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Vacation Rentals

Castiglion Fiorentino

Italy

Tuscany/Elba

Explore vibrant neighborhoods, savor local cuisine, and immerse yourself in the culture of Europe’s most beloved destinations.

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Number of properties found:

12

From price per night €

611

Italy
Tuscany/Elba
Castiglion Fiorentino

Villa in Tuscany with Private Pool

This pet-friendly villa has 6 bedrooms and can host 10 people comfortably.This villa is ideal for families or a group of friends. The villa is equipped with a private swimming pool, free WiFi, parking and barbecue. This charming villa is centrally located between Cortona and Castiglion Fiorentino, two Tuscan cities with a lot of history, culture, architectural beauties and good food and wine. General supplies can be availed at 5.5 km from the villa. The lovely villa is a restored farmhouse with patio and private garden with furniture. The nearest airport of Firenze is 120 km from the villa.
Ground floor: (Living room(TV(satellite), fireplace), dining room(dining table), Kitchen(toaster, coffee machine, oven, microwave, dishwasher, fridge-freezer), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet), washing room(washing machine))\n\nOn the 1st floor: (bedroom(double bed), bedroom(double bed), bedroom(bunk bed), bedroom(single bed), bedroom(single bed), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet))\n\nPool house: (patio)\n\ngarden(private, fenced, 500 m2), garden furniture, BBQ, parking, swimming pool(private, fenced, 12 x 6 m., opened from 1/2 May upto and including Sep)
Guests
10
Bathrooms
4
Bedrooms
6
Villa

From price per night €

0

Italy
Tuscany/Elba
Castiglion Fiorentino

Farmhouse in Tuscany with Private Pool

Casa Giglio is a charming Tuscan farmhouse dating back to the late 19th century, beautifully restored with traditional country furnishings and creative touches that blend rustic elegance with refined details. This spacious property is ideal for families or large groups, offering ample space for up to 14 guests. The house consists of three fully equipped apartments, each featuring a flat-screen TV, Wi-Fi, a fully stocked kitchen, and a private outdoor seating area, ensuring comfort and convenience throughout your stay. Located just 2.4 km from the historic center of Castiglion Fiorentino, it is easily accessible to shops, dining, and other essential services, with the nearest supermarket only 1.2 km away. This place comes with a decorative fireplace that is strictly non-operational. The lighting of fires within the apartment is expressly prohibited. The farmhouse boasts a stunning, fully fenced outdoor area, perfect for relaxation and recreation. The huge pool with a sun terrace is exclusively for guests, along with dedicated children's play areas, a BBQ, and peaceful nooks to unwind. Enjoy fresh produce from the farm, including oil, wine, jam, vegetables, and eggs. For those who like to cook, the garden is a true treat, while the welcoming owners, Sara and Roberto, provide a personal touch, offering guidance or help when needed. The pool operates from 1 June to 15 September, depending on weather conditions, especially during rainy periods. Please note that the fireplace is decorative only and cannot be used. The ground floor includes two bathrooms, as it consists of two independent apartments, each with its own bathroom. A dishwasher is not available on-site. With its blend of comfort, privacy, and heartfelt hospitality, this farmhouse promises a memorable Tuscan escape where families can connect, relax, and create lasting memories together.
Ground floor: (Living room(double sofa bed, TV, dining table), Kitchenette(oven, fridge-freezer), Kitchenette(oven, fridge-freezer), Living/diningroom(double sofa bed, TV, dining table, fireplace), bedroom(double bed(twin duvet)), bedroom(double bed(twin duvet)), bedroom(double bed), bathroom(hairdryer, Towels incl.), bathroom)\n\nOn the 1st floor: (Kitchenette(oven, fridge-freezer), Living/diningroom(double sofa bed, TV, dining table, Accessible-height bed), bedroom(double bed), bathroom(bath tub))\n\nLiving/diningroom, swimming pool(private, opened from Jun upto and including 1/2 Sep)
Guests
14
Bathrooms
3
Bedrooms
4
Holiday home

From price per night €

329

Italy
Tuscany/Elba
Castiglion Fiorentino

Villa Castiglioni Comfortable holiday residence

Fantastic villa with private garden and pool, located in the countryside of Castiglion Fiorentino, near Cortona.
Guests
6
Bathrooms
2
Bedrooms
3
Villa

From price per night €

105

Italy
Tuscany/Elba
Castiglion Fiorentino

Charming Stone Retreat

Set in the peaceful hills of Val di Chio, this rustic stone holiday home in Castiglion Fiorentino is ideal for two couples seeking an authentic Tuscan escape. Nestled in nature and just 15 km from the town centre, it offers privacy, charm, and a private swimming pool surrounded by a well-tended garden, perfect for relaxing under the Italian sun. La Casa del Nonno blends traditional character with modern comforts. The interiors feature exposed wooden beams, a cozy fireplace, and a welcoming ambiance that reflects the region’s rustic heritage. Outdoors, you’ll find garden furniture, a barbecue area, and a separate laundry room. The private pool (6x4 m, depth 1.2 m) with sun loungers and a parasol invites you to cool off or simply bask in the serenity. Explore scenic hiking trails right outside your door or head to the historic town of Castiglion Fiorentino for local shops and cafés. Nearby, indulge in regional cuisine at charming trattorias just 10 km away. With Perugia Airport 71 km away, this countryside gem is a tranquil base to enjoy Tuscany's natural beauty and cultural richness.
Ground floor: (open kitchen(hob, hood, oven, fridge, washbasin), Living/diningroom(TV(satellite), dining table, fireplace, seating area), pantry, patio)\n\nOn the 1st floor: (bedroom(double bed), bedroom(small double bed), bathroom(shower, washbasin, toilet, bidet))\n\nwashing room(washing machine), dining table, shower(outside), garden(private, fenced, landscaped garden), garden furniture, sun loungers, BBQ, parking, parasol, swimming pool(private, outside, 6 x 4 m., opened from 1/2 May upto and including Sep), play equipment
Guests
4
Bathrooms
1
Bedrooms
2
Holiday home

From price per night €

181

Italy
Tuscany/Elba
Castiglion Fiorentino

Villa in Tuscany with Private Pool and Hill View

This vacation home is a 2-bedroom villa in Castiglion Fiorentino, Tuscany which can accommodate up to 4 people. The villa has an attached private swimming pool and barbeque to enjoy. It is a perfect fit for people looking for a tranquil and peaceful stay. This sprawling villa is nestled amid nature, on the edge of the forest. The location gives the perfect opportunity to indulge in naturistic walks and hiking in the neighbourhood. Towns like Santa Lucia and Castiglion Florentino are closer to the stay. You can enjoy a relaxing time at the private swimming pool which affords breathtaking hill view near Tuscany. The villa is also surrounded by well-manicured garden decked with garden furniture to bask in the sun. A maximum of one pet is allowed at the accommodation. There is ample parking space at the premises. Your check-in details will be shared with you once your booking is confirmed.
Ground floor: (Living room(TV(satellite), fireplace, DVD player), dining room, open kitchen(coffee machine, oven, microwave, dishwasher), bathroom(shower, washbasin, toilet, bidet))\n\nOn the 1st floor: (bedroom(double bed), walk-through bedroom(double bed), bathroom(shower, washbasin, toilet, bidet))\n\nheating, air conditioning, terrace, garden(private, illuminated), garden furniture, BBQ, parking, swimming pool(private, 12 x 6 m., opened from May upto and including Sep)
Guests
4
Bathrooms
2
Bedrooms
2
Villa

From price per night €

0

Italy
Tuscany/Elba
Castiglion Fiorentino

Holiday Home in Castiglion Fiorentino w/ Pool

If the idea of a holiday brings to you visuals of you sitting with your family by the poolside amidst unending views, then this 3-bedroom holiday home in Castiglion Fiorentino is a perfect pick for you. With a private swimming pool, an illuminated garden and enviable location, this property is ideal for a family of 6. You are just 4 km away from the town centre, while staying here. Nearest restaurants are 6 km away. If you enjoy cooking for family and friends, there is a well-equipped kitchen at your disposal. On the terrace, there is a barbecue and is therefore ideal for dining outside with a nice glass of local wine. Bedrooms are air-conditioned as well as heated to keep you comfortable. Parking is on-site. ChildrenÂ’s bed is available for the young oneÂ’s comfort.
Ground floor: (Living room(TV(satellite), fireplace), dining room, Kitchen(coffee machine(filter), espresso machine, microwave, dishwasher, fridge), bathroom(shower, washbasin, toilet, bidet))\n\nOn the 1st floor: (Bedroom with bathroom(bunk bed, shower, washbasin, toilet, bidet, air conditioning), Bedroom with bathroom(double bed, bathtub with shower, shower, washbasin, toilet, bidet, air conditioning))\n\nOn the 2nd floor: (Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet, air conditioning))\n\nwashing machine, heating, terrace, garden(illuminated), garden furniture, BBQ, parking, swimming pool(private, 10 x 5 m., opened from May upto and including Sep), children\'s bed
Guests
6
Bathrooms
4
Bedrooms
3
Holiday home

From price per night €

356

Italy
Tuscany/Elba
Castiglion Fiorentino

Villa in Mammi with Pool near Florence

This is a contemporary villa, with a large private swimming pool and spectacular views, located in Mammi. This 2-bedroom villa is a great choice for a family of 4 coming on a refreshing break. You can conveniently go to the town centre, 2 km away and enjoy eating Italian delicacies. Florence, Arezzo and Cortona are nearby to visit. Spending lovely evenings in the illuminated and furnished garden will make memorable memories. You can cook barbecue meal together, if not lounging indoors. Air conditioning as well as heating is available for your comfort. Parking is on-site. Kids can comfortably sleep here on the childrenÂ’s bed. Public transport can be availed 2 km away from the villa. Nearest airport is at 90 km. Attention: 1 pet accepted, only if small (request in advance)
Ground floor: (Living room(TV(satellite)), dining room, Kitchen(coffee machine(filter), espresso machine, oven, dishwasher, fridge), Bedroom with bathroom(2x single bed, shower, washbasin, toilet, bidet))\n\nOn the 1st floor: (Bedroom with bathroom(double bed(160 x 200 cm), shower, washbasin, toilet, bidet))\n\nheating, air conditioning, garden(illuminated), garden furniture, BBQ, parking, swimming pool(private, 8 x 4 m.), children\'s bed
Guests
4
Bathrooms
2
Bedrooms
2
Villa

From price per night €

357

Italy
Tuscany/Elba
Castiglion Fiorentino

Villa in Tuscany with Pool and Valley Views

Located near Castiglion Fiorentino, this villa has 4 bedrooms and accommodates 8 people. This luxurious villa has a swimming pool and offers stunning views of the valley. It also features a wood oven where you can make your own pizzas, making this the perfect holiday home for a family vacation. The town centre is 4 km away and you can buy your daily groceries 1 km from here. The historic city of Cortona and Lake Traseimeno are also nearby and are worth a visit. The home has a garden with furniture and a terrace with barbecue. It is child-friendly and has a children’s bed. It offers bed linen and bath towels. The nearest airport is Perugia San Francesco d'Assisi - Umbria International Airport, 68 km away.
Ground floor: (Living room(TV(satellite), fireplace), dining room(dining table), Kitchen(oven, dishwasher, fridge), bathroom(shower, washbasin, toilet, bidet))\n\nOn the 1st floor: (bedroom(double bed), bedroom(2x single bed), bathroom(shower, washbasin, toilet, bidet))\n\nOn the 2nd floor: (Bedroom with bathroom(double bed, Bubble bath, shower, washbasin, toilet, bidet))\n\nGuest house ground floor: (Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet))\n\nwashing machine, terrace, garden(private, illuminated), garden furniture, parking, swimming pool(private, opened from 1/2 May upto and including 1/2 Oct), children\'s bed
Guests
8
Bathrooms
4
Bedrooms
4
Villa

From price per night €

0

Italy
Tuscany/Elba
Castiglion Fiorentino

Charm farmhouse with pool

This spacious and beautiful 5-bedroom farmhouse in Castiglion Fiorentino is perfect for a lavish Tuscan holiday. Set in the rolling hills with forests, vineyards and olive trees, the stay has a shared swimming pool to have exotic fun. A large family with children or a group of up to 14 persons can stay here comfortably. _x000D_ _x000D_ The surrounding area is great for walking and cycling. For admiring nature or enjoying the peace, the lake is at 1 km. The town center with restaurants and grocery stores rests at 5 km. You can eat, shop, fetch groceries, cherish the local culture, and enjoy the streetscape here. _x000D_ _x000D_ The farmhouse has central heating. Staying here, you have a fenced, furnished garden where you can enjoy hours of sunshine, have meals, read a book, or play with kids. Play equipment will keep the children busy. There are a pizza oven and barbecue to savor culinary evenings complemented by the Tuscan wine. Parking is available.
Ground floor: (Living room(double sofa bed, TV), Living room(double sofa bed, TV), open kitchen(oven), open kitchen(oven), bedroom(double bed), bedroom(double bed), bathroom(shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet))\n\nGuest house ground floor: (hallway, Living room(TV(satellite)), Kitchen(oven, dishwasher), bedroom(double bed), bedroom(bunk bed), Bedroom with bathroom(double bed, shower, washbasin, toilet, bidet), bathroom(shower, washbasin, toilet, bidet))\n\nwashing machine(shared with other guests), heating(central), garden(shared with other guests, fenced), garden furniture, BBQ, parking, swimming pool(shared with other guests, 12 x 6 m., opened from May upto and including Oct), play equipment, children\'s bed
Guests
14
Bathrooms
4
Bedrooms
5
Farmhouse

From price per night €

104

Italy
Tuscany/Elba
Castiglion Fiorentino

Serenity farmhouse in Castiglion Fiorentino

Nestled among olive groves and rolling vineyards, this charming farmhouse in Castiglion Fiorentino offers a serene escape into the heart of Tuscany. Perfect for families and small groups seeking space and privacy, the home is set within a peaceful rural estate where guests can unwind under the Tuscan sun and soak in the region’s timeless beauty. The farmhouse features a private terrace ideal for quiet mornings or evening aperitivos, while the spacious garden invites you to lounge with a book or share alfresco meals beside the barbecue. The shared swimming pool is the centerpiece of summer days—cool off with a refreshing dip, bask on a sun lounger, or simply take in the uninterrupted views of the surrounding countryside. Despite its secluded setting, the property is conveniently close to the town center—Castiglion Fiorentino is just 3 km away, where you’ll find quaint shops, weekly markets, and traditional trattorias. For a special meal out, try Ristorante Da Muzzicone for classic Tuscan flavors or Il Passaggio for refined dining with a view. History and culture lovers will appreciate the short drives to Arezzo (20 km) and Siena (70 km), both offering a wealth of medieval architecture, art treasures, and vibrant local life. Discover Renaissance frescoes, ancient Etruscan roots, and lively piazzas—all easily accessible from your countryside haven. Whether you're here to explore, relax, or enjoy quality time with loved ones, this farmhouse delivers an authentic Tuscan experience with comfort and charm.
On the 1st floor: (Large kitchen(TV(satellite), oven, dishwasher), bedroom(single bed, double bed), bedroom(bunk bed), bedroom(single bed(130 x 180 cm)), bathroom(shower, washbasin, toilet, bidet, washing machine), bathroom(shower, washbasin, toilet, bidet))\n\ncarport, terrace(private), garden(shared with the owner ), BBQ, parking, swimming pool(shared with the owner , 12 x 6 m., opened from Jun upto and including Sep)
Guests
6
Bathrooms
2
Bedrooms
3
Farmhouse
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