Photo by Kirk & Lynn

Estate Smith Bay holiday rentals

We found 3,795 holiday rentals — enter your dates for availability
Discover a selection of 51 apartments, 345 flats and other holiday rentals in Estate Smith Bay that are perfect for your trip. Holiday rentals provide the best amenities for you and your friends, family or even pets, such as parking and a pool. What you'll find is a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Estate Smith Bay

Showing deals for:1 Jan - 8 Jan

Living area
Beach
Spacious balcony with amzing ocean view
Living area
Exceptional
(19 reviews)

Playcation in Paradise villa with endless water view

St. Thomas

12% off
AU$8,608
for 7 nights, 1 home
AU$1,230 per night
includes taxes & fees
Playcation in Paradise villa with endless water view
Interior
Our coconut tree. We have seen giant barracuda, eagle rays, sting rays, turtles
Dining
Living area
Exceptional
(36 reviews)

SPECIAL PRICING! !!

St. Thomas

8% off
AU$6,393
for 7 nights, 1 villa
AU$913 per night
includes taxes & fees
SPECIAL PRICING! !!
Living area
Relax in a spacious open-concept living area with island charm.
Skip the rental counter. Our Jeep Wrangler can be waiting for you.
Gather around this inviting dining table with vibrant island touches.
Exceptional
(5 reviews)

Island Oasis Near Magens Bay Beach• Backup Power

St. Thomas

7% off
AU$3,522
for 7 nights, 1 home
AU$503 per night
includes taxes & fees
Island Oasis Near Magens Bay Beach• Backup Power
Private kitchen
Pool
Room
Property grounds
Exceptional
(47 reviews)

Breathtaking Panoramic Views of the British Virgin Islands from hot tub & pool!

St. John

6% off
AU$5,651
for 7 nights, 1 home
AU$807 per night
includes taxes & fees
Breathtaking Panoramic Views of the British Virgin Islands from hot tub & pool!
Hummingbirds flock these flowers
From the balcony
Fully equipped kitchen
Overlooking the ocean
Exceptional
(41 reviews)

Affordable, oceanfront and walk to private beach gem

St. Thomas

8% off
AU$3,771
for 7 nights, 1 apartment
AU$539 per night
includes taxes & fees
Affordable, oceanfront and walk to private beach gem
View from patio
View from patio never gets old...you hear the waves at all times.
Newly furnished and freshly painted studio right on the ocean.
Swimming in the pool and listening to the waves...the perfect relaxing afternoon
Exceptional
(30 reviews)

CHECK OUT THE VIEW! Fantastic Affordable Oceanfront Studio - Listen to the Waves

St. Thomas

8% off
AU$2,633
for 7 nights, 1 apartment
AU$376 per night
includes taxes & fees
CHECK OUT THE VIEW! Fantastic Affordable Oceanfront Studio - Listen to the Waves
Exterior detail
Exterior
Interior
Interior
Exceptional
(19 reviews)

Modern Cozy Studio 🎨 Shopping 🛍Historical 10 minute drive to 🏖

St. Thomas

7% off
AU$1,916
for 7 nights, 1 apartment
AU$274 per night
includes taxes & fees
Modern Cozy Studio 🎨 Shopping 🛍Historical 10 minute drive to 🏖
Socially distant beach bar food menu and pickup area
Pool
Socially distancing beach bar area for taking a drink or lunch to the beach
The patio and beach right in front of you!
Exceptional
(65 reviews)

Beach, Bed and Beyond! WiFi included , New Tiled Shower!

St. Thomas

9% off
AU$4,178
for 7 nights, 1 apartment
AU$597 per night
includes taxes & fees
Beach, Bed and Beyond! WiFi included , New Tiled Shower!
Living area
Outdoor dining
Property grounds
Interior
Exceptional
(5 reviews)

The Ampersand Garden Villa: Romantic, Artful Luxury

St. Thomas

13% off
AU$4,987
for 7 nights, 1 villa
AU$712 per night
includes taxes & fees
The Ampersand Garden Villa: Romantic, Artful Luxury
Terrace/patio
Exterior detail
Exceptional
(12 reviews)

Luxe Loft ❤️ of Downtown AC WiFi 5 minute 🚶🏽‍♀️to beautiful waterfront 🚤

St. Thomas

7% off
AU$2,480
for 7 nights, 1 home
AU$354 per night
includes taxes & fees
Luxe Loft ❤️ of Downtown AC WiFi 5 minute 🚶🏽‍♀️to beautiful waterfront 🚤
Room
Pool
Outdoor dining
Living area
Exceptional
(5 reviews)

Changes in Latitude 18.3 spacious Mahogany Run condo with ocean views.

St. Thomas

8% off
AU$4,271
for 7 nights, 1 apartment
AU$610 per night
includes taxes & fees
Changes in Latitude 18.3 spacious Mahogany Run condo with ocean views.

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Estate Smith Bay getaway

Learn about the unique charm of Estate Smith Bay with a stay in a holiday home rental. This city has something for everyone. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Estate Smith Bay

Are you searching for attractions to see in the city? Venture out of your cosy holiday rental and check out everything that Estate Smith Bay has to offer. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Mahogany Run Golf Course (3.2 mi / 5.1 km)
  • The Self Centre (5 mi / 8.1 km)

Exploring the natural landscape of Estate Smith Bay

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Estate Smith Bay is a great place to spend some time outside. These are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Sapphire Beach (0.9 mi / 1.4 km)
  • Lindquist Beach (0.3 mi / 0.6 km)
  • Wyndham Sugar Bay Beach (0.5 mi / 0.9 km)
  • Coki Point Beach (0.9 mi / 1.4 km)
  • Secret Harbour Beach (1.4 mi / 2.3 km)
  • Secret Harbor (1.5 mi / 2.5 km)

Transport options to and around Estate Smith Bay

Fly into St. Thomas (SPB-St. Thomas Seaplane Base), the closest airport, located 5.1 mi (8.3 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into St. Thomas (STT-Cyril E. King), which is 7.2 mi (11.5 km) away.

Frequently asked questions

What is the best area to stay in Estate Smith Bay when booking a holiday rental?
When considering the best area to stay in Estate Smith Bay, the vibrant neighbourhood of Smith Bay itself stands out as an excellent choice for holiday rentals. This area boasts a mix of stunning beachfront properties and charming villas, providing a variety of options for visitors. One of the top attractions nearby is the picturesque Sapphire Beach, which is renowned for its crystal-clear waters and excellent snorkelling opportunities. Additionally, the nearby Red Hook offers a lively option with a selection of restaurants, bars, and shops, making it a great spot for evening entertainment.Staying in Smith Bay allows you to enjoy both relaxation and adventure, as you can easily access various water sports and excursions.
What are the top attractions in Estate Smith Bay?
In Estate Smith Bay, visitors can enjoy the stunning natural beauty of the U.S. Virgin Islands. One of the main attractions is Smith Bay Park, which offers beautiful beaches and clear waters superb for swimming and snorkelling. Nearby, the popular Sapphire Beach is known for its picturesque views and water sports, making it a great spot for sunbathing and relaxation.For those interested in local culture, the area provides easy access to Charlotte Amalie, the capital of St. Thomas, where you can explore historic sites such as Fort Christian and the vibrant local markets. Additionally, the nearby Coral World Ocean Park offers a unique opportunity to learn about marine life and engage in interactive experiences.The surrounding areas also feature opportunities for hiking and exploring the island's lush landscapes, with trails leading to scenic viewpoints.
Are all fees included in the Estate Smith Bay holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Estate Smith Bay holiday homes with parking?
Stayz offers a wide selection of holiday homes in Estate Smith Bay with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Estate Smith Bay holiday homes?
You can find great discounts on holiday homes in Estate Smith Bay on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Estate Smith Bay holiday home booking on Stayz?
To find Estate Smith Bay holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Estate Smith Bay?
A long-stay holiday home in Estate Smith Bay is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Estate Smith Bay holiday home?
Book your Estate Smith Bay holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Estate Smith Bay?
Prices for holiday homes in Estate Smith Bay vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Estate Smith Bay to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.