
Family-friendly vacation rentals in Casamassella
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Casamassella
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Casamassella family-friendly rentals
Family-friendly home rentals with a hot tub

SalentoInside-Bright room in a village in Salento
Soggiorno fantastico , ci siamo sentiti come a casa nostra . Per non parlare di Giulia e Antonio due persone fantastiche che sanno accogliere gli ospiti in maniera splendida e molto disponibili su tutto . B&B Salentoinside Consigliatissimo … posto tranquillo , pulito e accogliente . Grazie di tutto Giulia & Antonio ! A presto !

Wp Relais Tangerine Mint
It’s a very nice apartment block, there’s 6 units in total, the location suited our trip, we were greeted by a lovely lady called Lucia who showed us around and made us feel very welcome. Our apartment was beautiful and quiet, very well equipped. I would recommend getting a top floor apartment as the bottom apartment we stayed in was noisy from people walking or moving chairs upstairs. My only other recommendation is that the second bedroom be fitted with a blind as the light shines through, this didn’t worry us but might others. We throughly enjoyed our stay and will still recommend you staying.

La casa sul mare LE07503591000013538
Wir kamen wegen Verspätung unseres Fluges spätabends an. Cosimo's Eltern haben uns trotzdem sehr, sehr herzlich empfangen, sich sehr viel Zeit genommen uns alles zu zeigen und uns sogar noch eine Pizza besorgt. Das Haus ist perfekt, schön ruhig, bietet viel Platz zum Entspannen. Es war alles an Grundausstattung da, was man braucht. Das Haus ist wunderschön, modern und praktisch eingerichtet und mit vielen kleinen durchdachten Details ausgestattet. Der Außenbereich ist sehr großzügig und bietet viel Schatten. Zum Strand sind es nur ein paar Meter, und unter der Woche waren keine Leute da. Wir hatten eine perfekte Woche.

VILLA NEL SALENTO ,PORTO CESAREO
We had a great stay! Enzo is the best host one can imagine. Gifted us some wine, bakeries and a pannetone for new years eve as we arrived. Two days later he got us some traditional stuff from a pasticceria. We loved all of the italian flavor! Also there are many beautiful cities with even more beautiful historic centers around and easy to reach. 10/10 would recommend and also we do! Thanks Enzo!

"ARCHETIPO-Domus Art Gallery-" Pass centro storico
I would give this place and host 6 stars if I could! It’s a HUGE apartment that’s part of a palazzo built in the 1400s. Luigia is the most charming, warm, friendly and helpful host ever! She makes you feel at home and does so many thoughtful things like stocking the fridge with food and beverage items, walking you through the place with the right level of detail and even made my restaurant reservations for me like a concierge. The location is 2 mini blocks off the main square yet tranquil as can be. And the bed is the most comfortable of my 5 weeks in Italy thus far! I love Lecce, this place and this host! Can’t wait to return.

Appartamento le Conchiglie 9, Jacuzzi Privata
Un logement 5 étoiles. Grand appartement, bien exposé, très bien équipé, et dans un quartier calme. Tout en étant proche de la plage, et des petits commerces. Vélo, bbq et Jacuzzi à disposition. Dosettes de café et bouteille de vin rouge offerte. Une vue sur la mer et le coucher de soleil époustouflant. Nous y serions bien restés quelques jours de plus. Je recommande à 1000%.

LA TORRE DI MERLINO
Our stay here was a paradise. The super clean house was charming, eco friendly, nature filled and extremely well equipped. The location was quiet and yet very close to cafe supermarket and beach/swim places. Remarkable restaurants also. I would highly recommend Donatello and Massimina’s naturalistic home to anyone seeking charm and quiet. They are such lovely hosts too. Many thanks for our fab stay.

Villa Gargasole - Top comfort con piscina privata
Ho soggiornato in questa villa con tre amici ed è stato bellissimo. La Villa e grande, pulita e ben attrezzata non mancava niente, la piscina viene sempre tenuta pulita dal proprietario. Il campo di calcio/volley e perfetto per divertirsi. L’host è il proprietario sono stati gentilissimi e disponibili e hanno fatto di tutto che il nostro soggiorno sia stato perfetto. Consiglio un auto per avere un soggiorno perfetto.
Family- and pet-friendly home rentals

Splendida suite a due passi da Duomo
Un immense merci à Giovanni pour son accueil ! Arrivée flexible, super accueil, super recommandations de restaurants, départ flexible, logement génial. On ne pouvait rêver mieux dans ce magnifique cadre qu'est Lecce !! Grazie mille !!!

Otranto Centro
Had a wonderful time staying at this spacious and peaceful apartment in the heart of Otranto, really felt like home. The location is impeccable, just steps away from the historic center and a short stroll to the sea. The apartment itself is incredibly bright, quiet, and thoughtfully laid out, offering everything we needed for a relaxing weekend. Inside, all was clean, comfortable, and well-maintained. The host was exceptionally responsive, providing clear check‑in instructions and helpful local tips. Ideal location near both the sea and historic town center with a peaceful ambiance with an abundance of natural light. Overall, this apartment provided everything we hoped for: comfort, convenience, and charm. We highly recommend it for anyone looking to experience Otranto with ease, and would gladly stay again!

Villa Leomaris apt S Relax&Beach - Torre dell'Orso
Nous avons été charmé par ce petit coin de paradis. Lit confortable, espace immaculé, fonctionnel pour cuisiner et parfait pour relaxer à l’extérieur. Nous avons apprécié la disponibilité des vélos puisque le village est tout près. Andrea nous a fait d’excellentes suggestions pour les restaurants.

Just steps from Roman Amphitheater
Logement tout simplement magnifique, très spacieux et calme. La proximité avec le centre historique de Lecce est un plus, tout est accessible à pied. Enfin, Davide a été réactif et de bons conseils, je recommande vivement !

Il Mandorlo - Lusso rurale nel mezzo della natura
Gabriella's place was absolutely stunning! The photos can't do the beautiful grounds and landscape justice. Both Gabriella and Clara were extremely responsive and helpful whenever we had questions, and their local suggestions for beaches, sights and restaurants were great. Both ourselves and our friends (who were staying at one of the other villas on the property) were travelling with infants, and found the layout and amenities (they tracked down a second set of cribs/high chairs for us) great for children. Would absolutely recommend this place for anyone looking to explore Salento.

“Al Vico” Appartamento nel centro storico di Lecce
The apartment is very spacious and has a very comfortable, homey feel. The private terrace is lovely. It is a perfect location on a side street not far from all the attractions and various shops. We would definitely stay here again. Mario was very helpful and responsive with the remote check in.

Seaview Apartment Gli Archi
Lovely rustic villa, with sea views. Great location with an easy easy walk to town with cafes and restaurants. We enjoyed a quiet stay and parking was available in the street.

Ai piedi del castello di Otranto
Ottima esperienza di check-in, i genitori di Antonio ci hanno accolto con un vassoio di pasticciotti e uno di salati, ci siamo sentiti subito a casa! L'appartamento è ampio e accogliente, in una posizione ottima, a due passi dal centro di Otranto. Inoltre dispone di un posto auto privato al coperto. Antonio è stato gentile e disponibile, se dovessi tornare a Otranto sceglierei senz'altro il suo appartamento.
Family-friendly home rentals with a pool

Villa Ada, piscina e panorama mozzafiato, Salento
This place was even more beautiful than the photos. Gorgeous views everywhere you looked. Sunrises were magical. Ada and her husband were so very kind and helpful with any questions we had. This place is a perfect oasis for a group gathering. You wouldn’t need to leave the property if you didn’t want to. So much to see and do right on site including pool and outdoor pizza oven. Several little spots to eat or have a drink with sea view within minutes. Santa Maria Di Leuca is only 15 minutes away with many terrific restaurants and touring options!

TenutaSanTrifone - Malvasia
It was such a pleasure to spend a few days at this hidden gem, hosted by Emanuele, his wife Laura, sister Giulia, and parents Simonetta and Tomasso, all of whom made us feel right at home. We were spoiled by the daily breakfasts they prepared, and Emanuele provided many great local recommendations for us. The pool and surroundings are so peaceful, and the room was very comfortable. We could not have asked for a better place to explore Salento from, or for more generous and welcoming hosts!

VILLETTA CHIARA - CON PISCINA VISTA MARE
Absolutely exceptional stay – beyond all expectations! We couldn’t have asked for a better experience. Paolo was an outstanding host – warm, attentive, and genuinely committed to making our stay as perfect as possible. From the moment we arrived, we felt incredibly well taken care of. The villa itself is just amazing – full of character, thoughtfully equipped with everything you could possibly need, and spotlessly clean. But the real highlight? The view. Absolutely breathtaking. Photos don’t do it justice – it’s something you have to see with your own eyes. This place is a hidden gem, and we’re already looking forward to coming back. Thank you, Paolo, for everything – you’ve set the bar impossibly high!

Villa Loreta ***** LUXURY TOP FLOOR APARTMENT
We had an amazing stay at Francesca’s. We were in contact with Lukas who was extremely helpful, clear and friendly. At check in, Lukas met us and showed us around, he had many local recommendations for us. Throughout the stay he was super responsive and helpful. The first morning we woke up to fresh croissant and pasticciotti!! The house was beautiful, very spacious, full of light and extremely clean. There are many places to sit and many amenities like the pool, outside showers, hammocks and outside BBQ area. I cannot recommend this place enough. Thank you.

"Li Saccuddi - Villetta Belvedere"
Ein wunderschönes Haus in phantastischer Lage. Wir waren schon das zweite Mal dort und werden sicher wieder kommen. Der Gastgeber Alberto ist sehr zuvorkommend und nett. Für alle die einen individuellen Urlaub suchen genau das richtige. Danke Alberto

Marinaia - Casa Aurora
Der Aufenthalt in der Wohnung von Marco hat uns sehr gut gefallen. Der Ausblick auf das Meer und die Terrasse mit Pool sind wunderschön. Die Betten sind sehr bequem. An der schönen, nahegelegenen Bucht befindet sich eine gute Strandbar. Castro liegt gerade so in fußläufiger Entfernung. Ein Vorteil war der private Parkplatz auf dem Grundstück. Die Kommunikation mit Giorgio war schnell und unkompliziert.

Charming villa with large garden
Das Haus und der Garten sind wirklich wunderschön! Wir haben dort viele tolle Stunden verbracht und sogar den Pizzaofen benutzt 😍die Unterkunft ist wirklich sehr empfehlenswert! Antina ist sehr lieb und hilfsbereit, hat uns jede Frage beantwortet :-) Wir waren Ende September da und hatten viele Mücken 🦟die lage ist auch perfekt, man kann viele schöne Strände sehen und lecce ist auch nur 30-40 Minuten entfernt :)

Country villa with heated pool & splendid garden
Villa Grandi Fiori is echt een verborgen parel in het hart van Puglia. De tuin is prachtig aangelegd en helemaal omheind, waardoor je volop privacy hebt. Met de gezellige terrassen en het verwarmde zwembad hebben we zelfs op frisse dagen heerlijk buiten gezeten en gezwommen. Binnen is het huis ruim, sfeervol, gezellig en van alle gemakken voorzien. Alles is schoon en van goede kwaliteit. Oria zelf is een verrassend rustig en authentiek stadje, met een fijne sfeer. En doordat het zo centraal ligt, ben je ook zo op andere mooie plekken in Puglia
Quick stats about vacation rentals that are family-friendly in Casamassella
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
370 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
Destinations to explore
- Pet-friendly rentals Casamassella
- Smoking-friendly rentals Casamassella
- House rentals Casamassella
- Rentals with a patio Casamassella
- Rentals with a washer and dryer Casamassella
- Rentals with outdoor seating Casamassella
- Apartment rentals Casamassella
- Family-friendly rentals Province of Lecce
- Family-friendly rentals Apulia
- Family-friendly rentals Italy
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom