A marina with numerous sailboats and yachts docked, surrounded by a coastal town and lush green hills.

Villas in Southside

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Southside villas

Beach/ocean view

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
9.6 out of 10, Exceptional, (31 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 AED 237
AED 2,097 total
includes taxes & fees
28 Jun - 29 Jun
Villa Island Paradise
Property grounds

New 1-Bedroom villa with plunge pool on St John's amazing North Shore.

New 1-Bedroom villa with plunge pool on St John's amazing North Shore.
Maho Bay Quarter
10.0 out of 10, Exceptional, (1 review)
"Our stay at the Villa at Cinnamon Sun was incredible. My wife and I stayed for three nights in the 1 bd/1ba Villa and the pictures online do not do it justice. The location is a 10/10 with three of the best beaches maybe in the world (Trunk/Maho/Cinnamon) within a few minutes drive. We always get a jeep but you don't need it for the property. The property is the first up the turn on Upper Peter Bay so it is a very easy drive up to the property but still gives those incredible North Shore...
United States
Brian E.
New 1-Bedroom villa with plunge pool on St John's amazing North Shore.
Outdoor pool

Blue Dolphin Villa Great Cruz Bay FEATURING A NEW MASTER BEDROOM gorgeous views

Blue Dolphin Villa Great Cruz Bay FEATURING A NEW MASTER BEDROOM gorgeous views
Cruz Bay
9.8 out of 10, Exceptional, (83 reviews)
"Great view and beautiful home. Property manager was always reachable as well."
United States
Ashley
Blue Dolphin Villa Great Cruz Bay FEATURING A NEW MASTER BEDROOM gorgeous views
Smart TV, stereo, printers

Stunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay

Stunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay
cruz bay
9.6 out of 10, Exceptional, (81 reviews)
"The Vilma was perfect for us, grandparents, adult children and young grandchildren!"
United States
Brad D.
Stunning Views, Peaceful Location, Large Pool & Minutes from Cruz Bay
Exterior

Oceanfront | Peterborg | Infinity Pool | Generator

Oceanfront | Peterborg | Infinity Pool | Generator
Sydneys Fancy
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful property and well maintained!"
United States
Paul W.
Oceanfront | Peterborg | Infinity Pool | Generator
Outdoor pool, a heated pool

Panoramic Ocean Views, Heated Pool, Off Grid, Lunazul Villa

Panoramic Ocean Views, Heated Pool, Off Grid, Lunazul Villa
Coral Bay
10.0 out of 10, Exceptional, (5 reviews)
"We loved staying at the Lunazul villa- the location above Coral Bay makes for gorgeous views from everywhere on the property. The kitchen was fully stocked to make meals and drinks at home. And the property management team was easy to work with. Highly recommend! "
United States
Elaine G.
Panoramic Ocean Views, Heated Pool, Off Grid, Lunazul Villa
Outdoor pool

Private Paradise! One level, panoramic views from every room!

Private Paradise! One level, panoramic views from every room!
Green Cay Plantation
10.0 out of 10, Exceptional, (148 reviews)
"The view was spectacular and the location was great "
United States
Lisa H.
Private Paradise! One level, panoramic views from every room!
On the beach, sun loungers, beach towels

The Beach House on St. Thomas with Secluded Sand Beach

The Beach House on St. Thomas with Secluded Sand Beach
St. Thomas
9.8 out of 10, Exceptional, (104 reviews)
"Wonderfull vaccation Pardise"
United States
Thomas V.
The Beach House on St. Thomas with Secluded Sand Beach
Property grounds

Beachtacular! - Incredible Views - Corner Unit.

Beachtacular! - Incredible Views - Corner Unit.
St Thomas
10.0 out of 10, Exceptional, (77 reviews)
"Beautiful view and spacious"
United States
Roxanne G.
Beachtacular! - Incredible Views - Corner Unit.
Terrace/patio

Fabulous 5BR - HUGE Pool/Deck & AMAZING VIEWS! 7 mins from Red Hook!

Fabulous 5BR - HUGE Pool/Deck & AMAZING VIEWS! 7 mins from Red Hook!
St. Thomas
9.8 out of 10, Exceptional, (28 reviews)
"The host was wonderful with communicating up to and through our trip when questions arose. The house met all of our needs and then some! Great stay for a large group of 10 with plenty of space. "
United States
Matthew L.
Fabulous 5BR - HUGE Pool/Deck & AMAZING VIEWS! 7 mins from Red Hook!
Pool

CalypsoBlu: Updated 3 bedroom villa - pool, near beach with ocean view.

CalypsoBlu: Updated 3 bedroom villa - pool, near beach with ocean view.
Southside
9.8 out of 10, Exceptional, (67 reviews)
"The dishwasher was out the entire time. We also lost power & the backup generator failed to work"
United States
David J.
CalypsoBlu: Updated 3 bedroom villa - pool, near beach with ocean view.
Property grounds

Coconuts: Indoor/Outdoor Living, Spa, Heated Pool & Privacy!

Coconuts: Indoor/Outdoor Living, Spa, Heated Pool & Privacy!
St. John
10.0 out of 10, Exceptional, (108 reviews)
"This house is spectacular! We loved the layout and the view."
United States
Janet C.
Coconuts: Indoor/Outdoor Living, Spa, Heated Pool & Privacy!
Property grounds

Oceanfront - A perfect couple's only romantic getaway.

Oceanfront - A perfect couple's only romantic getaway.
St. John
10.0 out of 10, Exceptional, (57 reviews)
Oceanfront - A perfect couple's only romantic getaway.
Outdoor dining

Villa Mas: Also available as a 3 bedroom.

Villa Mas: Also available as a 3 bedroom.
Charlotte Amalie
10.0 out of 10, Exceptional, (105 reviews)
"Absolutely amazing stay- Bianca is wonderful and attentive! "
United States
Olivia B.
Villa Mas: Also available as a 3 bedroom.
Property grounds

Ocean Front Villa Lush Property with Private Beach and Lagoon

Ocean Front Villa Lush Property with Private Beach and Lagoon
Pelican Point
10.0 out of 10, Exceptional, (185 reviews)
"Wonderful property and grounds. Well equipped kitchen and bar. Internet was flaky but we figured it out. Host was great. Will be back for sure. "
United States
Carl R.
Ocean Front Villa Lush Property with Private Beach and Lagoon
Pool

Langarra: Contemporary, Pristine Estate w/Endless View, 2 Semi-Private Beaches

Langarra: Contemporary, Pristine Estate w/Endless View, 2 Semi-Private Beaches
St. Thomas
10.0 out of 10, Exceptional, (157 reviews)
"The most beautiful home we’ve ever stayed in! It exceeded our expectations and made our vacation the most memorable one of all. We highly recommend this home to anyone. The home is well equipped with everything, and the kitchen allowed us to have fantastic meals. The views will take your breath away! We look forward to returning soon! "
United States
Laura K.
Langarra: Contemporary, Pristine Estate w/Endless View, 2 Semi-Private Beaches
Terrace/patio

Magens Hideaway ~ 5BR w/ Heated Pool Option • Magens Bay & BVI Views • Sleeps 12

Magens Hideaway ~ 5BR w/ Heated Pool Option • Magens Bay & BVI Views • Sleeps 12
St. Thomas
10.0 out of 10, Exceptional, (75 reviews)
"The place is incredible. Amazing views, comfy and well-stocked with everything you need to have a great vacation. Book it, you won't regret it!"
United States
Gary W.
Magens Hideaway ~ 5BR w/ Heated Pool Option • Magens Bay & BVI Views • Sleeps 12
Outdoor dining

TRANQUIL BREEZE [3 BR - 3 BA] Best Views & Location- Close to Town & Generator

TRANQUIL BREEZE [3 BR - 3 BA] Best Views & Location- Close to Town & Generator
Cruz Bay
9.8 out of 10, Exceptional, (131 reviews)
"Very nice amenities, worked well for 4 adults and 2 kids. "
United States
Ray M.
TRANQUIL BREEZE [3 BR - 3 BA] Best Views & Location- Close to Town & Generator
Outdoor pool

Casa YaYa boasts stunning views, indoor/outdoor living and the perfect location!

Casa YaYa boasts stunning views, indoor/outdoor living and the perfect location!
Lower Carolina
10.0 out of 10, Exceptional, (188 reviews)
"Very clean great views nice floor plan."
United States
DANIEL H.
Casa YaYa boasts stunning views, indoor/outdoor living and the perfect location!
Property grounds

Sol Cottage Villa 2 BR 1 BA private pool lush landscaping ACs & new generator

Sol Cottage Villa 2 BR 1 BA private pool lush landscaping ACs & new generator
Cruz Bay
9.8 out of 10, Exceptional, (20 reviews)
"This house is a gem on St. John! It had everything we needed and was perfect for our 10 year anniversary trip! It’s well maintained and very clean, my favorite was the outdoor shower. We will definitely be back and it’s close by everything (restaurants, grocery stores, beaches, etc.) "
United States
Erica K.
Sol Cottage Villa 2 BR 1 BA private pool lush landscaping ACs & new generator
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

Bluebeard's Castle Resort

Bluebeard's Castle Resort

8/10 Good
"It was a very nice experience and very easy. All staff was very friendly, and we were able to check in a little early. Our Room in Bldg 15 Room 219 was very nicely equipped, the room was clean, the bathroom spacious and there was lots of storage space, a small closet and the bed was comfortable. We felt safe and having the kitchenette definitely came in handy. The only downfall was not having daily maid service (meaning we had to call in and exchange our towels) and being on the lowest level which kind of obstructed our view and we were right on top of the parking lot, however it was nice that we did not have to pay for parking. We did also use the gym which was nicely equipped and included some heavier dumbbells which was nice. You can tell that the property is going through a renovation and probably under new management. It was a great option for the price and honestly I would stay here again. But, I would definitely recommend renting a car if you are staying here because although it is close to town it it is would not be a short walk to town due to the hills and no sidewalks. Driving and parking was very easy."
Emily 4-night trip
Posted 1 hour ago
Bluebeard's Castle Resort