Cottages St. John

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206 cottages

Two Tickets To Paradise Cottage, Pool & Tiki Bar

Charlotte Amalie cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Rental types Private outdoor pool (heated) Sea view

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Price per night from

$315

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Luxury 5 Bedroom Villa Overlooking Magens Bay

Peterborg villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

2 of 3 match: Rental types, Private outdoor pool (heated), Sea view

2 of 3 filters match

Price per night from

$2,170

Coconuts: Panoramic ocean views and sunsets

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

2 of 3 match: Rental types, Private outdoor pool (heated), Sea view

2 of 3 filters match

Price per night from

$458

Villa Mirino, Ocean front, Intimate East End Home

East End villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

“Beyond Expectations” I would not stay anywhere else on the island. The house itself is in immaculate condition with huge sliding glass doors in every room allowing for amazing views of the Caribbean from every room. I loved waking up to the breathtaking sunrise every morning and the house's beautiful décor encourages complete relaxation. Whether watching TV, playing Xbox/Playstation or listening to music via the surround sound system, it felt like our every whim was met. The kitchen is stocked with gourmet appliances and cookware which made my ability to create fantastic meals for us easy and fun. When we tired of laying by the pool, the beach was less than a mile away and the Red Hook night life was right down the street. This villa is truly one of the premier locations on the island. I cannot wait for the next trip back

2 of 3 match: Rental types, Private outdoor pool (heated), Sea view

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Price per night from

$860

Live the ‘Suite Life’ - All Inclusive Private Yacht

Charlotte Amalie yacht

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 9

2 of 3 match: Rental types, Private outdoor pool (heated), Sea view

2 of 3 filters match

Price per night from

$5,725

SPECTACULAR OCEAN FRONT VILLA

Peterborg house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

2 of 3 match: Rental types, Private outdoor pool (heated), Sea view

2 of 3 filters match

Price per night from

$1,088

Coral Rays - Stunning Island Style Headquarters

Coral Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

2 of 3 match: Rental types, Private outdoor pool (heated), Sea view

2 of 3 filters match

Price per night from

$859

Swogjan's Dragon 7A Carolina

Coral Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Rental types, Private outdoor pool (heated), Sea view

2 of 3 filters match

Price per night from

$400

Newly refurbished Longview Villa with Heated 40ft pool and stunning views

West End villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

2 of 3 match: Rental types, Private outdoor pool (heated), Sea view

2 of 3 filters match

Price per night from

$572

Private Heated Pool, Incredible Views-Quiet, Romantic Luxury on Lush Northside

Charlotte Amalie house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Sea view, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$384

Exclusive Peter Bay rental, now renting to the public

Maho Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 3 match: Rental types, Sea view, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$3,264

Isla Vista

Cruz Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 3 match: Rental types, Sea view, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$3,435

Beautiful 2 Bedroom Home with Pool, view Ocean

Charlotte Amalie villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 3 match: Rental types, Sea view, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$630

The Garden of Eden Cottage Collection - Caribbean

Virgin Islands National Park cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Private outdoor pool (heated), Rental types, Sea view

2 of 3 filters match

Price per night from

$400

The Garden of Eden Cottage Collection - Ocean

Virgin Islands National Park cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Private outdoor pool (heated), Rental types, Sea view

2 of 3 filters match

Price per night from

$400

The Hideaway Hull Bay Cottage 4

Charlotte Amalie cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (heated), Rental types, Sea view

2 of 3 filters match

Price per night from

$343

The Hideaway Hull Bay Cottage 2

Charlotte Amalie cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Rental types, Sea view

2 of 3 filters match

Price per night from

$572

The Hideaway Hull Bay Cottage 1

Charlotte Amalie cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Rental types, Sea view

2 of 3 filters match

Price per night from

$400

The Hideaway Hull Bay Cottage 6

Charlotte Amalie cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 of 3 match: Private outdoor pool (heated), Rental types, Sea view

2 of 3 filters match

Price per night from

$400

Turtle's Nest Villa

Virgin Islands National Park cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Rental types, Sea view

2 of 3 filters match

Price per night from

$327

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

Coral Bay cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 of 3 match: Private outdoor pool (heated), Rental types, Sea view

2 of 3 filters match

Price per night from

$315

“We didn't want to leave!” My husband and I stayed at Mooncottage for too short a time in april 2014. We loved it and will hope to go back one day. The layout of the cottage is perfect for a couple. Separate sleeping cottage allows for one to sleep-in undisturbed while the other makes coffee. The island/asian decor is very attractive and the house was fully equipped with everything we needed. But the very best feature is the view which is absolutely to die for. Once there, you will be happy to skip a day at the beach and just bask in the breezy air, taking an occasional dip in the tiny pool, positioned perfectly between the bedroom and the deck. The drive in is pretty hair-raising, but once you get the hang of the very steep and very rough roads (typical in Carol Bay and much of St. John) and the perilously steep driveway, you'll be so glad you made the journey!

1 of 3 match: Rental types, Sea view, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$818

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: Rental types, Sea view, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$1,058

Reef Side Delight

East End condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Private outdoor pool (heated), Sea view

1 of 3 filters match

Price per night from

$430

Star View--Is Waiting For You!

Cruz Bay house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 3 match: Rental types, Private outdoor pool (heated), Sea view

1 of 3 filters match

Price per night from

$378

Responds fast! avg. 3 hours 57 minutes

1 of 3 match: Rental types, Sea view, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$1,801

VILLA AMOUR ,Romantic , Art Lovers Paradise ,

North Side villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

“Perfect!” Title says it all. PERFECT island vacation home. Better than advertised. We had 7 adults and 2 infants and had plenty of room to relax. Pool, views are incredible. Convenient enough to travel the rest of the island (although you may ask yourself "why leave!". Rick and Steve are great hosts, responsive to any questions you might have. Recommend renting SUV and also that you give yourself plenty of time at the airport when departing. Highly recommend Villa Amour and would definitely return!

Responds fast! avg. 1 hour 0 minutes

1 of 3 match: Rental types, Sea view, Private outdoor pool (heated)

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Price per night from

$803

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: Rental types, Sea view, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$911

Westin St. John 3 Bdrm/ 3 Bath Thanksgiving Week

Cruz Bay villa

  • 4 bathrooms
  • sleeps 10

1 of 3 match: Rental types, Sea view, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$985

Responds fast! avg. 16 minutes

1 of 3 match: Rental types, Sea view, Private outdoor pool (heated)

1 of 3 filters match

Price per night from

$1,276

Sapphire Beach~20 steps off patio to ocean~Amazing

East End condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Private outdoor pool (heated), Sea view

1 of 3 filters match

Price per night from

$287

Antillean Yacht Charters

Water Island yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 3 match: Rental types, Private outdoor pool (heated), Sea view

1 of 3 filters match

Price per night from

$1,649

Quart-A-Nancy Point, Cooper Island, BVI

Cooper Island house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 3 match: Rental types, Private outdoor pool (heated), Sea view

1 of 3 filters match

Price per night from

$459

105 ft Luxury Trimaran

Road Town yacht

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

Responds fast! avg. 2 hours 59 minutes

1 of 3 match: Rental types, Private outdoor pool (heated), Sea view

1 of 3 filters match

Price per night from

$490

A Place in the Sun

Coral Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 3 match: Rental types, Private outdoor pool (heated), Sea view

1 of 3 filters match

Price per night from

$401

Sailboat Ragamuffin Floating Bed and Breakfast INCL meals drinks water toys

Water Island b&b

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 3 match: Rental types, Private outdoor pool (heated), Sea view

1 of 3 filters match

Price per night from

$229

Sugar Apple - Amazing ocean views, within walking distance of two beaches.

Carrot Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 16 minutes

1 of 3 match: Rental types, Private outdoor pool (heated), Sea view

1 of 3 filters match

Price per night from

$377

Villa at the Edge of the World

Charlotte Amalie condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 3 match: Rental types, Private outdoor pool (heated), Sea view

1 of 3 filters match

Price per night from

$401

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rentals in St. John

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