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Estate Mount Pleasant and Retreat Vacation Rentals

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Our top choices for Estate Mount Pleasant and Retreat vacation rentals

1. 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 $97
CA $680 total
includes taxes & fees
Oct 17 - Oct 18
Villa Island Paradise

2. 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)
The price is CA $57
CA $315 total
includes taxes & fees
Oct 25 - Oct 26
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

3. 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 CA $127
CA $259 total
includes taxes & fees
Oct 19 - Oct 20
Flamingo Grove Glamping Site with AC

4. 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, (202 reviews)
"Great place to stay and peaceful"
United States
Candice D.
The price is CA $57
CA $311 total
includes taxes & fees
Oct 21 - Oct 22
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

5. Octopus Den Glamping Site with AC

Octopus Den Glamping Site with AC
St John
10.0 out of 10, Exceptional, (8 reviews)
"Great for a short stay!"
United States
Kimberly J.
The price is CA $126
CA $259 total
includes taxes & fees
Oct 17 - Oct 18
Octopus Den Glamping Site with AC

6. 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 $226
CA $410 total
includes taxes & fees
Oct 17 - Oct 18
Turtle Nest Family Glamping Site with AC

7. The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (164 reviews)
"Host was very courteous!! I will definitely be back!!"
United States
Tyneisha
The price is CA $151
CA $372 total
includes taxes & fees
Oct 17 - Oct 18
The Mermaid's Pearl at Sapphire Beach

8. 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 $224
CA $446 total
includes taxes & fees
Oct 24 - Oct 25
Breathtaking Views from Sapphire Village II

9. 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 CA $275
CA $510 total
includes taxes & fees
Oct 21 - Oct 22
Lameshur Cottage's Guest House

10. 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, (142 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 $178
CA $429 total
includes taxes & fees
Oct 19 - Oct 20
Sapphire Sunny Summer Special-1BR Sleeps 4- WIFI -No Excess Owner Fees

11. 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, (243 reviews)
"Great clean and safe place to stay"
United States
angela C.
The price is CA $147
CA $349 total
includes taxes & fees
Oct 20 - Oct 21
The Captain and the Mermaid - Adventures in Paradise are waiting!

12. 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, (174 reviews)
"Excellent location and very nice place to visit and Sudi's Bar/restaurant is the place to be and the whole staff is Excellent and the food is delicious and reminds you of Cheers 😎."
United States
Quincy
The price is CA $99
CA $410 total
includes taxes & fees
Oct 24 - Oct 25
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

13. 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 $141
CA $341 total
includes taxes & fees
Oct 30 - Oct 31
Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312

14. Updated: Luxe Condo steps from Sapphire Beach!

Updated: Luxe Condo steps from Sapphire Beach!
St Thomas
9.6 out of 10, Exceptional, (99 reviews)
"Great stay, great place and great location"
United States
shane E.
The price is CA $152
CA $389 total
includes taxes & fees
Nov 9 - Nov 10
Updated: Luxe Condo steps from Sapphire Beach!

15. 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, (509 reviews)
"Everything was amazing! It will always be my go to when I come to visit."
United States
Treacy
The price is CA $625
CA $703 total
includes taxes & fees
Oct 20 - Oct 21
The Westin St. John Resort Villas

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, (129 reviews)
"Great stay as always. "
United States
John H.
The price is CA $141
CA $336 total
includes taxes & fees
Oct 20 - Oct 21
Paradise @ Sapphire Village Studio- H-S WIFI -No Excess Owner Fees #307

17. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (899 reviews)
"Property was very clean and a beautiful place to stay."
United States
Freo
The price is CA $262
CA $324 total
includes taxes & fees
Nov 16 - Nov 17
Bluebeard's Castle Resort

18. 1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level

1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level
St Thomas
9.8 out of 10, Exceptional, (160 reviews)
"Perfect room for our vacation! Close enough to the sapphire beach restaurant and pool but far enough away to still be quiet at night. "
United States
Michelle M.
The price is CA $320
CA $794 total
includes taxes & fees
Oct 31 - Nov 1
1BR Oceanfront Sapphire Beach, LOCATION, LOCATION, B-106 Beach level

19. Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (45 reviews)
"Clean room, AC worked great, pool is very close. Overall, a really cool place to stay."
United States
Michael
The price is CA $166
CA $406 total
includes taxes & fees
Oct 18 - Oct 19
Sophisticated Beach Condo-Ocean View-Sapphire

20. Luxurious Beachfront Condo: September-December Savings — Paradise at your toes

Luxurious Beachfront Condo: September-December Savings — Paradise at your toes
St Thomas
9.8 out of 10, Exceptional, (260 reviews)
"We loved this condo and its location. I don't think there is a better location on the entire property. It met our needs for the 3 of us. We loved the full kitchen and cooked many meals ourselves. Michelle was always quick to respond to our needs. We would highly recommend this condo for your stay at Sapphire Beach."
United States
Nancy B.
The price is CA $302
CA $651 total
includes taxes & fees
Nov 9 - Nov 10
Luxurious Beachfront Condo: September-December Savings — Paradise at your toes
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

Find out more about Estate Mount Pleasant and Retreat

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . Seeing all the best attractions is bound to make you fall in love with Estate Mount Pleasant and Retreat. Who knows, you may even be tempted to extend your vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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.