Castiglione d'Otranto Vacation Rentals from CA $48: Short-Term Rentals for 2026

Q: What are some of the best vacation home rentals in Castiglione d'Otranto?

Tenuta Marrocco House : You might want to consider this vacation home rental near Castiglione d'Otranto, which offers a terrace and WiFi to help you feel comfortable in your new surroundings.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Castiglione d'Otranto vacation rentals

An outdoor dining area with a table set for four, a bottle of wine, and a view of the landscape.

1. Holiday Home 'Casa Del Sol' with Private Terrace, Wi-Fi and Air Conditioning

Andrano

CA $573 total

includes taxes & fees

Nov 9 - Nov 10

A room with a bed, two wicker chairs, and a balcony with a view of the sea.

2. Villa Raffaella

Santa Cesarea Terme

Maurice

CA $127 total

includes taxes & fees

Nov 6 - Nov 7

A rooftop patio with stone walls, potted plants, and a tiled floor.

3. Overseas - GREEN Room

Vignacastrisi

CA $99 total

includes taxes & fees

Nov 5 - Nov 6

A glass door leading to an outdoor patio with a pergola, two wooden stools, and a 'Please Do Not Disturb' sign.

4. Torre Vecchia Relais

Ugento

CA $183 total

includes taxes & fees

Nov 6 - Nov 7

A stone archway leading to a building entrance at night.

5. Old farmhouse "Le Bey" Elsa

Giuggianello

CA $56 total

includes taxes & fees

Nov 8 - Nov 9

A modern living room with a sofa, a dining area with chairs, a coat rack, a flat-screen TV, and a kitchen in the background.

6. A Casa Di Nonna NNina Outdoor Area with Grill

Montesano Salentino

CA $186 total

includes taxes & fees

Nov 6 - Nov 7

A hotel room with a bed, two bedside tables, a sofa, and an air conditioning unit.

7. LE DUE DIMORE

Collepasso

CA $95 total

includes taxes & fees

Dec 5 - Dec 6

A spacious bedroom with a large bed, a bathtub, and a high arched ceiling.

8. Masseria Corte degli Aromi

Palmariggi

Maximilian

CA $444 total

includes taxes & fees

Nov 8 - Nov 9

A hotel room with a bed, a table, a TV, and a small table with a vase.

9. PALAZZO VIGILARIUM - Boutique Rooms

Uggiano la Chiesa

Karol-Ann

CA $211 total

includes taxes & fees

Nov 5 - Nov 6

A spacious living room with a chandelier, a fireplace, and a round coffee table.

10. La Pigna Blu Vacation Home, 13 km from the ocean

Botrugno

CA $199 total

includes taxes & fees

Nov 5 - Nov 6

A terrace with white plastic chairs and a large umbrella, overlooking a coastal town with buildings and the sea.

11. Residence Bellevue

Castrignano del Capo

Emanuela

CA $120 total

includes taxes & fees

Nov 5 - Nov 6

12. Villa Giovanna

Racale

"The rooms and hotel is spotless immaculately clean. The beds are comfortable with a safe for storage of valuables. There was an extra single bed to put luggage and clothes on because there are no drawers for storing clothes. And the closet had mix match of clothes hangers not suitable for hanging pants. There are exterior stairs at entrance without handrails posing a tripping hazard. I gripped on a decor plant by the stairs for stability. The breakfast was toast bread and cold cut meats every...

Costa

CA $48 total

includes taxes & fees

Nov 7 - Nov 8

A spacious hallway with a wooden cabinet, a glass door, and a chandelier.

13. The Aunts' Garden - Pink Room

Tricase

CA $182 total

includes taxes & fees

Nov 5 - Nov 6

A cozy room with a green sofa, a table with a pitcher and glasses, and a staircase with a light fixture.

14. Borgoterra

Martano

Johann

CA $95 total

includes taxes & fees

Nov 10 - Nov 11

15. Auntie's Garden - Winter Garden

TRICASE (LE)

CA $199 total

includes taxes & fees

Nov 5 - Nov 6

A compact kitchen with a microwave, a television, and a dining area with a table set for two.

16. Apartment 'Casa Donna Sofia' with Private Terrace, Wi-Fi and Air Conditioning

Specchia

Marie Christine

CA $202 total

includes taxes & fees

Nov 8 - Nov 9

17. Il Giardino Delle Zie - Green Room with Accessibility Features

Tricase

CA $207 total

includes taxes & fees

Nov 5 - Nov 6

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a sunset sky.

18. HOLIDAY HOUSE AUGUSTO - MONOLOCALE STELLA MARINA

Uggiano La Chiesa

Jorine v.

CA $199 total

includes taxes & fees

Nov 5 - Nov 6

A bedroom with a bed, a nightstand, a lamp, and a window with blinds.

19. Casa Rosa is located in the heart of Salento

Sogliano Cavour

alberto a.

CA $88 total

includes taxes & fees

Nov 5 - Nov 6

A rooftop pool area with wooden loungers and a hot tub.

20. Equinox house

Tuglie

Nadège

CA $93 total

includes taxes & fees

Nov 5 - Nov 6

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Top Castiglione d'Otranto Hotel Reviews

Palazzo De Mori

10/10 Excellent

"Quaint small property with only 10 rooms. Very friendly staff that can help with requests. Cars cannot access the historic center streets, so plan accordingly with your luggage. Beautiful terrace to enjoy any time & nice breakfast offering."

Hotel Terminal - Caroli Hotels

8/10 Good

"Endroit très bien situé face à la mer - accès facile - plage bien entretenue. Piscine très belle - jeux appréciés des jeunes. Le boardwalk superbe pour la marche et voir les couchers de soleil. Une vraie station balnéaire. Chambre très propre - la salle de bains a besoin d’amour - les portes de douche brisées et à peine fonctionnelles. Un renouveau s’impose. Les vitres des couloirs sont soit sales, soit défectueuses. On voyait à peine à travers. L’internet dans notre chambre très déficient pendant nos 3 nuits malgré nos doléances. Le café dans la salle à manger servi par des grosses machines qui ont fait défaut - loin du statut du bon café italien. Le buffet était très adéquat. L’homme des omelettes efficace et professionnel - très serviable. Stationnement facile autour de l’hôtel."

Puglia - Private villa with private pool, close to the sea and olive groves

10/10 Excellent

"From the moment I arrived, the kindness and thoughtfulness of Antonio and Assunta were amazing - thank you for looking after me, your advice and kind offers. The villa itself was in a beautiful and tranquil location, with everything you could need. There was even a roof terrace with a beautiful view down to the sea. The large garden area had lots of different areas to sit outside and enjoy, including a pond and rockery which Antonio had built himself. The seafront and beach at Torre Vado could be reached on foot (about 2km downhill on quiet roads) - a great place to go for a swim, to eat or for a drink. The kitchen was very well-equipped and there was a lovely bowl of fresh fruit and some wine to welcome me. It was a great location from which to explore the coastline - Gallipoli, Otranto, Santa Maria di Leuca and only an hour from the beautiful city of Lecce which was well worth a day trip. Some great recommendations for places to eat from Antonio and places to visit.Antonio was always available for help or questions, but was also discreet and careful not to disturb. Very kind hosts and a truly beautiful place to stay for ten days.Grazie mille per tutti !"

Corte dei Francesi

10/10 Excellent

"★★★★★ Un magnifique hôtel où l’histoire rencontre le confort moderne. Le Corte dei Francesi, ancienne tannerie située au cœur de Maglie, a été restauré avec beaucoup de goût tout en préservant son caractère historique et ses éléments architecturaux d’origine. Le résultat est un lieu unique, chargé d’histoire, mais offrant tout le confort moderne. Le service est impeccable et les chambres sont spacieuses, confortables, très bien équipées et climatisées. Un merci particulier à Paola pour le délicieux petit déjeuner servi chaque matin avec soin et attention. Merci également à M. Luigi pour son service attentionné au quotidien, sa disponibilité et la bouteille de vin gentiment offerte au moment de notre départ, une très belle attention. L’hôtel est également très bien situé pour découvrir Maglie et le Salento. Nous avons beaucoup apprécié notre séjour et recommandons sans hésitation cette adresse pleine de caractère."

Find out more about Castiglione d'Otranto

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Castiglione d'Otranto. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

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

Yes, we offer vacation rentals close to top local attractions in Castiglione d'Otranto, or you can choose a more remote option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Castiglione d'Otranto?

Tenuta Marrocco House: You might want to consider this vacation home rental near Castiglione d'Otranto, which offers a terrace and WiFi to help you feel comfortable in your new surroundings.

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 Spiaggia Tricase Porto. Castro Marina and Zinzulusa Cave are a couple of places you'll find in the larger area.

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

Vacation rentals are private properties where you can stay for short or long periods in Castiglione d'Otranto. Vacation rentals feature extras like WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family getaway.

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Check prices for these dates

Our top choices for Castiglione d'Otranto vacation rentals

1. Holiday Home 'Casa Del Sol' with Private Terrace, Wi-Fi and Air Conditioning

2. Villa Raffaella

3. Overseas - GREEN Room

4. Torre Vecchia Relais

5. Old farmhouse "Le Bey" Elsa

6. A Casa Di Nonna NNina Outdoor Area with Grill

7. LE DUE DIMORE

8. Masseria Corte degli Aromi

9. PALAZZO VIGILARIUM - Boutique Rooms

10. La Pigna Blu Vacation Home, 13 km from the ocean

11. Residence Bellevue

12. Villa Giovanna

13. The Aunts' Garden - Pink Room

14. Borgoterra

15. Auntie's Garden - Winter Garden

16. Apartment 'Casa Donna Sofia' with Private Terrace, Wi-Fi and Air Conditioning

17. Il Giardino Delle Zie - Green Room with Accessibility Features

18. HOLIDAY HOUSE AUGUSTO - MONOLOCALE STELLA MARINA

19. Casa Rosa is located in the heart of Salento

20. Equinox house

Find vacation rentals that suit your style

Top Castiglione d'Otranto Hotel Reviews

Palazzo De Mori

Torre Assunta Hotel

Borgo Mulino a Vento - Resort

Hotel Terminal - Caroli Hotels

Sanlu Hotel

Montecallini Hotel - Adults Only

Maison d'Enrì

Puglia - Private villa with private pool, close to the sea and olive groves

Corte dei Francesi

Find out more about Castiglione d'Otranto

Frequently asked questions

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