Holiday houses in Saint John

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Top-rated holiday rentals in Saint John

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Guest favourite

Home in Chocolate Hole

5.0 out of 5 average rating, 37 reviews

Down Yonder Private Pool Villa

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.

14 – 21 Mar

$8,206 AUD total

Guest favourite

Villa in St. John, U.S. Virgin Islands

5.0 out of 5 average rating, 125 reviews

Coral Bay Penthouse Gorgeous Tropical Island Views

Picturesque TRADEWINDS TERRACE is a penthouse sitting directly above Coral Bay's restaurants, bars, shops, and grocery/convenience stores. This uniquely designed round villa sits in a tropical setting on a hillside overlooking water and islands, providing a panoramic view for miles around. Conveniently located on a fully paved road (Rt. 108) immediately accessible to the main road (Rt. 10/Centerline) leading to St John island’s beaches & Virgin Islands National Park. EASY & free parking on site.

24 – 31 July

$3,818 AUD total

Guest favourite

Cottage in Central, U.S. Virgin Islands

4.99 out of 5 average rating, 132 reviews

Caribbean Style Cottage

The 500sq. Tortuga Cottage is located in Fish Bay, St. John in the US Virgin Islands. The property is privately owned and adjacent to the National Park. This charming cottage places you within a 5 minute walk to Reef Bay beach and gives you access to many of St. John's greatest hiking trails. By car, we are 3 miles from town (Cruz Bay), where you will find all of your necessities. This is the ideal cottage for a couple or two friends. We have a full kitchen, a king Casper mattress, and much more

6 – 13 Jan

$3,592 AUD total

Guest favourite

Guesthouse in Coral Bay

5.0 out of 5 average rating, 93 reviews

A House of Open Arms Cottage with AC

Lovely Cottage with 180 degrees of white water views. You can see and hear the crashing waves below. A/C, Private , Romantic with a gorgeous outdoor shower, this is a totally separate living space from the art studio where I live and work. My water is UV filtered so buying water is not necessary! I am available for any needs you may have and will help you get the most out of your St. John experience. I provide a romantic welcome dinner on your arrival night. Homemade granola and coffee as well!

25 Sept – 2 Oct

$3,534 AUD total

Guest favourite

Condo in East End, U.S. Virgin Islands

4.93 out of 5 average rating, 134 reviews

St. Thomas USVI, Waterfront Condo, Affordable

Beautiful Waterfront Condo, in gorgeous St. Thomas, U.S. Virgin Islands, overlooking Red Hook and uninhabited islands. All 32 condos were recently renovated as of 2020. Renovations are now complete on all units, and includes new exterior, new windows, doors, glass sliding doors all to building code. Inside the condo recent updates include a new kitchen, new stove, new ceiling fans, new bathroom vanity, new furniture. Air Conditioning a split level 24k unit works great and pumps cold A/C.

13 – 20 Aug

$1,434 AUD total

Guest favourite

Villa in Coral Bay

4.93 out of 5 average rating, 85 reviews

Heaven's Gate - Spectacular Panoramic Ocean View

This Mediterranean style, four bedroom luxury villa sits at the top of a mountainside overlooking St. John’s pristine Hurricane Hole, designated a Virgin Islands Coral Reef Monument in 2001. Heaven’s Gate is a serene and very private hilltop vacation villa. Each of the four handsomely furnished bedroom suites includes its own private bath, three with outside showers, and each suite has access to outside terraces. Please review the House Rules prior to booking. Compliance is mandatory.

2 – 9 Dec

$12,910 AUD total

Guest favourite

Apartment in Coral Bay

5.0 out of 5 average rating, 16 reviews

Cute Caribbean Studio

New listing, newly renovated, painted and furnished. Come stay at our adorable studio in quiet Coral Bay, St John. Within a 15-minute drive, you can explore some of the best beaches in the world! Return home to the comfortably furnished studio with refreshing A/C, walk-in shower, Smart TV and full kitchen. Enjoy your morning coffee while watching the sunrise or sip cocktails after a day exploring our little island at the outdoor dining area on the porch overlooking the waters of Coral Bay.

16 – 23 Aug

$2,194 AUD total

Guest favourite

Villa in Cruz Bay, U.S. Virgin Islands

5.0 out of 5 average rating, 96 reviews

BLUE VIEW VILLA - Bluest View - Brand New...

Blue View is brand new construction! A classic soft modern Caribbean architecture set on a full acre with sweeping views from sunrise over Ram Head peninsula to sunset over St. Thomas. It is a very special property sited with the utmost care to capture Leeward breezes with an unobstructed view to St. Croix 40mi away. Find the perfect amount of sun or shade you desire at any time during the day. Blue View is a separate villa located adjacent to our main Villa and 6 minutes to Cruz Bay

9 – 16 Oct

$5,461 AUD total

Guest favourite

Villa in Coral Bay

5.0 out of 5 average rating, 46 reviews

Memory Daze

Welcome back to Memory Daze! The perfect setting for couples retreat or small group. Plenty of open shared outside space as well as private bedroom nooks for when you want some quiet time. Children allowed 12 years and older. This beautifully appointed Caribbean Style villa, boasts amazing down island views, large pool, lush gardens, gated parking and native stone and artistic tile work. The estate is perched along a ridge facing southeast down island, with very easy access to Coral Bay.

31 Oct – 7 Nov

$7,339 AUD total

Guest favourite

Guesthouse in Coral Bay, U.S. Virgin Islands

4.96 out of 5 average rating, 140 reviews

Ocean Blue Cottage

Update: New mattress as of Fall 2022! Ocean Blue Cottage located in Upper Carolina, 400' above sea level, overlooking Coral Bay harbor, Bordeaux Mt, Carolina valley and a peek of the Caribbean Sea. 23 steps down from the road, it has a bedroom 9'x12', dining/kitchen area 6'x10', bathroom 3'x10', private outdoor shower 4'x5', deck 8'x4' with grill, furniture, umbrella. Pricing is $150 night. There’s also an $90 cleaning fee per reservation. 5 min drive to restaurants, 10 min to beaches.

24 Nov – 1 Dec

$2,214 AUD total

Superhost

Cottage in Coral Bay, U.S. Virgin Islands

4.97 out of 5 average rating, 187 reviews

Little Spice: A Modern Tiny Cottage in Coral Bay

Come stay in your very own private tiny cottage in Coral Bay, on the quiet side of St. John! Little Spice is the perfect base camp for an active and adventurous couple interested in exploring the island. While the space is small, it definitely packs a BIG punch including a kitchenette, a/c, wifi, queen bed, full bath, valley views, and a completely private outside lounging space with a grill. And for the beach? Beach chairs, noodle floats and a cooler . What are you waiting for?!

27 Aug – 3 Sept

$2,307 AUD total

Guest favourite

Cottage in Hansen Bay, U.S. Virgin Islands

5.0 out of 5 average rating, 58 reviews

Milk Moon Cottage

Situated on the quiet and serene East End of St. John, Milk Moon Cottage is a private oasis overlooking the British Virgin Islands. The cottage features striking views, convenience to East End beaches, and plenty of amenities to make guests feel right at home. *** KEY FEATURES *** -Two bedroom, two bathroom home with air-conditioning throughout -Full-sized kitchen -Completely private pool -WiFi -Beach chairs, beach cooler with ice packs, & beach towels all provided

29 Mar – 5 Apr

$8,200 AUD total