Vacation rentals with a pool in San Gimignano

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Top-rated rentals with a pool in San Gimignano

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Guest favorite

Villa in Castellina in Chianti

4.92 out of 5 average rating, 167 reviews

The Villino Farmhouse

Entire upper floor of the newly renovated Villa Padronale in traditional Tuscan style. High ceilings with exposed beams make it cozy and perfect for families or groups of friends. In the house there are two functional large fireplaces(in the living room and kitchen). Private accommodation, not shared. The house has a large covered terrace,garden with sofas,bbq,firepit, private parking. The pool among the olive trees and vineyards is ideal for relaxing and has a private access to the shared area

Apr 15 – 22

R11,571 ZAR per night

Guest favorite

Condo in Noce

5.0 out of 5 average rating, 128 reviews

Vergianoni estate nestled in the Chianti with a pool

Podere Vergianoni is an ancient and authentic farmhouse dating back to 1600 located in the beautiful hills of Chianti in Tuscany. The apartment is furnished in the perfect traditional style of ancient Tuscany : wooden beams, terracotta floors and thoughtful and handcrafted furnishings that will make you enjoy a unique stay. In the large outdoor courtyard you will find at your disposal a large pool on a panoramic terrace with wonderful views of the hills and vineyards with unique sunsets.

Apr 20 – 27

R3,320 ZAR per night

Guest favorite

Farm stay in Lastra a Signa

4.96 out of 5 average rating, 169 reviews

Cozy Room in Tuscany

We have created a cozy and exclusive, that welcomes a maximum of 10 guests, where you can find a feeling of tranquility and freedom. The Micia room of 30 square meters is located on the ground floor and has an independent entrance and can accommodate 2 people. The room has a private bath, microwave, frigobar, express coffee machine and tea kettle. ATTENTION, there is no stove for cooking! Outside, the room's private gazebo overlooking the garden and swimming pool.

Apr 19 – 26

R2,812 ZAR per night

Guest favorite

Castle in Ferrano

4.99 out of 5 average rating, 163 reviews

The Castle of 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.

Mar 13 – 20

R5,390 ZAR per night

Guest favorite

Cottage in Chianni

4.98 out of 5 average rating, 118 reviews

La Pietruzza - The Private Chalet with a Soul -

Detached country cottage (in exclusive use) in stone and glass dating from XVIII century ideal for 4 persons. Wide wooden veranda. EXCLUSIVE POOL with SALTED WATER ( 33 ft x 16.40 ft ) depth of the pool from 4.6 ft to 7.9 ft. The Chalet is surrounded by 6000 meters of land with fruit trees, olive trees, acacias. We care about nature and do not use herbicides. There is no gas at home because it is all electric with photovoltaic system. (CIR O5OO12LTNOOO3)

Feb 17 – 24

R3,004 ZAR per night

Guest favorite

Cottage in Lucardo

4.99 out of 5 average rating, 216 reviews

Best view ever & private pool

Antique Tuscan barn made into a comfortable home with private swimming pool. Best views ever. Close to Florence, Siena and Pisa. Very quiet, yet easy to reach. Sunsets you can only dream of. Ideal Tuscan getaway for family or two couples. The house has two bedrooms and two bathrooms plus a guest bathroom on the ground floor. The pool has a panoramic edge and whirlpool section. There are two restaurants on walking distance (a few hundred meters).

Jan 26 – Feb 2

R5,009 ZAR per night

Guest favorite

Farm stay in San Gimignano

4.92 out of 5 average rating, 122 reviews

Apartment Mandorlo in San Gimignano, super views

Apartment for four guests in the country side of San Gimignano, at 5 minutes from the city center. Two double bedrooms, one living room with kitchen, private panoramic terrace, shared swimming pool and free parking, several attractions in the surroundings. It is a sort of a depandance into an Agriturismo. The terrace and the bedrooms have amazing views on the San Gimignano and Tuscany hills.

Oct 8 – 15

R2,282 ZAR per night

Guest favorite

Tower in Fiesole

4.95 out of 5 average rating, 154 reviews

A Big Dream in a Little Tower.

The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

Oct 10 – 17

R15,128 ZAR per night

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 309 reviews

Old hayloft on the Chianti hills

Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence. Hayloft completely independent on two floors connected by an internal staircase. Private garden of 300 mq sorrounded by secolar oaks.

Nov 10 – 17

R3,643 ZAR per night

Guest favorite

Home in Certaldo

4.91 out of 5 average rating, 110 reviews

Paluffo Stillo House

Paluffo is an historic 15th century building restored in 2010 conserving its original structure and design. Stillo house features a spacious living room with dining room and a fireplace, 2 bedrooms and 1 of them has a loft with a single bed, 2 bathrooms, a big kitchen, and a private garden with a wonderful view of the Chianti hills.

Apr 4 – 11

R6,356 ZAR per night

Guest favorite

Condo in San Gimignano

4.95 out of 5 average rating, 111 reviews

Adalberto Apartment inside the Manor of Fulignano

Nella campagna di San Gimignano, in antica fortificazione risalente all'anno 1000 ora dimora di campagna, situata su di un colle con veduta panoramica, affittasi bellissimo appartamento di ca. 60mq con vista su San Gimignano e sui vigneti circostanti

Apr 23 – 30

R2,471 ZAR per night

Guest favorite

Villa in Ambra

4.98 out of 5 average rating, 108 reviews

Chianti Villa in Tuscany near Siena & Arezzo

Villa with 5bedrooms and 10sleeps in Chianti . Land of wine, good food and old traditions. Distances from the villa to:Siena 25km,Arezzo 35km,Florence 60km,villa with swimming pool obtained from the careful restoration of an ancient stone farmhouse

Apr 1 – 8

R17,847 ZAR per night