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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. 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 $123
CA $250 total
includes taxes & fees
Aug 31 - Sep 1
Flamingo Grove Glamping Site with AC

2. 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, (200 reviews)
"We LOVED our stay and would recommend it to anyone going to St. Thomas. The location was unbeatable, and the property was equipped with everything we needed and more!"
United States
Alessandra C.
The price is CA $83
CA $337 total
includes taxes & fees
Sep 26 - Sep 27
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!

3. 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 $268
CA $494 total
includes taxes & fees
Sep 3 - Sep 4
Lameshur Cottage's Guest House

4. 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
9.8 out of 10, Exceptional, (200 reviews)
"Great stay! Easy to check in, communicate with host, perfect location!"
United States
Sarah L.
The price is CA $42
CA $328 total
includes taxes & fees
Aug 31 - Sep 1
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!

5. 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 $686
CA $1,018 total
includes taxes & fees
Aug 31 - Sep 1
Suite St. John at Gallows Point Resort

6. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (38 reviews)
"Such an amazing place to stay at St. Johns. Very clean, comfortable and cool. Balcony was exceptional and they had snorkeling gear which was so cool! Will definitely return. This was our 2nd time at st . John's"
United States
Angelo
The price is CA $130
CA $708 total
includes taxes & fees
Aug 31 - Sep 1
Villa Island Paradise

7. 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, (253 reviews)
"Had a great stay! Love how close we are to the beach and restaurants."
United States
Kadie H.
The price is CA $83
CA $340 total
includes taxes & fees
Sep 3 - Sep 4
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

8. 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, (237 reviews)
"Great location. "
United States
Carolyn W.
The price is CA $150
CA $346 total
includes taxes & fees
Sep 3 - Sep 4
The Captain and the Mermaid - Adventures in Paradise are waiting!

9. 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, (82 reviews)
"Amazing host and great property!"
United States
Stephanie K.
The price is CA $183
CA $326 total
includes taxes & fees
Aug 31 - Sep 1
Cozy Island Studio-5 Mins to Cruz Bay & Beaches

10. Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter
8.2 out of 10, Very good, (21 reviews)
"Outstanding view from the villa"
United States
Thomas
The price is CA $866
CA $1,208 total
includes taxes & fees
Aug 31 - Sep 1
Peter Bay Gatehouse

11. The Mermaid's Pearl at Sapphire Beach

The Mermaid's Pearl at Sapphire Beach
St. Thomas
9.8 out of 10, Exceptional, (163 reviews)
The price is CA $154
CA $368 total
includes taxes & fees
Aug 30 - Aug 31
The Mermaid's Pearl at Sapphire Beach

12. 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, (29 reviews)
"get ready to enjoy amazing views, bring your silky robe with which to enjoy the amazing breeze, very private deck, quiet and peaceful, feel like you are in a historic building with amazing architecture, great nights sleep, gorgeous views, wonderful costumer service with property manager, don't think twice book this villa"
United States
Tara C.
The price is CA $824
CA $1,450 total
includes taxes & fees
Aug 31 - Sep 1
The Peter Bay 1BR Honeymoon Suite at St. John's Most Prestigious Address

13. Turtle Nest Family Glamping Site with AC

Turtle Nest Family Glamping Site with AC
St John
10.0 out of 10, Exceptional, (39 reviews)
"Wonderful property and a fun experience! Would stay again."
United States
Carlee D.
The price is CA $220
CA $396 total
includes taxes & fees
Aug 31 - Sep 1
Turtle Nest Family Glamping Site with AC

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, (95 reviews)
"Great location! The beach chairs and cooler were a nice bonus. The resort has a nice pool -- small, but clean and with several chairs and a restroom/changing room. Would definitely stay here again. "
United States
Steph M.
The price is CA $137
CA $327 total
includes taxes & fees
Sep 1 - Sep 2
Sapphire Village Large Studio/ WiFi /No Excess Owner Fees #312

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, (503 reviews)
"We had a good stay at the Westin in St. John. Service is slow in the resort other than that everything else was good."
United States
Rituparna
The price is CA $486
CA $547 total
includes taxes & fees
Sep 14 - Sep 15
The Westin St. John Resort Villas

16. 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 $187
CA $393 total
includes taxes & fees
Sep 1 - Sep 2
Breathtaking Views from Sapphire Village II

17. The Breeze

The Breeze
2.0 star property
ST Thomas
The price is CA $178
CA $1,035 total
includes taxes & fees
Sep 29 - Sep 30
The Breeze

18. Premium Oceanfront Sapphire Beach Resort & Marina

Premium Oceanfront Sapphire Beach Resort & Marina
st thomas
8.8 out of 10, Excellent, (51 reviews)
"Room very clean, bed super soft and sheets very clean. Plenty of towels. Great property."
United States
Jason W.
The price is CA $173
CA $455 total
includes taxes & fees
Aug 31 - Sep 1
Premium Oceanfront Sapphire Beach Resort & Marina

19. Hidden Hilltop Treasure

Hidden Hilltop Treasure
Charlotte Amalie
9.8 out of 10, Exceptional, (46 reviews)
"Home was nice. "
United States
Anna L.
The price is CA $143
CA $244 total
includes taxes & fees
Aug 31 - Sep 1
Hidden Hilltop Treasure

20. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (775 reviews)
"Beautiful property our family loved our stay here"
United States
Tricia
The price is CA $256
CA $316 total
includes taxes & fees
Sep 27 - Sep 28
Bluebeard's Castle Resort
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?

Secluded Oceanfront Villa with pool and incredible view! Welcome to Paradise!: This vacation home rental outside of Estate Mount Pleasant and Retreat is located on the beach and has a balcony, a private yard, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

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 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.