
Family-friendly vacation rentals in Casamassella
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Top-rated family-friendly rentals in Casamassella
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Popular amenities for Casamassella family-friendly rentals
Family-friendly home rentals with a hot tub

SalentoInside-Bright room in a village in Salento
Fantastic stay, we felt right at home. Not to mention Giulia and Antonio, two fantastic people who know how to welcome guests in a wonderful way and are very helpful with everything. B&B Salentoinside Highly recommended … quiet, clean and cozy place. Thanks for everything Giulia & Antonio ! See you soon !

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.

The house by the sea LE07503591000013538
We arrived late in the evening due to a delay in our flight. Cosimo's parents nevertheless welcomed us very, very warmly, took a lot of time to show us everything and even got us a pizza. The house is perfect, nice and quiet, offers plenty of space to relax. Everything you need was there in terms of basic equipment. The house is beautifully, modernly and practically furnished and equipped with many small thoughtful details. The outdoor area is very spacious and offers plenty of shade. It's only a few meters to the beach, and during the week there were no people there. We had a perfect week.

VILLA IN 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-" Old Town Pass
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.

Le Conchiglie 9 Apartment, Private Jacuzzi
A 5-star home. Large apartment, well exposed, very well equipped, and in a quiet area. While being close to the beach, and small shops. Bike, BBQ and Jacuzzi available. Coffee pods and a bottle of red wine. Breathtaking sea and sunset views. We would have stayed there for a few more days. I recommend it 1000%.

THE TOWER OF 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 with private pool
I stayed in this villa with three friends and it was great. The Villa is large, clean and well-equipped, nothing was missing, the pool is always kept clean by the owner. The soccer/volleyball field is perfect for having fun. The host is the owner, they were very kind and helpful and did everything to make our stay perfect. I recommend a car for a perfect stay.
Family- and pet-friendly home rentals

Beautiful suite just a stone's throw from Duomo
Loved this apartment in Lecce! It was a great place to relax during the afternoon heat. It was very close to restaurants and within the old town. If ever back, we'd definitely hope to stay here again.

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
We were charmed by this little corner of heaven. Comfortable bed, immaculate space, functional for cooking and perfect for relaxing outdoors. We enjoyed the availability of bikes since the village is close by. Andrea gave us great suggestions for restaurants.

Just steps from Roman Amphitheater
Beautiful, spacious apartment in an amazing location. Davide was the perfect host - a personal greeting, excellent recommendations and a stunning home.

Artas Your indipendent house in Lecce
My husband and I were in town for a wedding. The church was 2 mins walking from the Airbnb and it was very convenient findingg everything in town. There were plenty of places where we could eat, drink and shop. We love the private space and the location was not on the main street so noise was surprisingly lower than I expected it to be. The host checked in to make sure we were ok and was responsive. It was about 8 min walk from the train station making it very convenient for us. I would definitely booked again if I'm in Lecce again.

“Al Vico” Apartment in the historic center of 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.

Gallipoli - exclusive waterfront
Beautiful three bedroom 3 1/2 bathroom huge well equipped apartment. Private garage parking The beach is across the street where the Sunset views are available.

History hosts you
We had a wonderful time at Barbara’s house. It’s beautifully restored and tastefully decorated. We loved watching the swifts on the terrace in the evening. All the sights were in walkable distance and Barbara was extremely helpful and accommodating. The house was spotless. Thank you Barbara Ruth and Neil
Family-friendly home rentals with a pool

Villa Ada, swimming pool and breathtaking view, 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!

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"
A beautiful home in a fantastic location. We've been there for the second time and will be back for sure. The host Alberto is very accommodating and nice. For those looking for an individual vacation just the right thing. Thanks Alberto

Marinaia - Casa Aurora
We enjoyed staying at Marco's apartment very much. The view of the sea and the terrace with pool are beautiful. Beds are very comfortable. There is a good beach bar at the beautiful, nearby bay. Castro is just within walking distance. One advantage was the private parking space on the premises. The communication with Giorgio was quick and uncomplicated.

Charming villa with large garden
The house and garden are really beautiful! We spent many great hours there and even used the pizza oven 😍the place is really highly recommended! Antina is very sweet and helpful, answered every question:-) We were there at the end of September and had many mosquitoes🦟. The location is also perfect, you can see many beautiful beaches and lecce is also only 30-40 minutes away :)

Mare Verde Salento Sealovers
Stunning, quiet place with beautiful views. you do need a car to get here, but once you are it's worth it. Pool great and the terrace perfect for the hot nights

Suite with terrace in charming Masseria for 2
We loved the property. Sophia was a perfect host. When we forgot our home keys, she made sure we collect them without a problem. If we can we want to come back with our friends to enjoy this beautiful farm house during summer. It would be perfect for 3-4 families as a base.
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
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