Vacation rentals with a pool in South Italy

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in South Italy

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Trullo in Ceglie Messapica, Italy

4.95 out of 5 average rating, 105 reviews

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.

Oct 6 – 13

€ 425 per night

Guest favorite

Home in Positano, Italy

4.99 out of 5 average rating, 134 reviews

"The Ali on the sea, Positano, wellness and relaxation"

LE ALI SUL MARE is a typical Amalfi Coast house on two levels located in one of the most beautiful and panoramic area of Positano, the quiet,the view, the turquoise of the sea and the blue of the sky make it unique in its kind. The house is well equipped with all comforts to make your stay as pleasant as possible, consists of one large bedroom upstairs with bathroom en suite, one bedroom downstairs with a large bathroom a spacious living room, big kitchen and a room dedicated to your wellness

Oct 25 – Nov 1

€ 873 per night

Guest favorite

Home in Orvieto, Italy

5.0 out of 5 average rating, 183 reviews

Vineyards Paradise

Amazing country house immersed in the vineyard of Cantina Lapone, viewing Orvieto. Recently restored, over 100 sm, organised on two floors. Ground floor is a single space with a big living room (with fireplace) and a spacious open kitchen. First floor with two bedrooms and two bathrooms: the main bedroom (looking at Orvieto) with a double bed and internal bathroom and a second one with a double bed and a bed sofa. Private garden and parking. Private pool (shared with another 4 guests house).

Oct 23 – 30

€ 335 per night

Guest favorite

Trullo in Alberobello, Italy

4.96 out of 5 average rating, 142 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.

Apr 4 – 11

€ 216 per night

Guest favorite

Home in Ostuni, Italy

4.93 out of 5 average rating, 255 reviews

I SETTE CONI - TRULLO EDERA

A renovated trullo in a peaceful location in the countryside with a beautiful view on the valley. It's a trullo with an authentic style, most of the interiors are recycled or old furniture reinvented in a modern and functional way. Has 1 double bedroom and 1 sofabed in the living room.A newly renovated bathroom with shower,a fully equipped kitchen,washing machine and lots of space outdoor (one terrace accessible from the bedroom and another area on the other side with bbq,hammock, swing).

Oct 14 – 21

€ 234 per night

Guest favorite

Trullo in Monopoli, Italy

5.0 out of 5 average rating, 40 reviews

Stunning Trulli - gorgeous 10mx5m pool & gardens

Trullo Petrarolo is one of Puglia's most stunning private holiday homes - with unrivalled interiors set in a stunning 2 hectare private garden. The gorgeous large pool is matched by the outdoor dining area and interior living spaces with two double bedroom ensuite bathrooms and outdoor shower. There is an extra double sofabed on the mezzanine. Outside there is a fully equipped outdoor kitchen and dining area under a pergola overlooking a gorgeous 10m x 5m pool.

Nov 16 – 23

€ 421 per night

Guest favorite

Villa in Praiano, Italy

4.99 out of 5 average rating, 111 reviews

Villa Navarra

NO STEPS do not underestimate when booking on the amalfi coast IN FRONT OF THE VILLA Bus for Positano (100 meters) Bus for Amalfi e Ravello (3 minutes walking) Bar 2 supermarkets 1 Jim open everyday BREAKFAST Our kitchen is full of food for breakfast and beverages CLEANING Miele dryer washing machine with products BEACH For going to the beach there is an amazing walking street 10 minutes For coming back you can take or bus or taxi anytime 2 minutes

Oct 17 – 24

€ 453 per night

Guest favorite

Home in Conca dei Marini, Italy

4.94 out of 5 average rating, 144 reviews

Moorish Villa

Conca dei Marini is a charming fishing village very peaceful, Moorish Villa is perched above the gulf with an amazing view over the sea in a terraced garden surrounded by bougainvillea flower. It is perfectly situated to enjoy all the amentites and pleasures of the coast without compromising your peace and serenity. The floor of the house is covered with hand made ceramic tiles and the interior is white dome-shaped ceiling.

Apr 10 – 17

€ 666 per night

Guest favorite

Cottage in Monopoli, Italy

4.93 out of 5 average rating, 148 reviews

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.

Nov 10 – 17

€ 256 per night

Guest favorite

Trullo in Locorotondo, Italy

4.87 out of 5 average rating, 134 reviews

Trullo Trenino with private Jacuzzi

Spend an unforgettable holiday in the enchanting surroundings of the little town of Locorotondo (60 km from Bari and Brindisi airports). The accommodation consists of 4 ancient "trulli" dating back to the 16th century and recently renovated with all comforts (equipped kitchen, air conditioning, private courtyard and parking). Choose Trullo Trenino to live the unique experience of staying in a trullo.

Apr 12 – 19

€ 228 per night

Guest favorite

Villa in Polignano A Mare, Italy

4.97 out of 5 average rating, 141 reviews

Seaview Villa with Large Pool and Great View

Bianca Lamafico is a beautiful holiday rentals villa with private pool in Puglia, situated in stunning countryside outside of Polignano a Mare. You will find yourself in a peaceful setting with the coast and fine sandy beaches no more than 10 km away. The villa has three bedrooms and can accommodate up to 8 guests.

Mar 25 – Apr 1

€ 412 per night

Guest favorite

Home in Lipari, Italy

4.97 out of 5 average rating, 155 reviews

Anoeta casetta eoliana lipari, pool,hot tub,sauna

tipical aeolian house with sea view and sunset. private swimmingpool. ideal location for those who love nature, for those seeking privacy, walking, trekking, reading a book on an hammock. there is a gas barbeque . WI FI private use of a barrel sauna with a wood oven , typical finnish sauna . wood hot tub

Jan 14 – 21

€ 137 per night