
Holiday rentals with a pool in Poggibonsi
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Poggibonsi

Total holiday rentals
Explore 20 holiday rentals in Poggibonsi

Nightly prices starting at
Poggibonsi holiday rentals start at £67 per night before taxes and fees

Verified guest reviews
Over 640 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Poggibonsi holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Poggibonsi rentals

4.7 Average rating
Poggibonsi stays receive an average rating of 4.7 out of 5 from guests
Top-rated rentals with a pool in Poggibonsi
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 historic property dating back to the 1600s, located in the beautiful Chianti hills in Tuscany, with the possibility of organising a shuttle service and exclusive experiences tailored to your needs. The apartment is available for 2 adults with the possibility of adding a sofa bed for 2 children under 12 years of age. In the large outdoor courtyard you'll find a saltwater pool with a relaxation area on a panoramic terrace overlooking the castle, hills and vineyards with unique 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.

Case nell'aia Arco, apartment in Chianti and pool
L'appartamento Arco si trova in un tipico borgo toscano tra vigneti e oliveti. Appartamento arredato in stile rustico toscano, accogliente per farvi rilassare e visitare la zona. L'appartamento si affaccia sulla grande terrazza dove potete fare pranzi e cene all'aperto o aperitivi. Cucina, divano e punto TV, wifi, due camere matrimoniali, bagno, terrazza, piscina. Parcheggio auto nella proprietà . Ideale come punto di partenza per visitare Siena, Firenze, San Gimignano, sia in auto che in bici.

Stone House with Exclusive Pool Codilungo in Chianti
Welcome to your Tuscan dream between Florence & Siena. Perfect for families or romantic getaways. • 360° views of iconic Chianti hills. •Huge Exclusive Infinity Pool (17x9m), lit at night (open from May 1st to October 15th) • Total privacy, yet restaurants/shops are 10-15 mins away. • Comfort for 6: 3 bedrooms (2 double, 1 twin) & 3 full baths. • Modern amenities: Fully equipped kitchen area, Smart TV. • Outdoor bliss: Large dining loggia, professional BBQ, poolside porch & bath.

Belforti Tower
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 and our mission is to give the best to our guests, to fully enjoy this marvelous place.

Private Chianti Cottage, Garden & Vineyard Views
Set in a picturesque hamlet, overlooking the Chianti hills, this charming country house is just 10 minutes from Siena and Castellina in Chianti. Recently renovated, it blends authentic Tuscan charm with modern comforts. The house features two bedrooms, two bathrooms, a cozy living area and a fully equipped kitchen with a dishwasher, two fridges, and a washing machine. Outside, enjoy a beautiful garden and relax in the outdoor marble hot tub, soaking in the breathtaking views.

SuiteLouise.pool, Hot Tub,homeGym & private Garden
SuiteLouise, in the chianti region is the perfect retreat for those seeking design,comfort and authentic tuscan vibes.Relax in the outdoor lounge,enjoy a bbq in the rose garden, or unwind in the private hot tub or home gym. Feel at home embraced by the rolling tuscan hills, whille i help you create tailor-made stays with 10+experiences. Contact me to craft your tuscan escape and create unforgettable memories in this strategic and amazing area between Florence and Siena.

The Castle of Ferrano - Castle in Tuscany
Try the experience of staying in a real Castle! Il Castello di Ferrano offers to its hosts the chance of living an unforgettable experience: you will be the only guests in the castle, and everything will be for you (private pool from June to September, gardens etc..). 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.

Nada Home
My home is nestled in the Tuscan countryside, surrounded by olive trees and vineyards, in the heart of Chianti. All around, beautiful views and a peaceful, relaxing atmosphere. The garden is a special space, perfect for enjoying time outdoors. For those who wish, it is possible—upon request—to share moments of cooking and conviviality, such as carefully prepared dinners to be enjoyed together, even by candlelight, in an intimate and welcoming setting.

Poggio Massiccioli
Cosy apartment for 4 people furnished in Tuscan style with exposed beams, nestled among the rolling hills of the Tuscan countryside. Guests have access to an equipped garden, free Wi-Fi, a shared equipped swimming pool, a wood-fired oven and barbecue, and a washing machine. The apartment was created from a charming 19th-century stone farmhouse that was recently renovated in the Tuscan tradition and divided into three comfortable apartments

Villa Isabella
Villa Isabella is a comfortable Tuscan style villa located in the splendid Chianti hills in Tuscany with a large garden and a spectacular breathtaking panoramic swimming pool for exclusive use where you can experience the Tuscan tradition in full local style with the possibility of organizing private shuttles service for reach the property traditional experiences, services and tours only and exclusively for our guests.
Popular amenities for Poggibonsi rentals with a pool
House rentals with a pool

Podere Scorno country house with swimming pool

Infinity pool in Chianti area

Cercis - La Palmierina

Ancient Barn in Chianti with Pool

Private villa/swimming pool in Tuscany

Borgo Ripostena – No. 5 Garage

Explore Chianti from a Charming Stone House

Relaxation and charm in the Chianti hills
Apartment rentals with a pool

Loggiato 3 apartment in Tuscany near Siena

Adalberto Apartment inside the Manor of Fulignano

Scenic Stilish Country

Vintage Residence with Swimming Pool in Chianti

PODERE VAL DI GALLO CHIANTI SIENA

Farmhouse near Florence - Fienile

Tenuta di Pomine Certaldo (Fi) Edera Apartment

La Casetta
Home rentals with a private pool

Villa il Palagio in the Tuscan countryside

Casa Luigi Suite with exclusive pool

Luxe Estate nr Florence. Vineyard, Pool, Privacy

TREEhouse / casaBARTHEL
Historic villa x8 with exclusive pool
Destinations to explore
- Pet-friendly rentals Poggibonsi
- Rentals with a washing machine and dryer Poggibonsi
- House rentals Poggibonsi
- Flat rentals Poggibonsi
- Apartment rentals Poggibonsi
- Rentals with outdoor seating Poggibonsi
- Rentals with a patio Poggibonsi
- Family-friendly rentals Poggibonsi
- Villa rentals Poggibonsi
- Rentals with pools Siena
- Rentals with pools Tuscany
- Rentals with pools Italy
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Mugello Circuit
- Cala Violina
- Mercato Centrale
- Stazione Santa Maria Novella
- Pisa Centrale Railway Station
- Uffizi Gallery
- Fortezza da Basso
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Spiagge Bianche
- Piazza della Repubblica
- Parco delle Cascine
- Gulf of Baratti
- Piazzale Michelangelo
- Del Chianti
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio
- Piazza della Signoria





