Compare Holiday Homes with Pools in Tuscany

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Tuscany holiday homes

Premier Holiday Homes with Swimming Pools in Tuscany

Borgo La Capraia - Tuscany
9.5 634 reviews

Borgo La Capraia

house, Castelfranco Piandiscò
Offering picturesque views of the Chianti Valley from an altitude of 610 metres, this house is located 3 kilometres outside Castelfranco di Sopra.
This family-friendly house, perfect for a pool getaway, features two swimming pools, a garden with a free BBQ area, sports facilities, and a separate children's area.
Il Girasole Terzuolo - Tuscany
9.3 128 reviews

Il Girasole Terzuolo

farm, Scansano
Offering a swimming pool with stunning views, this recently renovated farm stay in Manciano is conveniently located 8.9 kilometres from the Cascate del Mulino Thermal Springs and 12 kilometres from the Museo di Preistoria E Protostoria della Valle del Fiora di Manciano.
This family-friendly farm provides air-conditioning, free WiFi, and on-site parking, alongside a garden and barbecue facilities, making it an excellent choice for a relaxing getaway.
Podere Il Boschetto - Luxury Estate In Siena - Tuscany
9.9 133 reviews

Podere Il Boschetto - Luxury Estate In Siena

house, Siena
Secluded within a protected natural reserve just a few kilometres from Siena's historic centre, this spacious villa offers an unparalleled tranquil retreat.
This 300 square meter Tuscan villa, perfect for up to 10 guests, boasts five bedrooms and features a stunning panoramic swimming pool set within ten hectares of private grounds, ideal for those seeking a luxurious getaway with a pool.
Holiday Home Il Borgo Di Gebbia By Interhome - Tuscany
9.8 11 reviews

Holiday Home Il Borgo Di Gebbia By Interhome

house, Civitella in Val di Chiana
Located in Civitella in Val di Chiana, this holiday home is 22 kilometres from Piazza Grande and 45 kilometres from Piazza del Campo.
This spacious 300 square metre house with five bedrooms offers a private swimming pool and a garden, perfect for a relaxing getaway with pets welcome and Wi-Fi.
Borgo In Montalbano - Tuscany
10 4 reviews

Borgo In Montalbano

farm, Monsummano Terme
Located in Borgo in Montalbano, this farm stay is 6.9 kilometres from the Monumento alle Vittime Dell Eccidio del Padule di Fucecchio and 10.9 kilometres from Montecatini Train Station, offering an elegant experience in Cecina, Italy.
This 34 square metre farm stay features air conditioning, a garden, and a swimming pool, perfect for travellers seeking a getaway with a pool, and is ideally situated 10.3 kilometres from Villa Rospigliosi and 15.9 kilometres from the Leonardian Museum of Vinci.
Agriturismo Il Canterino - Tuscany
9.0 88 reviews

Agriturismo Il Canterino

farm, Montecatini
Offering a tranquil rural setting, this farm is located in Guardistallo, 10 kilometres from Torre Civica and 17.7 kilometres from Il Giardino Sospeso, with Acqua Village 19.3 kilometres away.
This 25 square meter farm features one bedroom and one bathroom, and boasts a swimming pool, a garden, barbecue facilities and a shared kitchen for guests to enjoy.
Casa Vacanze Il Poggetto - Tuscany
9.2 27 reviews

Casa Vacanze Il Poggetto

house, Monticiano
Located in Monticiano, this spacious holiday home is situated 39 kilometres from Piazza del Campo and 27 kilometres from La Foce, offering proximity to the National Museum of Etruscan Archaeology and Torre del Mangia.
This five-bedroom house, spanning 144 square metres, is ideal for families and groups, boasting a seasonal outdoor swimming pool, a garden with an al fresco dining area, air conditioning, and free WiFi, ensuring a comfortable stay with a pool.
La Casatorre Di Ponticello. Casale Di Campagna Con Ampio Giardino E Piscina - Tuscany
9.8 52 reviews

La Casatorre Di Ponticello. Casale Di Campagna Con Ampio Giardino E Piscina

house, Filattiera
Set within the historic Lunigiana region, this medieval farm complex with a tower offers a unique stay with stunning mountain views.
This apartment complex with a pool boasts 240 square meters of floor area, accommodating up to 22 guests across four independent apartments, and features a private swimming pool set in an expansive garden.

Family-Friendly Holiday Homes with Pools in Tuscany

Give yourself the run of a beautifully appointed home; book a luxury villa in Tuscany for a stay defined by space, privacy and style.

Buon Riposo - Farmhouse In The Heart Of Tuscany With Free Wifi Area - Tuscany
9.7 220 reviews

Buon Riposo - Farmhouse In The Heart Of Tuscany With Free Wifi Area

farm, Montaione
Located in San Giovanni a Corazzano, this house is 40 kilometres from Montecatini Train Station and 48 kilometres from Pisa International Airport.
This family-friendly house offers a swimming pool, a hot tub, and a tennis court, perfect for a relaxing getaway with free WiFi and electric vehicle charging.
Castello Di Leonina Relais - Adults Only - Tuscany
8.8 352 reviews

Castello Di Leonina Relais - Adults Only

hotel, Asciano
This 13th-century castle hotel in Asciano provides stunning panoramic views of the Tuscan hills, located 17.7 kilometres from Siena.
Guests can enjoy a historic castle stay with a dedicated wellness corner featuring a Finnish sauna, Turkish bath, and hydromassage pool, alongside an elegant fine dining restaurant and an adults-only offering with a swimming pool.

Top cities for cheap stays

Pet-Friendly Holiday Homes with a Pool in Tuscany

Among the 57449 accommodations in Tuscany, here are the 8 best family friendly villas and holiday homes

Poggiolo: An Oasis Of Relaxationnatural Pool, Lavender, Horses, Winetuscany - Tuscany
9.6 94 reviews

Poggiolo: An Oasis Of Relaxationnatural Pool, Lavender, Horses, Winetuscany

house, Borgo San Lorenzo
A historic Tuscan farmhouse, once a watchtower from 1100 BC, is set in a tranquil rural landscape 45 kilometres from Florence, offering a peaceful retreat surrounded by woods and paddocks with grazing horses.
This family-friendly farmhouse with a pool boasts 220 square metres of floor area, accommodating up to 12 guests with 5 bedrooms and 3 bathrooms, and features a private fenced garden with a swimming pool and a large veranda with stunning views of the Mugello Valley, ideal for wine tasting and relaxation.
Casetta: Farmhouse, Pool And Garden - Tuscany
9.2 241 reviews

Casetta: Farmhouse, Pool And Garden

house, Laterina Pergine Valdarno
Within the historic Castello di Montozzi estate, this independent two-storey house offers a tranquil retreat in Laterina Pergine Valdarno, just 500 meters from the estate's central piazza.
This family-friendly, dog-welcoming property boasts a private garden with barbecue facilities and a swimming pool, ideal for a relaxing getaway with a pool.
Villa With Private Pool, Large Garden, Panoramic View And Air Conditioning - Tuscany
9.7 53 reviews

Villa With Private Pool, Large Garden, Panoramic View And Air Conditioning

house, Cetona
This Tuscan villa, just a few minutes from Cetona, offers unobstructed views and easy access to the Val d'Orcia and Chianti wine regions, perfect for exploring local gastronomy and truffle hunting.
Boasting a private swimming pool, this family-friendly house accommodates up to 8 guests, featuring air conditioning, a Jacuzzi, spa, and a large garden for enjoying unforgettable sunset views.
Agriturismo Casanova Di Nardini - Tuscany
9.4 396 reviews

Agriturismo Casanova Di Nardini

farm, Scandicci
Agriturismo Casanova di Nardini is located in Scandicci, offering convenient access to Florence's major attractions, with Florence Airport 22.5 kilometres away and Santa Maria Novella 17.7 kilometres distant.
This farm stay provides a delightful garden and a year-round outdoor swimming pool with a view, alongside air-conditioned rooms featuring kitchenettes, patios, and barbecue facilities, perfect for a relaxing getaway with a pool.
"Villa Frau" - Comfort Charm Relax - Tuscany
9.8 50 reviews

"Villa Frau" - Comfort Charm Relax

house, Capannori
Set within the rolling hills of Lucca, this traditional stone villa is located just 2 minutes from Matraia village and a few kilometres from the historic city of Lucca, offering an ideal Tuscan countryside escape with a pool.
This family-friendly four-bedroom villa sleeps eight guests and features a private swimming pool, a garden, and a fully equipped kitchen, making it a superb base for exploring Florence, Siena, and Pisa.
Charming Villa In Barga With Enclosed Garden And Fireplace - Tuscany
9.8 19 reviews

Charming Villa In Barga With Enclosed Garden And Fireplace

house, Barga
Located in Barga, this house is situated 35 kilometres from Marlia Villa Reale and 40 kilometres from Piazza dell'Anfiteatro, offering convenient access to Tuscan landmarks.
This family-friendly house boasts a swimming pool and a tranquil garden, complete with a terrace, tennis court, and free Wi-Fi, perfect for a relaxing getaway.
A Paradise In Montepulciano... - Tuscany
9.9 167 reviews

A Paradise In Montepulciano...

house, Montepulciano
Offering stunning panoramic views of the Tuscan countryside, this detached house is situated amidst serene surroundings near Montepulciano.
This family-friendly, air-conditioned house with a pool accommodates up to 12 guests across 5 bedrooms and 4 bathrooms, featuring a private park, parking, and an electric vehicle charging point.
Beautiful Private Villa With Wifi, A/c, Private Pool, Tv, Patio, Pets Allowed And Panoramic View - Tuscany
10 18 reviews

Beautiful Private Villa With Wifi, A/c, Private Pool, Tv, Patio, Pets Allowed And Panoramic View

house, Cortona
Located in the tranquil Tuscan countryside near Cortona, this holiday home offers peaceful relaxation and convenient access to Assisi, Montepulciano, Pienza, and Siena.
This 90 square meter holiday home with a pool accommodates up to four guests and features air conditioning, Wi-Fi, a private garden, and a terrace.

Find cheap places to stay

Luxury Holiday Homes with a Private Pool in Tuscany

Among the 57449 accommodations in Tuscany, here are the 8 best pet friendly villas and holiday homes

Agriturismo L'alba - Tuscany
9.5 42 reviews

Agriturismo L'alba

farm, Roccastrada
Agriturismo L'Alba is located in Roccastrada, 25 kilometres from Villa Ricasoli, 27 kilometres from Riserva Provinciale Bao Merse, and 29 kilometres from Porta Vecchia.
This farm stay offers elegant rooms with air conditioning and kitchenettes, plus a seasonal outdoor swimming pool and free WiFi for a complete getaway.
Villa Montecastello - Tuscany
8.9 156 reviews

Villa Montecastello

farm, Monteriggioni
Located in Monteriggioni, Villa Montecastello is situated 27 kilometres from Piazza del Campo and 42 kilometres from Piazza Matteotti, offering a countryside retreat with a swimming pool.
This farm stay provides air-conditioned accommodations with excellent cleanliness ratings, featuring a swimming pool with a view, complimentary Wi-Fi, on-site dining options, a fitness room, and bike and car rental services.
Villa Colletto - Tuscany
9.4 103 reviews

Villa Colletto

house, Coreglia Antelminelli
Villa Colletto, a spacious five-bedroom house, is located in Coreglia Antelminelli, just 17.7 kilometres from Eremo di Calomini and 24.1 kilometres from Grotta del Vento.
This villa offers a superb swimming pool with stunning views, alongside a sauna, hot tub, and children's playground, making it an ideal family getaway with a pool.
Casa Guaitoli - Tuscany
9.3 177 reviews

Casa Guaitoli

house, Civitella-Paganico
Nestled in Bagni di Petriolo, Casa Guaitoli is a historic building offering a holiday home experience, located approximately 40 kilometers from the prominent landmarks of Piazza del Campo and Palazzo Chigi-Saracini.
This family-friendly house boasts a swimming pool with a view and a separate children's pool, alongside a sun terrace, free WiFi, and a kitchenette in each unit, making it an ideal getaway with a pool.
Residenza Verdeblu By Solturelba - Tuscany
8.6 23 reviews

Residenza Verdeblu By Solturelba

house, Capoliveri
Residenza VerdeBlu by SolturElba is located in Capoliveri, an 18-minute walk from Dog Beach Mola Porto Azzurro and 20 kilometres from Marina di Campo Airport.
This family-friendly holiday home offers a garden, terrace, bar, and a seasonal outdoor swimming pool, perfect for a relaxing getaway.
Spino Fiorito Stay - Tuscany
9.2 168 reviews

Spino Fiorito Stay

farm, Casola in Lunigiana
Located in Casola in Lunigiana, this farm stay is 13.7 kilometres from Castello della Verrucola and 25.7 kilometres from Castello di Comano.
This recently renovated farm stay offers elegant accommodation with a swimming pool, hot tub, and sauna, perfect for a relaxing getaway.
Isa-chalet Cigno Cignella Resort - Tuscany
No reviews

Isa-chalet Cigno Cignella Resort

chalet, Trequanda
This chalet in Trequanda offers a relaxing Tuscan escape, located approximately 25.7 kilometres from Parco dei Mulini and 5.9 kilometres from Cook in Tuscany.
Enjoy a refreshing swim in the seasonal outdoor pool at this spacious chalet, which features 2 bedrooms, air conditioning, a fully equipped kitchen, and a terrace, ideal for up to 7 guests seeking a pool getaway.
Casa Per Vacanze Villa Ricci - Tuscany
10 1 review

Casa Per Vacanze Villa Ricci

house, Pescia
Casa Per Vacanze Villa Ricci in San Quirico is located 10 kilometres from San Domenico and 19 kilometres from Montecatini Train Station, offering a spacious five-bedroom house perfect for larger groups.
This house with a pool boasts a private garden and barbecue facilities, ideal for enjoying the Tuscan sun, and includes a fully equipped kitchen with a dishwasher for a convenient self-catering experience.
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