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
Jul 24 – 31
Villa in St Thomas
4.9 out of 5 average rating, 10 reviewsThe Strathcona by the Sea 2
May 16 – 23
Villa in Peterborg Peninsula
4.67 out of 5 average rating, 3 reviewsSerenity Breeze
Sep 24 – Oct 1
Villa in Charlotte Amalie
4.8 out of 5 average rating, 5 reviewsTropical Modern Loft | Art Vibes | Concierge
Dec 16 – 23
Villa in St. Thomas
4.9 out of 5 average rating, 72 reviewsNine Island Vista (2 BR/2BA/Pt Pleasant)
Oct 5 – 12
Villa in Charlotte Amalie
4.82 out of 5 average rating, 11 reviewsVilla Samadhi - Tailored time in paradise.
Mar 26 – Apr 2
Villa in Northside
5.0 out of 5 average rating, 4 reviewsSpacious Villa w/ pool, balcony, vast ocean views
Mar 1 – 8
Villa in Saint Thomas
4.83 out of 5 average rating, 6 reviewsHibiscus Villa on Water Island
Nov 15 – 22
Luxury villa rentals
Villa in Saint Thomas
5.0 out of 5 average rating, 31 reviewsSpectacular Oceanfront villa. Summer discounts!
Nov 13 – 20
Villa in Northside
4.95 out of 5 average rating, 20 reviewsBeachfront Villa #2
Sep 5 – 12
Villa in East End
4.97 out of 5 average rating, 38 reviewsTropical Palm Villa- Ocean Views From All Rooms!
Apr 27 – May 4
Villa in Northside
5.0 out of 5 average rating, 7 reviewsThe Pearl, a spacious 4 bedroom Skyline villa
Sep 5 – 12
Villa in East End
5.0 out of 5 average rating, 8 reviewsMango Manor Eclectic Villa w/ Beach Access & pool
Apr 11 – 18
Villa in Northside
4.94 out of 5 average rating, 31 reviewsWild Ginger Villa
Jul 9 – 16
Villa in Northside
5.0 out of 5 average rating, 13 reviewsVilla Bliss Enjoy this tranquil piece of Paradise
Aug 10 – 17
Villa in Saint Thomas
5.0 out of 5 average rating, 5 reviewsVilla Paradis! Spacious Home~Amazing Views & Pool!
Feb 26 – Mar 5
Villa rentals with a pool
Villa in East End
5.0 out of 5 average rating, 9 reviewsBeautiful & Spacious House - 2 Bedroom on Resort
Dec 1 – 8
Villa in East End
4.94 out of 5 average rating, 16 reviewsPrivate Pool Getaway in Smith Bay (Beach Nextdoor)
Apr 24 – May 1
Villa in Saint Thomas
5.0 out of 5 average rating, 11 reviewsNewly Remodeled Paradise with Exquisite Ocean View
Oct 2 – 9
Villa in East End
5.0 out of 5 average rating, 12 reviewsVilla - Private Pool!
Jul 24 – 31
Villa in Saint Thomas
5.0 out of 5 average rating, 20 reviewsYour Home Away From Home....
Apr 22 – 29
Villa in Smith Bay
4.9 out of 5 average rating, 10 reviewsPineapple Village #3500-3503
Jul 15 – 22
Villa in East End
Waters Edge Villa on Cabrita Point
Oct 23 – 30
Villa in Charlotte Amalie West
Shibui Duplex
Feb 8 – 15
Destinations to explore
- Villa rentals San Juan
- Villa rentals St. Thomas
- Villa rentals Culebra
- Villa rentals U.S. Virgin Islands
- House rentals Southside
- Waterfront rentals Southside
- Rentals with a hot tub Southside
- Apartment rentals Southside
- Condo rentals Southside
- Rentals with beach access Southside
- Rentals with a kayak Southside
- Rentals with pools Southside
- Resort rentals Southside
- Fitness-friendly rentals Southside
- Rentals with a fire pit Southside
- Rentals with outdoor seating Southside
- Monthly Rentals Southside
- Hotel rentals Southside
- Rentals with a washer and dryer Southside
- Rentals with a patio Southside
- Kid-friendly rentals Southside
- Pet-friendly rentals Southside
- Family-friendly rentals Southside
- Beachfront rentals Southside
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