
Family-friendly holiday rentals in Casamassella
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Casamassella

Total holiday rentals
Explore 20 holiday rentals in Casamassella

Nightly prices starting at
Casamassella holiday rentals start at $105 NZD per night before taxes and fees

Verified guest reviews
Over 390 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Wi-Fi availability
10 of Casamassella holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Casamassella rentals

4.8 Average rating
Casamassella stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Casamassella
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Blue Tulip - Big House with Garden & Pool, Otranto
Tourist agency with website "Simonegreco" offers a large two-level property (320 square meters) with luxury furnishings and many comforts Just 3km from Otranto, very close to the sea and many services Beautiful colorful garden with swimming pool, barbecue and relaxation area Spacious master suites (air-conditioned) with comfortable king-size beds and private balconies Super-equipped kitchens with TV Large bright bathrooms with mega cabin and welcome kit Parking spaces on the property and garage for motorcycles
4.74 out of 5 average rating, 39 reviews
Mirto Apartment – Casa Papadia
Two-room apartment Mirto, 60sqm old house with typical exposed walls A few steps from the center of the village and a few minutes from Otranto and the most beautiful beaches of Salento! Sublime sea, exquisite food, sandy beaches, welcoming people, breathtaking nature and serenity will accompany your stay in Puglia! The apartment is located within a large, historic Mediterranean garden filled with typical centuries-old plants. Dulcis in fundo Pool with relaxation area and barbecue area
5.0 out of 5 average rating, 7 reviews
House in the village
House also suitable for long stays, equipped with every comfort for remote work: Wi-Fi, workstation, fireplace, independent heating. With ancient charm and modern comfort, furnished with family furniture, in a secluded corner of the historic center. The rooms are spacious and have unique ceilings, called "starry," typical of ancient architecture. The internal stairs are steep. Not suitable for those with mobility difficulties and, due to its peculiarities, for groups of children.
4.92 out of 5 average rating, 184 reviews
Beautiful house a stone's throw from Otranto
A completely renovated 75-square-meter open-plan apartment, located in Uggiano la Chiesa, a charming town in the Salento hinterland with a strategic location for easily reaching the most beautiful beaches of Salento, 5 minutes from Otranto The highlight? A private hot tub in the exclusive garden, with deckchairs, an outdoor shower and a relaxation area covered by a shade sail. After a day at the beach, total relaxation awaits you at home. Wi-Fi_Free parking outside the house.
4.76 out of 5 average rating, 106 reviews
Vacation home in Salento/Otranto
Beautiful accommodation 6 km from Otranto. The fully air-conditioned house for exclusive use includes the following areas: - Ground floor. living area with TV and fireplace. Kitchen with traditional oven, microwave, fridge-freezer, coffee maker, induction hob, wine cellar. Bathroom with shower. Laundry area with washer-dryer. Large porch with fans, small swimming pool and outdoor shower. Upstairs two bedrooms, both with bathrooms. Swimming pool open from 5/1 to 10/30
5.0 out of 5 average rating, 54 reviews
On Caletta dell'Acquaviva, 20 meters from the sea.
The house "Perla dell 'Acquaviva" , in the middle of the Otranto-Leuca natural park , offers an enviable private access to the sea and the privilege of entering the waters of the cove through a comfortable rocky staircase different from the other bathers. The property consists of bathroom, bedroom, kitchen-living room, porch overlooking the sea. You will be welcomed by large outdoor spaces with a relaxation area among tall trees and the relaxing roar of the waves.
4.98 out of 5 average rating, 112 reviews
La Salentina, sea, nature & relaxation
Nestled in Mediterranean nature and overlooking a spectacular crystal-clear sea, La Salentina is a welcoming home in the deep south of Puglia, along the scenic Otranto–Santa Maria di Leuca coastal road. With two sea-view terraces, thoughtfully designed interiors and a hydromassage tub with chromotherapy, it’s the perfect retreat for those seeking relaxation, authenticity and beauty a place where each day begins with the magic of the sunrise over the sea.
4.93 out of 5 average rating, 411 reviews
Apartment by the sea+ panoramic view +parking
Spacious and comfortable 100 sqm apartment, just steps away from the beach, with panoramic views of the Otranto bay. Located on the top floor of a quiet two-story building, the apartment features an entrance, two bedrooms, a fully equipped modern bathroom, a kitchen, and a bright living room with large windows and a private balcony. You can enjoy fantastic views of the endless sea, an ancient 18th-century church, and the historic center of Otranto.
4.96 out of 5 average rating, 102 reviews
CASA STEFANIA 2 Holidays near the sea!
My brand new, spacious and bright apartment is a stone's throw from the wonderful sea of Castro. 🛎️ It consists of: ▪️two double bedrooms, 🛏️ ▪️two bathrooms with shower🚿 ▪️a kitchen with a sofa bed, 🛋️ ▪️ bed linen, bathroom, kitchen, sea 🩵 ▪️a large outdoor space furnished with armchairs and sofa😎 ▪️ quiet and comfortable floor cooling and heating ▪️private parking🅿️🚙 ▪️excellent Wi-Fi ▪️a wonderful rooftop terrace with sea view ⭐️⭐️⭐️
4.98 out of 5 average rating, 101 reviews
Dimora Santi Medici Green Apartment
Relax in this elegant villa surrounded by greenery and the Salento countryside. Located a few kilometers from the renowned Otranto and its magnificent beaches, the town of Castro da Porto Badisco and the bay of Porto Miggiano, the villa offers large spaces surrounded by greenery, a relaxation area with a spa ideal for cooling off after the sea, and an 8,000-square-meter garden that also includes a barbecue, a stone oven and a large patio.
4.95 out of 5 average rating, 101 reviews
Janela Blue • Historic House • Civico 35
Typical historic house dating back to the 1600s, one of the most photographed for the characteristic blue windows that the old Portuguese owner had wanted in memory of her country of origin. The recently renovated apartment is located in a small, quiet and discreet courtyard in the historic center, within walking distance of the most renowned artistic and cultural attractions. Sea and equipped beaches just a 3-minute walk away.
4.77 out of 5 average rating, 126 reviews
The "Back"
Just five minutes from Otranto, a charming newly restored house in which an atmosphere like that of the old houses of Salento has been recreated, combining modern comforts with a style of yesteryear. The house is equipped with a washing machine, dishwasher, air conditioning, iron, wifi, safe, hairdryer, outdoor barbecue, second bathroom, and outdoor shower with hot water.
4.92 out of 5 average rating, 62 reviewsPopular amenities for Casamassella family-friendly rentals
Family-friendly home rentals with a hot tub

Villa Ada Independent villa - heated private pool
4.95 out of 5 average rating, 158 reviews
Suite Casa De Vita - (amazing view on the coast)
5.0 out of 5 average rating, 127 reviews
La Beddha - The Residences of Thesia
4.85 out of 5 average rating, 104 reviews
Corte dei Florio GOLD Luxury apartment Lecce
4.96 out of 5 average rating, 162 reviews
"ARCHETIPO-Domus Art Gallery-" Old Town Pass
5.0 out of 5 average rating, 141 reviews
Campanile Apartment - Arcadia Luxury Suites
4.96 out of 5 average rating, 174 reviews
[LECCE CENTER ★★★★★] - Exclusive loft with JACUZZI
4.94 out of 5 average rating, 114 reviews
The Green Puma
4.82 out of 5 average rating, 253 reviewsFamily- and pet-friendly home rentals

house in Ca'mascìa courtyard
4.96 out of 5 average rating, 118 reviews
L'Antico Ulivo - The Garden-Villa between sea and pine forest
4.79 out of 5 average rating, 104 reviews
Pajare Salento suite with sea view
4.94 out of 5 average rating, 102 reviews
[ Cima Apartment ] - Masseria La Lazzara
4.94 out of 5 average rating, 35 reviews
seaside apartment
4.97 out of 5 average rating, 90 reviews
House in Giurdignano
4.83 out of 5 average rating, 64 reviews
AcquaViva Home SalentoSeaLovers
4.96 out of 5 average rating, 49 reviews
Masseria Luci - a few kilometers from Otranto and Gallipoli
5.0 out of 5 average rating, 22 reviewsFamily-friendly home rentals with a pool

independent accommodation in a farmhouse
4.89 out of 5 average rating, 156 reviews
Pajara Marinaia - "Old Salento Liama"
5.0 out of 5 average rating, 49 reviews
Villa Romanelli NEW, sea view, mini-pool, garden
4.98 out of 5 average rating, 43 reviews
Casa Micocci by Casa Camilla Journey
5.0 out of 5 average rating, 30 reviews
M&G Suite Home
5.0 out of 5 average rating, 37 reviews
LiFunni, Stunning villa, Pool, Sea access, 14p
4.93 out of 5 average rating, 29 reviews
Luxury Villa Leucade, between sky and sea, SM Leuca
5.0 out of 5 average rating, 29 reviews
Cricket and Firefly
4.93 out of 5 average rating, 15 reviewsDestinations to explore
- Salento
- Spiaggia Di Pescoluse
- Baia Dei Turchi
- Punta della suina
- Punta Prosciutto Beach
- Torre San Giovanni Beach
- Spiaggia Le Dune
- Togo bay la Spiaggia
- Porto Selvaggio Beach
- Porta Napoli
- Spiaggia Sant'Isidoro
- Cala dell'Acquaviva
- Gate Of Saint Blaise
- Dune Di Campomarino
- Roman Amphitheatre
- Torre di Porto Miggiano
- Splash Parco Acquatico
- Sant'Andrea and Litorale di Punta Pizzo Regional Nature Park
- Giardini Pubblici Giuseppe Garibaldi
- Parco Naturale Regionale Porto Selvaggio E Palude Del Capitano
- Porto Cesareo
- Museo Faggiano
- Riobo
- Lido Marini





