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Italy

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22,879 Vacation rentals

Filters applied: Swimming 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

(1) Excellent 

28

Italy Vacation villa rental

Syracuse / Cassibile

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Immerso nelle tranquille campagne del siracusano, tranquillo e panoramico! La villa Jasmine dista a solo 7 km dalle splendide spiagge di Fontane Bianche , 4 km da Cassibile , 16 km da Siracusa e 20 km da Noto. Situato in punto strategico per andare ovunque in poco tempo …see more

from $36 / night

$247 / week

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from $36 / 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

8

Apartment rental in Italy with shared pool

Toscolano-Maderno / Cabiana

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Short-term rental accomodation in this two-room-apartment situated in a residence on the hill side of the western coast of the Lake with incredible views and full immersion in olive grove atmosphere. Own entrance at garden level, bathroom with shower, bedroom with doubl …see more

from $59 / night

$409 / week

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from $59 / night

(2) Excellent 

13

Vacation b&b with shared pool in Sardinia

Province of Olbia-Tempio / Olbia

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
THE PRICE SHOWED IS FOR TWO ADULTS. The bed and breakfast stone Islands has three bedrooms, each with its own bathroom, each with its own patio with chairs where you can enjoy the quiet of spring and summer evenings. The ornaments are designed and created by the skilled …see more

from $94 / night

$655 / week

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from $94 / 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

15

Vacation hotel apartment rental

Piombino / Riotorto

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
Small tourist complex divided into cottages, just 500 metres from the sea. The apartments are all located on the first floor, except one, all have a splendid terrace overlooking the sea or pine forest. The apartment is composed as follows: terrace, closed with wooden …see more

from $59 / night

$409 - $1,519 / week

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from $59 / 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

(11) Excellent 

16

Vacation villa with shared pool in Italy

Florence / Piazzale Michelangelo

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
Villa Bottai a splendid 13th Century Villa just 10 minutes from the historical centre of Florence. Together with Fulvio I have been renting this villa for the past 10 yrs. Recently the ground floor has been restored into 3 double bedroom, 2 bathrooms, 1 cloakroom …see more

from $307 / night

$1,801 / week

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from $307 / 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

(2) Excellent 

18

Italy Vacation apartment rental

Province of Asti / Moncalvo

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Back in the 16th century La Famulenta was a monastery of Jesuit monks. Agriculture was their main activity and their produce fed the surrounding localities of Moncalvo, Grana, Casorzo and Grazzano Badoglio. These villages sit on the rolling hills that are called the Mon …see more

from $82 / night

$468 / week

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from $82 / 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

(19) Very Good 

22

Vacation apartment in Tuscany

Castiglione Della Pescaia / Punta Ala

1 5 7 nights min

  • 1 bedroom
  • Sleeps 5
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
Suite Description: Suite (private) 50 sq. approximately inserted into the Residence Hotel (RTA) called "Golf Hotel Punta Ala" (4 stars). Two rooms with 5 beds, consisting of living area with TV and kitchenette, refrigerator, 1 sofa bed, 1 pull-out bed, double bedroom wi …see more

from $84 / night

$586 - $2,696 / week

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from $84 / 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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Responds fast!
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

34

Ski home to rent in Italy

Province of Bergamo / Songavazzo

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Ski
  • Child friendly
The apartment is inserted in a residence of 30 accommodation units and has a separate private entrance. On the ground floor we are the living area comprises: entrance hall, bathroom with shower and bidet, living room and kitchenette and fireplace, here is a way a double …see more

from $30 / night

$351 - $557 / week

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from $30 / 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

4

Vacation villa with shared pool in Italy

Italian Riviera / Recco

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Car not necessary
HENS ROOM …see more

from $94 / night

$655 / week

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from $94 / night

(3) Excellent 

31

Vacation trullo with shared pool in Puglia

Province of Brindisi / Cisternino

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 15 mi
  • Swimming pool
  • Child friendly
Just few minutes away from the centre of Cisternino town, Trullo Azzurra is a newly refurbished trullo with swimming pool ideal for families. Just after the main gate you will notice the top of the trullo on the horizon. The comfy external area has a lovely garden with …see more

from $78 / night

$463 - $1,577 / week

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from $78 / night

(1) Very Good 

8

Vacation townhouse with shared pool in Sardinia

Province of Sassari / Viddalba

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Apartment located in a recently constructed residential complex located on the first floor.It consists of a twelve square meters veranda, living room, kitchenette with access through a wide glass window, bedroom with double bed, a wardrobe, bedroom for kids with bridge …see more

from $88 / night

$585 / week

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from $88 / night

24

Italy Vacation apartment rental

Province of Pisa / Cevoli di Lari

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
Large two bedrooms apartment of 90 sq,m on the first floor, with private sitting area. Two double bedrooms, Living room with fire place, kitchen corner and double sofa bed, 2 bathrooms with shower. Internet wi fi, sat tv. Mosquito curtains at the windows. This beautifu …see more

from $164 / night

$526 - $1,122 / week

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Responds fast!
avg. 3 hours 12 minutes

from $164 / 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

(7) Excellent 

22

Vacation townhouse with shared pool in Umbria

Province of Perugia / Valfabbrica

4 7 2 nights min

  • 4 bedrooms
  • Sleeps 7
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Agriturismo Villa di Giomici is located in the homonymous village of Giomici, medieval castle of rare beauty surrounded by an oak forest at 600 mt above sea level. We are in the municipality of Valfabbrica, natural watershed between Assisi and Gubbio, two pearls of the …see more

from $176 / night

$701 - $1,519 / week

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from $176 / night

7

Vacation home rental

Province of Benevento / San Marco dei Cavoti

5 12 1 night min

  • 5 bedrooms
  • Sleeps 12
  • 1 night min
  • Swimming pool
  • Child friendly
The landlord Bellavista, in San Marco dei Cavoti, in Calisi, 21, is completely renovated home that offers modern comforts for demanding customers who want to spend a holiday in complete relaxation. From the pool, nothing of the plant automation is left to chance. From t …see more

from $35 / night

$246 / week

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from $35 / night

(16) Excellent 

22

Vacation apartment with shared pool in Italy

Province of Siena / Gaiole in Chianti

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
Set in the Chianti Hills just 30 mins from Siena is Borgo di Gaiole, situated on the edge of Gaiole in Chianti, one of the historic 'Chianti League' townships. The Borgo comprises the best of old and new. Built in traditional Tuscan architectural style with solid stone …see more

from $147 / night

$749 - $1,017 / week

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from $147 / 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

10

Vacation apartment with shared pool in Italy

Province of Livorno / Campiglia Marittima

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
Upper maremma. Very quiet. Surrounded by greenery, 5 hectares of land with olive trees, Oaks and fruit trees. Sea, the Tuscan archipelago Islands. Archaeological area and Spa. Val di Cornia parks Center. Large terrace of 30 sqm,,, upper maremma. Very quiet. Surrounded b …see more

from $76 / night

$528 / week

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from $76 / night

24

Vacation apartment with shared pool in Italy

Province of Messina / Messina

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
Within the Village there are two comfortable and cosy apartments with panoramic balconies. The apartment nespolo ' and ' Tangerine ' can easily accommodate 3 people over an area of about 35 sqm. they are well equipped with: kitchen/living room; bedroom; air conditioning …see more

from $74 / night

$516 / week

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from $74 / night

(3) Excellent 

24

Penthouse rental in Italy with shared pool

Province of Catania / Acireale

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Attic on the second floor of a Residence. The apartment has a double bedroom, kitchen with sofa bed and views of Mount Etna, bathroom, private terrace with table and chairs and wonderful views of the Gulf of St. Tecla-sea. The apartment is located in a Residence with sw …see more

from $72 / night

$433 - $737 / week

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from $72 / 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