Vacation Rentals & Villas in North Side

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620 Houses

(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

    $573

    Price per night from

    $573

    (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

      (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

          $252

          Responds fast!
          avg. 41 minutes

          Price per night from

          $252

            31

            Villa Del Mar: Spectacular Ocean Views from Every Room

            St. Thomas / North Side

            North Side villa

            5 14 7 nights min

            • 5 bedrooms
            • sleeps 14
            • 7 nights min
            • Swimming pool
            • Child Friendly
            • Air conditioning

            Price per night from

            $1,592

            Price per night from

            $1,592

            (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

              $492

              Price per night from

              $492

                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

                $996

                Price per night from

                $996

                Great rentals within 20 miles that match your search

                Distance approx 4.38 km from North Side

                (17) Very Good 

                  13

                  Lion's Gate Getaway - Lush tropical setting

                  St. Thomas / East End

                  East End house

                  1 2 3 nights min

                  • 1 bedroom
                  • sleeps 2
                  • 3 nights min
                  • Ask about children
                  • Air conditioning
                  “Incredible Getaway” This is a great place to stay when vacationing in St. Thomas. Max is an incredible host and generously shares her home and her knowledge of the islands. Rent a car if you don't like trekking up the hill, but we made it okay witho
                  …see more

                  Price per night from

                  $153

                  Responds fast!
                  avg. 1 hour 32 minutes

                  Price per night from

                  $153

                  Distance approx 3.96 km from North Side

                  (30) Excellent 

                    43

                    Villa in Paradise w/Private Pool! Walk to beach!

                    St. Thomas / East End

                    East End villa

                    1 4 min stay varies

                    • 1 bedroom
                    • sleeps 4
                    • min stay varies
                    • Beach / lakeside relaxation
                    • Swimming pool
                    • Child Friendly
                    “Perfect vacation in St Thomas” Spent end of January, beginning of February at Laverne's place in Pavilions and Pools. Everything was perfect. The condo was clean and very comfortable. It was great having your own pool just outside the door. The proper
                    …see more

                    Price per night from

                    $223

                    Responds fast!
                    avg. 1 hour 47 minutes

                    Price per night from

                    $223

                    Distance approx 5.59 km from North Side

                    (16) Excellent 

                      24

                      Cabrite Paradise Villa: Oceanfront Elegant Pool

                      St. Thomas / East End

                      East End villa

                      2 5 min stay varies

                      • 2 bedrooms
                      • sleeps 5
                      • min stay varies
                      • Beach / lakeside relaxation
                      • Nearest beach 2 mi
                      • Swimming pool
                      “Awesssooommmeee” Was reluctant to write this review, because didn't want other people renting possible time, I might rent again. It was the most relaxing time,I have ever had in ST.Thomas, the view was breathtaking,as much as I love ST.Thomas,i never
                      …see more

                      Price per night from

                      $241

                      Responds fast!
                      avg. 2 hours 4 minutes

                      Price per night from

                      $241

                      Distance approx 13.88 km from North Side

                        20

                        Villa Towanda, Belmont Estates Tortola

                        British Virgin Isles / Tortola

                        Tortola villa

                        3 6 1 night min

                        • 3 bedrooms
                        • sleeps 6
                        • 1 night min
                        • Beach / lakeside relaxation
                        • Swimming pool
                        • Ask about children

                        Price per night from

                        $833

                        Price per night from

                        $833

                        Distance approx 4.1 km from North Side

                        (3) Very Good 

                          9

                          Crystal Cove Deluxe Suites on Sapphire Bay Beach

                          US Virgin Isles / St. Thomas

                          St. Thomas apartment

                          1 4 min stay varies

                          • 1 bedroom
                          • sleeps 4
                          • min stay varies
                          • Beach / lakeside relaxation
                          • Nearest beach 0 mi
                          • Swimming pool

                          Price per night from

                          $323

                          Responds fast!
                          avg. 2 hours 38 minutes

                          Price per night from

                          $323

                          Distance approx 5.27 km from North Side

                          (8) Excellent 

                            34

                            Too Blue Villa - Spectacular Caribbean front 3B/3B

                            US Virgin Isles / St. Thomas

                            St. Thomas apartment

                            3 6 min stay varies

                            • 3 bedrooms
                            • sleeps 6
                            • min stay varies
                            • Beach / lakeside relaxation
                            • Nearest beach 0 mi
                            • Child Friendly
                            “A Gem” Too Blue is a Gem!! Having tea every morning while watching Yacht Club activities, or boats coming and going from Cowpet Harbor was soothing. Walking to the beach each day without having to drive, perfect. Being close to Red Hook was nice too.
                            …see more

                            Price per night from

                            $422

                            Price per night from

                            $422

                            Distance approx 1.43 km from North Side Show on Map

                            (1) Excellent 

                              22

                              Oceanfront secluded villa, walk to private beach

                              US Virgin Isles / St. Thomas

                              St. Thomas villa

                              2 6 7 nights min

                              • 2 bedrooms
                              • sleeps 6
                              • 7 nights min
                              • Beach / lakeside relaxation
                              • Nearest beach 0 mi
                              • Child Friendly

                              Price per night from

                              $434

                              Price per night from

                              $434

                              Distance approx 4.2 km from North Side

                              (3) Excellent 

                                36

                                Stay In Style.......

                                East End / Red Hook

                                Red Hook apartment

                                2 6 3 nights min

                                • 2 bedrooms
                                • sleeps 6
                                • 3 nights min
                                • Child Friendly
                                • Air conditioning
                                • Private garden

                                Price per night from

                                $393

                                Responds fast!
                                avg. 1 hour 17 minutes

                                Price per night from

                                $393

                                Distance approx 4.26 km from North Side

                                (8) Very Good 

                                  24

                                  SECRETS at SAPPHIRE St Thomas Studio Rental WiFi in Unit!

                                  East End / Red Hook

                                  Red Hook apartment

                                  1 2 4 nights min

                                  • 1 bedroom
                                  • sleeps 2
                                  • 4 nights min
                                  • Beach / lakeside relaxation
                                  • Swimming pool
                                  • Child Friendly

                                  Price per night from

                                  $175

                                  Responds fast!
                                  avg. 1 hour 26 minutes

                                  Price per night from

                                  $175

                                  Distance approx 17.54 km from North Side

                                  (21) Excellent 

                                    26

                                    Summer Heights. A perfect,affordable choice for larger groups. Owner direct.

                                    Tortola / Road Town

                                    Road Town villa

                                    6 12 7 nights min

                                    • 6 bedrooms
                                    • sleeps 12
                                    • 7 nights min
                                    • Beach / lakeside relaxation
                                    • Nearest beach 2 mi
                                    • Swimming pool
                                    “Beautiful and exciting stay.” The villa was wonderful and the owners were delightful. Beautiful views good service and very comfortable accommodations. Barry and Ros gave excellent advice that enhanced our stay. Would highly recommend this villa to
                                    …see more

                                    Price per night from

                                    $819

                                    Price per night from

                                    $819

                                    Distance approx 9.19 km from North Side

                                    (4) Excellent 

                                      29

                                      Blue Heaven Rendezvous... We Have POWER!

                                      St. John / Cruz Bay

                                      Cruz Bay villa

                                      3 6 5 nights min

                                      • 3 bedrooms
                                      • sleeps 6
                                      • 5 nights min
                                      • Beach / lakeside relaxation
                                      • Nearest beach 2 mi
                                      • Child Friendly

                                      Price per night from

                                      $264

                                      Responds fast!
                                      avg. 2 hours 45 minutes

                                      Price per night from

                                      $264

                                      Distance approx 1.62 km from North Side Show on Map

                                      (1) Excellent 

                                        41

                                        PRIVATE VILLA OCEAN CLIFFSIDE 3 beds/4 baths sleeps 7-9

                                        St. Thomas / Charlotte Amalie

                                        Charlotte Amalie guest house

                                        3 9 3 nights min

                                        • 3 bedrooms
                                        • sleeps 9
                                        • 3 nights min
                                        • Swimming pool
                                        • Child Friendly
                                        • Air conditioning

                                        Price per night from

                                        $704

                                        Price per night from

                                        $704

                                        Distance approx 4.21 km from North Side

                                        (2) Excellent 

                                          5

                                          Crystal Cove Villa, One Bedroom Suite Queen Ocean

                                          St. Thomas / East End

                                          East End apartment

                                          1 4 3 nights min

                                          • 1 bedroom
                                          • sleeps 4
                                          • 3 nights min
                                          • Swimming pool
                                          • Child Friendly
                                          • Air conditioning
                                          “Another day in paradise!” From the time we get there until the time we leave, we have fun every day. We snorkel, scubba dive, fish rent a boat and the very popular, lay in the sun with nothing to do but read a book. In the beginning, we would stay
                                          …see more

                                          Price per night from

                                          $206

                                          Price per night from

                                          $206

                                          Distance approx 0.1 km from North Side Show on Map

                                          (2) Excellent 

                                            24

                                            Island Living in your own Caribbean Villa 5

                                            St. Thomas / Charlotte Amalie

                                            Charlotte Amalie villa

                                            2 6 min stay varies

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

                                            Price per night from

                                            $217

                                            Responds fast!
                                            avg. 1 hour 2 minutes

                                            Price per night from

                                            $217

                                            Distance approx 4.21 km from North Side

                                              5

                                              Scott Beach Villas 2.......

                                              East End / Red Hook

                                              Red Hook apartment

                                              2 4 3 nights min

                                              • 2 bedrooms
                                              • sleeps 4
                                              • 3 nights min
                                              • Child Friendly
                                              • Air conditioning
                                              • Private garden

                                              Price per night from

                                              $222

                                              Responds fast!
                                              avg. 1 hour 17 minutes

                                              Price per night from

                                              $222

                                              Distance approx 8.12 km from North Side

                                              (3) Excellent 

                                                10

                                                Waterklip

                                                St. John / Cruz Bay

                                                Cruz Bay house

                                                2 4 7 nights min

                                                • 2 bedrooms
                                                • sleeps 4
                                                • 7 nights min
                                                • Beach / lakeside relaxation
                                                • Swimming pool
                                                • Child Friendly

                                                Price per night from

                                                $333

                                                Price per night from

                                                $333

                                                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

                                                  $425

                                                  Responds fast!
                                                  avg. 3 hours 52 minutes

                                                  Price per night from

                                                  $425

                                                  Distance approx 4.77 km from North Side

                                                  (1) Excellent 

                                                    17

                                                    The Beach House at Secret Harbour

                                                    St. Thomas / Benner

                                                    Benner villa

                                                    5 14 min stay varies

                                                    • 5 bedrooms
                                                    • sleeps 14
                                                    • min stay varies
                                                    • Child Friendly
                                                    • Air conditioning

                                                    Price per night from

                                                    $1,524

                                                    Price per night from

                                                    $1,524

                                                    Distance approx 8.74 km from North Side

                                                      11

                                                      Stone Post Estate - The Cloud Room

                                                      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

                                                      $252

                                                      Price per night from

                                                      $252

                                                      Distance approx 7.75 km from North Side

                                                        14

                                                        * Cruz Bay * Luxury 2 Bed 2 Bath * Amazing Ocean Views * Pool * Walk to Town! *

                                                        St. John / Cruz Bay

                                                        Cruz Bay condo

                                                        2 8 min stay varies

                                                        • 2 bedrooms
                                                        • sleeps 8
                                                        • min stay varies
                                                        • Nearest beach 0.15 mi
                                                        • Swimming pool
                                                        • Child Friendly

                                                        Price per night from

                                                        $351

                                                        Price per night from

                                                        $351

                                                        Distance approx 5.16 km from North Side

                                                          7

                                                          RITZ CARLTON CLUB...MARCH 2-9

                                                          East End / Red Hook

                                                          Red Hook villa

                                                          3 8 7 nights min

                                                          • 3 bedrooms
                                                          • sleeps 8
                                                          • 7 nights min
                                                          • Swimming pool
                                                          • Child Friendly
                                                          • Air conditioning

                                                          Price per night from

                                                          $1,256

                                                          Price per night from

                                                          $1,256

                                                          Distance approx 9.18 km from North Side

                                                            80

                                                            new listing! 4 Bedroom with spectacular views &great breeze, 5mins from town

                                                            St. John / Virgin Islands National Park

                                                            Virgin Islands National Park apartment

                                                            4 10 4 nights min

                                                            • 4 bedrooms
                                                            • sleeps 10
                                                            • 4 nights min
                                                            • Nearest beach 1 mi
                                                            • Child Friendly
                                                            • Air conditioning

                                                            Price per night from

                                                            $575

                                                            Price per night from

                                                            $575

                                                            Distance approx 8.43 km from North Side

                                                              20

                                                              Thanksgiving Week at the Westin Resort in St. John

                                                              St. John / Cruz Bay

                                                              Cruz Bay villa

                                                              2 8 7 nights min

                                                              • 2 bedrooms
                                                              • sleeps 8
                                                              • 7 nights min
                                                              • Swimming pool
                                                              • Child Friendly
                                                              • Air conditioning

                                                              Price per night from

                                                              $670

                                                              Price per night from

                                                              $670

                                                              Distance approx 11.46 km from North Side

                                                              (5) Average 

                                                                12

                                                                Swogjan's Dragon 7A Carolina

                                                                St. John / Coral Bay

                                                                Coral Bay house

                                                                3 6 min stay varies

                                                                • 3 bedrooms
                                                                • sleeps 6
                                                                • min stay varies
                                                                • Beach / lakeside relaxation
                                                                • Swimming pool
                                                                • Ask about children

                                                                Price per night from

                                                                $307

                                                                Price per night from

                                                                $307

                                                                Distance approx 4.21 km from North Side

                                                                  48

                                                                  Rare Brand New Luxury Beachfront Villa

                                                                  St. Thomas / East End

                                                                  East End condo

                                                                  1 6 7 nights min

                                                                  • 1 bedroom
                                                                  • sleeps 6
                                                                  • 7 nights min
                                                                  • Nearest beach 0 mi
                                                                  • Swimming pool
                                                                  • Child Friendly

                                                                  Price per night from

                                                                  $670

                                                                  Price per night from

                                                                  $670

                                                                  Distance approx 3.53 km from North Side Show on Map

                                                                    19

                                                                    Oceanfront condo fully remodeled

                                                                    St. Thomas / Charlotte Amalie

                                                                    Charlotte Amalie apartment

                                                                    1 2 7 nights min

                                                                    • 1 bedroom
                                                                    • sleeps 2
                                                                    • 7 nights min
                                                                    • Beach / lakeside relaxation
                                                                    • Nearest beach 0.2 mi
                                                                    • Swimming pool

                                                                    Price per night from

                                                                    $264

                                                                    Price per night from

                                                                    $264

                                                                    Distance approx 7.54 km from North Side

                                                                    (113) Excellent 

                                                                      55

                                                                      Gallows Point Resort, Suite St. John

                                                                      St. John / Cruz Bay

                                                                      Cruz Bay apartment

                                                                      1 6 1 night min

                                                                      • 1 bedroom
                                                                      • sleeps 6
                                                                      • 1 night min
                                                                      • Beach / lakeside relaxation
                                                                      • Swimming pool
                                                                      • Ask about children
                                                                      “Beautiful views, quiet and convenient” From the initial reservation to check-out, service was terrific. The property has everything you might need from beach chairs and towels to groceries. The proximity to town is also a big plus. Our condo was sp
                                                                      …see more

                                                                      Price per night from

                                                                      $639

                                                                      Price per night from

                                                                      $639

                                                                      Distance approx 4.84 km from North Side Show on Map

                                                                        11

                                                                        Sea breeze Lower Suite

                                                                        St. Thomas / Water Island

                                                                        Water Island villa

                                                                        1 2 5 nights min

                                                                        • 1 bedroom
                                                                        • sleeps 2
                                                                        • 5 nights min
                                                                        • Child Friendly
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $264

                                                                        Price per night from

                                                                        $264

                                                                        Distance approx 11.48 km from North Side

                                                                          25

                                                                          Peter Bay-Cinnamon Breeze

                                                                          St. John / Virgin Islands National Park

                                                                          Virgin Islands National Park villa

                                                                          5 11 7 nights min

                                                                          • 5 bedrooms
                                                                          • sleeps 11
                                                                          • 7 nights min
                                                                          • Swimming pool
                                                                          • Child Friendly
                                                                          • Air conditioning
                                                                          “Cinnamon Breeze on incomparable Peter Bay” We were a family group of parents with college age and teenage kids. From the moment we pulled up to the gatehouse tower, each one of us began a marvelous week. Beautiful architecture resonant with local hi
                                                                          …see more

                                                                          Price per night from

                                                                          $3,665

                                                                          Price per night from

                                                                          $3,665

                                                                          Distance approx 18.04 km from North Side

                                                                            29

                                                                            ⛵ Sail charter Catamaran NEW! Caribbean BVI's

                                                                            Tortola / Brewers Bay

                                                                            Brewers Bay yacht

                                                                            1 2 5 nights min

                                                                            • 1 bedroom
                                                                            • sleeps 2
                                                                            • 5 nights min
                                                                            • Beach / lakeside relaxation
                                                                            • Swimming pool
                                                                            • Suitable for children age 5+

                                                                            Price per night from

                                                                            $2,423

                                                                            Price per night from

                                                                            $2,423

                                                                            Distance approx 11.48 km from North Side

                                                                            (2) Excellent 

                                                                              21

                                                                              Peter Bay Gatehouse Penthouse Suite

                                                                              St. John / Virgin Islands National Park

                                                                              Virgin Islands National Park villa

                                                                              1 4 min stay varies

                                                                              • 1 bedroom
                                                                              • sleeps 4
                                                                              • min stay varies
                                                                              • Child Friendly
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $581

                                                                              Price per night from

                                                                              $581