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Family-friendly vacation rentals in Casamassella

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Popular amenities for Casamassella family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
An outdoor relaxing area features a wooden deck with built-in lighting, complemented by sleek loungers positioned for comfort. A vibrant blue spa is situated in the corner, surrounded by bamboo fencing and tropical plants, creating a serene space for guests.
Apartment in Morciano di Leuca
4.93 out of 5 average rating, 15 reviews

SalentoInside-Bright room in a village in Salento

AlinRating, 5 stars21 months ago
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 !
Superhost
A private pool area features a serene blue water pool surrounded by tiled decking. Two lounge chairs with rolled towels are positioned at the edge, complemented by potted greenery. The backdrop includes a wall with greenery and a distant view of a garden.
Apartment in Diso
4.89 out of 5 average rating, 36 reviews

Wp Relais Tangerine Mint

GeorgeRating, 5 stars21 months ago
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.
Guest favorite
A spacious living area features neutral-colored walls and natural stone accents. A comfortable sofa and a modern armchair are arranged for relaxation, while a TV is mounted on the wall. Light fixtures hang above, creating a well-lit ambiance.
Home in Torre Rinalda
4.95 out of 5 average rating, 107 reviews

La casa sul mare LE07503591000013538

JessicaRating, 5 stars5 days ago
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.
Top guest favorite
An outdoor spa with bubbling water is positioned under a sheltered area. Two lounge chairs and decorative plants are visible in the background. Soft light from round lamps enhances the tranquil setting, creating a peaceful environment for relaxation.
Villa in Torre Lapillo
4.98 out of 5 average rating, 46 reviews

VILLA NEL SALENTO ,PORTO CESAREO

Lukas OleRating, 5 stars5 months ago
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!
Top guest favorite
The interior space features two abstract sculptures positioned against stone walls, showcasing intricate designs in varying heights. A doorway with a simple mat offers access to another area, while the soft lighting highlights the textures of the sculptures and the surrounding architecture.
Apartment in Lecce
5 out of 5 average rating, 110 reviews

"ARCHETIPO-Domus Art Gallery-" Pass centro storico

PaulRating, 5 stars2 weeks ago
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.
Guest favorite
A spacious terrace is highlighted, featuring a private jacuzzi surrounded by sun loungers and an outdoor dining set. A large canopy offers shade, while expansive views of the sea and coast are visible in the background under a bright sky.
Apartment in Lido Conchiglie
4.87 out of 5 average rating, 142 reviews

Appartamento le Conchiglie 9, Jacuzzi Privata

SergeRating, 5 stars2 weeks ago
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%.
Top guest favorite
The property features a sturdy stone exterior surrounded by lush greenery. A spacious outdoor living area is visible, equipped with lounging chairs and shaded by a pergola. The environment showcases the tranquility of the landscape, with a clear view of the surroundings.
Tiny home in San Gregorio
4.91 out of 5 average rating, 81 reviews

LA TORRE DI MERLINO

ElizabethRating, 5 stars1 week ago
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.
Top guest favorite
The outdoor area showcases a glowing private pool illuminated against the evening sky. Surrounding greenery, including palms and manicured lawn, enhances the inviting atmosphere. A dining table is visible, positioned near the bright blue hue from the pool, contributing to the serene night setting.
Villa in Alessano
5 out of 5 average rating, 19 reviews

Villa Gargasole - Top comfort con piscina privata

GioeleRating, 5 stars1 month ago
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

Top guest favorite
A furnished dining area is highlighted by a sunlit table set for four, with plates, cups, and a decorative table runner. A cozy sofa is positioned nearby, while large glass doors open to a serene garden space filled with greenery and outdoor seating.
Apartment in Lecce
4.87 out of 5 average rating, 204 reviews

Splendida suite a due passi da Duomo

RaphaelRating, 5 stars5 days ago
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 !!!
Superhost
A spacious living area features a wooden dining table surrounded by four chairs. A patterned rug lies beneath, and various posters adorn the walls. A bed occupies one corner, while a television is mounted above a small shelf. Natural light filters through the arched window.
Condo in Otranto
4.7 out of 5 average rating, 230 reviews

Otranto Centro

HoracioRating, 5 stars1 week ago
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!
Guest favorite
An outdoor seating area is presented with a wooden table surrounded by folding chairs. A lounge chair is set on the side, while greenery and palm trees are visible in the background, offering a private view of the garden.
Home in Torre dell'Orso
4.81 out of 5 average rating, 113 reviews

Villa Leomaris apt S Relax&Beach - Torre dell'Orso

KarolineRating, 5 stars3 weeks ago
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.
Superhost
A spacious sleeping area is highlighted by a black metal bed frame positioned against a backdrop of stone vaulted ceilings. A wooden dresser and a small side table accompany the bed, while natural light enhances the room's inviting ambiance.
Apartment in Lecce
4.84 out of 5 average rating, 222 reviews

Just steps from Roman Amphitheater

ClaudiaRating, 5 stars2 weeks ago
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 !
Guest favorite
The living area features a vaulted stone ceiling, lending a rustic charm. A comfortable sofa with decorative cushions sits beneath warm lighting from two lamps. An antique wooden cabinet is positioned against the wall, complemented by two wooden chairs.
Home in Tricase Porto
5 out of 5 average rating, 11 reviews

Il Mandorlo - Lusso rurale nel mezzo della natura

DanieleRating, 5 stars1 month ago
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.
Guest favorite
A stone courtyard is depicted, surrounded by potted plants. A wooden table holds a breakfast spread of pancakes with fruit and a drink. In the background, the bell tower of a nearby cathedral is visible against a partly cloudy sky.
Home in Lecce
4.84 out of 5 average rating, 138 reviews

“Al Vico” Appartamento nel centro storico di Lecce

AndrewRating, 5 stars1 week ago
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.
Guest favorite
An entrance is framed by a wooden door with a decorative lattice design. Bright red flowers are planted in a small box on the ledge. The path leads to a tiled area, with the sea visible in the distance under a cloudy sky.
Home in Marina di Marittima
5 out of 5 average rating, 16 reviews

Seaview Apartment Gli Archi

LynnRating, 5 stars3 weeks ago
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.
Guest favorite
The image captures a historic stone fortress featuring a robust, rounded structure. Cloudy skies create a dramatic backdrop, while a broad, paved area in front is flanked by benches and greenery. The fortress entrance is prominent, inviting exploration of its historical significance.
Condo in Otranto
4.9 out of 5 average rating, 49 reviews

Ai piedi del castello di Otranto

FrancescaRating, 5 stars2 weeks ago
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

Guest favorite
A serene swimming pool is positioned against a backdrop of lush greenery and a clear blue sea. Poolside sun loungers provide spaces for relaxation. Stone walls and vibrant plants enhance the natural beauty of the outdoor area. The horizon reveals a vast, open view of the ocean.
Villa in Corsano
4.9 out of 5 average rating, 42 reviews

Villa Ada, piscina e panorama mozzafiato, Salento

KimberlyRating, 5 stars3 weeks ago
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!
Top guest favorite
A serene outdoor pool features clear turquoise water and is surrounded by lush greenery. Comfortable lounge chairs are positioned by the water's edge. A shaded gazebo stands nearby, offering a peaceful retreat amidst the tranquil setting.
Apartment in Seclì
5 out of 5 average rating, 14 reviews

TenutaSanTrifone - Malvasia

AlanaRating, 5 stars2 weeks ago
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!
Guest favorite
A shared swimming pool is surrounded by a clean, blue tile border, reflecting the clear sky. Sun loungers and a large umbrella provide shaded areas. Lush greenery complements the backdrop, and the villa structure features arches and large windows, enhancing the outdoor space.
Home in Marina di Felloniche Patu'
4.9 out of 5 average rating, 96 reviews

VILLETTA CHIARA - CON PISCINA VISTA MARE

SamRating, 5 stars1 week ago
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!
Superhost
Villa in Marina di Novaglie
4.93 out of 5 average rating, 43 reviews

Villa Loreta ***** LUXURY TOP FLOOR APARTMENT

ValeriaRating, 5 stars9 months ago
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.
Guest favorite
An aerial view showcases a beautifully arranged villa featuring a private pool. The surrounding area includes landscaped gardens with palm trees and a stone wall. Several outdoor seating areas are visible, alongside a cozy covered terrace, offering a serene environment for relaxation.
Villa in Andrano
4.79 out of 5 average rating, 58 reviews

"Li Saccuddi - Villetta Belvedere"

Ralph JochenRating, 5 stars8 months ago
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
Superhost
A white villa exudes a modern aesthetic with a spacious terrace covered by a large shade sail. Steps lead down to a swimming pool, surrounded by lounge chairs, while lush greenery and stone walls complement the serene environment.
Apartment in Marina di Marittima
4.86 out of 5 average rating, 36 reviews

Marinaia - Casa Aurora

SabineRating, 5 stars3 weeks ago
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.
Superhost
A small rectangular pool is set within a light-colored stone area, surrounded by sparse landscaping featuring olive trees and shrubs. Wooden steps lead into the pool from the terrace, which is furnished with lounge chairs. The clear sky and natural surroundings contribute to a tranquil atmosphere.
Home in Diso
4.83 out of 5 average rating, 40 reviews

Charming villa with large garden

MiriamRating, 5 stars8 months ago
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 :)
Top guest favorite
An inviting heated pool glistens under a clear blue sky, surrounded by neatly landscaped greenery. Comfortable lounge chairs are positioned along the poolside, while the white villa provides a serene backdrop with a staircase leading to an upper level, enhancing the outdoor space.
Home in Oria
4.95 out of 5 average rating, 22 reviews

Country villa with heated pool & splendid garden

JerneyRating, 5 stars5 days ago
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

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