50 Best Vacation Rentals in San Michele Salentino - Holiday Lettings - Cabins

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San Michele Salentino

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67 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 $158 / night

$1105 - $3705 / week

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from $158 / 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 $85 / night

$586 - $1699 / week

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avg. 3 hours 19 minutes

from $85 / night

(3) Excellent 

26

San Michele Salentino Vacation villa rental

Province of Brindisi / San Michele Salentino

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 20 mi
  • Swimming pool
  • Child friendly
Villa Filomena is a comfortable, newly-modernised villa built around the original traditional arched-stone hallway which may be hundreds of years old. We are close to town but decidedly in the country on a 2-acre plot of olives, almonds, figs and other fruit trees. …see more

from $205 / night

$1430 - $1755 / week

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Responds fast!
avg. 1 hour 41 minutes

from $205 / night

(1) Very Good 

43

Vacation villa with swimming pool in San Michele Salentino

Province of Brindisi / San Michele Salentino

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Gemstone Trulli for rent with pools, are a lovely example of authentic Apulian trulli, ideal for a comfortable and affordable stay. Less than 35 km from the Ionian Sea and 15 km from the Adriatic Sea, and enjoy an unforgettable stay in contact with nature. The prope …see more

from $94 / night

$645 - $1523 / week

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Responds fast!
avg. 3 hours 19 minutes

from $94 / night

(4) Excellent 

8

Vacation home rental

Province of Brindisi / San Michele Salentino

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 19 mi
  • Child friendly
  • Pet friendly
Trullo 4 domes; For holidays in the Apulia. The Trullo and complete of all, you stay at home, a large terrace with grill, table tennis, and large garden with fruits and vegetables in season at your disposal. The Trullo and your bedroom with TV, and armchair. The kitchen …see more

from $41 / night

$282 - $375 / week

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from $41 / night

(1) Excellent 

21

Vacation trullo with swimming pool in San Michele Salentino

Province of Brindisi / San Michele Salentino

4 6 3 nights min

  • 4 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
In the countryside, "Trullo San Giacomo" is a lovely newly independent trullo restored with every comfort, a wonderful pool also makes it the ideal place for those who love to spend their holidays in complete relaxation in a perfect balance between the atmosphere of the …see more

from $168 / night

$1173 / week

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from $168 / night

(2) Very Good 

19

Vacation trullo with swimming pool in San Michele Salentino

Province of Brindisi / San Michele Salentino

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 7 mi
  • Swimming pool
The Historic Anna Trullo is located in the countryside of Salento, San Michele Salentino, all services, banks, shops, typical restaurants, supermerket, just 500 mt, the Trullo is air-conditioned and centrally heated, equipped with every comfort, with 2 bedrooms, 2 bathr …see more

from $176 / night

$1230 - $2987 / week

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from $176 / night

22

Vacation trullo in San Michele Salentino

Province of Brindisi / San Michele Salentino

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Trullo for rent-San Michele Salentino (Br)-Sleeps 4 Beautiful Trullo with lamia, located in the countryside of San Michele Salentino, not far from Ostuni and less than 1 km from the town centre. The property is tastefully renovated and equipped with every comfort: equip …see more

from $34 / night

$230 - $528 / week

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avg. 3 hours 19 minutes

from $34 / night

(6) Excellent 

26

Trullo rental in San Michele Salentino with swimming pool

Province of Brindisi / San Michele Salentino

2 7 7 nights min

  • 2 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
White Trullo, built in 1600 and completely renovated in 2009, is placed on the wonderful Salento countryside only 11 Km far from wonderful Ostuni (Also known as ' The White City ') and less than 30 Km far from Brindisi airport. Its strategic position (Practically betwe …see more

from $251 / night

$1757 - $2928 / week

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from $251 / night

39

San Michele Salentino Vacation villa rental

Province of Brindisi / San Michele Salentino

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Pet friendly
In the fascinating landscape of the Apulian countryside, a few kilometers from the villages of the Itria Valley, in a completely private location, stands this small private resort, composed of 6 Trulli lamia with more than 2 hectares of olive grove.   The property c …see more

from $56 / night

$387 - $1248 / week

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Responds fast!
avg. 3 hours 19 minutes

from $56 / night

20

Home rental in San Michele Salentino

Province of Brindisi / San Michele Salentino

5 13 7 nights min

  • 5 bedrooms
  • Sleeps 13
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden
RATES FOR APARTMENT 2 BEDS € 63.00 PER DAY standard fare € 75.00 PER DAY FROM 01/07 TO 31/08 RATES FOR APARTMENT 9 PEOPLE € 125.00 PER DAY standard fare € 150.00 PER DAY FROM 01/07 TO 31/08 Nestled in the heart of lush land of San Michele Salentino, "Tenuta Palagogna" …see more

from $74 / night

$512 / week

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from $74 / night

1

San Michele Salentino 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 $93 / night

$645 - $1336 / week

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from $93 / night

17

Vacation home in San Michele Salentino

Province of Brindisi / San Michele Salentino

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Child friendly
Detached house located in the historic centre of San Michele Salentino. The property is arranged on the ground floor and is composed by living room with kitchenette, ancient properly restored stone fireplace, bathroom with shower, alcove with divan/bed, for a total of 2 …see more

from $39 / night

$270 / week

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Responds fast!
avg. 3 hours 19 minutes

from $39 / night

34

San Michele Salentino Vacation villa rental

Province of Brindisi / San Michele Salentino

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
The Lamia of Mastic for rent is a small and charming residence ideal for a budget stay in Apulia. The House, built of stone, has a large patio outside, small rectangular pool and two entrances. Inside the thick walls provide a natural coolness during the hottest hou …see more

from $51 / night

$1113 / week

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Responds fast!
avg. 3 hours 19 minutes

from $51 / night

26

San Michele Salentino ski villa to rent.

Province of Brindisi / San Michele Salentino

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Ski
  • Child friendly
Giuliani's Trulli for rent with swimming pool is an oasis of peace and serenity in an exciting environment: trulli Giuliana retain the charm of these old farmhouses, to which a skillful renovation has added all the amenities of a modern environment. Double Arbour to p …see more

from $134 / night

$937 - $4428 / week

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avg. 3 hours 19 minutes

from $134 / night

45

Vacation trullo with shared pool in San Michele Salentino

Province of Brindisi / San Michele Salentino

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Swimming pool
Trullo Bello is a beautiful trullo immersed in an oasis of tranquility, a perfect balance between the atmosphere of Apulian countryside and fascinating culture and historical origins of a unique architectural expression. The fitted kitchen with utensils (pots and pans, …see more

from $153 / night

$1640 - $2460 / week

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Responds fast!
avg. 3 hours 19 minutes

from $153 / night

14

Vacation home in San Michele Salentino

Province of Brindisi / San Michele Salentino

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Child friendly
Apartment situated in the historical centre of San Michele Salentino, not far from Ostuni, placed on the first floor with balcony and terrace. The House consists of a living room with a sofa-bed, double bedroom, bathroom with shower alcove on the second floor spacious k …see more

from $36 / night

$328 / week

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avg. 3 hours 19 minutes

from $36 / night

7

Vacation trullo in San Michele Salentino

Province of Brindisi / San Michele Salentino

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Trullo in a geographical context, ideal for relaxing in tranquility. Completely renovated in 2007, with well-maintained furnishings and all the comforts with beautiful pool and large green with fruit trees and centuries-old olive trees. Barbecue for barbecues with fi …see more

from $94 / night

$996 - $2343 / week

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Responds fast!
avg. 3 hours 35 minutes

from $94 / night

19

San Michele Salentino Vacation trullo rental

Province of Brindisi / San Michele Salentino

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 13 mi
  • Swimming pool
  • Child friendly
Beautiful trullo in the countryside with swimming pool equipped with every comfort, is' composed of living area with TV and fireplace, kitchen and equipped, 1 bathroom, 2 bedrooms, one double and one more little one bedroom with two single beds. On request you can make …see more

from $154 / night

$1078 - $2969 / week

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from $154 / night

26

Home rental in San Michele Salentino

Province of Brindisi / San Michele Salentino

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Martina House for Rent in the center of San Michele Salentino is a charming building in Apulian stone, recently restructured and furnished with taste (2017) and equipped with all the comforts for a stay full of charm and relaxation. The house is located on the ground fl …see more

from $39 / night

$528 / week

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avg. 3 hours 19 minutes

from $39 / night

(3) Excellent 

24

Vacation trullo rental

Province of Brindisi / San Michele Salentino

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 18 mi
  • Swimming pool
  • Suitable for children age 5+
Trulli Scrumptious is a superb restoration of a typical Puglian Trullo – a traditional home built in a unique style with thick-stone whitewashed walls and conical beehive roofs. It is set in a beautiful rural location near San Michele Salentino, in three acres of olive …see more

from $185 / night

$1294 - $2535 / week

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from $185 / night

13

San Michele Salentino Vacation home rental

Province of Brindisi / San Michele Salentino

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 15 mi
  • Child friendly
  • Air conditioning
This charming little villa is ideally situated and reasonably priced for anyone wanting to explore Puglia. It is centrally located being ; 35 minutes from Brindisi airport, 20 minutes from the Adriatic and about 10 minutes from Ostuni, The White city. The village of San …see more

from $113 / night

$791 / week

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from $113 / night

43

Trullo rental in San Michele Salentino with swimming pool

Province of Brindisi / San Michele Salentino

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Nestled in the heart of the lush countryside of Salento, "Trullo Argentieri" is a nice independent trullo equipped with every comfort, a wonderful pool also makes it the ideal place for those who love to spend their holidays in complete relaxation. The flat has its own …see more

from $127 / night

$886 / week

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from $127 / night

20

Vacation villa in San Michele Salentino

Province of Brindisi / San Michele Salentino

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Ask about pets
Villa Trullo is an ancient round house with a conical roof located in the heart of the Salento Region. The Villa is designed for those who want to escape the hustle and bustle of city life and stay in an exclusive oasis where sun, fresh air, luxury and relaxation reign …see more

from $1869 / night

$7473 - $14528 / week

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from $1869 / night

19

Vacation home with swimming pool in San Michele Salentino

Province of Brindisi / San Michele Salentino

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Immersed in the heart of the lush countryside of Salento, "Villa Lamona" is a lovely detached villa with every comfort, a wonderful outdoor courtyard with a raised pool, surrounded by olive groves and fruit trees makes it the ideal place for those who love to spend thei …see more

from $74 / night

$517 / week

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from $74 / night

22

Vacation farmhouse with swimming pool in San Michele Salentino

Province of Brindisi / San Michele Salentino

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Beautiful property created by restoring a small “trullo”, a typical Apulian house, situated a short distance away from the village of San Michele Salentino (1 km away). This estate is surrounded by beautiful olive groves and is peacefully located. The house, fenced by …see more

from $326 / night

$2284 - $4453 / week

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from $326 / night

26

San Michele Salentino Vacation trullo rental

Province of Brindisi / San Michele Salentino

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 25 mi
  • Swimming pool
Wonderful luxury trullo, recently renovated and expanded. The Trullo is surrounded by 3,500 square meters. of land planted with olive trees and Mediterranean vegetation. The property is accessed, leaving the main road and along a beautiful country road where you can obs …see more

from $168 / night

$1172 - $3046 / week

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Responds fast!
avg. 2 hours 28 minutes

from $168 / night

54

Villa rental in San Michele Salentino

Province of Brindisi / San Michele Salentino

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
The Trulli of Rondine in rent with pool are a small enchanting oasis, located in the heart of the Apulian olive groves not far from the sea and the main tourist resorts of Valle d'Itria. This wonderful property, newly renovated (2017), has all the amenities for a prefer …see more

from $118 / night

$2167 - $2694 / week

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avg. 3 hours 19 minutes

from $118 / night

10

Villa rental in San Michele Salentino with swimming pool

Province of Brindisi / San Michele Salentino

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa di 180 mq con grande giardino privato, olivi, pini e grande prato. Piscina (15x6) con doccia a energia solare. In Salento, Puglia, in zona tranquilla a 3 km dal paese di Oria, a 20 km dal mare. 3 camere da letto doppie (aria condizionata), 2 bagni, grande salotto …see more

Pricing unknown

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72

San Michele Salentino Vacation villa rental

Province of Brindisi / San Michele Salentino

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden
Recently built luxury villa with swimming pool, heated Jacuzzi and lawned outdoor area: an exclusive property located in the countryside of San Michele Salentino which is equipped with all amenities, it`s also only a few kilometers away from Ostuni and from the beaches …see more

from $320 / night

$2041 - $7035 / week

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from $320 / night

30

Vacation villa in San Michele Salentino

Province of Brindisi / San Michele Salentino

4 6 4 nights min

  • 4 bedrooms
  • Sleeps 6
  • 4 nights min
  • Nearest beach 15 mi
  • Child friendly
  • Air conditioning
Affittasi casa vacanza in campagna di nuova costruzione (facente parte di un complesso composto da due abitazione indipendenti) situata sulla strada provinciale San Michele Salentino - Francavilla Fontana, a 3km da San Michele Salentino e a 15 minuti del mare Torre Guac …see more

from $211 / night

$1172 / week

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from $211 / night

11

Villa rental in San Michele Salentino

Province of Brindisi / San Michele Salentino

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Ask about pets
Pure shapes, elegant lines and sobriety are the characteristics that at first strike for this property. In every corner and in every detail it is possible to feel the warmth of Puglia made ​​even more magical by the presence of the ancient trulli.  This magnificent prop …see more

from $318 / night

$2226 - $6091 / week

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from $318 / night

34

San Michele Salentino Vacation trullo rental

Province of Brindisi / San Michele Salentino

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
This delightful house has recently been renovated to a very high standard and is available to rent for a limited period this summer. The house is located about 2km from the centre of San Michele Salentino. San Michele is a delightful small Italian town offering a good r …see more

from $402 / night

$2811 / week

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from $402 / night

(1) Excellent 

25

Vacation trullo with swimming pool in San Michele Salentino

Province of Brindisi / San Michele Salentino

3 7 5 nights min

  • 3 bedrooms
  • Sleeps 7
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 18 mi
  • Swimming pool
Wonderful luxury Trullo "TRULLO ORIENTAL", recently renovated and expanded. The Trullo is surrounded by 16,000 square meters. of land planted with olive trees and Mediterranean vegetation. Next to the trullo overlooks a small pine forest with pino marino. The property i …see more

from $328 / night

$1172 - $3280 / week

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Responds fast!
avg. 3 hours 16 minutes

from $328 / night

11

Townhouse rental in San Michele Salentino

Province of Brindisi / San Michele Salentino

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
Ancient apartment with vaulted ceilings, typical of local architecture of the end of 800, ideal for romantic getaway, is totally independent and autonomous, air-conditioned, beautifully decorated, and 'consists of 2 bedrooms, 2 bathrooms, lounge with sofa, kitchen with …see more

from $82 / night

$528 - $820 / week

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from $82 / night

14

Villa rental in San Michele Salentino

Province of Brindisi / San Michele Salentino

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Air conditioning
  • Private garden
Orange Villa is the ideal place for family holidays, but also for romantic stays in a private and quiet environment. The Villa is located 1 km from San Michele Salentino and 10 km from Ostuni and can accommodate a maximum of 5/6 beds; consists of a large living area con …see more

from $229 / night

$1593 / week

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from $229 / night

6

Villa rental in San Michele Salentino

Province of Brindisi / San Michele Salentino

5 7 Min stay varies

  • 5 bedrooms
  • Sleeps 7
  • Min stay varies
  • Private garden
Il Casale Argentieri è una dimora di prestigio immersa nella campagna ostunese, caratterizzata da ulivi secolari, vigneti e dal caratteristico agrumeto ricavato in uno spazio annesso all'abitazione. E' la scelta ideale per le vacanze o per brevi soggiorni di lavoro. Il …see more

Pricing unknown

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Pricing unknown

17

Trullo rental in San Michele Salentino

Province of Brindisi / San Michele Salentino

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 10 mi
  • Child friendly
  • Pet friendly
Beautiful trullo with pool completely renovated a few years ago. Set in the countryside of Salento, strategic location (in the middle between the Adriatic and Ionian Seas). Rooms are decorated in a simple but comfortable mood and allow you to relive the the old countrys …see more

from $244 / night

$1523 - $2928 / week

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from $244 / night

36

San Michele Salentino Vacation villa rental

Province of Brindisi / San Michele Salentino

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
Lamia Archi Old Rent in Apulia, is a charming typical stone house, situated among olive trees a thousand years old on the edge of the Itria Valley. The property, located in the countryside of San Michele Salentino, is the ideal place for relaxation and contact with natu …see more

from $56 / night

$762 - $1008 / week

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Responds fast!
avg. 3 hours 19 minutes

from $56 / night

30

Trullo rental in San Michele Salentino

Province of Brindisi / San Michele Salentino

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
Nestled in the heart of the lush countryside of Salento, "Trullo Pascariello" is a nice independent trullo equipped with every comfort, a wonderful outdoor yard surrounded by olive groves and fruit trees makes an ideal stay for those who love to spend their holidays in …see more

from $84 / night

$585 / week

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from $84 / night