Val d'Elsa Holiday Rentals from NZ$199: Search Short-Term Rentals

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Holiday Rentals in Val d'Elsa

"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."

Seasonal outdoor pool, pool umbrellas, pool loungers

"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."

Outdoor pool, pool umbrellas, pool loungers

"Beautiful property and surrounds. Room was exactly as described, highly recommended "

includes taxes & fees

26 July - 27 July

"Charming hotel, wonderful staff and an excellent breakfast! Highly recommended!"

includes taxes & fees

15 Aug - 16 Aug

"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. "

includes taxes & fees

31 July - 1 Aug

"Quiet place to stay"

"We had such a nice stay and only wish it had been longer! Enrico & Simona were excellent hosts and we loved the cooking class they did for us and our 3 college students who learned to make pasta for the first time. The views are spectacular and it’s a perfect location for trips to the many surrounding towns and wineries. We’d love to come back in the summer and stay longer!"

"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."

"Great Villa to stay at. Owner was excellent to deal with."

"We had a fantastic time at the house, Fabio was excellent in his communication and help. The house is great with separate areas but big communal spaces. We had a couple of delicious meals cooked for us by Fabio, I would highly recommend this luxury! If I had to say one thing it would be great if the pool seating area was tiled instead of grass, but overall can't fault it."

"Beautiful place to stay. Great for kids and has an amazing view. "

"This house is beautiful, perfectly situated, and well maintained! Alessandro was so kind and we enjoyed every moment of our stay! "

"This is a great property with loveku views and a great welcome. Loved our stay and will be going back."

"We loved our stay. The property is quiet and private but is in close proximity to a small town. Very charming and the pool was an added bonus. "

"The spacious accommodation on the first floor offered captivating views over the Tuscan countryside to San Gimignano on the horizon.The garden with its spacious swimming pool and outdoor eating area was greatly enjoyed by everyone. San Gimignano itself was a lovely town to explore with great restaurants and cafes. And the meal prepared for us by Barbara was very special."

"Great old barn, do not expect brand new objects, but a lively location and Marilia is such a nice person. We enjoyed it very much and will be back for sure. Travel by car or train to San Gimignano, Florence, Pisa or Livorno etc. Really a pleasant stay."

includes taxes & fees

27 July - 28 July

includes taxes & fees

25 July - 26 July

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Top Val d'Elsa Hotel Reviews

Hotel Pescille - Tuscany Charme

10/10 Excellent

"Beautiful hotel in a beautiful surroundings of vinyards "

Poderi Arcangelo

10/10 Excellent

"Exceptional views from this property. The room was for 4. It had a rustic farm house vibe. Unfortunately there was mold in the bathroom and a nest of spiders in the beams above the bed (which my husband was happy to sleep under - so we ignored). There is no noise insulation between floors and you can hear other guests above you, but everyone was respectful and noise minimal. The spare blankets in the cupboard needed a wash and were unusable. Otherwise room was clean and comfortable. The infinity pool was great and generally quiet creating a relaxing atmosphere. You need a car if you stay in one of the annexes otherwise you would have to walk up a hill. We had access to a balcony and a common area. The kitchen was accessible but you are not allowed to use unless you book an apartment.) Breakfast was very good and the terrace is amazing. We only had interaction with two staff members. One was lovely, friendly and helpful. The other was the complete opposite, which ruined some of the shine. Overall lovely place to stay, fantastic grounds and we will definitely try and visit again!"

RELAIS SANTA CHIARA - TUSCANY CHARME

10/10 Excellent

"We loved our stay. The hotel had really nice breakfasts included and the pool was fantastic after a hot day walking around the old city. We had a standard room and we were expecting it to be small. It was very small - it was difficult to find space for our cases and the shower was so small that it was hard to use it without banging your elbows. The room did include a nice outdoor balcony which made up for the super small room. The hotel was an easy walk into the old city."

Hotel Casolare Le Terre Rosse

10/10 Excellent

"This a beautiful property just a short drive from SAN GIMIGNANO. The buildings, and grounds are magnificent. Very well taken care. Rooms were big and comfortable. The included Breakfast was very good Parking it's free and at the property. They have a FREE shuttle service to go to SAN GIMIGNANO, and BACK to the hotel. I ve been to San Gimignano 3 times, it's a wonderful medieval town, BUT parking outside the city walls, it's a pain. On previous trip, for 2 different days we had to wait in line for someone to leave the parking to get into the parking lot. Also it's kind of expensive parking .(more than 20 euros for the daytime) So for us leaving our car at the hotel, and going to San Gimignano and back to the hotel, with the offered shuttle WAS GREAT option. Not to worry where to park, and not waiting in line for a parking spot. The hotel STAFF was AMAZING. Super friendly, they had always a smile, and offer a solution for every request. We were 5 people traveling in 2 cars, One of the people of the group got a room, in an area with an ELEVATOR. The other 4 people, got a room in an older area of the property WITHOUT ELEVATOR, but the hotel staff, HELPED US WITH OUR LUGGAGE, at check in, and at check out. (Thank you) The hotel has an in property restaurant. Kind of expensive, the food was good, but the staff at the restaurant, did not speak much English, so communication was a problem. We will DEFINTIVLY will stay there again, on our return to TOSCANA. "

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$199 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

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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.

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Val d'Elsa Holiday Rentals

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Holiday Rentals in Val d'Elsa

Camping Boschetto Di Piemma

Camping Boschetto Di Piemma

Villa San Filippo

Villa San Filippo

Castello Del Nero - Podere San Filippo

Castello Del Nero - Podere San Filippo

La Casa di Ines

La Casa di Ines

Palazzo Pacini

Palazzo Pacini

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

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

Beautiful apartment in San Gimignano - RoccaiaCasa'70

Beautiful apartment in San Gimignano - RoccaiaCasa'70

Your panoramic house in Tuscany between vineyards and olive groves.

Your panoramic house in Tuscany between vineyards and olive groves.

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

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

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

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

Stunning Villa: 24 guests, private SwimmingPool

Stunning Villa: 24 guests, private SwimmingPool

Podere il Pino

Podere il Pino

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

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

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

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

Le Mascie Country House

Le Mascie Country House

- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi

- Top Location - Villa in San Gimignano, Top View, 4 DBL En-Suite, Pool, A. C, WiFi

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

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

Villa Mucellena

Villa Mucellena

Exclusive Farmhouse Pool & View of San Gimignano

Exclusive Farmhouse Pool & View of San Gimignano

Tenuta Cantona

Tenuta Cantona

Top Val d'Elsa Hotel Reviews

Hotel Pescille - Tuscany Charme

Find out more about Val d'Elsa

Find out more about Val d'Elsa

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Explore a world of travel with Expedia

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