Holiday rentals with a pool in Province of Siena

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Top-rated rentals with a pool in Province of Siena

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Guest favourite

Guesthouse in Antria

4.92 out of 5 average rating, 127 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 favourite

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.

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 favourite

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.

Superhost

Villa in Campagnatico

4.8 out of 5 average rating, 5 reviews

Charming villa on two levels - Casa Lola

Take it easy at this unique and tranquil getaway. Casa Lola is situated in the middle of the old beautiful Podere Fulignano. The house is lovingly restored. On both levels you find a bedroom and one bathroom. The kitchen offers a great view over the Tuscan hills. The terrace is next to the old remodeled pizza oven and it’s only a short stroll down to the huge pool with its 30x15 meters dimensions. Enjoy the tranquility and unspoiled nature of Podere Fulignano.

Superhost

Farm stay in Centeno

5 out of 5 average rating, 4 reviews

Casina Centeno | Farmhouse with swimming pool

Casina Centeno is a charming farmhouse with three apartments, located in the village of Centeno on the historic Cassia road, right on the border of Lazio and Tuscany. This peaceful retreat offers easy access to iconic destinations like Florence, Rome, Siena, and Orvieto. Guests can relax in the garden with beautiful views of the Tuscan landscape and enjoy the refreshing swimming pool, making Casina Centeno an ideal base for a memorable Italian getaway.

Top Guest favourite

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.

Superhost

Apartment in Arezzo

4.6 out of 5 average rating, 5 reviews

Pozzale Apartment 2+2 | 50m

"Il Querciolo" is an ancient farm located in Valdichiana. It is a place where you can breathe the "Tuscany" and where you can listen to the sound of nature, it is the place to immerse yourself in country life to give and receive unique and unforgettable emotions. Today it is an entirely organic farm that produces legumes, cereals, oil and Syrah wine. These products can be tasted in our Agriturismo, where the Cellar is also located.

Top Guest favourite

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 favourite

Holiday home in Arezzo

4.92 out of 5 average rating, 39 reviews

Casina Dei Sogni

The villa is in a great location with breathtaking views that can be enjoyed from every point of the property. It is located in a strategic area for tourism, being just over a 10-minute drive from the center of Arezzo, the highway and about twenty minutes from Cortona. The pool is a gem, from which you can enjoy a fabulous landscape and is for the exclusive use of guests.

Superhost

Apartment in San Gimignano

4.97 out of 5 average rating, 33 reviews

Large apartment for couples or families

Charming apartment in the countryside: from here you can enjoy the best view of the towers of San Gimignano It's the perfect place for walking and relaxing. The Focolare, with entrance from the external stairs, is on the first floor of the house. The living room has a fireplace Full kitchen two bedrooms with double bed, with en-suite bathroom .

Guest favourite

Farm stay in Gaiole in Chianti

4.97 out of 5 average rating, 100 reviews

Villa Le Miccine w/ Pool - Bello Fresco Unit for 2

Beautiful charming 1 bedroom ground floor apartment in the Le Miccine villa. Surrounded by vines and nature. Ideal location for visiting Tuscany or relaxing by the pool. Wine tasting on site and helpful staff. We are classified as a 4 Sunflower Agriturismo.