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Holiday rentals with a pool in Grosseto

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Grosseto

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A rustic stone house is set on a green hillside, surrounded by trees. A large pool reflects its surroundings, with steps leading into the water. The garden features well-maintained lawns and a wooden deck nearby, inviting outdoor relaxation.
Home in Poggi del Sasso
4.92 out of 5 average rating, 133 reviews

LECCIONE RESIDENCE

Characteristic country house with exposed wooden beams, 2 double bedrooms, 1 bedroom with bunk bed and a double sofa bed in the living room. The 2 bathrooms with shower. Large and well-equipped kitchen. Dishwasher, wood-burning and electric oven, espresso machine. Large garden with barbecue, swimming pool and a hot tub. Expenses to be paid on-site based on consumption: wood €8 per box, LPG €6 per cubic meter, electricity €0.36 per kW. Wood will be provided for a barbecue and a hot bath in the hot tub for free.

Top Guest favourite
A charming two-story house is enveloped in vibrant green vines, providing a natural touch. A shaded porch extends from the entrance, creating an inviting outdoor space. Surrounding shrubs and grasses enhance the serene landscape under a clear blue sky.
Farm stay in Manciano
4.99 out of 5 average rating, 77 reviews

Casa Olivia: Comfort, Nature and Landscapes of Maremma

Placed in the Manciano countryside, in the intact landscape of South Tuscany, 20 min from the Saturnia Cascades, Casa Olivia is an apartment in a farmhouse in the center of an age-old olive grove. From the garden and the house you can enjoy an incredible view on the Maremma hills with the Argentario coast in the background. Uncontaminated nature, peace and a wide choice of excursions in the surrounding area between art, history, sea and traditions. 30 minutes from beaches and beautiful villages

Guest favourite
A modern stone house is surrounded by lush greenery, nestled against a hillside. Large glass windows provide ample natural light, showcasing the inviting interior. The roof has a gentle slope, reflecting a blend of traditional and contemporary architecture.
Cottage in Seggiano
4.95 out of 5 average rating, 97 reviews

EcoLodge – modernes Design in ruhiger Panoramalage

Die EcoLodge, modern, ökologisch, komfortabel, liegt mitten in der Natur in einer friedlichen, fruchtbaren Kulturlandschaft am Monte Amiata in der stillen Südtoskana. Sie gehört zu einem alten Bauernhaus mit viel Platz, wunderschöner Aussicht, vielen alten Obst-, Marroni-, Olivenbäumen und unserem Weinberg. Es ist ein idealer Standort. Von hier aus können Sie weltberühmte Sehenswürdigkeiten erkunden, viel unternehmen und abseits der Touristenströme die Ruhe des toskanischen Landlebens genießen.

Top Guest favourite
An inviting living space features a cozy fireplace framed by a rustic stone wall. Natural light filters through floral-patterned curtains, illuminating a spacious sitting area with a two-seater sofa. A four-poster bed draped in sheer fabric enhances the room's charm, complemented by decorative lanterns.
Apartment in Caminino
4.91 out of 5 average rating, 183 reviews

Pieve di Caminino Historic Farm

Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

Top Guest favourite
The exterior of the villa is framed by lush greenery and tall trees, with a stone pathway leading to the entrance. The structure features traditional architecture, characterized by stone walls and wooden accents, set against a backdrop of rolling hills and a blue sky with scattered clouds.
Villa in Montepulciano
4.97 out of 5 average rating, 114 reviews

Wine Experience Villa in Montepulciano

🏡 Villa Talosa è immersa nei vigneti della Fattoria della Talosa, storica azienda vitivinicola di Montepulciano produttrice di Vino Nobile. Un luogo autentico, ideale per rilassarsi con la magia della campagna toscana e una vista incantevole da ogni finestra. A soli 1,5 km dal centro storico, raggiungibile anche a piedi, potrete visitare la nostra Cantina Storica del 1500 sotto Piazza Grande: un’esperienza unica tra storia, passione per il vino. Riscaldamento e aria condizionata sono inclusi.

Guest favourite
The property is surrounded by rolling vineyards and olive trees, showcasing a rustic farmhouse with terracotta roof tiles. A private pool glistens in the sun, with cypress trees lining the entrance. The expansive landscape reveals hills and valleys under a clear blue sky.
Farm stay in Camigliano
4.97 out of 5 average rating, 92 reviews

Tenuta La Fuga – Cottage with private pool

At a 15-minute drive from Montalcino, near Siena and Pienza, this cottage, restyled with charm, offers a real escape! (Fuga means Escape) The huge terrace with a stunning view of the hills and the private pool offer peace and tranquillity. You will be able to taste our wine at the cellar or book a wine tasting at the main cellars of our estate near Greve in Chianti. Domestic animals are accepted, but please contact us before the confirmation of a booking. No check-in or check-out on Sundays

Guest favourite
The pool area is surrounded by meticulously maintained grass and features comfortable lounge chairs placed along the edge. A rustic wooden structure with open sides provides shade, and lush greenery is visible in the background, enhancing the serene setting.
Villa in Castiglione d'Orcia
4.97 out of 5 average rating, 123 reviews

Wp Relais Borgo Vignalunga

Discover Borgo Vignalunga by WP Relais, an charming hamlet set in a 46-hectare estate in the heart of the Val D'Orcia, a UNESCO World Heritage Site. Surrounded by woodland, pastures, a lush vegetable garden, cultivated fields and three olive groves with 1,500 olive trees, Borgo Vignalunga is the ideal place to experience the true essence of Tuscany. The property is close to historical villages, evocative architecture, unspoilt natural landscapes and renowned restaurants, bars and wineries.

Top Guest favourite
A serene outdoor view captures a private swimming pool framed by neatly manicured grass. Lush cypress trees line the background, against a vibrant sunset sky displaying hues of orange, pink, and purple, creating a calming ambiance in the countryside.
Home in Pereta
5 out of 5 average rating, 65 reviews

Bel Casale with sea view and the mediaeval village

In the Maremma countryside, private panoramic swimming pool, with a 360° !!! View of the Argentario, the island of Giglio and the medieval village. Spectacular sunsets to admire! The villa is on one floor, characterized by exposed wooden beams, verandas, handmade terracotta floors, elegant minimal furniture. It can accommodate up to 6 people. Park of 2 hectares of garden with olive grove and centuries-old oaks. Located 5 minutes from the beautiful village of Pereta.

Top Guest favourite
The exterior of a renovated stone house is framed by greenery, featuring large wooden doors that provide a welcoming entrance. An outdoor dining set is visible on the patio, surrounded by carefully maintained gardens and trees, evoking a serene countryside atmosphere.
Condo in Cinigiano
5 out of 5 average rating, 105 reviews

Spinosa Apartment in Podere Capraia

Two-room apartment on two floors, recently renovated with good taste furnishings: living room with sofa bed (1 and a half places), dining table, TV, WiFi. Kitchenette with oven, fridge and dishwasher. Bathroom with shower, toilet, and bidet. Upper floor, open attic double bedroom. Exit to equipped front patio. Heating (from 10/15 to 04/15), mosquito nets. Small and medium-sized pets allowed. Swimming pool (open from Jun. 1 to Sept. 30) shared with Solengo apartment

Guest favourite
A welcoming kitchen area features wooden elements and vibrant yellow walls. A dining table with chairs is positioned beside a large glass door leading to the garden. Natural light filters through the curtains, enhancing the inviting atmosphere, while a red rug adds a pop of color to the floor.
Farm stay in Murlo
4.97 out of 5 average rating, 176 reviews

Country house near Siena

The apartment is on the ground floor of a farmhouse of 1600, it is very cozy, the floors are in wood and the walls are painted in bright colors. The house consists of a large kitchen, a bedroom where there is also a sitting area with a comfortable sofa that can accommodate two people and a fireplace near the sofa. The house is surrounded by beautiful hills and woods. In front of the house there is a terrace where to eat, and a garden with deckchairs.

Guest favourite
A warm and inviting open space features a wooden dining table surrounded by chairs, illuminated by natural light from several windows. A red sofa is positioned nearby, while a television and kitchen appliances, including a stove and oven, are visible in the background.
Apartment in Montepulciano
4.94 out of 5 average rating, 105 reviews

Casa Crociani - Amazing Pool & Free Parking

Central location: In the heart of Montepulciano, perfect for exploring the town 4km from the center. Authentic Tuscan experience: Within walking distance of local stores and points of interest Total relaxation: Bright garden with shared pool Breathtaking views: Take in the Tuscan hills right from the house Unique atmosphere: Enjoy a coffee at a typical café or in the comfort of your own home

Guest favourite
An infinity pool extends into the horizon, revealing sweeping views of the Tuscan landscape. Surrounding greenery and a paved patio are visible, with two lounge chairs positioned for relaxation. Soft natural light casts a tranquil ambiance across the scene.
Apartment in Campagnatico ( GR)
5 out of 5 average rating, 52 reviews

Suite

A 45sqm house, separated from the main complex. Ideal for romantic getaways. It consists of: one bedroom, bathroom and living room with an open space kitchen. It includes: A sofa bed in the living room, which can be used as an extra bed. Bed linen, bathroom towels and beach towels Cleaning services halfway through the week.

Popular amenities for Grosseto rentals with a pool

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