Val d'Elsa Vacation Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Val d'Elsa

Palazzo Pacini

9.6 out of 10, Exceptional, (83)
"Beautiful hotel run by a lovely family. Great terrace to enjoy a glass of wine overlooking the valley. Delicious buffet breakfast. Rooms fantastic with very comfy bed and lovely sheets. "
The price is CA $184
CA $206 total
includes taxes & fees
Jan 4 - Jan 5, 2025
Palazzo Pacini

Beautiful apartment in San Gimignano - RoccaiaCasa'70

9.8 out of 10, Exceptional, (34)
"This place is a treasure! Beautiful views and a lovely clean home with everything we needed. The pool was immaculate and the backyard was the perfect shady spot to relax. Homemade bread, a bottle of vino, and chocolate! Rita made our stay perfetto!!!"
Beautiful apartment in San Gimignano - RoccaiaCasa'70

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

10.0 out of 10, Exceptional, (113)
"From the first contact until our checkout, the communication was excellent. The Villa was very well decorated and provided an excellent venue for our 12 person group. The chef and hostess prepared a delicious meal and extraordinary service. The Villa provided an excellent place to rest for our group. Everyone had their own bedroom and bathroom. Caterina, Gabriel and Carolina were EXCELLENT to work with! I would definitely recommend this Villa to anyone looking for a central location in...
VILLA IRIS LUXURY SAN GIMIGNANO, 6 EN SUITE ROOMS, SWIMMING POOL, SPA, SAUNA.

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

9.6 out of 10, Exceptional, (53)
"The property was beautiful and very safe. The pool was fabulous , the scenery breath taking and the hosts very friendly and welcoming people. Close to hiking trails with a pizzeria close by . A car is recommended with parking in a gated property . "
Tuscany Luxury Spacious Villa Private Pool Wi-Fi free near Siena Family Frendly

Yellow House Country Villa in Chianti Classico

10.0 out of 10, Exceptional, (95)
"The place was excellent and the location is out in the country and wonderful."
Yellow House Country Villa in Chianti Classico

Camping Boschetto Di Piemma

3.0 star property
8.8 out of 10, Excellent, (71)
"Nice quiet spot in the woods but very close to San Gimignano. Very clean. Comfortable beds. They don’t provide towels or soaps, but that is clear up front. You can rent towels if you want and they sell soap/ shampoo in the office. "
Camping Boschetto Di Piemma

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

10.0 out of 10, Exceptional, (95)
"Our host was responsive to our questions and needs. He also arranged a women to come to the property and prepare dinner for us on two separate nights.To our host, thank you."
Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano

Red House -- Country villa in Chianti Classico

9.8 out of 10, Exceptional, (108)
"The little red house is a wonderful place to completely relax and enjoy the Tusan/Chianti countryside. Very secluded and quiet. Easy access to dining options. Our host, Stefano, was very helpful and replied quickly to any questions."
Red House -- Country villa in Chianti Classico

Renaissance Residence In San Miniato with a view

Renaissance Residence In San Miniato with a view

Antico Borgo Poggiarello

2.0 star property
9.4 out of 10, Exceptional, (18)
"Although our stay was only two nights, Graciela, Roberto, Paolo & the rest of their wonderful family/staff made us feel so at home & welcome. Our stay here was simply wonderful. The views were breathtaking, the food exquisite! We will be back!"
The price is CA $336
CA $374 total
includes taxes & fees
Jan 2 - Jan 3, 2025
Antico Borgo Poggiarello

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

10.0 out of 10, Exceptional, (39)
"Villa Sarah is one of those once in a lifetime experiences. Even after seven blissful days, we still couldn’t believe we had the privilege of staying here. The views from the house of the rolling Tuscan hills and enchanting San Gimignano in the distance is a sight we will all treasure forever. The house is so thoughtfully designed and furnished by the owner, Gabriele. You really feel at home, but with every luxury, including five whimsical bedrooms with en suite bathrooms, stunning views around...
Villa Sarah Luxury Villa a San Gimignano 5 room en suite swimming pool spa

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

10.0 out of 10, Exceptional, (62)
"The setting for this property was magical. The house, located on a hill overlooking valleys with small family farms, met all our needs during our 8 night stay. We enjoyed breakfasts in the dining area and used the property as a base as we explored Tuscany, Pisa, Lucca and Florence. This was the perfect place for us. The views from the master bedroom and the pool area, including sunsets, were like nothing I have seen in my life. We could not believe we were staying in such a wonderful...
BRUNELLO - Cozy cottage located in a peaceful & panoramic position in Tuscany

Lovely converted barn with enclosed garden and private pool

9.8 out of 10, Exceptional, (59)
"My wife and I had a wonderful time. Our host Marilia is lovely and gave very helpful recommendations for vineyards, restaurants and cooking classes in the area. The view and surrounding area is breathtaking!"
Lovely converted barn with enclosed garden and private pool

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

9.6 out of 10, Exceptional, (28)
"Amazing place with great location "
The price is CA $105
CA $166 total
includes taxes & fees
Jan 5 - Jan 6, 2025
san gimignano apartment in historical center, courtyard and fast free wifi

2 bedrooms, large pool, stunning views of San Gimignano, Tuscany, private garden

8.4 out of 10, Very good, (9)
"We had a very comfortable stay in this sweet villa condo. San Gimignano was such a wonderful place to visit and is within walking distance from the property (about 2 miles). The owners and property manager were accessible and responsive."
2 bedrooms, large pool, stunning views of San Gimignano, Tuscany, private garden

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

10.0 out of 10, Exceptional, (84)
"Alessandro was a fantastic host! He always made us feel right at home. Addressing all of our questions regarding the local area. The property was exactly what we expected. The surrounding area was magnificent. "
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view

Info House

9.8 out of 10, Exceptional, (12)
"Giovanni was an amazing host. He even gave us a welcoming gift of a bottle of wine and apples. I had such an incredible time just relaxing in the peace and quiet and getting some writing done. I would recommend this spot to anyone who is interested in doing the same."
Info House

TUSCAN COTTAGE WITH PRIVATE GARDEN AND PANORAMIC POOL. 1 KM WALK TO THE VILLAGE.

9.8 out of 10, Exceptional, (31)
"The property is very well maintained and very nicely finished. The interior is very nicely finished including a full kitchen with dishwasher and two nicely finished complete baths. We enjoyed sitting outside on the patio for breakfast. This was our second stay at Podere Monte because we liked it so much the first time. We have visited Italy many times and have stayed from Lake Como and Venice in the north to Amalfi in the south, and this is our favorite area. Casole and surroundings are very...
TUSCAN COTTAGE WITH PRIVATE GARDEN AND PANORAMIC POOL. 1 KM WALK TO THE VILLAGE.

San Gimignano - Panoramic garden and beautiful pool!

9.8 out of 10, Exceptional, (36)
"This magnificent villa and the hosts, Cristina and Simone, surpassed our expectations and made a blissful stay in beautiful San Gimignano. The 300+ year old home was clean, charming and authentic and the grounds were well maintained and serene. The views of the countryside were breathtaking! At our request, the hosts arranged for a chef, Patrizia, to come to prepare dinner on 3 evenings. She was delightful and used fresh produce and ingredients from her own farm in the multi-course meals she...
San Gimignano - Panoramic garden and beautiful pool!

"Sunflower 4" Romantic for two

9.4 out of 10, Exceptional, (28)
"The property is very beautiful and rustic-it is off a gravel road so a car is needed, but it is not far from a supermarket and restaurants. The pool was delightful after a long hot day exploring the region, and the property was very large and perfect for multiple evening strolls. Stelio and Rossella were extremely friendly, accommodating, and helpful hosts. We were even greeted by one of the chickens and their dog! Stelio arranged a wine tasting with one of his friends, which was delightful. The...
"Sunflower 4" Romantic for two
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.
Don't see what you're looking for?
See all available properties in Val d'Elsa
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Val d'Elsa you may be interested in

Hotel Da Vinci

4.0 star property
8.4 out of 10, Very good, (150)
"Very clean, great service! Continental breakfast in the morning was delicious. Would stay again!"
The price is CA $104
CA $124 total
includes taxes & fees
Dec 27 - Dec 28
Hotel Da Vinci

Hotel Ristorante Alcide

4.0 star property
8.0 out of 10, Very good, (451)
"Very good property"
The price is CA $82
CA $96 total
includes taxes & fees
Dec 23 - Dec 24
Hotel Ristorante Alcide

Poderi Arcangelo

8.8 out of 10, Excellent, (281)
"This place was perfect. Spectacular views of the tuscan hills and gorgeous sunsets. Breakfast and dinner was also delicious. Perfect location for day trips to Florence, Sienna and Pisa."
The price is CA $150
CA $165 total
includes taxes & fees
Jan 6 - Jan 7, 2025
Poderi Arcangelo
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.