Cottages in Southside

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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sep - 20 Sep

Our top choices for Southside cottages

Outdoor dining

Blue Wrasse - Cute Little Cottage with Gorgeous Deck Views

Blue Wrasse - Cute Little Cottage with Gorgeous Deck Views
St. John
9.8 out of 10, Exceptional, (185 reviews)
"Loved the view. The cottage was stocked with everything we needed "
United States
lisa m.
Blue Wrasse - Cute Little Cottage with Gorgeous Deck Views
Beach

Water Island Cottage with a View

Water Island Cottage with a View
St Thomas
10.0 out of 10, Exceptional, (34 reviews)
"Wonderful host and a cozy, welcoming cottage with amazing views!"
United States
Melinda G.
Water Island Cottage with a View
Exterior

Breezy Beautiful Northside Cottage

Breezy Beautiful Northside Cottage
St Thomas
10.0 out of 10, Exceptional, (6 reviews)
"Marvin was an excellent host went above and beyond when we got lost. Very clean cottage very comfortable. If we come back definitely would stay there again. He was very helpful with recommendations and even gave us some mango’s and pineapple "
United States
Tracy k.
Breezy Beautiful Northside Cottage
Outdoor dining

Cute Cozy Cottage with private entrance and ocean views in prime neighborhood

Cute Cozy Cottage with private entrance and ocean views in prime neighborhood
St. John
10.0 out of 10, Exceptional, (110 reviews)
"Fabulous place and hosts!"
United States
mary Ellen h.
Cute Cozy Cottage with private entrance and ocean views in prime neighborhood
Outdoor dining

Peaceful, luxury villa with breathtaking views of Coral Bay and the BVIs

Peaceful, luxury villa with breathtaking views of Coral Bay and the BVIs
Lower Carolina
9.8 out of 10, Exceptional, (56 reviews)
"Beautiful view of the ocean, very clean and the bed and pillows were good. There a cool outdoor shower."
United States
Chad
Peaceful, luxury villa with breathtaking views of Coral Bay and the BVIs
Outdoor dining

Cozy accommodations in a great location.

Cozy accommodations in a great location.
Cruz Bay
10.0 out of 10, Exceptional, (31 reviews)
"Very clean, well stocked with amenities. The view was awesome. Great location. Driveway was a little steep but the whole island is that way. Would highly recommend. Host was great. "
United States
Wendy
Cozy accommodations in a great location.
Property grounds

Cactus Flower Cottage - a Charming Quiet Retreat with Ocean View

Cactus Flower Cottage - a Charming Quiet Retreat with Ocean View
St. John
9.8 out of 10, Exceptional, (148 reviews)
"Wonderful place and wonderful hosts. Really enjoyed the stay!"
United States
Vladimir S.
Cactus Flower Cottage - a Charming Quiet Retreat with Ocean View
Outdoor dining

Private cottage in great location with a Path to Chocolate Hole Beach

Private cottage in great location with a Path to Chocolate Hole Beach
St. John
9.8 out of 10, Exceptional, (36 reviews)
"We had a wonderful stay at Molly’s Cottage. It was just as described. The house was well appointed and the location was perfect. The breeze through the house all day kept it cool and there was no need for AC. "
United States
Katharine H.
Private cottage in great location with a Path to Chocolate Hole Beach
Exterior

New Moon - Beautifully Built Cottage with Views of Coral Bay

New Moon - Beautifully Built Cottage with Views of Coral Bay
Upper Carolina
10.0 out of 10, Exceptional, (124 reviews)
"The place was great and Jill was superb in her communication before and during our trip. Great location close to Coral bay and the beaches. not too far up the mountain. "
United States
Jim W.
New Moon - Beautifully Built Cottage with Views of Coral Bay
Outdoor dining

Beautiful Cottage w/Stunning View, Tesla Backup Power, Hot Tub, Family or Couple

Beautiful Cottage w/Stunning View, Tesla Backup Power, Hot Tub, Family or Couple
St. John
10.0 out of 10, Exceptional, (53 reviews)
"Everything was just as advertised but better. "
United States
Amy
Beautiful Cottage w/Stunning View, Tesla Backup Power, Hot Tub, Family or Couple
Cottage | 1 bedroom, iron/ironing board, free WiFi

Cottage at West 7 Palms

Cottage at West 7 Palms
2.0 star property
St. Thomas
Cottage at West 7 Palms
Property grounds

BeachFront Cottage-St John's Best Kept Secret just 2 blks to Town, Rent 1 or 2 B

BeachFront Cottage-St John's Best Kept Secret just 2 blks to Town, Rent 1 or 2 B
Cruz Bay
10.0 out of 10, Exceptional, (130 reviews)
"The location and the view are the best parts. Mike was very responsive."
United States
Paul L.
BeachFront Cottage-St John's Best Kept Secret just 2 blks to Town, Rent 1 or 2 B
Property grounds

NEW LISTING! Your Private Paradise on St. John’s Beautiful Bordeaux Mountain

NEW LISTING! Your Private Paradise on St. John’s Beautiful Bordeaux Mountain
Upper Carolina
9.8 out of 10, Exceptional, (11 reviews)
"Loves the view!! Also loved having the beach chairs and cooler for us while we stayed there. "
United States
Nicole F.
NEW LISTING! Your Private Paradise on St. John’s Beautiful Bordeaux Mountain
Property grounds

Cozy accommodations in a great location.

Cozy accommodations in a great location.
Cruz Bay
9.6 out of 10, Exceptional, (35 reviews)
"Great host and wonderful accomodations!"
United States
Brian S.
Cozy accommodations in a great location.
Outdoor dining

Salty Kisses & Goodnight Wishes-Come enjoy St. John, USVI, in peaceful Coral Bay

Salty Kisses & Goodnight Wishes-Come enjoy St. John, USVI, in peaceful Coral Bay
Upper Carolina
10.0 out of 10, Exceptional, (115 reviews)
"Lovely comfortable place with an attentive host."
United States
Sally F.
Salty Kisses & Goodnight Wishes-Come enjoy St. John, USVI, in peaceful Coral Bay
Outdoor dining

"176-5 Star Reviews!" "Sleek, Ultra-Modern Cottage w/Ocean views, for Two"

"176-5 Star Reviews!" "Sleek, Ultra-Modern Cottage w/Ocean views, for Two"
Contant Farms
10.0 out of 10, Exceptional, (151 reviews)
"Stunning sunset views almost every day. Close to town but best with a rental car. I would love to return to this cottage, it has everything you need."
United States
Steve Troester S.
"176-5 Star Reviews!" "Sleek, Ultra-Modern Cottage w/Ocean views, for Two"
Property grounds

MandeVilla Cottage at Ixora great reviews amazing location.

MandeVilla Cottage at Ixora great reviews amazing location.
Upper Carolina
10.0 out of 10, Exceptional, (56 reviews)
"Mandevilla is great!! Beautiful home and views over coral bay, five minutes to the beaches, and a quick drive into either town. Have stayed here twice and will again for sure."
United States
Andrew K.
MandeVilla Cottage at Ixora great reviews amazing location.
Property grounds

Affordable Coral Bay Sanctuary. Quiet, walk to park beaches, sea & pond views.

Affordable Coral Bay Sanctuary. Quiet, walk to park beaches, sea & pond views.
Coral Bay
10.0 out of 10, Exceptional, (39 reviews)
"The host was wonderful. The home was clean and comfortable."
United States
Barbara E.
Affordable Coral Bay Sanctuary. Quiet, walk to park beaches, sea & pond views.
Outdoor dining

Private and Quiet with Panoramic Ocean Views – Sugar Bird Cottage

Private and Quiet with Panoramic Ocean Views – Sugar Bird Cottage
St. John
9.8 out of 10, Exceptional, (28 reviews)
"Loved the stay, and the views! The cottage was very clean and had everything we needed. We will be back! "
United States
Dane V.
Private and Quiet with Panoramic Ocean Views – Sugar Bird Cottage
Terrace/patio

Romantic, Private 1 Br Getaway With Pool And Stunning Views

Romantic, Private 1 Br Getaway With Pool And Stunning Views
Coral Bay
10.0 out of 10, Exceptional, (52 reviews)
"One week of beautiful views and a different beach each day. This rental is set up to enjoy the outdoors while enjoying the view of Coral Bay and the BVI beyond! Easy to check in, friendly, responsive owners, set up for cooking if that is your thing. "
United States
Kathy M.
Romantic, Private 1 Br Getaway With Pool And Stunning Views
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

Hampton by Hilton St. Thomas

Hampton by Hilton St. Thomas

2/10 Terrible
"Poor customer service from staff"
Ama 3-night trip
Posted 1 hour ago
Hampton by Hilton St. Thomas