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

A spacious kitchen showcases a large stone fireplace with a wooden mantle as its centerpiece. Light streams through the window, illuminating the wooden beams overhead. A dining table is set for a meal, while traditional utensils adorn the walls, enhancing the inviting ambiance.

Villa in Castellina in Chianti

4.93 out of 5 average rating, 219 reviews

Il Villino Farmhouse

Intero piano superiore della Villa Padronale appena ristrutturata in stile tradizionale toscano.Gli alti soffitti con le travi a vista rendono il posto accogliente e perfetto per famiglie o gruppi di amici.Nella casa si trovano due grandi camini(in salotto e cucina)funzionali.Alloggio privato, non condiviso. La casa ha una ampia terrazza coperta,giardino con divani,bbq,firepit,parking privato. La piscina tra gli ulivi e i vigneti e' ideale per il relax ha un accesso privato alla zona condivisa

Top guest favorite

A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.

Guesthouse in Macciano

4.96 out of 5 average rating, 167 reviews

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Top guest favorite

The image displays a tranquil outdoor setting featuring a stone swimming pool surrounded by lush greenery. In the background, a historic tower rises among tall trees, while olive trees are seen in the foreground, enhancing the natural beauty of the landscape.

Castle in Montecatini Val di Cecina

4.99 out of 5 average rating, 118 reviews

Torre dei Belforti

Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here with our sons and our mission is to give the best to our guests, to fully enjoy this marvelous place.

Top guest favorite

An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.

Condo in Noce

5 out of 5 average rating, 255 reviews

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni è un antica e autentica casa colonica risalente al 1600 situata nelle splendide colline del Chianti in Toscana . L'appartamento è arredato in perfetto stile tradizionale locale dell'antica Toscana : antiche travi in legno, pavimenti in cotto e arredamenti unici. Nel grande cortile esterno troverete a vostra disposizione una grande piscina con terrazza panoramica che si affaccia su una valle con vista mozzafiato su vigneti e oliveti dove godersi tramonti spettacolari.

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Vacation home in Casole d'Elsa (SI)

4.89 out of 5 average rating, 228 reviews

Studio in Tuscan farmhouse with pool & views

The studio is nestled in a beautiful Tuscan farmhouse on an olive farm near Casole d'Elsa, an unspoilt hilltop town in central Tuscany. The stone farmhouse has been restored over the years to create 3 totally separate apartments (one of which is my home) each with independent entrance , private terraces and garden space. The farm is surrounded by unspoilt countryside with spectacular views and magnificent sunsets. It is a calm and relaxed place, an idyllic retreat away from the crowds.

Guest favorite

A refreshing swimming pool is surrounded by lush greenery and sun loungers. Colorful umbrellas provide shade, enhancing the outdoor relaxation area. In the background, the rustic stone farmhouse is visible among the trees, complementing the tranquil setting.

Apartment in Casole D'Elsa

4.93 out of 5 average rating, 104 reviews

Girasoli appartamento con piscina in agriturismo

Salendo 17 scalini sarete ospitati in un appartamento situato al primo piano con ingresso indipendente. Composto da cucina, bagno con box doccia e camera matrimoniale con 2 finestre con vista del paese di Casole d’Elsa e della piscina. Zanzariere alle finestre. Terrazzino condiviso con l'appartamento Manuela, dove è vietato lasciare asciugamani, scarpe, giocattoli. DA PAGARE -TASSA SOGGIORNO -Il RISCALDAMENTO DEVE ESSERE RICHIESTO al momento della prenotazione costo euro 15 al giorno.

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A charming stone structure is visible, featuring wooden doors and surrounded by potted plants on a paved courtyard. Lush greenery borders the area, while a chain separates the pathway, enhancing the rustic ambiance of the Tuscan countryside.

Villa in Rignano sull'Arno

4.95 out of 5 average rating, 138 reviews

Tuscan Dream Villa @ Rustic Elegance Near Florence

🌿Welcome to Villa La Conigliera🌿, an ideal retreat for a romantic getaway or a relaxing stay, just a few kilometers from Florence. 🌟Set in the peaceful Tuscan countryside, overlooking an ancient courtyard, it blends rustic charm with modern comfort. Perfect for couples or families with a newborn, with a crib available upon request 👶. Two adjacent villas for 4 and 6 guests complete the hamlet. 🚗 A car/motorbike is recommended for exploring the beautiful surroundings.

Top guest favorite

A private outdoor pool is framed by lush greenery, featuring a clear blue water surface. The pool area includes tiled edges and steps leading into the water, situated within a serene garden setting that contributes to a peaceful environment.

Castle in Ferrano

4.99 out of 5 average rating, 197 reviews

Il Castello di 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.

Top guest favorite

A serene outdoor pool area is framed by lush green grass, featuring several sun loungers and umbrellas. The clear water in the pool reflects the blue sky, while tall cypress trees provide a natural backdrop to the tranquil setting.

Farm stay in Greve in Chianti

4.99 out of 5 average rating, 402 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.

Top guest favorite

Farm stay in Pisa

4.99 out of 5 average rating, 298 reviews

Tenuta Chiudendone 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.

Top guest favorite

A spacious outdoor swimming pool is surrounded by a patio made of terracotta tiles. Sun loungers are placed nearby under a shaded pergola. Lush greenery and trees frame the area, providing a serene view of the villa set atop a hill in the background.

Farm stay in Palaia

4.98 out of 5 average rating, 169 reviews

Countryside Dream farm in Tuscany

Great place in the middle of Tuscan Hills, you will be surrounded 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.

Guest favorite

A spacious bedroom features a large bed adorned with soft linens and two neatly rolled towels. Warm terracotta tiles cover the floor, complemented by pale yellow walls and wooden beam ceilings. Natural light fills the room through two windows with dark shutters, creating a calming ambiance.

Farm stay in Gaiole in Chianti

4.94 out of 5 average rating, 233 reviews

Il Nido - un romantico focolare

Lui non esisteva, è stato ricavato in un angolo della grande casa in cui chissà quante persone della stessa famiglia vivevano. Per questo è diventato il nostro piccolo Nido, la casa da cui partire per scoprire il borgo. Non un piano ma addirittura due, con tanto cotto, legno e colori caldi.