Villa vacation rentals in San Gimignano
Find and book unique villas on Airbnb
Top-rated villa rentals in San Gimignano
Guests agree: these villas are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for San Gimignano villa rentals
Private villa rentals
Villa in Ulignano
5.0 out of 5 average rating, 8 reviews[Luxury Villa] Swimming pool and view of San Gimignano
Jun 1 – 8
Villa in Volterra
5.0 out of 5 average rating, 18 reviewsPodere La Casetta - 2 People - Private Pool
Dec 7 – 14
Villa in San Gimignano
5.0 out of 5 average rating, 11 reviewsExclusive villa private pool Florence and Sienna
Nov 17 – 24
Villa in San Gimignano
4.93 out of 5 average rating, 46 reviewsFabulous 3Br Villa with 360° Views!
Apr 16 – 23
Villa in Impruneta
4.96 out of 5 average rating, 25 reviewsLa Quercia Estate Quintessential ItalianExperience
Nov 3 – 10
Villa in San Gimignano
4.97 out of 5 average rating, 39 reviewsTruly Tuscan villa with pool 6km to San Gimignano
Nov 2 – 9
Villa in Monteroni D'arbia
4.97 out of 5 average rating, 93 reviews"Villa Daisy" overlooking Siena
Feb 28 – Mar 7
Villa in San Casciano In Val di Pesa
4.93 out of 5 average rating, 90 reviewsVillaCortevecchia PrivatePoolVineyard 15minFlorenc
Jan 14 – 21
Luxury villa rentals
Villa in San Ginese di Compito
4.99 out of 5 average rating, 112 reviewsFarmhouse , pool, 13 px. Lucca 10km
Feb 14 – 21
Villa in Florence
4.82 out of 5 average rating, 157 reviews1400a.D. Medici’s Hunting House. Florence's jewel
Jun 16 – 23
Villa in Castiglion d'orcia
4.95 out of 5 average rating, 77 reviewsVilla Vignalunga
Nov 13 – 20
Villa in Barberino Tavarnelle
5.0 out of 5 average rating, 20 reviewsValluccia 51
Nov 24 – Dec 1
Villa in Monticchiello
4.95 out of 5 average rating, 44 reviewsVilla with garden. Il Giardino del Cardinale.
Aug 18 – 25
Villa in Montepulciano
5.0 out of 5 average rating, 13 reviewsVilla Nobile - Private Jacuzzi
Oct 20 – 27
Villa in Panzano In Chianti
4.92 out of 5 average rating, 64 reviewsLuxury Villa on Chianti Wine Estate
Mar 25 – Apr 1
Villa in Poggibonsi
4.89 out of 5 average rating, 27 reviewsVilla with pool in Chianti Area
Sep 7 – 14
Villa rentals with a pool
Villa in Sovicille
4.97 out of 5 average rating, 121 reviewsPodere La Castellina - N°1 COTTAGE
Oct 15 – 22
Villa in Gambassi Terme
4.88 out of 5 average rating, 130 reviewsIl Leccio - Tuscany home near San Gimignano
Oct 31 – Nov 7
Villa in Casalguidi
4.79 out of 5 average rating, 68 reviewsCosy farmhouse appartment on 18th century estate
Feb 6 – 13
Villa in Montepulciano
4.95 out of 5 average rating, 116 reviewsA paradise in Montepulciano...
Dec 9 – 16
Villa in San Leolino
5.0 out of 5 average rating, 92 reviewsPoggio del Fattore-Villa with pool,hilltop,Chianti
Villa in Gambassi Terme
4.94 out of 5 average rating, 36 reviewsSoleado Holidays, Villa in Chianti
Oct 29 – Nov 5
Villa in Barberino Tavarnelle
4.93 out of 5 average rating, 40 reviewsVilla Spoianello, amazing holiday in Chianti.
Feb 17 – 24
Villa in Capannori
4.91 out of 5 average rating, 11 reviewsLuxury Tuscany Villa on the hill with private pool
Feb 15 – 22
Quick stats about villa rentals in San Gimignano
Total rentals
90 properties
Rentals with a pool
80 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
80 properties are a good fit for families
Total number of reviews
900 reviews
Nightly prices starting at
$80 before taxes and fees
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