Vacation Rentals & Villas in St. John

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13 villas

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Sweet Wind Villa overlooking Hurricane Hole

Coral Bay house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Sweet Wind is outstanding” We just returned from 9 wonderful days at Nina"s Sweet Wind Villa. The view is spectacular, the trade winds always kept the villa very comfortable and the location to great snorkeling and beautiful beaches is a big plus. Nina is a great hostess and close by if you need any hints on where to go or places to eat but she is never in the way. She even was so kind to fillet a Mahi Mahi I bought in Cruz Bay!! The "Pod" set up of the Villa makes it really nice. The living, dinning and kitchen area is separate but right next to two pods that are the sleeping and bathroom areas. Great for 3 couples or a family. The East end of the Island is also very peaceful and quiet. We certainly plan to return.

1 of 3 match: Pets, Private indoor pool, High chair

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Price per night from

$686

Lidskjalf at Annaberg - Walk to Francis Bay Beach!

Virgin Islands National Park villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 3 match: High chair, Private indoor pool, Pets

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Price per night from

$500

Responds fast! avg. 3 hours 57 minutes

1 of 3 match: Pets, Private indoor pool, High chair

1 of 3 filters match

Price per night from

$1,799

Drake's View: Voted Best View in the Caribbean

Coral Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

“Awesome family vacation” This was our second visit to Drakes View and we again enjoyed everything the property has to offer...views, a well equpped kitchen, hot tub and ample space for our 3 generations to be together for Thanksgiving week. In spite of an abnormally rainy week, we made the best of our beach time and enjoyed the views from the villa when we were forced inside. We lovedbeing able to stay overlooking Coral Bay,our favorite side of St. Johns. We explored several new beaches and snorkeling apots. Thanks to the Roberts family and their wonderful concierge team of Dorothy and Fernando.

1 of 3 match: Pets, Private indoor pool, High chair

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Price per night from

$911

Great Expectations St. John vacation rental villa

Cruz Bay villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 20

“Re-impressed” I spent time at Great Expectations for one month, each, in 2010 and 2011 with family and friends. We had an amazing time. Its really a beautiful property, and its true, everything you need, they supply. in 2013 we tried a new place on a different island. What a mistake. the place did not live up to its on line review or pics. This year we went back to G E and were even more pleased (which none of us thought was possible)! The new pool is amazing. Infinity in style, large, with amazing views. Can't wait for next year!

1 of 3 match: Pets, Private indoor pool, High chair

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Price per night from

$1,465

Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

  • 4 bathrooms
  • sleeps 10

1 of 3 match: Pets, Private indoor pool, High chair

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Price per night from

$985

Chateau Margot

St. John villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

“Wonderful” Chateau Margot was perfect for a family celebration and holiday. The three seperate buildings gave privacy and comfort for the three different families on this trip. The terrace was perfect to enjoy the spectacular views and get together for breakfast and afternoon cocktails. The house is very well appointed, tastefully furnished and very quiet.

1 of 3 match: Pets, Private indoor pool, High chair

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Price per night from

$1,057

Playcation in Paradise work away from the office with blue ocean & cool breezes.

Virgin Islands National Park villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Pets, Private indoor pool, High chair

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Price per night from

$572

Responds fast! avg. 16 minutes

1 of 3 match: Pets, Private indoor pool, High chair

1 of 3 filters match

Price per night from

$1,276

1 of 3 match: Pets, Private indoor pool, High chair

1 of 3 filters match

Price per night from

$2,491

Just For 2- Tropical Orchid Hot/Tub/SPA ~ SALE NOW

Cruz Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“spectacular views with affordable villa” My husband and I had wonderful time in the Tropical Garden villa we rented from Jacqueline. This is not the typical rental where you pick up your key and you're on your own. Jacqueline met us after we arrived on the ferry and rented our jeep to follow her up to the villa. Her home is part of the property to which her four rental villas are connected, and everything is well kept. She was so friendly and helpful providing advice and making sure we had everything we needed. By the end of the week, we had become friends. The Tropical Garden villa has a spectacular view overlooking Great Cruz Bay, Chocolate Hole, and Heart Bay, which you can enjoy from the deck, living room and bedroom. It is on the lower level and has a secluded feeling. It has a full kitchen and a gas grill in the garden. There is a hot tub with a view that you can find at the end of the path through the tropical garden. The beach chairs and cooler that were provided were very much appreciated during our many outings to different gorgeous beaches every day. We have fond memories of waking up and seeing that incredible view and enjoying our breakfast on the deck. We also enjoyed staying in the White Seagull villa for the latter part of the trip when it was available. We would stay in either one again. Jacqueline went above and beyond to make our stay extra special. We were sad to leave but very happy to have a new friend in St. John!

Responds fast! avg. 3 hours 17 minutes

1 of 3 match: High chair, Private indoor pool, Pets

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Price per night from

$457

Sale! $180/night Dec 18-23, 2023 Last minute cancellation.

Coral Bay cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 3 match: High chair, Private indoor pool, Pets

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Price per night from

$315

Villa Adagio: Newly Renovated! Indoor Pool! Sunset Views!

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Home away from home...but with a view!” I don't know where to begin. This was our first, but definitely not our last, visit to Villa adagio. We have rented several homes on St. John over the past years and they all pale in comparison. Let's start with the pool in the middle of the great room. It's amazing! There is no smell from the chlorine which was my initial concern. It is not heated, which is great, because who needs a heated pool in St. John and the view cannot be beat. Speaking of the view, you will have prime seats for sunset...get your cameras ready. Next, let's talk about the outdoor showers in 2 of the 3 bathrooms. I loved this. What an indulgence coming from a rough winter in the Northeast! Third, the furnishings are lovley. It is very homey and there are so many places both inside and outside to relax with a cocktail and enjoy the surroundings. If you want a change of scenery from the stunning views of the water, head to the front yard which has a lovely lawn and garden. Lastly, if convenience is important to you, then you will be happy here. It is 10 minutes to Cruz Bay and within 5 minutes of the car ferry and grocery store. I have already checked availability for this fall. Don't hesitate...reserve it now!

1 of 3 match: High chair, Pets, Private indoor pool

1 of 3 filters match

Price per night from

$1,077

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