50 Best Vacation Rentals in Southern Italy - Holiday Lettings - Cabins

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10,066 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  …see more

from $152 / night

$1063 - $3563 / week

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from $152 / night

(15) Excellent 

32

Province of Reggio Calabria / Scilla

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Car not necessary

 …see more

from $48 / night

$334 / week

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from $48 / night

(17) Excellent 

23

Vacation apartment in Bari

Province of Bari / Bari

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Nearest beach 0.15 mi
  • Child friendly
  • Car not necessary
Spacious and welcoming flat with 2 room 60 mq flat in Bari, overlooking the sea. Renovated in 2013, available brand new. Ideal for everyone: couples and families, even with children. Consists of a double bedroom (with option to add a bed for adult), spacious lounge wit  …see more

from $52 / night

$583 - $636 / week

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from $52 / night

(70) 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 $249 / night

$1738 - $2469 / week

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from $249 / night

(5) Excellent 

12

Patu / Marina San Gregorio

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Ask about pets

 …see more

from $27 / night

$159 - $541 / week

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from $27 / night

15

Vacation home in Melendugno

Province of Lecce / Melendugno

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Affitto in Villaggio Residenziale TORRE SARACENA comodo appartamento di 80 mq. su 2 livelli che può ospitare 6/9 persone o 2 nuclei familiari con bimbi. E' dotato di 2 camere letto e bagno al piano superiore e ampio soggiorno con divano letto matrimonial  …see more

from $29 / night

$265 - $414 / week

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from $29 / night

(10) Excellent 

22

Marina di Gioiosa Ionica Vacation apartment rental

Marina di Gioiosa Ionica / Gioiosa

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
Fantastic 2 bedroom Air Conditioned Apartment. Located on the ground floor with 3 balconies at the end of the village so has wonderful views of the countryside and the pool which is also lite at night.Located on the ground floor which makes this ideal for young  …see more

from $32 / night

$186 - $371 / week

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from $32 / night

(2) Excellent 

4

Province of Lecce / Andrano

2 2 Min stay varies

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

 …see more

Pricing unknown

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(1) Excellent 

15

Province of Catanzaro / Staletti

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly

 …see more

from $51 / night

$338 - $688 / week

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from $51 / night

(13) Excellent 

17

Zambrone Vacation villa rental

Province of Vibo Valentia / Zambrone

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool
This Villa is decorated more like a home than a holiday villa and it evokes a warm welcoming feeling on anyone who stays there. Everything you would expect and more is supplied at the Villa, making your visit an enjoyable one. This Villa is located just 5 minutes'  …see more

from $108 / night

$750 - $1500 / week

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from $108 / night

(7) Excellent 

33

Crotone / Casa Rossa

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from $75 / night

$477 - $1145 / week

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from $75 / night

(18) Excellent 

29

Vacation trullo in Alberobello

Province of Bari / Alberobello

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 20 mi
  • Swimming pool
The perfect getaway for famlies or couples. Large double bedroom, + an L-shaped bedroom with two single beds.Within easy reach of the all the sites of Puglia, an area of unique history, art and architecture. Spend time by the private shared pool or beaches. the pool is  …see more

from $119 / night

$725 - $1613 / week

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from $119 / night

(1) Excellent 

19

Vacation trullo in Castellana Grotte

Province of Bari / Castellana Grotte

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Nearest beach 16 mi
  • Swimming pool
  • Child friendly
A luxurious and spacious self catering property with iconic trulli cones, a private swimming pool and WiFi set in a tranquil Puglian countryside of olive groves, fruit trees and stone walls. Restored to a very high standard and tastefully furnished to provide the creatu  …see more

from $259 / night

$1813 - $3063 / week

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from $259 / night

(7) Very Good 

19

Province of Matera / Metaponto

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from $61 / night

$424 - $1007 / week

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from $61 / night

(34) Excellent 

22

Vacation villa in Cutrofiano

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  …see more

from $24 / night

$157 - $1213 / week

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from $24 / night

(23) Excellent 

40

Province of Bari / Bari

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 7 mi
  • Child friendly
  • Air conditioning

 …see more

from $48 / night

$334 - $482 / week

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from $48 / night

16

Porto Cesareo / Torre Lapillo

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary

 …see more

from $45 / night

$318 - $1166 / week

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from $45 / night

(3) Excellent 

18

Province of Cosenza / Montegiordano

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Ask about children

 …see more

from $44 / night

$280 - $755 / week

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from $44 / night

(1) Excellent 

25

Province of Matera / Pisticci

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 16 mi
  • Child friendly

 …see more

from $69 / night

$424 - $689 / week

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from $69 / night

(6) Very Good 

23

Vacation villa in Gallipoli

Province of Lecce / Gallipoli

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Child friendly
Immersa nella campagna salentina, lontana dal caos e accarezzata dalla timida voce del vento che sibila tra gli olivi secolari, la Villetta Ariel offre tutto ciò che un amante del vero relax e della natura cerca. In un appezzamento di terreno di circa 15.000 mq,  …see more

from $38 / night

$223 - $689 / week

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from $38 / night

(2) Excellent 

32

Province of Catanzaro / Copanello

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly

 …see more

from $106 / night

$636 - $1528 / week

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from $106 / night

(2) Very Good 

15

Province of Catanzaro / Copanello

2 5 3 nights min

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

 …see more

from $51 / night

$356 / week

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from $51 / night

(2) Excellent 

15

Province of Bari / Molfetta

2 6 Min stay varies

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

 …see more

from $170 / night

$1187 / week

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from $170 / night

(8) Very Good 

19

Amantea Vacation apartment rental

Province of Cosenza / Amantea

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Child friendly
Luxury air-conditioned one-bed spacious apartment sleeps 2/4 with balcony sea view and only 50 metres from the beach. Fully fitted bedroom with king-size bed, large wardrobes, chest-of-drawers and bedside tables. Bathroom has a powerful shower with bidet, WC and  …see more

from $45 / night

$313 - $672 / week

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from $45 / night

19

Diamante / Cirella

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Private garden

 …see more

from $21 / night

$141 / week

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from $21 / 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

$610 - $827 / week

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from $88 / night

(1) Excellent 

70

Province of Brindisi / San Vito dei Normanni

2 2 1 night min

  • 2 bedrooms
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly

 …see more

from $30 / night

$208 - $594 / week

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from $30 / night

(4) Excellent 

18

Province of Lecce / Andrano

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Private garden

 …see more

from $106 / night

$742 - $1589 / week

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from $106 / night

26

Vacation apartment rental

Province of Reggio Calabria / Marina di Caulonia

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.8 mi
  • Swimming pool
This large 3 bedroom apartment is ideal for a carefree and relaxed family holiday. Located in the beautiful coastal area of Caulonia, Calabria, Southern Italy. The apartment has plenty of sleeping space, a quality kitchen and ample outside eating area. The apartment is  …see more

from $50 / night

$349 - $753 / week

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from $50 / night

(2) Excellent 

24

Ugento / Torre San Giovanni

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

from $46 / night

$318 - $848 / week

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from $46 / night

10

Province of Lecce / Galatina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 15 mi
  • Child friendly
  • Air conditioning

 …see more

from $27 / night

$287 - $742 / week

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from $27 / night

24

Vacation farmhouse with swimming pool in Torre Dell'Orso

Melendugno / Torre Dell'Orso

3 12 7 nights min

  • 3 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
Beautiful luxury villa with private swimming pool, large garden (1000 sqm) studied in detail with ornamental plants, covered car parking with solid wooden roof, 3 comfortable and elegant bedrooms, 4 bathrooms and a spacious and bright 50sqm living room.. DESCRIP  …see more

from $75 / night

$520 - $4227 / week

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from $75 / night

(2) Excellent 

11

Province of Lecce / San Cesario di Lecce

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 30 mi
  • Swimming pool

 …see more

from $75 / night

$520 / week

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from $75 / night

(7) Excellent 

25

Vacation farmhouse in Contrada Cervarolo

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 w  …see more

from $625 / night

$2438 - $7438 / week

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from $625 / night

(1) Excellent 

19

Province of Lecce / Corsano

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Child friendly

 …see more

from $31 / night

$212 - $594 / week

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from $31 / night

(3) Very Good 

8

Province of Cosenza / Amantea

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly

 …see more

from $53 / night

$265 - $583 / week

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from $53 / night

(152) Excellent 

24

Porto Cesareo Vacation apartment rental

Province of Lecce / Porto Cesareo

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.6 mi
  • Child friendly
Apartment "Private for Rent" in a residential area at 200 mt. from the sea and 600 mt. from white sandy beaches. The village center is easily reached via a pleasant stroll the promenade admiring the beautiful sunset. The apartment offers all the amenities: par  …see more

from $53 / night

$371 - $1325 / week

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from $53 / night

(6) Excellent 

27

Ugento / Torre San Giovanni

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from $53 / night

$318 - $848 / week

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from $53 / night

(5) Excellent 

16

Marina di Nocera Terinese Vacation apartment rental

Province of Catanzaro / Marina di Nocera Terinese

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool
Beautiful apartment for 2 people in a luxury and familiar residential complex ON THE BEACH, with a beautiful terrace of more than 200 m2. 2 swimming pools, tennis court, billiards, table tennis, car parking. The entire park is completely fenced.It is located  …see more

from $64 / night

$276 - $869 / week

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from $64 / night

(1) Excellent 

35

Province of Lecce / Nardo

2 2 Min stay varies

  • 2 bedrooms
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • Child friendly

 …see more

from $43 / night

$297 - $482 / week

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from $43 / night