Casamassella Vacation Rentals from CA $102: Short-Term Rentals for 2026

Q: What's the top vacation rental that Casamassella has to offer?

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

Check prices for these dates

In two weeks

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Our top choices for Casamassella vacation rentals

1. La Filanda

Uggiano la Chiesa

anders

CA $128 total

includes taxes & fees

Sep 19 - Sep 20

2. Vigne Vecchie

Uggiano la Chiesa

Chiara

CA $150 total

includes taxes & fees

Sep 16 - Sep 17

3. PALAZZO VIGILARIUM - Boutique Rooms

Uggiano la Chiesa

Karol-Ann

CA $187 total

includes taxes & fees

Sep 19 - Sep 20

4. Palazzo De Mori

Otranto Historic Centre

Fernando

CA $275 total

includes taxes & fees

Oct 16 - Oct 17

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

Otranto

"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...

Deanna B.

CA $269 total

includes taxes & fees

Sep 18 - Sep 19

6. Palazzo Circolone

Poggiardo

David

CA $169 total

includes taxes & fees

Oct 5 - Oct 6

Frette Italian sheets, premium bedding, down comforters

7. Masseria Corte degli Aromi

Palmariggi

Maximilian

CA $525 total

includes taxes & fees

Oct 5 - Oct 6

Superior Quadruple Room, Ensuite, Sea View

8. Villa Raffaella

Santa Cesarea Terme

lyndsey

CA $126 total

includes taxes & fees

Oct 5 - Oct 6

9. Vacation home in the immediate vicinity of Otranto

Otranto

myriam m.

CA $241 total

includes taxes & fees

Sep 28 - Sep 29

10. Apartment 'Guardiana Del Castello' with Sea View, Wi-Fi and Air Conditioning

Otranto

Ronald A.

CA $1,028 total

includes taxes & fees

Sep 19 - Sep 20

11. "Casa in Via Seminario" Apartment with Balcony and Wi-Fi

Otranto Historic Centre

"Renata was easy to communicate with. She met us at the plaza from where we had to walk to the apartment, which was about a 5 min walk. Free Parking was a little further, but an easy walk through the castle. Renata send us useful information throughout our stay. The apartment was interesting, maybe a challenge if 2 couples are traveling, since you have to walk through one bedroom to get to the second bedroom. It wasn’t a problem for us. The location is perfect, you are right in the center of old...

Susanne H.

CA $508 total

includes taxes & fees

Sep 18 - Sep 19

12. Charming 2 Bedroom Holiday Home in Otranto, Italy

Otranto

CA $1,152 total

includes taxes & fees

Sep 18 - Sep 19

13. Apartment 'Dimora Lungomare Terra D'otranto' with Sea View, Wi-Fi and Air Conditioning

otranto

Anonymous traveller

CA $837 total

includes taxes & fees

Sep 19 - Sep 20

14. Apartment 'Casa Aurora Luxury' with Shared Pool, Wi-Fi and Air Conditioning

giuggianello

Luigi L.

CA $560 total

includes taxes & fees

Sep 16 - Sep 17

Beach nearby, white sand, beach volleyball, 5 beach bars

15. Appartamenti Craulo

Otranto

Vanessa

CA $325 total

includes taxes & fees

Sep 16 - Sep 17

16. Mediterranean Holiday Apartment "Casa di Mariella" in the Centre of Otranto

Otranto

"We really enjoyed our stay in Otranto and the accommodation was perfect! Mariella and her daughter welcomed us warmly and explained all around the flat and gave us some great restaurants recommendations and places to visit. They are very passionate about the city and the area. The flat was extremely comfortable and very well located, very close to the beach and very close to the city, the castle and all the restaurant (all within a very short walking distance). We could not have asked for...

Alice H.

CA $1,038 total

includes taxes & fees

Oct 7 - Oct 8

17. Apartment 'Otranto - Apt 1' with Shared Terrace, Wi-Fi and Air Conditioning

Otranto

Arnaldo

CA $375 total

includes taxes & fees

Sep 16 - Sep 17

18. Holiday Apartment "Casa di Andrea" with Sea View, Wi-Fi & Terrace

Otranto

"The host Mariella and Vitoria were fantastic and catered to all our needs. There were some really nice touches that we appreciated like wine, fruit and water on our arrival. The accommodation was as described. The flat was clean, comfortable and in a good state of repair. It was quiet in the flat and we slept well. The location is perfect for the beach, restaurants and restaurants of town. We recommend this place !!!"

Rodney Z.

CA $1,335 total

includes taxes & fees

Oct 13 - Oct 14

19. Apartment 'Casa Venere Luxury' with Shared Pool, Wi-Fi and Air Conditioning

giuggianello

Anonymous traveller

CA $560 total

includes taxes & fees

Sep 18 - Sep 19

20. Apartment "Casa Odra" with Balcony, Wi-Fi & A/C

otranto

Anonymous traveller

CA $514 total

includes taxes & fees

Sep 30 - Oct 1

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Top Casamassella Hotel Reviews

Palazzo De Mori

10/10 Excellent

"The staff at this hotel were excellent, made us very welcome and helped us with everything we needed. The breakfast was very nice and served on a rooftop patio overlooking the sea. We had a suit, which was very spacious and very comfortable."

Dimora San Giuseppe Hotel & SPA****

10/10 Excellent

"I was so grateful to arrive at the beautiful, antique stone San Giuseppe Demora in Otranto. The front desk ladies greeted us and directed us to the elevator and our rooms that were ready early - even in high season. The rooms were comfortable, quiet, and so refreshing with starched cotton sheets and excellent air conditioning. The shower was easy to access (important consideration) for one of my friends who had knee issues. Loved the mint and lemon water that refreshed us as we returned from touring the castle area- a ten minute walk from the hotel. We indulged in the spa. The facial was so worth it as it included massage of legs, feet, arms and neck. We paid for breakfast and it offered a unique sampling of protein and carbs, and gluten-free items. There was never any rush to leave and we also relaxed with aperitif right there later in the afternoon. Loved the place and will return."

Find out more about Casamassella

Everything you need to know about Casamassella vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Casamassella vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Casamassella vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Casamassella vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Casamassella. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Casamassella vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Casamassella vacation rentals we have selected for you start as low as CA $102 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Casamassella rentals

At Expedia, we put the best Casamassella vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Casamassella rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Casamassella vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Casamassella. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Casamassella?

Yes, we offer vacation rentals near top attractions in Casamassella, or you can select a more secluded option if you're looking for relaxation.

What's the top vacation rental that Casamassella has to offer?

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

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 larger area.

What’s a vacation rental in Casamassella like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Casamassella. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll have a home away from home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for family gatherings.

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Check prices for these dates

Our top choices for Casamassella vacation rentals

1. La Filanda

2. Vigne Vecchie

3. PALAZZO VIGILARIUM - Boutique Rooms

4. Palazzo De Mori

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

6. Palazzo Circolone

7. Masseria Corte degli Aromi

8. Villa Raffaella

9. Vacation home in the immediate vicinity of Otranto

10. Apartment 'Guardiana Del Castello' with Sea View, Wi-Fi and Air Conditioning

11. "Casa in Via Seminario" Apartment with Balcony and Wi-Fi

12. Charming 2 Bedroom Holiday Home in Otranto, Italy

13. Apartment 'Dimora Lungomare Terra D'otranto' with Sea View, Wi-Fi and Air Conditioning

14. Apartment 'Casa Aurora Luxury' with Shared Pool, Wi-Fi and Air Conditioning

15. Appartamenti Craulo

16. Mediterranean Holiday Apartment "Casa di Mariella" in the Centre of Otranto

17. Apartment 'Otranto - Apt 1' with Shared Terrace, Wi-Fi and Air Conditioning

18. Holiday Apartment "Casa di Andrea" with Sea View, Wi-Fi & Terrace

19. Apartment 'Casa Venere Luxury' with Shared Pool, Wi-Fi and Air Conditioning

20. Apartment "Casa Odra" with Balcony, Wi-Fi & A/C

Find vacation rentals that suit your style

Top Casamassella Hotel Reviews

Palazzo De Mori

Posia Retreat & SPA | UNA Esperienze

Hotel La Roccia

HOUSE WITH GARDEN AND SWIMMING POOL FOR EXCLUSIVE USE IN SALENTO, OTRANTO, LECCE

Dimora San Giuseppe Hotel & SPA****

Hotel Vittoria Resort Pool & Spa

CDSHotels Basiliani

Tenuta Centoporte

Sangiorgio Resort & Spa

Find out more about Casamassella

Frequently asked questions

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