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

Proceno Castle, Loggia Apartment
Apartment of 65 square meters for 2 people, inside the medieval courtyard of the Castle of Proceno, with private entrance, large living room with working historic fireplace and kitchenette, 1 double bedroom placed on a mezzanine from which you dominate the living room, bathroom with shower box, veranda with porch in stone and wood, in typical medieval style, which through the stone stairs leads to the internal courtyard of the Castle, from which guests have access to the village and the rest of the accommodations of the courtyard.

Villa Del Borgo Cefalù - a Sicilian dream
Private villa with swimming pool & Sicilian charm In the heart of an authentic Sicilian village, this villa offers a swimming pool with a whirlpool, solarium, garden bar, furnished relaxation areas, home gym and telescope. Free high-speed WiFi, 24/7 in-person check-in to welcome you with the typical warmth of Sicilian hospitality, private parking and 2 SUPs upon request. Attention to detail and Sicilian hospitality for a romantic getaway, a family stay or a moment of pure relaxation with friends.

Villa on the lake with a pool
Only 35 minutes from the north of Rome, an Italian villa with a blissful energy. It offers many spots to be in nature, the private beach, the pool, the secret garden, the marble table, the viewpoint patio, the terrace. Very nice in wintertime with its country surroundings, it will inspire you to relax and create. The view is stunning inside the house. Please note the Wi-Fi is slow, hotspot works and by law is requested a tourist tax of one euro a day per person. Nice to rent ebike for a tour.

Trullo Nascosto, The perfect Romantic Hideaway
This ancient hidden Gem took five years to complete and has been lovingly restored with a Wabi Sabi style. It boasts a very distinct, very singular aesthetic, with pool and jacuzzi. Surrounded by vast stretches of farmland, Olive groves and a smallforest, it is one of the most private Hidden secrets in Puglia, literally within a minute's drive to many of Puglia's popular tourist destinations, including, Alberobello, Monopoli, Fasano, Polignano al Mare, locorotondo and many other nearby villages.

Tuscan cottage with an heavenly view
Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Poggiodoro, your charming villa in Tuscany
Welcome to Poggiodoro, our 16th century stones' villa located in the countryside of Anghiari. The House offers stunning views, charming and furnished interiors providing all type of comforts: a beautiful fireplace that will keep the ambient warm even in winter, a big private garden where you can enjoy the open air and have lunch under the shade of pergola, with BBQ, fantastic in the warm seasons, a panoramic pool to spend great moments with friends, to be shared with the hamlet guests

Chef’s Retreat
We are both chefs and we welcome you to our beautiful home Umbria! This is our space for relaxation and fun with family and Friends. The view across our pool changes every minute with the Tiber Valley in all it’s beauty in the background. Close to a WWF Oasis. It’s perfect for a couple or a family. Enjoy the Italian sunshine by the pool! Visit Orvieto, Todi and Amelia by car, or take the train to Rome or Florence for the day! Guardea has plenty of shops!

Il Castello di Ferrano - Castle in Tuscany
Try the experience to stay in a real Castle! Il Castello di Ferrano offers to his hosts the chance of doing an unforgettable experiece:you will be the only guests in the castle and everythig will be for you (private pool from June to September, gardens ecc.)Historical building, surrounded by nature, finely decorated, frescoes/moulding on the ceiling, ample terrace w/ stone and terracotta floor, private outdoor pool.. Good position. Preferably come by car.

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Charming Trullo Amarcord with Private Pool & Spa
In our local dialect, "Amarcord" means "I remember." It is an invitation to slow down and create memories that will stay with you forever. This authentic 18th-century Trulli complex, masterfully restored, is a sanctuary where history meets high-end wellness in the elite hills of Selva di Fasano, very close to Alberobello (UNESCO World Heritage Site), Monopoli, Polignano a Mare, Ostuni, and the Adriatic coast.

Casa Rosmarino Eco-Wellness Country Home
Price includes: - Infrared Sauna - Wood for Fireplace - Fire starters - Heating/Air Conditioning - Laundry/Dryer - Shower Gel/Shampoo/Bathrobes - Welcome Appetizer w/Wine - Italian Ground Coffee - Treats during your stay Pool & parking lot are shared areas. We have 6 units for rent Extra activities (not included) : - Massages, Cooking Classes, Tours & Tasting Please INQUIRE for price & availability.

Simona’s house in the woods - Villa Boutique
Villa boutique immersa nel bosco all’interno del Parco dei Cimini alle pendici del Monte Cimino (800 m. s.l.m) L'immobile è grande circa 450mq ed è circondato da circa 1,5 ettari di giardino/pineta. La villa è dotata di una sauna e un hot tube a legna privata nel bosco. Una casa progettata da uno dei migliori architetti del centro Italia ed è sapientemente arredata.
Popular amenities for Italy rentals with a pool
House rentals with a pool

Cottage surrounded by nature

Private Chianti Cottage, Garden & Vineyard Views

Infinity pool in Chianti area

Vineyards Paradise

SPA Privata Jacuzzi e Sauna | Vista Alpi Esclusiva

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

Luxury Villa with a fantastic view

CASCINA ALBA LANGHE
Apartment rentals with a pool

"Biancospino" Bed & Wine Farmhouse

Stone House in Chianti with pool and parking

Sant 'Andrea Penthouse

Resort Style Apartment with Lake Views

2.2 Sea View Apartment with pool and garden

carpe diem

House between Firenze, Arezzo, chianti e Siena

The Painter's House
Home rentals with a private pool

Stone House with Exclusive Pool Codilungo in Chianti

Esplora la natura al centro di Vigneti Chianti

Aurora by Interhome
Mediterranean Apartment with Breathtaking Views

New open space pool & sauna

Casa Luigi Suite with exclusive pool
Wp Relais Villa Vignalunga

Farmhouse , pool, 13 px. Lucca 10km
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