Casamassella Vacation Rentals

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Check prices for these dates

Tonight
Dec 28 - Dec 29
Tomorrow
Dec 29 - Dec 30
Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11

Our top choices for Casamassella vacation rentals

Interior
Borgoterra

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 P5,375
P5,913 total
includes taxes & fees
Dec 29 - Dec 30
Borgoterra
Front of property
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

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 P3,055
P18,575 total
includes taxes & fees
Jan 11 - Jan 12, 2026
La Collina di Montegrappa - Suites with Heated Private Pool - Suites with Shared Pool
Frette Italian sheets, premium bedding, down comforters
Masseria Corte degli Aromi

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 P18,276
P20,103 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Masseria Corte degli Aromi
Front of property
Residence Borgo Antico

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 traveler
The price is P11,316
P12,448 total
includes taxes & fees
Dec 29 - Dec 30
Residence Borgo Antico
Front of property
PALAZZO VIGILARIUM - Boutique Rooms

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 P9,421
P10,363 total
includes taxes & fees
Dec 29 - Dec 30
PALAZZO VIGILARIUM - Boutique Rooms
In-room safe, desk, cribs/infant beds, free WiFi
Villa Raffaella

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 P6,620
P7,282 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Villa Raffaella
Beach nearby, white sand, beach volleyball, 5 beach bars
Appartamenti Craulo

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 P13,077
P17,151 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Appartamenti Craulo
Beach
Apartment in old Building

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 P4,792
P11,265 total
includes taxes & fees
Dec 29 - Dec 30
Apartment in old Building
Outdoor pool, pool umbrellas, sun loungers
Panacea Residence

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 traveler
Panacea Residence
Terrace/patio
Le Terrazze

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 P8,066
P11,639 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Le Terrazze
Seasonal outdoor pool
Tenuta Cesarina

Tenuta Cesarina

Tenuta Cesarina
Alessano
The price is P10,373
P11,411 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Tenuta Cesarina
Seasonal outdoor pool, pool umbrellas
Villa dei Bruno

Villa dei Bruno

Villa dei Bruno
San Donato di Lecce
The price is P4,338
P4,772 total
includes taxes & fees
Dec 29 - Dec 30
Villa dei Bruno
Balcony
Villa Augusta

Villa Augusta

Villa Augusta
Melendugno
The price is P20,746
P22,821 total
includes taxes & fees
Dec 29 - Dec 30
Villa Augusta
Terrace/patio
Villa Valletta 1 & 2

Villa Valletta 1 & 2

Villa Valletta 1 & 2
Santa Cesarea Terme
The price is P12,957
P14,253 total
includes taxes & fees
Dec 29 - Dec 30
Villa Valletta 1 & 2
In-room safe, desk, free WiFi
LE DUE DIMORE

LE DUE DIMORE

LE DUE DIMORE
Collepasso
The price is P3,819
P4,201 total
includes taxes & fees
Jan 4 - Jan 5, 2026
LE DUE DIMORE
Terrace/patio
AgriCampeggio Darwin

AgriCampeggio Darwin

AgriCampeggio Darwin
Otranto
The price is P3,395
P3,735 total
includes taxes & fees
Dec 29 - Dec 30
AgriCampeggio Darwin
Terrace/patio
Dimore Arcudi

Dimore Arcudi

Dimore Arcudi
Galatina Historic Centre
The price is P5,856
P6,442 total
includes taxes & fees
Dec 29 - Dec 30
Dimore Arcudi
Interior
Kefera's House Otranto

Kefera's House Otranto

Kefera's House Otranto
Otranto
The price is P35,453
P49,502 total
includes taxes & fees
Dec 29 - Dec 30
Kefera's House Otranto
1 bedroom
Welcomely - Celi Blu Apartments

Welcomely - Celi Blu Apartments

Welcomely - Celi Blu Apartments
Lizzanello
The price is P8,698
P9,568 total
includes taxes & fees
Dec 29 - Dec 30
Welcomely - Celi Blu Apartments
Exterior
Residence Luxora

Residence Luxora

Residence Luxora
Melendugno
6.0 out of 10, (1)
The price is P5,029
P5,532 total
includes taxes & fees
Dec 29 - Dec 30
Residence Luxora
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

Palazzo De Mori

Palazzo De Mori

10/10 Excellent
"Courteous and very helpful staff. Comfortable room."
Rosa 1-night trip
Posted 2 months ago
Palazzo De Mori

Find out more about Casamassella

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

  • View our selection of featured holiday rentals in Casamassella
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Look no further and take a look at our great range of rental properties in Casamassella!

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?

Agriturismo La Natura: Visitors like this Casamassella vacation home rental. It offers a furnished patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a full-sized fridge and a stovetop can make your vacation run smoothly.

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.