Holiday Home with Swimming Pool in Grosseto

Free cancellation 2026

Dive into relaxation with our holiday homes featuring swimming pools in the charming region of Grosseto. Whether you're lounging by the pool or exploring the Tuscan countryside, these homes offer a perfect retreat for families and friends seeking sun-soaked fun and tranquility.

Holiday homesItalyTuscanyGrossetoHoliday homes with swimming pool in Grosseto

22 handpicked holiday homes

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Historic villa overlooking Saturnia hills

  • Grosseto, Italy
  • 14 guests · 5 bedrooms
  • Pets are welcome
  • Private pool

The outdoor pool is only available from June to September

-28%€917 €663/night (20 25 December )

incl. utility costs, cleaning and insurance

Instant Book

Luxury villa overlooking Val d'Orcia

  • Roccastrada, Italy
  • 6 guests · 3 bedrooms
  • Pets are welcome
  • Private pool

The outdoor pool is only available from June to August

€589/night (21 26 December )

incl. utility costs, cleaning and insurance

Panoramic villa in Tuscan Maremma

  • Toscana, Italy
  • 4 guests · 2 bedrooms
  • Pets are welcome
  • Shared pool

€263/night (25 30 January )

incl. utility costs, cleaning and insurance

Villa with bamboo grove in Maremma

  • Grosseto, Italy
  • 14 guests · 7 bedrooms
  • Pets are welcome
  • Private pool

€1,480/night (22 29 December )

incl. utility costs, cleaning and insurance

Historic farmhouse in Maremma countryside

  • Montecavallo, Italy
  • 9 guests · 4 bedrooms
  • Pets are welcome
  • Private pool

The outdoor pool is only available from May to October

€460/night (5 10 January )

incl. utility costs, cleaning and insurance

Instant Book

Villa with views over Ombrone valley

  • Grosseto, Italy
  • 6 guests · 3 bedrooms
  • Pets are welcome
  • Private pool

€667/night (21 26 December )

incl. utility costs, cleaning and insurance

Panoramic views over the Tuscan hills

  • Toscana, Italy
  • 8 guests · 4 bedrooms
  • Pets are welcome
  • Private pool

The outdoor pool is only available from May to October

€337/night (3 10 January )

incl. utility costs, cleaning and insurance

Tuscan villa with views over Maremma

  • Grosseto, Italy
  • 12 guests · 6 bedrooms
  • Pets are welcome
  • Shared pool

The outdoor pool is only available from May to September

€498/night (1 6 February )

incl. utility costs, cleaning and insurance

Discover Holiday Homes with Swimming Pools in Grosseto

Nestled in the heart of Tuscany, Grosseto offers a delightful escape for those seeking both relaxation and adventure. Our selection of holiday homes with swimming pools provides the perfect setting for families, couples, and friends looking to unwind under the Tuscan sun. Imagine lounging by your private pool, surrounded by the picturesque landscapes that this charming region is known for.

Holiday Homes Designed for Comfort and Fun

In Grosseto, you'll find holiday homes that cater to your every need. Whether you're planning a family getaway or a romantic retreat, our homes boast inviting swimming pools that promise hours of fun and relaxation. Enjoy the blend of traditional Italian architecture and modern amenities, making each stay both comfortable and delightful.

These holiday homes are more than just a place to sleep; they're a gateway to creating lasting memories. With spacious living areas and beautiful outdoor spaces, you can enjoy al fresco dining, evening swims, or simply soaking up the peaceful atmosphere.

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Choose a holiday home

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Request your stay

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Pay for your stay

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Feel at home

You’ll receive your host’s Landfolk Guide before arrival to help you get the perfect stay.

Explore the Enchanting Surroundings

Grosseto isn't just about the stunning holiday homes. The region is rich with history, culture, and natural beauty. Explore the medieval town centre, visit nearby vineyards for a wine tasting experience, or take a day trip to the coast for some sea breeze and sandy shores.

For nature enthusiasts, the Maremma Regional Park is a must-visit, offering trails that wind through lush landscapes and along the stunning coastline. Whether you're hiking, biking, or just taking a leisurely stroll, the park is a haven for outdoor lovers.

Other collections in this location

Explore the beautiful Marina di Grosseto with your furry friend by your side in our dog-friendly holiday homes. Enjoy long walks on the beach and the picturesque Tuscan landscape, knowing your pet is as welcome as you are. It's the perfect getaway for the entire family, including the four-legged members.

Dive into a refreshing holiday at one of our holiday homes with outdoor pools in the beautiful city of Pisa. Whether you're soaking up the Tuscan sun or taking a leisurely dip, these homes offer an oasis of relaxation and fun for everyone. Explore Pisa's rich history and vibrant culture, then unwind by the poolside.

Dive into relaxation with our holiday homes featuring outdoor pools in the charming setting of Arezzo. Whether you're looking to unwind by the poolside or explore the rich history and culture of this Tuscan gem, Arezzo offers a perfect blend of leisure and adventure for everyone.

Discover the joy of a holiday home with a pool in the heart of Florence. Whether you're seeking relaxation or family fun, these homes provide an ideal oasis after a day exploring the art, history, and cuisine of this enchanting Italian city.

Dive into relaxation at one of our holiday homes with an outdoor pool in the picturesque setting of Siena. Whether you're looking to splash around with family or unwind by the poolside, these homes offer a refreshing escape amidst the charming Tuscan landscapes.

Dive into relaxation with our holiday homes in Lucca, each featuring a private outdoor pool. Discover the charm of Lucca's historic streets and then retreat to your personal oasis for a refreshing swim and some sun-soaked leisure time.

Create Cherished Memories

Whether you're splashing in the pool with loved ones or exploring the charming streets of Grosseto, your holiday here will be filled with unforgettable moments. The blend of leisure and adventure ensures that there's something for everyone.

So pack your bags, bring your sense of adventure, and prepare to experience the magic of Grosseto. Your perfect holiday home with a swimming pool awaits, ready to host your next memorable escape.

3 reasons to choose Landfolk

Cleaning included

Don’t worry about the cleaning – we’ll take care of it for you!

No surprises

At Landfolk you’ll only get one price, and that’s the price we show. .

Pay how you like

Whether you prefer to pay with card or bank transfer, all at once or split, !

Embrace the Tuscan Lifestyle

Staying in one of our holiday homes with a pool in Grosseto allows you to fully immerse yourself in the Tuscan way of life. Enjoy mornings sipping coffee by the pool, afternoons exploring local markets, and evenings indulging in exquisite Italian cuisine. It's an experience that promises relaxation, exploration, and a touch of luxury, all wrapped up in the warm embrace of Tuscany.

Words from happy guests

Wir durften im Oktober zwei wunderbare Wochen in dieser traumhaften Villa verbringen – ein Urlaub, der uns als Familie rundum begeistert hat. Das Haus liegt wunderschön eingebettet in der toskanischen Hügellandschaft, ruhig und abgeschieden, mit einem herrlichen Blick über Olivenhaine und Felder. Jeden Morgen beim Kaffee auf der Terrasse diesen Ausblick zu genießen, war einfach ein Geschenk. Der Empfang durch Philippe und Muriel war außergewöhnlich herzlich. Schon beim Ankommen spürte man, mit wie viel Liebe und Aufmerksamkeit die beiden ihre Gäste empfangen. Nach einer ausführlichen Hausführung bekamen wir viele hilfreiche Informationen zu Ausflügen, Einkaufsmöglichkeiten und Restaurants in der Umgebung. Besonders aufmerksam: Am ersten Abend war bereits ein Essen vorbereitet, und der Kühlschrank gefüllt – so konnten wir völlig entspannt ankommen und den Urlaub gleich genießen. Die Villa selbst ist modern, komfortabel und perfekt ausgestattet – ideal für unsere vierköpfige Familie. Der beheizte Pool war auch im Oktober noch wunderbar nutzbar und bot eine herrliche Erfrischung. Ein echtes Highlight war die Führung durch Philippes und Muriels Olivenhaine und die Ölmühle. Wir durften viel über den Anbau und die Ernte erfahren, und unsere Kinder konnten sogar selbst bei der Olivenernte mithelfen. Das von Philippe und Muriel hergestellte Olivenöl ist einfach köstlich – kein Wunder, dass es mehrfach prämiert wurde. Wir haben uns in jeder Hinsicht rundum wohl gefühlt – die Herzlichkeit, die Ruhe, die Landschaft, das Haus – alles hat gestimmt. Philippe und Muriel sind wunderbare Gastgeber, die mit großer Freude und Leidenschaft dafür sorgen, dass man sich willkommen fühlt. Unser Fazit: Ein traumhafter Ort zum Entspannen und Genießen – mit ganz viel Herz geführt. Wir können diese Unterkunft uneingeschränkt weiterempfehlen!

Dr. Christof from Germany

Stay for 2 adults and 2 children

Why rent out through Landfolk?

You will be in the best company with other handpicked holiday homes and you can share it flexibly and on fair terms.

No lock-in period

You decide when, to whom and how often you rent out.

Personal connection

Your guests treasure the holiday home life as much as you.

Fair fees and terms

Only 5% of your earnings go to Landfolk.

We are here for you

We create your holiday home profile, take care of the marketing and are always happy to answer your questions.

Alternative locations

Dive into relaxation with our holiday homes featuring outdoor pools in sunny Southern France. Whether you're traveling with family or friends, the private pools offer a refreshing escape after a day of exploring charming villages and picturesque landscapes.

Dive into a refreshing holiday experience with our holiday homes featuring outdoor pools in the charming village of Céreste-en-Luberon. Nestled in the heart of Provence, these homes offer a perfect blend of relaxation and adventure with picturesque landscapes and serene settings just waiting to be explored.

Dive into relaxation at our holiday homes with outdoor pools in sunny Marsala. Whether you're floating in the pool or exploring the charming town, these homes offer the perfect blend of fun and tranquility. Experience the beauty of Sicily with a splash of luxury.

Dive into a refreshing escape with our holiday homes featuring outdoor pools in the picturesque Ardèche. Whether you want to bask in the sun or splash around with family and friends, these homes offer the perfect blend of fun and relaxation amidst stunning natural landscapes.

Dive into a refreshing holiday experience with our holiday homes featuring outdoor pools near the stunning Limfjord. This area is a perfect oasis for both fun and relaxation, offering beautiful scenery and tranquil waters, making it an ideal spot for families and friends to unwind and enjoy their time together.

Dive into relaxation at one of our holiday homes with outdoor pools in the charming city of Potsdam. Whether you're looking to splash around with family or unwind by the water with friends, these pools provide the perfect setting for memorable summer days.

Dive into relaxation at our holiday homes with outdoor pools in scenic Sweden. Whether you're basking in the summer sun or enjoying a refreshing dip, these homes offer the ideal setting for both fun and relaxation. Experience the perfect blend of tranquility and adventure in this beautiful Scandinavian landscape.

Dive into relaxation with our holiday homes featuring outdoor pools in the stunning region of Odsherred. Perfect for families and friends, these homes offer a refreshing retreat where you can splash around or unwind by the poolside. Discover everything Odsherred has to offer while enjoying your very own oasis.

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