Tuscany Vacation Rentals
Luxury Villa Rentals in Tuscany for 2+ people
€13,000 - €17,000 /night
Feronia
20 Bedroom Villa, 18 Bathrooms, Sleeps 37
In ancient mythology, Feronia is an Italic goddess associated with wildlife, fertility, and abundance. Villa Feronia, a stunning luxury villa set majestically on the outskirts of Florence, fully embodies those associatio... more
Additional Fees: Security Deposit €5000.00 flat
€10,000 - €12,286 /night
Millelodi
9 Bedroom Villa, 9 Bathrooms, Sleeps 18
Lucca is a charming city located in the western side of Tuscany. It is known for its well-preserved medieval walls that encircle the historic center. The city has a rich history dating back to ancient Roman times, with n... more
Additional Fees: Security Deposit €3000.00 flat
€8,000 /night
Vinia
10 Bedroom Villa, 10 Bathrooms, Sleeps 19
Nestled in the heart of Tuscany, the Chianti region is a captivating testament to the beauty and allure of Italy's wine country. This renowned wine-producing area is characterized by its undulating hills adorned with end... more
Additional Fees: Security Deposit €2500.00 flat
$8,714 - $13,143 /night
Villa Isabella
16 Bedroom Mansion, 16 Bathrooms, Sleeps 32
Villa Isabella is situated in the heart of the Tuscany countryside, between Siena and Florence, and is the ideal accommodation for anybody who loves nature. Encircled by luxury gardens, the villa stands atop a hill and e... more
Additional Fees: Security Deposit €6000.00 flat
€5,510 - €7,347 /night
Leila
8 Bedroom Villa, 8 Bathrooms, Sleeps 16
Villa Leila, an exquisitely designed luxury property, is a typical Tuscan patrician villa located in the celebrated Chianti area. The villa is positioned high atop a hill on a large estate making it an ideal retreat for ... more
Additional Fees: Security Deposit €3000.00 flat
€5,224 - €5,551 /night
Cardinale
8 Bedroom Villa, 7 Bathrooms, Sleeps 16
This historic grand mansion is set among a wine and olive oil producing estate, located 40 minutes south of the medieval town of Siena. In its past, the villa was used as the country residence of several aristocratic Ita... more
Additional Fees: Security Deposit €2500.00 flat
€5,200 - €7,200 /night
Adorna
11 Bedroom Villa, 11 Bathrooms, Sleeps 22
We all dream of a slice of paradise, and Adorna might just be it. Set within a serene 70-hectare estate, the villa, together with its adjacent annex, is only 25 minutes by car or 30 minutes by train from Florence. Inside... more
Additional Fees: Damage Waiver €299.00 flat
€4,857 - €11,286 /night
Patrizia
13 Bedroom Apartment, 12 Bathrooms, Sleeps 25
Villa Patrizia is a 17th century villa in the Ancaiano district near Siena, Italy. Designed by the architect Carlo Fontana, in the Roman Baroque style, the villa was built in 1680 by Cardinal Flavio Chigi for Pope Alexan... more
Additional Fees: Security Deposit €5000.00 flat
€4,600 - €6,200 /night
Isimora
9 Bedroom Villa, 10 Bathrooms, Sleeps 18
Welcome to Villa Isimora where you will be enchanted by its atmosphere and where you can spend your vacation being pampered by the villa’s attentive staff. If you are looking for some quality R&R while staying in an ex... more
Additional Fees: Damage Waiver €299.00 flat
€4,589 - €5,779 /night
Orfea
14 Bedroom Villa, 13 Bathrooms, Sleeps 28
No matter what your ideal vacation looks like, the medieval city of Lucca and its surroundings offer so many opportunities: if you like to keep up with your workout, the citys 16th century walls are a glorious backdrop t... more
Additional Fees: Security Deposit €3500.00 flat
€4,386 - €5,160 /night
Veltuna
7 Bedroom Villa, 6 Bathrooms, Sleeps 14
The Maremma area, in the southwest of Tuscany, near Orbetello and Argentario is a multifaceted destination characterized by its coastal beauty, natural reserves, historical significance, and cultural richness, making it ... more
Additional Fees: Security Deposit €5000.00 flat
€4,366 - €5,729 /night
Amarika
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Chianti is synonymous of excellent wine around the world, produced in the homonym region between Florence and Siena. Among the charming villages set here, Greve, Castellina, Panzano, Radda and Gaiole are considered the m... more
Additional Fees: Damage Waiver €299.00 flat
€4,081 - €4,490 /night
Trionfante
7 Bedroom Villa, 6 Bathrooms, Sleeps 14
The area between Florence and Siena, often referred to as the "Chianti Classico" wine-producing region, offers a mix of cultural, historical, and natural attractions, making it a popular destination for tourists. While t... more
Additional Fees: Security Deposit €6500.00 flat
€4,081 - €4,898 /night
Ione
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Considered by many to be one of the Italy’s most iconic cities, Florence offers experiences you will never forget! It is a city for art-lovers, wine enthusiasts and foodies, antique buyers, history experts, architectur... more
Additional Fees: Security Deposit €3500.00 flat
€4,000 - €4,429 /night
Rosenzia
10 Bedroom Villa, 9 Bathrooms, Sleeps 20
To the nature lover, the Val d'Orcia offers peaceful sceneries scattered with golden wheat and sunflowers fields that spread as far as the eye can see. Thanks to the geographical position with the treasures of Umbria to ... more
Additional Fees: Security Deposit €4000.00 flat
€3,929 - €4,643 /night
Verdiana
11 Bedroom Villa, 11 Bathrooms, Sleeps 22
The Chianti region embodies the landscape and the views that are the landmarks of Tuscany. And it is here that Villa Verdiana is located, nestled among vineyards and olive trees. Once you reach the property, protected by... more
Additional Fees: Security Deposit €2000.00 flat
€3,900 - €4,900 /night
Gismonda
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Located on one of the main streets of the historical center of Florence, on the first floor of a Liberty-style building, the classy apartment Gismonda is the epitome of elegant Italian style. Boasting stunning views of t... more
Additional Fees: Security Deposit €5000.00 flat
€3,857 - €6,857 /night
Boscalma
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
The Maremma region of southern Tuscany enchants with its pristine beauty, blending rolling hills, vineyards, and an untouched coastline. This captivating area harmonizes nature, culture, and tradition, offering a serene ... more
Additional Fees: Security Deposit €5000.00 flat
€3,776 - €4,469 /night
Daniela
16 Bedroom Villa, 15 Bathrooms, Sleeps 32
Villa Daniela is an enchanting estate comprising 11 traditional bedrooms, complemented by a new wing featuring an additional 5 modern bedrooms. Nestled amidst a picturesque Italian garden, this villa offers a serene retr... more
Additional Fees: Damage Waiver €299.00 flat
€3,638 - €3,781 /night
Augusta
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Set on a high hill overlooking the scenic Tuscan landscape, this incredible 16th century patrician mansion exudes class and elegance at first sight. The villa spans over 1200sqm of living space and its central location i... more
Additional Fees: Electricity Consumption €500.00 flat, Security Deposit €5000.00 flat
€3,265 /night
Poderosa
7 Bedroom Villa, 6 Bathrooms, Sleeps 14
This two-level luxury villa is one of the most unique and stunning homes in this area. Set atop a hill, this elegant contemporary property dominates the surroundings and offers dramatic panoramas of the rolling Tuscan Hi... more
Additional Fees: Damage Waiver €299.00 flat
€3,031 - €5,388 /night
Davinia
15 Bedroom Villa, 15 Bathrooms, Sleeps 29
Nestled on the iconic rolling hills of Tuscany, between Greve and Panzano, Davinia is a quaint hamlet ideal for large gatherings. The prestigious Chianti is a region to enjoy from sunrise to sunset, offering a variety of... more
Additional Fees: Damage Waiver €299.00 flat
€3,024 /night
Volaria
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Strategically positioned between Florence, Pisa, and the Tyrrhenian coast, the Volterra region provides the perfect balance between seclusion and accessibility. Whether exploring the vineyards of Chianti, strolling throu... more
Additional Fees: Security Deposit €3000.00 flat
€2,842 - €4,358 /night
Colli
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
The Chianti region is the most renowned area in Tuscany, famous for its picturesque landscapes and tranquil vineyards. Art and wine enthusiasts will find plenty to explore as the region is characterized by charming medie... more
Additional Fees: Security Deposit €2500.00 flat
€2,800 - €4,700 /night
Florence City View Estate
7 Bedroom Apartment, 8 Bathrooms, Sleeps 16
Stay in a place of genuine magic surrounded by the tranquility and relaxation of the countryside, just 15 minutes away from the historic city of Florence.
At the villa every detail is crafted to create an experience t... more
Additional Fees: Damage Waiver €299.00 flat, Tourism Tax €2.00 guest daily
€2,714 - €4,143 /night
Senese
9 Bedroom Villa, 7 Bathrooms, Sleeps 18
This elegant two-story villa was built in the 13th century and thanks to a meticulous restoration, still keeps its original structure and architectural details, such as warm colors, beamed ceilings and a lovely internal ... more
Additional Fees: Damage Waiver €299.00 flat, Food Allowance €1000.00 flat
€2,700 - €3,780 /night
Marchesa
9 Bedroom Villa, 9 Bathrooms, Sleeps 18
Welcome to Maremma, a captivating land in Tuscany, boasting rugged coastline, rolling hills, and lush forests. From golden beaches to dramatic cliffs, Maremma is a picturesque masterpiece. Explore ancient Etruscan ruins ... more
Additional Fees: Security Deposit €3000.00 flat
€2,691 /night
Ardenza
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Valdera, a hidden gem in the heart of Tuscany, offers a perfect blend of natural beauty, cultural richness, and authentic Italian lifestyle. Nestled between Florence, Pisa, and the Tyrrhenian coast, this region remains u... more
Additional Fees: Security Deposit €3000.00 flat
€2,674 - €3,490 /night
Armonia
5 Bedroom Villa, 4 Bathrooms, Sleeps 10
This luxury, three-story villa has been recently and beautifully restored to offer guests the utmost comfort. It is located on the southern Maremma coast, a premium destination for those who enjoy the Tuscan countryside ... more
Additional Fees: Final Cleaning €400.00 flat, Security Deposit €3000.00 flat
€2,650 - €4,300 /night
Astra
8 Bedroom Villa, 8 Bathrooms, Sleeps 16
Villa Astra dates back to the 15th century and it was recently restored and transformed into an exquisite independent villa for up to 16 people. This beautiful three-story property is nestled in an exclusive estate boast... more
Additional Fees: Damage Waiver €299.00 flat
€2,600 - €3,500 /night
Malin
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
If you are looking for a luxury vacation in Tuscany, look no further! Nested inside of an expansive manicured estate, 30-minute drive from Florence, Villa Malin is a stunning property decorated in pure elegant Tuscan sty... more
Additional Fees: Damage Waiver €299.00 flat
€2,494 /night
Decisa
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
The Valdera region, in the province of Pisa, is a picturesque rural haven where Tuscany’s timeless beauty thrives. Just a short drive from the Mediterranean coast and the cultural gems of Pisa, Lucca, and Florence, thi... more
Additional Fees: Security Deposit €3000.00 flat
€2,186 /night
Benvista
4 Bedroom Villa, 4 Bathrooms, Sleeps 8
Nestled within the enchanting Tuscan landscape, Florence unfolds like a captivating story, adorned with rolling hills, vineyards, and the graceful flow of the Arno River, which weaves through the heart of the city, enhan... more
Additional Fees: Security Deposit €2500.00 flat
€2,143 - €3,214 /night
Montosca
10 Bedroom Villa, 10 Bathrooms, Sleeps 20
Discover Chianti and its captivating surroundings, where Tuscan charm meets natural splendor. Embark on scenic hikes through rolling hills dotted with vineyards, offering panoramic views of the countryside. Explore the r... more
Additional Fees: Security Deposit €2500.00 flat
€2,064 - €3,857 /night
Araldica
7 Bedroom Villa, 7 Bathrooms, Sleeps 12
This magnificent luxury villa is located near Montepulciano, in the unspoiled Val D’orcia region, in the southern part of Tuscany. Villa Araldica has been designed with great care in order to satisfy a refined taste bu... more
Additional Fees: Food Allowance €2000.00 flat, Security Deposit €5000.00 flat
€2,000 - €2,571 /night
Vineranda
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Val d'Orcia, a UNESCO World Heritage site in Tuscany, is renowned for its breathtaking landscapes and rich cultural heritage. Inhabited since ancient times, it showcases traces of Etruscan, Roman, and medieval civilizati... more
Additional Fees: Security Deposit €3000.00 flat
€1,960 - €2,800 /night
Maremmana
7 Bedroom Villa, 6 Bathrooms, Sleeps 14
Nestled in southern Tuscany, Italy, the Maremma region captivates with its beauty and history. Its pristine coastlines, rolling vineyard-dotted hills, and ancient towns steeped in Etruscan and Roman heritage enchant visi... more
Additional Fees: Security Deposit €3000.00 flat
$2,143 - $3,929 /night
Villa Contea
8 Bedroom Villa, 9 Bathrooms, Sleeps 16
Villa Contea is a magnificent Tuscan country house, located in arguably the most picturesque setting of Italy – the Val d’Orcia area of Tuscany. The setting is ripe with the astonishing rolling hills and the wine co... more
Additional Fees: Security Deposit €2500.00 flat
€1,786 - €2,214 /night
Morgana
9 Bedroom Villa, 9 Bathrooms, Sleeps 18
Villa Morgana is a luxury farm house completely renovated and located in the much sought-after Montalcino area. The villa is set on a beautiful estate and consists of two separate units, the main villa and the adjacent g... more
Additional Fees: Damage Waiver €299.00 flat, Final Cleaning €400.00 flat, Mandatory utilities €250.00 flat
€1,786 - €2,604 /night
Chiara
10 Bedroom Villa, 9 Bathrooms, Sleeps 20
Villa Chiara is a very spacious two-floor villa located halfway between Florence and Siena, in the enchanting Chianti region. The villa grants a quiet and relaxing stay, thanks in part to the surrounding olive groves whi... more
Additional Fees: Damage Waiver €299.00 flat
€1,750 - €3,200 /night
Tagete
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
The Maremma region, renowned for its scenic beauty and rich heritage, features gentle hills adorned with vineyards, olive groves, and Mediterranean landscapes. Perfect for outdoor activities like hiking and horseback rid... more
Additional Fees: Damage Waiver $299.00 flat
€1,735 - €2,041 /night
Aiola
6 Bedroom Villa, 5 Bathrooms, Sleeps 12
The Val d’Orcia region, located in southern Tuscany, is one of Italy’s most celebrated landscapes, offering an enchanting mix of rolling hills, cypress-lined roads, and panoramic views. Nestled between Siena and the ... more
Additional Fees: Food Allowance €1000.00 flat, Security Deposit €2500.00 flat
€1,729 - €3,143 /night
Jobaldo
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
Among the quaint villages nearby Florence, Panzano is one of the most famous. Here are the best Chianti wineries renowned non just for the Chianti Classico but also for the super Tuscan wines. Panzano is located half-way... more
Additional Fees: Damage Waiver €299.00 flat
€1,729 - €3,143 /night
Fleda
7 Bedroom Villa, 7 Bathrooms, Sleeps 14
The stunning and uber-stylish Villa Fleda is nestled on a 20-acre estate in a famous wine-producing area and is surrounded by manicured vineyards, lush vegetation, ancient olive trees and Mediterranean flora. This luxury... more
Additional Fees: Damage Waiver €299.00 flat
€1,726 - €2,441 /night
Cipresso
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Set among 27 hectares of one of Chianti's many outstanding wine-producing estates is Cipresso, a beautiful 13th century villa located approximately seven miles from Siena. Now restored, the property offers comfort, peace... more
Additional Fees: Damage Waiver €299.00 flat
€1,714 - €3,214 /night
Hortus
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
In the outskirt of beautiful Siena, inside an enchanted garden, lays the superb Villa Hortus. This stunning three-story property is surrounded by a majestic manicured garden, conceived by a renown landscape designer, whe... more
Additional Fees: Security Deposit €2500.00 flat
€1,700 - €3,100 /night
Miriel
6 Bedroom Villa, 6 Bathrooms, Sleeps 12
Immersed in a beautiful and tranquil gated estate, and located only a 25-minute drive from Florence, Villa Miriel serves as a much-needed oasis that is far, but not too far, from tourist-packed Chianti.
This villa, wh... more
Additional Fees: Damage Waiver $299.00 flat
€1,684 - €3,429 /night
Selvera
3 Bedroom Villa, 3 Bathrooms, Sleeps 6
Nestled in the scenic Maremma region of southern Tuscany, the area around Capalbio offers an enchanting blend of natural beauty, rich history, and authentic Italian experiences. Rolling hills adorned with olive groves an... more
Additional Fees: Security Deposit €5000.00 flat
€1,633 - €1,939 /night
Federico
6 Bedroom Villa, 6 Bathrooms, Sleeps 11
The country elegance of Federico envelopes you as soon as you enter the property. Centered amidst 360-degree views of rolling Tuscan hills, this four-acre estate is surrounded by olive trees, lavender bushes and verdant ... more
Additional Fees: Damage Waiver €299.00 flat
€1,631 - €3,269 /night
Danica
5 Bedroom Villa, 5 Bathrooms, Sleeps 10
Nestled among lush forests, Montaione is becoming popular for those who want to enjoy the timeless charm of Tuscany. One hour by car, or train, from Florence, the medieval hamlet is the perfect starting point to visit Tu... more
Additional Fees: Security Deposit €2500.00 flat