Holiday rentals in Cruz Bay

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Top-rated holiday rentals in Cruz Bay

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Top guest favourite
Cottage in Cruz Bay
4.9 out of 5 average rating, 123 reviews

SKIPPER COTTAGE unit number 1

Skipper is a stand alone cottage: a large 450 sq ft efficiency with 50 sq ft deck. Queen bed, mattress is a Marriott Silver Beauty Rest & full futon along with full kitchen & shower bathroom. The property is all fenced for Skipper, my Portuguese Water Dog. Skipper was the captain of our boat Skedaddle. The yard is very lush & green, seems like a mini rain forest in town. Our place is 'old' Caribbean, wooden cottages, no concrete. Skipper & Skedaddle are two identical cottages next to each other.

Guest favourite
Apartment in Cruz Bay
4.8 out of 5 average rating, 113 reviews

Upper Grande Bay-Studio King plus 1 foldout

FRESH AND UPDATED studio unit in the heart if Cruz Bay at Grande Bay Resort. King bed studio suite with a full foldout sofa, Kitchenette & living room seating area, washer dryer. Amazing view from inside & balcony perched high up on the hill over looking Cruz Bay and surround. Great for a honeymoon, anniversary, or any getaway! Very clean unit & well appointed furnishings. . Wake up to the Caribbean Blue water & sun! Please note. PARKINGis NOT included-paid parking offsite or taxis

Superhost
Apartment in Cruz Bay
4.84 out of 5 average rating, 82 reviews

Flamingo House • COCO • Ocean view • Walk to town

Welcome to THE "COCO" SUITE at The Flamingo House. Cute & cozy apartment with sunset ocean views + a garden dining deck under the stars, all in UPHILL walking distance from the ferry. A small kitchenette offers all you need for your island stay. A 3-minute walk down to hiking trails, beaches, National Park, & Cruz Bay Town's restaurants & shopping. Snorkel gear for 2, beach chairs, beach towels, private parking, & coolers provided. Ideal for 2 guests, we do allow 3 with a rollaway bed provided.

Top guest favourite
A covered deck features a tall table with four white bar stools, offering unobstructed views of the ocean and surrounding greenery. The bright blue water contrasts with the lush landscape, enhancing the outdoor dining experience.
Flat in Cruz Bay
5 out of 5 average rating, 90 reviews

76, 5 Star Reviews, "Ultra Modern Cottage for Two"

Sweet St. John -1 , was conceived and built as an ultra-modern, contemporary 1 bedroom, 1 bath, vacation rental home. It features outstanding views from a great location, with polished marble flooring, Italian cabinets, quartz countertops, high-ed stainless steel appliances, central air conditioning, washer/dryer, automatic generator, beach chairs/towels, cooler, sunshade/tent, UV-Filtered water & covered deck . The property is safe/secure, super comfortable with gated private parking on site.

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
4.86 out of 5 average rating, 100 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
An outdoor terrace is furnished with a dining table and chairs, set against a backdrop of lush tropical plants and the ocean. A partially filled ice bucket is placed on the table, with decorative table settings. The sun casts a warm glow, enhancing the natural beauty.
Guest house in Cruz Bay
5 out of 5 average rating, 21 reviews

Oceanfront Clifftop Escape Guest Suite

Maridadi Clifftop is perched atop Boatman Point, offering sweeping, south-facing views, and is located just under a 10-minute drive (2 miles) from Cruz Bay. The clifftop boasts a stunning outdoor terrace perched just above the crashing waves, surrounded by lush tropical vegetation. Inside, a modern, air-conditioned unit features a king-size bed, smart TV, ceiling fan, his and hers nightstands, a walk-in closet, a full bathroom, and a living area, creating the perfect romantic Caribbean escape.

Top guest favourite
A stone pathway leads from the structure down toward a wooden railing overlooking a shimmering sea. Lush tropical plants frame the path, while distant islands are visible on the horizon. The entire scene is bathed in natural sunlight, enhancing the serene coastal ambiance.
Flat in Cruz Bay
4.98 out of 5 average rating, 90 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
An outdoor patio features tiled stones surrounding a small salt-system plunge pool. Two lounge chairs with cushions are positioned nearby, while lush green banana plants fill the background. A beige umbrella provides shade, and the sky is bright with scattered clouds.
Cottage in Coral Bay
4.99 out of 5 average rating, 139 reviews

Sweet Spice: A Nifty Little Cottage. With A Pool!

This very small 1 BR cottage lives BIG with a screened porch, SOLAR POWER, valley views, ac, dishwasher, outdoor fitness, and plunge pool. With a clean modern vibe, Sweet Spice is more laidback getaway than luxury villa. It’s an ideal HQ for 2 active STJ adventurers - but with a few extra amenities! Located off the beaten path on the quiet side of STJ, it feels secluded but is only a 5 minute drive to the shops of Coral Bay. Note: road is rough and requires a 4WD and there are LOTS of stairs.

Guest favourite
Flat in Cruz Bay
4.95 out of 5 average rating, 37 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
A spacious bedroom features vaulted ceilings with exposed beams. A king-size bed is positioned to offer views through large sliding glass doors, which open to a balcony overlooking the ocean. A television stands beside the bed, and sheer white curtains frame the doors.
Villa in Cruz Bay
5 out of 5 average rating, 143 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

Top guest favourite
A shared pool with clear blue water is seen surrounded by a sun deck featuring two lounge chairs. Lush green hills rise in the background, while a shade sail provides relief from the sun. The scene is framed by palm leaves and vibrant sky.
Flat in Cruz Bay
5 out of 5 average rating, 132 reviews

Skytop Studio~Next to Hiking Trail~New Pool

Modern 1 bedroom apartment In Fish Bay Skytop with Hillside View of the National Park, fully equipped kitchen, Saatva Loom & Leaf memory foam mattress. The property is right next to the National Park Great Sieben Trail, which connects to several major hiking trails. Cruz Bay, Grocery Stores and restaurants are 12min drive away. Klein Bay a beautiful Private rocky beach great for snorkeling is 4 min drive away. Shared brand new Pool with two other apartments. Shared BBQ by the Pool.

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, 80 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.

Popular amenities for Cruz Bay holiday rentals

When is the best time to visit Cruz Bay?

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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 villa rentals in Cruz Bay?

    Cruz Bay has more than 120 family-friendly villa rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Cruz Bay with our guesthouse rentals, starting at about $170 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 condo rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 130 condo rentals with pools in Cruz Bay, available on Airbnb. Make a splash and soak up the sun in style!

  • Do guesthouse rentals in Cruz Bay have air conditioning?

    Absolutely! We offer over 10 guesthouse 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 condo rentals in Cruz Bay have a bbq area?

    Absolutely! We offer over 40 condo rentals with a bbq area in Cruz Bay. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Cruz Bay have a gym?

    Absolutely! We offer over 100 condo rentals with a gym in Cruz Bay. Enjoy a tailored experience with all the comforts you desire.

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

    Enhance your stay in our Villa Rentals with the most popular amenities: over 130 homes with wifi, over 40 homes with a gym, over 130 homes with air conditioning, over 50 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Cruz Bay

  • Total holiday rentals

    Explore 690 holiday rentals in Cruz Bay

  • Verified guest reviews

    Over 11,670 verified reviews to help you choose

  • Family-friendly holiday rentals

    430 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

    660 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

  • 4.8 Average rating

    Cruz Bay stays are highly rated by guests – averaging 4.8 out of 5!