Vacation Rentals in Southside

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Our top choices for Southside vacation rentals

Apartment in St Thomas

Paradise near Limetree Beach
9.6 out of 10, Exceptional, (13)
"This stay was very nice, the view was amazing,"
United States
Brandon r.
$257 nightly
The price is $257
Jan 9 - Jan 10
Total with taxes and fees
Paradise near Limetree Beach
9.8 out of 10, Exceptional, (17)
"Great location and a very nice 1BR condo overlooking the ocean. We walked to nearby spots for food and drinks. Really liked this place and would stay again. "
United States
David
$353 nightly
The price is $392
Jan 8 - Jan 9
Total with taxes and fees
Oceanfront Condo with Balcony, Pool & Fast Wi-Fi – Near Red Hook
10.0 out of 10, Exceptional, (84)
"The apartment was great. The view was amazing! Very comfortable. Would definitely stay again!!!"
United States
Dawn C.
$641 nightly
The price is $674
Jan 20 - Jan 21
Total with taxes and fees
Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa
8.6 out of 10, Excellent, (11)
"The villa was perfect for my family and I. We had plenty of room. It was very convenient for us. We had doubts at first but once we entered the villa it was very nice. Thank you to Amanda and her team. We will be back to visit!!"
United States
Resa S.
$620 nightly
The price is $688
Jan 26 - Jan 27
Total with taxes and fees
Beautifully Renovated 3 Bedroom Home with 2 Bathrooms Centrally Located
$537 nightly
The price is $537
Jan 13 - Jan 14
Total with taxes and fees
Klarissa’s by The Sea by Villa Sunbeam.

Vacation Home in St Thomas

(Group Villa) Eagles Nest by the Beach
10.0 out of 10, Exceptional, (4)
"The home is divided into several apartments, and we used three of them. They were all clean, good beds and plenty of space for our group of twelve. Our host, Albert, was very attentive and helpful. We hired him to drive us throughout our stay and it was perfect, much easier than renting a car."
United States
Jeannie S.
$800 nightly
The price is $800
Jan 12 - Jan 13
Total with taxes and fees
(Group Villa) Eagles Nest by the Beach

Condo resort in St. Thomas

Marriott's Frenchman's Cove
4.0 star property
9.0 out of 10, Wonderful, (189)
"the view was amazing… the room was perfect and very clean! Highly recommend! "
United States
Ron
$1,019 nightly
The price is $1,146
Jan 11 - Jan 12
Total with taxes and fees
Marriott's Frenchman's Cove
10.0 out of 10, Exceptional, (25)
"The location is amazing, the space was clean, and the kitchen area, shower, and snorkeling/beach gear were much appreciated!"
United States
Ann
$231 nightly
The price is $249
Jan 12 - Jan 13
Total with taxes and fees
Lameshur Bay Glamping Site with AC
$232 nightly
The price is $250
Jan 10 - Jan 11
Total with taxes and fees
Salt Pond Bay Glamping Site With AC
10.0 out of 10, Exceptional, (32)
"Thoughtful to have bug swatters, dart boards, honor system drinks/snacks, sunscreen/bug spray. Couches/chairs/hammocks decks were great and Frisbee golf hole/discs!"
United States
Kelly
$299 nightly
The price is $323
Jan 12 - Jan 13
Total with taxes and fees
Family Glamping Site with AC
10.0 out of 10, Exceptional, (135)
"Absolutely would stay here again. We had zero issues with our stay. "
United States
Mark P.
$417 nightly
The price is $450
Jan 25 - Jan 26
Total with taxes and fees
Lameshur Cottage's Guest House

Condo resort in St. Thomas

Flamboyan on the Bay Resort and Villas
3.5 star property
8.6 out of 10, Excellent, (809)
"location nice pool "
United States
Gary
$147 nightly
The price is $164
Jan 12 - Jan 13
Total with taxes and fees
Flamboyan on the Bay Resort and Villas
10.0 out of 10, Exceptional, (22)
"My husband and I stayed here shortly after getting married on Island. It was perfect for the two of us! Very clean, beautiful views and Sally’s directions were perfect. We have stayed on Coral Bay several times and this was one of our favorites! "
United States
Charity B.
$573 nightly
The price is $636
Jan 31 - Feb 1
Total with taxes and fees
Penthouse Views Full AC Coral Bay St John, Easy drive restaurants, bars, beaches

Villa in St. John

Villa Island Paradise
4.0 star property
8.0 out of 10, Very Good, (11)
"We appreciated the beach chairs and cooler available for our use."
United States
Amber
$649 nightly
The price is $722
Jan 11 - Jan 12
Total with taxes and fees
Villa Island Paradise
9.4 out of 10, Exceptional, (223)
"Clean, quiet, convenient location. Perfect stay!!!"
United States
Glenda
$227 nightly
The price is $233
Jan 31 - Feb 1
Total with taxes and fees
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
10.0 out of 10, Exceptional, (32)
"A great place for a weekend getaway"
United States
Gregory K.
$605 nightly
The price is $652
Jan 16 - Jan 17
Total with taxes and fees
Colorful Caribbean Cottage • King Bed, Pool, Lush Garden Views
9.6 out of 10, Exceptional, (154)
"Condo was everything it was advertised to be - Sudi’s was the cherry on top"
United States
John A.
$290 nightly
The price is $300
Jan 20 - Jan 21
Total with taxes and fees
Amazing new/modern condo-Walk to beach, Marina and pools. Red Hook/bars near by!
9.6 out of 10, Exceptional, (180)
"This room was absolutely perfect for my stay in St Thomas. It had everything I needed and was convenient to all the places I had to visit during my stay. A short walk to the beach, plenty of very good on site restaurants, nice pools, incredible views every day. As far as the room the bed was comfortable. It had a nice big TV, small kitchen with big frig, blender and Pod Coffee maker. I liked that they even supplied snorkeling gear, coolers, beach chairs, sunscreen lotion, bug spray, aloe and...
United States
Paul
$274 nightly
The price is $285
Feb 1 - Feb 2
Total with taxes and fees
Renovated/new condo-Walk to Beach, Marina, Pools. Red Hook, Ferry, Bars near by!
10.0 out of 10, Exceptional, (11)
"Awesome Laid Back Island Asthethics"
United States
Ryan
$169 nightly
The price is $181
Jan 22 - Jan 23
Total with taxes and fees
Lazy Loft: Tiny Room Loft Queen w Pool
9.6 out of 10, Exceptional, (27)
"Beautiful property with gorgeous views! Tommy was very quick to answer any questions or just give us information!"
United States
Amy G.
$1,365 nightly
The price is $1,574
Feb 7 - Feb 8
Total with taxes and fees
The Peter Bay 1BR Penthouse Suite at St John's Most Prestigious Address
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 $164 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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