Val d'Elsa Vacation Rentals

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Vacation Rentals in Val d'Elsa

Camping Boschetto Di Piemma

3.0 star property
San Gimignano
8.8 out of 10, Excellent, (85)
"Great experience, close to a beautiful city and castle on a hill. "
New Zealand
Anonymous traveler
Camping Boschetto Di Piemma

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

San Gimignano
10.0 out of 10, Exceptional, (106)
"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. "
United Kingdom
Catherine T.
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

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

Belforte
10.0 out of 10, Exceptional, (78)
"What an awesome place. Lovely house and backyard with pool. Leo is friendly , helpful and welcoming . Belforte is a small , quiet hilltop village but it is very accessible (by car) to other awesome spots- Siena, San Gimignano , Volterra and others. Highly recommended "
New Zealand
Adrian d.
"Casa di Leo" Bright And Romantic House Surrounded by Medieval Walls and Pool

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

San Gimignano City Centre
9.6 out of 10, Exceptional, (36)
"Amazing place with great location "
Canada
ANGELA C.
$186 nightly
The price is $192
Dec 2 - Dec 3
Total with taxes and fees
san gimignano apartment in historical center, courtyard and fast free wifi

Beautiful apartment in San Gimignano - RoccaiaCasa'70

San Gimignano
9.8 out of 10, Exceptional, (48)
"Quiet place to stay"
United States
mark e.
Beautiful apartment in San Gimignano - RoccaiaCasa'70

Castello Del Nero - Podere San Filippo

Barberino Tavarnelle
9.8 out of 10, Exceptional, (38)
"We loved our stay here. The rooms were clean and updated. All the amenities you need are provided. The pool and the views by it are amazing and the area is quiet. The small town nearby has great food options. Would definitely stay again."
United States
Vincent
Castello Del Nero - Podere San Filippo

La Casa di Ines

San Gimignano City Centre
9.4 out of 10, Exceptional, (6)
"Amazing property and family ! "
Canada
Mary
$114 nightly
The price is $131
Nov 18 - Nov 19
Total with taxes and fees
La Casa di Ines

Your panoramic house in Tuscany between vineyards and olive groves.

Barberino Val d'Elsa
9.8 out of 10, Exceptional, (43)
"The property was absolutely charming. It really had that homey, Italian, Tuscan charm about it. The kids and my husband loved it too. I wish I had planned for more days there. We didn’t have time to partake in the cooking class or truffle hunting, but I guess that just leaves a reason to come back. The location was great too because it’s in the country away from the busy cities, but a close enough drive to all the various Tuscan sites.The owners were very nice and spoke good enough English....
United States
Gwen L.
Your panoramic house in Tuscany between vineyards and olive groves.

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

San Gimignano
10.0 out of 10, Exceptional, (118)
"My husband and I spent 2 weeks at Villa Iris with our adult children and their spouses. The villa location is ideal and the views are even better in person, just breathtaking. The outdoor space is where we most of our living, and the pool is exceptional. Centrally located to Florence, Siena, Lucca and such easy access to San Gimignano for dinner, we all agreed it was ideal location. The chef services made us feel like royalty! If we can be back, we will! "
United States
maureen f.
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.

Villa San Filippo

4.0 star property
Barberino Tavarnelle
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."
United Kingdom
Andrew
Villa San Filippo

Casa Vacanze Le Case

San Gimignano
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."
Italy
Alex
Casa Vacanze Le Case

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

San Gimignano
10.0 out of 10, Exceptional, (113)
"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."
United States
Alice N.
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

Palazzo Pacini

Colle di Val d'Elsa
9.8 out of 10, Exceptional, (98)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
$140 nightly
The price is $157
Nov 23 - Nov 24
Total with taxes and fees
Palazzo Pacini

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

San Gimignano
10.0 out of 10, Exceptional, (108)
"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."
United Kingdom
Patrick W.
- 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!

San Gimignano City Centre
9.8 out of 10, Exceptional, (12)
"Great location, we enjoyed our visit"
United States
Keith S.
$252 nightly
The price is $260
Nov 17 - Nov 18
Total with taxes and fees
Welcome "Casa San Gimi" your perfect base for exploring the wonders of Tuscany!

Villa Mucellena

Casole d'Elsa
Villa Mucellena

In the hearth of Chianti, lovely country house

Barberino Tavarnelle
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!!!"
United States
Michael B.
In the hearth of Chianti, lovely country house

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

Castelfiorentino
9.8 out of 10, Exceptional, (70)
"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."
Austria
Helmut W.
Lovely Barn with Private Poolnear San Gimignano, between Florence and Siena.

Apartment With Private Pool framed with stunning view

Castelfiorentino (FI)
Apartment With Private Pool framed with stunning view

Borgo al Cerro

Casole d'Elsa
9.2 out of 10, Wonderful, (23)
"Väldigt vackert ställe med bra placering mitt i Toscana. Rummet var väldigt fint, men bilderna från hemsidan var finare, så jag blev lite besviken när vi väl kom in. I övrigt var komplexets omgivningar och trädgård helt fantastisk. Barnen hade roligt med pingisbor och dart och det fanns trevlig grillplats att nyttja. "
Sweden
Frida
Borgo al Cerro
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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Find out more about Val d'Elsa

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

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

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Val d'Elsa vacation 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 low season months. For more hustle and bustle, you may prefer to visit Val d'Elsa in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $131 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

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