wake up to the breathtaking view of the Caribbean Sea and neighboring island of St. Thomas. The Villa is nestled in the lush tropical beauty of St.John with plenty of shade and outdoor patios. You will be surrounded with banana mango and Tamarind trees.

Top guest favourite
A wooden table and chairs are positioned on a balcony, offering sweeping views of the blue ocean and nearby islands. A glass lantern and a seashell are placed decoratively on the table, surrounded by lush greenery.
Flat in Cruz Bay
4.98 out of 5 average rating, 96 reviews

Big Ocean View, Minutes From Town

Stunning sunsets and million-dollar views of St. Thomas and surrounding islands! This 600 square foot studio apartment is roomy, comfortable and stylishly decorated. It's in an ideal spot - just a 2-minute drive from town but in a quiet neighborhood. A rental car is recommended but not absolutely necessary for those who are able to walk up long and very steep hills. This apartment is on the lower level of a private home that is currently in the process of being rebuilt after the hurricanes.

Top guest favourite
A bright sitting room features a gray sofa adorned with blue cushions. A wooden chair is positioned beside a round coffee table. Light filters through the sliding glass doors, leading to a balcony surrounded by greenery.
Flat in Cruz Bay
4.96 out of 5 average rating, 47 reviews

Sea Urchin 1-bedroom apt in Cruz Bay (A-3)

Enjoy the colorful sights and sounds of Cruz Bay, St. John, while being a little removed from the action. Our unit in the Caneel Bay Apartments offers the ideal location. Sea Urchin is light and airy, accessed by a short flight of stairs. It consists of a bedroom with a king bed and air-conditioning unit, a bathroom and a well-sized sitting and dining room (with a full-size sleeper sofa) and a fully furnished kitchen. Best of all, there is a furnished terrace with a view overlooking Cruz Bay.

Top guest favourite
Flat in Cruz Bay
4.96 out of 5 average rating, 108 reviews

Sunset Ocean View Cruz Bay King bed serene quiet

Kiwi Cottage Breathtaking sunsets! Located in a peaceful residential area. Fully equipped one bedroom with a view! Romantic and secluded. Gas stove & King Size bed. Its on the lower floor of the main house, with private entrance. Open the door and you will be "wowed" Watch the cruise ships or yachts. Outside furniture for eating or star gazing. Close to town (2.1 mi) A car is a must! Freshly painted and remodeled. There are 3 stairways to your hideaway. Washer/dryer for easy convenience.

Top guest favourite
A sheltered patio space features woven lounge chairs and potted plants, providing a tranquil view of the surrounding greenery and water. A ceiling fan enhances airflow, while the gravel flooring adds textural interest. Sunlight filters through, creating gentle patterns on the ground.
Flat in Cruz Bay
4.99 out of 5 average rating, 92 reviews

Turtle’s Nest : Caribbean Studio Retreat

Turtle's Nest is a thoughtfully designed waterfront studio that offers the perfect escape. Nestled along an ocean fed pond, this enchanting retreat is a haven for tranquility. The open layout seamlessly blends the living, dining, and sleeping areas, creating an inviting ambiance. Stylish and modern furnishings complement the units, evoking a sense of relaxation and peacefulness. Property has solar panels and Tesla powerwalls ensuring there are no interruptions in energy supply.

Guest favourite
Apartment in Cruz Bay
4.92 out of 5 average rating, 140 reviews

Rockroom One Bedroom Condo at The Hills Saint John

"The Rockroom" is a one bedroom apartment located within The Hills Saint John. This large space with amazing views of Cruz Bay and St Thomas features a large bedroom with King bed, two full baths, a large living area and a full kitchen. There is also a large private patio with a gas grill and patio furniture. Guests staying at Rockroom will also have access to The Clubhouse Bar (open seasonally and located on the property) as well as a 24 hour fitness center and community pool.

Top guest favourite
A charming studio home, surrounded by lush greenery, features a welcoming porch with steps leading to the entrance. Stone pathways are lined with various plants, complemented by seating areas designed for relaxation. The building is highlighted by large windows that invite natural light.
Cottage in Cruz Bay
4.98 out of 5 average rating, 109 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.

Top guest favourite
A bright living area features large windows that frame scenic mountain views. A light-colored sofa and two armchairs surround a wooden coffee table, complemented by a natural stone accent wall. Decorative plants add a touch of greenery, while a television is mounted on the wall.
Flat in Cruz Bay
5 out of 5 average rating, 122 reviews

Esperance~Pool~New~National Park

Spacious 2BR, 2BA luxury apartment in Fish Bay Skytop with full kitchen and washer/dryer. Both bedrooms feature Loom & Leaf memory foam mattresses. King bedroom with en-suite bath, second bedroom with queen bed and bathroom across the hallway. Smart TV with Netflix and streaming apps (no cable). 10 min drive to Cruz Bay dining, shopping, groceries, 25 min to North Shore beaches. 4 ft shared pool and BBQ with two other apartments.

Top guest favourite
An aerial view captures a clear, turquoise pool surrounded by lush greenery and palm trees. Several lounge chairs line the patio area, and a shaded umbrella provides outdoor seating. The tranquil setting invites relaxation and enjoyment in a scenic environment.
Apartment in Cruz Bay
5 out of 5 average rating, 16 reviews

Silver Palm at Palm Terrace

CENTRALLY LOCATED IN CRUZ BAY, 50 YARDS FROM FRANK BAY BEACH- LARGE 4 BEDROOM/3 BATH VILLA Silver Palm at Palm Terrace is a magnificent, luxury condo in the heart of Cruz Bay. Silver Palm has great views of the ocean from the balcony and master bedroom. Silver Palm also features a common pool and grilling area. Silver Palm is furnished with two master suites, both with king beds and two additional bedrooms with queen beds.

Top guest favourite
An inviting infinity pool is surrounded by tropical greenery, offering serene views of the landscape. Spacious stone steps lead to the pool edge, where loungers are positioned nearby. The sky above is dotted with fluffy clouds, enhancing the sense of tranquility in this outdoor retreat.
Villa in Cruz Bay
4.92 out of 5 average rating, 66 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.

Popular amenities for Cruz Bay holiday rentals

When is the best time to visit Cruz Bay?

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Avg. price$612 SGD$619 SGD$612 SGD$512 SGD$470 SGD$504 SGD$525 SGD$487 SGD$504 SGD$448 SGD$488 SGD$584 SGD
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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Cruz Bay?

    Four-legged friends are welcome in Cruz Bay. Choose from more than 70 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Cruz Bay?

    Yes! Work meets play with ease at over 250 vacation rentals in Cruz Bay featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly hotel rentals in Cruz Bay?

    Cruz Bay has more than 30 family-friendly hotel rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in cottage rentals in Cruz Bay?

    Experience the best of Cruz Bay with our cottage rentals, starting at about $200 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Cruz Bay resort rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 40 resort rentals with pools in Cruz Bay, available on Airbnb. Make a splash and soak up the sun in style!

  • Do resort rentals in Cruz Bay have air conditioning?

    Absolutely! We offer over 40 resort rentals with air conditioning in Cruz Bay. Enjoy a tailored experience with all the comforts you desire.

  • Do villa rentals in Cruz Bay have wifi?

    Absolutely! We offer over 130 villa rentals with wifi in Cruz Bay. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Cruz Bay have a bbq area?

    Absolutely! We offer over 10 cottage rentals with a bbq area in Cruz Bay. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Cruz Bay have a gym?

    Absolutely! We offer over 30 apartment rentals with a gym in Cruz Bay. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Condo Rentals in Cruz Bay?

    Enhance your stay in our Condo Rentals with the most popular amenities: over 140 homes with air conditioning, over 40 homes with a bbq area, over 140 homes with wifi, over 110 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Cruz Bay

  • Total holiday rentals

    Explore 670 holiday rentals in Cruz Bay

  • Verified guest reviews

    Over 12,900 verified reviews to help you choose

  • Family-friendly holiday rentals

    420 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Holiday rentals with a pool

    490 properties feature pools

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wifi availability

    640 of Cruz Bay holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Cruz Bay rentals

  • 4.9 Average rating

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