Vacation rentals in San Gimignano, Italy - page 2

Carefully selected & verified rentals in San Gimignano, Italy
Check-in
30Jan2026Select date
Check-out
31Jan2026Select date
Rooms and Guests2 Guests, 1 Room
San Gimignano showcases stunning landmarks like the Torre Grossa, Piazza della Cisterna, and historic wineries such as Tenuta Torciano offering wine tastings. For your stay, explore winery hotels that highlight local charm and provide amenities like vineyard views and traditional Tuscan cuisine. You'll find a curated selection of top-rated accommodations that prioritize guest reviews and comfort. Book your trip ahead of peak seasons in summer to secure the best rates, and use local buses for easy access around the city.
View map
21-40 out of 161
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
Appartamento Benozzo San Gimignano
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
Lovely 2 Bedroom In San Gimignano Historic Center
Map500 yd from City Centre200 yd from Il Duomo Collegiata
FromUS$ 177 /nightSelect
The Secret Nest In San Gimignano
Map300 yd from City Centre100 yd from Piazza Cisterna
FromUS$ 165 /nightSelect
Il Prunello - Una Casa Tra Le Torri
3 adults
1 bedroom
2 beds
MapCentral San Gimignano0m
  • Private entrance for enhanced privacy
  • Luggage storage available for convenience
  • Walking tours for local exploration
  • Private check-in
  • Luggage storage
  • Walking tours
Hotel in historic center with modern amenities
FromUS$ 148 /nightSelect
Montagnana Country House - Relax And Stunning View
MapScenic Tuscan countryside1.5km
  • Seasonal outdoor pool with view
  • Spacious rooms with garden views
  • On-site pets allowed
  • Outdoor pool
  • Garden area
  • Air conditioning
Country house resort with family-friendly amenities
FromUS$ 344 /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
Appartamento Sotto Le Torri
Map300 yd from City Centre100 yd from Piazza Cisterna
FromUS$ 207 /nightSelect
Castello Di Fulignano Ildebrando Superior Apartment
Map2.2 mi from City Centre1.4 mi from
FromUS$ 195 /nightSelect
La Torre Useppi
4 adults
3 bedrooms
4 beds
MapIn the heart of the city0m
  • Spacious rooms with city views
  • Located in the main square
  • Private entrance for added privacy
  • Bicycle parking
  • Shared lounge
  • Pets allowed
Hotel offering unique family-friendly city center experience
FromUS$ 136 /nightSelect
Casa Simonetta
Map1300 yd from City Centre1100 yd from San Gimignano 1300
FromUS$ 139 /nightSelect
Casa Irene
4 adults
1 bedroom
2 beds
MapQuiet residential area near old town1.2km
  • Air-conditioned rooms with balcony
  • On-site solarium for relaxation
  • Barbecue facilities available for guests
  • Air conditioning
  • On-site solarium
  • Barbecue facilities
Hotel offering unique rooms with local culture experiences
FromUS$ 153 /nightSelect
Home Sweet Home
MapCentral town location0m
  • Rooms with quiet street views
  • Italian breakfast options available
  • Non-smoking property throughout
  • Flat-screen TV
  • Handicap parking
  • Cots available
Hotel in the heart of historic San Gimignano
FromUS$ 166 /nightSelect
Casa Nel Centro Storico
Map500 yd from City Centre200 yd from Il Duomo Collegiata
FromUS$ 242 /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
Appartamenti Tinacci
The largest option:
4 adults
2 bedrooms
2 beds
MapNear town center300m
  • Fully equipped kitchen with dining area
  • Air conditioning in all rooms
  • Pets allowed on the property
  • Air conditioning
  • Family rooms
  • Pet friendly
Hotel offering family-friendly apartments in San Gimignano
FromUS$ 90 /nightSelect
Teruzzi Country House
The largest option:
4 adults
2 bedrooms
2 beds
Map1.4 mi from City Centre1400 yd from
FromUS$ 272 /nightSelect
Lovely Balcony San Gimignano Apartments
MapClose to city attractions300m
  • Balcony with outdoor dining area
  • Fully equipped kitchen amenities
  • 24-hour front desk service
  • Outdoor dining
  • Paid airport shuttle
  • Flat-screen TV
Hotel with spacious rooms and city view terrace
FromUS$ 215 /nightSelect
Fattoria Guicciardini
The largest option:
4 adults
1 bedroom
2 beds
Map200 yd from City Centre100 yd from Church of Sant Agostino
FromUS$ 157 /nightSelect
Il Pozzo Apartment
2 adults
1 bedroom
1 bed
MapClose to town attractions300m
  • Historic building with private entrance
  • Fully equipped kitchen available
  • Air-conditioned rooms with flat-screen TV
  • Private entrance
  • Flat-screen TV
  • Air conditioning
Charming hotel featuring private rooms with kitchen facilities
FromUS$ 97 /nightSelect
San Gimignano Apartments Chianti
4 adults
2 bedrooms
2 beds
Map100 yd from City Centre200 yd from Church of Sant Agostino
FromUS$ 219 /nightSelect

Other cities in Italy

Check-in
30Jan2026Select date
Check-out
31Jan2026Select date
Rooms and Guests2 Guests, 1 Room