
Vacation rentals with a pool in South Italy
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Top-rated rentals with a pool in South Italy
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Historic Villa and Trullo With a Private Pool
This villa and trullo from 1780, named trullo Fedele Bonotto, have been fully restored but still sit among the centuries-old olive trees of the area. Admire the historic stone walls, lounge in the private pool and solarium, and enjoy the beautiful garden area, all exclusive to guests and their privacy- The staff who takes care of the cleaning of the external and internal spaces of the property strictly follow the sanitary rules foreseen for Covid-19, before the arrival of each guest, full sanitation is carried out, the size of the house and the large garden absolutely guarantee the social security distances and contactless The villa, with centuries-old olive trees, has a dining area and fully equipped kitchen with utensils and crockery, dishwasher, fridge, oven. Thanks to a corridor you get to the two double bedrooms, each with its own bathroom. Detached from the villa, with separate entrance, you access the trullo, about 50 m2 large, where there is a double bed, a sofa / double bed and a private bathroom. In the outdoor area there is a large table with 10 chairs, several seats, a barbeque and the swimming pool for the exclusive use of guests. Also attached to the villa is the boiler room with laundry, complete with washing machine. The entire structure is for the exclusive use of guests who can live in this unforgettable moments of rest and tranquility! Guests have the exclusive use of the whole villa and of the attached trullo, and the entire outdoor area, which includes the living room, the swimming pool and the laundry. Immersed in the breathtaking countryside, the home is located close to the center of Ceglie Messapica. Dine at exceptional family-owned restaurants, browse through the local markets, and go for a hike or bike ride through the valleys. you have a park for your car, in 20 mintes you arrive on the Adriatic sea beaches, in 30 minutes you can arrive on the Ionico sea beaches.
4.96 out of 5 average rating, 139 reviews
I SETTE CONI - TRULLO EDERA
A renovated trullo in a peaceful location in the countryside with authentic style, most of the interiors are recycled or old furniture reinvented in a modern-functional way. Has 1 double bedroom and 1sofabed in the living room.A newly renovated bathroom with shower,fully equipped kitchen,washing machine and lots of space outdoor (one terrace accessible from the bedroom and one on the other side with bbq Access to the swimming pool is shared with the guests of the other 2 properties (no external)
4.94 out of 5 average rating, 292 reviews
Villa Fantese BR07401291000010487
Villa ampia e fresca,di recente ristrutturazione,ideale per chi intende godersi le vacanze in un'oasi verde alle porte di Cisternino e Ostuni. La Villa prevede 6locali: 3camere da letto,2bagni,soggiorno-cucina. All'esterno troverete:piscina ad acqua salata con idromassaggio,gazebo,docce esterne,barbecue,sdraio, salottino esterno,parcheggio privato.Situata strategicamente in prossimità di Ostuni,Cisternino,Martina,Locorotondo,Alberobello,Spiagge di Fasano,di Ostuni e di Monopoli. Disponibili bici
4.98 out of 5 average rating, 126 reviews
Trulli Namastè Alberobello
Trulli Namastè is the perfect place to enjoy the charms of the Puglia countryside, a natural paradise in a quiet, seculed and enchanting place surrounded by olive trees. The ideal place for a couple (with or without children) who want maximum privacy considering that the whole structure, trulli, swimming pool and garden, would be at your complete disposal in an exclusive way. The ideal place for your honeymoon or to organize your wedding proposal or simply to live a special couple's holiday.
4.92 out of 5 average rating, 218 reviews
The house among olive trees
A cottage made up of stone and timber built on two storeys, with a large living room, glass window, a couch for two people and a bathroom with sauna; on the second storey there is a double bedroom. Outdoors, there is a large garden with a porch equipped with BBQ and a wooden table. The site is located on the pleasant hills between Bellegra and Olevano Romano. We have currently added two beds, set up in a wonderful Indian teepe available for two extra guests in addition to the four ones.
4.94 out of 5 average rating, 530 reviews
Trulli Ad Maiora, charming trulli with private SPA
Local trullari masters have revived this magical place using local techniques and materials. The result is a private property where you can spend a real experience. From the zero-km fruit and vegetables of our organic garden to the jogging path in the countryside where there are 1950 native plants and 45 olive trees. From the intimate SPA usable in both summer and winter to the majestic gazebo allocated on the farmyard where once the wheat was beaten. Alberobello is only 1.5 km away.
4.95 out of 5 average rating, 148 reviews
La Villa Del Borgo Cefalù - sicilian dream
Villa privata con piscina & charme siciliano Nel cuore di un autentico borgo siciliano, questa villa offre piscina con idromassaggio, solarium, garden bar, aree relax arredate e home gym . WiFi gratuito ad alta velocità, check-in in presenza 24/24 per accogliervi con il calore tipico dell’ospitalità siciliana , parcheggio privato e 2 SUP su richiesta. Cura nei dettagli e accoglienza siciliana per una fuga romantica, un soggiorno in famiglia o un momento di puro relax tra amici.
4.98 out of 5 average rating, 139 reviews
Trulli PugliaTales - Private Pool!
Piera and Luciano are happy to welcome you in 'Trulli Puglia Tales'! They have just been renovated and offer the possibility of enjoying an unforgettable experience: living in contact with nature in a typical and ancient Apulian construction (three hundred years old!) without renouncing modern comforts. We have just built a swimming pool with hydromassage in the garden for our guests' EXCLUSIVE USE. You can enjoy the pool from 15th April to 15th October!
4.95 out of 5 average rating, 121 reviews
Trulli Salamida, relax ad Alberobello
In un'atmosfera bucolica, incorniciati da ulivi secolari, sorgono i Trulli Salamida. Vivi l'esperienza di soggiornare nella tipica abitazione di Alberobello, ristrutturata nel rispetto della storica architettura, con stanze in pietra a vista e dotata di ogni confort per una vacanza unica e indimenticabile. Ad accogliervi troverete la famiglia Salamida, da sempre custode degli ulivi e produttrice dell'inimitabile Olio Extravergine della loro terra.
4.98 out of 5 average rating, 108 reviews
Dreamy suite for rent in a fairytale Country House
Affittiamo una suite privata e speciale all'interno della nostra Country House familiare. La Villa sorge in un parco, nella caldera di un vulcano estinto. Situata a un'ora da Napoli, Roccamonfina è il classico piccolo paese di montagna che attrae chi vuole rilassarsi passeggiando tra le montagne, mangiare bene e visitare i luoghi vicini ricchi di arte e storia. Trascorrere del tempo in un luogo così particolare sarà un'esperienza indimenticabile!
4.83 out of 5 average rating, 102 reviews
Villa Soline
Villa Soline is a 440 sqm luxury villa near Dubrovnik with a 50 sqm infinity pool, sea views from every room, sauna, BBQ, two kitchens, and open-plan living. Enjoy spacious terraces, modern amenities, and tailored services. Just 250m from the beach and 10km from Old Town, this exclusive retreat is perfect for a private, unforgettable escape.
4.99 out of 5 average rating, 118 reviews
Winery house with pool and amazing view
The house is an old southern Italian villa, located in a rural area next to Badolato’s old village. The location is still used as a winery by our family. You will appreciate the wonderful view of the medieval village, the Ionian Sea, the surrounding vineyards, while also experiencing the authentic southern Italian lifestyle.
4.98 out of 5 average rating, 144 reviewsPopular amenities for South Italy rentals with a pool
House rentals with a pool

stone house in the woods casetta nel bosco
4.95 out of 5 average rating, 331 reviews
“Il Palmento” di Villa Clelia 1936
5.0 out of 5 average rating, 118 reviews
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TRULLIARCOANTICO-TRULLO VITE
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Moorish Villa
4.94 out of 5 average rating, 189 reviewsCondo rentals with a pool

L'Isola di Ago
4.96 out of 5 average rating, 156 reviews
Amazing view Penthouse - pool and free parking
4.98 out of 5 average rating, 268 reviews
La Cicala (Le Contrade) - Amalfi Coast
4.98 out of 5 average rating, 103 reviews
Luxury Penthouse private roof pool
4.96 out of 5 average rating, 140 reviews
Villa with private pool and wonderful view
4.95 out of 5 average rating, 132 reviews
Alla terrazza di Tomasi di Lampedusa
4.99 out of 5 average rating, 268 reviews
Panoramic Residence Taormina SeaView Terrace+Pool
4.91 out of 5 average rating, 109 reviews
Wine Red, because You know how to enjoy
4.94 out of 5 average rating, 105 reviewsHome rentals with a private pool

Trullo Apulia: swimming pool, jacuzzi & steam room
4.92 out of 5 average rating, 203 reviews
Sicily Authentic Vibration Eighteenth-Century Farm with Panoramic Sea Views
4.96 out of 5 average rating, 107 reviews
Luxory over the Sea Apartment in Villa Palamara
4.98 out of 5 average rating, 111 reviews
Charme Villa beautiful view sea pool
4.88 out of 5 average rating, 113 reviews
River House
4.94 out of 5 average rating, 152 reviewsBlue Dream Amalfi Coast-Sea view pool and garden
4.96 out of 5 average rating, 154 reviews
Wp Relais Locanda Fiore di Zagara
4.95 out of 5 average rating, 44 reviews
Dubrovnik-Cavtat Sea Front Villa with Indoorpool
4.92 out of 5 average rating, 95 reviewsDestinations to explore
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