Southside Vacation Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Top Vacation Rentals in in Southside

Marriott's Frenchman's Cove

4.0 star property
9.0 out of 10, Wonderful, (170)
"Great place!!"
The price is CA $1,357
CA $1,527 total
includes taxes & fees
Jan 27 - Jan 28
Marriott's Frenchman's Cove

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

10.0 out of 10, Exceptional, (123)
"A stunning property well located with priceless views!"
Private Paradise! One level, panoramic views from every room!

Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa

10.0 out of 10, Exceptional, (74)
"We had a great stay! The host is very responsive to any questions. It was super helpful that he allowed us to use his beach chairs (there’s a fee to rent them at the beach). We didn’t understand beforehand how expensive taxis would be so didn’t rent a car but it all worked out "
Breathtaking Panoramic Views Of The Caribbean Sea From This Luxury Villa

Slice of Paradise - RIGHT ON THE WATER! ...60 second walk to the beach

9.4 out of 10, Exceptional, (68)
"Had a great stay here, so nice to be right on the water. Owner is very responsive and super nice. Easy access to lots of things to do on the island, nice to have two restaurants and a bar within walking distance as well."
Slice of Paradise - RIGHT ON THE WATER! ...60 second walk to the beach

Hilltop Villas at Bluebeard's Castle by Capital Vacations

3.0 star property
8.6 out of 10, Excellent, (1434)
"We really enjoyed our stay. Staff was friendly and helpful, room was clean and well stocked, and the bed was very comfortable. The view from our balcony was excellent, and the grounds were nice. The wait staff at the restaurant was very nice, but the food was just okay. It is a bit challenging to walk from here because sidewalks are spotty near it and the property is on a pretty steep hill. "
The price is CA $377
CA $463 total
includes taxes & fees
Jan 26 - Jan 27
Hilltop Villas at Bluebeard's Castle by Capital Vacations

Castle Villas at Bluebeard's by Capital Vacations

2.5 star property
8.4 out of 10, Very good, (943)
"Hill to top of Castle Villa was a little too steep. "
The price is CA $389
CA $477 total
includes taxes & fees
Feb 18 - Feb 19
Castle Villas at Bluebeard's by Capital Vacations

Pirates Pension at Bluebeard's Castle by Capital Vacations

3.0 star property
8.4 out of 10, Very good, (628)
"Good stay"
Pirates Pension at Bluebeard's Castle by Capital Vacations

Flamboyan on the Bay Resort and Villas

3.5 star property
8.8 out of 10, Excellent, (540)
"The stairs going up to the bed . I fell and hurt my leg. "
The price is CA $200
CA $246 total
includes taxes & fees
Feb 16 - Feb 17
Flamboyan on the Bay Resort and Villas

Secret Harbour Beach Resort

4.0 star property
8.8 out of 10, Excellent, (1282)
"Furniture needs to be upgraded but the views were beautiful"
The price is CA $773
CA $955 total
includes taxes & fees
Feb 2 - Feb 3
Secret Harbour Beach Resort

Sapphire Beach Resort

3.0 star property
6.8 out of 10, (254)
"Loved the property and beautiful beach"
Sapphire Beach Resort

Gallows Point Resort

4.0 star property
9.6 out of 10, Exceptional, (497)
"Fantastic property with easy access to Cruz Bay"
Gallows Point Resort

Virgin Islands Campground

2.0 star property
9.4 out of 10, Exceptional, (113)
"Excellent place to stay! "
Virgin Islands Campground

The Captain and the Mermaid - Adventures in Paradise are waiting!

9.6 out of 10, Exceptional, (175)
"Wish i lived there!"
The price is CA $215
CA $436 total
includes taxes & fees
Feb 18 - Feb 19
The Captain and the Mermaid - Adventures in Paradise are waiting!

Beachfront Villas at Crystal Cove

4.0 star property
9.4 out of 10, Exceptional, (113)
"Amazing property. A few minutes walk to the beach. Beautiful, huge, clean and the best host/property employee. Great restaurant and bars within a few minutes walk, also. Can’t wait to go back!! 10/10!"
Beachfront Villas at Crystal Cove

Blue Moon Villa At Point Pleasant Resort Studio Condo by RedAwning

3.0 star property
Blue Moon Villa At Point Pleasant Resort Studio Condo by RedAwning

Suite St. John at Gallows Point Resort

4.0 star property
8.6 out of 10, Excellent, (90)
"Friendly people, nice location, leaking ceiling, property condition declining"
The price is CA $1,280
CA $1,933 total
includes taxes & fees
Jan 27 - Jan 28
Suite St. John at Gallows Point Resort

Sapphire Beach Villa

3.5 star property
9.4 out of 10, Exceptional, (53)
"Cannot wait to come back! Our room was visibly clean and smelled good when we arrived. Sapphire beach is beautiful and was a two minute walk from our room. Love that there was a coffee shop close by in the mornings and a restaurant as well :) "
Sapphire Beach Villa

Sapphire Village Resort by Antilles Resorts

3.0 star property
6.4 out of 10, (301)
"So close to Sapphire Beach and the Marina and the views are wonderful! You can visit St John from the Marina without having to go to the ferry!"
Sapphire Village Resort by Antilles Resorts

BRAND NEW "Serenity" Beachfront Villa, steps away from Private Bay

9.8 out of 10, Exceptional, (16)
"Dave, the property manager was great! Was very prompt with questions. The villa area seemed to be in transition to be much nicer. Our villa was exactly what pictures depicted . The only negative were the sheets on the beds. They seemed to be stained. Overall, I would recommend this villa."
BRAND NEW "Serenity" Beachfront Villa, steps away from Private Bay

New listing! Easy walk to 3 separate Beaches, Pool, and multiple Restaurants!

9.4 out of 10, Exceptional, (29)
"The condo was perfect for my husband and I. Very clean and comfortable. Next to Margateville made it easy to get taxis. The grounds are beautiful. We highly recommend. "
New listing! Easy walk to 3 separate Beaches, Pool, and multiple Restaurants!
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.
Don't see what you're looking for?
See all available properties in Southside
Save an average of 15% on thousands of hotels when you're signed in