
Vacation rentals near Fortress of Tentennano
We found 2,325 vacation rentals — enter your dates for availability
Select the perfect vacation rental within close proximity to Fortress of Tentennano. Vacation rentals provide the amenities you need and want for you and your friends, family, or even pets, like parking and a TV. You'll be sure to find a rental for everyone's needs, including places that are non-smoking or accessible.
Vacation rentals with weekly discounts - Fortress of Tentennano
Showing deals for:Nov 14 - Nov 21
Image gallery for Winery Villa in the heart of Nobile Vineyards.

1010 out of 10 rating
Exceptional
(14 reviews)
Winery Villa in the heart of Nobile Vineyards.
Montepulciano, Toscana
10% off
Price is CA $655
CA $655
CA $5,253 total
CA $5,253 total
includes taxes & fees
Image gallery for Hortulanus private Luxury Estate

1010 out of 10 rating
Exceptional
(5 reviews)
Hortulanus private Luxury Estate
Seggiano, Toscana
10% off
Price is CA $3,024
CA $3,024
CA $23,210 total
CA $23,210 total
includes taxes & fees
Image gallery for Scenic Tuscan Farmhouse

9.89.8 out of 10 rating
Exceptional
(7 reviews)
Scenic Tuscan Farmhouse
Castiglione d'Orcia
28% off
Price is CA $744
CA $744
CA $5,537 total
CA $5,537 total
includes taxes & fees
Image gallery for FARMH. PODERE CUNINA 25 KM SUD SIENA / MONTALCINO PRENDENDO LEZIONI DI CUCINA

1010 out of 10 rating
Exceptional
(19 reviews)
FARMH. PODERE CUNINA 25 KM SUD SIENA / MONTALCINO PRENDENDO LEZIONI DI CUCINA
Buonconvento
10% off
Price is CA $216
CA $216
CA $1,888 total
CA $1,888 total
includes taxes & fees
Image gallery for Farmhouse, private garden and fenced swimming pool on Tuscany-Umbria border

1010 out of 10 rating
Exceptional
(48 reviews)
Farmhouse, private garden and fenced swimming pool on Tuscany-Umbria border
Citta della Pieve, Umbria
5% off
Price is CA $410
CA $410
CA $3,157 total
CA $3,157 total
includes taxes & fees
Image gallery for Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.

1010 out of 10 rating
Exceptional
(12 reviews)
Recently restored Villa in Tuscany, sleeps 12, sw.pool, big garden, olive grove.
San Giovanni d'Asso, Provincia di Siena
10% off
Price is CA $2,880
CA $2,880
CA $21,335 total
CA $21,335 total
includes taxes & fees
Image gallery for WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool

1010 out of 10 rating
Exceptional
(48 reviews)
WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool
Castiglione d'Orcia, Tuscany
19% off
Price is CA $1,042
CA $1,042
CA $7,985 total
CA $7,985 total
includes taxes & fees
Image gallery for Mulino della Solaia, Arceno Rentals Club, Luxury Villa in Tuscany, pool, wifi

1010 out of 10 rating
Exceptional
(14 reviews)
Mulino della Solaia, Arceno Rentals Club, Luxury Villa in Tuscany, pool, wifi
Monticiano, Toscana
15% off
Price is CA $1,859
CA $1,859
CA $13,826 total
CA $13,826 total
includes taxes & fees
Image gallery for Charming ancient watching tower near Montepulciano and Val d'Orcia - Siena

1010 out of 10 rating
Exceptional
(17 reviews)
Charming ancient watching tower near Montepulciano and Val d'Orcia - Siena
Montepulciano
10% off
Price is CA $720
CA $720
CA $5,627 total
CA $5,627 total
includes taxes & fees
Image gallery for Idyllic guest house in Tuscan country house style with swimming pool

1010 out of 10 rating
Exceptional
(23 reviews)
Idyllic guest house in Tuscan country house style with swimming pool
Sinalunga, Siena
10% off
Price is CA $223
CA $223
CA $1,854 total
CA $1,854 total
includes taxes & fees
Image gallery for Casa di Sotto, Podere Ampella: a beautiful holiday house in the heart of Tuscany

1010 out of 10 rating
Exceptional
(8 reviews)
Casa di Sotto, Podere Ampella: a beautiful holiday house in the heart of Tuscany
Montalcino, Siena
10% off
Price is CA $353
CA $353
CA $2,783 total
CA $2,783 total
includes taxes & fees
Image gallery for Private and cozy retreat in Montalcino with private pool surrounded by vineyards

9.49.4 out of 10 rating
Exceptional
(61 reviews)
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Montalcino, Tuscany
10% off
Price is CA $310
CA $310
CA $2,577 total
CA $2,577 total
includes taxes & fees
Image gallery for Exclusive Stone Tower.

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Exclusive Stone Tower.
Casciano di Murlo, Tuscany
19% off
Price is CA $115
CA $115
CA $987 total
CA $987 total
includes taxes & fees
Image gallery for Montalcino,private villa with pool in Tuscany,stunning wiews!

9.89.8 out of 10 rating
Exceptional
(16 reviews)
Montalcino,private villa with pool in Tuscany,stunning wiews!
Montalcino, Tuscany
26% off
Price is CA $829
CA $829
CA $7,062 total
CA $7,062 total
includes taxes & fees
Image gallery for Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia

1010 out of 10 rating
Exceptional
(38 reviews)
Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia
Pienza, Siena
10% off
Price is CA $691
CA $691
CA $5,401 total
CA $5,401 total
includes taxes & fees
Image gallery for Tuscan villa pool spa Siena Montepulciano Perugia Pienza Florence 2 hours from Rome

1010 out of 10 rating
Exceptional
(110 reviews)
Tuscan villa pool spa Siena Montepulciano Perugia Pienza Florence 2 hours from Rome
Cetona
10% off
Price is CA $551
CA $551
CA $4,520 total
CA $4,520 total
includes taxes & fees
Image gallery for Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.

1010 out of 10 rating
Exceptional
(9 reviews)
Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15.
Castiglione d'Orcia, Tuscany
33% off
Price is CA $858
CA $858
CA $6,632 total
CA $6,632 total
includes taxes & fees
Image gallery for wrapped in the scent of Mediterranean flowers and herbs

1010 out of 10 rating
Exceptional
(46 reviews)
wrapped in the scent of Mediterranean flowers and herbs
Arcidosso, GR
8% off
Price is CA $110
CA $110
CA $942 total
CA $942 total
includes taxes & fees
Image gallery for Luxury Tuscan Villa in Val d'Orcia, close to Montepulciano, Pienza, and Pools!

9.49.4 out of 10 rating
Exceptional
(9 reviews)
Luxury Tuscan Villa in Val d'Orcia, close to Montepulciano, Pienza, and Pools!
Chianciano Terme, Tuscany
5% off
Price is CA $714
CA $714
CA $5,737 total
CA $5,737 total
includes taxes & fees
Image gallery for Tuscany romance. Rural charm between Montalcino and sea. Relax pur

9.69.6 out of 10 rating
Exceptional
(38 reviews)
Tuscany romance. Rural charm between Montalcino and sea. Relax pur
Cinigiano, Tuscany
10% off
Price is CA $619
CA $619
CA $5,307 total
CA $5,307 total
includes taxes & fees
Image gallery for Splendid farmhouse in Val d'Orcia with private swimming pool and sauna

9.89.8 out of 10 rating
Exceptional
(10 reviews)
Splendid farmhouse in Val d'Orcia with private swimming pool and sauna
Radicofani, Provincia di Siena
14% off
Price is CA $506
CA $506
CA $4,476 total
CA $4,476 total
includes taxes & fees
Image gallery for Podere Tresa farmhouse Umbria-Tuscany border for families and friends- Private pool

1010 out of 10 rating
Exceptional
(50 reviews)
Podere Tresa farmhouse Umbria-Tuscany border for families and friends- Private pool
Citta della Pieve, Umbria
20% off
Price is CA $640
CA $640
CA $4,957 total
CA $4,957 total
includes taxes & fees
Image gallery for Agriturismo Il Salarco: Apartment

9.69.6 out of 10 rating
Exceptional
(13 reviews)
Agriturismo Il Salarco: Apartment
Montepulciano, Tuscany
10% off
Price is CA $209
CA $209
CA $1,652 total
CA $1,652 total
includes taxes & fees
Image gallery for Relax Palazzo Monaci

1010 out of 10 rating
Exceptional
(10 reviews)
Relax Palazzo Monaci
Asciano, Tuscany
5% off
Price is CA $289
CA $289
CA $2,391 total
CA $2,391 total
includes taxes & fees
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Find the best place to stay - Fortress of Tentennano
Il Casale Di Manuele 12, Emma Villas
Sleeps 12 · 6 bedrooms · 7 bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Villa in Montalcino, exclusive for you, stunning view!!!
Sleeps 11 · 5 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
82 reviews(82 reviews)
Hilltop house in the heart of Tuscany with private pool
Sleeps 5 · 2 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
89 reviews(89 reviews)
Private and cozy retreat in Montalcino with private pool surrounded by vineyards
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
61 reviews(61 reviews)
Charming Ancient Watch Tower with Swimming Pool in Val d'Orcia
Sleeps 13 · 4 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
38 reviews(38 reviews)
The House of Alice, charm and relaxation
Sleeps 4 · 2 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
61 reviews(61 reviews)
Top rated rentals - Fortress of Tentennano
Incredible
1010 out of 10
Exceptionalexceptional
64 reviews(64 reviews)
If you’ve never been to Tuscany and you imagine what it could be like, this is everything you’ve ever dreamt of! Location is incredible and the surrounding towns are beautiful. The use of the GPS coordinates is key. Our host was awesome and her attention to detail was very much appreciated.
Mavia D.
Stayed Sep 2024
Fantastic time, Central location
1010 out of 10
Exceptionalexceptional
82 reviews(82 reviews)
We were a group of 4 couples and found there was plenty of room for all of us. The property as better in person than we had expected. We had a car so it was really easy to get around and see all the towns nearby. Very beautiful property with great vistas. So relaxing to hang out at the pool or the deck.
Elfrieda S.
Stayed Sep 2024
Tuscan retreat
1010 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
We had a group of 11 stay and could not have loved our time more. The location was a great central spot to drive to different towns. We loved relaxing by the pools in the afternoons and our dinners al fresco. An incredible place to spend your vacation.
Shannon H.
Stayed Jul 2024
Nicer than the pictures
1010 out of 10
Exceptionalexceptional
110 reviews(110 reviews)
We had a large group, with many kids, and this was the ideal property. It allowed us to enjoy an ideal villa in tuscany. The property is picturesque, and well maintained. Air conditioning which is not common, was present. Valerio went above and beyond to be a great host, and was very attentive. Thank you for providing this villa for a very memorable stay.
gary y.
Stayed Jun 2024
Amazing property!
1010 out of 10
Exceptionalexceptional
36 reviews(36 reviews)
We had an absolutely amazing stay in Tuscany! The property is even more spectacular than the photos, a truly relaxing holiday! The apartment was so historic, yet with modern conveniences, really exceptional and we would highly recommend to anyone! The owners are wonderful and very accessible anytime. Pool, grounds and area are second to none, can’t imagine a more exceptional property in Tuscany!
Patrick Q.
Stayed Jun 2024
We wanted to stay forever
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
We have stayed in many unique VRBOs around the world and this one rated with the very best of those in a rural setting. The view is incredible and we never tired of it. The villa is clean and comfortable with great WiFi, and the walk up to Pienza is easy for those reasonably fit and good exercise...it meant we could eat more :) Best of all were Luciana and her husband, and Fabio, who were always helpful and quick to respond to anything we needed. It was our great pleasure to meet them, and I am sure we will be staying with them again in the future. Grazie mille!
Darlene B.
Stayed Oct 2023
Perfect stay in a perfect villa with a perfect host.
1010 out of 10
Exceptionalexceptional
53 reviews(53 reviews)
Fabrizio was very welcoming, helpful when needed. The house is simply incredible, well located and well furnished. Awesome view, could not wish for more.
Simon L.
Stayed Sep 2023
Spectacular
1010 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
Our stay was absolutely amazing. The Villa, the vineyard, Montalcino, the Tuscan Hills…all breathtaking. The pictures do not do it justice. We would sit and stare at the surrounding beauty. David was a great host and very helpful and showed us the cellar, which was very interesting. We did a wine tasting at Tenuta di Nozzole in Greve and Ilaria, our host, was so lovely and informative. Angela made our check in go so smoothly.
Just a magical trip for us all.
Highly recommended.
Loved it.
Kristi A.
Stayed Sep 2023
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value