Holiday Homes in Southside

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Our top choices for Southside holiday homes

Villa St Thomas/Luxury Oceanfront/Breathtaking Views/Total Privacy/ By Red Hook

Villa St Thomas/Luxury Oceanfront/Breathtaking Views/Total Privacy/ By Red Hook
St. Thomas
10.0 out of 10, Exceptional, (155 reviews)
"Marty was such a wonderful host. He greeted us and gave us the tour of this beautiful property! He gave us lots of good advice and was always available when I contacted him. The property was so perfect. Our family consisted of 2 couples and 3 grandkids (ages 17, 20 and 24). There was plenty of room to spread out but we mostly met outside at the hot tub and pool whenever we weren’t on excursions. The view was truly spectacular!!! I would encourage everyone to book this property if you...
United States
kathy e.
Villa St Thomas/Luxury Oceanfront/Breathtaking Views/Total Privacy/ By Red Hook

Cara Mia beautiful 3 king BR, 3.5 bath, whole house generator views private pool

Cara Mia beautiful 3 king BR, 3.5 bath, whole house generator views private pool
Point Rendezvous
10.0 out of 10, Exceptional, (78 reviews)
"Great stay! Everything down to beach bags and reef safe sunscreen. Beautiful views, close to town. We loved our time here and didn't want to leave."
United States
Missy R.
Cara Mia beautiful 3 king BR, 3.5 bath, whole house generator views private pool

Seascape Villa with private pool in Cruz Bay

Seascape Villa with private pool in Cruz Bay
Cruz Bay
10.0 out of 10, Exceptional, (5 reviews)
"We had an outstanding stay at Seascape. Beautiful Property. Meticulously landscaped with exceptional views of Saint Thomas and all the smaller islands and keys. Nightly sunset views from basically anywhere in the villa. Very Secure location and private. The pool and patio area feel like a private oasis. The Villa is equipped with everything possible, including beach and snorkel gear, coolers, etc and the kitchen is fully loaded, which made our life very easy not to mention every room was...
United States
Jeff l.
Seascape Villa with private pool in Cruz Bay

Charming 2-bedroom house with AC in beautiful St Thomas

Charming 2-bedroom house with AC in beautiful St Thomas
St Thomas
10.0 out of 10, Exceptional, (1 review)
"Truly enjoyed the stay! A 10/10! Quiet and cozy! Clean space, amenities were easy to use and a very, very soft bed! Would definitely book again! "
United States
Tevin L.
Charming 2-bedroom house with AC in beautiful St Thomas

Seagrape Views in Coral Bay-Studio Apartment -Sleep 2

Seagrape Views in Coral Bay-Studio Apartment -Sleep 2
Coral Bay, St John Usvi
10.0 out of 10, Exceptional, (4 reviews)
"Easy access, great location, personable and responsive host."
United States
Matthew W.
Seagrape Views in Coral Bay-Studio Apartment -Sleep 2

Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire
Smith Bay
9.0 out of 10, Wonderful, (38 reviews)
"Clean, comfortable and conveniently located to beach, ferry and restaurants."
United States
Deborah
The price is AU$387
includes taxes & fees
5 May - 6 May
Sophisticated Beach Condo-Ocean View-Sapphire

Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End

Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End
St. John
9.6 out of 10, Exceptional, (118 reviews)
"Location was amazing!"
United States
Gina S.
Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End

Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon

Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon
Cabes Point
9.8 out of 10, Exceptional, (96 reviews)
"Beautiful home and the best snorkeling is right in front of the house!"
United States
Shelia H.
Luxury Ocean Front Estate / Breathtaking Views/Private Beach and Lagoon

Scott Beach Villa #5

Scott Beach Villa #5
St. Thomas
10.0 out of 10, Exceptional, (4 reviews)
"Excellent communication with property manager and perfect stay."
United States
Jeff Bee Boy M.
Scott Beach Villa #5

OWNERS' QUARTERS on the top of the house at AQUA VILLA ST. JOHN

OWNERS' QUARTERS on the top of the house at AQUA VILLA ST. JOHN
Upper Carolina
10.0 out of 10, Exceptional, (29 reviews)
"This property was exactly what we expected and served as the perfect home base for a very relaxing vacation. Everything felt incredibly clean and new, which we really appreciated.The owner was fantastic and provided great recommendations for local restaurants and activities that really made our trip special. One of the best parts was how well-stocked the home is—it was so convenient to have everything needed for the beach right there, including coolers, floaties, snorkeling gear, and beach...
United States
Paul T.
OWNERS' QUARTERS on the top of the house at AQUA VILLA ST. JOHN

Where Dreams Come True - No Pets Allowed

Where Dreams Come True - No Pets Allowed
Cruz Bay
9.8 out of 10, Exceptional, (47 reviews)
"Beautiful property. I would love to stay again and would share this property with anyone I know going to St. John. The host was terrific and available."
United States
Angela C.
Where Dreams Come True - No Pets Allowed

Million Dollar Panoramic Views! Huge Decks and Pool!

Million Dollar Panoramic Views! Huge Decks and Pool!
Seagrape Hill
10.0 out of 10, Exceptional, (156 reviews)
"Great stay!!!!!"
United States
Julie J.
Million Dollar Panoramic Views! Huge Decks and Pool!

Beautiful views, walk to Secret Harbour Beach

Beautiful views, walk to Secret Harbour Beach
St. Thomas, VI
9.8 out of 10, Exceptional, (83 reviews)
"Loved this house for our stay on St. Thomas! The house was lovely, comfortable and had everything we needed for a beach day! Secret Harbour Beach was so close and great for snorkeling. Close to grocery stores and shopping."
United States
Sara K.
Beautiful views, walk to Secret Harbour Beach

Frank Bay House

Frank Bay House
Cruz Bay
10.0 out of 10, Exceptional, (16 reviews)
"Location of the house was great. Check in was easy and the views from the pool and kitchen are amazing "
United States
Conor C.
Frank Bay House

Alta Vista - Mint condition, private pool, 50 mile views and a backup generator!

Alta Vista - Mint condition, private pool, 50 mile views and a backup generator!
Upper Carolina
10.0 out of 10, Exceptional, (69 reviews)
"Spotless property, very comfortable beds, loved the gathering space upstairs. Peaceful, beautiful sunrise and sunset views. Best side of the island!"
United States
Birgit A.
Alta Vista - Mint condition, private pool, 50 mile views and a backup generator!

Sapphire Breeze, Majestic Views & Island Vibes w/ Infinity Pool, Waterfall & Covered Porches

Sapphire Breeze, Majestic Views & Island Vibes w/ Infinity Pool, Waterfall & Covered Porches
Cruz Bay
9.4 out of 10, Exceptional, (23 reviews)
"This property exceeded our expectations in every way! We had a fantastic stay on St. John with three families - the house was perfect for kids and adults alike. The view from the infinity pool will blow your mind. We can’t wait to come back! "
United States
Hannah R.
Sapphire Breeze, Majestic Views & Island Vibes w/ Infinity Pool, Waterfall & Covered Porches

Simby D'lo A Presidental House.Pack up your luggage and move in! UP

Simby D'lo A Presidental House.Pack up your luggage and move in! UP
St.Thomas USVI
8.2 out of 10, Very good, (17 reviews)
"clean. host was responsive to our questions"
United States
Joan C.
Simby D'lo A Presidental House.Pack up your luggage and move in! UP

Cottage-like West Indie town house. Perfect for two couples or a family!

Cottage-like West Indie town house. Perfect for two couples or a family!
St. John
9.8 out of 10, Exceptional, (73 reviews)
"Great property and location; Marcia was beyond helpful and very responsive. "
United States
Diane C.
Cottage-like West Indie town house. Perfect for two couples or a family!

Single Night Bookings Welcome - Tropical Modern Loft - SoHo Style - Concierge

Single Night Bookings Welcome - Tropical Modern Loft - SoHo Style - Concierge
Charlotte Amalie
10.0 out of 10, Exceptional, (9 reviews)
"Nice loft with a great library in downtown Charlotte Amelie. Loved the stay, will go back if I am in the area."
United States
Kevin S.
The price is AU$1,280
includes taxes & fees
1 May - 2 May
Single Night Bookings Welcome - Tropical Modern Loft - SoHo Style - Concierge

The Pink Nest a newly renovated 2BD, 2BA home with ocean views & chef's kitchen.

The Pink Nest a newly renovated 2BD, 2BA home with ocean views & chef's kitchen.
Rosendal
9.8 out of 10, Exceptional, (13 reviews)
"Everything was perfect. Highly recommend the place to stay"
United States
Patrice G.
The Pink Nest a newly renovated 2BD, 2BA home with ocean views & chef's kitchen.
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

Southside Holiday Homes information

Number of reviews
938
Accommodation
19 Holiday Homes
Lowest Price
AU$387
Highest Price
AU$1,280