
House holiday rentals in Cruz Bay
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Top-rated house rentals in Cruz Bay
Guests agree: these houses are highly rated for location, cleanliness and more.

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.

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

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.

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!

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!

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.

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.

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.

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.

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.

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.

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
House rentals with a pool

Ocean View Retreat- 2BR/2BA Heated Pool, Generator

Seaside Charm - Beachfront Romantic Getaway!

Tranquil Desires, Villa

St John Brand new 2 bedroom stunner

The Caribbean Farmhouse/Ocean Views, Solar Power

Villa Ventosa ~ 3 bedrooms, pool + solar!

Stone Cottage with a pool and gorgeous view

Oceanfront Private Caribbean Resort!
Weekly house rentals

Private Saltwater Poolside Cottage w/View and Gate

Justin's Island Escape-3 Bdrm- Lush Northside

Sea Cottage

Villa Isla A: Spacious 1 bedroom 1 bath sleeps 2-4

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

Pond Bay Paradise-Ocean Views, Beach w/ Kayaks & S

Waterfront Condo near The Ritz

N-Joy Cottage located in Cruz Bay, St. John
Private house rentals

Save $1000/Wk! Haagensen House-An Old World Estate

Tortola, Turpentine House, pool+sunset+aircon

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

Apple Bay Villa at Seascape

Ocean View, Near Town, Backup Power/Strong Wifi

Sunnyside Villa - Upstairs (sleeps 6)

Caribbean Poolside Cottage

Island Daze - Amazing Views
When is the best time to visit Cruz Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C |
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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