A beach with kayaks and a clear blue sea.

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Check prices for these dates

In two weeks
25 Sep - 27 Sep
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Estate Smith Bay holiday rentals

Exterior

1. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (829 reviews)
"Very beautiful place to stay and peaceful"
United States
Luis
The price is 4.782.649 ₫
5.918.528 ₫ total
includes taxes & fees
10 Oct - 11 Oct
Bluebeard's Castle Resort
Luxury Suite Ocean View Upper 15D | View from room

2. 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 12.829.410 ₫
19.042.473 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Suite St. John at Gallows Point Resort
Outdoor pool, pool cabanas (surcharge), pool loungers

3. 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, (506 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 9.097.218 ₫
10.234.383 ₫ total
includes taxes & fees
25 Sept - 26 Sept
The Westin St. John Resort Villas
Beach nearby, snorkelling

4. Marriott's Frenchman's Cove

Marriott's Frenchman's Cove
4.0 star property
St. Thomas
9.0 out of 10, Wonderful, (207 reviews)
"The property is well maintained and comfortable. Our family enjoyed the private beach and the pool. The one on-site restaurant serves a variety of good food."
United States
Cathryn
The price is 16.302.422 ₫
18.340.224 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Marriott's Frenchman's Cove
City Apartment, 3 Bedrooms, Kitchen, City View | Living room | 45-inch TV with digital channels, Netflix, Hulu

5. The Landmark Apartment

The Landmark Apartment
2.5 star property
St. Thomas
8.6 out of 10, Excellent, (18 reviews)
"Wonderful place to stay and Ali the cab driver was also amazing "
United States
Eileen
The price is 5.763.904 ₫
10.372.092 ₫ total
includes taxes & fees
13 Sept - 14 Sept
The Landmark Apartment
Deluxe Apartment | Balcony

6. Villa Indigo 1BR in Private Gated Estate

Villa Indigo 1BR in Private Gated Estate
3.5 star property
St. Thomas
8.8 out of 10, Excellent, (33 reviews)
"Excellent place"
United States
Trent
The price is 5.364.909 ₫
9.230.875 ₫ total
includes taxes & fees
14 Sept - 15 Sept
Villa Indigo 1BR in Private Gated Estate
Luxury Apartment, 1 Bedroom, Sea Facing | 1 bedroom, Egyptian cotton sheets, premium bedding, down duvets

7. Aqua

Aqua
3.0 star property
St. Thomas
9.4 out of 10, Exceptional, (8 reviews)
"Comfortable and beautiful area"
United States
Paola
The price is 5.808.224 ₫
10.420.948 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Aqua
Family Apartment, Ocean View | Terrace/patio

8. The Perch at Hawk Hill

The Perch at Hawk Hill
2.0 star property
St. Thomas
The price is 4.461.346 ₫
8.906.715 ₫ total
includes taxes & fees
14 Sept - 15 Sept
The Perch at Hawk Hill
Deluxe House, Ocean View | Living area

9. The Breeze

The Breeze
2.0 star property
ST Thomas
The price is 3.409.124 ₫
19.386.064 ₫ total
includes taxes & fees
14 Sept - 15 Sept
The Breeze
Panoramic Apartment, 2 Bedrooms, Harbor View, Sea Facing, Apt#3 | Terrace/patio

10. Little Indigo Apartments

Little Indigo Apartments
3.5 star property
St. Thomas
7.8 out of 10, Good, (30 reviews)
"The apartment had an amazing view. It was clean and well prepared prior to our arrival. I look forward to our next visit."
United States
Lynda
The price is 4.408.652 ₫
8.047.506 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Little Indigo Apartments
Aerial view

11. Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (41 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 1.260.522 ₫
11.765.108 ₫ total
includes taxes & fees
29 Sept - 30 Sept
Villa Island Paradise
Villa (3 Bedrooms) | Interior

12. St Thomas Cliffside Villa With Pool & Hot Tub!

St Thomas Cliffside Villa With Pool & Hot Tub!
3.5 star property
St. Thomas
The price is 16.587.520 ₫
29.361.465 ₫ total
includes taxes & fees
16 Sept - 17 Sept
St Thomas Cliffside Villa With Pool & Hot Tub!
Cottage | 2 bedrooms, premium bedding, down duvets, pillow-top beds

13. 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 6.974.534 ₫
11.870.736 ₫ total
includes taxes & fees
13 Sept - 14 Sept
The Cottage at Villa Indigo
Terrace/patio

14. Shibui Cove

Shibui Cove
2.0 star property
St. Thomas
7.4 out of 10, Good, (6 reviews)
"Not everything was operational in the apt. Lights/fans etc. but was an awesome place to stay."
United States
William Eric
The price is 1.890.827 ₫
6.227.599 ₫ total
includes taxes & fees
16 Sept - 17 Sept
Shibui Cove
Luxury Penthouse | Balcony view

15. 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 16.198.750 ₫
22.597.386 ₫ total
includes taxes & fees
19 Sept - 20 Sept
Peter Bay Gatehouse
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 Smith Bay Hotel Reviews

Crystal Cove Beachfront Pool Tennis

Crystal Cove Beachfront Pool Tennis

8/10 Good
"The property is right on the beach Beautiful water/sand The beach itself had lots of sargassum which was not regularly removed Did not have service on beach Instead have to go and order at bar Also no table service , which I found irksome You order food at bar and bartender places order and then brings you a paper bag with your food .hmmm. The condo itself was huge amazing Had a washer/dryer which was really nice Excellent easy instructions for checking in"
Leslie A 7-night trip
Posted 3 hours ago
Crystal Cove Beachfront Pool Tennis

Frequently asked questions

Can I find a holiday rental in Estate Smith Bay?

Yes, there are holiday rentals close to the most popular sights in Estate Smith Bay, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals will I find in Estate Smith Bay?

With 7 Expedia holiday rentals, you're guaranteed to find just the right place for your Estate Smith Bay stay.

What’s there to see and do in Estate Smith Bay?

Sapphire Beach and Lindquist Beach are a couple of lovely local spots to get outside and enjoy nature. While here, Wyndham Sugar Bay Beach and Cabes Point are other places worth a visit.

What’s a holiday rental in Estate Smith Bay like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Estate Smith Bay. Holiday rentals provide amenities like kitchens and laundry facilities 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 safety away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a family trip.