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Estate Little Saint James Island Holiday Rentals

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Estate Little Saint James Island holiday rentals

Beach nearby

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 HK$1,516
HK$2,819 total
includes taxes & fees
22 Jun - 23 Jun
Lameshur Cottage's Guest House
Balcony view

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 HK$4,898
HK$6,833 total
includes taxes & fees
11 Jul - 12 Jul
Peter Bay Gatehouse
Living area

The Breeze

The Breeze
2.0 star property
ST Thomas
The price is HK$1,450
HK$6,478 total
includes taxes & fees
5 Jul - 6 Jul
The Breeze
Outdoor pool, pool cabanas (surcharge), pool loungers

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 HK$5,713
HK$6,427 total
includes taxes & fees
5 Jul - 6 Jul
The Westin St. John Resort Villas
Property grounds

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 HK$3,850
HK$8,329 total
includes taxes & fees
4 Jul - 5 Jul
Good Vibes Only Waterfront Villa /Private Pool/Modern/Sun Decks/Majestic Views!
On the beach

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 HK$4,663
HK$8,206 total
includes taxes & fees
11 Jul - 12 Jul
The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address
Terrace/patio

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 HK$995
HK$2,162 total
includes taxes & fees
29 Jun - 30 Jun
Tropical Oasis 🇻🇮Stunning ocean view, minutes drive to Brewers Beach!🇻🇮🏝
On the beach, sun-loungers, beach towels

Breathtaking Views from Sapphire Village

Breathtaking Views from Sapphire Village
ST THOMAS
9.4 out of 10, Exceptional, (111 reviews)
"Great place to stay for the night."
United States
Kyle E.
The price is HK$1,411
HK$2,684 total
includes taxes & fees
23 Jun - 24 Jun
Breathtaking Views from Sapphire Village
View from room

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 HK$3,879
HK$5,734 total
includes taxes & fees
12 Jul - 13 Jul
Suite St. John at Gallows Point Resort
Property grounds

Octopus Den Glamping Site with AC

Octopus Den 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 HK$1,051
HK$1,872 total
includes taxes & fees
22 Jun - 23 Jun
Octopus Den Glamping Site with AC
On the beach, sun-loungers, beach towels

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 HK$784
HK$2,316 total
includes taxes & fees
2 Jul - 3 Jul
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
Outdoor dining

🌴 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 HK$2,422
HK$5,916 total
includes taxes & fees
17 Jul - 18 Jul
🌴 Sapphire Beachfront New Renovated Villa Perfect for Family WiFi ★★★★★
Beach nearby, sun-loungers, beach towels

Flamingo Grove Glamping Site with AC

Flamingo Grove 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 HK$1,051
HK$1,872 total
includes taxes & fees
22 Jun - 23 Jun
Flamingo Grove Glamping Site with AC
Terrace/patio

Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (41 reviews)
"We stayed just one night before heading over to St. John. The room was clean and suited our needs well. It was nice to have an on site restaurant, Sudi's, that provided a fun start to our trip"
United States
Marshall
The price is HK$1,051
HK$2,138 total
includes taxes & fees
22 Jun - 23 Jun
Sophisticated Beach Condo-Ocean View-Sapphire
Beach nearby, beach towels

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.
The price is HK$1,614
HK$4,647 total
includes taxes & fees
23 Jun - 24 Jun
Generator! Private Pool Villa - Sapphire Beach 5min walk & Washer/Dryer WiFi 9
On the beach, sun-loungers, beach towels

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)
The price is HK$1,019
HK$2,165 total
includes taxes & fees
2 Jul - 3 Jul
The Captain and the Mermaid - Adventures in Paradise are waiting!
Outdoor dining

Ocean and Magens Bay View NorthStar Escape

Ocean and Magens Bay View NorthStar Escape
St. Thomas
10.0 out of 10, Exceptional, (22 reviews)
"The host Jamila was amazing. She is available if you need anything. The condo was very clean and in great condition. We would recommend highly as our stay was wonderful. Thank you Jamila"
United States
Jeff M.
The price is HK$1,434
HK$3,126 total
includes taxes & fees
5 Jul - 6 Jul
Ocean and Magens Bay View NorthStar Escape
2 bedrooms, premium bedding, down duvets, pillow-top beds

The Cottage at Villa Indigo

The Cottage at Villa Indigo
3.0 star property
St. Thomas
8.8 out of 10, Excellent, (15 reviews)
"We got a true dose of the life experience on the island staying here. The entire experience was MAGICAL!!!! Me and my family will most definitely staying again when we come back "
United States
Oronde
The price is HK$2,109
HK$3,563 total
includes taxes & fees
22 Jun - 23 Jun
The Cottage at Villa Indigo
Beach nearby

Charming Beach Condo w/ Balcony

Charming Beach Condo w/ Balcony
Smith Bay
9.4 out of 10, Exceptional, (46 reviews)
"We spent five days at the beginning of May 2026 in this condo and couldn’t ask for a better spot for our first trip to St. Thomas! Perfect location ..close to Red Hook for shops and the ferry. Nice balcony for watching the sunrise and coffee. Pool was refreshing and maintained regularly. Local restaurant / bar, Sudi’s, located in the lower level of building. Provides laid back island vibes with great drinks and delicious food. Host was accommodating and responsive when needed. Would definitely...
United States
Catherine
The price is HK$1,258
HK$2,379 total
includes taxes & fees
2 Jul - 3 Jul
Charming Beach Condo w/ Balcony
Beach nearby

Turtle Nest Family Glamping Site with AC

Turtle Nest Family Glamping Site with AC
St John
10.0 out of 10, Exceptional, (35 reviews)
"Wonderful property and a fun experience! Would stay again."
United States
Carlee D.
The price is HK$1,638
HK$2,744 total
includes taxes & fees
22 Jun - 23 Jun
Turtle Nest Family Glamping Site with AC
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

Emerald Beach Resort

Emerald Beach Resort

10/10 Excellent
"Its an Oasis for the money. If you can afford higher end you might not like it fully. Immediate easy access to a beautiful beach area. Full kitchen , bar and coffee shop on site. If you want to shut it down for the day at the resort , you will have everything you need. Even kayak and jetski rentals. It worked out very well , no complaints ."
Jason 5-night trip
Posted 2 hours ago
Emerald Beach Resort

Find out more about Estate Little Saint James Island

Search for holiday rentals in Estate Little Saint James Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Estate Little Saint James Island using one of the methods below:

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Look no further and take a look at our great range of rental properties in Estate Little Saint James Island!

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 Magens Bay Beach 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.