Vacation rentals with a pool in Guardistallo

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Top-rated rentals with a pool in Guardistallo

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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

Mar 30 – Apr 6

G$130,486 GYD 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 5 – 12

G$37,441 GYD per night

Guest favorite

Apartment in Caminino

4.92 out of 5 average rating, 130 reviews

Pieve di Caminino Historic Farm

L'antica fattoria Pieve di Caminino, oggi biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due antiche strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

Nov 6 – 13

G$32,530 GYD 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 4 – 11

G$31,707 GYD 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)

Dec 13 – 20

G$39,010 GYD per night

Guest favorite

Apartment in Panzano in Chianti (FI)

4.96 out of 5 average rating, 204 reviews

Apt. Panzanello-Panzano in Chianti

The apartment offers all the comforts and tranquility of the Tuscan countryside. Enjoy the wonderful view that you can admire from your private terrace, a perfect place to spend peaceful and serene moments and accompanied by a glass of Panzanello wine. Access to the apartment is private and free parking is available. Kitchen is equipped with everything you need to prepare delicious meals. We do not have a restaurant but we will help you book in Panzano.

Nov 7 – 14

G$27,415 GYD per night

Guest favorite

Apartment in Sorana

4.95 out of 5 average rating, 168 reviews

Casa Gave - Nature and relax in Tuscany

The house consists of two apartments obtained from a wing of the "Gave" manor house located in Sorana, a small village in the heart of "Svizzera Pesciatina" in Tuscany. The house is ideal for those looking for relax in an atmosphere impossible to find in the most famous tourist locations. Surrounded by terraces where the olive trees are grown and open on the hillside offers a large fenced garden to allow you and your pets to spend a pleasant holiday.

Mar 19 – 26

G$21,530 GYD 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).

Nov 3 – 10

G$56,482 GYD per night

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 311 reviews

Typical Tuscan country house

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. This apartment is one level, totally independent with private garden. Restored and furnished with great care to make the guest's stay as comfortable and relaxing as possible, in the full respect of the Tuscan rural style.

Nov 30 – Dec 7

G$34,109 GYD per night

Guest favorite

Tower in Fiesole

4.95 out of 5 average rating, 153 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.

Sep 23 – 30

G$175,329 GYD 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 19 – 26

G$105,578 GYD per night

Guest favorite

Farm stay in Pisa

4.99 out of 5 average rating, 249 reviews

Closing estate in Tuscany

Great place in the middle of Tuscan Hills, you will be sorrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer.

Jan 8 – 15

G$51,710 GYD per night