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Family-friendly vacation rentals in Casamassella

Find and book unique family-friendly homes on Airbnb

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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
4.94 out of 5 average rating, 16 reviews

SalentoInside-Bright room in a village in Salento

JohannaRating, 5 stars10 months ago
We had a very nice vacation! Rooms and breakfast were really great and the hot tub was really great.
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, 108 reviews

The house by the sea LE07503591000013538

JessicaRating, 5 stars1 week ago
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.
Superhost
A large terrace is presented with cozy bean bag seating and vibrant greenery. A woven lantern hangs in the foreground, framing a scenic view of a church bell tower at sunset, creating a warm ambiance through the soft glow of the evening light.
Home in Lecce
4.8 out of 5 average rating, 15 reviews

Ancient palace steeped in Baroque

VincentRating, 5 stars1 month ago
Alberto & Felipo were wonderful and very helpful hosts on our stay in Lecce. They spent a lot of time helping us get oriented upon our arrival; gracious, good-natured and very responsive during our stay. Clean, well-kept, and in a great location near San Mateo Church, we would stay there again. The roof, with hot tub, is actually nicer and bigger than the photos allow. My family was very happy staying there. Grazie!
Superhost
A tranquil swimming pool is featured, surrounded by sun loungers, with tall palm trees in the background. The pool deck, made of light-colored stone, extends towards a shaded seating area, offering a peaceful space for relaxation under the clear blue sky.
Vacation home in Cursi
4.81 out of 5 average rating, 32 reviews

Tenuta Donna Giulia" Il Leccio"

MarisRating, 5 stars3 weeks ago
Ada is a delightful hostess. Her place is wonderful little oasis, very clean and comfortable. We enjoyed it without other guests, so can’t comment on the privacy, but it’s a perfect place to discover the area if you have a car. Loved the pool, Ada’s cooking and the cheeky cats that run the place. Definitely recommend.
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-" Old Town Pass

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

Le Conchiglie 9 Apartment, Private Jacuzzi

SergeRating, 5 stars3 weeks ago
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%.
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

THE TOWER OF MERLINO

ElizabethRating, 5 stars2 weeks 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.

Family- and pet-friendly home rentals

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 stars4 weeks ago
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.
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, 223 reviews

Just steps from Roman Amphitheater

DilşadRating, 5 stars2 weeks ago
The place we stayed was very nice and clean. The interior was very well decorated. You can walk everywhere. But more importantly, Davide was a very good host.
Guest favorite
A solarium area features a low table with an orange top and a colorful pouf nearby. An open magazine rests on the table, while potted cacti are positioned in the background against a neutral wall, creating a serene outdoor space.
Home in Lecce
4.8 out of 5 average rating, 208 reviews

Artas Your indipendent house in Lecce

ShirleyRating, 5 stars1 week ago
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.
Top guest favorite
A tranquil seascape showcases clear turquoise waters extending toward the horizon. The sky above is a solid blue, creating a serene backdrop. Gentle waves create a soft rippling effect on the water's surface, highlighting the inviting nature of this coastal setting.
Apartment in Gallipoli
4.97 out of 5 average rating, 147 reviews

Gallipoli - exclusive waterfront

VanessaRating, 5 stars1 week ago
Had a great time in this Airbnb, very clean, extremely spacious and had everything we needed. There are two lovely beaches near the apartment as well as a good supermarket. Only downside is the distance to Gallipoli old town but we had a car and found parking no problem
Guest favorite
A clear turquoise bay is framed by rocky shores and dotted with small boats. The coastline showcases a mix of natural greenery and human-made structures, with sunlit hills in the background leading to a charming coastal village.
Apartment in Castro
4.9 out of 5 average rating, 118 reviews

Casa vacanze Gecobed CIN IT075096C200039719

HenrikRating, 5 stars1 month ago
Lovely apartment! Fresh and clean. Cafes, restaurants and beach within walking distance. Try to catch the fruit/vegetable truck. It stops near the apartment a few times a week. Really good and cheap fruit! Our host was quick to answer and helped us every time without hesitation. She even fixed a brand new high chair for our baby❤️
Guest favorite
A charming building facade is displayed, featuring warm stone walls and a green entrance door. Flower boxes adorn the balcony above, while street signs indicate a quiet, pedestrian-friendly area, contributing to the historic character of the surrounding neighborhood.
Apartment in Lecce
4.86 out of 5 average rating, 113 reviews

History hosts you

NeilRating, 5 stars2 weeks ago
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
Guest favorite
The historic entrance features intricate stone carvings and decorative motifs, highlighted by elaborate scrollwork and a shield design. A wrought iron gate is set beneath a detailed arch, with a balcony above showcasing ornate railings. Warm tones of the stone provide depth to the architecture.
Apartment in Lecce
4.9 out of 5 average rating, 136 reviews

Appartamento San Matteo-2 bedrooms-private parking

MichaelRating, 5 stars1 month ago
Beautiful old villa apartment, ideal for exploring old Lecce. Giuliana was a perfect host - rapid, friendly and helpful responses and very welcoming. A great place to stay with friends or family - the rooftop terrace is ideal for an evening aperitivo. Very comfortable and well-equipped but 2 flights of stairs to the entrance and more to the upper bedroom and terrace so it is not ideal for those with limited mobility. A delightful and characterful place to stay - it quickly felt like "home".

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, swimming pool and breathtaking view, Salento

KimberlyRating, 5 stars4 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!
Guest favorite
A clear view of a private pool surrounded by tropical palm trees, with the coastline and tranquil sea in the background. The pool deck features lounge chairs and is adorned with vibrant greenery, creating a serene and inviting outdoor space.
Villa in Torre Suda
5 out of 5 average rating, 10 reviews

Villa White Dahlia, with pool and sea view

KerstinRating, 5 stars7 months ago
A really impeccable, as seen in the photos Super clean and tidy! Really a great house to go on vacation Francesco is a very accommodating host
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, 16 reviews

TenutaSanTrifone - Malvasia

SamRating, 5 stars1 week ago
Had a fantastic stay at Emanuele's place. The room and pool area were lovely and created a great environment to relax in. The location is great, and Emanuele is a super kind and attentive host!
Superhost
A serene outdoor space is highlighted, featuring a rectangular swimming pool bordered by well-maintained grass. Lounge chairs are positioned along the poolside, and the structure's rustic architecture is complemented by greenery. Bright blue skies provide a vibrant backdrop to the scene.
Villa in Specchia Gallone
5 out of 5 average rating, 10 reviews

Villa Sofia - Tradition and modernity in Salento

EmmaRating, 5 stars11 months ago
Occasionally on Airbnb you arrive somewhere and it’s like hitting the jackpot. Each and every space is beautiful, well appointed and through a design lens- stunning. Laid back luxury at its best. We are a (grown up) family of 9 and appreciated the numerous spaces to step back for moments of solitude - both inside and out. All the bedrooms are gorgeous- so no one left feeling like they’ve pulled the short straw, and the kitchen is perfect for creating big dinners. A cool (thanks to the air con) sitting room-perfect for reading, and bathrooms all well designed and good looking. The pool is beautiful- big enough to get a proper swim in which in my experience is rare, but the huge table under the canopied terrace off the kitchen was the place to be! The village bar is a 2 minute walk away and more restaurants a 15 minute walk. Can’t recommend enough, and can’t wait to return. Thank you Rocco and the wonderful house keepers for making our stay perfectly fabulous.
Superhost
Villa in Marina di Novaglie
4.93 out of 5 average rating, 43 reviews

Villa Loreta ***** LUXURY TOP FLOOR APARTMENT

ValeriaRating, 5 stars10 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
4.8 out of 5 average rating, 59 reviews

"Li Saccuddi - Villetta Belvedere"

LauraneRating, 5 stars4 days ago
Villa with a beautiful outdoor space, a beautiful terrace and a pool with a sea view. The interior of the villa is smaller but well-equipped and sufficient. Two independent sleeping spaces, this can be appreciated for everyone's privacy. Isolated villa in the heart of nature, there are therefore many different insects. Alberto and Chiara were very welcoming and responsive. We had a basket filled with various local specialties that we enjoyed very much. We had a lovely stay.
Superhost
A refreshing swimming pool is visible overlooking the coastline and the sea. Lush greenery and vibrant yellow blooms surround the pool area, providing a backdrop of natural beauty. The calm blue water of the sea can be seen in the distance beneath a clear sky.
Cottage in Corsano
4.91 out of 5 average rating, 11 reviews

Mare Verde Salento Sealovers

MarcoRating, 5 stars8 months ago
Beautiful location, neat and clean.
Guest favorite
A serene poolside area features several lounge chairs arranged neatly around the water, complemented by large umbrellas for shade. The pool's clear water reflects the blue sky, while olive trees add a natural touch to the tranquil setting.
Villa in Specchia
5 out of 5 average rating, 26 reviews

Beautiful villa with a pool on a hill

MikaelRating, 5 stars10 months ago
An absolutely wonderful villa with a great view to the east and sunrise. Lots of space to sit and lounge and eat and spend time together with family and friends. A bit of a drive to the beach, but all very doable. Definitely in the return to list. Last but not least - Fausto is fab!

Quick stats about vacation rentals that are family-friendly in Casamassella

  • Total rentals

    30 properties

  • Nightly prices starting at

    G$8,364 GYD 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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