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, (84)
"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."
The price is NZ$154
includes taxes & fees
4 Oct - 5 Oct
Camping Boschetto Di Piemma

San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

10.0 out of 10, Exceptional, (101)
"The location and views were absolutely spectacular! Alessandro was EXTREMELY helpful and accommodating. He helped arrange for chef and wine tasting at the villa and they were memorable. "
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

La Casa di Ines

10.0 out of 10, Exceptional, (2)
"Habitación limpia en buenas condiciones tranquila sin ruido y muy bien ubicada"
The price is NZ$158
includes taxes & fees
18 Oct - 19 Oct
La Casa di Ines

Your panoramic house in Tuscany between vineyards and olive groves.

9.8 out of 10, Exceptional, (42)
"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.

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

Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

10.0 out of 10, Exceptional, (111)
"We had a lovely stay at the villa. The villa was comfortable, well furnished and had a beautiful view of San Gimignano. The owner was very helpful and responsive. We will definitely stay there again if we visit San Gimignano."
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, 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 ROOMS, SWIMMING POOL, SPA, SAUNA.

Palazzo Pacini

9.8 out of 10, Exceptional, (96)
"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 NZ$293
includes taxes & fees
30 Sept - 1 Oct
Palazzo Pacini

BRUNELLO - Cozy cottage located in a peaceful & panoramic position in Tuscany

9.8 out of 10, Exceptional, (69)
"This is a great property with loveku views and a great welcome. Loved our stay and will be going back."
BRUNELLO - Cozy cottage located in a peaceful & panoramic position in Tuscany

Podere il Pino

9.4 out of 10, Exceptional, (16)
"Beautiful place to stay. Great for kids and has an amazing view. "
Podere il Pino

san gimignano apartment in historical center, courtyard and fast free wifi

9.6 out of 10, Exceptional, (34)
"Great experience in a medieval villa converted to apartments. We were there for one night and enjoyed it very much!"
The price is NZ$326
includes taxes & fees
8 Oct - 9 Oct
san gimignano apartment in historical center, courtyard and fast free wifi

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.

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

Beautiful apartment in San Gimignano - RoccaiaCasa'70

9.8 out of 10, Exceptional, (45)
"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

"Casa di Leo" Bright And Romantic House Surrounded by Medieval Walls and Pool

10.0 out of 10, Exceptional, (76)
"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

- 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

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

9.6 out of 10, Exceptional, (10)
"Great location, we enjoyed our visit"
The price is NZ$498
includes taxes & fees
5 Oct - 6 Oct
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!

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 NZ$241
includes taxes & fees
5 Oct - 6 Oct
Casa Vacanze Le Case

Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa

10.0 out of 10, Exceptional, (42)
"What an amazing week at Villa Sarah! Every aspect, from the house to the view to the surroundings and to our gracious hosts exceeded our expectations. If there were 10 stars, we would give it 10 stars!"
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa

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

Find out more about Val d'Elsa

Find out more about Val d'Elsa

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 favorite 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 depends 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 NZ$154 per night. Entering your travel dates in the search wizard you might find 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.