Search Holiday Rentals in Castiglione d'Otranto

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Castiglione d'Otranto holiday rentals

Villa Raffaella

Villa Raffaella
4.0 star property
Santa Cesarea Terme
9.2 out of 10, Wonderful, (38)
"This is a very comfortable, beautiful place with a great breakfast. It’s located near the sea and thermal baths. I really enjoyed my stay!"
United States
Maurice
The price is ฿3,324
฿3,657 total
includes taxes & fees
29 Dec - 30 Dec
Villa Raffaella

La Collina di Montegrappa - Suites with Heated Private Pool - Suites with Shared Pool

La Collina di Montegrappa - Suites with Heated Private Pool - Suites with Shared Pool
Tuglie
10.0 out of 10, Exceptional, (2)
"Sehr gepflegte Anlage. Die Hausdame spricht sehr gut Englisch, ist unglaublich hilfsbereit, herzlich und ganz reizend. Das Deluxe Studio ist fantastisch, die Terasse ist riesig. Da es eine Spülmaschine gibt, wäre etwas mehr Besteck wünschenswert. Wir hatten nur 3 Sets. Hinter der Anlage liegt eine Firma mit LKWs die sehr früh mit den Arbeiten beginnt, was durchaus nervig sein kann. Da wir tagsüber unterwegs waren, war uns das egal, wer den Tag auf der sehr schönen Terrassen verbringen will,...
Germany
Nirwana
The price is ฿1,617
฿9,832 total
includes taxes & fees
11 Jan - 12 Jan 2026
La Collina di Montegrappa - Suites with Heated Private Pool - Suites with Shared Pool

Borgoterra

Borgoterra
Martano
9.0 out of 10, Wonderful, (39)
"For a few days of relaxing this hotel and spa is a good place. "
United States
Johann
The price is ฿2,845
฿3,130 total
includes taxes & fees
27 Dec - 28 Dec
Borgoterra

Panacea Residence

Panacea Residence
Santa Cesarea Terme
10.0 out of 10, Exceptional, (3)
"Super lieve mensen, spreken wel nauwelijks engels. Bio produkten, lekkere maaltijden, prachtige home made taarten"
Belgium
Anonymous traveller
Panacea Residence

Apartment in old Building

Apartment in old Building
Santa Cesarea Terme
10.0 out of 10, Exceptional, (1)
"Accueil attentionné. Excellent petit déjeuner. L'appartement était parfait et le personnel était très attentionné."
Canada
Mireille
The price is ฿2,537
฿5,963 total
includes taxes & fees
27 Dec - 28 Dec
Apartment in old Building

Residence Bellevue

Residence Bellevue
Castrignano del Capo
9.6 out of 10, Exceptional, (5)
"Appartamento ben tenuto, pulito, Wi-Fi funzionante, aria condizionata che rende l’intera casa fresca. Posto in una zona tranquilla, silenziosa, a pochi passi dall’area centrale."
Italy
Emanuela
Residence Bellevue

Masseria Corte degli Aromi

Masseria Corte degli Aromi
Palmariggi
9.8 out of 10, Exceptional, (11)
"Fantastic Masseria with excellent food"
Sweden
Nathalie France
The price is ฿9,674
฿10,641 total
includes taxes & fees
2 Jan - 3 Jan 2026
Masseria Corte degli Aromi

2133 Maresidence - Camere Matrimoniali

2133 Maresidence - Camere Matrimoniali
Salve
The price is ฿2,998
฿4,029 total
includes taxes & fees
27 Dec - 28 Dec
2133 Maresidence - Camere Matrimoniali

Torre Vecchia Relais

Torre Vecchia Relais
Ugento
The price is ฿4,326
฿4,759 total
includes taxes & fees
27 Dec - 28 Dec
Torre Vecchia Relais

PALAZZO VIGILARIUM - Boutique Rooms

PALAZZO VIGILARIUM - Boutique Rooms
Uggiano la Chiesa
10.0 out of 10, Exceptional, (2)
"Una chicca nel cuore di Uggiano! A pochi minuti di distanza da Otranto e la spiaggia di Porto Badisco. La struttura è stata ristrutturata con gusto e con un’attenzione particolare al suo valore storico. Colazione super! Personale attento, gentile e disponibile. Consigliatissimo "
Italy
Veronica
The price is ฿4,986
฿5,485 total
includes taxes & fees
27 Dec - 28 Dec
PALAZZO VIGILARIUM - Boutique Rooms

Le Terrazze

Le Terrazze
Otranto
7.4 out of 10, Good, (3)
"One word describes Le Terrazze......AMAZING Felt like home. So beautiful "
United Kingdom
Deb
The price is ฿4,270
฿6,161 total
includes taxes & fees
4 Jan - 5 Jan 2026
Le Terrazze

LE DUE DIMORE

LE DUE DIMORE
Collepasso
The price is ฿2,022
฿2,224 total
includes taxes & fees
2 Jan - 3 Jan 2026
LE DUE DIMORE

AgriCampeggio Darwin

AgriCampeggio Darwin
Otranto
The price is ฿1,797
฿1,977 total
includes taxes & fees
2 Jan - 3 Jan 2026
AgriCampeggio Darwin

TS Residence

TS Residence
Sannicola
10.0 out of 10, Exceptional, (1)
"Eccellente appartamento finemente ristrutturato e strategicamente ubicato per godere del mare del Salento e visitare le principali località di questa splendida regione Ideale per famiglie e gruppi di amici"
Italy
Luca
The price is ฿6,199
฿8,650 total
includes taxes & fees
27 Dec - 28 Dec
TS Residence

Palazzo De Donno App 2

Palazzo De Donno App 2
Santa Cesarea Terme
The price is ฿2,537
฿5,963 total
includes taxes & fees
27 Dec - 28 Dec
Palazzo De Donno App 2

Villa Sea Front

Villa Sea Front
Torre Pali
The price is ฿4,277
฿10,561 total
includes taxes & fees
22 Jan - 23 Jan 2026
Villa Sea Front

2132 Maresidence - Camere Triple

2132 Maresidence - Camere Triple
Salve
2132 Maresidence - Camere Triple

Villa Valletta 1 & 2

Villa Valletta 1 & 2
Santa Cesarea Terme
The price is ฿6,888
฿7,577 total
includes taxes & fees
6 Jan - 7 Jan 2026
Villa Valletta 1 & 2

Appartamenti Craulo

Appartamenti Craulo
Otranto
10.0 out of 10, Exceptional, (1)
"Was a fantastic apartment with very cold AC! Shower was nice and hot. Very close to town center and beach. "
United States
Vanessa
The price is ฿6,922
฿9,078 total
includes taxes & fees
18 Jan - 19 Jan 2026
Appartamenti Craulo

Residence Borgo Antico

Residence Borgo Antico
Diso
7.2 out of 10, Good, (5)
"Il nostro soggiorno è stato eccezionale, la posizione è perfetta per esplorare il Salento.L'appartamento era spazioso, arieggiato e super confortevole. Il letto comodissimo e la connessione wi-fi in camere veloce e affidabile. Il relax all'interno del Borgo è assicurato. Inoltre abbiamo usufruito gratuitamente delle biciclette e abbiamo fatto passeggiate immersi tra ulivi secolari e muretti a secco. Bellissimo e rilassante. Ci torneremo e lo consigliamo vivamente."
Italy
Anonymous traveller
The price is ฿5,990
฿6,589 total
includes taxes & fees
27 Dec - 28 Dec
Residence Borgo Antico
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Castiglione d'Otranto Hotel Reviews

Find out more about Castiglione d'Otranto

Search for holiday rentals in Castiglione d'Otranto on Expedia! You can easily find your home rentals, villas, holiday apartments in Castiglione d'Otranto using one of the methods below:

  • View our selection of featured holiday rentals in Castiglione d'Otranto
  • Use the map to find apartments and other holiday homes in the Castiglione d'Otranto neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Castiglione d'Otranto while they last

Look no further and take a look at our great range of rental properties in Castiglione d'Otranto!

Frequently asked questions

Can I find a holiday rental in Castiglione d'Otranto?

Yes, there are holiday rentals close to the most popular sights in Castiglione d'Otranto, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Castiglione d'Otranto has to offer?

Agriturismo La Natura: This holiday home rental outside of Castiglione d'Otranto offers a furnished patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a full-sized fridge and a stovetop can make your holiday run smoothly.

What’s there to see and do in Castiglione d'Otranto?

Explore the area and family-friendly sights such as Artefatto - L'idea in Terracotta, or get out into nature at a spot like Cala dell'Acquaviva. Spiaggia Tricase Porto and Castro Marina are a couple of places you'll find in the wider area.

What’s a holiday rental in Castiglione d'Otranto like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Castiglione d'Otranto. Holiday rentals offer extras like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family trips.