Estate Smith Bay Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Estate Smith Bay vacation rentals

Interior

Saint Thomas Condo w/ Ocean Views, Walk to Beach!

Saint Thomas Condo w/ Ocean Views, Walk to Beach!
3.0 star property
St. Thomas
6.0 out of 10, (2 reviews)
"The bed in this unit is a double, and the mattress was soft and caused us to move to the “deep valley”. We were very happy that our stay was 2 nights and not 10! "
United States
george
The price is P7,290
P19,528 total
includes taxes & fees
Apr 15 - Apr 16
Saint Thomas Condo w/ Ocean Views, Walk to Beach!
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, (854 reviews)
"Excellent stay resort was perfectly located "
United States
andrew
The price is P5,885
P7,209 total
includes taxes & fees
May 7 - May 8
Flamboyan on the Bay Resort and Villas
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, (100 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 P34,358
P49,334 total
includes taxes & fees
Apr 29 - Apr 30
Suite St. John at Gallows Point Resort
Outdoor pool, cabanas (surcharge), sun 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, (476 reviews)
"Very nice property. Grocery store within 10 minute walk was very convenient. "
United States
Edward
The price is P43,732
P49,199 total
includes taxes & fees
May 3 - May 4
The Westin St. John Resort Villas
Terrace/patio

Shibui Cove

Shibui Cove
2.0 star property
St. Thomas
6.6 out of 10, (4 reviews)
"I had a great stay here. The view was absolutely stunning. Being up on the side of the mountain was great. Very private but less than 5 min away from town. I will definitely stay again. "
United States
Adam R
The price is P11,293
P22,797 total
includes taxes & fees
Apr 13 - Apr 14
Shibui Cove
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 P36,569
P73,304 total
includes taxes & fees
Apr 15 - Apr 16
St Thomas Cliffside Villa With Pool & Hot Tub!
On the beach, snorkeling

Marriott's Frenchman's Cove

Marriott's Frenchman's Cove
4.0 star property
St. Thomas
9.0 out of 10, Wonderful, (196 reviews)
"Beautiful pool and beach. Great view from the villa. "
United States
Daniel
The price is P51,531
P57,972 total
includes taxes & fees
May 5 - May 6
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, (19 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 P44,692
P52,513 total
includes taxes & fees
May 6 - May 7
Peter Bay Gatehouse
Balcony

Villa Indigo 1BR in Private Gated Estate

Villa Indigo 1BR in Private Gated Estate
3.5 star property
St. Thomas
9.0 out of 10, Wonderful, (31 reviews)
"It was great, clean apartment and definitely recommend going again or booking in the future."
United States
John
The price is P13,020
P21,924 total
includes taxes & fees
Apr 19 - Apr 20
Villa Indigo 1BR in Private Gated Estate
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 P13,988
P24,699 total
includes taxes & fees
Apr 18 - Apr 19
The Landmark Apartment
Aerial view

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
8.8 out of 10, Excellent, (22 reviews)
"Everything was clean and well appointed."
United States
Josh
The price is P6,449
P39,939 total
includes taxes & fees
Apr 29 - Apr 30
Villa Island Paradise
1 bedroom, Egyptian cotton sheets, premium bedding, down comforters

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 P13,391
P23,843 total
includes taxes & fees
Apr 22 - Apr 23
Aqua
2 bedrooms, premium bedding, down comforters, pillowtop 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 P14,466
P25,190 total
includes taxes & fees
Apr 17 - Apr 18
The Cottage at Villa Indigo
Terrace/patio

Little Indigo Apartments

Little Indigo Apartments
3.5 star property
St. Thomas
8.2 out of 10, Very Good, (25 reviews)
"Kitchen utensils were basic but got the job done! "
United States
Jackson
The price is P10,164
P18,426 total
includes taxes & fees
Apr 19 - Apr 20
Little Indigo Apartments
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

Point Pleasant Resort

Point Pleasant Resort

10/10 Excellent
"The kitchen had everything needed. Great location. Close to Red hook ferry, groceries, beaches. Clean."
Sarabeth 5-night trip
Posted 15 hours ago
Point Pleasant Resort

Find out more about Estate Smith Bay

Search for holiday rentals in Estate Smith Bay on Expedia! You can easily find your home rentals, villas, holiday apartments in Estate Smith Bay using one of the methods below:

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Look no further and take a look at our great range of rental properties in Estate Smith Bay!

Frequently asked questions

Can I find a vacation rental in Estate Smith Bay?

Yes, we offer vacation rentals close to well known points of interest in Estate Smith Bay, or you can go with a more secluded option if you're looking for relaxation.

What's the top vacation rental in Estate Smith Bay?

The Cottage at Villa Indigo: You might want to consider this vacation home rental near Estate Smith Bay, which is located in the mountains and offers a private yard, Netflix, and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave.

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

With 8 Expedia vacation rentals, you're sure 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 vacation rental in Estate Smith Bay like?

A vacation rental is a private property you can book for a long or short time in Estate Smith Bay. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for a family trip.