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Holiday rentals in San Ruffino

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Top-rated holiday rentals in San Ruffino

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Cottage in Chianni
4.94 out of 5 average rating, 71 reviews

Cozy Italian stone cottage central Tuscany

Casa Michelangelo is a beautifully restored stone cottage, in a small gated cluster of houses in the heart of the picturesque town of Chianni. The casa has a lovely view of the neighbouring vineyard and every amenity to feel comfortable during your stay, including AC throughout. Enjoy your evenings either dining on the terrace or out at one of the award winning restaurants near by. Chianni is perfectly situated as a great central base to explore Tuscany's greatest Cities, towns and the coast.

Guest favourite
The outdoor swimming pool features a clear blue surface, complemented by surrounding olive trees and manicured greenery. A sunbathing area with lounge chairs is visible, along with steps leading to the pool. A wooden structure can be seen in the background, alongside tall cypress trees.
Villa in Casciana Terme
4.8 out of 5 average rating, 49 reviews

Tuscany Villa on the hill with pool

Located on a hill in Lari-Tuscany, Villa Calabrò is a 19th-century restored manor that offers a huge outdoor swimming pool with a diving board and a solarium, a park, a gazebo, a barbecue, free Wifi and private parking. 30 minutes from Pisa and the airport 35 minutes from the sea 45 minutes from Lucca 60 minutes from Florence 45 minutes from Volterra 60 minutes from San Gimignano 90 minutes from Siena 30 minutes from Livorno 5 minutes from vineyards and oil mills 8 minutes from supermarket

Guest favourite
A spacious outdoor area is highlighted by well-maintained greenery and various lounge chairs positioned near a pool. The villa is seen in the background, featuring a terracotta roof and large outdoor seating area, under a bright blue sky dotted with a few clouds.
Villa in Casciana Terme
4.93 out of 5 average rating, 85 reviews

Villa Le Rocche with pool, breathtaking view

Le Rocche, on the top of a hill offers a breathtaking view, the Villa all on one floor, finished renovating in 2021 by the architect. Gianni Benincasa, has 5 bedrooms, one of which is in the mezzanine and 3 bathrooms. Furnishings, all brand new, of great charm. Another highlight is the 100 m2 terrace. and the BBQ, where you can have lunch and relax. The villa is completely independent and out of sight of prying eyes. The park with olive, cherry and apricot trees is approximately 7,000 m2.

Guest favourite
A wooden-framed pool is set against a backdrop of lush hills and clear blue skies. The tranquil water reflects the surroundings, while green trees provide a natural border. Sunlight enhances the inviting atmosphere, making it a serene spot for relaxation.
Flat in Lari
4.93 out of 5 average rating, 15 reviews

Cherry of Lari - Attic

Lari is a charming Tuscan village, perfect for exploring the region. The Ciliegia apartment is an ideal base for visiting Volterra, San Gimignano, and Pisa. If you love the sea, you can quickly reach the Versilia or Etruscan coast. The area is a paradise for food and wine lovers, with many wineries and traditional trattorias. Just a short walk away is the Castello dei Vicari, perfect for a journey through history. And at the end of May, don’t miss the Cherry Festival, a must-see event!

Superhost
The villa features a spacious outdoor area, highlighted by a turquoise swimming pool surrounded by sun loungers and umbrellas. The building's two-story structure showcases a balcony on the upper level, offering a view of the surrounding Tuscan hills and vibrant landscaping.
Villa in Chianni
4.8 out of 5 average rating, 15 reviews

Villa Melete [Pool + View Tuscan Hills]

Villa with swimmingpool surrounded by a big garden and a panoramic view on tuscan hills . Located in Chianni , a medieval village into the heart of Tuscany . About 50 minutes from Florence and Pisa . Throughout the whole holliday users enjoy complete privacy. -2 living rooms -1 dining room -1 kitchen with every comfort -4 bathrooms with welcome kit -4 bedrooms with air conditioning -1 loggia -1 laundry -swimmingpool with panoramic view -3 parking spaces -high speed wifi

Top guest favourite
A sunlit pool area features a spacious salt-water pool with a surrounding deck. Several lounge chairs are arranged with umbrellas, providing shaded seating. A rustic stone building serves as a backdrop, displaying traditional Italian architectural elements and large windows that invite natural light.
Villa in Orentano
4.98 out of 5 average rating, 126 reviews

Villa Gourmet Food, Pizza, Chef, Pool and Nature

Villa Gourmet Typical farmhouse in the heart of Tuscany with 6 bedrooms that can comfortably accommodate up to 14 guests. - Exclusive saltwater infinity pool - Gourmet cuisine - Large garden with private parking - Two Free Charging Station (3,75 KW) - Veranda with table and Weber barbecue by the pool - Children's play area and table tennis - Football pitch - Home Restaurant service available - Cooking class and pizza workshop using a wood-fired oven - Shuttle Services

Top guest favourite
The spacious living area features polished herringbone wooden flooring, complemented by intricate ceiling frescoes. Elegant furnishings include a comfortable white sofa and a dark wooden dining table. Natural light flows in through large windows, illuminating the room's classic decor and inviting atmosphere.
Flat in Collesalvetti
4.98 out of 5 average rating, 98 reviews

"Il Magnifico" Medici apartment

Luxurious apartment built from a portion of the Medici villa dating back to the early 15th century, located in the historic center of the small town of Collesalvetti, nestled in the Livorno hills a few kilometers from the sea and the most important art cities of Tuscany. Pisa is 19 km away, Livorno 20 km, Florence 77 km, the sea 19 km The apartment is located in the colorful town square where you can find a restaurant, bar, ice cream shop and groceries, Lidl and Conad 1 km away.

Top guest favourite
A scenic view showcases rolling green hills of Tuscany, dotted with olive trees and distant houses. The pool area, adorned with a lounge chair and shaded by a white umbrella, invites relaxation. The blue sky is streaked with soft clouds, enhancing the tranquil landscape.
Home in Morrona
4.99 out of 5 average rating, 68 reviews

Villino Isotta (exclusive private villa)

Located in the ‘city of wine’ (so named for its numerous vineyards and wineries), VILLINO ISOTTA (the name of the house) is perfect for COUPLES, FRIENDS, FAMILIES OR GROUPS (SLEEPS 16), WITH AN EXCLUSIVE OUTDOOR SWIMMING POOL AND HOT TUB! Relax and enjoy the colors and scents of Tuscany in this quiet home where time seems to have stopped! VIEW OF RARE BEAUTY! We are located in a strategic position, in the centre between Florence and Pisa, between Siena and Lucca!

Guest favourite
Flat in Lari
4.85 out of 5 average rating, 13 reviews

Agriturismo Polgara - Apt 2 - two bedrooms

The pool with a view is the standout feature of this apartment. Boasting a private entrance, this apartment comes with 1 living room, 2 separate bedrooms and 1 bathroom with a shower and a bidet. Guests will find a stovetop, a refrigerator, kitchenware and an oven in the fully equipped kitchen. The apartment also includes a barbecue. Featuring a terrace with garden views, this apartment also features soundproof walls and a flat-screen TV. The unit has 4-6 beds.

Superhost
The exterior of a two-story house is seen, featuring a white facade with dark red shutters. A flowering garden is visible in front, alongside a citrus tree bearing ripe oranges, enhancing the tranquil setting.
Home in Lari
4.85 out of 5 average rating, 166 reviews

Citrus House with View of Castle, countryside

Welcome to this charming and comfortable house, with a wide range of citrus fruits and a big garden where you can have a barbecue, sunbathe and relax in a peaceful atmosphere. It is composed of a hall, a balcony, a dining room, a kitchen, a bathroom, two large bedrooms with double beds and a bright and comfortable living room with a double sofa bed. There are two extra single beds in the bedrooms. The house can accommodate up to 6 people.

Top guest favourite
A spacious living area features a cozy sofa adorned with yellow cushions and a patterned throw. Two framed artworks are displayed above the sofa, while a rustic kitchen with floral-patterned curtains is visible in the background, complete with modern appliances.
Apartment in Lari
4.97 out of 5 average rating, 105 reviews

Bel Canto Lari, exclusive, rural, Tuscan retreat

Important: We only accept bookings for guests aged 18 and over. Charming first-floor apartment in a traditional Tuscan farmhouse, reached by an external stone staircase. Relax by the pool or explore 2 hectares of olive groves, orchards and woodland. Stroll into Lari for a pastry in the piazza, visit the castle or discover the Martelli pasta factory. Enjoy aperitivo and authentic Tuscan dining nearby. We look forward to welcoming you.

Guest favourite
A private pool area is surrounded by wooden decking, featuring several lounge chairs arranged for sunbathing. The pool, with a gentle blue hue, is framed by lush greenery, and expansive views of the hills and sky are visible in the background.
Flat in Morrona
4.94 out of 5 average rating, 48 reviews

Charmant Morrona with pool

Imagine your nest in the heart of the main square of an ancient village - a cozy and familiar refuge, also for bike lovers, strategically located in the center of the Pisa-Florence-Siena triangle. From here, you can quickly reach the iconic destinations and cultural wonders of Tuscany. This apartment, with its private garden, pool, barbecue area, bike storage, and panoramic view of the hills, ensures you a vacation like no other.

Popular amenities for San Ruffino holiday rentals