Villa vacation rentals in Southside
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Top-rated villa rentals in Southside
Guests agree: these villas are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Southside villa rentals
Private villa rentals
Villa in Southside
4.95 out of 5 average rating, 42 reviewsElegant Clifftop Getaway with Stunning Ocean Views
May 29 – Jun 5
Villa in St Thomas
4.9 out of 5 average rating, 10 reviewsThe Strathcona by the Sea 2
Oct 7 – 14
Villa in Peterborg Peninsula
4.67 out of 5 average rating, 3 reviewsSerenity Breeze
Oct 11 – 18
Villa in Charlotte Amalie
5.0 out of 5 average rating, 3 reviewsLuxe Art Loft | Chic Restored Rum Warehouse
Aug 13 – 20
Villa in Charlotte Amalie
4.82 out of 5 average rating, 11 reviewsVilla Samadhi - Tailored time in paradise.
Oct 15 – 22
Villa in Saint Thomas
4.83 out of 5 average rating, 6 reviewsHibiscus Villa on Water Island
Oct 4 – 11
Villa in St. Thomas
4.9 out of 5 average rating, 72 reviewsNine Island Vista (2 BR/2BA/Pt Pleasant)
Mar 12 – 19
Villa in Northside
5.0 out of 5 average rating, 4 reviewsSpacious Villa w/ pool, balcony, vast ocean views
Aug 17 – 24
Luxury villa rentals
Villa in Saint Thomas
5.0 out of 5 average rating, 31 reviewsSpectacular Oceanfront villa. Summer discounts!
Aug 13 – 20
Villa in Anna's Retreat
5.0 out of 5 average rating, 34 reviewsGood Vibes Only Ocean Villa- Private Pool, Views!
Feb 19 – 26
Villa in East End
4.97 out of 5 average rating, 38 reviewsTropical Palm Villa- Ocean Views From All Rooms!
Sep 14 – 21
Villa in East End
5.0 out of 5 average rating, 8 reviewsMango Manor Eclectic Villa w/ Beach Access & pool
Aug 26 – Sep 2
Villa in Northside
5.0 out of 5 average rating, 7 reviewsThe Pearl, a spacious 4 bedroom Skyline villa
Dec 8 – 15
Villa in Saint Thomas
5.0 out of 5 average rating, 11 reviewsNewly Remodeled Paradise with Exquisite Ocean View
Feb 1 – 8
Villa in Northside
4.94 out of 5 average rating, 31 reviewsWild Ginger Villa
Jul 9 – 16
Villa in Saint Thomas
5.0 out of 5 average rating, 5 reviewsVilla Paradis! Spacious Home~Amazing Views & Pool!
Jan 13 – 20
Villa rentals with a pool
Villa in East End
4.93 out of 5 average rating, 15 reviewsPrivate Pool Getaway in Smith Bay (Beach Nextdoor)
Jan 28 – Feb 4
Villa in East End
5.0 out of 5 average rating, 12 reviewsVilla - Private Pool!
Aug 3 – 10
Villa in Northside
4.9 out of 5 average rating, 10 reviewsCaptivating & Spectacular view from Bettye’s Villa
Jun 18 – 25
Villa in Charlotte Amalie
4.83 out of 5 average rating, 6 reviewsBeachfront Cottage #1
Aug 28 – Sep 4
Villa in Smith Bay
4.9 out of 5 average rating, 10 reviewsPineapple Village #3500-3503
Mar 11 – 18
Villa in Saint Thomas
5.0 out of 5 average rating, 20 reviewsYour Home Away From Home....
Feb 11 – 18
Villa in East End
Waters Edge Villa on Cabrita Point
Oct 25 – Nov 1
Villa in Charlotte Amalie West
Shibui Duplex
Mar 5 – 12
Destinations to explore
- Villa rentals San Juan
- Villa rentals St. Thomas
- Villa rentals Culebra
- Villa rentals U.S. Virgin Islands
- Waterfront rentals Southside
- Rentals with a patio Southside
- Rentals with a kayak Southside
- Kid-friendly rentals Southside
- Family-friendly rentals Southside
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- Condo rentals Southside
- Pet-friendly rentals Southside
- Beachfront rentals Southside
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- Monthly Rentals Southside
- Hotel rentals Southside
- Rentals with pools Southside
- Rentals with a fire pit Southside
- Apartment rentals Southside
- Rentals with beach access Southside
- House rentals Southside
- Rentals with outdoor seating Southside
- Resort rentals Southside
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