
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 $101 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, Wifi 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
4.83 out of 5 average rating, 36 reviews
[ Cima Apartment ] - Masseria La Lazzara
MODERN ideal location for RELAXING stays created by the famous architect Umberto Riva surrounded by GREEN a few steps from OTRANTO LARGE and BRIGHT OPEN SPACE living room and RELAXATION area MODERN equipped kitchen TWO SPACIOUS bedrooms with direct access to a well-kept GARDEN Flowered PERGOLA with OUTDOOR table to spend pleasant moments of conviviality STRATEGIC POSITION just a few minutes from OTRANTO offers FREE COVERED PARKING ON SITE Free WIFI AIR CONDITIONED apartment
4.94 out of 5 average rating, 35 reviews
RESIDENCE OF MEDICAL SAINTS
Have fun and relax in this elegant villa immersed in greenery and surrounded by the Salento countryside. Located just 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 spacious grounds surrounded by greenery and a relaxation area with a spa, ideal for cooling off after a swim in the sea. The 8,000-square-meter garden also includes a barbecue, a stone oven, and a large patio.
4.94 out of 5 average rating, 102 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, 105 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, 52 reviews
BILO with air-conditioning and garden, 4 km from Otranto. Sleeps 5
Tired of spending your holidays in crowded places?My accommodation is located in Casamassella, a charming village 4 km from Otranto! The village is located in a central area to easily reach the seaside resorts of the Adriatic coast. It consists of: Entrance; Kitchen with sofa bed; Room with 3 beds; Garden. Linens and final cleaning are to be paid extra at check-in: €50 for a stay of at least 3 nights. €30 for a 2-night stay. Towel set, upon request, €5 per person.
4.93 out of 5 average rating, 40 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, 111 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, 407 reviewsOtranto Altomare
Beautiful apartment on the second floor of a two-story building. Central area. All windows and balcony overlook the sea. Bleached oak parquet floor. Modern and well-made furnishings. Very quiet apartment. Just go down a few steps to find yourself on the free or equipped beach. Nearby are supermarkets (Conad, Dok, Eurospin and others). There are also small restaurants, bars and pizzerias. Perfect for all times of the year.
4.9 out of 5 average rating, 201 reviews
Charming cottage, Otranto and the sea 4 km away
Tastefully furnished two-room apartment, with double bedroom and sofa bed in the living room, every comfort, free wifi, air conditioning, 2 TVs. Quiet area, on the outskirts of a small village, parking 1 meter from the house. The open space can also be used as a parking space for cars, motorcycles, bicycles. There are: fire extinguisher, monoxide detector, smoke alarm CIS LE07509191000005280 CIN IT075091C200039741
4.85 out of 5 average rating, 41 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, 61 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
Corte dei Florio GOLD Luxury apartment Lecce
4.96 out of 5 average rating, 158 reviews
La Beddha - The Residences of Thesia
4.84 out of 5 average rating, 102 reviews
Suite Casa De Vita - (amazing view on the coast)
5.0 out of 5 average rating, 126 reviews
"ARCHETIPO-Domus Art Gallery-" Old Town Pass
5.0 out of 5 average rating, 138 reviews
Oasi Gorgoni Charming House & Pool
4.97 out of 5 average rating, 193 reviews
Villa Bouganvilleuca sleeps 4 by the sea.
4.98 out of 5 average rating, 105 reviews
[LECCE CENTER ★★★★★] - Exclusive loft with JACUZZI
4.95 out of 5 average rating, 111 reviewsFamily- and pet-friendly home rentals

L'Antico Ulivo - The Garden-Villa between sea and pine forest
4.79 out of 5 average rating, 103 reviews
house in Ca'mascìa courtyard
4.96 out of 5 average rating, 114 reviews
Janela Blue • Historic House • Civico 35
4.77 out of 5 average rating, 124 reviews
House in Giurdignano
4.83 out of 5 average rating, 63 reviews
seaside apartment
4.97 out of 5 average rating, 88 reviews
VILLA VILEI OTRANTO
4.73 out of 5 average rating, 56 reviews
The secret wish
4.9 out of 5 average rating, 20 reviews
Elegant Seafront House, Direct Access - Salento
4.98 out of 5 average rating, 47 reviewsFamily-friendly home rentals with a pool

Villa Sofia - Tradition and modernity in Salento
5.0 out of 5 average rating, 19 reviews
Basilico Apartment - Casa Papadia
5.0 out of 5 average rating, 7 reviews
M&G Suite Home
5.0 out of 5 average rating, 35 reviews
Leukos, charming villa in Salento.
4.97 out of 5 average rating, 63 reviews
Villa Le Ozze
5.0 out of 5 average rating, 13 reviews
Villa Romanelli NEW, sea view, mini-pool, garden
4.98 out of 5 average rating, 41 reviews
Casa il Fico in Relais L'Oliveto with pool and wifi
4.94 out of 5 average rating, 18 reviews
Super last-minute large villa with pool
5.0 out of 5 average rating, 32 reviewsDestinations to explore
- Salento
- Spiaggia Di Pescoluse
- Baia Dei Turchi
- Punta della suina
- Punta Prosciutto Beach
- Torre San Giovanni Beach
- Togo bay la Spiaggia
- Spiaggia Le Dune
- Porta Napoli
- Porto Selvaggio Beach
- Spiaggia Sant'Isidoro
- Gate Of Saint Blaise
- Cala dell'Acquaviva
- 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
- Porto Cesareo
- Parco Naturale Regionale Porto Selvaggio E Palude Del Capitano
- Museo Faggiano
- Lido Marini
- Riobo





