Val d'Elsa Holiday Rentals

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Holiday Rentals in Val d'Elsa

Camping Boschetto Di Piemma
3.0 star property
8.8 out of 10, Excellent, (85)
"The mobile homes were a great alternative when Via Francigena hostels were full. Friendly people, swimming pool was wonderful , and an easy walk back and forth to San Gimignano."
Camping Boschetto Di Piemma
La Casa di Ines
10.0 out of 10, Exceptional, (4)
"Very nice and affordable property in the heart of San Gimignano. Room clean and quiet, staff accommodating. Would highly recommend. "
The price is AU$138
includes taxes & fees
23 Oct - 24 Oct
La Casa di Ines
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
10.0 out of 10, Exceptional, (104)
"Great villa in a lovely location. We (8 adults and 2 children) really enjoyed our trip. It had everything we needed and a beautiful view from the pool! Thank you to Allesandro for helping us book things in the local area too. "
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Castello Del Nero - Podere San Filippo
9.8 out of 10, Exceptional, (38)
"Much nicer stay then the rooms at the Como"
Castello Del Nero - Podere San Filippo
Beautiful apartment in San Gimignano - RoccaiaCasa'70
9.8 out of 10, Exceptional, (47)
"We really enjoyed our stay. It was in a very quiet, out of the way picturesque place. Our host was great - had everything we needed and very helpful and great communication. Would definitely recommend and would stay here again. "
Beautiful apartment in San Gimignano - RoccaiaCasa'70
Your panoramic house in Tuscany between vineyards and olive groves.
9.8 out of 10, Exceptional, (43)
"Very spacious and clean villa in between Florence and Siena in the heart of Chianti. Tremendous hosts that communicated often and met a couple special requests. Have already referred this listing and will definitely come back!"
Your panoramic house in Tuscany between vineyards and olive groves.
Podere il Pino
9.2 out of 10, Wonderful, (17)
"Beautiful place to stay. Great for kids and has an amazing view. "
Podere il Pino
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.
10.0 out of 10, Exceptional, (117)
"It is a wonderful property, a beautiful villa with all expectations met, Caterina and Calorina were great hosts and looked after every detail. Location was great right in the middle of wine country "
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.
san gimignano apartment in historical center, courtyard and fast free wifi
9.6 out of 10, Exceptional, (36)
"Great experience in a medieval villa converted to apartments. We were there for one night and enjoyed it very much!"
The price is AU$268
includes taxes & fees
6 Nov - 7 Nov
san gimignano apartment in historical center, courtyard and fast free wifi
Villa San Filippo
4.0 star property
8.4 out of 10, Very good, (40)
"Conveniently situated between Florence and Siena in the heart of the Chianti region with stunning views. Friendly relaxed hosts who provide a substantial breakfast. Beautiful large swimming pool to cool off at the end of the day."
Villa San Filippo
Lovely Barn with Private Poolnear San Gimignano, between Florence and Siena.
9.8 out of 10, Exceptional, (69)
"A beautiful place for vacation! Many thanks to Marilia for all her efforts making our stay as pleasant as it has been! We've had a beautiful time within this very special and wonderful environment of Tuscany."
Lovely Barn with Private Poolnear San Gimignano, between Florence and Siena.
Palazzo Pacini
9.8 out of 10, Exceptional, (97)
"The owners of this hotel are very accommodating. The breakfast was very good. The restaurants around this hotel are plentiful and offer good value and views."
The price is AU$287
includes taxes & fees
16 Nov - 17 Nov
Palazzo Pacini
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
10.0 out of 10, Exceptional, (107)
"Perfect home for our home away from home. House is beautiful and hand built by the family. Hospitality is wonderful. The location is perfect for exploring the Tuscany region."
- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi
"Casa di Leo" Bright And Romantic House Surrounded by Medieval Walls and Pool
10.0 out of 10, Exceptional, (78)
"Our family of 5 enjoyed every minute of trip to Tuscany and our stay at Leo’s place was wonderful.Leo was excellent at communicating and made us feel very welcomed in his beautiful house."
"Casa di Leo" Bright And Romantic House Surrounded by Medieval Walls and Pool
Casa Vacanze Le Case
9.0 out of 10, Wonderful, (8)
"Situata in una posizione ideale per trascorrere un momento di relax accompagnati da una vista eccezionale. Davvero bella location."
The price is AU$162
includes taxes & fees
3 Nov - 4 Nov
Casa Vacanze Le Case
VILLA SARAH LUXURY SAN GIMIGNANO, 5 EN SUITE ROOMS , SWIMMING POOL, SPA.
10.0 out of 10, Exceptional, (43)
"We absolutely loved our time at Villa Sarah. The photos cannot capture just how breathtaking the views are. The staff were lovely and professional. We loved the kitchens and dining areas and cozy bedrooms. We also love the town and the beautiful rolling hills surrounding the Villa. We highly recommend this rental to anyone that is going to Italy!"
VILLA SARAH LUXURY SAN GIMIGNANO, 5 EN SUITE ROOMS , SWIMMING POOL, SPA.
In the hearth of Chianti, lovely country house
10.0 out of 10, Exceptional, (77)
"Our stay was excellent. Location, location, location. Small town atmosphere while within reach of anywhere you wanted to go in Tuscany. Sylvia was the best hostess! The “feel at home” stay after spending time touring Tuscany is second to none. I would recommend this property to anyone who wants to both tour Tuscany and feel like a local living in Tuscany at the same time. And the swimming pool was awesome. Absolutely perfect in each and every way!!!"
In the hearth of Chianti, lovely country house
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
10.0 out of 10, Exceptional, (81)
"Great place. Great host Driveway….needs work "
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
9.8 out of 10, Exceptional, (11)
"Great location, we enjoyed our visit"
The price is AU$460
includes taxes & fees
25 Oct - 26 Oct
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!
Villa Mucellena
Villa Mucellena
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Val d'Elsa Hotel Reviews

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Everything you need to know about Val d'Elsa holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Val d'Elsa holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Val d'Elsa holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Val d'Elsa holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Val d'Elsa. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Val d'Elsa holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Val d'Elsa holiday rentals we have selected for you start as low as AU$138 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Val d'Elsa rentals

At Expedia, we put the best Val d'Elsa holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Val d'Elsa rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Val d'Elsa holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Val d'Elsa. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.