Holiday Rental Listings

At TuscanyHolidayVilla.com we have 2 types of listings:
1. Owner Direct: your inquiries are directed to the property owner and you arrange your booking directly.
2. THV Managed: the property owner has employed THV to manage inquiries and bookings for them.


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Please complete our simple inquiry form, identifying the size of your group, your holiday dates and any other requirements. I will email you a list of available properties that meet your requirements.

Holiday Rental Accommodations

Apartments in the country with pools (30 properties)

TuscanyHolidayVilla.com Enza's Country Apartment (#112)-OWNER DIRECT-
Sleeps 2 - 4: 1 bedroom, 1 bathroom
EUR 750 - 950/wk
Anghiari, Tuscany

Delightful self catering apartment with private pool, picturesque countryside views and just 3 km from the famous Medieval hilltop town of Anghiari.
TuscanyHolidayVilla.com Casa di Uva - The Count's Hamlet (#1816)-OWNER DIRECT-
Sleeps 4 - 8: 3 bedrooms, 3 bathrooms,
€1,500 - 2,600 / week
Cortona, Tuscany

A spacious & luxurious home away from home on 2 levels with private patio for dining al fresco.
TuscanyHolidayVilla.com Casa di Seta - The Count's Hamlet (#1816)-OWNER DIRECT-
Sleeps 4 - 6: 2 bedrooms, 2 bathrooms,
€1,100 - 1,800 / week
Cortona, Tuscany

Spacious apartment on two levels with mezzanine, stylishly restored retaining original features
TuscanyHolidayVilla.com L'Ulivo - The Count's Hamlet (#1816)-OWNER DIRECT-
Sleeps 4 - 6: 2 bedrooms, 2 bathrooms,
€ 1000 -1600 / week
Cortona, Tuscany

Ideal apartment for families, one of 8 within a fully restored stone Village just minutes from the famous Tuscan town of Cortona.
TuscanyHolidayVilla.com Castello 3 - Fede & Lilli's Castle Apts (#249)
Sleeps 4 - 16: 8 bedrooms, 5 bathrooms,
€ 80 p/p night – 7,150/ week
Monterchi, Tuscany

Beautifully restored and furnished, this self large apartment is located within the original Castle walls just across the Castle courtyard
TuscanyHolidayVilla.com Castello 2 - Fede & Lilli's Castle Apts (#249)
Sleeps 6 - 6: 3 bedrooms, 3 bathrooms,
€ 550/nt - 3,150 / week
Monterchi, Tuscany

Newly restored palatial apartment on the first floor of an historical Medieval Castle enjoying picturesque views.
TuscanyHolidayVilla.com Castello 1 - Fede & Lilli's Castle Apts (#249)
Sleeps 6 - 6: 3 bedrooms, 2 bathrooms,
€ 575/nt - 3,550 / wk
Monterchi, Tuscany

A palatial 3 bedroom apartment located on the upper floor of a Medieval Castle with breathtaking vista from every window.
TuscanyHolidayVilla.com Il Prato - Elisabetta's Farmhouse (#74)
Sleeps 2 - 3: 1 bedroom, 1 bathroom
€ 375 - 550 / week
Caprese Michelangelo, Tuscany

Functional one bedroom apartment in the converted wine cellar so lovely and cool in the summer months.
TuscanyHolidayVilla.com Il Fiumiciattolo - Elisabetta's Farmhouse (#74)
Sleeps 2 - 3: 1 bedroom, 1 bathroom
€ 375 - 550 / week
Caprese Michelangelo, Tuscany

Self contained apartment on the ground floor with functional kitchen and private outdoor dining area with BBQ.
TuscanyHolidayVilla.com Il Giardiniere - Martina's Fortress (#851)
Sleeps 2 - 4: 1 bedroom, 1 bathroom
EUR 440 - 980 / week
Pistoia, Tuscany

Well appointed self catering 1 bedroom apartment, ideally located with famous cities such as Florence & Lucca within easy reach.
TuscanyHolidayVilla.com Violetta - Fede & Lilli's Farmhouse (#105)
Sleeps 2 - 3: 2 bedrooms, 1 bathroom
€ 500 - 700 /week
Monterchi, Tuscany

Charming apartment of lower level of historical farmhouse with patio for outdoor dining and lovely countryside vista.
TuscanyHolidayVilla.com Leonardo - Teresa's Villa (#531)
Sleeps 2 - 4: 1 bedroom, 1 bathroom
€ 550 – 750 / week
Todi, Umbria

Ideal accommodation for a young family with 2 bunk beds in a spacious bedroom. Stone steps lead to the pool.
TuscanyHolidayVilla.com La Valle - Elisabetta's Farmhouse (#74)
Sleeps 2 - 4: 2 bedrooms, 1 bathroom
€ 550 - 850 / week
Caprese Michelangelo, Tuscany

Located on the first level of a large farmhouse enjoying peaceful countryside views.
TuscanyHolidayVilla.com Violetta's Villa - 1 bdrm apt (#11)
Sleeps 2 - 3: 1 bedroom, 1 bathroom
€ 600 - 900
Sansepolcro, Tuscany

Beautifully appointed self contained apartment in classic farmhouse, spacious garden, pool shared with only one other unit.
TuscanyHolidayVilla.com La Loggia - Andrea's Farmhouse (#143)-OWNER DIRECT-
Sleeps 2 - 4: 1 bedroom, 1 bathroom
€ 560 - 985 / week
Cortona, Tuscany

Delightful apartment featuring a panoramic, private covered patio, ideal for couples honeymooning in Tuscany.
TuscanyHolidayVilla.com Il Mandorlo - Michael's Cottage (#222)-OWNER DIRECT-
Sleeps 2 - 3: 1 bedroom, 1 bathroom
€ 650 - 975/ week
Monterchi, Tuscany

Spacious and beautifully restored apartment with private outdoor dining area beneath the Almond tree, delightful panorama.
TuscanyHolidayVilla.com Il Monte - Elisabetta's Farmhouse (#74)
Sleeps 2 - 6: 3 bedrooms, 1 bathroom
€ 650 - 1050/ week
Caprese Michelangelo, Tuscany

Located on the upper floor of a restored stone farmhouse with open plan kitchen/dining and lounge.
TuscanyHolidayVilla.com Il Falco - Michael's Apt (#222)-OWNER DIRECT-
Sleeps 2 - 2: 1 bedroom, 1 bathroom
€ 650 - 850 / week
Monterchi, Tuscany

Spacious and beautifully appointed apartment is located in a completely independent wing of the owners’ substantial farmhouse.
TuscanyHolidayVilla.com Girasole - Fede & Lilli's Farmhouse (#105)
Sleeps 4 - 4: 2 bedrooms, 1 bathroom
€ 700 - 930 /week
Monterchi, Tuscany

Charming apartment on 2 levels adjacent to the Castle farmhouse with private outdoor dining area.
TuscanyHolidayVilla.com Tulipano - Fede & Lilli's Farmhouse (#105)
Sleeps 4 - 5: 2 bedrooms, 1 bathroom
€ 700 - 1,070 /week
Monterchi, Tuscany

Deightfully rustic but with all the modern comforts including Sat TV and dishwasher, spacious open plan kitchen/dining and living.
TuscanyHolidayVilla.com Geranio - Fede & Lilli's Farmhouse (#105)
Sleeps 4 - 4: 2 bedrooms, 1 bathroom
€ 700 - 930 /week
Monterchi, Tuscany

Located on the upper level of a beautifully restored farmhouse with a private patio for dining al fresco
TuscanyHolidayVilla.com Le Colline - Martina's Fortress (#851)
Sleeps 4 - 6: 2 bedrooms, 1 bathroom
€ 750 - 1290/wk
Pistoia, Tuscany

Charming outlook over the picturesque Montalbano Hills, the apartment is housed on two levels within the Fortress itself.
TuscanyHolidayVilla.com Raffaello - Teresa's Villa (#531)
Sleeps 3 - 6: 2 bedrooms, 1 bathroom
€ 750 – 1050 / week
Todi, Umbria

Spacious and comfortable dining/living room with dining table to seat 10 guests. Well suited to a larger family with the option of connecting door to the Leonardo apartment .
TuscanyHolidayVilla.com Piero - Teresa's Villa (#531)
Sleeps 2 - 4: 2 bedrooms, 1 bathroom
€ 800 – 950 / week
Todi, Umbria

Delightful 2 bedroom apartment featuring a traditional terracotta ‘loggia’ for dining ‘al fresco’ with a spectacular view!
TuscanyHolidayVilla.com La Sentinella - Martina's Fortress (#851)
Sleeps 4 - 6: 2 bedrooms, 2 bathrooms,
€ 850 - 1530 / week
Pistoia, Tuscany

Charming 2 bedroom cottage completely independent from main structure that enjoys an additional private garden for dining al fresco.
TuscanyHolidayVilla.com Il Monte - Andrea's Farmhouse (#143)-OWNER DIRECT-
Sleeps 4 - 5: 2 bedrooms, 1 bathroom
€ 825 -1,320 / week
Cortona, Tuscany

On the upper level of a carefully restored farmhouse with private patio for dining al fresco.
TuscanyHolidayVilla.com La Valle - Andrea's Farmhouse (#143)-OWNER DIRECT-
Sleeps 4 - 6: 2 bedrooms, 1 bathroom
€ 825 - 1,320 / week
Cortona, Tuscany

Located on the ground level of a charming stone farmouse, the apartment enjoys delightful panoramic vista over the valley.
TuscanyHolidayVilla.com Violetta's Villa - 2 bdrm apt (#11)
Sleeps 4 - 6: 2 bedrooms, 2 bathrooms,
€ 1,250 – 2,050 / week
Sansepolcro, Tuscany

Spacious and characteristic Tuscan Farmhouse featuring large and charming garden with salt water pool, fully fenced with electric gates.
TuscanyHolidayVilla.com La Casalla - Orietta's Umbrian Farmhouse (#651)
Sleeps 4 - 6: 3 bedrooms, 2 bathrooms,
€ 1,350 - 1,650 /week
Todi, Umbria

Spacious and well appointed 3 bedroom apartment on the ground floor of a beautifully restored Umbria farmhouse.
TuscanyHolidayVilla.com Il Boschetto - Orietta's Umbrian Farmhouse (#651)
Sleeps 6 - 9: 3 bedrooms, 2 bathrooms,
€ 1,450 - 1,850 /week
Todi, Umbria

Enjoying an independent entrance at the top of a flight of stone stairs, the apartment is spacious and beautifully restored with panoramic Umbrian countryside views.