Vacation Rentals in Southside

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Our top choices for Southside vacation rentals

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
$859 nightly
The price is $966
May 3 - May 4
Total with taxes and fees
Marriott's Frenchman's Cove

Aqua

Aqua
3.0 star property
St. Thomas
9.8 out of 10, Exceptional, (6 reviews)
"Comfortable and beautiful area"
United States
Paola
$354 nightly
The price is $383
Apr 13 - Apr 14
Total with taxes and fees
Aqua

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, (855 reviews)
"Excellent stay resort was perfectly located "
United States
andrew
$98 nightly
The price is $109
May 7 - May 8
Total with taxes and fees
Flamboyan on the Bay Resort and Villas

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, (477 reviews)
"Very nice property. Grocery store within 10 minute walk was very convenient. "
United States
Edward
$620 nightly
The price is $698
May 3 - May 4
Total with taxes and fees
The Westin St. John Resort Villas

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
$754 nightly
The price is $826
Apr 27 - Apr 28
Total with taxes and fees
Suite St. John at Gallows Point Resort

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
$332 nightly
The price is $359
Apr 20 - Apr 21
Total with taxes and fees
Villa Indigo 1BR in Private Gated Estate

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
$598 nightly
The price is $666
Apr 29 - Apr 30
Total with taxes and fees
Villa Island Paradise

St Thomas Cliffside Villa With Pool & Hot Tub!

St Thomas Cliffside Villa With Pool & Hot Tub!
3.5 star property
St. Thomas
$1,104 nightly
The price is $1,227
Apr 16 - Apr 17
Total with taxes and fees
St Thomas Cliffside Villa With Pool & Hot Tub!

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
$363 nightly
The price is $390
Apr 14 - Apr 15
Total with taxes and fees
The Landmark Apartment

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
$287 nightly
The price is $308
Apr 19 - Apr 20
Total with taxes and fees
Little Indigo Apartments

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
$378 nightly
The price is $407
Apr 16 - Apr 17
Total with taxes and fees
The Cottage at Villa Indigo

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
$782 nightly
The price is $875
May 6 - May 7
Total with taxes and fees
Peter Bay Gatehouse

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
$320 nightly
The price is $358
May 11 - May 12
Total with taxes and fees
Shibui Cove

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
$296 nightly
The price is $327
Apr 15 - Apr 16
Total with taxes and fees
Saint Thomas Condo w/ Ocean Views, Walk to Beach!
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 Southside Hotel Reviews

Find out more about Southside

Discover your perfect Southside vacation rental with Expedia

How many vacation rentals are available in Southside?


Expedia has plenty of vacation rentals to choose from in and around  Southside, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Southside?


The selection of Southside vacation rentals we have selected for you start as low as $109 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Southside?


Vacation rentals in Southside come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Southside vacation rentals to suit everyone. 


Why should I choose a vacation rental in Southside?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Southside vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Southside?


Find vacation rentals in Southside by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Southside.  


What amenities are available in a vacation rental in Southside?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Southside vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Southside?   


Everytime is a great time to head to Southside! Staying in a Southside vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Southside. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Southside vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Southside, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Southside vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.  


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