
Vacation rentals with a pool in San Gimignano
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Top-rated rentals with a pool in San Gimignano
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Oleandro double room with pool in San Gimignano
Double room in the peaceful countryside of San Gimignano, just 5 min from town by car. Located in Montegonfoli Farm, an ancient estate like a hidden hamlet, surrounded by olive trees, vineyards, and a private forest with a stream. Guests can enjoy the pool during the warm season. The room has a 160x190cm queen bed, large bathroom, fridge, microwave, and a terrace with dining table (no kitchen/fires). A perfect place for couples or solo travelers seeking tranquility, charm, and a touch of Tuscany

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.

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.

La Casa di Nada Suite
From every window of the house, beautiful views open onto the rolling Tuscan hills, a constant delight throughout the stay. The home is bright and welcoming, with comfortable bedrooms each featuring a private bathroom, a living room with a fireplace, and a fully equipped kitchen, the true heart of the home. For those who wish, it is possible—upon request—to enjoy a simple and authentic moment of cooking together, just like in a family home. A peaceful retreat in the heart of Chianti.

Appartamento nel Chianti al Mulino dell'Argenna
L’appartamento delle Rose è collocato all’interno della guest house Mulino dell’Argenna. La struttura è stata completamente restaurata nel 2015. Si tratta di un antico Mulino in pietra risalente al 1400, costruito lungo il corso del Borro dell’Argenna. Il Mulino è un luogo incantevole, immerso nel verde del bosco, con un bel parco di un ettaro e una grande piscina. Un posto ideale per trascorrere i vostri giorni in Toscana nella massima privacy, a pieno contatto con la natura.

StageROOM03 - Idyllic Chianti cottage near Siena
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.

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.

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.

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.

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.

Podere Villetta La Colombaia
The apartment has its own entrance , large living room with well equipped kitchen , 3 bedrooms and 2 bathrooms. It has a private garden with BBQ and gazebo , which offers a beautiful view of Vico d' Elsa , San Gimignano and the sunset. Swimming pool from 23/04 to 31/10.

Charming Farmhouse Suite
Tenuta Barosi, Isabella Suite - Experience the charm of Tenuta Barosi, a newly renovated agriturismo in 2024. Perched on a hilltop amidst olive groves, this serene retreat in Malmantile, a medieval village near Florence, offers stunning views and modern comforts.
Popular amenities for San Gimignano rentals with a pool
House rentals with a pool

Cercis - La Palmierina

Ancient Barn in Chianti with Pool

Casa Bada - Barn

Antico Borgo Ripostena – n. 9 Frantoio

“il colle” nice house surrounded by vineyard

Explore Chianti from a Charming Stone House

Casetta Melograno - Cozy farmhouse in Chianti

Leonardo - Chianti/Siena, Firenze, San Gimignano.
Condo rentals with a pool

Appartamento Loggiato 3 in toscana vicino Siena

Stone House in Chianti with pool and parking

Fattoria Lornano Winery- villa ''Trebbiano''

💜 "Gaia" Podere Le Fontanelle

House between Firenze, Arezzo, chianti e Siena

Manuela appartamento con piscina in agriturismo

Tenuta di Pomine Certaldo (Fi) Appartamento Edera

La Casetta
Home rentals with a private pool

Sole by Interhome

Stone House with Exclusive Pool Codilungo in Chianti

Villa Alba by Interhome

Aurora by Interhome

Podere San Lorenzo by Interhome

Villa di charme sulle colline del Chianti

Villa il Palagio nelle campagne toscane

Farmhouse , pool, 13 px. Lucca 10km
When is the best time to visit San Gimignano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$34,728 GYD | G$35,983 GYD | G$33,891 GYD | G$34,728 GYD | G$36,193 GYD | G$39,958 GYD | G$43,515 GYD | G$44,352 GYD | G$41,841 GYD | G$38,494 GYD | G$35,565 GYD | G$44,352 GYD |
| Avg. temp | 7°C | 8°C | 11°C | 14°C | 18°C | 23°C | 25°C | 25°C | 21°C | 16°C | 11°C | 7°C |
Quick stats about vacation rentals with a pool in San Gimignano

Total vacation rentals
Explore 510 vacation rentals in San Gimignano

Nightly prices starting at
San Gimignano vacation rentals start at G$8,368 GYD per night before taxes and fees

Verified guest reviews
Over 13,420 verified reviews to help you choose

Family-friendly vacation rentals
310 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 250 rentals that welcome pets

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wi-Fi availability
500 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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- 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
- Marina di Cecina
- Porta Elisa
- Del Chianti
- Basilica of Santa Maria Novella
- Pisa Centrale Railway Station
- Spiagge Bianche
- Eremo Di Camaldoli
- Cala Violina
- Piazza del Duomo (Pisa)
- Piazza della Signoria
- Uffizi Gallery
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- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
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