
Villa vacation rentals in San Gimignano
Find and book unique villas on Airbnb
Quick stats about villa rentals in San Gimignano

Total vacation rentals
Explore 70 vacation rentals in San Gimignano

Nightly prices starting at
San Gimignano vacation rentals start at ﺩ.ﺇ 477 per night before taxes and fees

Verified guest reviews
Over 1,500 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of San Gimignano vacation rentals include wi-fi access

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

4.8 Average rating
San Gimignano stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated villa rentals in San Gimignano
Guests agree: these villas are highly rated for location, cleanliness, and more.

Villa Il Vecchio Pozzo in Toscana
Immersa nella natura dove è possibile rilassarsi alla vista di un magnifico panorama. Gambassi Terme è situato al centro della Toscana a pochi km dalle principali città d'arte (Firenze, Siena, Pisa). Il centro storico è raggiungibile anche a piedi e nei periodi estivi vengono organizzate varie feste paesane e spettacoli vari. L'appartamento è composto da cucina, soggiorno, divano, camino, bagno, una camera matrimoniale e una camerina con due letti singoli. Sul retro c'è un loggiato con vista mozzafiato e la piscina con lettini e ombrelloni. La presenza dell'ampio giardino e la vicinanza all'orto di famiglia munito di animali domestici (galline, piccioni e papere) ne fanno un luogo ideale anche per una famiglia con bambini. Immerso nella campagna dove è possibile rilassarsi in pace e tranquillita' alla vista di un magnifico scorcio ,ma facilmente raggiungibile anche a piedi il centro dove ci sono supermarket,bar. ecc
LocationValueAccuracy
4.94 out of 5 average rating, 146 reviews
Villa Padronale - IlVillinoFarmhouse
Intero piano superiore della Villa Padronale appena ristrutturata in stile tradizionale toscano.Gli alti soffitti con le travi a vista rendono il posto accogliente e perfetto per famiglie o gruppi di amici.Nella casa si trovano due grandi camini(in salotto e cucina)funzionali.Alloggio privato, non condiviso. La casa ha una ampia terrazza coperta,giardino con divani,bbq,firepit,parking privato. La piscina tra gli ulivi e i vigneti e' ideale per il relax ha un accesso privato alla zona condivisa
ValueFamilyCheck-in
4.93 out of 5 average rating, 256 reviews
Tuscany Country House Villa Claudia
Vivi l’incanto della nostra Country House: un antico casale toscano di pregio, finemente restaurato, con vista mozzafiato sul borgo di Canneto (785 d.C.). Immersa nel verde di San Miniato e dotata di ogni lusso moderno, la villa è un rifugio esclusivo per rigenerarsi. Scegli tra il relax totale nella Jacuzzi in giardino, tour enogastronomici d'eccellenza o visite alle vicine città d’arte toscane. Un’esperienza sensoriale indimenticabile tra storia e natura. Prenota il tuo sogno in Toscana!
FamilyLocationQuiet
4.94 out of 5 average rating, 134 reviews
CasaDiManuela:TotallyPrivateChiantiVilla withTub
CasaDiManuela:TotallyPrivateVilla in Chianti withTub Jacuzzi The villa, immersed in the Chianti countryside, was obtained from an old farmhouse and then renovated with extreme care and attention to detail. Original terracotta floors and ceilings with ancient exposed beams, old traditional Tuscan furniture, flowery fabrics that dress beds and armchairs, paintings, antique china and lived objects recovered from markets and junk dealers will frame your living room. Nothing here is by chance.
LocationValueAmenities
4.97 out of 5 average rating, 106 reviews
Villa dei 2 Ulivi (Abbadia Isola)
FULLY AIR CONDITIONED, modern 6BR/4BA VILLA on Via Francigena: an enchanted paradise for friends & families with kids (trampoline, basketball area, soccer & volley/beach tennis nets, fossball, table tennis) & w. pets (fenced garden). Located in the small village Abbadia Isola in the shadow of the medieval castle of Monteriggioni, right on the path the ancient road & pilgrim route running from France to Rome (via Francigena) A.k.A FAMILY GROUPS KIDS FRIENDS dream VILLA Siena 12mn (ABB)
FamilyValueBathroom
4.97 out of 5 average rating, 174 reviews
Villa Gourmet Food, Pizza, Chef, Pool and Nature
Villa Gourmet Typical farmhouse in the heart of Tuscany with 6 bedrooms that can comfortably accommodate up to 14 guests. - Exclusive saltwater infinity pool - Gourmet cuisine - Large garden with private parking - Two Free Charging Station (3,75 KW) - Veranda with table and Weber barbecue by the pool - Children's play area and table tennis - Football pitch - Home Restaurant service available - Cooking class and pizza workshop using a wood-fired oven - Shuttle Services
LocationValueView
4.98 out of 5 average rating, 127 reviews
Torre dei Belforti
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.
FamilyLocationParking
4.99 out of 5 average rating, 138 reviews
Podere Tignano, 4-bedroom villa in the Chianti!
Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.
FamilyLocationHospitality
4.98 out of 5 average rating, 107 reviews
Luxury Villa in the very heart of Chianti
The views, the views, oh my word the VIEWS! Originating in the early 12th century this spectacular home once served as the bakery for the entire village. Now fully renovated, the entrance and ground level have been opened with glass arches allowing natural light to illuminate the exposed walls, 4 large bedrooms, 3 with ensuite baths ( including a jacuzzi ). Only Minutes away from the famous Wineries of Chianti, this is THE Spot for a glass amongst friends.
LocationFamilyBackyard
4.98 out of 5 average rating, 120 reviews
La Torre
Antica villa toscana, bellissima, con giardino privato esclusivo, completamente ristrutturata, immersa nelle splendide e dolci colline toscane. La villa ha una vista mozziafiato, molto soleggiata, ben arredata e dotata di tutti i comfort, silenziosa e non isolata. La casa si trova a Bagnolo, piccola frazione di Impruneta alle porte del Chianti, zona di uliveti, vigneti e pace. La casa si trova a circa 10 km in macchina dal centro di Firenze.
ValueFamilyOutdoor spaces
5.0 out of 5 average rating, 190 reviews
"Villa Daisy" con vista su Siena
Meravigliosa villa con ingresso indipendente all'interno del podere "Caggiolo", riportato alla luce con curata e profonda ristrutturazione che ha mantenuto intatti i lineamenti tipici di un podere toscano. Splendida vista panoramica su Siena. Situato alle Ville di Corsano, a soli 14 km dalla città. Luogo ideale per trascorrere giorni in totale relax e godere delle meraviglie che questa zona offre (Chianti, Val d'Orcia, Crete Senesi..).
FamilyValueParking
4.95 out of 5 average rating, 174 reviews
Villa Capanna, Private Pool, Breathtaking Views
Ancient restored barn with up to 6 bedrooms and 6 bathrooms, immersed in a historic wine estate, just 6 km from Siena. One of the most beautiful views that the Tuscan panorama can offer, airconditioned bedrooms, exclusive swimming pool, large triple garden, BBQ, poolside table, terrace to enjoy the sunset over the medieval towers on the horizon while sipping the organic wines of the estate, fireplace, parking free, WI-FI internet.
ValueFamilyHeating
4.89 out of 5 average rating, 309 reviewsPopular amenities for San Gimignano villa rentals
Private villa rentals

Il Vichiaccio: Florence Villa with Jacuzzi
FamilyLocationBreakfast
4.95 out of 5 average rating, 202 reviews
Farmhouse , pool, 13 px. Lucca 10km
LocationValueAmenities
4.99 out of 5 average rating, 148 reviews
Casale Piscina & vista San Gimignano By TripCare
FamilyLocationView
4.77 out of 5 average rating, 31 reviews
Fabulous 3Br Villa with 360° Views!
LocationValueHeating
4.95 out of 5 average rating, 75 reviews
Tuscan Villa with Pool & Jacuzzi, San Gimignano
ValueFamilyCheck-in
4.98 out of 5 average rating, 90 reviews
Romantic Villa with private pool - "Il Pollaio"
LocationFamilyComfort
5.0 out of 5 average rating, 48 reviews
Villa with pool in Chianti Area
LocationValueView
4.95 out of 5 average rating, 73 reviews
Villa Via Francigena
FamilyLocationPets
4.96 out of 5 average rating, 74 reviewsLuxury villa rentals
Le Maggioline Your Tuscany country house
ValueLocationBreakfast
4.98 out of 5 average rating, 142 reviews
Put down your luggage, this is just the beggining!
LocationValueWalkability
4.89 out of 5 average rating, 99 reviews
Poggio del Fattore-Villa with pool,hilltop,Chianti
FamilyLocationView
4.99 out of 5 average rating, 131 reviews
I CIPRESSINI DEL CASTELLACCIO (Cip 1 + Cip 2)
LocationFamilyAccuracy
5.0 out of 5 average rating, 17 reviews
Private Villa with semi-Olympic pool and Tennis
FamilyLocationPets
4.98 out of 5 average rating, 50 reviews
Casa Faraona, villa con piscina privata
FamilyLocationOutdoor spaces
5.0 out of 5 average rating, 32 reviews
Villa sii felice
FamilyLocationQuiet
4.96 out of 5 average rating, 56 reviews
Sestuccia
LocationFamilyWalkability
4.99 out of 5 average rating, 76 reviewsVilla rentals with a pool

Villa Gelsomino, your dream in Tuscany
FamilyValueCleanliness
4.94 out of 5 average rating, 32 reviews
Podere Ulimeto
LocationFamilyOutdoor spaces
4.9 out of 5 average rating, 77 reviews
La Villa della Brigata Spendereccia!
FamilyLocationKitchen
5.0 out of 5 average rating, 28 reviews
Tenuta Uzielli an elegant countryside villa
LocationFamilyDecor
5.0 out of 5 average rating, 20 reviews
STUNNING 5BR VILLA WITH POOL IN CHIANTI TUSCANY
ValueFamilyCondition
4.81 out of 5 average rating, 36 reviews
La Capannina Di Pillo
LocationFamilyDecor
4.93 out of 5 average rating, 14 reviews
Villa con piscina nel Chianti - Castellare Petroso
LocationFamilyGrill
5.0 out of 5 average rating, 33 reviews
Lucignano Secondo - La Villa
FamilyLocationOutdoor spaces
4.89 out of 5 average rating, 35 reviewsWhen is the best time to visit San Gimignano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 2,615 | ﺩ.ﺇ 2,347 | ﺩ.ﺇ 2,196 | ﺩ.ﺇ 2,174 | ﺩ.ﺇ 2,336 | ﺩ.ﺇ 2,729 | ﺩ.ﺇ 2,751 | ﺩ.ﺇ 2,284 | ﺩ.ﺇ 1,987 | ﺩ.ﺇ 1,561 | ﺩ.ﺇ 760 | ﺩ.ﺇ 2,321 |
| 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 |
Destinations to explore
- House rentals San Gimignano
- Rentals with a hot tub San Gimignano
- Family-friendly rentals San Gimignano
- Vacation home rentals San Gimignano
- Farmstay rentals San Gimignano
- Rentals with pools San Gimignano
- Rentals with breakfast San Gimignano
- Luxury rentals San Gimignano
- Condo rentals San Gimignano
- Hotel rooms San Gimignano
- Pet-friendly rentals San Gimignano
- Apartment rentals San Gimignano
- Bed and breakfasts San Gimignano
- Cottage rentals San Gimignano
- Villa rentals Siena
- Villa rentals Tuscany
- Villa rentals Italy
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Stazione Santa Maria Novella
- Cala Violina
- Mercato Centrale
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Mugello Circuit
- Spiagge Bianche
- Pisa Centrale Railway Station
- Fortezza da Basso
- Uffizi Gallery
- Gulf of Baratti
- Piazza della Repubblica
- Piazzale Michelangelo
- Palazzo Vecchio
- Del Chianti
- Parco delle Cascine
- Piazza della Signoria
- Pitti Palace
- Boboli's Garden
- Things to do San Gimignano
- Tastings San Gimignano
- Cooking San Gimignano
- Outdoors San Gimignano
- Food tours San Gimignano
- Things to do Siena
- Art workshops Siena
- Tastings Siena
- Museums Siena
- Food tours Siena
- Dining Siena
- Cultural tours Siena
- Outdoors Siena
- Landmarks Siena
- Wildlife Siena
- Cooking Siena
- Things to do Tuscany
- Water sports Tuscany
- Flying Tuscany
- Cooking Tuscany
- Wildlife Tuscany
- Landmarks Tuscany
- Workouts Tuscany
- Tastings Tuscany
- Galleries Tuscany
- Food tours Tuscany
- Dining Tuscany
- Museums Tuscany
- Outdoors Tuscany
- Performances Tuscany
- Shopping and fashion Tuscany
- Art workshops Tuscany
- Cultural tours Tuscany
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Food tours Italy
- Cooking Italy
- Flying Italy
- Cultural tours Italy
- Wellness Italy
- Tastings Italy
- Wildlife Italy
- Landmarks Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Galleries Italy
- Outdoors Italy
- Architecture Italy
- Water sports Italy







