Vacation Rentals & Villas in North Side

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633 Houses

(2) Excellent 

14

Silk Cotton

St. Thomas / North Side

North Side villa

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,045

Price per night from

$1,045

(54) Excellent 

40

VILLA AMOUR ,Romantic , Art Lovers Paradise ,

St. Thomas / North Side

North Side villa

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Perfect!” Title says it all. PERFECT island vacation home. Better than advertised. We had 7 adults and 2 infants and had plenty of room to relax. Pool, views are incredible. Convenient enough to travel the rest of the island (although you may ask
…see more

Price per night from

$500

Responds fast!
avg. 3 hours 40 minutes

Price per night from

$500

(1) Average 

15

Kyalami

St. Thomas / North Side

North Side villa

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$415

Price per night from

$415

(5) Excellent 

8

Captain's Quarters BRAND NEW and Waiting for YOU

St. Thomas / North Side

North Side apartment

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly

Price per night from

$214

Responds fast!
avg. 41 minutes

Price per night from

$214

24

Villa Marti

St. Thomas / North Side

North Side villa

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$625

Price per night from

$625

(4) Excellent 

8

Fairwinds: Privacy,Stunning Views Lg Pool,Spacious

St. Thomas / North Side

North Side villa

3 8 5 nights min

  • 3 bedrooms
  • sleeps 8
  • 5 nights min
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child Friendly

Price per night from

$351

Price per night from

$351

19

Cliffside Luxury in Peterborg: hot tub, gym

St. Thomas / North Side

North Side villa

4 10 2 nights min

  • 4 bedrooms
  • sleeps 10
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask about children

Price per night from

$993

Price per night from

$993

Great rentals within 20 miles that match your search

Distance approx 19.62 km from North Side

(16) Excellent 

24

Extasea Yacht Charters

Tortola / Road Town

Road Town yacht

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$2,185

Price per night from

$2,185

Distance approx 3.45 km from North Side Show on Map

(4) Very Good 

22

Studio Condo on the Waterfront at Bolongo Bay

St. Thomas / Bolongo Bay

Bolongo Bay condo

2 5 nights min

  • sleeps 2
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

Price per night from

$134

Price per night from

$134

Distance approx 4.18 km from North Side

(9) Excellent 

19

Beautiful Sapphire Beach only steps away from our comfortable 1,000 sq ft condo

St. Thomas / East End

East End apartment

1 5 3 nights min

  • 1 bedroom
  • sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.01 mi
  • Swimming pool
“A Honeymooners Paridise...” My husband and I spent our honeymoon in this condo it was beautiful. The Sunroom is glowing with sunlight in the morning and filled with stars in the evening. The beach was just outside our doorstep. The living room was coz
…see more

Price per night from

$173

Price per night from

$173

Distance approx 13.81 km from North Side

(13) Excellent 

12

Complete Privacy & Peace at Surf Sound Cottage

St. John / Coral Bay

Coral Bay house

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach / lakeside relaxation

Price per night from

$183

Price per night from

$183

Distance approx 12.9 km from North Side

(6) Excellent 

26

"One of the most astonishing rental homes on earth” says Caribbean Travel & Life

Tortola / West End

West End villa

5 10 4 nights min

  • 5 bedrooms
  • sleeps 10
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
“Incredible return to Steele Point” Having stayed at Steele Point in the early 2000's, I was really looking forward to my return, as the house and property are like no other I have ever experienced. But my return was much greater than I expected - the
…see more

Price per night from

$2,173

Responds fast!
avg. 3 hours 29 minutes

Price per night from

$2,173

Distance approx 1.39 km from North Side Show on Map

(16) Excellent 

36

Magens Bay, Pool, Amazing View, New Construction, Exquisite Comfort, Gated

St. Thomas / Magens Bay

Magens Bay villa

4 12 7 nights min

  • 4 bedrooms
  • sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
“Beautiful well-equipped home, very relaxing, lots of privacy, st” My husband and I rented Blue Skies for a week's stay with our two college-aged sons during their Spring Break. We were looking for a family bonding week, and this definitely fit the bil
…see more

Price per night from

$341

Responds fast!
avg. 3 hours 35 minutes

Price per night from

$341

Distance approx 3.43 km from North Side Show on Map

(12) Excellent 

33

Relax 4 Us at Bolongo Bay ~ USVI

St. Thomas / Charlotte Amalie

Charlotte Amalie apartment

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
“Excellent property and great destination!” Our stay here was wonderful! We just came back a few weeks ago (Jan 7-14) from our trip and we are ready to book for the next year! We had such a great time: Accommodations - The apartment is very clean and m
…see more

Price per night from

$219

Responds fast!
avg. 2 hours 21 minutes

Price per night from

$219

Distance approx 5.07 km from North Side

(7) Excellent 

22

Ritz Carlton 3 BR OCEANFRONT - DEC 22-29, 2018 / DEC 29,2018-JAN 5,2019 - $9500

US Virgin Isles / St. Thomas

St. Thomas villa

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“A Dream Vacation in Paradise!” From the moment you arrive at The Ritz Carlton in a beautifully landscaped setting in gorgeous St. Thomas, you instantly feel relaxed. When you walk into your beautiful and extremely clean suite, fully equipped with eve
…see more

Price per night from

$840

Responds fast!
avg. 3 hours 52 minutes

Price per night from

$840

Distance approx 19.55 km from North Side

9

2014 44' Helio Fountaine Pajot Sleeps 6!

Tortola / Road Town

Road Town yacht

4 6 7 nights min

  • 4 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$1,504

Responds fast!
avg. 2 hours 42 minutes

Price per night from

$1,504

Distance approx 7.74 km from North Side

(4) Excellent 

7

Eden Lounge

St. John / Cruz Bay

Cruz Bay cottage

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min

Price per night from

$134

Responds fast!
avg. 55 minutes

Price per night from

$134

Distance approx 5.17 km from North Side

16

NANCY'S Vacation Rental at Elysian Beach Resort $200 a night from 9/1-10/31

St. Thomas / East End

East End condo

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$249

Price per night from

$249

Distance approx 8.97 km from North Side

(6) Very Good 

32

Pura Vida: Privacy - 1.5 Acres In Choc. Hole

St. John / Cruz Bay

Cruz Bay villa

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$398

Responds fast!
avg. 3 hours 59 minutes

Price per night from

$398

Distance approx 5.18 km from North Side

22

Awesome Beachfront Condo, On the East End at the Elysian Beach Resort,

St. Thomas / East End

East End condo

2 8 min stay varies

  • 2 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$249

Price per night from

$249

Distance approx 4.36 km from North Side

14

@Sapphire Beach Playa Brisa y Mar

St. Thomas / St Thomas East

St Thomas East condo

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

Price per night from

$336

Price per night from

$336

Distance approx 7.68 km from North Side

(3) Very Good 

16

Starvilla--Walk to Cruz Bay!

St. John / Cruz Bay

Cruz Bay house

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$358

Responds fast!
avg. 3 hours 26 minutes

Price per night from

$358

Distance approx 11.23 km from North Side

5

Centerline Vacation Rental

St. John / Virgin Islands National Park

Virgin Islands National Park apartment

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$241

Price per night from

$241

Distance approx 4.4 km from North Side

(3) Excellent 

14

Luxury, Penthouse, 2 level, corner condo on Sapphire Beach (new listing)

East End / Smith Bay

Smith Bay condo

1 6 3 nights min

  • 1 bedroom
  • sleeps 6
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$249

Price per night from

$249

Distance approx 8.94 km from North Side

(24) Excellent 

20

Mampoo Hill beach house 20 yrds from the ocean (Jeep optional)

St. John / Virgin Islands National Park

Virgin Islands National Park house

2 6 5 nights min

  • 2 bedrooms
  • sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Ask about children
  • Air conditioning
“A dream vacation at a dream property” This was just like living a fantasy! The accommodations were first-rate, with everything you needed right at your fingertips. You will decompress immediately staying here. The view alone has me dreaming of retu
…see more

Price per night from

$297

Price per night from

$297

Distance approx 4.32 km from North Side

(3) Excellent 

5

Yacht Catatonic-Crewed All-Inclusive BVI Charters

St. Thomas / Charlotte Amalie

Charlotte Amalie yacht

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$2,667

Responds fast!
avg. 8 minutes

Price per night from

$2,667

Distance approx 15.79 km from North Side

(1) Excellent 

18

Romantic charming and VERY private! Come Relax

St. John / East End

East End house

1 2 5 nights min

  • 1 bedroom
  • sleeps 2
  • 5 nights min
  • Swimming pool
  • Private garden

Price per night from

$345

Price per night from

$345

Distance approx 7.93 km from North Side

17

Christmas week at Westin St. John Resort, USVI

St. John / Cruz Bay

Cruz Bay villa

3 10 7 nights min

  • 3 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly

Price per night from

$1,348

Responds fast!
avg. 3 hours 59 minutes

Price per night from

$1,348

Distance approx 8.52 km from North Side

(2) Average 

25

SIREN'S SONG Botany Bay, West End, Private beach/Beautiful Sunsets on 2.5 acres

St. Thomas / Charlotte Amalie

Charlotte Amalie villa

7 22 min stay varies

  • 7 bedrooms
  • sleeps 22
  • min stay varies
  • Child Friendly

Price per night from

$1,093

Responds fast!
avg. 39 minutes

Price per night from

$1,093

Distance approx 7.91 km from North Side

(12) Very Good 

15

Captain's View - Best Views In Town, Day or Night

St. John / Cruz Bay

Cruz Bay apartment

2 4 5 nights min

  • 2 bedrooms
  • sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
“The best view of paradise!!” Captain's View is certainly a delight of St. John's. I visited there in the summer of 2011 and the accommodations were perfect! Plenty of room for listening to island tunes and enjoying lunch or dinner at the villa. Cap
…see more

Price per night from

$249

Price per night from

$249

Distance approx 2.95 km from North Side Show on Map

20

American Thanksgiving Special -A 2014 57' Fountaine Pajot-7 Nts For 6Nt Price!

St. Thomas / East End

East End yacht

4 8 6 nights min

  • 4 bedrooms
  • sleeps 8
  • 6 nights min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$2,980

Price per night from

$2,980

Distance approx 8.73 km from North Side

(3) Excellent 

12

Stone Post Estate - The Stone Cottage

St. John / Virgin Islands National Park

Virgin Islands National Park b and b

1 2 4 nights min

  • 1 bedroom
  • sleeps 2
  • 4 nights min
  • Swimming pool
  • Air conditioning
  • Private garden

Price per night from

$229

Price per night from

$229

Distance approx 7.67 km from North Side

11

Silver Palm

St. John / Cruz Bay

Cruz Bay condo

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Child Friendly

Price per night from

$462

Price per night from

$462

Distance approx 4.33 km from North Side Show on Map

(2) Excellent 

34

Hideaway Villa

Water Island / Honeymoon Beach

Honeymoon Beach house

2 4 6 nights min

  • 2 bedrooms
  • sleeps 4
  • 6 nights min
  • Beach / lakeside relaxation
  • Car not necessary
  • Air conditioning

Price per night from

$353

Price per night from

$353

Distance approx 12.21 km from North Side

(44) Excellent 

18

Blue Palm Villa-Coral Bay - Enjoy 15% off all remaining open dates in 2018!!.

St. John / Coral Bay

Coral Bay villa

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Perfect getaway with a spectacular view” We absolutely loved our stay at Blue Palm Villa. The facilities are excellent and the location is beyond description! Waking up every morning to see the incredible blue of Coral Bay encircled by lush mountains
…see more

Price per night from

$369

Responds fast!
avg. 40 minutes

Price per night from

$369

Distance approx 2.94 km from North Side Show on Map

16

We're Right on the Beach!

St. Thomas / East End

East End condo

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Ask about children
  • Air conditioning

Price per night from

$292

Price per night from

$292

Distance approx 8.37 km from North Side

(25) Excellent 

31

Perelandra

St. John / Cruz Bay

Cruz Bay villa

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child Friendly
“Perfect getaway” My husband and I just spent a wonderful week at Perelandra. The villa was beautiful -- very comfortable and clean, with a gorgeous view across the water to St. Thomas. We cooked out on the grill on the nights we didn't go out to dinne
…see more

Price per night from

$346

Price per night from

$346

Distance approx 4.34 km from North Side

24

Beachfront Paradise!! Vacation Condo in St Thomas

East End / Red Hook

Red Hook condo

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$199

Price per night from

$199