Villa del Monte Vacation Rentals

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Vacation Rentals in Villa del Monte

Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
Fattoria il Milione Agriturismo
Fattoria il Milione Agriturismo
4.0 star property
8.2 out of 10, Very Good, (224)
"Beautiful "
United States
Mira
$71 nightly
The price is $95
Nov 18 - Nov 19
Total with taxes and fees
Fattoria il Milione Agriturismo
2 bedrooms, cribs/infant beds, bed sheets
hu Firenze Certosa camping in town
hu Firenze Certosa camping in town
8.0 out of 10, Very Good, (54)
"The only thing I would change is to make more stroller accessible "
United States
Aliana Paola
$47 nightly
The price is $56
Nov 13 - Nov 14
Total with taxes and fees
hu Firenze Certosa camping in town
Outdoor pool, pool umbrellas, sun loungers
Chianti Village Morrocco
Chianti Village Morrocco
3.0 star property
8.6 out of 10, Excellent, (107)
"Really enjoyed our short stay. The studio has all we needed, and we were given ine with a wraparound balcony with views of the stunning countryside!"
United Kingdom
Heike
Chianti Village Morrocco
Aerial view
Relais Villa Olmo
Relais Villa Olmo
9.4 out of 10, Exceptional, (226)
"This is a beautiful Villa with a stunning views. Rooms were large and very clean and the location was wonderful. It was close to Florence and ideal for exploring Tuscany. Restaurant offered delicious buffet breakfast and many other wonderful local dishes for lunch and dinner. I would highly recommend this Villa and would love to stay here again."
United States
Ewa
$155 nightly
The price is $174
Nov 12 - Nov 13
Total with taxes and fees
Relais Villa Olmo
2 bars/lounges
Camping Boschetto Di Piemma
Camping Boschetto Di Piemma
3.0 star property
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
Exterior
Farmhouse in the heart of the real chiantishire
Farmhouse in the heart of the real chiantishire
10.0 out of 10, Exceptional, (143)
"Everything was perfect: thank you"
United Kingdom
Richard D.
Farmhouse in the heart of the real chiantishire
Full-size fridge, oven, stovetop, espresso maker
Rocca Palazzaccio
Rocca Palazzaccio
3.0 star property
9.0 out of 10, Wonderful, (13)
"A lovely stay at this property with our 2 year old.The apartment had everything we needed and communication with the host was very good There are steep hills to access the property by car or foot so bear that in mind but we managed fine with a pram and a car its just worth noting Handy to have laundry facilities on site aswell. There is a coop just a few minutes down the road Lovely views and a clean pool which was perfect for our little one to use and toys there that he could play in the...
United Kingdom
Lauren
Rocca Palazzaccio
Outdoor dining
Villa with large garden in the Chianti hills
Villa with large garden in the Chianti hills
9.6 out of 10, Exceptional, (74)
"Adrianna was very helpful. And her home was comfortable for our family of four,. The garden was beautiful and we ate outdoors every meal. The pool was clean, yet well loved. Thanks for a great stay in a perfect location to see the surrounds of Tuscany."
Australia
Fiona F.
Villa with large garden in the Chianti hills
Outdoor pool
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
10.0 out of 10, Exceptional, (124)
"The accommodations were excellent with plenty of space for our group. The hosts were more than accommodating and helped with rental car arrangements and tour companies. They also were excellent cooks and we enjoyed many meals prepared by them. "
United States
David L.
Charming Villa Torre in Chianti, 8 ensuite bedrooms, pool, Florence, Wi-Fi, A/C.
Outdoor pool, an infinity pool
Beautiful apartment in San Gimignano - RoccaiaCasa'70
Beautiful apartment in San Gimignano - RoccaiaCasa'70
9.8 out of 10, Exceptional, (47)
"Quiet place to stay"
United States
mark e.
Beautiful apartment in San Gimignano - RoccaiaCasa'70
Outdoor dining
Villa with concierge service & heated pool at 20 minute from Florence center
Villa with concierge service & heated pool at 20 minute from Florence center
10.0 out of 10, Exceptional, (105)
"The villa is absolutely stunning & our stay was an amazing experience. We had a small wedding ceremony with our guests followed by a home cooked Italian dinner which was the most perfect evening. Cate & her family were very accommodating and made us feel very welcome. Cate made our stay stress-free and was more than happy to help organise anything we may have needed for our stay. I can’t wait to stay again "
Australia
Ashleigh R.
$1,541 nightly
The price is $1,546
Nov 23 - Nov 24
Total with taxes and fees
Villa with concierge service & heated pool at 20 minute from Florence center
Outdoor 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
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
Exterior
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
10.0 out of 10, Exceptional, (64)
"This was a trip we soon won't forget and we will 100% be back to visit. We <3 Isola Serena!!"
United States
Ashley M.
ISOLA SERENA Newly Expanded Private Luxury Villa, Tuscany, Infinity Pool & Views
A heated pool
Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl
Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl
10.0 out of 10, Exceptional, (42)
"We celebrated our 25th wedding anniversary with friends. It was a beautiful property with the most amazing views. This family owned and operated property was well taken care of. The service was exceptional."
United States
Melissa M.
Wonderful Villa - Air Bubble Massage Pool - WiFi - max.14peopl
A heated pool
Holiday house with private pool and fenced garden
Holiday house with private pool and fenced garden
10.0 out of 10, Exceptional, (63)
"This property exceeded our expectation and was fantastic. Juergen and Gabi were the best hosts anyone could hope to have when staying abroad. Every recommendation for food, touring or wine tasting was absolutely spot on. We will be back and have already been recommending to our friends and family. "
United States
Todd L.
Holiday house with private pool and fenced garden
Outdoor dining
san gimignano apartment in historical center, courtyard and fast free wifi
san gimignano apartment in historical center, courtyard and fast free wifi
9.6 out of 10, Exceptional, (36)
"Amazing place with great location "
Canada
ANGELA C.
$148 nightly
The price is $153
Nov 18 - Nov 19
Total with taxes and fees
san gimignano apartment in historical center, courtyard and fast free wifi
Interior
Romantic house in the middle of the Chianti vineyards in the heart of Tuscany.
Romantic house in the middle of the Chianti vineyards in the heart of Tuscany.
9.0 out of 10, Wonderful, (23)
"excellent"
United States
David S W.
Romantic house in the middle of the Chianti vineyards in the heart of Tuscany.
Sauna, hot tub, steam room, Turkish bath, body treatments, aromatherapy
Castellare di Tonda Resort & Spa
Castellare di Tonda Resort & Spa
8.0 out of 10, Very Good, (49)
"Mini Club, Traktorfahrten, Essen"
Germany
Marco
Castellare di Tonda Resort & Spa
Pool
Your panoramic house in Tuscany between vineyards and olive groves.
Your panoramic house in Tuscany between vineyards and olive groves.
9.8 out of 10, Exceptional, (43)
"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!"
United States
Kerry P.
Your panoramic house in Tuscany between vineyards and olive groves.
Outdoor pool, pool umbrellas, sun loungers
Riserva di Fizzano Residence
Riserva di Fizzano Residence
3.0 star property
9.8 out of 10, Exceptional, (23)
"We absolutely loved this hotel. The views were incredible and the dinner we had in the restaurant was amazing. The apartments are spacious and have everything you need except maybe some hair conditioner. The breakfast wasn’t the best I’ve ever had but fine with a decent selection. The staff are all super friendly and helpful. "
United Kingdom
Hayley
Riserva di Fizzano Residence
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 Villa del Monte Hotel Reviews

Villasanpaolo

Villasanpaolo

10/10 Excellent
"Spa and massage is heavenly, breakfast is amazing!! The property it self is very beautiful and relaxing. The views you get from the property are spectacular, and very close 10 min drive to San Gimignano. "
Harjinder 4-night trip
Posted 4 days ago
Villasanpaolo

Find out more about Villa del Monte

Everything you need to know about Villa del Monte 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 Villa del Monte 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.

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 Villa del Monte vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Villa del Monte vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Villa del Monte. 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 Villa del Monte 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 $56 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Villa del Monte rentals

At Expedia, we put the best Villa del Monte vacation 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 Villa del Monte 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 Villa del Monte vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Villa del Monte. 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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Frequently asked questions

Can I find vacation rentals in Villa del Monte?

Yes, we have vacation rentals close to well known sights in Villa del Monte, or you can select a secluded option if you're looking for relaxation.

What's the top vacation rental in Villa del Monte?

Casa Vacanze Le Case: You might want to consider this vacation rental near Villa del Monte, which offers an outdoor pool, a terrace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a stovetop and kitchenware can make your vacation run smoothly. You and your friends and family can relax into your vacation with amenities like a garden.

What can I see and do in Villa del Monte?

Explore the area and family-friendly sights such as Chianti Observatory, or get out into nature at a spot like Sentierelsa Trail. Casa del Boccaccio and Tenuta Torciano Winery are a couple of places you'll find in the larger area.

What are vacation rentals like in Villa del Monte?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Villa del Monte. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for small groups.