
Villa holiday rentals in Puglia
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Top-rated villa rentals in Puglia
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Tuscan charm of villa - countryside - Villa Senaia
In the charming Tuscan countryside, among olive trees and vineyards, a stone villa, in a strategic position to grasp the secrets of Tuscany and Umbria air conditioning and swimming pool with wellness area for your relaxation and comfort Villa Senaia is a large house with wooden beams, in a beautiful hillside location with idyllic views overlooking one of the favorite places in the Tuscan countryside, an attractive setting for outdoor dining, drinking Tuscan wine and listening to crickets and cicadas
4.9 out of 5 average rating, 240 reviews
Wine Experience Villa in Montepulciano
🏡 Villa Talosa is immersed in the vineyards of the Fattoria della Talosa, a historic winery in Montepulciano that produces Vino Nobile. An authentic place, ideal for relaxing with the magic of the Tuscan countryside and an enchanting view from every window. Just 1.5 km from the historic center, which can also be reached on foot, you can visit our Historic Winery from the 1500s under Piazza Grande: a unique experience between history and passion for wine. Heating and air conditioning are included.
4.97 out of 5 average rating, 125 reviews
Lake View Private Villa with Pool
Independent private-use stone villa with pool, al fresco living & lush gardens, enjoys stunning views over enchanting Lake Trasimeno. Air-conditioning in bedrooms from 2027***(surcharge). Immersed in beauty & tranquillity by a hillside nature reserve, with driving proximity to the lakeshore, medieval villages, local shops & restaurants. An ideal sanctuary for blissful R&R, (or smart working) in complete privacy, and exploring Umbria-Tuscany natural and historic heritage, and food & wine culture.
4.92 out of 5 average rating, 49 reviews
Casa Napoleone - Tuscan Villa w/ pool near Cortona
A villa set on a hill, overlooking a magnificent Tuscan valley, yet only 10 mins drive from Castiglion Fiorentino train station. A 20 min drive from Arezzo and Cortona, a town made famous by the book and movie “Under The Tuscan Sun”. The Villa is the perfect base and within striking distance of Florence, Siena, Assisi and Montepulciano, famous for its Brunello wine, either by car or train. And after all that exploration you’ll return to soak in the pool whilst enjoying the stunning views.
4.96 out of 5 average rating, 27 reviews
Tuscan Villa Luigina with Pool & Panoramic View
If you want to live in a postcard .... Villa Luigina is the ideal place, all the rooms have a panoramic view, a dining room with a view ... a breakfast room with a view, or you can eat outside in the garden in front of the house and enjoy the spectacular view of the old town!! In the fascinating Tuscan hills, among olive trees and vineyards, a stone villa in perfect harmony with the environment in a strategic position to discover the secrets of Tuscany and Umbria. CIN:IT051012C2129WHTZX
4.81 out of 5 average rating, 108 reviews
A paradise in Montepulciano...
Villa Il Cubo has a large private park and swimming pool and marvellous views on the Tuscan countryside. It is fully air-conditioned and the decoration has been updated with charming details that will make you enjoy the best Tuscany has to offer. We have electric vehicle charging point at a moderate extra contribution. IN JULY AND AUGUST WE LET FOR A MINIMUM OF 7 DAYS FROM SATURDAY TO SATURDAY. Exceptions are possible only if don't create unrentable gaps between one guest and the next.
4.96 out of 5 average rating, 166 reviews
Tuscany Villa Mammi
Large renovated stone villa in the woods of Castiglion Fiorentino, near Cortona, Arezzo, and Siena. A haven of privacy with a swimming pool, a panoramic hot tub with breathtaking views of the valley, and table tennis. Enjoy magical evenings under the stars with an authentic stone barbecue and a wood-fired pizza oven. The ideal retreat for those seeking relaxation, nature, and comfort in the heart of Tuscany, perfect for families or groups dreaming of a truly unforgettable vacation.
4.99 out of 5 average rating, 89 reviews
La Vignaccia (Farmhouse) - villa w/private pool
Nestled amidst the rolling hills of Tuscany, La Vignaccia beckons you to experience the true essence of Italian living. This enchanting villa, set within a sprawling estate, offers a haven of tranquility, where you can unwind and immerse yourself in the beauty of the Tuscan countryside. A secluded garden awaits, providing a serene setting for relaxation and alfresco dining. Take a refreshing dip in the sparkling pool, surrounded by breathtaking views of the Tuscan landscape.
4.96 out of 5 average rating, 101 reviews
Beautiful and cozy country-house, sleeps 11
Exquisite two-storey villa with open-plan living and dining areas and five bedrooms overlooking the pool and countryside. Ideal for families or friends, with generous indoor and outdoor spaces. A private courtyard opens onto a beautiful pool and two dining areas set among olive trees. The main building features a private spa with chromotherapy shower and infrared sauna with red light. Pool heating available on request. Designed for relaxation, wellness and shared moments.
5.0 out of 5 average rating, 25 reviews
Villa Montanina - exclusive relaxation in Tuscany
A typical Tuscan villa exclusively immersed in the views, greenery and peace of the Casentino Valley where you can spend moments of relax, fun and experiences where nature, culture and taste come together. During your stay you can enjoy cooking classes, yoga classes, wine tastings, massages, personalized experiences and relax in the large swimming pool. The Villa with its many large green spaces is also perfect for celebrating your dream wedding in Tuscany.
4.99 out of 5 average rating, 83 reviews
Tuscany View - Villa Arianna
This beautiful villa, which can accommodate up to ten (10) people, will provide an unparalleled Tuscan experience. While positioned perfectly to allow easy access to the most beautiful towns and villages of southern/central Tuscany (such as Arezzo, Florence, Siena, Cortona, Montepulciano) and northern Umbria (such as Perugia, Orvieto, Assisi); you’ll find this villa offers complete privacy as well as a sense of peace and tranquility to all who visit.
4.99 out of 5 average rating, 122 reviews
Ortaglia di Sotto Farm
Located in the Tuscan countryside, a 10-minute drive from Castiglion Fiorentino, Podere Ortaglia di Sotto offers a private pool with enclosed garden, WiFi and free private parking. The holiday home features 5 bedrooms, 6 bathrooms, a flat-screen TV, a dining area, a fully equipped kitchen and a terrace with mountain and valley views.(The swimming pool is available from 23 May to 17 October, closing and opening dates may vary depending on the weather)
4.95 out of 5 average rating, 19 reviewsPopular amenities for Puglia villa rentals
Private villa rentals

Villa Pergo is an ancient charming country villa
5.0 out of 5 average rating, 65 reviews
Historic Villa Getaway with 6BR/9BA, Pool, Views
4.89 out of 5 average rating, 46 reviews
At Elena's
4.65 out of 5 average rating, 17 reviews
Tuscany Country House with swimming pool
4.95 out of 5 average rating, 73 reviews
Casale La Querce-Tuscan Farmhouse with pool & view
5.0 out of 5 average rating, 23 reviews
Villa Il Giardino di Diana (12 people)
4.96 out of 5 average rating, 46 reviews
Villa Le Murate
4.94 out of 5 average rating, 16 reviews
Stunning house with pool, final summer discounts
5.0 out of 5 average rating, 26 reviewsLuxury villa rentals

Fabulous Farmhouse with Pool & 360 Panoramic View
4.91 out of 5 average rating, 58 reviews
Villa Mona Lisa
4.85 out of 5 average rating, 39 reviews
Villa with Pool Casa la Quiete
4.9 out of 5 average rating, 94 reviews
Unique Villa in Tuscany
4.93 out of 5 average rating, 41 reviews
Villa Casanova - Private Pool & Garden in Umbria
4.95 out of 5 average rating, 20 reviews
Private Pool Villa | A/C & Panoramic Views
4.83 out of 5 average rating, 23 reviews
Pasqui Villas : Tribbio private house pool WiFi
5.0 out of 5 average rating, 37 reviews
Sasso Canaldo Charming property in Tuscany
5.0 out of 5 average rating, 6 reviewsVilla rentals with a pool

Villa Aurora
4.97 out of 5 average rating, 66 reviews
Apt. Rolando-Tenuta VillaAugusto
4.97 out of 5 average rating, 33 reviews
Villa Eleonora
4.82 out of 5 average rating, 17 reviews
The Lazy Oak
4.97 out of 5 average rating, 71 reviews
The twigs
5.0 out of 5 average rating, 97 reviews
Overlook Arezzo
4.9 out of 5 average rating, 20 reviews
Special summer 2026 beautiful lake view pool relax
4.91 out of 5 average rating, 23 reviews
Relax among Tuscan vineyards with private pool
4.6 out of 5 average rating, 42 reviewsDestinations to explore
- Lake Trasimeno
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Mugello Circuit
- Stazione Santa Maria Novella
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Fortezza da Basso
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Piazzale Michelangelo
- Palazzo Vecchio
- Basilica of St Francis
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Mount Amiata
- Medici Chapel
- Basilica of Santa Croce





