50 Best Ostuni Holiday rentals on Holiday Lettings - Villas

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538 Vacation rentals

(15) Very Good 

33

Southern Italy Vacation apartment rental

Ostuni / Ostuni Centre

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
The apartment is in an ideal central location, decorated in keeping with the historical ambience of the property. It has a good sized lounge with original louvre doors leading on to a lovely street facing balcony. So if you want do dine inside you can open the doors to  …see more

from $45 / night

$252 - $530 / week

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from $45 / night

(12) Excellent 

28

Home rental in Southern Italy with swimming pool

Ostuni / Casalini

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Swimming pool
Introductory price offered on this trullo/villa, now with the addition of your own private swimming pool set in its own private garden! You are only 5 min from the city and 15 mins from the beach resort at Pilone. The trullo has 3 bedrooms, 2 bathrooms, a large kitchen-  …see more

from $252 / night

$1575 - $2331 / week

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from $252 / night

22

Province of Brindisi / Ostuni

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Nearest beach 23 mi
  • Swimming pool
  • Child friendly

 …see more

from $137 / night

$855 - $1068 / week

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from $137 / night

(6) Excellent 

27

Vacation apartment rental

Ostuni / Ostuni Centre

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly
Stunning, historical apartment in the centre of Ostuni over looking the park with double height barrel vaulted ceilings, street facing balcony and 2 double bedrooms. The apartment is in an ideal central location, decorated in keeping with the historical ambience of the  …see more

from $57 / night

$315 - $599 / week

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from $57 / night

(4) Excellent 

45

Vacation villa with swimming pool in Southern Italy

Province of Brindisi / Ostuni

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 8 mi
  • Swimming pool
  • Child friendly
Spacious private Luxury Villa Ritorno with pool. GREAT FOR CHILDREN OF ALL AGES. Property is situated on 4 acres (1 hectare), with a panoramic view of Valle D'Itria. Views of surrounding hills with stone Trullo's and terraced walls to wonder through. The villa is nestle  …see more

from $229 / night

$1602 - $2456 / week

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from $229 / night

(12) Excellent 

16

Ostuni / Pascarosa

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $65 / night

$374 - $2179 / week

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from $65 / night

(7) Excellent 

36

Vacation guest house in Southern Italy

Ostuni / Ostuni Centre

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Ask about children
  • Car not necessary
  • Air conditioning
18th Century House in the old town of Ostuni for 2-3 people, entirely made of stone, 2 floors with balcony and roof terrace with a view on the sea, decorated in a typical Apulian style. On the first floor there is the large and bright living area with the vaulted celing  …see more

from $49 / night

$337 / week

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from $49 / night

(5) Very Good 

22

Province of Brindisi / Ostuni

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 20 mi
  • Swimming pool

 …see more

from $219 / night

$1645 - $1762 / week

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from $219 / night

(1) Very Good 

24

Province of Brindisi / Ostuni

4 13 Min stay varies

  • 4 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $139 / night

$972 / week

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from $139 / night

(26) Excellent 

20

Vacation home in Southern Italy

Ostuni / Ostuni Centre

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Suitable for children age 5+
Casa Josephina is a 2 bedroom, 2 bathroom 18th century town home ideally located on a quiet street between the public park/garden and Piazza Libertà, the center of activity. It is a short 2-3 minute walk to most everything. The home is comprised of all 3 levels of th  …see more

from $45 / night

$309 - $618 / week

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from $45 / night

(3) Very Good 

13

Province of Brindisi / Ostuni

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Air conditioning
  • Ask about pets

 …see more

from $113 / night

$641 / week

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from $113 / night

(4) Excellent 

32

Southern Italy Vacation apartment rental

Ostuni / Ostuni Centre

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Car not necessary
Characteristic Historial House Elegant and Spacious Arranged on two levels.Restored with high quality materials,local marble&stone .Original Stonework with Star Arches exposed throughout the apartment . On the first floor its arranged with 2 balconies looking out to  …see more

from $91 / night

$561 - $897 / week

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from $91 / night

(4) Good 

14

Southern Italy Vacation apartment rental

Ostuni / Ostuni Centre

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Car not necessary
Located in a quiet street near the main piazza of Ostuni. Tastefully furnished, this recently fully restored open-plan apartment is air conditioned, 15 mins drive to beaches and less than 10 mins walk to the historical centre. Idealic & simply stunning - Ostuni is a gre  …see more

from $38 / night

$252 / week

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from $38 / night

(7) Very Good 

9

Province of Brindisi / Ostuni

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly

 …see more

from $75 / night

$524 / week

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from $75 / night

(2) Excellent 

7

Province of Brindisi / Ostuni

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from $59 / night

$412 / week

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from $59 / night

(7) Excellent 

25

Vacation farmhouse in Southern Italy

Ostuni / Contrada Cervarolo

7 13 Min stay varies

  • 7 bedrooms
  • Sleeps 13
  • Min stay varies
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly
Masseria Il Trappeto is perfect villa for families, groups and those important landmark birthdays. Guests are amazed at the size and style of this luxury villa and it's total privacy. The Evening Standard described it as 'the perfect place to come for a week with a gang  …see more

from $630 / night

$2457 - $8190 / week

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from $630 / night

(8) Excellent 

21

Province of Brindisi / Ostuni

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from $54 / night

$481 / week

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from $54 / night

24

Province of Brindisi / Ostuni

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Child friendly

 …see more

from $59 / night

$321 - $385 / week

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from $59 / night

(7) Excellent 

20

Trullo rental in Southern Italy with swimming pool

Ostuni / Carovigno-Ostuni

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Trullo Annunziata is a luxury holiday property nestled amongst olive and almond trees. Ideally located within easy reach of numerous historic towns and sandy beaches, it's the perfect base to explore the area or enjoy a relaxing getaway by the private pool.  …see more

from $74 / night

$504 - $1197 / week

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from $74 / night

18

Southern Italy Vacation trullo rental

Ostuni / Casalini

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 16 mi
  • Swimming pool
  • Child friendly
Situated midway between Ostuni and Cisternino, in the heart of Valle d'Itria, Trulleto is a trullo with private pool that can accommodate up to 6 people. Trulleto offers three double bedrooms (one with fireplace), a bathroom with shower, a living room with fireplace and  …see more

from $107 / night

$721 - $1933 / week

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from $107 / night

(3) Very Good 

16

Vacation home in Southern Italy

Ostuni / Ostuni Centre

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Child friendly
An amazing house full of character which has been recently renovated with no expense spared. With an exposed stone double height “barrel-vaulted” ceiling throughout, large roof terrace and air-conditioning, this residence is a special place to stay. There is a new  …see more

from $76 / night

$530 / week

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from $76 / night

7

Province of Brindisi / Ostuni

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

 …see more

from $77 / night

$481 - $695 / week

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from $77 / night

29

Province of Brindisi / Ostuni

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach/lakeside relaxation
  • Ski
  • Child friendly

 …see more

from $36 / night

$246 - $321 / week

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from $36 / night

(7) Very Good 

20

Vacation home in Southern Italy

Ostuni / Ostuni Centre

2 5 5 nights min

  • 2 bedrooms
  • Sleeps 5
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Child friendly
A lovely little house that has been recently renovated with a double height “star-vaulted” ceiling, double bedroom area on a mezzanine level, separate smaller bedroom with single bed and a quality double sofa-bed in the living area below the mezzanine. In an excelle  …see more

from $76 / night

$530 / week

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from $76 / night

18

Villa rental in Southern Italy with swimming pool

Ostuni / Carovigno-Ostuni

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Spacious, cool and light this stunning 4 bedroom Villa is situated in the heart of Puglia in the Itria Valley, a short drive away from Ostuni, Martina Franca and Cisternino and some of the most stunning blue flag beaches of Puglia. Travertine floors and contemporary ens  …see more

from $270 / night

$1888 - $3768 / week

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from $270 / night

(5) Excellent 

35

Vacation trullo with swimming pool in Southern Italy

Ostuni / Ostuni Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Trullo nella Pineta, located in the beautiful Valle d'Itria of Puglia, is your escape from the routine and your haven of relaxation, incredible cuisine and sun and sea. The property was completely renovated in 2013 and also a new extension (large kitchen) was built Feb  …see more

from $294 / night

$2029 - $2777 / week

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from $294 / night

(1) Excellent 

24

Southern Italy Vacation apartment rental

Ostuni / Casalini

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 16 mi
  • Swimming pool
  • Child friendly
This villa is a lovely place located in the heart of the Valle d`Itria, one of the most beautiful places of Apulia, with its images and its unique landscapes: the trulli, the ancient olive trees, the countryside and uncontaminated nature. <br><br>It is  …see more

from $305 / night

$2129 - $6377 / week

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from $305 / night

(3) Excellent 

24

Vacation villa with swimming pool in Southern Italy

Province of Brindisi / Ostuni

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Amazing property in the countryside of Ostuni. One hectare of olive trees, almonds and figs trees. A spectacular infinity swimming pool, peace, relax , no noise at all. Two bedroom apartment totally new, furnished with provencal and shabby chic style. Each bedroom has i  …see more

from $75 / night

$1004 - $1228 / week

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from $75 / night

15

Province of Brindisi / Ostuni

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from $31 / night

$211 - $610 / week

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from $31 / night

(9) Very Good 

21

Vacation villa with swimming pool in Southern Italy

Ostuni / Carovigno-Ostuni

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
A quiet 3 bedroom (2 bathroom) detached villa in unspoilt valley off the road between Martina Franca and Ostuni, situated within its own olive grove in the hills. It is only a 15 min drive to the coast where you can choose a range of sandy beaches and rocky coves. This  …see more

from $125 / night

$876 / week

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from $125 / night

(5) Very Good 

15

Home rental in Southern Italy

Ostuni / Ostuni Centre

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 7 mi
  • Child friendly
Charming two/three bedroom stone vaulted town house in Ostuni Centro Storico. Sleeps 4 (+2). Sea Views. Roof/Sun Terrace. 100m from Cathedral. Enjoy the proximity of fresh bread and cakes, coffee, Lounge bars and restaurants, without traffic. 2 or 3 bedrooms with Kingsi  …see more

from $70 / night

$492 - $744 / week

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from $70 / night

30

Ostuni / Carovigno-Ostuni

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Child friendly

 …see more

from $43 / night

$299 / week

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from $43 / night

(1) Excellent 

21

Southern Italy Vacation trullo rental

Ostuni / Pascarosa

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Car not necessary
Also known as The House on the Hill, Trullo Alto offers three double bedrooms, a large twin room and two bathrooms plus an en-suite, and can sleep up to 8 plus cots. The spacious living room, separate TV room, roof terrace and large grounds means there's plenty of  …see more

from $328 / night

$2268 - $3150 / week

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from $328 / night

(2) Very Good 

18

Ostuni / Marina d'Ostuni

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Air conditioning

 …see more

from $49 / night

$289 - $588 / week

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from $49 / night

14

Vacation apartment in Southern Italy

Ostuni / Ostuni Centre

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Car not necessary
Located in a quiet street near the main piazza of Ostuni. Tastefully furnished, this fully restored 18th century townhouse - large open-plan apartment is air conditioned, 15 mins drive to beaches and less than 10 mins walk to the historical centre. Idealic & simply stu  …see more

from $51 / night

$353 / week

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from $51 / night

(2) Excellent 

17

Southern Italy Vacation apartment rental

Ostuni / Ostuni Centre

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Air conditioning
A typical Apulian StoneHouse We have respected its original architecture with care. Restored with quality materials. It features an elegant rustic style apartment with modern facilities.It is composed of a bedroom, living room, a equipped kitchen, marble bathro  …see more

from $53 / night

$374 - $800 / week

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from $53 / night

(1)  

17

Province of Brindisi / Ostuni

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly

 …see more

from $65 / night

$449 / week

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from $65 / night

(4) Excellent 

34

Vacation townhouse in Southern Italy

Province of Brindisi / Ostuni

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Ask about pets
The house is typical Ostuni's 18th century construction, beautifully built in stone with high ceilings on two floors plus the 2 level rooftop terraces where you can enjoy meals alfresco and take the sun while enjoying the view of Ostuni's hills and the blue Adriatic sea  …see more

from $42 / night

$267 - $1212 / week

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from $42 / night

9

Province of Brindisi / Ostuni

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min

 …see more

from $65 / night

$374 / week

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from $65 / night

18

Province of Brindisi / Ostuni

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from $97 / night

$641 / week

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from $97 / night