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, (82)
"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

Palazzo Pacini

9.8 out of 10, Exceptional, (94)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
The price is AU$240
includes taxes & fees
1 Sept - 2 Sept
Palazzo Pacini

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

10.0 out of 10, Exceptional, (98)
"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, (1)
The price is AU$142
includes taxes & fees
25 Sept - 26 Sept
La Casa di Ines

Castello Del Nero - Podere San Filippo

10.0 out of 10, Exceptional, (37)
"Much nicer stay then the rooms at the Como"
Castello Del Nero - Podere San Filippo

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, (43)
"Quiet place to stay"
Beautiful apartment in San Gimignano - RoccaiaCasa'70

Your panoramic house in Tuscany between vineyards and olive groves.

9.8 out of 10, Exceptional, (40)
"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.

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$221
includes taxes & fees
14 Sept - 15 Sept
Casa Vacanze Le Case

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

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

10.0 out of 10, Exceptional, (109)
"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)
"Great place to stay with family/friends. The grounds are beautiful and immaculately maintained. The house is spotless. The owners organized a meal and a cooking class at the villa for us. They were willing and able to help in any way possible and were very organized with the check in and check out process. Will definitely return. "
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.

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

10.0 out of 10, Exceptional, (42)
"Great Villa to stay at. Owner was excellent to deal with."
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa

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

9.6 out of 10, Exceptional, (9)
"Great location, we enjoyed our visit"
The price is AU$460
includes taxes & fees
15 Sept - 16 Sept
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!

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

9.6 out of 10, Exceptional, (34)
"This place was exactly as advertised and the pictures don’t do it justice—it is so lovely and had all the necessities for a comfortable stay. Perfect central location and helpful details for parking were much appreciated. The history of the home and the graciousness of the hostess were bonuses. "
The price is AU$291
includes taxes & fees
2 Sept - 3 Sept
san gimignano apartment in historical center, courtyard and fast free wifi

Ancient App. Immersed in History

8.6 out of 10, Excellent, (7)
Ancient App. Immersed in History

Villa Mucellena

Villa Mucellena

Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany

10.0 out of 10, Exceptional, (80)
"Great place. Great host Driveway….needs work "
Villa Sabrina - Luxury Villa Rental with private swimming pool in San Gimignano, Tuscany

Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly

9.6 out of 10, Exceptional, (57)
"Plenty of room for our group of 9 people to enjoy. Check in was thorough and the property owners live next door. Lovely pool to enjoy during a hot day, and great views from the bedrooms."
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly

Lovely Barn with Private Poolnear San Gimignano, between Florence and Siena.

9.8 out of 10, Exceptional, (67)
"Perfect spot! The location was ideal, close to everything we wanted to explore. Marilia was welcoming and attentive, making our stay even more enjoyable. Would definitely stay here again!"
Lovely Barn with Private Poolnear San Gimignano, between Florence and Siena.
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 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$142 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.