Val d'Elsa Vacation Rentals

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Our top choices for Val d'Elsa vacation rentals

La Casa di Ines

La Casa di Ines
San Gimignano City Centre
9.6 out of 10, Exceptional, (7)
"Love this town. Location is great "
United States
William
The price is ¥12,123
¥14,250 total
includes taxes & fees
Dec 19 - Dec 20
La Casa di Ines

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

san gimignano apartment in historical center, courtyard and fast free wifi
San Gimignano City Centre
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!"
United States
Matthew E.
The price is ¥16,463
¥26,158 total
includes taxes & fees
Jan 6 - Jan 7, 2026
san gimignano apartment in historical center, courtyard and fast free wifi

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

"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 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
San Gimignano
10.0 out of 10, Exceptional, (107)
"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

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

VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.
San Gimignano
10.0 out of 10, Exceptional, (119)
"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 "
Canada
Stephen L.
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN-SUITE BEDROOMS, SWIMMING POOL, SPA, SAUNA.

Stunning Villa: 24 guests, private SwimmingPool

Stunning Villa: 24 guests, private SwimmingPool
Ancaiano
9.8 out of 10, Exceptional, (30)
"What a Villa!! Four families with a total of 17 people, including kids aged between 12 and 19 stayed at the Villa and there was more than enough space for everyone to be comfortable. The kitchens were well stocked and the outdoor eating area was a great place to have a meal for all of us together. The pool, ping pong, hot tub and bocce provided lots to do when not sight seeing. Most importantly, Fabio was amazing!! Always available to assist or provide advice. And the meal he prepared for all...
Canada
Jonah D.
Stunning Villa: 24 guests, private SwimmingPool

Beautiful apartment in San Gimignano - RoccaiaCasa'70

Beautiful apartment in San Gimignano - RoccaiaCasa'70
San Gimignano
9.8 out of 10, Exceptional, (48)
"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. "
Canada
Danielle H.
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.
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.

Castello Del Nero - Podere San Filippo

Castello Del Nero - Podere San Filippo
Barberino Tavarnelle
9.8 out of 10, Exceptional, (38)
"Much nicer stay then the rooms at the Como"
United States
Anonymous traveler
Castello Del Nero - Podere San Filippo

San Gimignano - Panoramic garden and beautiful pool!

San Gimignano - Panoramic garden and beautiful pool!
San Gimignano
9.8 out of 10, Exceptional, (38)
"We had a group of 7 adult (19-64) family members staying here - property setting is spectacular with great views, gardens, pool , tennis court…. The house is spacious and well equipped - we ate every meal outside and took advantage of having a local chef come and cook for us one night. Very special time for us all / we will be back!"
Canada
Derek A.
San Gimignano - Panoramic garden and beautiful pool!

Podere l'Ulivo: typical Tuscan Villa of 400 meters with a large swimming pool

Podere l'Ulivo: typical Tuscan Villa of 400 meters with a large swimming pool
San Mignato Pisa
9.6 out of 10, Exceptional, (12)
"The villa was excellent for a large number of people in one party."
United Kingdom
Anonymous traveler
Podere l'Ulivo: typical Tuscan Villa of 400 meters with a large swimming pool

The timeless elegance with private pool

The timeless elegance with private pool
Toscana
10.0 out of 10, Exceptional, (1)
"The villa has great charm and character, a huge living room where you can spend time with friends, as well as outdoor spaces and the swimming pool. It is an excellent point to visit San Gimignano Colle val d'elsa Florence and Siena. Thanks Luca for hosting us"
Italy
arianna p.
The timeless elegance with private pool

Info House

Info House
COLLE VAL D' ELSA
9.8 out of 10, Exceptional, (12)
"All you need is available, peacefull and quiet."
Netherlands
Emile G.
Info House

Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (98)
"Such a beautiful gem of a hotel. Steeped in Florentine style. Comfortable and classy. Definitely would recommend "
United States
George
Palazzo Pacini

VILLA BELSOLE - Certaldo Tuscany HEATED POOL and electric car recharge

VILLA BELSOLE - Certaldo Tuscany HEATED POOL and electric car recharge
CERTALDO
10.0 out of 10, Exceptional, (40)
"Beautiful villa, stunning setting and wonderful, attentive hosts. We really enjoyed our time there. "
United Kingdom
Nicola S.
VILLA BELSOLE - Certaldo Tuscany HEATED POOL and electric car recharge

FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops

FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops
Poggibonsi
9.4 out of 10, Exceptional, (20)
"We stayed in apartment Falco which has great views over the valley.The apartment is exactly as listed,well equipped and spotlessly clean.It is perfectly placed for visiting all the top Tuscan towns and there are numerous local restaurants within easy reach. Fabio and Annemarie are wonderful hosts and we will definitely be visiting again. Thanks for a wonderful stay."
United Kingdom
Wendy M.
FALCO: Peaceful farmcottage close to Tuscany 's treasures, 1 mile from shops

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
San Gimignano
10.0 out of 10, Exceptional, (113)
"Even with a change in property due to unforeseen water issues Alexandria made it work. Brovo!!Joe"
United States
joe H.
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

Villa Mucellena

Villa Mucellena
Casole d'Elsa
Villa Mucellena

HILLTOP APARTMENT WITH GREAT WIEW BETWEEN SIENA AND VOLTERRA

HILLTOP APARTMENT WITH GREAT WIEW BETWEEN SIENA AND VOLTERRA
Casole D'Elsa
10.0 out of 10, Exceptional, (55)
"Also the house, hospitaility and how its situated are best in class! "
Netherlands
Fam Vanroelen T.
HILLTOP APARTMENT WITH GREAT WIEW BETWEEN SIENA AND VOLTERRA

COZY HILLTOP APARTMENT WITH PRIVATE GARDEN BETWEEN SIENA AND VOLTERRA

COZY HILLTOP APARTMENT WITH PRIVATE GARDEN BETWEEN SIENA AND VOLTERRA
Casole D'Elsa
9.8 out of 10, Exceptional, (47)
"Lovely hosts!!!We had an amazing time getting to know the Tuscan countryside and exploring the neighboring towns. Would highly recommend! "
Canada
Elli A.
COZY HILLTOP APARTMENT WITH PRIVATE GARDEN BETWEEN SIENA AND VOLTERRA
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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