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
Aug 14 – 21
Villa in Charlotte Amalie
5.0 out of 5 average rating, 29 reviewsThe Ampersand Sky Villa: Iconic, Artful Luxury
Oct 30 – Nov 6
Villa in Peterborg Peninsula
4.67 out of 5 average rating, 3 reviewsSerenity Breeze
Dec 5 – 12
Villa in Charlotte Amalie
4.8 out of 5 average rating, 5 reviewsTropical Modern Loft | SoHo Style | Concierge
Jan 15 – 22
Villa in St. Thomas
4.9 out of 5 average rating, 72 reviewsNine Island Vista (2 BR/2BA/Pt Pleasant)
Nov 2 – 9
Villa in Northside
5.0 out of 5 average rating, 4 reviewsSpacious Villa w/ pool, balcony, vast ocean views
Dec 22 – 29
Villa in Charlotte Amalie
4.82 out of 5 average rating, 11 reviewsVilla Samadhi - Tailored time in paradise.
Dec 20 – 27
Villa in Northside
5.0 out of 5 average rating, 4 reviewsNear Magens Bay, gated villa, & private pool
Apr 25 – May 2
Luxury villa rentals
Villa in Northside
4.92 out of 5 average rating, 13 reviewsVacation in Paradise at Island Time Villa!
Nov 28 – Dec 5
Villa in Saint Thomas
4.91 out of 5 average rating, 35 reviewsSeaView - Pool, Sun Deck, Cliffside, Amazing Views
Oct 20 – 27
Villa in Northside
5.0 out of 5 average rating, 7 reviewsThe Pearl, a spacious 4 bedroom Skyline villa
Oct 3 – 10
Villa in Northside
4.94 out of 5 average rating, 32 reviewsWild Ginger Villa
Jun 10 – 17
Villa in Northside
5.0 out of 5 average rating, 13 reviewsVilla Bliss Enjoy this tranquil piece of Paradise
Jan 19 – 26
Villa in Saint Thomas
5.0 out of 5 average rating, 5 reviewsVilla Paradis! Spacious Home~Amazing Views & Pool!
Apr 20 – 27
Villa in St. Thomas
5.0 out of 5 average rating, 45 reviewsSun Mountain Crest Villa
Feb 10 – 17
Villa in Northside
4.8 out of 5 average rating, 40 reviewsParadise Overlooking Magens- special May rates!
Dec 16 – 23
Villa rentals with a pool
Villa in East End
5.0 out of 5 average rating, 10 reviewsBeautiful & Spacious House - 2 Bedroom on Resort
Feb 17 – 24
Villa in East End
4.94 out of 5 average rating, 16 reviewsPrivate Pool Getaway in Smith Bay (Beach Nextdoor)
Nov 22 – 29
Villa in Saint Thomas
5.0 out of 5 average rating, 11 reviewsNewly Remodeled Paradise with Exquisite Ocean View
Sep 15 – 22
Villa in East End
5.0 out of 5 average rating, 13 reviewsVilla - Private Pool!
Aug 30 – Sep 6
Villa in Saint Thomas
5.0 out of 5 average rating, 20 reviewsYour Home Away From Home....
Mar 2 – 9
Villa in Smith Bay
4.9 out of 5 average rating, 10 reviewsPineapple Village #3500-3503
Nov 22 – 29
Villa in East End
Waters Edge Villa on Cabrita Point
Jun 1 – 8
Villa in Charlotte Amalie West
Shibui Duplex
Mar 3 – 10
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 outdoor seating Southside
- Rentals with pools Southside
- Fitness-friendly rentals Southside
- Apartment rentals Southside
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- Resort rentals Southside
- Rentals with a kayak Southside
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- Monthly Rentals Southside
- Family-friendly rentals Southside
- House rentals Southside
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- Pet-friendly rentals Southside
- Rentals with a washer and dryer Southside
- Rentals with a patio Southside
- Hotel rentals Southside
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