Vacation rentals in San Gimignano, Italy

Carefully selected & verified rentals in San Gimignano, Italy
Check-in
26Aug2025Select date
Check-out
27Aug2025Select date
Rooms and Guests2 Guests, 1 Room
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61-80 out of 166
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Casale Di Valle Mora San Gimignano
Map2.7 mi from City Centre1.0 mi from
FromUS$ 157 /nightSelect
Casa Sant'Agostino Apartment San Gimignano
Map100 yd from City Centre300 yd from Piazza Cisterna
FromUS$ 175 /nightSelect
La Casa Dei Ricordi
MapSteps from Piazza Cisterna80m
  • Quiet street views from private balcony
  • Fully equipped kitchen for self-catering
  • Cots available for families with children
  • Equipped kitchen
  • Private balcony
  • Pet friendly
Charming rooms in the historic center of San Gimignano
FromUS$ 170 /nightSelect
L'Antica Nicchia - Centro Storico
Map500 yd from City Centre200 yd from San Gimignano 1300
FromUS$ 186 /nightSelect
Appartamento Benozzo
4 adults
2 bedrooms
2 beds
MapCenter of San Gimignano200m
  • Air-conditioned rooms with garden views
  • Fully equipped kitchen with dining space
  • Private entrance for additional privacy
  • Garden Views
  • Private Entrance
  • Fully Equipped Kitchen
Charming hotel in the historic heart of Tuscany
FromUS$ 128 /nightSelect
Agriturismo Fattoria Il Piano - Appartamento Aia - San Gimignano
MapScenic countryside near San Gimignano0.5km
  • Outdoor swimming pool with views
  • Private garden and patio
  • Activities for families and children
  • Open-air bath
  • Private parking
  • Children's play area
Rustic resort offering family-friendly activities and outdoor relaxation
FromUS$ 207 /nightSelect
Castello Di Fulignano Soarzio Panoramic Apartment
4 adults
1 bedroom
2 beds
MapCentral location in San Gimignano300m
  • Outdoor pool with mountain views
  • In-house family-friendly restaurant
  • Air-conditioned rooms with full kitchens
  • Outdoor pool
  • Family restaurant
  • Air conditioning
Charming resort with panoramic views and family dining
FromUS$ 164 /nightSelect
Medieval Palazzo Becci
The largest option:
8 adults
4 bedrooms
4 beds
MapSan Gimignano City Centre0m
  • Air-conditioned rooms with city views
  • Private parking available on-site
  • Equipped kitchen in select rooms
  • Air conditioning
  • Private parking
  • City views
Hotel offering elegant rooms in historic San Gimignano
FromUS$ 147 /nightSelect
Castello Di Fulignano Ildebrando Superior Apartment
Map2.2 mi from City Centre1.4 mi from
FromUS$ 195 /nightSelect
La Casina Di Ancicucco 1
MapNearby historic attractions34km
  • Garden with outdoor dining area
  • Barbecue and picnic facilities
  • Fully equipped kitchenette available
  • Private parking
  • Outdoor terrace
  • Air conditioning
Charming hotel with comfortable rooms and garden views
FromUS$ 91 /nightSelect
La Casa Degli Dei
Map1300 yd from City Centre1100 yd from San Gimignano 1300
FromUS$ 157 /nightSelect
Appartamento La Rocca
Map300 yd from City Centre100 yd from San Gimignano 1300
FromUS$ 154 /nightSelect
Poggiluglio By Posarellivillas
The largest option:
2 adults
1 bedroom
1 bed
Map800 yd from City Centre600 yd from San Gimignano 1300
FromUS$ 262 /nightSelect
Zafferano Rooftop Terrace Tower House
The largest option:
6 adults
3 bedrooms
3 beds
MapSteps from Piazza Cisterna40m
  • Scenic rooftop terrace with views
  • Relaxing hot tub on-site
  • Air-conditioned rooms available
  • Rooftop terrace
  • Hot tub
  • Air conditioning
Hotel with unique rooftop terrace and hot tub amenities
FromUS$ 320 /nightSelect
Sunflowers - Appartamento A San Gimignano
Map900 yd from City Centre600 yd from San Gimignano 1300
FromUS$ 245 /nightSelect
Roccaiacasa'70
4 adults
2 bedrooms
3 beds
MapHistoric San Gimignano300m
  • Private pool for relaxation
  • Spacious family-friendly rooms
  • On-site cycling activities available
  • Private pool
  • Garden views
  • Barbecue area
Hotel with private pool and activities in Tuscany
FromUS$ 219 /nightSelect
Appartamento Sotto Le Torri
Map300 yd from City Centre100 yd from Piazza Cisterna
FromUS$ 183 /nightSelect
Il Teatro
Map300 yd from City Centre100 yd from Piazza Cisterna
FromUS$ 569 /nightSelect
Fattoria La Torre
MapScenic Tuscan vineyards300m
  • Cozy vineyard views and rooms
  • Guided wine tasting experiences
  • Charming agritourism with local flavor
  • Wine tastings
  • Garden views
  • Parking available
Agritourism resort celebrating Tuscany's wine culture and nature
FromUS$ 116 /nightSelect
Leone
MapNext to the main square100m
  • Air-conditioned rooms with modern amenities
  • 24-hour front desk service available
  • Rooms feature private entrance for added privacy
  • Paid airport shuttle
  • Private entrance
  • Flat-screen TV
Hotel featuring modern rooms in historic San Gimignano
FromUS$ 196 /nightSelect

Flexible Price Range for Vacation Homes in San Gimignano

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price
US$ 827
⬇️ The lowest price
US$ 79
đź’¸ Average price for
3-star hotels
US$ 195
Apartments
US$ 215

Top vacation homes in San Gimignano

Based on guest reviews from the past 12 months

Charming Historic Retreat:
Casa Del Medioevo
Scenic Countryside Escape:
Agriturismo Poggio Rotondo
Luxury with Stunning Views:
Il Castro Luxury Apartments
Family Friendly Comfort:
Casa Simonetta
Romantic Getaway Haven:
Artistic Ambiance:
The Artists' Tower
Cultural Hub in the Heart:
Casa Nel Centro Storico
Cozy Hillside Retreat:
Montagnana Country House

FAQs about San Gimignano rentals

Get answers to common questions and plan your adventure smoothly

What are the best vacation rentals for families in San Gimignano?
"Casa Lari" and "La Torre Useppi" cater to families, featuring spacious accommodations and family-friendly amenities such as kitchens and multiple bedrooms.
Which vacation rentals are ideal for couples in San Gimignano?
"La Casina Di Elena, Romantic Apartment In San Gimignano" and "Casa Bardi" offer a romantic setting with cozy interiors, perfect for couples looking for a getaway.
Which vacation rentals are located close to popular landmarks in San Gimignano?
Properties like "Casa Nel Centro Storico" and "Casa Del Medioevo" are just a short walk from the town center and historical sites like the Piazza della Cisterna, enhancing the experience for visitors.

Vacation Rentals Insights in San Gimignano

This guide provides essential information on vacation rentals in San Gimignano, evaluating approximately 100 properties to help travelers make informed decisions on where to stay.

Nightly rates range from $70 to $300.

Peak travel seasons are June to August.

Local taxes average 10% on rentals.

Most attractions, like the Historic Center, are within a 0.5-mile radius.

Book 3-4 months in advance for the best rates.

Check-in
26Aug2025Select date
Check-out
27Aug2025Select date
Rooms and Guests2 Guests, 1 Room