50 Best Italy Vacation rentals on Holiday Lettings - Villas

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115,200 Vacation rentals

    18

    Vacation villa in Italy

    Lake Como / San Siro

    2 6 7 nights min

    • 2 bedrooms
    • sleeps 6
    • 7 nights min
    • Child friendly
    • Ask about pets
    Owner's description: CASA SIRIO - S. SIRO Originally a fisherman's house, this charming property (about 130 sqm) is situated on the north west side of Lake Como in the resort of S. Siro. Parking is approximately 250m away from the house and access is via several cobbled

    from $432 / night

    $3,022 - $5,306 / week

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    from $432 / night

      26

      Vacation villa rental

      Province of Florence / Gambassi Terme

      2 4 7 nights min

      • 2 bedrooms
      • sleeps 4
      • 7 nights min
      • Swimming pool
      • Child friendly
      • Pet friendly
      Owner's description: Independent villa with 4+2 sleeps. Recently built, the house welcomes you in a charming atmosphere with its tiles and local majolica; these well-equipped interior spaces offer pleasant comfort. Perfectly suited for four people with two bedrooms, the

      from $243 / night

      $1,699 - $3,728 / week

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      from $243 / night

        59

        Villa rental in Tuscany

        Province of Siena / San Casciano dei Bagni

        3 6 7 nights min

        • 3 bedrooms
        • sleeps 6
        • 7 nights min
        • Child friendly
        • Air conditioning
        • Pet friendly
        Owner's description: Accommodation Independent residence of 6 + 2 sleeps. On the ground floor two double bedrooms each with an en suite bathroom with shower (one with Turkish bath and sauna), a bathroom with shower, studio with double sofa bed, the study and the bedro

        from $392 / night

        $2,740 - $5,586 / week

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        from $392 / night

          13

          Apartment rental in Italy

          Province of Lecce / Castrignano del Capo

          1 2 7 nights min

          • 1 bedroom
          • sleeps 2
          • 7 nights min
          • Ask about children
          • Pet friendly
          Holiday house, one bedroom apartment in Santa Maria di Leuca on the first floor in a prestigious and elegant luxury residence with use of the pool. The apartment consists of beautifully furnished living area with fully equipped kitchenette, double bedroom, sofa bed for

          from $72 / night

          $499 / week

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          from $72 / night

            18

            Vacation apartment with shared pool in Italy

            Province of Livorno / Suvereto

            1 4 3 nights min

            • 1 bedroom
            • sleeps 4
            • 3 nights min
            • Swimming pool
            • Child friendly
            • Air conditioning
            1 bedroom apartment of 39 sq. mt. located inside the "La Fonte degli Angeli" complex in the town of Suvereto (LI), which was named one of the most beautiful villages in Italy. Located on the first floor (without elevator - 18 steps to climb), this 1 bedroom apartment ha

            from $105 / night

            $675 / week

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            from $105 / night

              15

              Vacation private room in Italy

              Province of Naples / Naples

              1 3 1 night min

              • 1 bedroom
              • sleeps 3
              • 1 night min
              • Child friendly
              • Air conditioning
              Rental basis: Room with private facilities Number of bedrooms: 1; Number of other rooms with beds: 0 Number of bathrooms: 1 Palazzo Depretis is part of the Hotel Self group, a new philosophy of hospitality and hospitality, in new and modern facilities, all located in th

              from $174 / night

              $1,219 / week

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              from $174 / night

                8

                Vacation apartment with shared pool in Tuscany

                Province of Florence / Gambassi Terme

                4 8 7 nights min

                • 4 bedrooms
                • sleeps 8
                • 7 nights min
                • Swimming pool
                • Child friendly
                • Pet friendly
                Owner's description: this propertyapartment is on an ancient property whose origins date back to 970 and where in 1308, in the presence of officials from Florence, Pisa and Volterra, the official borders of Volterra and San Gimignano were defined. For centuries the esta

                from $301 / night

                $2,105 - $4,196 / week

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                from $301 / night

                  22

                  Vacation apartment in Italy

                  Sardinia / Costa Smeralda

                  3 6 1 night min

                  • 3 bedrooms
                  • sleeps 6
                  • 1 night min
                  • Beach/lakeside relaxation
                  • Nearest beach 0 mi
                  • Child friendly
                  Jacaranda is a nice, bright and comfortable penthouse apartment facing south witn a nice view open to the garden, very central, close to restaurants, bars and shops. You dont need a car for your vacation since the best beautifull beaches are at your footstep. If

                  from $363 / night

                  $2,200 / week

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                  from $363 / night

                    11

                    Vacation apartment in Italy

                    Lazio / Rome

                    4 4 7 nights min

                    • 4 bedrooms
                    • sleeps 4
                    • 7 nights min
                    • Ask about children
                    • Pet friendly
                    Additional amenities: Full Kitchen

                    from $384 / night

                    $2,688 - $3,118 / week

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                    from $384 / night

                      20

                      Villa rental in Italy

                      Amalfi Coast / Ravello

                      5 10 7 nights min

                      • 5 bedrooms
                      • sleeps 10
                      • 7 nights min
                      • Child friendly
                      • Air conditioning
                      • Ask about pets
                      Owner's description: With stunning sea views from its verdant garden and wide terraces, this magnificent, historical property is well positioned, elegantly furnished and unique. Originally a 12th-century church, villa was converted in the 1930’s then updated for 21st ce

                      from $823 / night

                      $5,759 - $7,198 / week

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                      from $823 / night

                      (5) Excellent 

                        24

                        Amalfi Coast Vacation home rental

                        Amalfi Coast / Praiano

                        2 4 5 nights min

                        • 2 bedrooms
                        • sleeps 4
                        • 5 nights min
                        • Ask about children
                        • Air conditioning
                        • Ask about pets
                        DEAR TRAVELER, PLEASE KINDLY NOTE: The rental price includes: final cleaning; electricity; linens; towels.Available upon request: baby bed. Refundable security deposit paid cash upon arrival: EUR 150. Villa Gisella A is a bright apartment which faces the sun and the se

                        from $183 / night

                        $1,117 - $1,688 / week

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                        Responds fast!
                        avg. 2 hours 47 minutes

                        from $183 / night

                          24

                          Vacation apartment with shared pool in Italy

                          Cecina / Collemezzano

                          3 6 7 nights min

                          • 3 bedrooms
                          • sleeps 6
                          • 7 nights min
                          • Swimming pool
                          • Child friendly
                          • Air conditioning
                          Owner's description: Brief description Type of property: apartment Number of persons: 6 Floor space: 100 m² Room/s: 4 Bedroom/s: 3 Pool (available): shared use Boat (not available): Pet (available): Pet allowed Sauna (not available): Next village/town: Cente

                          from $149 / night

                          $1,041 - $2,214 / week

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                          from $149 / night

                            13

                            Puglia Vacation apartment rental

                            Province of Lecce / Muro Leccese

                            2 4 min stay varies

                            • 2 bedrooms
                            • sleeps 4
                            • min stay varies
                            • Swimming pool
                            • Child friendly
                            • Air conditioning
                            This is how we would describe our apartment in a few words: Inside: Outside: Our apartment Rie Earth is located in the central and beautiful Muro Leccese area. The property is situated on the ground floor (for US guests +1). It’s a great place to discover Puglia and

                            from $119 / night

                            $832 - $1,979 / week

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                            from $119 / night

                              30

                              Vacation villa accommodation

                              Montecatini Terme / Pieve a Nievole

                              7 15 7 nights min

                              • 7 bedrooms
                              • sleeps 15
                              • 7 nights min
                              • Swimming pool
                              • Child friendly
                              • Pet friendly
                              Owner's description: Seven Bedroom Independent Villa Pistoia area Villathis property is an elegant country villa dating back to 18th Century in a lovely position close to the thermal spa town of Monsummano yet immersed in pretty countryside. Surrounded by its own groun

                              from $622 / night

                              $4,353 - $10,424 / week

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                              from $622 / night

                                17

                                Villa rental in Puglia

                                Province of Lecce / Gallipoli

                                1 3 7 nights min

                                • 1 bedroom
                                • sleeps 3
                                • 7 nights min
                                • Child friendly
                                • Air conditioning
                                • Pet friendly
                                Owner's description: Outside Beautiful, comfortable, cosy detached house "this property", built in 2012. House Equipment: air conditioning, washing machine (private use). Access & Parking: private parking. All-season motor access to the house. Situation: quiet positio

                                from $99 / night

                                $689 - $2,019 / week

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                                from $99 / night

                                  30

                                  Italy Vacation apartment rental

                                  Lazio / Rome

                                  1 3 min stay varies

                                  • 1 bedroom
                                  • sleeps 3
                                  • min stay varies
                                  • Child friendly
                                  • Air conditioning
                                  Comfortable studio located in Via del Beato Angelico, a short walk distance from the Pantheon and Piazza Navona. The apartment has been recently restored and it's located on the ground floor of an ancient palace in one of the most beautiful areas of Rome. It is composed

                                  from $109 / night

                                  $760 - $1,479 / week

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                                  from $109 / night

                                  (2) Very Good 

                                    18

                                    Apartment rental in Lazio

                                    Rome / Prati

                                    1 3 3 nights min

                                    • 1 bedroom
                                    • sleeps 3
                                    • 3 nights min
                                    • Child friendly
                                    • Air conditioning
                                    The apartment is in an elegant early '900 building', which is located in Via Crescenzio . The windows look out onto a private road. It is very close to the Vatican Museums, St. Peter Square and Castel Sant'Angelo. Nearby the apartment the famous shopping street Via

                                    from $114 / night

                                    $798 - $888 / week

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                                    from $114 / night

                                      43

                                      Vacation apartment rental

                                      Lazio / Rome

                                      2 4 min stay varies

                                      • 2 bedrooms
                                      • sleeps 4
                                      • min stay varies
                                      • Child friendly
                                      • Air conditioning
                                      This apartment is located on the 5th floor with lift of a building in Largo Pietro di Brazzà, few steps away from the Quirinal Palace, the Trevi fountain and the boutiques of Via del Corso and Via Condotti. It is on two floors: on the lower level there is a large and br

                                      from $565 / night

                                      $3,952 - $6,079 / week

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                                      from $565 / night

                                        18

                                        Apartment rental in Italy

                                        Province of Brescia / Toscolano-Maderno

                                        2 7 min stay varies

                                        • 2 bedrooms
                                        • sleeps 7
                                        • min stay varies
                                        • Child friendly
                                        LAKE VIEW TERRACE new apartment in Lake Garda residence. Beautiful shared swimming pool. 2 bedrooms, 1 bathroom, kitchen/living area, terrace. FREE PARKING + SWIMMING POOL. The apartment is equipped with 4G wi-fi. This apartment is located in an elegant and quiet new r

                                        from $129 / night

                                        $903 / week

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                                        Responds fast!
                                        avg. 1 hour 12 minutes

                                        from $129 / night

                                          36

                                          Italy Vacation home rental

                                          Province of Siena / Chiusi

                                          2 5 7 nights min

                                          • 2 bedrooms
                                          • sleeps 5
                                          • 7 nights min
                                          • Swimming pool
                                          • Ask about children
                                          • Ask about pets
                                          DEAR TRAVELER, PLEASE KINDLY NOTE: The rental price includes: linens; towels; electricity. To be paid at the property:final cleaning EUR 15.00/person.Available for a fee, if desired:heating (when needed) EUR 5.00/m3. Refundable security deposit paid cash upon arrival: E

                                          from $123 / night

                                          $744 - $1,488 / week

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                                          Responds fast!
                                          avg. 2 hours 47 minutes

                                          from $123 / night

                                            17

                                            Villa rental in Italy

                                            Province of Lecce / Casarano

                                            4 9 7 nights min

                                            • 4 bedrooms
                                            • sleeps 9
                                            • 7 nights min
                                            • Ask about children
                                            • Pet friendly
                                            Villa for rent for holidays in Puglia , in the Salento Casarano on two levels consists of wide access with automated door to a large area used as a garden , a lounge , parking area and angular porch , entrance hallway area, large living room with bar , large dining room

                                            from $115 / night

                                            $804 / week

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                                            from $115 / night

                                              39

                                              Vacation villa with swimming pool in Tuscany

                                              Cortona / Montecchio

                                              4 8 7 nights min

                                              • 4 bedrooms
                                              • sleeps 8
                                              • 7 nights min
                                              • Swimming pool
                                              • Child friendly
                                              • Pet friendly
                                              Owner's description: Independent villa sleeps 8+1 composed of a main body of about 180 square meters (6 beds in the Leopoldina) and an outbuilding of about 50 square meters (2 beds). The main building, the Leopoldina, has two entrances directly from the ground floor. Th

                                              from $288 / night

                                              $2,011 - $3,280 / week

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                                              from $288 / night

                                                21

                                                Vacation villa rental

                                                Sorrento / Priora

                                                3 6 7 nights min

                                                • 3 bedrooms
                                                • sleeps 6
                                                • 7 nights min
                                                • Child friendly
                                                • Air conditioning
                                                • Ask about pets
                                                Owner's description: Description   Villathis property is situated in the hills of Sorrento, immersed in the green countryside, with a wonderful view of the sea. It's a peaceful oasis, perfect for spending your holiday in complete relaxation. Around 1 km

                                                from $167 / night

                                                $1,165 - $2,439 / week

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                                                from $167 / night

                                                  35

                                                  Apartment rental in Italy

                                                  Lazio / Rome

                                                  2 4 3 nights min

                                                  • 2 bedrooms
                                                  • sleeps 4
                                                  • 3 nights min
                                                  • Child friendly
                                                  San Trifone apartment is one of our most popular vacation rentals. Located on Vicolo di San Trifone, a short walk from Piazza Navona and Campo de’ Fiori, in the heart of Rome. The apartment is located on the 2nd floor without elevator and is comprised of a living room w

                                                  from $145 / night

                                                  $1,014 - $2,067 / week

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                                                  from $145 / night

                                                    25

                                                    Vacation villa with swimming pool in Italy

                                                    Province of Messina / Taormina

                                                    4 8 7 nights min

                                                    • 4 bedrooms
                                                    • sleeps 8
                                                    • 7 nights min
                                                    • Swimming pool
                                                    • Child friendly
                                                    • Air conditioning
                                                    Owner's description: Pool will be open on: 03 May 2019 22:00:00 \r\nPool will be close on: 27 Sep 2019 22:00:00 \r\nElectricity consumption is included up to a maximum of 150 kw per week. Villathis property lies opposite the bay at Mazzarò just 200 meters from the beach

                                                    from $807 / night

                                                    $5,647 - $7,591 / week

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                                                    from $807 / night

                                                      40

                                                      Italy Vacation villa accommodation

                                                      Province of Syracuse / Avola

                                                      3 6 7 nights min

                                                      • 3 bedrooms
                                                      • sleeps 6
                                                      • 7 nights min
                                                      • Swimming pool
                                                      • Child friendly
                                                      • Ask about pets
                                                      Owner's description: Indipendent villa (200 m2) with 6 beds. On the ground floor, bright and open to the outside, there is a large living room with fireplace and TV area, a dining room, a kitchen, two bedrooms, a bathroom and a laundry room. While the lower floor houses

                                                      from $487 / night

                                                      $3,410 - $6,252 / week

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                                                      from $487 / night

                                                        29

                                                        Italy Vacation farmhouse rental

                                                        Province of Viterbo / Nepi

                                                        1 4 3 nights min

                                                        • 1 bedroom
                                                        • sleeps 4
                                                        • 3 nights min
                                                        • Swimming pool
                                                        • Child friendly
                                                        • Air conditioning
                                                        The perfect place to spend your romantic vacation in Tuscia. Relax and style sleep 2 + 2 The space In the desirable and conveniently central Italian region of Tuscia, 30 km from Roma, the "white" cottage sleeps up to 4 people sofa bed available. Bathrooms with a walk-

                                                        from $155 / night

                                                        $967 - $1,057 / week

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                                                        from $155 / night

                                                          53

                                                          Italy Vacation b&b rental

                                                          Province of Rome / Grottaferrata

                                                          1 2 1 night min

                                                          • 1 bedroom
                                                          • sleeps 2
                                                          • 1 night min
                                                          • Swimming pool
                                                          • Child friendly
                                                          • Air conditioning
                                                          Elegant and romantic room in a villa of 1930 completely renovated retaining its original charm. The room is furnished in shabby chic style, equipped with every comfort such as air conditioning new and comfortable mattresses and pillows to assure our guests a good qualit

                                                          from $91 / night

                                                          $593 / week

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                                                          from $91 / night

                                                            10

                                                            Vacation apartment with shared pool in Italy

                                                            Province of Siena / San Gimignano

                                                            4 7 7 nights min

                                                            • 4 bedrooms
                                                            • sleeps 7
                                                            • 7 nights min
                                                            • Swimming pool
                                                            • Child friendly
                                                            • Air conditioning
                                                            Owner's description: Four Bedroom First Floor Apartment San Gimignano this property is a spacious apartment on a lovely wine producing estate immersed in the countryside yet only a short distance from the famous medieval town of San Gimignano. Prettily furnished in co

                                                            from $241 / night

                                                            $1,682 - $3,103 / week

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                                                            from $241 / night

                                                              34

                                                              Vacation villa rental

                                                              Province of Perugia / Migliano

                                                              10 20 7 nights min

                                                              • 10 bedrooms
                                                              • sleeps 20
                                                              • 7 nights min
                                                              • Swimming pool
                                                              • Child friendly
                                                              • Air conditioning
                                                              Villa Dindiri is an historic country house which dates back to 1700. Located just 30 km from Perugia on the top of a hill it allows its guests to enjoy breathtaking views of the entire surrounding area. The estate features a main house and three dependances. In addition

                                                              from $1,934 / night

                                                              $13,536 / week

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                                                              from $1,934 / night

                                                                30

                                                                Vacation apartment in Tuscany

                                                                Province of Florence / Florence

                                                                1 2 min stay varies

                                                                • 1 bedroom
                                                                • sleeps 2
                                                                • min stay varies
                                                                • Child friendly
                                                                • Air conditioning
                                                                The bohemian Oltrarno area lies across the river Arno from the famous Duomo. It’s quieter here with a real local free, but with lot’s to see and do. It’s well worth taking a walk to the Piazzale Michelangelo, where you’ll find some of the best views over the city. Here

                                                                from $98 / night

                                                                $686 - $1,763 / week

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                                                                from $98 / night

                                                                  21

                                                                  Italy Vacation apartment rental

                                                                  Province of Florence / San Casciano in Val di Pesa

                                                                  7 14 7 nights min

                                                                  • 7 bedrooms
                                                                  • sleeps 14
                                                                  • 7 nights min
                                                                  • Swimming pool
                                                                  • Child friendly
                                                                  • Air conditioning
                                                                  Owner's description: Pool will be open on: 03 May 2019 22:00:00 \r\nPool will be close on: 21 Sep 2019 22:00:00 \r\nWIFI internet connection (limited volume) this property is a beautiful farmhouse located in a panoramic position on the Chianti Classico hills. It appea

                                                                  from $465 / night

                                                                  $3,253 - $5,465 / week

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                                                                  from $465 / night

                                                                    21

                                                                    Vacation apartment in Italy

                                                                    Province of Ravenna / Marina di Ravenna

                                                                    2 6 min stay varies

                                                                    • 2 bedrooms
                                                                    • sleeps 6
                                                                    • min stay varies
                                                                    • Swimming pool
                                                                    • Child friendly
                                                                    • Ask about pets
                                                                    A wonderful 80 m2 apartment for 6, with two bedrooms, one bathroom and a lovely patio. It is located on the second floor of a newly built complex in a great location, just minutes from beaches and restaurants, with reserved parking area and swimming pool. The apartment,

                                                                    from $111 / night

                                                                    $481 - $2,399 / week

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                                                                    from $111 / night

                                                                      10

                                                                      Apartment rental in Italy

                                                                      Massa / Marina di Massa

                                                                      1 3 7 nights min

                                                                      • 1 bedroom
                                                                      • sleeps 3
                                                                      • 7 nights min
                                                                      • Nearest beach 1 mi
                                                                      • Child friendly
                                                                      Small holiday home for 3 people at only 450 meters from the sea in Marina di Massa. In a narrow street without traffic is located Holiday Home Pola, inserted on the land of the owner who lives next door. By bike or on foot the sea is easily accessible and nearby the

                                                                      from $65 / night

                                                                      $452 - $711 / week

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                                                                      from $65 / night

                                                                        31

                                                                        Italy Vacation villa rental

                                                                        Cortona / Teverina

                                                                        5 12 7 nights min

                                                                        • 5 bedrooms
                                                                        • sleeps 12
                                                                        • 7 nights min
                                                                        • Swimming pool
                                                                        • Child friendly
                                                                        • Pet friendly
                                                                        Owner's description: VILLAthis property - CORTONA Completely surrounded by the green Tuscan countryside, Villathis property is the ideal place to be in contact with nature. The interiors have been designed with essential shapes and sizes and the exposed wooden beams and

                                                                        from $358 / night

                                                                        $2,502 - $5,896 / week

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                                                                        from $358 / night

                                                                          33

                                                                          Umbria Vacation villa rental

                                                                          Province of Perugia / Perugia

                                                                          7 14 7 nights min

                                                                          • 7 bedrooms
                                                                          • sleeps 14
                                                                          • 7 nights min
                                                                          • Swimming pool
                                                                          • Child friendly
                                                                          • Ask about pets
                                                                          Owner's description: Pool will be open on: 26 Apr 2019 22:00:00 \r\nPool will be close on: 27 Sep 2019 22:00:00 \r\nAn old farmhouse that has been carefully renovated, respecting the original structure and the architectural style of the area, recently converted into a w

                                                                          from $372 / night

                                                                          $2,604 - $6,380 / week

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                                                                          from $372 / night

                                                                            14

                                                                            Vacation villa in Tuscany

                                                                            Province of Lucca / Forte Dei Marmi

                                                                            2 6 7 nights min

                                                                            • 2 bedrooms
                                                                            • sleeps 6
                                                                            • 7 nights min
                                                                            • Child friendly
                                                                            • Air conditioning
                                                                            • Ask about pets
                                                                            Owner's description: this property is a modern and graceful two-story apartment situated a few minutes from the town center. It sleeps six people. From this property you will have a broad view of the greenery and of the other buildings. this property is 100 square mete

                                                                            from $307 / night

                                                                            $2,144 - $2,914 / week

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                                                                            from $307 / night

                                                                              24

                                                                              Vacation villa with swimming pool in Sardinia

                                                                              Arzachena / Porto Cervo

                                                                              5 10 7 nights min

                                                                              • 5 bedrooms
                                                                              • sleeps 10
                                                                              • 7 nights min
                                                                              • Swimming pool
                                                                              • Child friendly
                                                                              • Air conditioning
                                                                              A newly refurbished property offering breath-taking views over the Pevero bay: villa Nuraghi is the perfect choice for a relaxing holiday in Porto Cervo. Located on Pantogia hill, a residential district immersed in the Mediterranean vegetation, this luxury villa conveys

                                                                              from $2,075 / night

                                                                              $14,524 - $34,621 / week

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                                                                              from $2,075 / night

                                                                                29

                                                                                Vacation apartment rental

                                                                                City of Venice / Marghera

                                                                                2 5 2 nights min

                                                                                • 2 bedrooms
                                                                                • sleeps 5
                                                                                • 2 nights min
                                                                                • Child friendly
                                                                                • Car not necessary
                                                                                Come to Venice for your Italian dream vacation and stay in this comfortable apartment with easy access to dining and all the major attractions and sights. Walk to the nearby grocery store to stock up for all those home-cooked meals you'll make or to any of the nearby

                                                                                from $239 / night

                                                                                $1,668 / week

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                                                                                Responds fast!
                                                                                avg. 1 hour 29 minutes

                                                                                from $239 / night

                                                                                  31

                                                                                  Vacation villa with swimming pool in Italy

                                                                                  Castiadas / Cala Sinzias

                                                                                  4 8 7 nights min

                                                                                  • 4 bedrooms
                                                                                  • sleeps 8
                                                                                  • 7 nights min
                                                                                  • Swimming pool
                                                                                  • Child friendly
                                                                                  • Air conditioning
                                                                                  Owner's description: Outside Cala Sinzias 10 km from Villasimius: Modern, comfortable villa "this property", built in 2014, renovated in 2017. 8 km from the centre of Castiadas, 8 km from the centre of Costa Rei, in a quiet, sunny position residential area (villas), 200

                                                                                  from $315 / night

                                                                                  $2,201 - $6,200 / week

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                                                                                  from $315 / night

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