
Holiday rentals with a pool in Castel San Niccolò
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Top-rated rentals with a pool in Castel San Niccolò
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Podere Vergianoni nestled in Chianti with a pool
Podere Vergianoni is an ancient and authentic farmhouse dating back to the 17th century located in the beautiful hills of Chianti in Tuscany. The apartment is impeccably furnished in the traditional local style of old Tuscany: ancient wooden beams, terracotta floors, and unique furniture. In the large outdoor courtyard, you'll find a large swimming pool on a panoramic terrace at your disposal, overlooking the valley with breathtaking views of vineyards and olive groves, where you can enjoy spectacular sunsets.

Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.

Stone farmhouse, exclusive private pool
Podere Montebono is located on the hills of Reggello just 30 km from Florence. Ideal for reaching cities of art and naturalistic places. The farmhouse is isolated on a hill, surrounded by nature, olive trees, a garden and woods. The guest house is an independent wing of the large farmhouse on two floors: 3 double bedrooms, kitchen, living room, bathroom. The private pool is exclusively for those who rent the house (max 5 people) We do not rent single rooms. Barbecue area. Total privacy.

House between Firenze, Arezzo, chianti e Siena
The House is located in a restored medieval village. There is an atmosphere of peace and tranquility, the gardens are full of flowers and aromatic plants and there is a beautiful panoramic view of the Arno Valley. There is a private terrace outside and two swimming pools to share with other appartraments. Perfect for relaxing and for reaching the main attractions like Florence, Siena, Arezzo, Chianti, Sangimignano. Here you will live a unique experience in the heart of Tuscany ...

Il Roseto: your Villa in Tuscan Countryside
In the heart of Tuscany between Arezzo, Florence and Siena but far away from the bustle of the cities, you will find a pristine landscape where to enjoy nature and relaxing, amazing views and much more for a perfect getaway with your friends or family. A villa of 190 mq with 600 mq garden,where you can enjoy lunch outdoors, have fun making pizza and baking it in the wood- oven, or savour a wonderful barbeque. A comfortable Villa for guests who love being together.

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.

Old hayloft on the Chianti hills
Agriturismo Il Colle is located on one of the Chianti hills. The property has been completely renovated, overlooking the Chianti valleys and enjoying splendid views of the surrounding hills and the city of Florence. The apartment is completely independent, on two internally connected floors, and features a private garden lined with centuries-old oaks and Tuscan cypresses. The restoration maintained the original Tuscan architectural style of rural barns.

Esplora la natura al centro di Vigneti Chianti
Feel close to the land in a rustic building on a Tuscan farm. Old stone walls, ceilings with exposed beams and terracotta floors are the backdrop to a characteristic apartment with fireplace. Plunge into an infinity pool for a unique view of the surrounding landscape. Dine outdoors, with the fresh air caressing you, sit and relax admiring the sunset under the ancient cypresses.

Historic apartment Il Prato in Castelfranco
Il Prato is a historic Tuscan farmhouse on the outskirts of Castelfranco di Sopra, finely restored and surrounded by olive trees, orchards and woods. It has a beautiful garden where you can relax and eat. Equidistant from the great cities of art of Siena, Florence and Arezzo.

The Casetta in Biccheri's forest
The Casetta was a sheepfold that was part of the farm unit already at our purchase in 1972. It is nestled between the landings of our olive grove and the woods, and can be reached via a dirt road and a small ford from the main house of Borgo Mocale, about 800 meters.

Stunning Tuscan apartment for 2
This apartment - tucked away privately and enjoying a stunning view from its terrace - is part of an 'agriturismo' farm which produces organic Chianti Classico. Spacious and light, it has 1 double bedroom, 1 sitting room, 1 bathroom and a kitchen.

Casa Bada - Barn
Historic 12th-century barn restored in 2019, with attention to every detail. 180-degree panoramic view of the Chianti Rufina hills. Private house with private entrance, spacious garden, private parking and pool shared with one other apartment.
Popular amenities for Castel San Niccolò rentals with a pool
House rentals with a pool

StageROOM03 - Idyllic Chianti cottage near Siena

Infinity pool in Chianti area

Charming estate with views. A/C in the bedrooms

Explore Chianti from a Charming Stone House

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool

Casetta Melograno – Cozy farmhouse in Chianti

The Owl: view, pool and garden

Romantic cosy flat - Toscana Italy
Condo rentals with a pool

Chianti La Pruneta, Michelangelo apartment.

Loggiato 3 apartment in Tuscany near Siena

The Teodorano ruin, in the countryside.

Stone House in Chianti with pool and parking

Lornano Winery Farm - Villa ''Trebbiano''

Casa Rebecca with a small private pool

💜 "Gaia" at Podere Le Fontanelle

New, bright, cozy Florence apartment with view
Home rentals with a private pool

Podere Berrettino by Interhome

Stone House with Exclusive Pool Codilungo in Chianti

Villa Pergo is an ancient charming country villa

Historic home with exclusive pool

Villa by Interhome

Charming villa in the Chianti hills

Agriturismo Henni panoramic pool sauna and jacuzzi

Villa il Palagio in the Tuscan countryside
Quick stats about holiday rentals with a pool in Castel San Niccolò

Total holiday rentals
Explore 50 holiday rentals in Castel San Niccolò

Nightly prices starting at
Castel San Niccolò holiday rentals start at $136 NZD per night before taxes and fees

Verified guest reviews
Over 460 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
50 of Castel San Niccolò holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Castel San Niccolò rentals

4.9 Average rating
Castel San Niccolò stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Rentals with outdoor seating Castel San Niccolò
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- Rentals with pools Arezzo
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- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Strozzi Palace
- Mercato Centrale
- Santa Maria Novella
- Ponte Vecchio
- Great Synagogue of Florence
- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Del Chianti
- Basilica of Santa Maria Novella
- Fiera Di Rimini
- Eremo Di Camaldoli
- Fortezza da Basso
- Uffizi Gallery
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazza della Repubblica
- Piazzale Michelangelo
- Pitti Palace
- Parco delle Cascine
- Piazza della Signoria
- Mugello Circuit
- Palazzo Vecchio
- Boboli's Garden




