50 Best Vacation Rentals in Province of Brindisi - Holiday Lettings - Cabins

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Holiday rentals Ostuni
589 properties
Cisternino
141 properties
Ceglie Messapica
140 properties
Carovigno
138 properties
Fasano
113 properties
San Vito dei Normanni
104 properties
Brindisi
62 properties
San Michele Salentino
61 properties
Oria
28 properties
Mesagne
28 properties
Francavilla Fontana
17 properties
Marina Di Ostuni
15 properties
Torre Canne
14 properties
Lendinuso
12 properties
Villa Castelli
8 properties
Rosa Marina
8 properties
Casalini di Cisternino
8 properties
Torchiarolo
6 properties
Latiano
6 properties
Torre San Gennaro
5 properties

Province of Brindisi

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1,437 Vacation rentals

(5) Excellent 

29

Vacation villa in San Michele Salentino

Province of Brindisi / San Michele Salentino

3 9 7 nights min

  • 3 bedrooms
  • Sleeps 9
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 20 mi
  • Swimming pool
Extremely stylish and spacious 12 cone 200 Year old trullo. Completely restored by its Irish owners in 2007, with local stone masons in traditional stone method's roofs and walls up to 3ft6 thick, no expense spared, oasis of tranquility surrounded by Mediterranean garde  …see more

from $155 / night

$1080 - $3620 / week

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from $155 / night

(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

$254 - $534 / week

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from $45 / night

(2) Very Good 

29

Home rental in Marina Di Ostuni

Province of Brindisi / Marina Di Ostuni

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
House in Villanova, the port of Ostuni, for 2-3 guests, with veranda and terrace with a view on the sea and the harbor. Parking is very easy to be found near the house. This pretty house is within 10 mts from the sea and the port of Ostuni; it has own entrance and cons  …see more

from $49 / night

$337 / week

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from $49 / night

24

San Donaci Vacation villa rental

Province of Brindisi / San Donaci

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 20 mi
  • Swimming pool
  • Child friendly
This is a villa with swimming pool that sits on a 530 acres farm, used as a vineyard, orchard and olive grove. Located in the countryside of San Donaci, Villa is 19 miles. from Lecce and Brindisi and at equal distance from the Adriatic and Ionian coasts (about 15.5 mile  …see more

from $232 / night

$1480 - $3576 / week

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from $232 / night

(2) Excellent 

18

Selva Vacation apartment rental

Fasano / Selva

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden
Not only is Apartment Madia well equipped it comes with its OWN PRIVATE 10 X 5M POOL for your sole use.Located in the grounds of a large villa in the stunning area of Selva di Fasano, Apartment Madia, offers spacious and tastefully furnished accommodation.  …see more

from $115 / night

$635 - $953 / week

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from $115 / night

(8) Excellent 

20

Province of Brindisi / Cisternino

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Nearest beach 18 mi
  • Child friendly
  • Ask about pets

 …see more

from $97 / night

$673 - $1196 / week

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from $97 / 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 $254 / night

$1588 - $2350 / week

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from $254 / 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 $58 / night

$318 - $604 / week

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from $58 / night

(1) Excellent 

34

Province of Brindisi / Torre Canne

2 7 2 nights min

  • 2 bedrooms
  • Sleeps 7
  • 2 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from $54 / night

$374 / week

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from $54 / night

15

Vacation apartment with shared pool in Francavilla Fontana

Province of Brindisi / Francavilla Fontana

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
The Apartment: Spacious two bedroom apartment perfect for either a family holiday or two couples who are looking to share an apartment. The apartment has been converted from the old storage barn adjoining the stable block serving the 400 year old farmhouse. The stylish  …see more

from $99 / night

$668 - $1094 / week

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from $99 / night

(3) Excellent 

32

Vacation trullo with swimming pool in Cisternino

Province of Brindisi / Cisternino

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Swimming pool
Beautiful Trulli with pool and large garden around. This Trulli is in the middle of most popular tourist city, like Cisternino, only 4 km far, Ostuni, 15 km far. It's close to the beach, only 15 km. Very quite and relax here. There is a large green where you can  …see more

from $150 / night

$1014 - $1601 / week

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from $150 / night

10

Province of Brindisi / Torre Canne

1 4 21 nights min

  • 1 bedroom
  • Sleeps 4
  • 21 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from $27 / night

$321 / week

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from $27 / night

(8) Very Good 

18

Vacation home in Serranova

Carovigno / Serranova

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
A Country house built on two storeys offering fantastic comfort in a great location for visiting towns, beaches and the stunning local scenery. The House is just 10 minutes drive from the beach. A private pool and balcony for al fresco dining make the property perfec  …see more

from $127 / night

$1524 / week

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from $127 / 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

18

Vacation villa with swimming pool in Ceglie Messapica

Ceglie Messapica / Contrada Olmo

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 27 mi
  • Swimming pool
  • Child friendly
This villa is a charming rural property with swimming pool located in the delightful countryside of the Itria Valley, halfway between Ceglie Messapica, Cisternino and Martina Franca. The house comprises: 3 bedrooms and 4 bathrooms offering accommodation for up to 8 gues  …see more

from $216 / night

$1506 - $4520 / week

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from $216 / 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

$312 - $623 / week

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from $45 / night

(2) Excellent 

23

Province of Brindisi / Latiano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from $54 / night

$374 - $710 / week

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from $54 / night

(1) Excellent 

20

Carovigno / Serranova

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $187 / night

$1281 - $1922 / week

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from $187 / night

28

Vacation villa with swimming pool in Speziale

Fasano / Speziale

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
Charming house in traditional style with swimming pool located in the spectacular plain of olive trees near to the sea between Ostuni and Fasano. The property is renovated with attention to every detail and is characterized by vaulted ceilings and stylish traditional f  …see more

from $342 / night

$2388 - $5969 / week

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from $342 / night

(4) Very Good 

49

Vacation trullo with swimming pool in Ceglie Messapica

Ceglie Messapica / Contrada Olmo

5 13 Min stay varies

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Charming centenary Trullo where you can live an authentic traditional experience. Have fun in the huge swimming pool and relax in the shades of the hectare organic garden. The house has original thick walls that keeps cool in summer and warm in winter. At your disposal  …see more

from $139 / night

$748 - $4941 / week

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from $139 / night

(1) Excellent 

23

Province of Brindisi / Lendinuso

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

 …see more

from $75 / night

$523 / week

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from $75 / night

16

Province of Brindisi / Ceglie Messapica

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Nearest beach 15 mi
  • Swimming pool
  • Suitable for children age 5+

 …see more

from $84 / night

$587 - $854 / week

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from $84 / night

(3) Excellent 

8

Province of Brindisi / Ceglie Messapica

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 20 mi
  • Air conditioning

 …see more

from $54 / night

$299 / week

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from $54 / night

(1) Good 

6

Fasano / Savelletri

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly

 …see more

from $107 / night

$748 / week

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from $107 / night

(2) Excellent 

12

Province of Brindisi / Cisternino

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 12 mi
  • Car not necessary
  • Private garden

 …see more

from $33 / night

$267 / week

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from $33 / night

(4) Very Good 

29

Province of Brindisi / Oria

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 20 mi
  • Child friendly

 …see more

from $49 / night

$241 - $321 / week

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from $49 / 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

$854 - $1068 / week

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from $137 / night

21

Vacation home with swimming pool in Oria

Province of Brindisi / Oria

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 22 mi
  • Swimming pool
The perfect property, that's what we always strive for and we think we're fairly close with this villa: It has almost everything: privacy, comfort, space insiede and out, huge pool, sun and shade.For those who decide to venture forth, Oria is a mere ½ kilometres away a  …see more

from $222 / night

$1548 - $2348 / week

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from $222 / night

(1) Excellent 

11

Province of Brindisi / Torre Canne

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from $51 / night

$353 - $417 / week

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from $51 / night

(5) Excellent 

18

Vacation trullo with swimming pool in Ceglie Messapica

Province of Brindisi / Ceglie Messapica

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Nearest beach 25 mi
  • Swimming pool
  • Child friendly
Trulli del Mandorlo is a newly renovated charming complex of trullos with a private pool (12x6mt) and outdoor barbecue.Inside the main trullo you will find a studio consisting of an alcove kitchen with a breakfast table, small sofa, a nook with a sofabed for two, a bath  …see more

from $169 / night

$1183 - $2956 / week

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from $169 / night

(1) Excellent 

10

Carovigno / Torre Santa Sabina

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly

 …see more

from $88 / night

$614 - $833 / week

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from $88 / night

66

Vacation home rental

Province of Brindisi / San Vito dei Normanni

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This house is the biggest one of four cosy cottages of the complex with pool which is located at 4km from San Vito dei Normanni and 14km away from the wonderful sea of Salento.<br><br>The swimming pool is a few steps away from the cottage, and is surrounded  …see more

from $51 / night

$322 - $1052 / week

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from $51 / night

24

Vacation villa with swimming pool in Southern Italy

Province of Brindisi / Carovigno

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Swimming pool
Charming typical accommodation “Trulli” with pool located a few km away from Ostuni which offers its guests a unique holiday getaway. Trullo has a well-kept garden with expansive lawns, a large swimming pool (mt 17x7) and a comfortable furnished patio for outdoor di  …see more

from $309 / night

$1971 - $5424 / week

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from $309 / 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

$508 - $1207 / week

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from $74 / night

12

Province of Brindisi / San Michele Salentino

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly

 …see more

from $84 / night

$587 - $1217 / week

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from $84 / 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

(4) Excellent 

21

Province of Brindisi / Marina Di Ostuni

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

 …see more

from $54 / night

$598 / week

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from $54 / night

(4) Excellent 

15

Province of Brindisi / San Michele Salentino

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 20 mi
  • Child friendly
  • Pet friendly

 …see more

from $33 / night

$225 - $449 / week

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from $33 / night

8

Vacation villa rental

Carovigno / Serranova

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Swimming pool
The House is a lovely lamia (typical rural house of Valle d'Itria built with local stone) with swimming pool. It is located in the countryside of Serranova, just 5 km away from the sandy beaches of Torre Guaceto and Lido Specchiolla and the nature reserve of Torre  …see more

from $105 / night

$732 - $2196 / week

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from $105 / night

(2) Very Good 

34

Vacation trullo with swimming pool in Francavilla Fontana

Province of Brindisi / Francavilla Fontana

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 25 mi
  • Swimming pool
  • Child friendly
Trullo Saraceno consists of a • traditional kitchen set in a stone arch with a real fireplace and dining table, • living area with sofa, arm chairs, coffee table and tv. • tiled bathroom with shower and bidet, • A good size double bedroom, • 2 single beds  …see more

from $65 / night

$449 - $523 / week

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from $65 / night