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Casamassella Holiday Rentals

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Our top choices for Casamassella holiday rentals

1. La Filanda

La Filanda
Uggiano la Chiesa
10.0 out of 10, Exceptional, (36 reviews)
"Perfect location near Otranto in a quiet little town. Nice design. Wonderful breakfast where we were well taken care of."
Sweden
anders
The price is NZ$158
includes taxes & fees
19 Sept - 20 Sept
La Filanda

2. Vigne Vecchie

Vigne Vecchie
Uggiano la Chiesa
9.6 out of 10, Exceptional, (14 reviews)
"Bella struttura, piscina e giardino curatissimi"
Italy
Chiara
The price is NZ$196
includes taxes & fees
14 Sept - 15 Sept
Vigne Vecchie

3. ARIA D'ORIENTE

ARIA D'ORIENTE
Casamassella
The price is NZ$172
includes taxes & fees
31 Aug - 1 Sept
ARIA D'ORIENTE

4. PALAZZO VIGILARIUM - Boutique Rooms

PALAZZO VIGILARIUM - Boutique Rooms
Uggiano la Chiesa
9.6 out of 10, Exceptional, (4 reviews)
"Lo staff della strutturanè stato utile e presente già prima del nostro arrivo, condividendo con noi suggerimenti, consigli e dandoci tutte le info necessarie per raggiungerli in modo fluido e veloce. Ottimo posto se si vuole fare un giro furbo del salento: lontani dalla confusione ma vicinissimi a tutto con auto. Colazione d'eccezione. Trasportati subito in Puglia con pasticciotti e focaccia. Tutto di ottima qualità. La camera superior, basic, in realtà permette di sentire subito l'atmosfera...
Italy
Lucia
The price is NZ$240
includes taxes & fees
14 Sept - 15 Sept
PALAZZO VIGILARIUM - Boutique Rooms

5. Villa Raffaella

Villa Raffaella
4.0 star property
Santa Cesarea Terme
9.2 out of 10, Wonderful, (43 reviews)
"Stunning spacious room with a sea view. Serene"
United Kingdom
lyndsey
The price is NZ$163
includes taxes & fees
12 Sept - 13 Sept
Villa Raffaella

6. Palazzo Circolone

Palazzo Circolone
Poggiardo
9.8 out of 10, Exceptional, (56 reviews)
"Helpful staff good breakfast areas upstairs to relax nice outside area where you can sunbathe with small pool to cool down "
United Kingdom
David
The price is NZ$255
includes taxes & fees
16 Sept - 17 Sept
Palazzo Circolone

7. Masseria Corte degli Aromi

Masseria Corte degli Aromi
Palmariggi
9.8 out of 10, Exceptional, (13 reviews)
"This place is simply stunning, probable the best near Maglie, ultra comfortable, and the food is absolutely spectacular. "
United States
Maximilian
The price is NZ$665
includes taxes & fees
11 Sept - 12 Sept
Masseria Corte degli Aromi

8. Holiday Apartment "Susanna" with Balcony

Holiday Apartment "Susanna" with Balcony
otranto
10.0 out of 10, Exceptional, (1 review)
"Pros: La vicinanza al centro storico, la disposizione delle stanze e la gentilezza di Antonio la persona che ci ja seguiti in loco."
Italy
Anonymous traveller
The price is NZ$410
includes taxes & fees
23 Sept - 24 Sept
Holiday Apartment "Susanna" with Balcony

9. Casa Minerva — Beautiful Holiday Home with Sea & Castle View in the Heart of Otr

Casa Minerva — Beautiful Holiday Home with Sea & Castle View in the Heart of Otr
Otranto
The price is NZ$452
includes taxes & fees
19 Sept - 20 Sept
Casa Minerva — Beautiful Holiday Home with Sea & Castle View in the Heart of Otr

10. Vacation home in the immediate vicinity of Otranto

Vacation home in the immediate vicinity of Otranto
Otranto
9.2 out of 10, Wonderful, (19 reviews)
"We had a great stay "
France
myriam m.
The price is NZ$300
includes taxes & fees
23 Sept - 24 Sept
Vacation home in the immediate vicinity of Otranto

11. Casa Cardignan

Casa Cardignan
Diso
9.6 out of 10, Exceptional, (19 reviews)
"The host was very nice and helpful "
Canada
Susan
The price is NZ$154
includes taxes & fees
25 Sept - 26 Sept
Casa Cardignan

12. Appartamenti Craulo

Appartamenti Craulo
Otranto
10.0 out of 10, Exceptional, (1 review)
"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 NZ$397
includes taxes & fees
20 Sept - 21 Sept
Appartamenti Craulo

13. Palazzo De Mori

Palazzo De Mori
Otranto Historic Centre
9.4 out of 10, Exceptional, (97 reviews)
"Is Awesome; period."
United States
Fernando
The price is NZ$485
includes taxes & fees
21 Sept - 22 Sept
Palazzo De Mori

14. Masseria Torre Sant'Andrea

Masseria Torre Sant'Andrea
Borgagne
The price is NZ$222
includes taxes & fees
1 Sept - 2 Sept
Masseria Torre Sant'Andrea

15. Kyma: Modern Wave Studio in the Heart of Otranto

Kyma: Modern Wave Studio in the Heart of Otranto
Otranto
The price is NZ$288
includes taxes & fees
20 Sept - 21 Sept
Kyma: Modern Wave Studio in the Heart of Otranto

16. Bilo Galene: Ancient Soul & Modern Design 5min from the Sea

Bilo Galene: Ancient Soul & Modern Design 5min from the Sea
Otranto
The price is NZ$345
includes taxes & fees
23 Sept - 24 Sept
Bilo Galene: Ancient Soul & Modern Design 5min from the Sea

17. Bacchus Luxury Home Ancient Suite in Otranto: Spa Tub, Fireplace, Parking, Wi-Fi, AC

Bacchus Luxury Home Ancient Suite in Otranto: Spa Tub, Fireplace, Parking, Wi-Fi, AC
Otranto Historic Centre
8.0 out of 10, Very good, (1 review)
"Great place. But we missed wooden spoons for cooking."
Germany
August v.
The price is NZ$459
includes taxes & fees
19 Sept - 20 Sept
Bacchus Luxury Home Ancient Suite in Otranto: Spa Tub, Fireplace, Parking, Wi-Fi, AC

18. Holiday Home 'Db - Mimosa' with Private Terrace, Wi-Fi and Air Conditioning

Holiday Home 'Db - Mimosa' with Private Terrace, Wi-Fi and Air Conditioning
Giurdignano
The price is NZ$393
includes taxes & fees
31 Aug - 1 Sept
Holiday Home 'Db - Mimosa' with Private Terrace, Wi-Fi and Air Conditioning

19. Villa "Casa Romantica" with Shared Pool, 2 Private Terraces & Wi-Fi

Villa "Casa Romantica" with Shared Pool, 2 Private Terraces & Wi-Fi
Otranto
10.0 out of 10, Exceptional, (4 reviews)
"The country setting near Otranto was stunning with sunrise views and great outdoor spaces. The indoor facilities were more rustic but comfortable in keeping with the rural nature of the property. Parking and easy access to Otranto and surrounding areas was a plus. The hostess was gracious and attentive to our concerns. The quick laundry service was a definite plus. Our only issue was the wind in March/early April kept us from fully enjoying the great outdoor area. Later Spring or early Fall...
United States
Deanna B.
The price is NZ$327
includes taxes & fees
23 Sept - 24 Sept
Villa "Casa Romantica" with Shared Pool, 2 Private Terraces & Wi-Fi
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.
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Top Casamassella Hotel Reviews

Find out more about Casamassella

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Casamassella holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Casamassella. 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 Casamassella. Seeing all the best attractions is bound to make you fall in love with Casamassella. Who knows, you may even be tempted to extend your 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 holiday 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 Casamassella short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Casamassella?

Yes, there are holiday rentals close to the most popular sights in Casamassella, 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 Casamassella has to offer?

Casa Stella Marina: This holiday home rental outside of Casamassella is located by the ocean, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware.

What’s there to see and do in Casamassella?

While exploring the area, visit family-friendly sights like Giardini del Sole, or get outside and enjoy nature at Porto Badisco Beach. Otranto Castle and Otranto Cathedral are a couple of places you'll find in the wider area.

What’s a holiday rental in Casamassella like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Casamassella. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for families.