Estate Mount Pleasant and Retreat Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Estate Mount Pleasant and Retreat vacation rentals

A beach with clear turquoise water, trees, and a sandy shore.

1. Beachfront Villas at Crystal Cove

Beachfront Villas at Crystal Cove
4.0 star property
St. Thomas
9.6 out of 10, Exceptional, (179 reviews)
"We had great 8 days at this property. We are so happy with our stay. We got everything we need for wonderful vacation. Location is excellent, villa very clean and staffed with everything and has a lot of extras."
United States
Olena
The price is CA $266
CA $719 total
includes taxes & fees
Nov 25 - Nov 26
Beachfront Villas at Crystal Cove
A coastal landscape with a beach, clear blue waters, and lush greenery.

2. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (41 reviews)
"View was amazing . Unit itself was very unique"
United States
Zach Ezekiel Azurus
The price is CA $213
CA $822 total
includes taxes & fees
Nov 18 - Nov 19
Villa Island Paradise
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

3. 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, (258 reviews)
"We had an amazing time. It's highly recommended"
United States
Camierre
The price is CA $43
CA $359 total
includes taxes & fees
Nov 15 - Nov 16
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
A resort with a central pool, palm trees, and a view of the ocean.

4. The Westin St. John Resort Villas

The Westin St. John Resort Villas
4.5 star property
St. John
8.4 out of 10, Very good, (516 reviews)
"The ferry that the Westin provides was awesome. Everyone was very friendly"
United States
Jean
The price is CA $523
CA $588 total
includes taxes & fees
Nov 28 - Nov 29
The Westin St. John Resort Villas
A beach with clear turquoise water, a sandy shore, and a distant island with buildings.

5. 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, (204 reviews)
"Great place to stay and peaceful"
United States
Candice D.
The price is CA $43
CA $378 total
includes taxes & fees
Nov 22 - Nov 23
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
A restaurant with outdoor seating, palm trees, and a mountain in the background.

6. Octopus Den Glamping Site with AC

Octopus Den Glamping Site with AC
St John
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful experience with clean and comfortable room."
United States
Peiming
The price is CA $165
CA $290 total
includes taxes & fees
Nov 14 - Nov 15
Octopus Den Glamping Site with AC
A beach with clear turquoise water, a sandy shore, and a small island with buildings in the background.

7. 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, (246 reviews)
"Great clean and safe place to stay"
United States
angela C.
The price is CA $237
CA $464 total
includes taxes & fees
Nov 14 - Nov 15
The Captain and the Mermaid - Adventures in Paradise are waiting!
A beach with turquoise water, sandy shore, and distant mountains.

8. Flamingo Grove Glamping Site with AC

Flamingo Grove Glamping Site with AC
St John
9.8 out of 10, Exceptional, (31 reviews)
"Really enjoyed our stay. We felt well taken care of and loved the location!"
United States
John
The price is CA $165
CA $290 total
includes taxes & fees
Nov 15 - Nov 16
Flamingo Grove Glamping Site with AC
A clear turquoise sea with people swimming.

9. Breathtaking Views from Sapphire Village II

Breathtaking Views from Sapphire Village II
St Thomas
8.8 out of 10, Excellent, (40 reviews)
"The room was beautiful great View locations on point for everything you needed within the area the only downfall I would say was the hill if you're walking and if you have any type of handicap but other than that beautiful place to stay"
United States
Jason
The price is CA $223
CA $407 total
includes taxes & fees
Nov 15 - Nov 16
Breathtaking Views from Sapphire Village II
A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.

10. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (965 reviews)
"All around great place"
United States
Hector
The price is CA $206
CA $254 total
includes taxes & fees
Nov 18 - Nov 19
Bluebeard's Castle Resort
A beach with turquoise water, sandy shore, and distant mountains.

11. Lameshur Cottage's Guest House

Lameshur Cottage's Guest House
St John
10.0 out of 10, Exceptional, (143 reviews)
"Amazing place! Great host!!Close to Salt Pond."
United States
Shawn C.
The price is CA $275
CA $488 total
includes taxes & fees
Nov 14 - Nov 15
Lameshur Cottage's Guest House
A beach with clear turquoise water, sandy shore, and buildings in the background.

12. Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees

Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees
St. Thomas
9.8 out of 10, Exceptional, (145 reviews)
"We had an amazing stay, the condo was very clean and close to several beaches and restaurants."
United States
Jessica D.
The price is CA $241
CA $509 total
includes taxes & fees
Nov 17 - Nov 18
Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees
A beach with clear turquoise water, a sandy shore, and a distant island with buildings.

13. 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, (177 reviews)
"Good location. "
United States
Anonymous traveller
The price is CA $85
CA $473 total
includes taxes & fees
Nov 18 - Nov 19
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
A beach with palm trees, clear blue sky, and a calm sea.

14. Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312

Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312
St Thomas
9.6 out of 10, Exceptional, (97 reviews)
"Safire Condos and beach are great. Host were amazing, promptly responding to any messages. Short 5 minute walk to one of the best beaches, clean, not crowded, and outstanding food and drink options."
United States
Chamberlain
The price is CA $181
CA $393 total
includes taxes & fees
Nov 18 - Nov 19
Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312
A room with a TV, wicker furniture, and a view of the ocean.

15. 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, (106 reviews)
"Friendly staff. Beautiful property."
United States
Sean
The price is CA $702
CA $1,042 total
includes taxes & fees
Nov 14 - Nov 15
Suite St. John at Gallows Point Resort
A beach with clear turquoise water, sandy shore, and buildings in the background.

16. Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307

Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307
St Thomas
9.8 out of 10, Exceptional, (130 reviews)
"Super clean, hotness responsive. Would highly recommend"
United States
Nolan Y.
The price is CA $178
CA $389 total
includes taxes & fees
Nov 16 - Nov 17
Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307
A beach with turquoise water, sandy shore, and distant mountains.

17. Turtle Nest Family Glamping Site with AC

Turtle Nest Family Glamping Site with AC
St John
10.0 out of 10, Exceptional, (41 reviews)
"Everything was wonderful. Very communicative and welcoming . We all enjoyed our time we stayed at"
United States
Brad D
The price is CA $254
CA $423 total
includes taxes & fees
Nov 13 - Nov 14
Turtle Nest Family Glamping Site with AC
An outdoor seating area with a pool view, covered by white canopies, and surrounded by potted plants.

18. Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (46 reviews)
"Clean room, AC worked great, pool is very close. Overall, a really cool place to stay."
United States
Michael
The price is CA $229
CA $442 total
includes taxes & fees
Nov 15 - Nov 16
Sophisticated Beach Condo-Ocean View-Sapphire
A beach with clear turquoise water, a sandy shore, and a distant view of a small island with buildings and vegetation.

19. Updated: Luxe Condo steps from Sapphire Beach!

Updated: Luxe Condo steps from Sapphire Beach!
St Thomas
9.6 out of 10, Exceptional, (102 reviews)
"Initially, somewhat tough to locate specific condo within the condo complex. Overall nice property. Very comfortable bed. Very close to Sapphire beach, Lindquist beach, and Red Hook. I would definitely stay again."
United States
Christopher
The price is CA $165
CA $388 total
includes taxes & fees
Nov 27 - Nov 28
Updated: Luxe Condo steps from Sapphire Beach!
A beach with clear turquoise water and waves.

20. The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (164 reviews)
"Great spot and excellent host"
United States
amanda c.
The price is CA $228
CA $470 total
includes taxes & fees
Nov 21 - Nov 22
The Mermaid's Pearl at Sapphire Beach
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.
View all properties

Find vacation rentals that suit your style

Apartment image
Apartments
Apartments
apart-hotel image
Aparthotels
Aparthotels

Top Estate Mount Pleasant and Retreat Hotel Reviews

A beach with clear turquoise water, trees, and a sandy shore.
Beachfront Villas at Crystal Cove

Beachfront Villas at Crystal Cove

Beachfront Villas at Crystal Cove
St. Thomas

10/10 Excellent

Beautiful accommodations friendly staff 😍
Canada
Valeri
Reviewed January 18, 2026
Beachfront Villas at Crystal Cove

Find out more about Estate Mount Pleasant and Retreat

Everything you need to know about Estate Mount Pleasant and Retreat vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Estate Mount Pleasant and Retreat vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Estate Mount Pleasant and Retreat vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Estate Mount Pleasant and Retreat vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Estate Mount Pleasant and Retreat. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Estate Mount Pleasant and Retreat vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Estate Mount Pleasant and Retreat vacation rentals we have selected for you start as low as CA $42 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Estate Mount Pleasant and Retreat rentals

At Expedia, we put the best Estate Mount Pleasant and Retreat vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Estate Mount Pleasant and Retreat rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Estate Mount Pleasant and Retreat vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Estate Mount Pleasant and Retreat. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

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

Yes, we offer vacation rentals near well known points of interest in Estate Mount Pleasant and Retreat, or you can choose a more secluded option if you want a relaxing place to stay.

What are some of the best vacation rentals in Estate Mount Pleasant and Retreat?

Mampoo Hill-- a Beachfront House 60 feet from the Ocean with optional Jeep: This vacation home rental outside of Estate Mount Pleasant and Retreat is located on the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a selection of games and a hot tub.

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. In the larger area, you’ll find Virgin Islands Coral Reef National Monument and Sapphire Beach.

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

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Estate Mount Pleasant and Retreat. Vacation rentals offer extras such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for small groups.