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Villa holiday rentals in San Vincenzo

Find and book unique villas on Airbnb

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Popular amenities for San Vincenzo villa rentals

Private villa rentals

Guest favourite
Villa in Gambassi Terme
4.98 out of 5 average rating, 48 reviews

Villa Via Francigena

CécileRating, 5 stars4 months ago
We had a wonderful week at Béatrice’s house. Highly recommended.
Villa in Marina di Grosseto
4.71 out of 5 average rating, 7 reviews

Thu-Thursday Villa

Laura Rating, 5 stars19 months ago
Located in a very quiet location, the villa has all the necessary comforts. Each bedroom includes a newly renovated bathroom. The stay was very pleasant and Mrs. Margherita was an attentive and helpful hostess.
Villa in Isola d'Elba
4.86 out of 5 average rating, 7 reviews

Independent villa with private pool, tennis

GianlucaRating, 5 stars20 months ago
The property exactly matches the description and photos. The host has always been responsive and prompt, as well as accurate and helpful. The house is very nice and cozy.
Superhost
Villa in Tavarnelle Val di Pesa
4.73 out of 5 average rating, 15 reviews

Villa Badia near Chianti Classico Wine Production

SelinaRating, 5 stars42 months ago
The Villa is huge and awesome. Everything was perfect and the host was very kind! We woul recommend it to 100%!:)
Villa in Rio
5 out of 5 average rating, 3 reviews

Villa Deluxe - Casa Radiosa

DawnRating, 5 stars7 months ago
We loved our stay at Sabrina’s. The apartment has wraparound patios that offer shade and a breeze, even on the hottest days. We loved being able to walk to the beach and fantastic meals at Il Faro. Sabrina gave so many excellent recommendations and I have never had such easy communication as we did using the group chat feature she sets up for each guest. I highly recommend this apartment and host for anyone looking for a restful, comfortable accommodation.
Guest favourite
Villa in Montaione
4.95 out of 5 average rating, 22 reviews

Private Villa with semi-Olympic pool and Tennis

SuzanneRating, 5 stars4 months ago
Francesca’s home was beautiful and in a breathtaking, peaceful location. There is a short, beautiful walk with Mountain View’s and olive groves to an incredible pool and pool house. She was incredibly helpful in helping us not only access the home, but also in providing us local recommendations. The meal that Ettore prepared for us was one of the highlights of our trip.
Guest favourite
Villa in Volterra
5 out of 5 average rating, 28 reviews

Detached villa with private pool

GünterRating, 5 stars4 months ago
Communication was hassle-free and quick. Curio and owners were very helpful. Tips for local restaurants and excursions were very good. Accommodation easy to find. Good restaurant within walking distance. Location with great views, winery just across the street and accessible by car or on foot. Room neat and clean. Property very well maintained and nice. Amenities very good. Pool and surroundings were cleaned daily... We were completely satisfied
Guest favourite
Villa in Volterra
5 out of 5 average rating, 18 reviews

Luxury villa, chef, massage, yoga, home shopping

MelissaRating, 5 stars5 months ago
I had a wonderful one-week stay at Valerio's Tuscan villa celebrating my birthday with friends and family. The villa is very spacious, private, and perfect for a group! We felt safe knowing Valerio was responsive and close-by to answer any questions and help us when needed. The pool is absolutely stunning and watching the sun set each evening over the hills is something we will never forget! We also appreciated all the areas set up to dine together and the pizza oven. The villa is in close proximity to Volterra, San Gimignano, Siena, and Florence (we visited all easily) and so many amazing wineries and restaurants. I hope we'll be able to return one day - none of us wanted to leave!

Luxury villa rentals

Guest favourite
Villa in Poggibonsi
4.93 out of 5 average rating, 40 reviews

Villa with pool in Chianti Area

DanielRating, 5 stars4 months ago
From start to finish, this home fit our vacation needs perfectly. The interior was spacious for the six of us, the kitchen well equipped, four private bathrooms. The views of the Chianti hills and landscape are breathtaking from the villa terrace and lovely swimming pool. We felt the peace, quiet and privacy. The owner hosts and AirBnb representative were invariably helpful, gracious and responsive. We would return here in a heartbeat.
Guest favourite
Villa in Sambuca
4.9 out of 5 average rating, 62 reviews

Tuscan villa Chianti Classico hills Il Poggiolino

StevRating, 5 stars4 months ago
I cannot recommend this Airbnb enough. We were a group of 7 friends and everyone was so delighted with Alberto’s place. The outdoor terrace is so wonderful. We went swimming in the pool. We cooked wonderful meals the kitchen was the best ever in a rental. So many pots and serving platters. There were linens for the table and beautiful candelabras and the grand table in the dining room was so beautiful. We are grateful we could stay here.
Guest favourite
Villa in Peccioli
4.91 out of 5 average rating, 11 reviews

Luxury villa with Pool, games room & Bocce court

KathleenRating, 5 stars4 months ago
My family and I -- six adults and a 9 month old -- spent two delightful weeks at Il Granaio. Before our arrival, Greg (the host) put me in touch with Ally, the property manager, who provided much useful information in advance and ensured we could find our way to the hidden gem that is Il Granaio. Once we arrived, Ally was available as needed, responsive to my queries as we settled in. We enjoyed the Villa and property immensely, using it as a base camp as we did day trips all around Tuscany and a longer visit to the Ligurian coast. The house was comfortable, attractive, and well-outfitted, with fantastic views from the second floor; the surrounding countryside was peaceful and beautiful; the pool was a perfect place to cool off and relax after being out and about; and the billiard table provided enjoyment for all! And having our own washer and dryer was incredibly convenient, especially when traveling with a baby. Wonderful memories were made for our family at Il Granaio!
Superhost
Villa in Montaione
4.84 out of 5 average rating, 50 reviews

Pian delle Querce Il Leccio

FrançoisRating, 5 stars6 months ago
Wonderful stay, wonderful house and beautiful surroundings super privacy, large swimming pool. We were 9 people and dec2 refrigerators were moderate, couldn't handle it well. We like to cook and need a lot and at 35 degrees...otherwise the 900 m long access path may also have some maintenance. Compared to 4 years ago, all this didn't happen much is our impression. Furthermore, Massimo is a nice and friendly host. Always willing to help
Guest favourite
Villa in San Gimignano
4.98 out of 5 average rating, 58 reviews

Truly Tuscan villa with pool 6km to San Gimignano

ErikaRating, 5 stars1 month ago
We had the most amazing stay at Giulia’s beautiful house in San Gimignano! The property exceeded all of our expectations – it was clean, spacious, and filled with charm. The views of the Tuscan countryside were breathtaking. The location was perfect. Giulia was incredibly kind and attentive, providing great local tips and ensuring we had everything we needed for a comfortable stay. This was truly the highlight of our trip to Italy, and we can’t wait to come back. Highly recommend this home for anyone visiting the area!
Guest favourite
Villa in San Casciano Val di Pesa
4.94 out of 5 average rating, 31 reviews

VILLA PIAN DE' NOCI in Chianti

PaigeRating, 5 stars3 months ago
A beautiful location. Perfect for groups.
Guest favourite
Villa in Grosseto
5 out of 5 average rating, 14 reviews

Pump Podere

TogrulRating, 5 stars3 months ago
It was such wonderful place! Very quiet and secluded. Yet easy to reach places. The garden was huge and had a nice pool. The kids has so much fun. We walked every morning in a beautiful setting. Dinesh was so helpful and always reachable. One evening he cooked for us and it was so very delicious! He is a very pleasant, nice and supportive guy. We always felt like we could get any support at any time. The place is like the pictures, even more beautiful. The house has a very nice energy. Would always recommend this place and will definitely come back and use the pool for once 😉
Superhost
Villa in Castelfiorentino
4.86 out of 5 average rating, 7 reviews

Villa d'Elsa | Tuscan farmhouse with private pool

JordanRating, 5 stars7 months ago
This location was perfect. The views over the hills are stunning and the pictures don’t do it justice. We had a family wedding in the area so used this as our base. There’s a small restaurant and bar area just along the road which is perfect for food. The apartments were all very clean, have loads of amenities and llaria was always checking in on us to see how our stay was and if we needed anything. Block booking this is perfect for a big group, plenty seated areas and the bbq area was great to use one night. We will definitely return to la Corte d’elsa.

Villa rentals with a pool

Guest favourite
Villa in Peccioli
5 out of 5 average rating, 67 reviews

Dream in Tuscany, Villa with pool

Patricia Rating, 5 stars5 months ago
Beautiful rural tuscany setting with superb kitchen facilities for catering for a group.Good four bedrooms with plenty of room for us all.We enjoyed returning to pool after exploring villages.
Villa in Volterra
4.9 out of 5 average rating, 10 reviews

Belvilla by OYO Ulivo

MarcoRating, 5 stars17 months ago
We had a wonderful time here in the middle of Tuscany. It is advisable to arrive by car, it is perfectly located for the most important day trips in Tuscany. Clean rooms and pool, fast communication, wonderful views of the countryside.
Guest favourite
Villa in Barberino Tavarnelle
5 out of 5 average rating, 33 reviews

Valluccia 51

RaymondRating, 5 stars4 months ago
Tommaso was a wonderful host who met us at the gate and opened the house for us. He gave us great local restaurant recommendations and made reservations for us. The house is very comfortable and the views are magnificent. There is a keepsake photo in every direction. The drive to Florence is an easy 30-45 minutes, as is the drive to Siena. The local village of San Donato in Poggio has a Michelin-rated restaurant, and others nearby are equally good. There is good hiking through local vineyards and olive groves. The driveway is long and bumpy, but not treacherous. I would suggest that the kitchen could use a toaster and a microwave, but that's my only very minor complaint. Our stay (four of us for four nights) was wonderful and I highly recommend it.
Guest favourite
Villa in monteverdi marittimo
4.93 out of 5 average rating, 91 reviews

country villa with heated swimming pool

OleksandraRating, 5 stars5 months ago
We had a wonderful time at the villa. We immersed ourselves in nature and forgot about the passage of time, with only the beautiful Tuscan landscape reminding us of civilization. Our guest was the neighbor’s cat, who sometimes spent time with us by the pool. We definitely want to return to this amazing place.
Superhost
Villa in San Casciano in Val di Pesa
4.91 out of 5 average rating, 11 reviews

Belvilla by OYO Terra Nisa

EricRating, 5 stars5 months ago
This is simply the best rental we've had. Awesome. I recommend it and we'll be back with pleasure .
Superhost
Villa in Lastra a Signa
4.86 out of 5 average rating, 7 reviews

Chianti style cottage - private pool & en-suite BT

RetoRating, 5 stars5 months ago
From start to finish, we felt very comfortable, through the hosts and the great property. Simple, clear and honest. Thank you for everything, we have highly recommended your piece of jewelry to our circle of friends. Keep it up.
Guest favourite
Villa in Volterra
4.95 out of 5 average rating, 22 reviews

Podere La Casetta - 2 People - Private Pool

ShemaiahRating, 5 stars6 months ago
My husband and I stayed here to celebrate our anniversary. This was our first experience in Tuscany and it did not disappoint. The house is very private, there is only 1 house behind it however from most viewpoints you cannot see it and we never saw anyone. Volterra is a beautiful medieval place that will make you feel like you are in a movie. An hour from Pisa, drivable to many many wineries in the surrounding regions, this air bnb is a perfect place to stay and we hope to return again.
Guest favourite
Villa in Certaldo (FI)
4.89 out of 5 average rating, 143 reviews

Tuscan farmhouse with private pool and views

DorothyRating, 5 stars4 months ago
Fantastic accommodation with lovely views of the countryside. Especially loved the fire place and large spacious kitchen. Charley and Ann were very gracious hosts and I would have no problem recommending this accommodation to anyone who wants to visit Tuscany. The accommodation was within 30 mins of most tourist towns and trains which made it excellent for day trips.

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