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Cot available
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Beach or lakeside relaxation
City breaks
Skiing – property near ski resort
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Tennis in town
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Golf course on site or within 15 min walk
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392 rentals

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Great rentals within 20 miles that match your search

Your Perfect Beachfront Condo in Paradise - Sapphire Beach

Smith Bay condo

1 bedroom
1 bathroom

sleeps 4

Price per night from

$274

Hideaway Villa

Jost Van Dyke house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 1 hour 3 minutes

Price per night from

$458

Turtle's Nest Villa

Virgin Islands National Park cottage

1 bedroom
1 bathroom

sleeps 4

Price per night from

$326

Westin St. Johns, 2 Bedroom Bay Vista Villa Loft, April 21-28

Cruz Bay villa

2 bedrooms
3 bathrooms

sleeps 8

Price per night from

$1,014

Quiet Getaway Home in Romney Park

West End apartment

1 bedroom
1 bathroom

sleeps 2

Price per night from

$143

Ivan’s Stress Free Villa

Jost Van Dyke villa

2 bedrooms
1 bathroom

sleeps 6

Price per night from

$572

4-3 bedroom Villa Del Mar Boat trips to out islands available

West End villa

4 bedrooms
4 bathrooms

sleeps 12

Responds fast! avg. 2 hours 51 minutes

Price per night from

$1,122

Ritz Carlton Residence for 12/24/22-12/31/22, 2/18/23-2/25/23

Red Hook villa

3 bedrooms
4 bathrooms

sleeps 8

Price per night from

$1,635

Live the ‘Suite Life’ - All Inclusive Private Yacht

Charlotte Amalie yacht

4 bedrooms
5 bathrooms

sleeps 9

Price per night from

$5,720

Bay Vista 2 BR Villa at Westin St John Resort - Sun January 27- Sun Feb 3, 2019

Cruz Bay villa

2 bedrooms
2 bathrooms

sleeps 8

Price per night from

$1,063

Ocean Beach Suites and Villas Bedroom 2

Road Town villa

2 bedrooms
1 bathroom

sleeps 2

Price per night from

$401

Ocean Beach Suites and Villas Bedroom 3

Road Town villa

1 bedroom
1 bathroom

sleeps 2

Price per night from

$401

Ocean Beach Suites and Villas Bedroom 8

Road Town villa

1 bedroom
1 bathroom

sleeps 2

Price per night from

$401

Ocean Beach Suites and Villas Bedroom 10

Road Town villa

1 bedroom
1 bathroom

sleeps 2

Price per night from

$401

Ocean Beach Suites and Villas Bedroom 5

Road Town villa

1 bedroom
1 bathroom

sleeps 2

Price per night from

$401

Ocean Beach Suites and Villas Bedroom 11

Road Town villa

1 bedroom
1 bathroom

sleeps 2

Price per night from

$401

Ocean Beach Suites and Villas Bedroom 7

Road Town villa

1 bedroom
1 bathroom

sleeps 2

Price per night from

$401

Ocean Beach Suites and Villas Bedroom 12

Road Town villa

1 bedroom
1 bathroom

sleeps 2

Price per night from

$401

Ocean Beach Suites and Villas Bedroom 6

Road Town villa

1 bedroom
1 bathroom

sleeps 2

Price per night from

$401

Ocean Beach Suites and Villas Bedroom 1

Road Town villa

1 bedroom
1 bathroom

sleeps 2

Price per night from

$401

Ocean Beach Suites and Villas Bedroom 9

Road Town villa

1 bedroom
1 bathroom

sleeps 2

Price per night from

$401

Ocean Beach Suites and Villas Bedroom 4

Road Town villa

1 bedroom
1 bathroom

sleeps 2

Price per night from

$401

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

Charlotte Amalie house

2 bedrooms
3 bathrooms

sleeps 6

Price per night from

$384

Reef Madness - Private Island Hideaway

Coral Bay villa

2 bedrooms
3 bathrooms

sleeps 4

Price per night from

$567

Comfortable Cruz Bay Condo with Awesome Views and Convenient Walk

Cruz Bay condo

2 bedrooms
2 bathrooms

sleeps 5

Price per night from

$401

Romantic Hillside Tropical Tree House Cottage

Coral Bay house

1 bedroom
1 bathroom

sleeps 2

Price per night from

$223

Your Perfect Beachfront Condo in Paradise - Corner Unit - Sapphire Beach

East End condo

1 bedroom
1 bathroom

sleeps 4

Price per night from

$274

105 ft Luxury Trimaran

Road Town yacht

10 bedrooms
10 bathrooms

sleeps 20

Responds fast! avg. 2 hours 59 minutes

Price per night from

$490

5 bedroom 5 Baths Villa Del Mar post hurricane renovation has been completed

Belmont villa

5 bedrooms
5 bathrooms

sleeps 14

Responds fast! avg. 2 hours 51 minutes

Price per night from

$1,259

Easy Breezes - Family Luxury & Romantic Getaways

Coral Bay villa

2 bedrooms
2 bathrooms

sleeps 5

Price per night from

$567

Soulshine Charters

Virgin Islands National Park yacht

3 bedrooms
3 bathrooms

sleeps 6

Price per night from

$1,945

The Best Caribbean sailing vacations for the best price; No Bad Days Sailing

Road Town yacht

4 bedrooms
4 bathrooms

sleeps 10

Price per night from

$1,247

Villa Solemare | Exquisite Euro-inspired Luxury Villa | Coral Bay St John

Coral Bay villa

4 bedrooms
3 bathrooms

sleeps 10

Price per night from

$967

Motor Yacht "Sea Mystic"

Virgin Islands National Park yacht

3 bedrooms
3 bathrooms

sleeps 6

Price per night from

$5,720

A Place in the Sun

Coral Bay apartment

1 bedroom
1 bathroom

sleeps 3

Price per night from

$401

The Wintberg Villa w/ PRIVATE Tennis Court & Pool

Charlotte Amalie villa

4 bedrooms
4 bathrooms

sleeps 8

Price per night from

$1,030

Peter Bay Gatehouse Penthouse Suite

Virgin Islands National Park villa

1 bedroom
1 bathroom

sleeps 4

Price per night from

$681

Suite St. John at Gallows Point

Cruz Bay villa

1 bedroom
2 bathrooms

sleeps 6

“Beautiful views, quiet and convenient” From the initial reservation to check-out, service was terrific. The property has everything you might need from beach chairs and towels to groceries. The proximity to town is also a big plus. Our condo was spotless and very comfortable. Excellent all around. We will definitely rent again!

Price per night from

$795

Viewing 38 of 392
rentals in Chocolate Hole, Saint John

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Chocolate Hole, Saint John Rentals

Per night

392 rentals

Viewing 38 of 392rentals in Chocolate Hole, Saint John

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Viewing 38 of 392
rentals in Chocolate Hole, Saint John