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Vacation rentals with a pool in San Gimignano

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in San Gimignano

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
An aerial view captures the sprawling vineyards and olive groves surrounding Podere Vergianoni. The property features a salt-water pool positioned on a terrace, offering panoramic views of the lush Chianti landscape and medieval castle in the distance. Rustic buildings line the garden area.
Condo in Noce
5 out of 5 average rating, 172 reviews

Antico Podere del 1600 nel Chianti in Toscana

Podere Vergianoni è un antica e storica proprietà risalente al 1600 situato nelle splendide colline del Chianti in Toscana. L'appartamento è arredato in perfetto stile tradizionale dell'antica Toscana : travi in legno, pavimenti in cotto e arredamenti curati e prodotti da artigiani locali che vi faranno vivere un piacevole soggiorno . Nel grande cortile esterno troverete una piscina a sale su terrazza panoramica con stupenda vista su castello colline e vigneti con tramonti mozzafiato.

Guest favorite
A spacious outdoor pool is surrounded by neatly arranged lounge chairs and framed by lush greenery and tall cypress trees. The inviting blue water reflects the clear sky and the structure of the residence sits elegantly in the background.
Home in Asciano
4.96 out of 5 average rating, 104 reviews

Palazzo Monaci - Piscina nelle crete Senesi

Benvenuti a Palazzo Monaci ! Un' oasi di natura e bellezza unica, nel cuore delle Crete Senesi, in Toscana. Un residence con piscina e vista mozzafiato sulle crete senesi. Perfetta per coppie o famiglie in cerca di una vacanza rilassante. La posizione è perfetta per esplorare le zone limitrofe. Potrete fare escursioni nella campagna toscana, visitare i borghi medievali caratteristici, assaggiare i vini locali prelibati e immergervi nella cultura e nella storia di questa affascinante regione.

Top guest favorite
The image showcases a refreshing pool surrounded by lounge chairs and umbrellas, enhancing the outdoor relaxation area. The pool is framed by lush greenery and a stone wall, with the charming rustic house visible in the background under a clear blue sky.
Home in Barberino Tavarnelle
5 out of 5 average rating, 122 reviews

Infinity pool in Chianti

Sulle colline del Chianti, porzione di antica casa colonica in pietra del 1800, situata a S. Filippo una piccola frazione di Barberino Tavarnelle, a metà strada tra Firenze e Siena, a 30 minuti di macchina dall'aeroporto di Firenze, a 1 ora da quello di Pisa. Tre camere da letto, due bagni, ampia sala con camino, cucina abitabile e sala da pranzo. Vista magnifica sulle colline da ogni finestra! Splendida piscina a sfioro con zona idromassaggio, non riscaldata e aperta da Aprile a Ottobre.

Top guest favorite
A charming stone building surrounded by lush greenery features a wooden terrace with a parasol and flower pots. Two loungers are placed on the well-maintained lawn, providing a relaxing outdoor space.
Farm stay in Greve in Chianti
4.99 out of 5 average rating, 433 reviews

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.

Top guest favorite
A winding driveway is lined with tall cypress trees on either side. The green landscape stretches into the distance, revealing rolling hills and a distant rustic building surrounded by nature, creating a serene and inviting setting.
Home in Montaione
4.95 out of 5 average rating, 124 reviews

Cercis - La Palmierina

E' un appartamento facente parte di una tenuta completamente recintata di 60 ettari di natura incontaminata: più di 1000 ulivi, innumerevoli cipressi e foreste profumate creano un ambiente idilliaco per coloro che ricercano tranquillità e silenzi. La tenuta Palmierina è in prossimità di Castelfalfi (un vero gioiello di architettura medievale) e nelle vicinanze di Firenze (50 Km), Siena (50 Km), Pisa (50 Km). Nelle vicinanze ci sono due campi da golf.

Top guest favorite
A spacious living area is furnished with a dining table and four chairs, complemented by a cozy sofa. Large windows offer views of the surrounding landscape, while subtle natural light filters through textured shades. A television is mounted on the wall, with a glimpse of an elegant bathroom in the background.
Loft in Scandicci
4.98 out of 5 average rating, 127 reviews

Meraviglioso Loft in Villa con Piscina nel Chianti

Situato al secondo e ultimo piano del complesso "Suites le Valline", il loft Piazzale Michelangelo offre uno stile unico in una posizione ideale per esplorare la Toscana, a 15 minuti di auto da Firenze e San Casciano! Concedetevi un momento di relax nella splendida terrazza panoramica su Firenze, o rinfrescatevi nella bio piscina tra gli ulivi...e ricordate che tutte le verdure dell'orto delle Valline sono a vostra disposizione!

Top guest favorite
A set of large wooden wine barrels features a prominent yellow sign with the name 'Panzanello.' The barrels are positioned on a stone surface, surrounded by a serene landscape under a partially cloudy sky.
Condo in Panzano
4.96 out of 5 average rating, 262 reviews

Apt.Panzanello-Panzano in Chianti

L'appartamento offre tutte le comodità e la tranquillità della campagna Toscana. Godetevi il meraviglioso panorama che potrete ammirare dalla vostra terrazza privata, luogo perfetto dove trascorrere attimi di pace e serenità e accompagnati da un buon bicchiere di vino Panzanello. L'accesso all'appartamento è privato ed è disponibile il parcheggio gratuito. La cucina è attrezzata con l'occorrente per preparare deliziosi pasti.

Top guest favorite
A well-maintained garden surrounds a refreshing pool, bordered by manicured grass. A comfortable seating area, featuring two lounger chairs and a shaded umbrella, provides a serene spot for relaxation. Soft greenery and flowering shrubs form a natural backdrop, enhancing the tranquil atmosphere.
Villa in Tignano
4.96 out of 5 average rating, 190 reviews

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.

Superhost
A charming dining area is illuminated by natural light streaming through large glass doors. A round wooden table is set with a book and tea service, while a patio with seating and an umbrella is visible outside, surrounded by lush greenery.
Home in Certaldo
4.9 out of 5 average rating, 141 reviews

Paluffo Stillo House

Paluffo is an historic 15th century building restored in 2010 conserving its original structure and design. Stillo house features a spacious living room with dining room and a fireplace, 2 bedrooms and 1 of them has a loft with a single bed, 2 bathrooms, a big kitchen, and a private garden with a wonderful view of the Chianti hills.

Top guest favorite
The image features a serene infinity pool reflecting the surrounding trees and villa during sunset. Sun loungers are positioned beside the pool, and the well-maintained outdoor area offers a tranquil ambiance enhanced by the natural landscape.
Farm stay in Pisa
4.99 out of 5 average rating, 313 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.

Superhost
A warm and inviting fireplace is surrounded by various decorative elements, including potted plants and wall art. Baskets filled with logs are neatly arranged, enhancing the cozy ambiance. Natural light enters through nearby windows, creating a bright and comfortable space.
Home in Tavarnelle Val di Pesa
4.89 out of 5 average rating, 175 reviews

La Casa di Nada Home

My house is immersed in the Tuscan countryside among olive trees and vineyards in the heart of Chianti, wonderful views, relaxation, I offer cooking schools and exclusive dinners, my garden can be the perfect setting for a wonderful candlelit dinner prepared exclusively for my guests 🤗

Top guest favorite
A serene pool area is featured, surrounded by well-maintained greenery. Several lounge chairs are positioned along the pool's edge, inviting relaxation. The sky is clear and blue, complementing the tranquil setting of the property.
Villa in Tavarnelle Val di Pesa
4.94 out of 5 average rating, 164 reviews

Podere Guidi

Appartamento in Villa panoramica tra Firenze e Siena nel cuore del Chianti in un borgo incantevole. La piscina è aperta dal 1 Maggio al 30 settembre, dalle ore 9 alle 13 con utilizzo esclusivo per gli ospiti in questo orario. Per esigenze diverse, chiedere all'host.

Popular amenities for San Gimignano rentals with a pool

When is the best time to visit San Gimignano?

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Avg. priceﺩ.ﺇ610ﺩ.ﺇ632ﺩ.ﺇ595ﺩ.ﺇ610ﺩ.ﺇ635ﺩ.ﺇ701ﺩ.ﺇ764ﺩ.ﺇ779ﺩ.ﺇ735ﺩ.ﺇ558ﺩ.ﺇ533ﺩ.ﺇ613
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Quick stats about vacation rentals with a pool in San Gimignano

  • Total vacation rentals

    Explore 550 vacation rentals in San Gimignano

  • Nightly prices starting at

    San Gimignano vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

  • Verified guest reviews

    Over 13,990 verified reviews to help you choose

  • Family-friendly vacation rentals

    340 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 240 rentals that welcome pets

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wi-Fi availability

    540 of San Gimignano vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across San Gimignano rentals

  • 4.7 Average rating

    San Gimignano stays receive an average rating of 4.7 out of 5 from guests

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