Vacation rentals with a pool in Montalcino

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Top-rated rentals with a pool in Montalcino

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Guest favorite

Guesthouse in Antria

4.92 out of 5 average rating, 126 reviews

A charming Tuscan retreat

Villa Pianelli is a traditional farmhouse dating from the 1500's and consists of 2 structures. The main house where I live, always available to ensure your stay runs smoothly and the Garden apartment. Both are completely independant with separate entrances. The Garden apartment is composed of 5 rooms on ground level, the interiors have retained the Tuscan characteristics with brick ceilings and chestnut beams and terracotta floors. There are 2 double bedrooms, 1 bathroom with shower, 1 lounge with a wood burning stove and open plan kitchen - dining area. The kitchen is equipped with fridge,oven and ceramic hob. From the lounge you access the spa room with sauna and from there onto a terraced garden complete with b.b.q. The swimming pool is 8mx16m and is open May through September, furnished with sun loungers,a b.b.q area and a large covered pergola with dining tables and chairs. Villa Pianelli is secluded in a quiet corner of the Tuscan countryside, nestled in the hills of Arezzo, surrounded by vineyards, olive groves and oak forests.We can offer our guests a dimension of peace and quiet whilst ensuring various possibilities of entertainment in wineries, restaurants,shopping etc just a few kilometres away in Arezzo. Please note that the house has two bedrooms but if the booking is for two people only one bedroom will be provided.If required there is an additional cost of 50 euro per night for the second bedroom.

Guest favorite

Condo in Cortona

4.96 out of 5 average rating, 24 reviews

Relaxation and peace in the countryside Cortona G

"Le Oche Grigie" was the first Charming Home in Cortona totally dedicated to people in love. Unlike other lodgin we only accept couples without children. This means for our guests memorable romantic experiences, emotions and complicity in a country house, away from the distractions of daily life. Strategically positioned in the center of an area of extraordinary beauty, only 3 exclusive and independent apartments, renovated with fine finishing and natural materials. Garden and swimming pool.

Top guest favorite

Farm stay in Anghiari

5 out of 5 average rating, 36 reviews

Luxury 1-bedroom house with pool in Tuscany.

This stylish 1-bedroom house on a 15 hectares estate, surrounded by vineyards & Tuscan hills, is beautifully decorated; has access to the swimming pool & private outside patio. The house has an open sitting/dinning area, double bedroom , bathroom, WiFi & everything you need for a luxurious, relaxing Tuscan holiday. With lots of hiking routes & nature; the ancient, historical town of Anghiari is only 5 minutes drive, it’s a perfect spot for anyone looking for a perfect Italian holiday.

Guest favorite

Home in San Casciano In Val di Pesa

4.84 out of 5 average rating, 92 reviews

Tuscan Villa Featured Conde Nast Best Villas Italy

Step under archways into a home where the original wood ceilings and tiled floors showcase Tuscan style. Enjoy delicious meals on the terrace with sweeping views of Tuscany, winters curled up in front of a huge fire place or relaxing on warm summer days by the pool. Savour the best of Tuscan food and wine with cooking classes with a Michelin chef, master classes in wine and visits to local artisan cheese and wine makers. Listed by Condé Nast as one of the most beautiful villas in Italy.

Superhost

Villa in Petrignano

4.98 out of 5 average rating, 51 reviews

Restored Farmhouse & Cottage with AC, Pool & WIFI

Villa La Quercia is a private 2 acre property consisting of a beautifully restored farmhouse and cottage- both exclusively for you during your stay. The property is surrounded by farmland and forest providing complete privacy and tranquility, yet the nearest village is only 3kms away. The property comfortably sleeps up to 12 people and has a large salt water filtered swimming pool. Fabulous restaurants, wineries and stunning Tuscan & Umbrian villages are but a short drive. Welcome.

Guest favorite

Home in Lecchi in Chianti

4.96 out of 5 average rating, 136 reviews

Casa di Lyndall - Entire house with exclusive pool

Welcome to “Casa di Lyndall” My home is located in the medieval village of Lecchi in Chianti, set in rolling hills, castles, vineyards & olive groves, & provides a view that extends nearly 50 kms. It’s a perfect choice for a family or group of four people. My home is built in typical Tuscan style with exposed chestnut beams, fireplace, and a well appointed kitchen. The 8 metre pool is private & located on the top terrace of the olive grove, has a child proof fence, and 4 sun lounges.

Guest favorite

Home in Magliano

5 out of 5 average rating, 12 reviews

Sunset in Chianti

Relax with the whole family in this quiet, panoramic accommodation immersed in the beauty of the Tuscan countryside. This apartment offers a view that will leave you breathless. Equipped with a large garden, above ground pool, 2 cozy bedrooms, 2 elegant bathrooms, a fully equipped kitchen, a comfortable living area and a panoramic terrace with a table, perfect for dining under the stars. This place is ideal for living a unique and unforgettable experience.

Top guest favorite

Villa in Siena

4.85 out of 5 average rating, 86 reviews

Enchanting Rose Garden Pool Villa

Truthful Tuscan paradise just 12mins from Siena. Boasting two doubles and two twins, 3 bathrooms, a very large leaving room, a beautiful dining room with fire place, park, parking and pool are all private. It is the ideal old and authentic family retreat, nestled on top of the Montechiaro hill with 360 degrees views over Chianti. The host leaves in the adjacent house. In winter and early spring there is an extra charge of 50€ a day for heating.

Top guest favorite

Apartment in Mercatale Valdarno

4.98 out of 5 average rating, 80 reviews

Panoramic view from stone Apartment- Pool and A/C

Unique experience in a real, old Tuscan farmhouse. Podere Casa Muricce is the place for people who love nature, animals, woods, but also close to the main places of interest in Tuscany. Situated on the top of a hill high 400mt, carefully restructured according to the tradition, Casa Muricce is the typical ancient Tuscany house in stone: all the furnishings, even doors, are original from Tuscany houses of `700/'800.

Guest favorite

Farm stay in San Fatucchio

4.88 out of 5 average rating, 184 reviews

2 room apartments in farmhouse whit pool

We have 4 apartments of this type on first floor and on two levels with two bedrooms (one double and a single bedroom), living room with kitchenette, bathroom with shower. The farmhouse enjoys a 360° view of the Umbrian and Tuscan hills and has a garden and shared swimming pool in summer, lounge and playground. This typology can NOT be booked with CHILDREN UNDER 12 or babies and is for max 3 people.

Top guest favorite

Townhouse in Barberino Tavarnelle

4.98 out of 5 average rating, 80 reviews

Tower dating back to 1212 in the heart of Tuscany

In the heart of Tuscany, newly renovated apartment in old farmhouse restored from the ground up. Only 30 minutes from Florence and 40 from Siena. A/C in every room and screens on door and windows Extremely quiet, with all comforts including a common infinity pool with large private umbrella for shade. Relax outside with a glass of wine or tour around chianti from this conveniently located home.

Guest favorite

Home in Orvieto

4.82 out of 5 average rating, 22 reviews

House with private pool, air conditioning

Detached house with private pool 10km from Orvieto, the lake of Bolsena and Civita di Bagnoregio. Great place for a relaxing holiday. The pool area is fenced so it is suitable for families with young children. The garden is completely fenced. 2 mountain bikes at disposition. 2 bedrooms with air conditioning. Highspeed Wi-fi. Highway and train station at 10 minutes driving.