Vacation rentals with a pool in Casole d'Elsa

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Top-rated rentals with a pool in Casole d'Elsa

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Guest favorite

Villa in Castellina in Chianti

4.93 out of 5 average rating, 196 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

Guest favorite

Farm stay in Sovicille

4.98 out of 5 average rating, 192 reviews

La Villa farm stay - L'Olivo, Pool & Hot Tub

Immersed in the green woods of the Senese hills, the beating heart of Tuscany, lies the La Villa estate. Characterized by a large park with swimming pool, gazebo, barbecue area and relaxation area, the farmhouse stands out for its strong link with the Tuscan tradition: a suggestive path will guide you to discover the woods surrounding the farm among olive trees and fields of lavender in bloom, among which you can forget the passage of time and enjoy the charms of nature.

Guest favorite

Rental unit in Casole D'Elsa

4.94 out of 5 average rating, 101 reviews

Sunflowers apartment with farm pool

Climbing 17 steps you will be accommodated in an apartment located on the first floor with independent entrance. Composed of kitchen, bathroom with shower and double bedroom with 2 windows overlooking the village of Casole d 'Elsa and the pool. Mosquito nets at the windows. Terrace shared with apartment Manuela, where it is forbidden to leave towels, shoes, toys. TO BE PAID -TAKE STAY -The HEATING MUST BE REQUESTED at the time of booking and cost €15 per day.

Guest favorite

Home in Castellina in Chianti

4.98 out of 5 average rating, 104 reviews

StageROOM03 -Chianti Idillic Country living

This beautiful country house is located in the Borgo di Tuopina, a hamlet overlooking the Chianti hills, only 10 mins drive from Siena and Castellina in Chianti. This original Tuscan country house has been completely renovated in 2019 and boasts 2 bedrooms, 2 bathrooms, TV, a fully equipped kitchen with a dishwasher, two fridges and a washing machine. The outdoor marble hot-tub allows you to fully relax while enjoying the amazing views of the surroundings.

Guest favorite

Castle in Ferrano

4.99 out of 5 average rating, 182 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.

Guest favorite

Cottage in Lucardo

4.99 out of 5 average rating, 238 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).

Guest favorite

Cottage in Casole d'Elsa (SI)

4.85 out of 5 average rating, 132 reviews

Eco-house & garden on beautiful olive farm

New independent eco-house in rural setting, away from the crowds between Florence and Siena. This is an annex building on a family run olive farm surrounded by unspoilt Tuscan countryside. Plenty of shaded outdoor space, barbecue, stunning views, fantastic sunsets and big night skies. We are an official agriturismo and there are two other independent apartments on the olive farm that share the pool and private parking.

Guest favorite

Loft in Siena

4.95 out of 5 average rating, 219 reviews

Siena Country Loft Hideway

Country loft, ideal gateway for a couple looking to experience the flavour of Tuscan countryside 2 bathrooms, one with shower and one with bath tub with unique windows view Fully equipped kitchen Eclectic style with antique accents Endless rolling hills view, modern amenities in typical country side setting Concierge service upon request Wifi Internet connection Only 7km far from Siena town

Guest favorite

Rental unit in Carpineto

4.96 out of 5 average rating, 157 reviews

Tuscany Countryside, Peace & Relax 10 min from Siena

Our accommodation is close to Siena, so to the nightlife, the city center but also to the small airport of Ampugnano, the parks, and public transport. You'll love our place because of the light, the comfort of the bed, the kitchen, the intimacy, and the high ceilings. Our place is good for couples, sole adventurers, business travelers, families (with kids), and furry friends (pets).

Guest favorite

Tower in Fiesole

4.94 out of 5 average rating, 181 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.

Guest favorite

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 358 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.

Guest favorite

Farm stay in Pisa

4.99 out of 5 average rating, 276 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. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.