Castel San Gimignano Vacation Rentals from AED 166: Search Short-Term Rentals

Q: What are some of the best vacation rentals in Castel San Gimignano?

Villa with large garden in the Chianti hills : This vacation home rental outside of Castel San Gimignano is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

A city with historic towers and a vineyard.

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Our top choices for Castel San Gimignano vacation rentals

A pool area with lounge chairs and umbrellas, surrounded by stone buildings and greenery.

1. Casa Vacanze Le Case

San Gimignano

Andrew

A reception desk with the word "SPORTLAND" prominently displayed.

2. Sportland

Colle di Val d'Elsa

Giorgio

AED 191 total

includes taxes & fees

15 Dec - 16 Dec

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

3. Palazzo Pacini

Colle di Val d'Elsa

John

AED 476 total

includes taxes & fees

3 Dec - 4 Dec

An open wooden door leading to an outdoor patio with a table and chairs.

4. Palazzo al Torrione 2

San Gimignano City Centre

Klaus

AED 496 total

includes taxes & fees

17 Nov - 18 Nov

A building with a wooden door, windows with shutters, and flower boxes.

5. Donna Nobile

San Gimignano City Centre

Treena

AED 324 total

includes taxes & fees

8 Dec - 9 Dec

A narrow street with stone buildings, wooden doors, and a brick pathway.

6. Materia Rooms San Gimignano

San Gimignano City Centre

Bradley

AED 439 total

includes taxes & fees

16 Nov - 17 Nov

A view from a window overlooking a rural landscape with fields and a distant mountain range.

7. B&B Palazzo Tortoli

San Gimignano City Centre

Caroline

AED 411 total

includes taxes & fees

15 Dec - 16 Dec

A narrow alleyway with brick walls, wooden barrels, and potted plants.

8. Apartment in San Gimignano in the city center for 4 people with fast Wi-Fi and concierge service.

San Gimignano City Centre

Glenn

AED 568 total

includes taxes & fees

15 Nov - 16 Nov

A well-maintained garden with a central fountain, surrounded by lush greenery and flowering plants.

9. Tenuta Quadrifoglio

Gambassi Terme

Geraldine

AED 522 total

includes taxes & fees

24 Nov - 25 Nov

A patio with wicker furniture and potted plants, overlooking a scenic landscape.

10. Affittacamere Le Ginestre

San Gimignano City Centre

Jorge

AED 390 total

includes taxes & fees

15 Nov - 16 Nov

A yellow building with a dark door, potted plants, and a stone staircase leading to the entrance.

11. AlbergoDiffusoVolterra

Volterra

Mia

AED 671 total

includes taxes & fees

16 Nov - 17 Nov

A vineyard with a stone building, a metal gate, and purple plants in the foreground.

12. Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!

San Gimignano City Centre

William

AED 957 total

includes taxes & fees

15 Nov - 16 Nov

A table with breakfast items and a view of rolling hills.

13. Chianti Village Morrocco

Tavarnelle Val di Pesa

Nirav

AED 240 total

includes taxes & fees

15 Dec - 16 Dec

An outdoor courtyard with brick walls, arched doorways, and potted plants. There are metal tables and chairs arranged for outdoor dining.

14. Apartment in San Gimignano in the heart of the city for 3 people: fast Wi-Fi, concierge service.

San Gimignano City Centre

Julie B.

AED 891 total

includes taxes & fees

29 Nov - 30 Nov

A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

15. Tuscasì Aparthotel

Sovicille

Sergey

AED 312 total

includes taxes & fees

19 Nov - 20 Nov

An aerial view of a hotel with a swimming pool, outdoor seating area, and well-maintained gardens.

16. Antica Pieve B&B

Tavarnelle Val di Pesa

Jessica

AED 441 total

includes taxes & fees

14 Dec - 15 Dec

A stone courtyard with a bench, potted plants, and a building in the background.

17. Casa di Campagna in Toscana

Sovicille

Sally

AED 284 total

includes taxes & fees

16 Nov - 17 Nov

A rustic stone building with a courtyard.

18. Fullino Nero

Siena

Annie

AED 423 total

includes taxes & fees

17 Nov - 18 Nov

A kitchen area with a vase of dried plants on a tray, a microwave, and a window with curtains.

19. Vale's House

Certaldo

AED 544 total

includes taxes & fees

16 Nov - 17 Nov

A balcony with a view of a stone building and surrounding landscape.

20. A Nest with a View - A Romantic Getaway Within the City Walls

Radicondoli

AED 657 total

includes taxes & fees

23 Nov - 24 Nov

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Find vacation rentals that suit your style

Top Castel San Gimignano Hotel Reviews

A stone staircase leading to a gated entrance, surrounded by lush greenery and a well-maintained lawn.

Tenuta Decimo

San Gimignano

10/10 Excellent

FLOR

A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

Villa Sabolini

Colle di Val d'Elsa

10/10 Excellent

Mark

Palazzo Pacini

Colle di Val d'Elsa

10/10 Excellent

Simply charming. Located just a block from the Old Town and surrounded by medieval buildings, churches, and towers. Everything was perfect; the breakfast was delicious and made to order. The fruit, bread, and jams were fresh—no preservatives or pre-packaged products. The person in charge of the kitchen was very kind and attentive. The rooms were lovely, featuring antique furniture, and ours offered incredible views of the Tuscan landscape. We were treated like royalty. Furthermore, the location...

Anaisa

A swimming pool, steps, and a grassy area with umbrellas.

Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

10/10 Excellent

Fred

An outdoor dining area with tables and chairs, a stone wall, and a tree with green leaves.

Hotel Leon Bianco

San Gimignano City Centre

10/10 Excellent

We loved this place! Getting here was a bit tricky, as the map we were given in the welcome email was of bad quality, so it didn't take us to the correct place right away, but we figured it out, very minor. I'm sure you can ask for a better quality map. When we arrived to check in, we were greeted by Lisa, who was oh so very helpful! She showed us where laundry was, asked all questions we had about WIFI and other hotel things, recommended us 3 terrific places to eat dinner on each of our 3...

Todd

An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.

Villa San Lucchese

Poggibonsi

10/10 Excellent

Beautiful property with large rooms, parlors, great staff, great restaurant, etc. We arrived late and the kitchen was closed, but they made one call and re-opened it for us and served an amazing meal with late night enthusiasm on a beautiful deck. The rooms were large, nice baths and very comfortable beds. We wanted to stay another night to relax by the pool and enjoy the wonderful grounds, but they were booked so we had to move on as this was a last minute booking. Great breakfast in the...

Anonymous traveler

A hallway with framed pictures on the walls, a blue carpet, and a door on the left.

Albergo Etruria

Volterra

10/10 Excellent

Steve

A table set for dining with a view of a vineyard.

La Cisterna

San Gimignano City Centre

10/10 Excellent

Old hotel in an old mountain top town. Given the limitations of this environment the Cisterna is a great little hotel that met all of our needs .The Cisterna is located in Cisterna Square in town close to sights, dining and a valley view walkway. The views to the valley from the rooms is amazing. The rooms are a good size and are modernized and comfortable. The staff is great (friendly and helpful). Many choices for dining close by (in the square) but others will require some minor hills and...

David

A historic street with a hotel entrance featuring an arched doorway and potted plants.

Hotel L' Antico Pozzo San Gimignano

San Gimignano City Centre

10/10 Excellent

Dorothy

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

Hotel Borgo San Luigi

Monteriggioni

10/10 Excellent

James

A stone building with a swimming pool, outdoor seating, and trees.

Il Castagnolo Country B&B

San Gimignano

10/10 Excellent

Anonymous traveler

A stone building with a sign reading "Vin Hotel." There are potted plants in front of the entrance.

Hotel Volterra In Superior

Volterra

10/10 Excellent

Lone Lady

An outdoor courtyard with stone walls, arched doorways, and potted plants.

Residenza d'Epoca Palazzo Buonaccorsi

San Gimignano City Centre

10/10 Excellent

The accomodations were awesome! I would highly recommend this hotel. She does not take credit cards and it is difficult to find. However, she will send you an e-mail prior to arrival with all these details as well as how to find the hotel. You can park out front while checking in and then you drive about 100 meters to a free parking lot .... very convenient. The City is wodnerful are easily walkable!

Anonymous traveler

A narrow cobblestone street lined with traditional brick buildings, outdoor seating with wicker chairs and tables, and hanging lanterns.

Hotel Il Castello

Certaldo Alto

10/10 Excellent

Kenneth

A modern bedroom with a wooden headboard, a large bed with white linens, a bedside table with a lamp, and a sliding glass door leading to an outdoor patio with a table and chairs.

Hotel Ristorante La Dama nella Vigna

Monteriggioni

10/10 Excellent

Leigh

Frequently Asked Questions

Can I find a vacation rental in Castel San Gimignano?

Yes, we have vacation rentals close to top local attractions in Castel San Gimignano, or you can select a more secluded option if you're looking for a relaxing stay. Castel San Gimignano is known for its coffeehouses and local tours. Make sure you have time to check out the wineries while you're in the area.

What are some of the best vacation rentals in Castel San Gimignano?

Villa with large garden in the Chianti hills: This vacation home rental outside of Castel San Gimignano is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of books.

How many vacation rentals will I find in Castel San Gimignano?

With 3 Expedia vacation rentals, you're sure to find just the right place for your Castel San Gimignano stay.

What can I see and do in Castel San Gimignano?

Explore the area and family-friendly sights such as Chianti Observatory, or get out into nature at a spot like Val di Merse. In the larger area, you’ll find Sovestro in Poggio Winery and Casa e Torre Campatelli.

What are vacation rentals like in Castel San Gimignano?

Vacation rentals are privately owned accommodations you can book for several days or more in Castel San Gimignano. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family gatherings.

Castel San Gimignano Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Castel San Gimignano vacation rentals

1. Casa Vacanze Le Case

2. Sportland

3. Palazzo Pacini

4. Palazzo al Torrione 2

5. Donna Nobile

6. Materia Rooms San Gimignano

7. B&B Palazzo Tortoli

8. Apartment in San Gimignano in the city center for 4 people with fast Wi-Fi and concierge service.

9. Tenuta Quadrifoglio

10. Affittacamere Le Ginestre

11. AlbergoDiffusoVolterra

12. Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!

13. Chianti Village Morrocco

14. Apartment in San Gimignano in the heart of the city for 3 people: fast Wi-Fi, concierge service.

15. Tuscasì Aparthotel

16. Antica Pieve B&B

17. Casa di Campagna in Toscana

18. Fullino Nero

19. Vale's House

20. A Nest with a View - A Romantic Getaway Within the City Walls

Find vacation rentals that suit your style

Top Castel San Gimignano Hotel Reviews

Tenuta Decimo

10/10 Excellent

Frequently Asked Questions

Can I find a vacation rental in Castel San Gimignano?

What are some of the best vacation rentals in Castel San Gimignano?

How many vacation rentals will I find in Castel San Gimignano?

What can I see and do in Castel San Gimignano?

What are vacation rentals like in Castel San Gimignano?