Vacation Rentals with Pool in Virginia

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Filtering by: Swimming pool

833 vacation rentals

(25) Very Good 

    10

    Wyndham Kingsgate Resort (2 bedroom condo)

    Virginia / Williamsburg

    Williamsburg condo

    2 6 3 nights min

    • 2 bedrooms
    • sleeps 6
    • 3 nights min
    • Swimming pool
    • Child Friendly
    • Air conditioning
    “Wonderful” Clean , absulety great stay , comfy beds , would stay there again, already looking forward to it!!!! So many things to do if you decide to stay on site.
    …see more

    Price per night from

    $125

    Price per night from

    $125

      40

      Luxury Resort Home w/Patio in Shenandoah Valley!

      Virginia / McGaheysville

      McGaheysville house

      5 10 min stay varies

      • 5 bedrooms
      • sleeps 10
      • min stay varies
      • Swimming pool
      • Ski
      • Child Friendly

      Price per night from

      $292

      Responds fast!
      avg. 58 minutes

      Price per night from

      $292

      (2) Excellent 

        22

        Lighthouse Estates #3

        Virginia / Chincoteague Island

        Chincoteague Island house

        2 8 2 nights min

        • 2 bedrooms
        • sleeps 8
        • 2 nights min
        • Swimming pool
        • Ask about children
        • Air conditioning

        Price per night from

        $95

        Price per night from

        $95

        (7) Very Good 

          17

          Grand Illumination in Colonial Williamsburg! At the Historic Powhatan Resort

          Virginia / Williamsburg

          Williamsburg condo

          2 6 min stay varies

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

          Price per night from

          $259

          Price per night from

          $259

          (1) Excellent 

            39

            Central Wintergreen Home - 70 Steps to Ski Slopes!

            Virginia / Wintergreen

            Wintergreen house

            5 12 min stay varies

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

            Price per night from

            $397

            Responds fast!
            avg. 58 minutes

            Price per night from

            $397

            (5) Very Good 

              12

              Wyndham Kingsgate Resort 2 Bedroom Deluxe

              Virginia / Williamsburg

              Williamsburg condo

              2 6 2 nights min

              • 2 bedrooms
              • sleeps 6
              • 2 nights min
              • Swimming pool
              • Child Friendly
              • Air conditioning
              “Wonderful” i love this place it has everything to have fun I travel with my husband and granddaughter there had swimming pool games room movie theater tennis mini golf and so much more
              …see more

              Price per night from

              $138

              Price per night from

              $138

              (11) Excellent 

                14

                Affordable Luxury at Wyndham's Kingsgate Resort

                Virginia / Williamsburg

                Williamsburg hotel apartment

                2 6 3 nights min

                • 2 bedrooms
                • sleeps 6
                • 3 nights min
                • Swimming pool
                • Child Friendly
                • Car not necessary
                “unit 27” love being close to everything. Excellent place to stay. Loved the adult pool and not give for adults after 6pm gave break from kids lol. Security excellent to very safe.
                …see more

                Price per night from

                $69

                Price per night from

                $69

                (2) Excellent 

                  41

                  Book your quick and fun get-a-way! Just steps to the beach! **Pinch Me**

                  Virginia / Virginia Beach

                  Virginia Beach house

                  8 23 min stay varies

                  • 8 bedrooms
                  • sleeps 23
                  • min stay varies
                  • Nearest beach 0 mi
                  • Swimming pool
                  • Child Friendly

                  Price per night from

                  $500

                  Responds fast!
                  avg. 2 hours 36 minutes

                  Price per night from

                  $500

                  (6) Very Good 

                  Certificate of Excellence

                    15

                    Wyndham KIngsgate Resort (3 bedroom 3 bath condo)

                    Virginia / Williamsburg

                    Williamsburg apartment

                    3 10 3 nights min

                    • 3 bedrooms
                    • sleeps 10
                    • 3 nights min
                    • Nearest beach 90 mi
                    • Swimming pool
                    • Child Friendly
                    “Perfect for families!” I would recommend this resort to anyone. The 3 bedroom condo had 2 sets of washing machines, 2 kitchens, 2 living rooms and 3 full bathrooms. The rental included a FREE movie theater, 2 video game rooms, indoor pool and miniat
                    …see more

                    Certificate of Excellence

                    Price per night from

                    $167

                    Price per night from

                    $167

                    (3) Very Good 

                      17

                      ⭐️BOOKBERNARDS LANDING RESORT’S #1 VACATION RENTAL⭐️PACKED FULL OF AMENITIES⭐️⭐️

                      Virginia / Moneta

                      Moneta condo

                      1 4 min stay varies

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

                      Price per night from

                      $127

                      Responds fast!
                      avg. 1 hour 44 minutes

                      Price per night from

                      $127

                        31

                        Red Fish Blue Fish

                        Virginia / Virginia Beach

                        Virginia Beach house

                        6 16 min stay varies

                        • 6 bedrooms
                        • sleeps 16
                        • min stay varies
                        • Swimming pool
                        • Child Friendly
                        • Ask about pets

                        Price per night from

                        $337

                        Price per night from

                        $337

                        (4) Very Good 

                          15

                          Wyndham KIngsgate Resort (3 bedroom 3 bath condo)

                          Virginia / Williamsburg

                          Williamsburg apartment

                          3 10 3 nights min

                          • 3 bedrooms
                          • sleeps 10
                          • 3 nights min
                          • Nearest beach 90 mi
                          • Swimming pool
                          • Child Friendly
                          “Convenient, comfortable vacation spot” Our stay at Wyndham Kingsgate Resort got off to a bumpy start. We arrived at 3:00 and checked in. Were told our room would be ready at 4:00 and we would get a call. At 4:30, after no call, we checked back with
                          …see more

                          Price per night from

                          $167

                          Price per night from

                          $167

                            50

                            Cool Breeze *Bayside on the canal!*Private boat ramp

                            Virginia / Virginia Beach

                            Virginia Beach house

                            6 12 min stay varies

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

                            Price per night from

                            $285

                            Responds fast!
                            avg. 8 minutes

                            Price per night from

                            $285

                            (2) Excellent 

                              27

                              11th Heaven Golf and Beach at Bay Creek

                              Virginia / Cape Charles

                              Cape Charles apartment

                              3 8 2 nights min

                              • 3 bedrooms
                              • sleeps 8
                              • 2 nights min
                              • Beach / lakeside relaxation
                              • Nearest beach 0.8 mi
                              • Swimming pool

                              Price per night from

                              $299

                              Responds fast!
                              avg. 1 hour 45 minutes

                              Price per night from

                              $299

                                12

                                MK56 13A

                                Virginia / Virginia Beach

                                Virginia Beach apartment

                                2 6 7 nights min

                                • 2 bedrooms
                                • sleeps 6
                                • 7 nights min
                                • Swimming pool
                                • Ask about children
                                • Air conditioning

                                Price per night from

                                $129

                                Price per night from

                                $129

                                  51

                                  On the bay! SLEEPS 16, pool, boat dock, boat ramp, foosball, & more!

                                  Virginia / Virginia Beach

                                  Virginia Beach house

                                  6 16 7 nights min

                                  • 6 bedrooms
                                  • sleeps 16
                                  • 7 nights min
                                  • Swimming pool
                                  • Child Friendly
                                  • Air conditioning

                                  Price per night from

                                  $576

                                  Responds fast!
                                  avg. 8 minutes

                                  Price per night from

                                  $576

                                    10

                                    ROOM WITH PRIVATE BATH

                                    Prince William County / Manassas

                                    Manassas condo

                                    1 1 90 nights min

                                    • 1 bedroom
                                    • sleeps 1
                                    • 90 nights min
                                    • Swimming pool
                                    • Air conditioning

                                    Price per night from

                                    $32

                                    Price per night from

                                    $32

                                    (3) Very Good 

                                    Certificate of Excellence

                                      21

                                      Wyndham Governors Green (3 bedroom 2 bath condo)

                                      Virginia / Williamsburg

                                      Williamsburg apartment

                                      3 10 min stay varies

                                      • 3 bedrooms
                                      • sleeps 10
                                      • min stay varies
                                      • Nearest beach 90 mi
                                      • Swimming pool
                                      • Child Friendly

                                      Certificate of Excellence

                                      Price per night from

                                      $125

                                      Price per night from

                                      $125

                                      (4) Excellent 

                                        21

                                        The Pool House on the Massanutten Mountain

                                        Virginia / Massanutten

                                        Massanutten house

                                        4 12 3 nights min

                                        • 4 bedrooms
                                        • sleeps 12
                                        • 3 nights min
                                        • Swimming pool
                                        • Ski
                                        • Child Friendly

                                        Price per night from

                                        $344

                                        Responds fast!
                                        avg. 1 hour 36 minutes

                                        Price per night from

                                        $344

                                          23

                                          Beachfront 10 BR, 7 BA, INDOOR HEATED POOL, SLEEPS 28, ALMOST 5000 Sq ft

                                          Virginia / Virginia Beach

                                          Virginia Beach house

                                          10 28 min stay varies

                                          • 10 bedrooms
                                          • sleeps 28
                                          • min stay varies
                                          • Swimming pool
                                          • Child Friendly
                                          • Air conditioning

                                          Price per night from

                                          $799

                                          Responds fast!
                                          avg. 1 hour 2 minutes

                                          Price per night from

                                          $799

                                            38

                                            RVAcation | 98 ft from the beach | Private Pool, Hot Tub

                                            Virginia / Virginia Beach

                                            Virginia Beach house

                                            6 18 min stay varies

                                            • 6 bedrooms
                                            • sleeps 18
                                            • min stay varies
                                            • Swimming pool
                                            • Child Friendly
                                            • Ask about pets

                                            Price per night from

                                            $461

                                            Price per night from

                                            $461

                                            (1) Excellent 

                                              6

                                              Irvington Cottage #7 at the Vineyard

                                              Virginia / Irvington

                                              Irvington cottage

                                              3 6 2 nights min

                                              • 3 bedrooms
                                              • sleeps 6
                                              • 2 nights min
                                              • Swimming pool
                                              • Ask about children
                                              • Air conditioning

                                              Price per night from

                                              $259

                                              Price per night from

                                              $259

                                              (6) Excellent 

                                                31

                                                Monet Suite, elegnt lrg 2rm suite/blcny in villa

                                                Loudoun County / Purcellville

                                                Purcellville house

                                                1 3 1 night min

                                                • 1 bedroom
                                                • sleeps 3
                                                • 1 night min
                                                • Swimming pool
                                                • Ask about children
                                                • Air conditioning

                                                Price per night from

                                                $230

                                                Price per night from

                                                $230

                                                (33) Very Good 

                                                Certificate of Excellence

                                                  12

                                                  Wyndham Governors Green Resort ( 3 bedroom condo )

                                                  Virginia / Williamsburg

                                                  Williamsburg condo

                                                  3 10 min stay varies

                                                  • 3 bedrooms
                                                  • sleeps 10
                                                  • min stay varies
                                                  • Swimming pool
                                                  • Child Friendly
                                                  • Air conditioning
                                                  “It was a beautiful, cozy and welcoming resort.” It was a pleasure staying in such a resort. The place was beautiful and accommodated my friends and family members including the kids. The kitchen utensils and appliances enabled us to cook and save mone
                                                  …see more

                                                  Certificate of Excellence

                                                  Price per night from

                                                  $114

                                                  Price per night from

                                                  $114

                                                  (15) Excellent 

                                                  Certificate of Excellence

                                                    15

                                                    Wyndham Kingsgate (3 Bedroom 3 Bath Lockoff condo)

                                                    Virginia / Williamsburg

                                                    Williamsburg condo

                                                    3 10 3 nights min

                                                    • 3 bedrooms
                                                    • sleeps 10
                                                    • 3 nights min
                                                    • Swimming pool
                                                    • Child Friendly
                                                    • Air conditioning
                                                    “Williamsburg” The Kingsgate at Williamsburg is an excellent place to stay with family while on vacation. The rooms we great and the staff were very polite and professional. The amenities are a great added value to the stay.
                                                    …see more

                                                    Certificate of Excellence

                                                    Price per night from

                                                    $137

                                                    Price per night from

                                                    $137

                                                    (5) Excellent 

                                                      26

                                                      Romantic, Pet-Friendly Cabin in Blue Ridge Mountains - Barnwood

                                                      Virginia / Tyro

                                                      Tyro log cabin

                                                      1 4 2 nights min

                                                      • 1 bedroom
                                                      • sleeps 4
                                                      • 2 nights min
                                                      • Nearest beach 3 mi
                                                      • Swimming pool
                                                      • Child Friendly
                                                      “Peaceful and Beautiful” My husband, 8 month old son, and I took our best friend for a weekend of relaxation before she left to go into some difficult and strenuous work for the summer. It was the perfect place for us all to go. The house was adorable
                                                      …see more

                                                      Price per night from

                                                      $148

                                                      Responds fast!
                                                      avg. 2 hours 12 minutes

                                                      Price per night from

                                                      $148

                                                      (17) Very Good 

                                                        42

                                                        Galaxsea

                                                        Virginia / Virginia Beach

                                                        Virginia Beach house

                                                        8 20 min stay varies

                                                        • 8 bedrooms
                                                        • sleeps 20
                                                        • min stay varies
                                                        • Swimming pool
                                                        • Child Friendly
                                                        • Ask about pets
                                                        “Fantastic family reunion location!,” We were 4 couples, 3 generations with grandkids ranging from 14.5 to 2.5. Galaxsea allowed us the rooms each family needed, the game room in case of bad weather (none, but you can't count on that), the big kitchen
                                                        …see more

                                                        Price per night from

                                                        $473

                                                        Price per night from

                                                        $473

                                                        (4) Very Good 

                                                          23

                                                          Pet-Friendly Secluded Mountain Cabin by Pool - Rockwood

                                                          Virginia / Staunton

                                                          Staunton log cabin

                                                          2 6 2 nights min

                                                          • 2 bedrooms
                                                          • sleeps 6
                                                          • 2 nights min
                                                          • Nearest beach 3 mi
                                                          • Swimming pool
                                                          • Child Friendly
                                                          “Great place to stay close to Blue Ridge Parkway” This is a nice quiet place to stay that is just a couple minutes down the hill from the Blue Ridge Parkway.
                                                          …see more

                                                          Price per night from

                                                          $149

                                                          Responds fast!
                                                          avg. 2 hours 12 minutes

                                                          Price per night from

                                                          $149

                                                            4

                                                            Heavenly Comfort, Spacious Apartment

                                                            Prince William County / Woodbridge

                                                            Woodbridge house

                                                            1 6 1 night min

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

                                                            Price per night from

                                                            $103

                                                            Price per night from

                                                            $103

                                                              32

                                                              Seas the Bay | 1300 ft from the beach | Private Pool

                                                              Virginia / Virginia Beach

                                                              Virginia Beach house

                                                              4 12 min stay varies

                                                              • 4 bedrooms
                                                              • sleeps 12
                                                              • min stay varies
                                                              • Swimming pool
                                                              • Child Friendly

                                                              Price per night from

                                                              $222

                                                              Price per night from

                                                              $222

                                                              (17) Excellent 

                                                                13

                                                                Oceanviews/Luxury Condo - Virginia Beach, VA

                                                                Virginia / Virginia Beach

                                                                Virginia Beach apartment

                                                                3 9 min stay varies

                                                                • 3 bedrooms
                                                                • sleeps 9
                                                                • min stay varies
                                                                • Beach / lakeside relaxation
                                                                • Nearest beach 0 mi
                                                                • Swimming pool
                                                                “Excellent location and condo” The condo was more spacious than we expected and had lots of great features, such as great kitchen, beautiful balcony and great pool. Access to the beach is fantastic and the overall complex is very well maintained.
                                                                …see more

                                                                Price per night from

                                                                $137

                                                                Responds fast!
                                                                avg. 1 hour 21 minutes

                                                                Price per night from

                                                                $137

                                                                (10) Very Good 

                                                                  15

                                                                  Wyndham Kingsgate Resort (3 bedroom 3 bath condo)

                                                                  Virginia / Williamsburg

                                                                  Williamsburg apartment

                                                                  3 10 3 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 10
                                                                  • 3 nights min
                                                                  • Nearest beach 90 mi
                                                                  • Swimming pool
                                                                  • Child Friendly

                                                                  Price per night from

                                                                  $166

                                                                  Price per night from

                                                                  $166

                                                                    19

                                                                    Tysons Corner/Metro VA

                                                                    Fairfax County / Tysons Corner

                                                                    Tysons Corner apartment

                                                                    1 4 3 nights min

                                                                    • 1 bedroom
                                                                    • sleeps 4
                                                                    • 3 nights min
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    • Air conditioning

                                                                    Price per night from

                                                                    $161

                                                                    Responds fast!
                                                                    avg. 26 minutes

                                                                    Price per night from

                                                                    $161

                                                                    (7) Excellent 

                                                                      15

                                                                      Large, comfortable house for families and friends to gather!

                                                                      Virginia / Damascus

                                                                      Damascus house

                                                                      4 11 2 nights min

                                                                      • 4 bedrooms
                                                                      • sleeps 11
                                                                      • 2 nights min
                                                                      • Swimming pool
                                                                      • Child Friendly
                                                                      • Air conditioning

                                                                      Price per night from

                                                                      $275

                                                                      Responds fast!
                                                                      avg. 2 hours 33 minutes

                                                                      Price per night from

                                                                      $275

                                                                        27

                                                                        Updated Wintergreen Resort Home w/ Mountain Views!

                                                                        Virginia / Wintergreen

                                                                        Wintergreen house

                                                                        3 7 min stay varies

                                                                        • 3 bedrooms
                                                                        • sleeps 7
                                                                        • min stay varies
                                                                        • Swimming pool
                                                                        • Ski
                                                                        • Child Friendly

                                                                        Price per night from

                                                                        $242

                                                                        Responds fast!
                                                                        avg. 58 minutes

                                                                        Price per night from

                                                                        $242

                                                                        (6) Excellent 

                                                                          37

                                                                          The Colonies at Williamsburg: 2-Bedrooms, Sleeps 6

                                                                          Virginia / Williamsburg

                                                                          Williamsburg condo

                                                                          2 6 7 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 6
                                                                          • 7 nights min
                                                                          • Swimming pool
                                                                          • Child Friendly
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $114

                                                                          Price per night from

                                                                          $114

                                                                          (2) Excellent 

                                                                            23

                                                                            Spectacular Bay View Retreat *NEW LISTING*

                                                                            Virginia / Cape Charles

                                                                            Cape Charles house

                                                                            3 10 3 nights min

                                                                            • 3 bedrooms
                                                                            • sleeps 10
                                                                            • 3 nights min
                                                                            • Nearest beach 0.7 mi
                                                                            • Swimming pool
                                                                            • Child Friendly

                                                                            Price per night from

                                                                            $487

                                                                            Price per night from

                                                                            $487

                                                                              54

                                                                              Comfortable Fun Beach Retreat for the Family. 8 bedroom. Sleeps 28!

                                                                              Virginia / Virginia Beach

                                                                              Virginia Beach house

                                                                              8 27 min stay varies

                                                                              • 8 bedrooms
                                                                              • sleeps 27
                                                                              • min stay varies
                                                                              • Swimming pool
                                                                              • Child Friendly
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $602

                                                                              Responds fast!
                                                                              avg. 8 minutes

                                                                              Price per night from

                                                                              $602