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Estate Little Saint James Island Holiday Rentals

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Our top choices for Estate Little Saint James Island holiday rentals

The Captain and the Mermaid - Adventures in Paradise are waiting!

The Captain and the Mermaid - Adventures in Paradise are waiting!
St Thomas
9.8 out of 10, Exceptional, (229 reviews)
"Host was great! Super responsive and accommodating to our early check in needs. "
United States
Susanne M.
The price is NZ$472
includes taxes & fees
30 June - 1 July
The Captain and the Mermaid - Adventures in Paradise are waiting!

NEW LISTING!!! Renovated Charming Studio Retreat with Stunning Caribbean Views

NEW LISTING!!! Renovated Charming Studio Retreat with Stunning Caribbean Views
St Thomas
9.8 out of 10, Exceptional, (21 reviews)
"Walking distance to sapphire beach. Beautiful view, safe and quiet. Very convenient location and great amenities "
United States
Debra
The price is NZ$523
includes taxes & fees
21 June - 22 June
NEW LISTING!!! Renovated Charming Studio Retreat with Stunning Caribbean Views

Lameshur Cottage's Guest House

Lameshur Cottage's Guest House
St John
10.0 out of 10, Exceptional, (141 reviews)
"Amazing place! Great host!!Close to Salt Pond."
United States
Shawn C.
The price is NZ$601
includes taxes & fees
19 June - 20 June
Lameshur Cottage's Guest House

Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter
8.4 out of 10, Very good, (20 reviews)
"Staying at the gate house was wonderful. Walk to beach was a little longer than expected because of the sharp incline. Very nice place to stay!! "
United States
jonathan
The price is NZ$1,495
includes taxes & fees
14 July - 15 July
Peter Bay Gatehouse

The Westin St. John Resort Villas

The Westin St. John Resort Villas
4.5 star property
St. John
8.2 out of 10, Very good, (491 reviews)
"Great unit, clean, updated and comfortable. Laundry and coffee were a plus. The resort is beautifully maintained and landscaped."
United States
Lindsay
The price is NZ$1,406
includes taxes & fees
5 July - 6 July
The Westin St. John Resort Villas

The Breeze

The Breeze
2.0 star property
ST Thomas
The price is NZ$1,406
includes taxes & fees
4 July - 5 July
The Breeze

Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
St. Thomas
9.4 out of 10, Exceptional, (246 reviews)
"We were impressed with the room and its location. Had everything we needed for our brief stay. Appreciated the king sized bed after several days of much smaller ones. In great walking proximity to Sapphire Bay Beach and its restaurants and coffee shop."
United States
Roxanne
The price is NZ$507
includes taxes & fees
5 July - 6 July
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Good Vibes Only Waterfront Villa /Private Pool/Modern/Sun Decks/Majestic Views!

Good Vibes Only Waterfront Villa /Private Pool/Modern/Sun Decks/Majestic Views!
St Thomas
10.0 out of 10, Exceptional, (100 reviews)
"Wonderful VRBO with amazing views and amenities!We could not have asked for better communication from our host Ryan & Roxy!"
United States
Lori L.
The price is NZ$1,879
includes taxes & fees
4 July - 5 July
Good Vibes Only Waterfront Villa /Private Pool/Modern/Sun Decks/Majestic Views!

Breathtaking Views from Sapphire Village II

Breathtaking Views from Sapphire Village II
St Thomas
8.8 out of 10, Excellent, (37 reviews)
"Perfect overnight location for us. the unit is as described, the owner was responsive as we did need to contact her with a question. We were able to walk to the beach where there were restaurants and bars to enjoy :) "
United States
Darcy
The price is NZ$483
includes taxes & fees
19 June - 20 June
Breathtaking Views from Sapphire Village II

The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address

The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address
Maho Bay Quarter
9.8 out of 10, Exceptional, (28 reviews)
"The property was wonderful and the check in process was seamless with Tommy there to greet us. Don’t look elsewhere, just rent this one!"
United States
Chris B.
The price is NZ$1,765
includes taxes & fees
11 July - 12 July
The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address

Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝

Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝
St Thomas
9.8 out of 10, Exceptional, (55 reviews)
"One of my favorite vrbo stays, place felt very serene and relaxing, if you love being immersed in nature I would definitely book this place."
United States
Ishjah S.
The price is NZ$472
includes taxes & fees
25 June - 26 June
Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝

Suite St. John at Gallows Point Resort

Suite St. John at Gallows Point Resort
4.0 star property
St. John
8.8 out of 10, Excellent, (105 reviews)
"Everything was just first class!!! Amazing place and great people!"
United States
Grady
The price is NZ$1,255
includes taxes & fees
13 July - 14 July
Suite St. John at Gallows Point Resort

Lameshur Bay Glamping Site with AC

Lameshur Bay Glamping Site with AC
St John
9.8 out of 10, Exceptional, (30 reviews)
"Really enjoyed our stay. We felt well taken care of and loved the location!"
United States
John
The price is NZ$404
includes taxes & fees
19 June - 20 June
Lameshur Bay Glamping Site with AC

Salt Pond Bay Glamping Site With AC

Salt Pond Bay Glamping Site With AC
St John
10.0 out of 10, Exceptional, (8 reviews)
"Emily & Bill are great hosts & have the wonderful ability to be attentive to guests while providing a peaceful & relaxed atmosphere where you know they’re on property, yet giving everyone their personal space. "
United States
William C.
The price is NZ$404
includes taxes & fees
19 June - 20 June
Salt Pond Bay Glamping Site With AC

The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (158 reviews)
"Host was very courteous!! I will definitely be back!!"
United States
Tyneisha
The price is NZ$470
includes taxes & fees
19 June - 20 June
The Mermaid's Pearl at Sapphire Beach

Marriott's Frenchman's Cove

Marriott's Frenchman's Cove
4.0 star property
St. Thomas
9.0 out of 10, Wonderful, (199 reviews)
"Amazing staff and pool. Super clean. Price of restaurant and market was very high"
United States
Nasrine
The price is NZ$1,634
includes taxes & fees
23 June - 24 June
Marriott's Frenchman's Cove

Breathtaking Views from Sapphire Village

Breathtaking Views from Sapphire Village
ST THOMAS
9.4 out of 10, Exceptional, (111 reviews)
"We love this area and Mary is a great host! "
United States
Don S.
The price is NZ$582
includes taxes & fees
25 June - 26 June
Breathtaking Views from Sapphire Village

Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
St. Thomas
9.6 out of 10, Exceptional, (172 reviews)
"The unit was very nice..our host had supplied beachchairs, masks for snorkeling and an umbrella...the beach was nice as was the pools..we needed another set of beach towels though that we purchased from kmart since there was no beach towel service..Overall we would do it all over again ..."
United States
Rich
The price is NZ$488
includes taxes & fees
21 June - 22 June
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

Generator! Private Pool Villa - Sapphire Beach 5min walk & Washer/Dryer WiFi 9

Generator! Private Pool Villa - Sapphire Beach 5min walk & Washer/Dryer WiFi 9
St Thomas
10.0 out of 10, Exceptional, (25 reviews)
"Easy to find location and clean. "
United States
james s.
Generator! Private Pool Villa - Sapphire Beach 5min walk & Washer/Dryer WiFi 9

🌴 Sapphire Beachfront New Renovated Villa Perfect for Family WiFi ★★★★★

🌴 Sapphire Beachfront New Renovated Villa Perfect for Family WiFi ★★★★★
St Thomas
10.0 out of 10, Exceptional, (29 reviews)
"Everything! Can’t wait to return"
United States
Matt M.
The price is NZ$1,259
includes taxes & fees
17 July - 18 July
🌴 Sapphire Beachfront New Renovated Villa Perfect for Family WiFi ★★★★★
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Estate Little Saint James Island Hotel Reviews

Find out more about Estate Little Saint James Island

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Estate Little Saint James Island holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Estate Little Saint James Island. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Estate Little Saint James Island. Seeing all the best attractions is bound to make you fall in love with Estate Little Saint James Island. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Estate Little Saint James Island short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Estate Little Saint James Island?

Yes, there are holiday rentals close to the most popular sights in Estate Little Saint James Island, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Estate Little Saint James Island has to offer?

Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End: This holiday home rental outside of Estate Little Saint James Island is located in the mountains, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You can relax into your holiday with a garden and a selection of games.

What can I see and do in Estate Little Saint James Island?

Get outdoors into nature at a spot like Sapphire Beach, or visit other top attractions such as Trunk Bay. In the wider area, you’ll find Virgin Islands National Park and Cowpet Bay.

What’s a holiday rental in Estate Little Saint James Island like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Estate Little Saint James Island. Holiday rentals offer amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.