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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.

Guest favorite
Trullo in Ceglie Messapica, Italy
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.
Dec 30 – Jan 6
$460 per night
4.95 out of 5 average rating, 105 reviews
Guest favorite
Villa in Capri, Italy
Villa Pablo Capri - Luxurious apartment with private pool and sea view
Discover the quiet of this apartment, full of spaces that when you enter seem to open up. The large terrace with a hot tub is completely private for the exclusive use of the guests of the house exclusively for the exclusive use of the guests of the house only. The apartment is located in the pedestrian area of the island, just five minutes from the famous Piazzetta. Magnificent views of downtown and all the amenities are within walking distance. Enjoy views of the endless sea and the silence that reigns supreme here.
Feb 8 – 15
$999 per night
4.97 out of 5 average rating, 116 reviews
Guest favorite
Cottage in Monopoli, Italy
Al Chiasso 12 - Ancient hot tub dwelling
Relax in an ancient and quiet residence, centrally located, a few meters from the fantastic Portavecchia beach of Monopoli. Far from traffic and crowds, with a private outdoor area, whirlpool and air conditioning, the house offers a welcoming atmosphere, in typical Apulian style, in the heart of the charming old town. On foot you can visit all the hidden corners and discover the most characteristic beaches of the city.
Oct 18 – 25
$238 per night
4.93 out of 5 average rating, 139 reviews

Popular amenities for South Italy rentals with a pool

House rentals with a pool

Guest favorite
Home in Positano
Casa Licia
May 12 – 19
$511 per night
4.91 out of 5 average rating, 211 reviews
Guest favorite
Home in Conca dei Marini, Italy
Moorish Villa
Oct 28 – Nov 4
$585 per night
4.94 out of 5 average rating, 141 reviews
Guest favorite
Home in Praiano
Casa Maria Giovanna, facing the sea
Sep 14 – 21
$596 per night
4.99 out of 5 average rating, 163 reviews
Guest favorite
Home in Lecce, Italy
Oasi Gorgoni Luxury Rooms & Pool
Feb 20 – 27
$319 per night
4.98 out of 5 average rating, 110 reviews
Guest favorite
Home in Massa Lubrense, Italy
Domus Capri:a real holiday with private pool
Aug 12 – 19
$785 per night
4.86 out of 5 average rating, 122 reviews
Guest favorite
Home in Ostuni, Italy
I SETTE CONI - TRULLO EDERA
Sep 28 – Oct 5
$217 per night
4.93 out of 5 average rating, 255 reviews
Guest favorite
Home in Polignano A Mare, Italy
Itaca Home to explorers in Polignano a Mare
Aug 13 – 20
$370 per night
4.99 out of 5 average rating, 112 reviews
Guest favorite
Home in Lipari, Italy
Anoeta casetta eoliana lipari, pool,hot tub,sauna
Apr 3 – 10
$119 per night
4.97 out of 5 average rating, 152 reviews
Guest favorite
Home in Pompeii, Italy
In Villam temporary house
Dec 9 – 16
$57 per night
4.96 out of 5 average rating, 206 reviews
Superhost
Home in Positano, Italy
CASA FIOR DI LINO
Aug 3 – 10
$721 per night
4.89 out of 5 average rating, 108 reviews
Guest favorite
Home in Dubrovnik, Croatia
APARTMENT MORE with infinity swimming pool
May 1 – 6
$271 per night
4.99 out of 5 average rating, 166 reviews
Guest favorite
Home in Corvara, Italy
stone house in the woods little house in the woods
Oct 11 – 18
$88 per night
4.95 out of 5 average rating, 222 reviews

Condo rentals with a pool

Guest favorite
Condo in Palermo, Italy
Alla terrazza di Tomasi di Lampedusa
Feb 2 – 9
$296 per night
5.0 out of 5 average rating, 174 reviews
Guest favorite
Condo in Borgetto
Holiday house Sicily
Jun 17 – 24
$195 per night
4.99 out of 5 average rating, 178 reviews
Guest favorite
Condo in Sorrento
Virginia's Guest House
Oct 21 – 28
$206 per night
4.94 out of 5 average rating, 185 reviews
Guest favorite
Condo in Sorrento, Italy
Cozy Sorrento Apartment
Dec 13 – 20
$217 per night
4.92 out of 5 average rating, 104 reviews
Guest favorite
Condo in Cavtat, Croatia
Family Apartment Ani *****
Apr 24 – May 1
$96 per night
4.9 out of 5 average rating, 128 reviews
Superhost
Condo in Ostuni, Italy
Dimora Melograno - In Masseria
May 31 – Jun 7
$96 per night
4.84 out of 5 average rating, 114 reviews
Guest favorite
Condo in Dubrovnik, Croatia
Apartment with terrace + Pool + Parking
Oct 7 – 14
$81 per night
4.91 out of 5 average rating, 162 reviews
Superhost
Condo in Laurito
Rays of sun - apartment
Dec 19 – 26
$396 per night
4.92 out of 5 average rating, 12 reviews
Guest favorite
Condo in Praiano, Italy
Villa del Presidente
Apr 3 – 10
$966 per night
5.0 out of 5 average rating, 20 reviews
Guest favorite
Condo in Dubrovnik, Croatia
Royal Fort Dubrovnik - The View
Feb 12 – 19
$515 per night
4.97 out of 5 average rating, 35 reviews
Guest favorite
Condo in Positano, Italy
Belview Positano
Oct 2 – 9
$341 per night
4.94 out of 5 average rating, 33 reviews
Guest favorite
Condo in Palermo, Italy
The Terraces of Maravigghia Palermo
Mar 7 – 14
$145 per night
4.97 out of 5 average rating, 35 reviews

Home rentals with a private pool

Guest favorite
Trullo in Ostuni, Italy
Trullo Apulia: swimming pool, jacuzzi & steam room
Apr 30 – May 7
$235 per night
4.93 out of 5 average rating, 151 reviews
Guest favorite
Villa in Conca dei Marini
Blue Dream Amalfi Coast - Watch the Boats Drift
Jan 18 – 25
$227 per night
4.98 out of 5 average rating, 113 reviews
Guest favorite
Apartment in Cefalù, Italy
Mediterranean Apartment with Breathtaking Views
Mar 22 – 29
$199 per night
4.95 out of 5 average rating, 154 reviews
Guest favorite
Home in Mlini, Croatia
River House
Nov 29 – Dec 6
$195 per night
4.94 out of 5 average rating, 105 reviews
Guest favorite
Apartment in Zvekovica, Croatia
Sunset apartment
Jan 31 – Feb 7
$78 per night
4.93 out of 5 average rating, 115 reviews
Guest favorite
Trullo in Ostuni
Villa Agave Ostuni with Pool
Feb 1 – 8
$488 per night
4.93 out of 5 average rating, 89 reviews
Superhost
Villa in Torrenova
Sicily Authentic Vibration Eighteenth-Century Farm with Panoramic Sea Views
Oct 12 – 19
$596 per night
4.94 out of 5 average rating, 72 reviews
Guest favorite
Villa in Porto Cesareo, Italy
Contemporary Beach Villa with Pool and Gardens
May 11 – 18
$325 per night
5.0 out of 5 average rating, 34 reviews
Guest favorite
Vacation home in Cefalù
Villa Palamara 1868-La Villa
Oct 25 – Nov 1
$217 per night
4.97 out of 5 average rating, 66 reviews
Luxe
Villa in Capo d'Orlando
Estella
Oct 15 – 22
$867 per night
5.0 out of 5 average rating, 3 reviews
Guest favorite
Vacation home in Martina Franca, Italy
An exclusive location next to Antico Pozzo relais.
Nov 16 – 23
$271 per night
4.98 out of 5 average rating, 52 reviews
Superhost
Villa in Alessano, Italy
Villa Dimora Sighé: holidays, smartworking, Puglia
Sep 1 – 8
$324 per night
4.87 out of 5 average rating, 39 reviews

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