50 Best Italy Vacation rentals on Holiday Lettings - Villas

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115,043 Vacation rentals

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    30

    Italy Vacation villa rental

    Province of Brindisi / Ostuni

    3 6 7 nights min

    • 3 bedrooms
    • sleeps 6
    • 7 nights min
    • Swimming pool
    • Child friendly
    • Air conditioning
    Owner's description: Discover the rural charm of Puglia and immerse yourself in the graceful Italian countryside, nestled amongst the rustic green hillside of the charming city of Ostuni. Set just a short drive from the seafront, this casa is the perfect, cosy hideaway

    from $219 / night

    $1,531 - $4,365 / week

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    from $219 / night

      47

      Italy Vacation home rental

      Province of Lucca / Camaiore

      4 7 7 nights min

      • 4 bedrooms
      • sleeps 7
      • 7 nights min
      • Nearest beach 12 mi
      • Swimming pool
      • Child friendly
      A very nice holiday home, lovingly built and decorated, the pool is open from June to September recently. From Camaiore are only about 10 minutes, you drive up in the hills, at some point it goes somewhat more steeply upwards, always paved and clearly. One can pleasantl

      from $168 / night

      $1,173 - $3,144 / week

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      from $168 / night

        13

        Vacation apartment in Italy

        Province of Lucca / Lucca

        2 5 min stay varies

        • 2 bedrooms
        • sleeps 5
        • min stay varies
        • Nearest beach 25 mi
        • Child friendly
        • Car not necessary
        Open your eyes in the morning and get in front of the square of the amphitheatre is a sight so charming and unique that your day will begin in the best way. It equipped with air conditioning and Wi-Fi there are two bedrooms, a bathroom with tub/shower and a large full

        from $116 / night

        $773 - $1,173 / week

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        from $116 / night

          8

          Puglia Vacation home rental

          Province of Lecce / Taviano

          2 4 7 nights min

          • 2 bedrooms
          • sleeps 4
          • 7 nights min
          • Ask about children
          Detached holiday home on the first floor in the marina Mancaversa in a convenient area and about 10 meters from the sea and sandy cove. The apartment consists of kitchen, two double bedrooms with floor beds pushed together and with the possibility of adding two beds, fu

          from $60 / night

          $415 / week

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          from $60 / night

            6

            Vacation home rental

            Province of Siena / Castellina In Chianti

            1 4 4 nights min

            • 1 bedroom
            • sleeps 4
            • 4 nights min
            • Swimming pool
            • Ask about children
            • Ask about pets
            DEAR TRAVELER, PLEASE KINDLY NOTE: The rental price includes: final cleaning; electricity; heating; linens; towels.Available upon request: baby bed. Refundable security deposit paid cash upon arrival: EUR 150. Casa Sibilla A is an apartment in the characteristic style

            from $160 / night

            $975 - $1,161 / week

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            Responds fast!
            avg. 2 hours 8 minutes

            from $160 / night

              45

              Vacation villa with swimming pool in Italy

              Noto / Lido di Noto

              6 10 7 nights min

              • 6 bedrooms
              • sleeps 10
              • 7 nights min
              • Swimming pool
              • Child friendly
              • Air conditioning
              Owner's description: CASA DEL SOLE – WHOLE HOUSE Casa del Sole is a modern property with swimming pool, consisting of two independent apartments, located near Noto, a charming town known as "the capital of Sicilian baroque". Immersed in a beautiful Mediterranean garden,

              from $424 / night

              $2,966 - $6,875 / week

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              from $424 / night

                18

                Vacation apartment accommodation

                Lazio / Vatican City

                1 2 min stay varies

                • 1 bedroom
                • sleeps 2
                • min stay varies
                • Child friendly
                A very nice and sunny apartment just a few steps from Piazza Navona, located on the second floor of a nice building with no elevator. The apartment is about 50 sqm, completely renovated in December 2017, it features some beautiful antique pieces and a characteristic rom

                from $122 / night

                $675 - $900 / week

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                from $122 / night

                  17

                  Vacation apartment in Lazio

                  Lazio / Rome

                  1 4 3 nights min

                  • 1 bedroom
                  • sleeps 4
                  • 3 nights min
                  • Child friendly
                  • Air conditioning
                  • Ask about pets
                  Cozy one bedroom 55 sqm apartment located on the fifth floor of an historic building of the '20s in the Salario neighbourhood just a few minutes away from Porta Pia, Villa Borghese and the covered market in Piazza Alessandria. The metro B (Castro Pretorio station) is wi

                  from $170 / night

                  $887 - $1,607 / week

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                  from $170 / night

                    33

                    Vacation home in Italy

                    Lazio / Rome

                    2 6 min stay varies

                    • 2 bedrooms
                    • sleeps 6
                    • min stay varies
                    • Child friendly
                    Showcasing Bernini’s famous fountain, the elegant Piazza Navona is Rome’s best-loved square. Make it yours in this fabulous apartment that combines pretty historic details and traditional decor with modern ease of use. At 90 sqm and sleeping accommodation for six, it ha

                    from $413 / night

                    $2,888 - $4,043 / week

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                    from $413 / night

                      27

                      Vacation villa in Puglia

                      San Donato di Lecce / Galugnano

                      1 4 3 nights min

                      • 1 bedroom
                      • sleeps 4
                      • 3 nights min
                      • Swimming pool
                      • Child friendly
                      • Air conditioning
                      YOUR VACATION OBJECT: Villa With Pool of 40 m2 in Galugnano with one bedroom and one bath for 4 persons . COMPOSIZIONE: * Studio: 2 Single, 1 Sofa bed-double * Bathroom: 1 Full AMENITIES: La Chiesura Studio is on the on the ground floor and provides:

                      from $78 / night

                      $541 / week

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                      from $78 / night

                        20

                        Italy Vacation apartment rental

                        Cortona / Pietraia

                        3 6 min stay varies

                        • 3 bedrooms
                        • sleeps 6
                        • min stay varies
                        • Nearest beach 130 mi
                        • Swimming pool
                        • Ask about children
                        A splendid country residence immersed in the green hills of Val di Chiana, a few kilometers from Montepulciano and from Cortona. The brick house, built at the end of the 17th century, was constructed on the antique ruins of a brickyard and the traces of the centuries ar

                        from $135 / night

                        $946 / week

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                        from $135 / night

                          11

                          Vacation apartment in Italy

                          Massa / Marina di Massa

                          1 5 min stay varies

                          • 1 bedroom
                          • sleeps 5
                          • min stay varies
                          • Nearest beach 1 mi
                          • Child friendly
                          Holiday apartment about 400 meters from the sea in Marina di Massa. It is located on the second floor of a building of the 70s. The area is well served, as you walk to the shops in the center of Marina di Massa, restaurants, and of course the sea. Living room with so

                          from $88 / night

                          $609 - $1,217 / week

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                          from $88 / night

                            22

                            Vacation apartment in Tuscany

                            Province of Massa Carrara / Massa

                            1 3 min stay varies

                            • 1 bedroom
                            • sleeps 3
                            • min stay varies
                            • Nearest beach 6 mi
                            The Holiday apartment with sea views is located on a hill above Massa on the ground floor of a private villa. The beach to Marina di Massa is about 6km. Around only for guests available about 200 square meters of paved garden with trees and a beautiful pergola overgro

                            from $99 / night

                            $691 - $970 / week

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                            from $99 / night

                              6

                              Vacation apartment in Italy

                              Province of Ragusa / Ragusa

                              1 4 1 night min

                              • 1 bedroom
                              • sleeps 4
                              • 1 night min
                              • Private garden
                              a stunning attic located in the countryside only few minutes from Ragusa and the seaside Marina di Ragusa. the beautiful large panoramic terrace is equipped with a romantic gazebo, dining table and sunbeds and sunshower. the attic is the result of a remarkable recent r

                              from $97 / night

                              $773 / week

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                              from $97 / night

                                30

                                Vacation villa in Italy

                                Lake Como / Cernobbio

                                8 10 7 nights min

                                • 8 bedrooms
                                • sleeps 10
                                • 7 nights min
                                • Child friendly
                                Villa Virginia a wonderful villa built on the beginning of century and completely restored in 2008, The villa faces directly on the lake immersed in a wonderful garden. Perfect location just few km from Cernobbio and only 7 from Como!! There is as well a bus stop 150 me

                                from $1,188 / night

                                $8,314 - $13,313 / week

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                                from $1,188 / night

                                  26

                                  Home rental in Italy

                                  Orbetello / Giannella

                                  2 4 7 nights min

                                  • 2 bedrooms
                                  • sleeps 4
                                  • 7 nights min
                                  • Nearest beach 1 mi
                                  • Child friendly
                                  • Air conditioning
                                  As a slightly wider road in the sea that connects the Monte Argentario peninsula with the lowlands in Orbetello. The sandy beach is 7km long, the bay suitable on the other side as well, welcome for water sports. To recommend a sailing trip to Monte Argentario with its

                                  from $220 / night

                                  $1,536 - $3,291 / week

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                                  from $220 / night

                                    12

                                    Vacation villa in Italy

                                    Perugia / San Giovanni del Pantano

                                    3 6 7 nights min

                                    • 3 bedrooms
                                    • sleeps 6
                                    • 7 nights min
                                    • Swimming pool
                                    • Child friendly
                                    • Air conditioning
                                    Owner's description: VILLAthis property - PIERANTONIO Villathis property is located in one of the most exclusive private country estates of Umbria, owned by the same family for generations, with its thousands of hectares of immaculate woods and olive groves, spectacular

                                    from $841 / night

                                    $5,885 - $13,701 / week

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                                    from $841 / night

                                      17

                                      Vacation apartment in Italy

                                      City of Venice / Venice

                                      2 5 3 nights min

                                      • 2 bedrooms
                                      • sleeps 5
                                      • 3 nights min
                                      • Child friendly
                                      Apartment located in Venice - Castello. Just 7 minutes on walk from San Marco Square. Perfect position for visite Venice, far from tourist noisy. Suitable for families. Large apartment with 2 bedrooms, one double and one twin. Large living room with TV, kitchen with di

                                      from $194 / night

                                      $1,417 / week

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                                      Responds fast!
                                      avg. 2 hours 54 minutes

                                      from $194 / night

                                        23

                                        Vacation apartment in Italy

                                        Province of Lucca / Lucca

                                        2 6 min stay varies

                                        • 2 bedrooms
                                        • sleeps 6
                                        • min stay varies
                                        • Nearest beach 20 mi
                                        • Child friendly
                                        • Car not necessary
                                        La residenza degli artisti consists in seven apartments and "Magenta" is one of them. It's located on the second floor and offers living / dining room with kitchen corner, master bedroom with queen size bed, second bedroom with two twin beds, bathroom with shower and a

                                        from $161 / night

                                        $1,128 / week

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                                        from $161 / night

                                          19

                                          Vacation home in Italy

                                          Taviano / Marina di Mancaversa

                                          2 7 3 nights min

                                          • 2 bedrooms
                                          • sleeps 7
                                          • 3 nights min
                                          • Child friendly
                                          • Pet friendly
                                          • Private garden
                                          YOUR VACATION OBJECT: Low Cost Villa of 90 m2 in Marina di Mancaversa with 2 bedrooms and one bath for 7 persons . ROOM COMPOSITION: * Bedroom: 1 Double * Bedroom: 2 Single * Living Room: 1 Single, 1 Sofa bed-double * Bathroom: 1 Full AMENITIES: Su

                                          from $25 / night

                                          $172 / week

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                                          from $25 / night

                                            44

                                            Vacation villa with swimming pool in Tuscany

                                            Province of Siena / Lecchi in Chianti

                                            3 8 7 nights min

                                            • 3 bedrooms
                                            • sleeps 8
                                            • 7 nights min
                                            • Swimming pool
                                            • Child friendly
                                            • Air conditioning
                                            Owner's description: Main Description : Independent house with private pool in the Chianti Classico, in an old hamlet of houses surrounded by vineyards, olive groves and woods. The town of Gaiole in Chianti is just 10 km away and the other villages of the Chianti Classi

                                            from $286 / night

                                            $2,001 - $3,669 / week

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                                            from $286 / night

                                              24

                                              Tuscany Vacation home rental

                                              Province of Florence / Dicomano

                                              2 4 min stay varies

                                              • 2 bedrooms
                                              • sleeps 4
                                              • min stay varies
                                              • Nearest beach 129 mi
                                              • Swimming pool
                                              • Child friendly
                                              Poggio Marino estate is a medieval complex in the green valley of Mugello, near Florence, in a panoramic position that allows easy access to other major regional centers such as Siena, Lucca, Pisa. The property is surrounded by magnificent forests and beautiful hills, a

                                              from $123 / night

                                              $856 / week

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                                              from $123 / night

                                                25

                                                Vacation home in Amalfi Coast

                                                Amalfi Coast / Ravello

                                                5 10 7 nights min

                                                • 5 bedrooms
                                                • sleeps 10
                                                • 7 nights min
                                                • Swimming pool
                                                • Child friendly
                                                • Air conditioning
                                                Location The wonderful panoramic position of Ravello is one of the main attractions of the famous and renowned city. This spectacular landscape serves as an impressive frame for the magnificent Villa Lo Sguardo sul Mare. The villa lies among the surrounding hills and do

                                                from $771 / night

                                                $5,393 - $11,684 / week

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                                                from $771 / night

                                                  21

                                                  Apartment rental in Italy

                                                  Patu / Marina San Gregorio

                                                  2 5 min stay varies

                                                  • 2 bedrooms
                                                  • sleeps 5
                                                  • min stay varies
                                                  • Child friendly
                                                  A few hundred meters from the sea, enclosed in a lovely setting between olive trees and the sea, this lovely villa is located within a characteristic, well-structured complex. The accommodation, equipped with a characteristic portico with sea view, has a large living ro

                                                  from $53 / night

                                                  $370 / week

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                                                  Responds fast!
                                                  avg. 3 hours 25 minutes

                                                  from $53 / night

                                                    5

                                                    Vacation b&b in Italy

                                                    Province of Naples / Naples

                                                    1 6 1 night min

                                                    • 1 bedroom
                                                    • sleeps 6
                                                    • 1 night min
                                                    • Child friendly
                                                    • Pet friendly
                                                    The B & B I Bourbon offers its customers five very large and bright rooms. The rooms are equipped with all comforts such as air conditioning, en suite bathroom with shower, hair dryer, refrigerator, towels, crisp clean sheets, personal hygiene products. The rooms are mo

                                                    from $232 / night

                                                    $1,621 / week

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                                                    from $232 / night

                                                      12

                                                      Italy Vacation home rental

                                                      Province of Lecce / Salve

                                                      1 2 7 nights min

                                                      • 1 bedroom
                                                      • sleeps 2
                                                      • 7 nights min
                                                      • Ask about children
                                                      • Pet friendly
                                                      Two-room apartment No. 20 in a Residance consists of independent entrance in terrace area equipped with porch, kitchenette, living area, master bedroom and full bath with shower. Extra payable on the spot: Water, light, gas, bedding, bath set, climate, Wi Fii are not in

                                                      from $43 / night

                                                      $298 / week

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                                                      from $43 / night

                                                        52

                                                        Vacation home in Italy

                                                        Province of Viterbo / Montefiascone

                                                        1 5 min stay varies

                                                        • 1 bedroom
                                                        • sleeps 5
                                                        • min stay varies
                                                        • Nearest beach 52 mi
                                                        • Swimming pool
                                                        • Child friendly
                                                        Poggio di Montedoro farmhouse is located on the beautiful and homonym hill of the octagonal church of Montedoro, at the border with Tuscany and Umbria. Restored according to tradition, it boasts a unique panoramic position on Lake Bolsena, Montefiascone and the surroun

                                                        from $116 / night

                                                        $683 - $889 / week

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                                                        from $116 / night

                                                          27

                                                          Vacation home with shared pool in Italy

                                                          Noto / Lido di Noto

                                                          2 5 7 nights min

                                                          • 2 bedrooms
                                                          • sleeps 5
                                                          • 7 nights min
                                                          • Nearest beach 6 mi
                                                          • Swimming pool
                                                          • Child friendly
                                                          Helorus is a splendid property with swimming pool, consisting of two independent apartments, situated near Noto, a charming town known as "the capital of Sicilian baroque". Immersed in greenery, these recently built apartments share the beautiful pool and come with a la

                                                          from $223 / night

                                                          $1,560 - $3,334 / week

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                                                          from $223 / night

                                                            64

                                                            Villa rental in Italy with swimming pool

                                                            Province of Florence / Gambassi Terme

                                                            3 7 7 nights min

                                                            • 3 bedrooms
                                                            • sleeps 7
                                                            • 7 nights min
                                                            • Swimming pool
                                                            • Child friendly
                                                            • Pet friendly
                                                            Beautiful villa located in the countryside between Siena and Florence, renovated in 2015 maintaining and enhancing the rustic style and at the same time equipping it with all comforts to ensure a relaxing and welcoming environment. The house is arranged over three floor

                                                            from $265 / night

                                                            $1,851 - $3,898 / week

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                                                            from $265 / night

                                                              20

                                                              Vacation studio in Italy

                                                              City of Venice / Venice

                                                              Studio 2 min stay varies

                                                              • Studio
                                                              • sleeps 2
                                                              • min stay varies
                                                              • Ask about children
                                                              • Air conditioning
                                                              • Ask about pets
                                                              Description - A gracious one-room apartment, perfect for couples looking for a romantic place to stay in Venice. The mini-apartment’s pale furnishings and its ceiling’s exposed beams create a feeling of wellness and tranquillity, with a touch of modernity to make your s

                                                              from $80 / night

                                                              $559 / week

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                                                              from $80 / night

                                                                15

                                                                Vacation apartment in Piedmont

                                                                Province of Turin / San Gillio

                                                                2 6 1 night min

                                                                • 2 bedrooms
                                                                • sleeps 6
                                                                • 1 night min
                                                                • Nearest beach 139 mi
                                                                • Child friendly
                                                                • Air conditioning
                                                                Apartments Santa Giulia are in an ancient building dating back to 1878, that maintains the original atmosphere, or the typical house with external balconies that unify all the apartments of the area. All the apartments have been recently renovated with a modern design,

                                                                from $205 / night

                                                                $1,432 - $5,124 / week

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                                                                from $205 / night

                                                                  21

                                                                  Vacation home rental

                                                                  Province of Lecce / Racale

                                                                  2 4 7 nights min

                                                                  • 2 bedrooms
                                                                  • sleeps 4
                                                                  • 7 nights min
                                                                  • Ask about children
                                                                  LOCATION: Holiday home Tromba is located on the provincial road that from Taviano leads to the marina of Mancaversa and Torre Suda falling into the municipality of Racale. It is just a few minutes drive from the coast being only 4 kilometers away. Once on the coast the

                                                                  from $62 / night

                                                                  $433 / week

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                                                                  from $62 / night

                                                                    42

                                                                    Vacation home in Italy

                                                                    Province of Lecce / Taviano

                                                                    4 8 7 nights min

                                                                    • 4 bedrooms
                                                                    • sleeps 8
                                                                    • 7 nights min
                                                                    • Ask about children
                                                                    • Pet friendly
                                                                    Holiday home Donna Rita is located on the ground floor in a residential context with two additional holiday homes that also have access from the main avenue. The holiday home has its own entrance and outdoor spaces. It enjoys an excellent space of its own relevance equi

                                                                    from $152 / night

                                                                    $1,064 / week

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                                                                    from $152 / night

                                                                      81

                                                                      Vacation villa with swimming pool in Italy

                                                                      Province of Florence / Dicomano

                                                                      4 10 4 nights min

                                                                      • 4 bedrooms
                                                                      • sleeps 10
                                                                      • 4 nights min
                                                                      • Nearest beach 120 mi
                                                                      • Swimming pool
                                                                      • Child friendly
                                                                      Manor house recently renovated, situated in a panoramic position in the green hills of the “Val di Sieve”. Located a few kilometers from “Firenze”, such as to allow easy access to the main other centers of the region such as “Siena”, “Lucca”, “Pisa”. The Villa is surrou

                                                                      from $386 / night

                                                                      $2,705 - $4,510 / week

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                                                                      from $386 / night

                                                                        33

                                                                        Vacation villa in Italy

                                                                        Province of Palermo / Lascari

                                                                        3 6 7 nights min

                                                                        • 3 bedrooms
                                                                        • sleeps 6
                                                                        • 7 nights min
                                                                        • Child friendly
                                                                        • Air conditioning
                                                                        • Ask about pets
                                                                        Owner's description: VILLAthis property – CEFALU’ AREA Villathis property, a beautiful modern house, is located by the sea, in a quiet position near Cefalu’. Just a few steps away from the sea, the house is part of a small property that comprises of a further house (Vil

                                                                        from $297 / night

                                                                        $2,078 - $4,911 / week

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                                                                        from $297 / night

                                                                          17

                                                                          Vacation apartment in Italy

                                                                          Italian Riviera / Zoagli

                                                                          1 4 min stay varies

                                                                          • 1 bedroom
                                                                          • sleeps 4
                                                                          • min stay varies
                                                                          • Beach/lakeside relaxation
                                                                          • Nearest beach 3 mi
                                                                          • Swimming pool
                                                                          Suite Dolcevita by KlabHouse is a bright and spacious suite with a panoramic Hot Tube, patio and private garden with an amazing view on Portofino bay. Equipped with air conditioning, WIFI, electric barbeque and outdoor living area with comfortable sofas, dining table,

                                                                          from $129 / night

                                                                          $812 - $2,256 / week

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                                                                          from $129 / night

                                                                            25

                                                                            Lazio Vacation apartment rental

                                                                            Lazio / Rome

                                                                            1 2 min stay varies

                                                                            • 1 bedroom
                                                                            • sleeps 2
                                                                            • min stay varies
                                                                            • Child friendly
                                                                            • Pet friendly
                                                                            Elegant 45 m2 apartment few steps from S.Maria Maggiore, piazza Navona and Vatican. The apartment is on the 1st floor of a Historical 1700 palace. This quite apartment is the perfect home base for your time in Rome. The apartment is in a safe and quite pedestrian street

                                                                            from $103 / night

                                                                            $670 - $748 / week

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                                                                            Responds fast!
                                                                            avg. 2 hours 43 minutes

                                                                            from $103 / night

                                                                              57

                                                                              Vacation apartment rental

                                                                              Lazio / Rome

                                                                              3 5 min stay varies

                                                                              • 3 bedrooms
                                                                              • sleeps 5
                                                                              • min stay varies
                                                                              • Child friendly
                                                                              • Car not necessary
                                                                              • Air conditioning
                                                                              Villa Borghese Breathtaking View S&AR is a spacious and elegant newly renovated representative apartment. It is spread over 150 square meters and consists of 3 bathrooms, 3 bedrooms, kitchen, entrance and a large living room. Luxury apartment line recommended for busine

                                                                              from $226 / night

                                                                              $1,181 - $2,215 / week

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                                                                              from $226 / night

                                                                                26

                                                                                Vacation villa with swimming pool in Tuscany

                                                                                Province of Siena / Torrita di Siena

                                                                                6 11 7 nights min

                                                                                • 6 bedrooms
                                                                                • sleeps 11
                                                                                • 7 nights min
                                                                                • Swimming pool
                                                                                • Child friendly
                                                                                • Pet friendly
                                                                                Owner's description: VILLAthis property – TORRITA DI SIENA Located on a hilly position, with panoramic views over the countryside, Villa Sania is a beautiful farmhouse, originating in the 1300s. Although restored to offer all the modern requirements, the house still pr

                                                                                from $550 / night

                                                                                $3,844 - $6,854 / week

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                                                                                from $550 / night

                                                                                  30

                                                                                  Vacation apartment with shared pool in Veneto

                                                                                  San Michele Al Tagliamento / Bibione

                                                                                  2 7 min stay varies

                                                                                  • 2 bedrooms
                                                                                  • sleeps 7
                                                                                  • min stay varies
                                                                                  • Nearest beach 0.5 mi
                                                                                  • Swimming pool
                                                                                  • Child friendly
                                                                                  This holiday complex has a very big garden with swimming-pools. Near the beach and thermal area. Two bedrooms apartment on the ground floor with private garden. Living room with double sofa bed, kitchenette, 1 bedroom with double bed, 1 bedroom with bunk bed and single

                                                                                  from $88 / night

                                                                                  $558 - $771 / week

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                                                                                  from $88 / night

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