House holiday rentals in Cruz Bay

5 out of 5 average rating, 60 reviews

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

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.

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.

4.88 out of 5 average rating, 52 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

4.96 out of 5 average rating, 180 reviews

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

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!

A private balcony features a metal railing overlooking clear blue waters, with lush greenery in the background. Two modern lounge chairs and a small table are positioned on tiled flooring, providing a calm space for relaxation and enjoyment of the scenic view.

5 out of 5 average rating, 13 reviews

Edgewater Grand 2bd/2 ba, Sleeps 4; 2 king beds

This stylish place is conveniently located in Cruz Bay with easy urban walking to groceries, restaurants, ferries & Pickleball/Tennis.. Two bedrooms with one king bed each, two bathrooms ; kitchen, dishwasher, living with 70” smart TV free, high speed wifi, dining, washer/dryer, access to shared pool & free parking. Brand new, modern, fully air conditioned units with thick insulated walls and gas filled hurricane rated windows for noise abatement. Only one unit per floor for privacy.

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.

4.97 out of 5 average rating, 120 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.

A serene pool area is surrounded by lounge chairs and lush greenery, offering a refreshing space for relaxation. The modern villa structure features a light color scheme and large windows, allowing for ample natural light and views of the landscape.

4.97 out of 5 average rating, 30 reviews

Windchime-Gorgeous View, Pool, Generator-Sleeps 10

The name says it all. Windchime Villa is perched high on the mountains of St. John, with panoramic views to the east. Newly renovated, Windchime Villa offers a unique blend of privacy and seclusion and is just 7 minutes to the shops, restaurants, and town of Cruz Bay. The home features extensive outdoor areas, a large refreshing pool, and a versatile bedroom configuration that would work for multiple couples or families. Forget your worries in this spacious and serene villa.

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.

4.98 out of 5 average rating, 57 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.

A vibrant sunset is captured over the ocean, showcasing warm hues of orange and yellow against the sky. Silhouettes of palm trees and lush greenery fill the foreground, creating a serene tropical ambiance.

5 out of 5 average rating, 6 reviews

Searenity Villa in Cruz bay

Searenity Villa offers a private pool, outdoor sun deck, covered patio with BBQ grill, lush landscape, amazing view of mountain , surrounding cays and Caribbean blue water. The two bedroom suites come with mini split AC , smart TV for streaming for each bedroom, separate sitting area with queen sleeper sofas for additional guests or office if you have to work remotely. AN ENTIRE HOUSE GENERATOR BACK UP FOR POWER OUTAGES for your comfort without an interruption

A spacious living area features a large, light-colored sectional sofa and a wooden coffee table. A flat-screen TV is mounted on the wall, and large glass doors open to a deck with scenic views of the bay and surrounding landscape.

4.88 out of 5 average rating, 58 reviews

Hoos House

Welcome! Come enjoy a stay in beautiful St. John. Hoos House is a modest 2 bedroom, 1 bath home (Upper level of a Duplex) with amazing south facing views. NOW WITH SOLAR AND BATTERY BACKUP! Overlooking Great Cruz Bay and the Westin Resort below and St. Croix in the distance on clear days. Enjoy the covered patio with seating and dining. Amazing breezes and shade all day long. Close to town and parking available. A/C in the bedrooms.

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.

4.98 out of 5 average rating, 120 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.

4.87 out of 5 average rating, 111 reviews

A sunlit deck features a private pool surrounded by a wooden railing, offering sweeping views of the ocean and lush hills. Palm trees sway gently in the breeze, completing the serene landscape under a clear blue sky dotted with fluffy white clouds.

Home in Saint Thomas

Villa Beso Del Sol - Three Bedroom Cozy Oasis

Villa Beso Del Sol is a three bedroom, three bath beach oasis nestled into the hills above the historic town of Charlotte Amalie. We are located in estate Solberg, once you arrive you may not want to leave, the pool is partially covered so you have the option of soaking in the shade or soaking in ALL the sun. Morning coffee or afternoon cocktails, the outdoor pool area is where you'll want to be your entire vacation.

4.94 out of 5 average rating, 111 reviews

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

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.

Popular amenities for Cruz Bay house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 58 reviews

An outdoor infinity pool offers serene views of the ocean and surrounding greenery. Four blue lounge chairs are positioned near the water's edge, providing a perfect spot for relaxation. Bright blue skies and distant islands complete the picturesque landscape.

Home in NorthSide

Island Retreat-Amazing Views/Heated Pool/Generator

5 out of 5 average rating, 39 reviews

A spacious deck features a colorful hammock and a wooden dining table with several chairs. Scenic views of the ocean and surrounding greenery are visible, framed by the deck's white railing and sunlit skies.

Home in St. John

La Sirena Secluded Villa w/Pool+NEW Solar backup!

A welcoming living area features a comfortable seating arrangement with neutral-toned sofas and armchairs. A television is mounted on the wall, while natural light enters through a window. Decorative flowers are placed on a coffee table, adding a touch of elegance to the space.

5 out of 5 average rating, 8 reviews

St John Brand new 2 bedroom stunner

A private pool area is surrounded by loungers and shaded by large umbrellas. The pool features clear waters and is bordered by a brick patio. Lush greenery and the home's exterior can be seen in the background, illustrating a tranquil, tropical environment.

5 out of 5 average rating, 26 reviews

The Caribbean Farmhouse/Ocean Views, Solar Power

5 out of 5 average rating, 90 reviews

An aerial view showcases Sailors Cottage perched on a hillside, overlooking Coral Bay and the surrounding islands. The property features a private pool and spacious deck, framed by tropical greenery. The scenic landscape includes patches of water and distant hills, emphasizing its tranquil setting.

Home in Saint John

Stone Cottage with a pool and gorgeous view

A serene view of turquoise waters stretches to the horizon, with a sailboat gently anchored in the foreground. The surrounding landscape includes green vegetation and a clear blue sky dotted with soft clouds, providing a tranquil backdrop to the scene.

4.89 out of 5 average rating, 53 reviews

2 Bed ⭐️ STAR VILLA HOME ⭐️ 5 Min walk to CRUZ BAY

5 out of 5 average rating, 44 reviews

A bright dining area features large windows offering panoramic views of the surrounding landscape. A glass table is complemented by rattan chairs with floral cushions. A cozy seating nook includes a rattan chair with blue and white stripes, inviting relaxation in a sunlit ambiance.

Home in Central

VIewtiful: Virgin Islands Views

A panoramic view of the ocean and neighboring islands is captured, revealing lush greenery in the foreground. The calm blue water stretches toward the horizon, with multiple islands visible in the distance under a clear blue sky.

4.95 out of 5 average rating, 41 reviews

Welcome to Tòti Bella!

Weekly house rentals

A dining table with glass top is set with tableware, positioned on a deck overlooking lush hills and the Caribbean Sea. The panoramic view captures the serene landscape, with soft clouds floating in a bright blue sky.

4.93 out of 5 average rating, 14 reviews

Eureka Villa -Stunning Views in Paradise 2BR/2.5BA

4.98 out of 5 average rating, 40 reviews

A panoramic view of the lush green hillsides descending towards the turquoise waters of the Sir Francis Drake channel is presented. The landscape features rolling hills and the distant outlines of islands under a partly cloudy sky, enhancing the tranquil surroundings.

Home in St. John

Sea Cottage

A small outdoor dining table is set with refreshing beverages and decorative items, inviting enjoyment of the surrounding coastal views. Two white chairs complement the table, positioned on a deck overlooking turquoise waters and lush green hills in the distance.

5 out of 5 average rating, 49 reviews

Beach & Water Access, 3 bed, Oceanfront, East End

Two comfortable lounge chairs with tropical print cushions are positioned on a balcony, facing towards a serene ocean view. The water reflects a clear blue sky dotted with white clouds, while lush greenery frames the scene, offering a peaceful atmosphere.

4.94 out of 5 average rating, 31 reviews

Pond Bay Paradise, Ocean Views, Beach, and Kayaks

A scenic balcony view features two wooden reclining chairs positioned toward the ocean. The vibrant blue water extends to distant islands under a partly cloudy sky. Lush greenery frames the scene, enhancing the serene coastal atmosphere.

5 out of 5 average rating, 11 reviews

Folly View by the Sea

5 out of 5 average rating, 22 reviews

An elevated view showcases the two-story villa, surrounded by lush greenery. A generous wrap-around porch is visible, offering outdoor seating that overlooks Coral Bay and the distant British Virgin Islands, highlighting the serene coastal scenery.

Home in Coral Bay

Sunnyside Villa - Upstairs (sleeps 6)

5 out of 5 average rating, 18 reviews

A framed view from a stone archway reveals lush green hills and sparkling blue waters. In the distance, islands are visible under a clear sky with scattered clouds, showcasing the unspoiled beauty of the coastal landscape.

Home in St. John

Mission Rest - A True Slice of St. John Paradise

A wooden deck wraps around the cottage, offering panoramic views of the Caribbean Sea and distant islands under a clear blue sky. Gentle waves can be seen lapping at the shoreline below, while lush green hillsides frame the scene.

5 out of 5 average rating, 7 reviews

Horizons Cottage w/ Ocean Views!

Private house rentals

A spacious living area features a light color palette with a blend of comfortable seating options, including a sofa and two armchairs. Large windows allow natural light to fill the space, revealing views of palm trees and a clear sky. A dining area and kitchen are visible in the background.

4.97 out of 5 average rating, 29 reviews

Justin's Island Escape-3 Bdrm- HGTV House Hunters

A bright living area features two round woven coffee tables and two accent chairs with soft cushions. Artistic prints of herons are displayed on the wall, while large glass doors offer a view of the private plunge pool and outdoor space filled with greenery.

5 out of 5 average rating, 8 reviews

NEW Villa La Brisa Luxe Hideaway

5 out of 5 average rating, 11 reviews

A large private pool is framed by a spacious deck, offering stunning views of the turquoise Caribbean waters. Comfortable loungers are positioned nearby, inviting relaxation. The clear sky above enhances the serene atmosphere, making it ideal for enjoying the surrounding natural beauty.

Home in Saint Thomas

Villa Paradis II! Private Pool! Amazing Views!

A private deck features two woven lounge chairs facing the ocean, offering expansive views of the sparkling blue water and distant islands. Lush greenery is visible at the edge of the deck, complementing the serene atmosphere under a clear sky with scattered clouds.

5 out of 5 average rating, 41 reviews

Oceanfront Private Caribbean Resort!

5 out of 5 average rating, 20 reviews

A spacious living area features a red sectional sofa and a round dining table, set with blue dishes. Large glass doors provide panoramic ocean views, while a media console with a TV complements the contemporary decor. Decorative plants add a touch of greenery.

Home in Southside

Ocean View, Near Town, Backup Power/Strong Wifi

A modern, two-level villa is depicted in a vibrant yellow hue, surrounded by lush greenery. The structure is positioned on a hillside, providing panoramic views of the ocean and coastline. Nearby, diverse homes dot the landscape against a backdrop of blue waters and skies.