Estate Smith Bay Holiday Rentals

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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sept - 13 Sept

Our top choices for Estate Smith Bay holiday rentals

Exterior

Flamboyan on the Bay Resort and Villas

Flamboyan on the Bay Resort and Villas
3.5 star property
St. Thomas
8.6 out of 10, Excellent, (883 reviews)
"Nice and quiet place to relax near Megan beach."
United States
Israel
The price is S$138
includes taxes & fees
4 Jun - 5 Jun
Flamboyan on the Bay Resort and Villas
Interior

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 S$1,570
includes taxes & fees
4 Jun - 5 Jun
St Thomas Cliffside Villa With Pool & Hot Tub!
Balcony

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)
"It was great, clean apartment and definitely recommend going again or booking in the future."
United States
John
The price is S$436
includes taxes & fees
1 Jun - 2 Jun
Villa Indigo 1BR in Private Gated Estate
Free WiFi

The Perch at Hawk Hill

The Perch at Hawk Hill
2.0 star property
St. Thomas
The price is S$562
includes taxes & fees
25 May - 26 May
The Perch at Hawk Hill
View from room

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, (101 reviews)
"Beautiful property, with unbelievable views! Easy walk to town! Staff was friendly and helpful! Would absolutely stay here again! "
United States
Kristen
The price is S$1,057
includes taxes & fees
25 May - 26 May
Suite St. John at Gallows Point Resort
Living room

The Landmark Apartment

The Landmark Apartment
2.5 star property
St. Thomas
9.0 out of 10, Wonderful, (17 reviews)
"Yes it was very clean and staff was very helpful"
United States
Fran
The price is S$516
includes taxes & fees
25 May - 26 May
The Landmark Apartment
2 bedrooms, premium bedding, down duvets, pillow-top beds

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 S$582
includes taxes & fees
25 May - 26 May
The Cottage at Villa Indigo
Outdoor pool, pool cabanas (surcharge), pool loungers

The Westin St. John Resort Villas

The Westin St. John Resort Villas
4.5 star property
St. John
8.2 out of 10, Very good, (488 reviews)
"Excellent place for families "
United States
Laura
The price is S$1,050
includes taxes & fees
31 May - 1 Jun
The Westin St. John Resort Villas
1 bedroom, Egyptian cotton sheets, premium bedding, down duvets

Aqua

Aqua
3.0 star property
St. Thomas
9.8 out of 10, Exceptional, (6 reviews)
"Comfortable and beautiful area"
United States
Paola
The price is S$460
includes taxes & fees
30 May - 31 May
Aqua
Terrace/patio

Little Indigo Apartments

Little Indigo Apartments
3.5 star property
St. Thomas
8.0 out of 10, Very good, (28 reviews)
"Kitchen utensils were basic but got the job done! "
United States
Jackson
The price is S$387
includes taxes & fees
1 Jun - 2 Jun
Little Indigo Apartments
On the beach, snorkelling

Marriott's Frenchman's Cove

Marriott's Frenchman's Cove
4.0 star property
St. Thomas
9.0 out of 10, Wonderful, (197 reviews)
"Everything was great. Check in area was a bit clunky with traffic and parking, but it was a weekend and lots of people. "
United States
Remmie
The price is S$1,208
includes taxes & fees
23 Jun - 24 Jun
Marriott's Frenchman's Cove
Balcony view

Peter Bay Gatehouse

Peter Bay Gatehouse
4.0 star property
Maho Bay Quarter
8.4 out of 10, Very good, (20 reviews)
"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 S$1,343
includes taxes & fees
25 May - 26 May
Peter Bay Gatehouse
Outdoor pool

Sunset Ridge Villas Unit D

Sunset Ridge Villas Unit D
3.5 star property
St. John
9.4 out of 10, Exceptional, (3 reviews)
"This property was excellent especially for us a family of 4 with teenage kids. The space was great and the location was easy enough to get to. The amenities were excellent, from a fully outfitted kitchen to great beach resources such as chairs, cooler & snorkel equipment. "
United States
Jessica
The price is S$1,072
includes taxes & fees
6 Jun - 7 Jun
Sunset Ridge Villas Unit D
Aerial view

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (30 reviews)
"Beautiful location with stunning views and a peaceful atmosphere. The room was clean and comfortable, and the staff was friendly and helpful throughout the stay. Great option for a relaxing getaway in St. John."
United States
Quoc Phong Eric
The price is S$739
includes taxes & fees
26 May - 27 May
Villa Island Paradise
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

View of Paradise at Sapphire Beach

View of Paradise at Sapphire Beach

10/10 Excellent
"We stayed in room A104. The room was beautiful, clean and comfortable. The beach was steps from our patio, and there are restaurants and a beach bar, all within walking distance. We hated to leave."
Dorothy Elizabeth 7-night trip
Posted 2 days ago
View of Paradise at Sapphire Beach

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 8 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.