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

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Holiday rentals Ostuni
592 properties
Carovigno
188 properties
Cisternino
150 properties
Ceglie Messapica
137 properties
Fasano
118 properties
San Vito dei Normanni
108 properties
San Michele Salentino
72 properties
Brindisi
48 properties
Mesagne
29 properties
Oria
27 properties
Francavilla Fontana
16 properties
Marina Di Ostuni
16 properties
Torre Canne
15 properties
Lendinuso
10 properties
Rosa Marina
8 properties
Torchiarolo
8 properties
Casalini di Cisternino
6 properties
Villa Castelli
6 properties
Latiano
6 properties
Torre San Gennaro
5 properties

Province of Brindisi

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1,490 Vacation rentals

(71) Excellent 

24

Vacation trullo with swimming pool in Ostuni

Province of Brindisi / Ostuni

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 18 mi
  • Swimming pool
Trullo Bellissimo is a luxury, bijou villa with a bespoke interior design, sympathetically restored to reveal original stone walls, arches and vaulted ceilings.This ancient c300 year old building is set in its own tranquil 3acre olive grove, with stunning terraces (cock …see more

from $259 / night

$1807 - $2568 / week

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avg. 2 hours 23 minutes

from $259 / night

(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 $158 / night

$1105 - $3705 / week

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from $158 / night

(2) Excellent 

27

Ceglie Messapica Vacation trullo rental

Province of Brindisi / Ceglie Messapica

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Air conditioning
' Art cities, gastronomy Land '. So the city of Ceglie Messapica (BR) welcomes you upon your arrival. The Trullo Montevicoli is a rural construction from the early ' 900, typical of the Valle d'Itria, hilly area in the heart of Puglia straddling the provinces of Bari, …see more

from $132 / night

$921 - $1151 / week

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from $132 / night

Featured properties

(14) Excellent 

27

Home rental in Casalini with swimming pool

Ostuni / Casalini

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 $260 / night

$1625 - $2145 / week

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avg. 1 hour 7 minutes

from $260 / night

(3) Excellent 

31

Vacation trullo with shared pool, golf nearby in Cisternino

Province of Brindisi / Cisternino

2 4 Min stay varies

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

from $71 / night

$478 - $1611 / week

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from $71 / night

(2) Very Good 

27

Home rental in San Pancrazio Salentino

Province of Brindisi / San Pancrazio Salentino

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
La casetta è situata in un paese tipicamente salentino. La proprietà è stata costruita recentemente e i proprietari hanno cercato di mantenere lo stile salentino, riportando alla luce i bellissimi archi in tufo tipici Leccesi. La casa si compone di un ampio salone dota …see more

from $116 / night

$403 - $691 / week

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avg. 1 hour 55 minutes

from $116 / night

(4) Excellent 

12

Vacation apartment in Oria

Province of Brindisi / Oria

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 25 mi
  • Child friendly
  • Air conditioning
L'appartamento è situato nel cuore del centro storico di Oria, ai piedi della cattedrale e del castello svevo. Nelle immediate vicinanze ristoranti, trattorie tipiche e bar. Le pareti della struttura in tufo locale offrono refrigerio durante le calde giornate estive e p …see more

from $53 / night

$406 / week

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from $53 / night

32

Vacation apartment in Ostuni

Province of Brindisi / Ostuni

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 10 mi
  • Child friendly
  • Air conditioning
Monolocale primo piano completo di Aria Condizionata, lavatrice con carica dall'alto, a 200 metri da Piazza della Libertà (Centro Storico) e a 200 metri da Viale Pola. Si accettano animali domestici. Ostuni è vicina ad Alberobello, Martina Franca, Zoosafari, Grotte di C …see more

from $58 / night

$403 / week

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avg. 45 minutes

from $58 / night

(1) Excellent 

25

Vacation home in Ostuni

Province of Brindisi / Ostuni

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 7 mi
  • Child friendly
  • Pet friendly
My house is called WHITE STONE, because it is in complete harmony with the landscape of Ostuni. Fully furnished in a shabby style, the house is independent and is the ideal place for your summer vacation. Located in the center of Ostuni. The house consists of kitchen (s …see more

from $47 / night

$325 - $487 / week

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avg. 31 minutes

from $47 / night

(2) Excellent 

25

Vacation villa rental

Ostuni / Torre Guaceto

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
The 40 sqm house is located inside the reserve of Torre Guaceto adjacent to the path of olive trees from the sea is about 900 m within easy reach on foot or by bike. The airport and train station are around 15 m away by car. Ostuni, Alberobello, Locorotondo are just Km. …see more

from $76 / night

$499 - $650 / week

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avg. 29 minutes

from $76 / night

17

Vacation trullo with shared pool in Fasano

Province of Brindisi / Fasano

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
A unique place for its location, nestled in the hills surrounding the Itria Valley, overlooking the beaches of the Adriatic and embraced by the beautiful countryside of Puglia. Here, since the remote past, the human hand has shaped the land according to their own needs, …see more

from $96 / night

$667 / week

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from $96 / night

(10) Very Good 

68

Vacation home in San Vito dei Normanni

Province of Brindisi / San Vito dei Normanni

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
OFFER NOT LETTING MISS: "..ti recommend you book early for the periods of July and August and receive many requests for some years now already in May we both months all busy! Why book in the country? Because the country offers almost everything that everyone expects, gr …see more

from $37 / night

$258 - $725 / week

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avg. 1 hour 32 minutes

from $37 / night

(4) Excellent 

40

Vacation villa with swimming pool in Ostuni

Province of Brindisi / Ostuni

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 8 mi
  • Swimming pool
  • Child friendly
Spacious private Luxury Villa Ritorno with pool. Great for children with families. Property is situated on 4 acres (1 hectare), with a panoramic view of Valle D'Itria. Views of surrounding hills with stone Trulli's and terraced walls to wonder through. The villa is nest …see more

from $231 / night

$1036 - $2877 / week

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from $231 / night

(2) Excellent 

61

Vacation b&b in Ostuni

Province of Brindisi / Ostuni

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 20 mi
  • Child friendly
  • Pet friendly
Nel B&B La Gufa tra Ostuni e Cisternino affittasi trullo in pietra con bagno. Carmen e Tommaso saranno lieti di ospitarvi in una delle più abitate e vive campagne pugliesi. Trullo originale 1800, con riscaldamento a pavimento e arredi in legno di ulivo lavorati a mano. …see more

from $64 / night

$443 / week

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avg. 50 minutes

from $64 / night

(2) Very Good 

32

Home rental in Torre San Gennaro

Province of Brindisi / Torre San Gennaro

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
The property comprises two bedrooms, one double with wardrobe and chest of drawers and a double, slightly smaller with two drawers, plus kitchen, large living room with access to the veranda overlooking the sea, bathroom with shower and closet. In the room there is a so …see more

from $47 / night

$288 - $806 / week

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from $47 / night

(2) Very Good 

20

Vacation townhouse in Ostuni Centre

Ostuni / Ostuni Centre

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 6 mi
  • Child friendly
ENTIRE INDEPENDENT HOUSE in the characterful old part of town,2 bedrooms(1 master with en-suite,1 smaller double)+Sofa bed,High domed ceilings,Exposed stone throughout,Natural stone flooring,2 bathrooms,Large separate kitchen/dining area,Air-con in every room,Contempora …see more

from $40 / night

$262 / week

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from $40 / night

(3) Very Good 

44

Farmhouse rental in Pezze di Greco with swimming pool

Fasano / Pezze di Greco

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 4 mi
  • Swimming pool
  • Child friendly
Antica Masseria in lama, with pool and garden surrounded by olive trees. Overhanging on a blade, with ancient oil mill and caves.Just 5 km from the sea, excellent location for relaxing holidays but at the same time close to the amenities of a country: only 1.5 km you wi …see more

from $231 / night

$1611 - $3222 / week

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from $231 / night

(1) Excellent 

45

Vacation villa in San Vito dei Normanni

Province of Brindisi / San Vito dei Normanni

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly
The accommodation just 8 minutes from the oasis of Torre Guaceto - a protected nature reserve. A beautiful and welcoming country house surrounded by greenery in harmony with nature, in a dream scenario that changes constantly. Enjoy your vacation in a beautiful place an …see more

from $35 / night

$242 - $737 / week

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avg. 1 hour 32 minutes

from $35 / night

(8) Excellent 

20

Trullo rental in Cisternino

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
Antique wonderful and panoramic "Trullo", equipped with living-room and fireplace, dining-room, kitchen, 2 bedrooms (1 master bedroom and 1 double room with 2 beds that can be joined), 2 bathrooms. Elegantly furnished, provided with dishwasher and washing machine. Surr …see more

from $104 / night

$725 - $1289 / week

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from $104 / night

(7) Excellent 

10

Vacation apartment rental

Province of Brindisi / Brindisi

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 3 mi
All'interno della nostra casa, vi aspetta un delizioso nido, completamente indipendente, per accogliervi durante le vostre vacanze! È tutto molto curato, un'accogliente camera da letto, una zona relax con camino e una zona con angolo cottura. Ci troviamo in una posizion …see more

from $75 / night

$484 - $530 / week

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avg. 3 hours 33 minutes

from $75 / night

(2) Very Good 

39

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 in an alc …see more

from $69 / night

$483 - $564 / week

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from $69 / night

(7) Very Good 

23

Vacation apartment in Ostuni Centre

Ostuni / Ostuni Centre

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 7 mi
  • Child friendly
  • Air conditioning
In the Centre of the old town of Ostuni. A short walk from the beautiful Romanesque cathedral, from the Museum and from a viewpoint from which you can admire the Ostuni countryside dotted with thousands of olive trees and surrounded by 20 km of coastline. The House is l …see more

from $58 / night

$645 / week

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avg. 2 hours 13 minutes

from $58 / night

(1) Excellent 

28

San Michele Salentino ski villa to rent.

Province of Brindisi / San Michele Salentino

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Ski
  • Child friendly
Villa La Pergola with pool is a wonderful rental property in an exclusive setting ideal for families with children but also to spend romantic stays in a private and quiet environment. Perfect location: North wind through the paths of the Itria Valley, with its Trulli …see more

from $83 / night

$576 - $1669 / week

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from $83 / night

67

San Vito dei Normanni Vacation villa rental

Province of Brindisi / San Vito dei Normanni

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
Typical Apulian house in 'tufo' surrounded by olive trees and composed by the main building and a dependance near a rest area. The interiors, with vaulted ceilings always made of 'tufo' are as follows: living room with fireplace, kitchen, 4 bedrooms and two bathrooms. …see more

from $231 / night

$1611 - $4027 / week

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from $231 / night

32

Vacation villa rental

Carovigno / Serranova

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 5 mi
  • Swimming pool
  • Child friendly
Comfortable, spacious, fully in Mediterranean style and imbued with a truly relaxing atmosphere with all the perfumes of the Apulian countryside: this extraordinary location is typical of Salento. The ideal place to spend a holiday in the most unspoilt landscapes a shor …see more

from $160 / night

$1116 - $2877 / week

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from $160 / night

6

Torre Canne Vacation apartment accommodation

Province of Brindisi / Torre Canne

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Beautiful and modern apartment, furnished with style, housed in a modern building from the sea, food and wine lands, hiking and nature. also a terrace overlooking the sea for guests with a large solarium and a comfortable gazebo where you can relax reading a book or sip …see more

from $70 / night

$487 - $1218 / week

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from $70 / night

(2) Excellent 

27

Vacation guest house in Francavilla Fontana

Province of Brindisi / Francavilla Fontana

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 30 mi
  • Child friendly
  • Private garden
Giardini di Marzo is a donkey farm and bed & breakfast guesthouse and is plunged in an area cultivated with olive, fig and almond trees between the Valle d'Itria (valley of trulli) and Salento, in the immediate vicinity of the Adriatic and Ionian Seas (about 35 minutes …see more

from $81 / night

$564 / week

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from $81 / night

(2) Very Good 

18

Vacation apartment in Marina d'Ostuni

Ostuni / Marina d'Ostuni

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Air conditioning
Appartamento Monolocale a Ostuni. Situato nel borgo marinaro Villanova di Ostuni, Casa Petrolla 126 è un alloggio indipendente al piano primo per due persone, con vista sul mare e sul porto. Ideale per una coppia. Costituito da monolocale, ampio bagno, cucinino e terraz …see more

from $53 / night

$314 - $638 / week

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Responds fast!
avg. 2 hours 31 minutes

from $53 / night

(5) Excellent 

23

Vacation apartment in Lendinuso

Province of Brindisi / Lendinuso

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
Two bedroom beach front ground floor apartment in a private gated development   Falling asleep to the sounds of the sea and eating 'al fresco' whilst admiring the big blue sea are some of the simple luxuries this holiday apartment can offer. The beach is 10 meters from …see more

from $64 / night

$447 - $812 / week

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from $64 / night

23

Cisternino Vacation home rental

Province of Brindisi / Cisternino

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Child friendly
The trullis are one of the most unusual and unique buildings in Italy. Around 200 to 300 years ago, the Apulian farmers built their houses in this special manner. There are now only a few well preserved examples of such architecture in the Itrian valley, even fewer whic …see more

from $617 / night

$4315 - $4660 / week

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from $617 / night

(6) Excellent 

Certificate of Excellence

34

Vacation townhouse in Ostuni

Province of Brindisi / Ostuni

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 8 mi
  • Child friendly
  • Car not necessary
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

Certificate of Excellence

from $45 / night

$288 - $1306 / week

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Responds fast!
avg. 2 hours 11 minutes

from $45 / night

(4) Very Good 

17

Vacation trullo in Ostuni

Province of Brindisi / Ostuni

2 7 2 nights min

  • 2 bedrooms
  • Sleeps 7
  • 2 nights min
  • Nearest beach 15 mi
  • Child friendly
  • Pet friendly
In a quiet plain of tratturo Brindisi, and crossed by a long avenue of pines, lies an enchanting trullo, clear and clean shapes and grace of a perfect balance between past and present. Around a mighty nature, under the shade of a secular olive grove: ' the whole essence …see more

from $58 / night

$346 - $748 / week

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Responds fast!
avg. 2 hours 30 minutes

from $58 / night

9

Vacation home in Cisternino

Province of Brindisi / Cisternino

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
CSA highlight in one of the best "historical centers of Italy" CISTERNINO. The stone house with the characteristic vaulted ceilings consists of two rooms (bedroom with closet adjacent) and (living room with kitchenette). A door leads into a small bathroom with a stairca …see more

from $70 / night

$576 - $737 / week

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Responds fast!
avg. 2 hours 31 minutes

from $70 / night

22

Vacation apartment in Fasano

Province of Brindisi / Fasano

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Apartment just a few kilometres from the sea just 4 km, big comfort comfortable even for larger families the property and located on the first floor with terrace accessible convenient to all kinds of services is always located in the area of trulli and grotte di castell …see more

from $35 / night

$231 - $645 / week

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Responds fast!
avg. 3 hours 44 minutes

from $35 / night

(4) Excellent 

24

Vacation villa with swimming pool in Ostuni

Province of Brindisi / Ostuni

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • 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 $81 / night

$1082 - $1611 / week

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from $81 / night

36

Mesagne Vacation guest house rental

Province of Brindisi / Mesagne

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 15 mi
  • Child friendly
  • Air conditioning
The charm of a family residence recently renovated at your disposal for a stay in Salento. Rediscover the authentic Apulian hospitality. A short walk from the historic center of Mesagne (4 minutes walk) convenient place to experience the Apulian town and go to the (re) …see more

from $58 / night

$403 / week

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avg. 3 hours 48 minutes

from $58 / night

(3) Very Good 

15

Vacation trullo in Ceglie Messapica

Province of Brindisi / Ceglie Messapica

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Child friendly
Trullo Salice is in the countryside of the Itria Valley, surrounded by fruit trees and olive trees. The chirping of birds and the rustle of the wind will give you a wonderful feeling of relaxation, tranquility and privacy perfect for your holiday! Holiday Apartment Trul …see more

from $58 / night

$403 / week

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avg. 3 hours 36 minutes

from $58 / night

(10) Excellent 

24

Vacation villa rental

Ostuni / Torre Guaceto

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Child friendly
The Villa was built in 2003 - Situated at about 250 meters (280 yards) from the sandy beaches. Located in corner position between Oslo st. and Vienna Avenue Which is Pantanagianni main street to the beaches. House at ground floor: Living room with kit …see more

from $115 / night

$805 - $3034 / week

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avg. 2 hours 49 minutes

from $115 / night

27

Home accommodation in Villanova

Ostuni / Villanova

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
La Casa del Porto is a lovely detached house for rent by the sea in Ostuni.   Disposed on the first first floor, has a wonderful view of the sea and harbor views of the White City; the area offers guests panoramic views and cliffs on which to sunbathe, as well as numero …see more

from $38 / night

$265 - $633 / week

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from $38 / night

(8) Excellent 

25

Trullo rental in Ostuni

Province of Brindisi / Ostuni

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Saracen Trullo just 800 metres from Ostuni and 8 Km from the sea. Immersed in olive trees that characterize the landscape of Puglia, is a great place where to stop to explore and get to know the territory of Valle d'Itria and the typical ostunese coast. Entirely renov …see more

from $70 / night

$487 / week

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avg. 49 minutes

from $70 / night