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Italy

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8,677 Vacation rentals

Filters applied: Private pool

(28) Excellent 

19

Vacation villa rental

Cefalu / Sant'Ambrogio

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
This three bedroom villa is situated in Sant'Ambrogio, near Cefalu on the northern coast of Sicily. With a private swimming pool, sundeck and spectacular panoramic sea views, this is a truly breathtaking holiday location. The mature gardens, packed with palm trees, offe …see more

from $117 / night

$818 - $3,225 / week

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from $117 / night

36

Vacation apartment in Italy

Bosa / Porto Alabe

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
The apartments of the villa '' From Grandfather Pippi '' are located in a small village '' Porto Alabe in the tourist area of ​​Bosa (5 km from Bosa) ... The apartments offer a fantastic panoramic view of Porto Alabe beach It is located just 10 meters away, reachable th …see more

from $147 / night

$879 - $1,641 / week

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Responds fast!
avg. 32 minutes

from $147 / night

(3) Excellent 

27

Vacation home in Italy

Province of Arezzo / Anghiari

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Casa Toppole is an old stone farmhouse, full of charm, located in the heart of Tuscany. It is independent, enjoys a panoramic view and is located 6 kilometers from Anghiari, a medieval classified village. The capacity of the house is 6 to 8 people. It was built on the …see more

from $222 / night

$2,454 / week

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from $222 / night

33

Italy Vacation villa rental

Province of Florence / Florence

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly
This wonderful recently renovated 4BR/3.5BA villa sits on top of a hill and is part of a 20 hectares biological farm, immersed in the most beautiful typical Tuscan landscape. A luxury private swimming pool as well as a private lake and the most amazing direct views on …see more

from $601 / night

$4,205 / week

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from $601 / night

(4) Excellent 

24

Trullo rental in Italy with swimming pool

Province of Brindisi / Ostuni

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
This Beautiful Trullo complex is ideal for large families and groups of friends looking for a getaway from it all break in the beautiful Puglian countryside. The Trullo is situated near the summer capital of Ostuni (known as the white city) which boasts the liveliest ba …see more

from $469 / night

$3,279 - $6,892 / week

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from $469 / night

26

Vacation villa with swimming pool in Italy

Massa Lubrense / Sant'Agata sui Due Golfi

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly
Villa Nicolò is located in Sant'Agata sui due Golfi, a top hill village overlooking Sorrento where in the hot summer you can enjoy a lovely breeze and where you can provide yourself with everything you may need to enjoy a holiday along the Sorrento Coast. Sant'Agata sui …see more

from $351 / night

$2,454 / week

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from $351 / night

(3) Excellent 

11

Puglia Vacation villa rental

Province of Brindisi / San Michele Salentino

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 20 mi
  • Swimming pool
  • Child friendly
Surrounded by olive lemon and almond trees, cactus and many flowers you can relax with your family, recharge and enjoy the southern Italian life. The house is well equipped for families with children, the whole area is fenced. The Adriatic Sea is in 20 minutes (by car) …see more

from $134 / night

$938 - $1,653 / week

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from $134 / night

(7) Excellent 

35

Italy Vacation villa rental

Amalfi Coast / Ravello

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
All very Chic & Fabulous. In the enchanting scenery of Ravello, it is Villa Mariella, with a spectacular sea view and only 5min from the city center and all the important monuments. And 'surrounded by a terraced garden, a natural pergola of lemon trees and a collection …see more

from $409 / night

$2,863 / week

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Responds fast!
avg. 2 hours 20 minutes

from $409 / night

(9) Excellent 

33

Home rental in Italy with swimming pool

Province of Imperia / Apricale

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 13 mi
  • Swimming pool
  • Child friendly
Perched on the upper ridge of the charming hill town of Apricale, this villa has been fully restored and equipped for the ideal Mediterranean holiday. With breathtaking poolside views of the Val Nervia and surrounding villages, the villa offers high quality living with …see more

from $293 / night

$2,045 / week

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from $293 / night

(2) Excellent 

20

Vacation farmhouse with swimming pool in Italy

Province of Florence / Greve in Chianti

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Casalone is a stunning 16th Century restored stone wall farmhouse in the heart of Chianti, 5 minutes drive from the town of Greve-in-Chianti, and 30 minutes from the city of Florence. It is situated just a few kms from the three medieval hamlets of Badia a Passignano, M …see more

from $585 / night

$3,506 / week

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from $585 / night

(1) Excellent 

36

Vacation villa with swimming pool in Tuscany

Province of Arezzo / Cortona

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 19 mi
  • Swimming pool
  • Child friendly
General Description This luxury villa, surrounded by a gorgeous and impressive garden, has been recently restored with great care of details and with respect to Tuscan tradition. What a great location! The villa is ideally located close to village and services offering …see more

from $316 / night

$2,209 / week

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from $316 / night

(6) Very Good 

Certificate of Excellence

28

Liguria Vacation villa rental

Province of La Spezia / Arcola

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
A few kilometers from the beautiful scenery of cinque terre and the worldliness of Versilia, ' The Chicchera ' is the ideal place to spend your holiday in a refined and friendly atmosphere, which combines the taste with which it was carried out the restoration of what w …see more

Certificate of Excellence

from $199 / night

$1,052 - $1,753 / week

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from $199 / night

(1) Excellent 

26

Italy Vacation villa rental

Acquapendente / Trevinano

6 14 3 nights min

  • 6 bedrooms
  • Sleeps 14
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
This beautiful villa for rent in Italy is located on the border between Tuscany and Lazio near the spa village of San Casciano dei Bagni (9km), member of “the most beautiful villages in Italy”, “I borghi più belli d'Italia”, association. Originally the hunting lodge of …see more

from $491 / night

$1,741 - $3,915 / week

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Responds fast!
avg. 3 hours 12 minutes

from $491 / night

(3) Excellent 

24

Villa rental in Italy with swimming pool

Province of Lucca / Lammari

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
The Villa 'Le Rondini' is a very nice house and is located only 7 km away from Lucca, in a quiet residential area. Download the private pool with outdoor shower and the large, well-kept garden with veranda and grill to the relax a. There is a restaurant and shops in the …see more

from $257 / night

$1,519 - $2,425 / week

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from $257 / night

(13) Excellent 

28

Villa rental in Italy with swimming pool

Alghero / Salondra

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
Villa Romantica is a location recommended for those people that are looking for privacy and tranquility. The villa, very stylish home with antique wooden forniture and paintings, is situated in the middle of a 1000m garden with antique typical sardinian and fruits tr …see more

from $146 / night

$1,110 - $3,506 / week

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avg. 1 hour 1 minutes

from $146 / night

(9) Very Good 

18

Tuscany Vacation villa rental

Province of Grosseto / Seggiano

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
Casa Olivastra is built on the ruins of an ancient convent on the edge of Val d'Orcia. An ideal base to visit some of the most attractive towns in Tuscany . The house has been architecturally designed so that each room has its own unique view &terrace.The illuminated po …see more

from $107 / night

$669 - $1,606 / week

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from $107 / night

(13) Excellent 

36

Villa rental in Italy with swimming pool

Italian Riviera / Sarzana

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Swimming pool
VILLA ORTENSIA Sleeps 2 to 7: 4 bedrooms, 3 bathrooms Comfortably sleeping 2 to 7 persons, this old, converted farmhouse, lies on the border between eastern Liguria and northern Tuscany, just a stone's throw from the Cinque Terre. It has been carefully restored and r …see more

from $252 / night

$1,759 - $3,493 / week

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from $252 / night

(1) Excellent 

24

Italy Vacation b&b rental

Province of Turin / Cavagnolo

3 15 Min stay varies

  • 3 bedrooms
  • Sleeps 15
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
A farm in green surroundings in the Monferrato hills where anyone who wishes can find hospitality and welcome. One space available to families, groups, organizations. The Tree of Kiri offers its guests single, double, triple rooms with bathroom, finely furnished. You ca …see more

from $106 / night

$643 - $4,446 / week

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from $106 / night

(43) Excellent 

Certificate of Excellence

22

Vacation villa in Puglia

Province of Lecce / Cutrofiano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 20 mi
  • Swimming pool
Free air-conditioning and wi-fi, a family-sized kitchen with dishwasher, a second bedroom with convertible king-sized bed or two singles, and a completely private pool (June-September) - 'Casa della Mora' is a beautifully restored villa set in the heart of the Salento c …see more

Certificate of Excellence

from $23 / night

$167 - $1,492 / week

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Responds fast!
avg. 1 hour 34 minutes

from $23 / night

(10) Excellent 

34

Vacation apartment with swimming pool in Italy

Province of Palermo / Cefalu

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Swimming pool
This extremely beautiful and spacious three-room apartment lies on a rise near Cefalù, surrounded from the appealing, Mediterranean nature. Ideal for guests,who prefer the elevated situation for the cooler air in summer and for the people who like to undertake travellin …see more

from $156 / night

$1,088 - $2,969 / week

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Responds fast!
avg. 3 hours 10 minutes

from $156 / night

(15) Excellent 

31

Home rental in Italy with swimming pool

Ostuni / Casalini

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Swimming pool
The ideal location for your stay in the stunningly beautiful Ostuni region. The charming and ancient trullo is the integral and heart of this 3 bedroom villa which has its of your own private swimming pool set in its own private garden! You are only 5 min from the city …see more

from $134 / night

$937 / week

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Responds fast!
avg. 41 minutes

from $134 / night

(3) Excellent 

26

Vacation b&b rental

Province of Latina / Rocca Massima

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Nearest beach 40 mi
  • Swimming pool
  • Child friendly
IN A CORNER PANORAMIC IN ROCK COUNTRY BEST, YOU WILL FIND A MAGICAL PLACE TO SPEND A RELAXING WEEKEND OR A RELAXING HOLIDAY IN THE SILENCE, THE ROOM AND 'LIGHT AND FURNISHED WITH BATH ROOM AND A SMALL FRIDGE, DETACHED FROM THE CENTRAL HOUSE, SO INDEPENDENT . POOL AND 'A …see more

from $71 / night

$469 / week

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Responds fast!
avg. 1 hour 12 minutes

from $71 / night

10

Vacation apartment with swimming pool in Veneto

Province of Treviso / Oderzo

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly
Independent apartment in a large, restored farmhouse. Kitchen, bathroom, double bedroom + sofa bed and a second bedroom with two single beds, large attic equipped for film screenings, grand piano, sofa. Additional bathroom. Garden with pool and owned grove to relax imme …see more

from $106 / night

$701 - $1,070 / week

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Responds fast!
avg. 2 hours 14 minutes

from $106 / night

(2) Excellent 

27

Vacation villa with swimming pool in Italy

Gualdo Cattaneo / San Terenziano

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden
Comfortable country house, which enjoys a beautiful panorama of the valley of the Tevere and the surrounding hills. It is a recently built house, but the wooden-beamed ceilings in chestnut wood, and the terracotta floors are perfectly in tune with the traditional style …see more

from $276 / night

$1,931 / week

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Responds fast!
avg. 2 hours 45 minutes

from $276 / night

(5) Excellent 

21

Vacation villa with swimming pool in Italy

San Gimignano / Casaglia

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 75 mi
  • Swimming pool
  • Child friendly
The villa was an ancient historical structure going back to before the year 1200, originally the chapel "Santa Maria Church", near the burg of Casaglia. Over the centuries, the chapel was deconsecrated to become, first a watchtower, and then a place where the farmers o …see more

from $176 / night

$1,169 - $2,688 / week

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Responds fast!
avg. 1 hour 13 minutes

from $176 / night

(1) Very Good 

15

Vacation b&b with swimming pool in Italy

Italian Riviera / Recco

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool
Exclusive room with bathroom and private terrace with amazing sea view villa with pool. The villa is immersed in the green of the terraces of Liguria with its beautiful olive groves. Situated on the hill overlooking the Golfo Paradiso at a short distance from the sea. …see more

from $94 / night

$655 / week

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from $94 / night

22

Farmhouse rental in Piedmont with swimming pool

Province of Asti / Montemagno

8 15 5 nights min

  • 8 bedrooms
  • Sleeps 15
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
luxury property in a panoramic position on the edge of an important village close to Asti. The village has pharmacy, general store, bar and restaurants. The property enjoys hill top villages and prestigious vineyards. Milan, Turin, Lakes all close by. This ancient farmh …see more

from $704 / night

$4,103 / week

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Responds fast!
avg. 21 minutes

from $704 / night

(3) Excellent 

17

Vacation home with swimming pool in Tuscany

Province of Lucca / San Ginese

4 12 1 night min

  • 4 bedrooms
  • Sleeps 12
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly
Rustico è una casa terratetto, esposta al sole con giardino e piscina privati, ideale per chi cerca tranquilità e riposo. Rustico si trova a solo 10km da Lucca e 30km da Pisa, è a 5mn in macchina dall autostrada. Possibilità di fare delle passeggiate in campagna. Posto …see more

from $71 / night

$493 / week

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Responds fast!
avg. 3 hours 37 minutes

from $71 / night

27

Vacation villa rental

Province of Pistoia / Buggiano

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 53 mi
  • Swimming pool
  • Child friendly
Casa BELLA SOLE is a large 190 sqm farmhouse with a combined annex of 40 sqm, for a total of 230 sqm. So much space and great privacy for all guests. Casa BELLA SOLE is a characteristic Tuscan historic building but as you could imagine it has evolved and grown giving u …see more

from $175 / night

$1,219 - $2,298 / week

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from $175 / night

(1) Excellent 

31

Vacation farmhouse rental

Castellammare del Golfo / Scopello

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
Interior 6-room house 280 m2 on 2 levels, on the ground floor: large living/dining room with open fireplace and TV, exit to the garden. 1 double bedroom with open fireplace and bath/bidet/WC, exit to the garden. 1 room with 2 beds. Kitchen (oven). Sep. WC. Upper floor: …see more

from $176 / night

$1,169 - $3,068 / week

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Responds fast!
avg. 2 hours 10 minutes

from $176 / night

(4) Excellent 

45

Vacation villa rental

Province of Florence / San Casciano in Val di Pesa

8 16 1 night min

  • 8 bedrooms
  • Sleeps 16
  • 1 night min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
This wonderful 8 BR – 8 BA villa is located in the beautiful village of San Casciano Val di Pesa, just about 8 miles away from the beginning of the historic district of the city of Florence. The villa traces back its origins to the early XVI century and is considered …see more

from $1,665 / night

$11,685 - $13,905 / week

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from $1,665 / night

(8) Excellent 

32

Italy Vacation villa rental

Province of Macerata / San Severino Marche

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 55 mi
  • Swimming pool
  • Child friendly
Private Villa with front and back yard, private parking area and private outdoor hydromassage pool. On 2 levels, a completely new and well furnished villa with wood elements. On the ground floor, the bright living room with a separated dining room and a full equipped ki …see more

from $175 / night

$1,214 - $1,628 / week

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from $175 / night

29

Italy Vacation villa rental

Province of Cagliari / Quartu Sant'Elena

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Prestigious seaside villa with private pool, garden, parking and terraces. On the ground floor large living room with central patio, fireplace, dining area, kitchen, laundry-bathroom and a master bedroom with private bathroom. Upstairs there is a three bedroom with pr …see more

from $293 / night

$1,753 / week

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Responds fast!
avg. 2 hours 42 minutes

from $293 / night

(14) Excellent 

19

Sicily Vacation villa rental

Province of Messina / Taormina

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Only 5 minutes’ walking,distance from the town centre of Taormina "Panoramic" is one of the 6 apartments of Villa Costanza Bellavista. Please enquire if you require a smaller apartment - we will reply to you quickly. With stunning views of the sea and Mount Etna, "Pan …see more

from $135 / night

$941 / week

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Responds fast!
avg. 2 hours 10 minutes

from $135 / night

(2) Excellent 

43

Vacation farmhouse rental

Province of Cuneo / Feisoglio

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Private garden
New for 2017..... Swimming Pool, Trampoline, Tree Swings, and Climbing Ropes...... Feli Kitchen....pre-ordered local authentic Food Hampers. (see below) A beautiful, newly restored stone farmhouse situated in a private and tranquil location, surrounded by hazelnut gro …see more

from $274 / night

$1,915 / week

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Responds fast!
avg. 2 hours 35 minutes

from $274 / night

(5) Excellent 

25

Italy Vacation villa rental

Province of Salerno / Vallo della Lucania

4 12 1 night min

  • 4 bedrooms
  • Sleeps 12
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
Holiday house surrounded by greenery in the mass of Lucania. The house develops on 3 levels: on the ground floor you will find a large kitchen, a living-room and a dining area. On the first and second floor you will find totally 4 suites, each of which with bedroom, kit …see more

from $351 / night

$1,870 / week

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from $351 / night

(10) Excellent 

22

Vacation villa with swimming pool in Italy

Province of Terni / Morre

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 110 mi
  • Swimming pool
  • Child friendly
The lovely Villa Cipresso has been constructed in a sublime spot, where locals had a refuge for many centuries already. Facing the south it is now a private villa, fully restored and transformed into a comfortable and welcoming accommodation. Originally an olive oil mil …see more

from $202 / night

$1,415 - $2,653 / week

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from $202 / night

(1) Excellent 

23

Italy Vacation apartment rental

Province of Pesaro and Urbino / Urbino

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
We are in the middle of the province of Pesaro/Urbino, where in a short time you can reach places such as Urbino, Gubbio, Cagli, the gola del Furlo, Frassassi caves etc.. or seaside towns such as Fano, Senigallia, Pesaro, Riccione. Our farm is the ideal place to spend p …see more

from $88 / night

$573 / week

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from $88 / night

14

Vacation villa in Tuscany

Province of Livorno / Nibbiaia

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
In a beautiful location, with sea views of Quercetano Bay (Castiglioncello) is the object of the proposed Villa rental. The property consists of: Villa, on the mezzanine floor, with boiler/laundry room in basement, Park with swimming pool and forest. The property is c …see more

from $267 / night

$1,870 / week

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from $267 / night

12

Vacation apartment with swimming pool in Italy

Province of Brescia / Lonato del Garda

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 7 mi
  • Swimming pool
  • Child friendly
Dating back to 1700, an old farm of farmers and agricultural workers, Casale Victoria is renovated with simplicity to give its guests a peaceful and relaxed environment. A few kilometers from the exit of Desenzano, one of the most popular tourist spots on Lake Garda, t …see more

from $106 / night

$526 / week

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from $106 / night