
Holiday rentals with a pool in Castel San Niccolò
Find and book unique homes with a pool on Airbnb
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.

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.

Podere Casalino - Il Gatto
Set in the peaceful countryside near the Monteriggioni Castle, Il Casalino is the result of our love for restoring an old Tuscan farmhouse. My husband and I have carefully created two apartments for our guests: Il Gatto and La Pergola. We want you to feel at home from the very first moment. If you have any questions, feel free to message me: I will reply as quickly as possible. We truly look forward to welcoming you to Il Casalino and sharing this special place with you! Warm regards, Laura

Poggio del Fattore-Villa with pool, hilltop, Chianti
Poggio del Fattore is situated at the eastern edge of the Chianti region in Valdambra, a green valley that joins the lands of Florence, Siena and Arezzo. The farmstead is on the top of an hill and lies at the end of a long private road through a large olive growing estate; therefore you absolutely need a car. The breathtaking landscapes and the location of the villa offer the privacy needed for a peaceful and relaxing holiday and a perfect departure point from which to explore central Tuscany.

Infinity view
Completamente ristrutturata posizione con vista mozzafiato sul Valdarno. Il piano terra è composto da soggiorno con due vetrate che danno sul patio, camino, divano letto, bagno con grande doccia e cucina moderna con isola in acciaio, con tre porte finestre per accedere alla zona pranzo esterna con bbq. Il primo piano è composto da due camere matrimoniali ognuna dotata del proprio bagno con doccia. Giardino è moto curato,ci sono vari angoli relax, prendisole è una piscina infinity ad idrolisi

Tuscan relax appartment with private pool
Beautiful apartment set in the countryside, surrounded by olive groves and vineyards — perfect for nature lovers and scenic walks. Ideally located with easy access to Florence, Pisa, Lucca, Siena, San Gimignano and the coast. The pool is reserved exclusively for guests and our family, ensuring peace and privacy. Nearby you’ll find a small bar/grocery shop, traditional restaurants, and local farms offering wine, olive oil, and cheese. Perfect for experiencing nature, culture, and Tuscan charm.

Infinity pool in Chianti area
On the Chianti hills, portion of an old stone farmhouse from the 1800s, located in S. Filippo, a small hamlet of Barberino Tavarnelle, halfway between Florence and Siena, a 30-minute drive from Florence airport, 1 hour from Pisa airport. Three bedrooms, two bathrooms, large living room with fireplace, eat-in kitchen and dining room. Magnificent view of the hills from every window! Beautiful infinity pool with whirlpool area, unheated and open from April to October.

Farmhouse in Chianti with Swimming Pool
Agriturismo Il Colle is located on one of the Chianti hills. The structure has been completely renovated, dominates the Chianti valleys and enjoys a splendid view of the surrounding hills and the city of Florence just 35 minutes by car The apartment is located on the ground floor of the main farmhouse, with independent access and private space. The care taken in the restoration and furnishing make the house particularly welcoming, respecting the rural style.

Tofanello Orange Luxury and Modern Comfort with Outdoor Pool
Escape to the rolling hills of Umbria in this updated farmhouse (90 m2 over 2 floors) that retains its original charm. The home features classic beamed vaulted ceilings, original stone finishes, an indoor wood-burning fireplace, private entrance and a private garden terrace. The shared pool has a large sun lounge area. If your favourite dates aren't available anymore take a look at our turquoise apartment. Turquoise: https://www.airbnb.com/rooms/plus/9430389.

Casa Nespolo – Cozy farmhouse in Chianti
This house is part of an old building recently refurbished and in the past was a convent which used to be a part of the castle estate located in front of us. The interior design reflects the typical Tuscan style of furniture and materials. The kitchen is equipped with a fridge, microwave, coffee machine, sink and utensils. Available daily, for breakfast you will find coffee/tea, milk, biscuits and cakes. IT'S RECOMMENDED TO HAVE A CAR TO REACH THE HOUSE!

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.

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.

Il Leccio - Tuscany home near San Gimignano
Tuscan farmhouse with beamed ceilings and large living area with fireplace. 3 bedrooms, 2 bathrooms and an outdoor area for lunches and dinners in the company. Hilly and windy landscape with panoramic views of the Tuscan countryside. 12 km from San Gimignano, 30 from Volterra, 30 from Siena and 2 km from the medieval village of Certaldo Alto.
Popular amenities for Castel San Niccolò rentals with a pool
House rentals with a pool

Private Chianti Cottage, Garden & Vineyard Views

Lovely apartment in Chianti region

Cercis - La Palmierina

Casa Bada - Barn

Charming estate with views. A/C in the bedrooms

Il Vecchio Mulino

Old barn The Nepitella

Ancient Tuscan Rural Residence
Condo rentals with a pool

Chianti La Pruneta, Michelangelo apartment.

The Teodorano ruin, in the countryside.

Romantic Residence with Swimming Pool in Chianti

Fattoria Lornano Winery- villa ''Trebbiano''

Casa Rebecca with a small private pool

House between Firenze, Arezzo, chianti e Siena

Ginestra: Private Pool Overlooking Florence

Poggiolieto Suite - on hills 10' from city center
Home rentals with a private pool

Tuscan Villa Featured Conde Nast Best Villas Italy

Stone House with Exclusive Pool Codilungo in Chianti

Nicoletta by Interhome

Villa Pergo is an ancient charming country villa

Historic home with exclusive pool

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 $113 AUD 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
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- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Strozzi Palace
- Santa Maria Novella
- Ponte Vecchio
- Basilica Di San Miniato A Monte
- Lake Trasimeno
- Del Chianti
- Basilica of Santa Maria Novella
- Fiera Di Rimini
- Mercato Centrale
- Eremo Di Camaldoli
- Great Synagogue of Florence
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Piazzale Michelangelo
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Pitti Palace
- Parco delle Cascine
- Mugello Circuit
- Palazzo Vecchio
- Boboli's Garden
- Stadio Artemio Franchi




