Estate Mount Pleasant and Retreat Holiday Rentals

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Check prices for these dates

Tonight
31 Dec - 1 Jan
Tomorrow
1 Jan - 2 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Estate Mount Pleasant and Retreat holiday rentals

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

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, (223)
"Clean, quiet, convenient location. Perfect stay!!!"
United States
Glenda
The price is HK$544
HK$2,004 total
includes taxes & fees
31 Jan - 1 Feb 2026
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
Exterior
Villa Island Paradise

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
8.4 out of 10, Very good, (8)
"Very safe and secure place! Also very clean! Just uphill from cruz bay "
United States
Tyler
The price is HK$793
HK$5,082 total
includes taxes & fees
6 Jan - 7 Jan 2026
Villa Island Paradise
Property entrance
The Landmark Apartment

The Landmark Apartment

The Landmark Apartment
2.5 star property
St. Thomas
8.8 out of 10, Excellent, (15)
"I loved the historic nature of the building. It had an interesting layout, but it was very spacious and clean, and had a wonderful location for walking around downtown and seeing the sights."
United States
Mercy
The price is HK$1,620
HK$2,989 total
includes taxes & fees
8 Jan - 9 Jan 2026
The Landmark Apartment
Interior
The Cottage at Villa Indigo

The Cottage at Villa Indigo

The Cottage at Villa Indigo
3.0 star property
St. Thomas
8.8 out of 10, Excellent, (15)
"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$2,024
HK$3,452 total
includes taxes & fees
15 Jan - 16 Jan 2026
The Cottage at Villa Indigo
Beach nearby
Lameshur Cottage's Guest House

Lameshur Cottage's Guest House

Lameshur Cottage's Guest House
St John
10.0 out of 10, Exceptional, (134)
"Absolutely would stay here again. We had zero issues with our stay. "
United States
Mark P.
The price is HK$2,062
HK$3,503 total
includes taxes & fees
25 Jan - 26 Jan 2026
Lameshur Cottage's Guest House
Terrace/patio
The Breeze St Thomas

The Breeze St Thomas

The Breeze St Thomas
2.0 star property
St. Thomas
The price is HK$1,760
HK$3,324 total
includes taxes & fees
26 Jan - 27 Jan 2026
The Breeze St Thomas
On the beach, sun-loungers, beach towels
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
St. Thomas
9.6 out of 10, Exceptional, (179)
"This room was absolutely perfect for my stay in St Thomas. It had everything I needed and was convenient to all the places I had to visit during my stay. A short walk to the beach, plenty of very good on site restaurants, nice pools, incredible views every day. As far as the room the bed was comfortable. It had a nice big TV, small kitchen with big frig, blender and Pod Coffee maker. I liked that they even supplied snorkeling gear, coolers, beach chairs, sunscreen lotion, bug spray, aloe and...
United States
Paul
The price is HK$544
HK$2,027 total
includes taxes & fees
15 Jan - 16 Jan 2026
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
Aerial view
Beachfront Villas at Crystal Cove

Beachfront Villas at Crystal Cove

Beachfront Villas at Crystal Cove
4.0 star property
St. Thomas
9.6 out of 10, Exceptional, (150)
"Second time there. Just an over all beautiful property. "
United States
Erik
Beachfront Villas at Crystal Cove
Private kitchen
Villa Indigo 1BR in Private Gated Estate

Villa Indigo 1BR in Private Gated Estate

Villa Indigo 1BR in Private Gated Estate
3.5 star property
St. Thomas
9.0 out of 10, Wonderful, (26)
"It was great, clean apartment and definitely recommend going again or booking in the future."
United States
John
The price is HK$1,505
HK$2,621 total
includes taxes & fees
5 Jan - 6 Jan 2026
Villa Indigo 1BR in Private Gated Estate
Terrace/patio
Shibui Cove

Shibui Cove

Shibui Cove
2.0 star property
St. Thomas
10.0 out of 10, Exceptional, (1)
"I had a great stay here. The view was absolutely stunning. Being up on the side of the mountain was great. Very private but less than 5 min away from town. I will definitely stay again. "
United States
Adam R
The price is HK$1,469
HK$2,966 total
includes taxes & fees
2 Jan - 3 Jan 2026
Shibui Cove
Private kitchen
Little Indigo Apartments

Little Indigo Apartments

Little Indigo Apartments
3.5 star property
St. Thomas
8.4 out of 10, Very good, (22)
"Amazing views, very nice people"
United States
Ramie
The price is HK$1,497
HK$2,612 total
includes taxes & fees
2 Jan - 3 Jan 2026
Little Indigo Apartments
Exterior
Marriott's Frenchman's Cove

Marriott's Frenchman's Cove

Marriott's Frenchman's Cove
4.0 star property
St. Thomas
9.0 out of 10, Wonderful, (189)
"the view was amazing… the room was perfect and very clean! Highly recommend! "
United States
Ron
The price is HK$7,922
HK$8,912 total
includes taxes & fees
12 Jan - 13 Jan 2026
Marriott's Frenchman's Cove
Beach nearby, sun-loungers, beach towels
Lameshur Bay Glamping Site with AC

Lameshur Bay Glamping Site with AC

Lameshur Bay Glamping Site with AC
St John
10.0 out of 10, Exceptional, (24)
"The location is amazing, the space was clean, and the kitchen area, shower, and snorkeling/beach gear were much appreciated!"
United States
Ann
The price is HK$1,112
HK$1,943 total
includes taxes & fees
7 Jan - 8 Jan 2026
Lameshur Bay Glamping Site with AC
Interior
Paradise near Limetree Beach

Paradise near Limetree Beach

Paradise near Limetree Beach
St Thomas
9.6 out of 10, Exceptional, (13)
"This stay was very nice, the view was amazing,"
United States
Brandon r.
The price is HK$980
HK$2,006 total
includes taxes & fees
12 Jan - 13 Jan 2026
Paradise near Limetree Beach
Terrace/patio
Salt Pond Bay Glamping Site With AC

Salt Pond Bay Glamping Site With AC

Salt Pond Bay Glamping Site With AC
St John
The price is HK$1,112
HK$1,943 total
includes taxes & fees
7 Jan - 8 Jan 2026
Salt Pond Bay Glamping Site With AC
Living area
Peter Bay Gatehouse

Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter
8.4 out of 10, Very good, (19)
"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$6,964
HK$9,539 total
includes taxes & fees
23 Jan - 24 Jan 2026
Peter Bay Gatehouse
View from property
Suite St. John at Gallows Point Resort

Suite St. John at Gallows Point Resort

Suite St. John at Gallows Point Resort
4.0 star property
St. John
8.6 out of 10, Excellent, (95)
"Amazing property and helpful staff. "
United States
Joseph
The price is HK$6,180
HK$8,428 total
includes taxes & fees
11 Jan - 12 Jan 2026
Suite St. John at Gallows Point Resort
Terrace/patio
Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (32)
"Me and my gf’s loved staying here! Best part was having close beach access! "
United States
Maria
The price is HK$1,248
HK$2,384 total
includes taxes & fees
12 Jan - 13 Jan 2026
Sophisticated Beach Condo-Ocean View-Sapphire
Beach nearby
Family Glamping Site with AC

Family Glamping Site with AC

Family Glamping Site with AC
St John
10.0 out of 10, Exceptional, (30)
"Overall great property only semi complaint which is more needy than anything is the tent will get a bit stuffy and hot when the fans die. "
United States
Will C.
The price is HK$1,625
HK$2,714 total
includes taxes & fees
12 Jan - 13 Jan 2026
Family Glamping Site with AC
Outdoor dining
Cozy Island Studio-5 Mins to Cruz Bay & Beaches

Cozy Island Studio-5 Mins to Cruz Bay & Beaches

Cozy Island Studio-5 Mins to Cruz Bay & Beaches
St John
9.6 out of 10, Exceptional, (65)
"Loved our stay, close to town and beaches, great view and quiet neighborhood."
United States
Barbara
Cozy Island Studio-5 Mins to Cruz Bay & Beaches
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 Mount Pleasant and Retreat Hotel Reviews

Windward Passage Hotel

Windward Passage Hotel

10/10 Excellent
"We had a great stay!!! "
Theodora 1-night trip
Posted 2 days ago
Windward Passage Hotel

Find out more about Estate Mount Pleasant and Retreat

Search for holiday rentals in Estate Mount Pleasant and Retreat on Expedia! You can easily find your home rentals, villas, holiday apartments in Estate Mount Pleasant and Retreat using one of the methods below:

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Frequently asked questions

Can I find holiday rentals in Estate Mount Pleasant and Retreat?

Yes, there are holiday rentals close to the most popular sights in Estate Mount Pleasant and Retreat, 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 Mount Pleasant and Retreat has to offer?

The Cottage at Villa Indigo: This holiday home rental outside of Estate Mount Pleasant and Retreat is located in the mountains, and offers a private garden, Netflix and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave.

What can I see and do in Estate Mount Pleasant and Retreat?

Virgin Islands National Park and Hurricane Hole are a couple of lovely local spots to get outside and enjoy nature. Trunk Bay and Sapphire Beach are other popular places to visit in the area.

What’s a holiday rental in Estate Mount Pleasant and Retreat like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Estate Mount Pleasant and Retreat. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for families.