Family-friendly holiday rentals in Orbetello

Farm stay in Campiglia D'orcia

A rustic stone farmhouse is nestled in a lush green landscape, surrounded by rolling hills and tall cypress trees. The sun casts a warm glow on the exterior, highlighting the charming architecture. An open courtyard with a small pool can be seen in the foreground.

4.92 out of 5 average rating, 625 reviews

Poggio Bicchieri Holiday Farm - Memoria apartment

Relax with the whole family in this accommodation. The holiday farm consists of two independent apartments with a living room, kitchen, bedroom, and bathroom. You won't have to share anything with other guests, as we have taken care to organize everything so that everyone has their own space and everything is separate. Outside there is a barbecue, table with chairs and deck chairs. In the vicinity are Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino, and Bagni San Filippo. To reach us, there is 1.5 km of dirt road!

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Apartment in Porto Santo Stefano

A serene view of the bay of Porto Santo Stefano is captured, showcasing calm waters reflecting sunlight. Lush greenery frames the scene, while a decorative planter stands prominently in the foreground. A private parking space for medium-sized cars is noted on the left.

4.91 out of 5 average rating, 174 reviews

Exclusive Loft

The Charming Apartment is located on the ground floor of the historic ‘Liberty’ villa. The villa is nestled in the tranquillity of the Mediterranean garden, offering an amazing sea view overlooking the bay. Private parking available (maximum car length 4.50 metres) Tourist Tax: A MUNICIPAL ACCOMMODATION TAX of €2 per person per night is payable for a maximum of 7 days (children under 14 years of age are exempt). CIR. CODE 053016LTN1131 CIN IT053016C2W3GR7844 (inserted in the ‘Regulations’ section on this page).

FamilyKitchenAmenities

4.97 out of 5 average rating, 249 reviews

A charming cottage is shown with a terracotta facade and a tiled roof. A small table with two chairs is set on a patio, surrounded by potted plants. Lush greenery and trees can be seen in the background under a clear blue sky.

Guesthouse in Macciano

Tuscan cottage with an heavenly view

Heaven's Window takes your breath away. As our only guests, you will be surrounded by infinite views, endless tranquility, sounds of singing birds and calling deer. Down the valley and on your walks you may spot foxes ferrets and wild boar. Collect porcupine quills. Breathe! Halfway between Rome and Florence. Close to Siena, Val d’Orcia and countless hot springs . A private paradise surrounded by divine dining and hilltop jewels of antiquity like Montepulciano and Montalcino of sublime wines.

Indoor spacesFamilyBackyard

4.98 out of 5 average rating, 182 reviews

A serene landscape features rolling green hills under a vibrant sunset sky, casting soft colors across the horizon. A stone wall is adorned with lush greenery and flowers, providing a tranquil viewpoint for someone contemplating the picturesque view of the valley and distant hills.

Home in Cetona

Casa Dolce Toscana | Panoramic Suite with View

CASA DOLCE TOSCANA 🖼️ Hi! I'm Jolanta 😊 Welcome to our beloved Tuscan accommodation, with panoramic views, nestled in the hills of Tuscany. A perfect oasis of peace for those who want to relax and enjoy an authentic experience. Located a few kilometers from Siena and Florence, our accommodation combines rustic charm with all modern comforts. It is located in the heart of the historic center of the famous village of Cetona, below the castle, overlooking the valley and the scent of Tuscany.

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Apartment in Porto Santo Stefano

A panoramic view of colorful rooftops leads to the sparkling blue sea, with hills in the background and a distinctive tower rising above the buildings. The landscape captures the charming coastal town and its vibrant architecture, set under a clear sky.

4.9 out of 5 average rating, 197 reviews

Far Horizons:Uniquely panoramic peaceful sea views

With one of the most extraordinary views in Tuscany, enjoyed even from your bedroom - you will not want to leave! Peacefully located in the most photographed street in the town, yet only 3 minutes walk from restaurants in the beautiful harbour, and 10 minutes to bathing spots, Far Horizons apartment is an recently renovated, colourful and comfortable apartment, with stunning sea views from every window and over the old port, orange gardens and the 15th Century Spanish Fort.

FamilyKitchenCheck-in

4.97 out of 5 average rating, 158 reviews

An aerial view highlights a stone farmhouse nestled within lush greenery, surrounded by mature trees. The structure features a terracotta-tiled roof and a charming porch. A pathway leads to a smaller stone building, providing a sense of harmony with the natural landscape.

Villa in Sarteano

Stone farmhouse in Val D'Orcia

19th-century Tuscan farmhouse with exposed stones immersed in the wonderful Tuscan countryside with a splendid view of the Val di Chiana. It is surrounded by a 6-hectare park with an olive grove of 300 plants. It is located in Sarteano, in the village, an ancient medieval village with a dream castle, known for the Music and Jazz Festival that takes place at the end of summer. We are in the beautiful Val d'Orcia, a UNESCO World Natural Heritage Site since 2004.

FamilyIndoor spacesBiking

5.0 out of 5 average rating, 26 reviews

Orbetello - Cozy Loft in Old Town

Lovely apartment in the historic center of Orbetello and views of Monte Argentario and Orbetello Lagoon. Parking and bus stop very close to reach the beaches, Porto Ercole, Porto Santo Stefano and the train station of Orbetello Scalo. Stairs a little steep ...... Air conditioning hot-cold Heat towels in the bathrooms Wifi present: just frame the QR code with your phone to activate it. You can arrive at any time. Sky Cinema is active.

Indoor spacesFamilyQuiet

Apartment in Castiglione della Pescaia

A charming stone cottage is depicted, featuring a dark roof and a welcoming entrance. Vibrant purple flowers in the foreground provide a splash of color against the gravel pathway, while warm sunlight casts a gentle glow, highlighting the serene surroundings.

4.95 out of 5 average rating, 143 reviews

Casetta Venere Tuscan relaxation 3 km from the sea

Casetta Venere: Sea, nature and Pet-Friendly. Just 3 km from the crystal clear sea of Castiglione della Pescaia, Casetta Venere is a small Tuscan jewel among olive trees, perfect for couples, families, and travelers with pets. The house offers well-kept spaces, a beautiful private garden and an intimate and welcoming atmosphere. We look forward to welcoming you for a slow, authentic and beautiful stay in the midst of nature.

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Condo in Porto Santo Stefano

A small terrace features a round table set for two with glasses of white wine and a green bottle. The view overlooks the sea and the hills in the distance, while flowering plants add color to the scene. A trellis provides partial shade.

4.83 out of 5 average rating, 219 reviews

Villa Rosetta, apt 2, Lovely beach historic house

A lovely apartment at the sea front, with direct access to the sea with rock beaches, surrounded by a beautiful mediteranean garden. You can relax on the beach in every moment. You can swim in the sea whenever you want. Welcomes well behaved dogs. There are extra cost in addition to the cost of the stay: cleaning fee, municipality tax, ZTL pass Follow us on @: villarosetta1914

KitchenFamilyHeating

Apartment in Porto Santo Stefano

An aerial view captures a coastal town with colorful buildings lining the hillsides. The harbor is filled with boats, and lush greenery contrasts with the blue waters. The distant mountains provide a scenic backdrop to the bustling town below.

4.81 out of 5 average rating, 233 reviews

Porto S. Stefano Apartment

The apartment is located in the artisan area of the village, about a kilometer from the port, and is located on the second floor of a building with private parking... large living room and kitchenette, two bedrooms and a bathroom. The apartment has air conditioning in all rooms. Self check-in is possible, taking care to provide you with all the details for key collection.

Indoor spacesFamilyWi-Fi

4.99 out of 5 average rating, 118 reviews

The outdoor pool area features a light blue water surface complemented by three tiered fountains. A small white table with a glass is placed on the wooden deck, surrounded by two white chairs. The rustic stone buildings create a charming backdrop, adorned with greenery.

Apartment in Montalcino

Castel Brunello - 2 doublebed rooms + terrace

Located in amidst the Tuscan countryside, Castel Brunello is offers an outdoor swimming pool and a garden. This self-catering accommodation features rustic-style furnishings, air condioning and free Wi-Fi. They also offer a satellite TV, and a fully equipped kitchenette with a refrigerator and a dining table. Each apartment has a terrace with an outdoor seating area.

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A cozy interior features a spacious bed dressed in neutral tones and accented with patterned pillows. A small dining table sits beside it, while a vintage wardrobe adds character to the room. Soft lighting from hanging fixtures creates a warm ambiance.

4.91 out of 5 average rating, 266 reviews

Taty house in center

In the heart of Orbetello Taty House is a new studio flat of 30sqm with kitchen, bed and bathroom. Completely independent is a great choice to visit the Argentario and live the splendid town of Orbetello. Let's talk a little English and my wife speaks Russian. We look forward to you with simplicity and courtesy! Salvatore and Valentina.

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Popular amenities for Orbetello family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.96 out of 5 average rating, 169 reviews

A traditional stone casale is set among lush greenery, featuring wooden shutters on the upper windows. Olive and fruit trees frame the home, enhancing its natural setting. A well-maintained lawn extends around the property, inviting relaxation in this peaceful environment.

Cabin in Cetona

Poggio dell'orso.Traditional Casale. Amazing views

Indoor spacesFamilyQuiet

4.94 out of 5 average rating, 111 reviews

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

EcoLodge – modern design in a peaceful panoramic location

FamilyKitchenPets

Villa in Chianciano Terme

The exterior of a charming stone villa is surrounded by a lush garden featuring vibrant lavender plants. Stairs lead to a welcoming entrance adorned with potted flowers and a shaded seating area. The rustic façade reflects traditional Tuscan architecture against a clear blue sky.

4.97 out of 5 average rating, 129 reviews

Charming Villa in Montepulciano for Fam & Friends

KitchenIndoor spacesAccuracy

4.93 out of 5 average rating, 145 reviews

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

LECCIONE RESIDENCE

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4.97 out of 5 average rating, 155 reviews

A charming stone house is surrounded by lush greenery and colorful flowers. The exterior features a thatched roof and several wooden windows, with a seating area adorned with potted plants. Mature trees provide shade, creating a peaceful outdoor atmosphere.

Home in Pancole

Casa Pancole

Indoor spacesFamilyBathroom

Cottage in Castell'Azzara

An outdoor wood-fired hot tub is surrounded by lush green grass, offering a scenic view over the expansive landscape. A stone pathway leads to the hot tub, while the rustic stone cottage is visible in the background under a partly cloudy sky.

4.99 out of 5 average rating, 165 reviews

Your Private Tuscan Retreat

Indoor spacesKitchenGetting around

4.98 out of 5 average rating, 182 reviews

A serene garden area features a lounging chair with a folded towel placed neatly on it. Stone planters and lush greenery surround a small hot tub, complemented by flowering plants and trees. The backdrop includes rustic architecture under a clear sky.

Villa in Monticchiello

Villa unesco heritage, Jacuzzi & garden. BB Daria

Indoor spacesFamilyWalkability

4.92 out of 5 average rating, 148 reviews

Villa in Montepulciano

Villa in Montepulciano with a Pool

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Family- and pet-friendly home rentals

4.99 out of 5 average rating, 291 reviews

An aerial view showcases a charming stone cottage surrounded by lush greenery and mature trees. The roof is partially covered with natural foliage, blending the structure harmoniously into the landscape. The area features rocky outcrops and dense vegetation, highlighting the peaceful rural setting.

Farm stay in Seggiano

Terra Delle Sidhe, Seggiano, Tuscany, Italy

FamilyKitchenLong stay

Apartment in Castiglione d'Orcia

A rustic stone farmhouse is surrounded by colorful flower pots, adding charm to the entryway. The structure features a mix of wooden shutters and terracotta accents. A gravel driveway leads to the entrance, framed by lush greenery and vibrant blooms.

4.99 out of 5 average rating, 112 reviews

Mimosa Apartment - Poggio al Vento

FamilyKitchenCondition

4.99 out of 5 average rating, 109 reviews

A rustic stone house is presented, featuring a sloped roof and wooden shutters. A set of stairs leads to the entryway, and a small porch area is visible. Surrounding greenery enhances the serene environment, offering a glimpse of the expansive valley beyond.

Home in Castell'Azzara

The Bandita dei Bovi

FamilyKitchenDecor

4.98 out of 5 average rating, 584 reviews

The medieval abbey and tower are surrounded by lush greenery, set against a clear blue sky. The sturdy stone structure displays distinct architectural features, with circular and rectangular forms. Rolling fields extend around the property, creating a serene and expansive landscape.

Castle in Tuscania

San Giusto Abbey {medieval Tower}

Indoor spacesKitchenWi-Fi

A dining area is presented with a rustic wooden table surrounded by several chairs. A large piece of artwork showcases a serene coastal scene. Natural light enters through a window with wooden shutters, complementing the light-colored walls.

4.83 out of 5 average rating, 46 reviews

Casa Francesco Orbetello Centro with WiFi

KitchenIndoor spacesParking

4.75 out of 5 average rating, 8 reviews

Orbetello Sunset Suite [Relaxation and Privacy by the Sea]

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Home in Porto Santo Stefano

A spacious garden area features well-maintained grass and a variety of green plants. Stone steps lead to a cozy seating area with sun loungers. An umbrella provides shade, while a distant view of the sea can be seen beyond the foliage.

4.9 out of 5 average rating, 77 reviews

Sassi Verdi Villa

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The living room features exposed wooden beams and terracotta tiles, creating a rustic ambiance. A comfortable sofa and an elegant armchair provide seating, with a wooden sideboard and a dining table nearby. A smart TV is visible, along with decorative elements that enhance the space.

4.71 out of 5 average rating, 17 reviews

Orbetello Lagoon Suite – Beach & Town in 5 Minutes

Indoor spacesWi-FiLocation

Family-friendly home rentals with a pool

4.92 out of 5 average rating, 203 reviews

Apartment in Caminino

Pieve di Caminino Historic Farm

KitchenIndoor spacesOutdoor spaces

4.96 out of 5 average rating, 114 reviews

The entrance of the building is adorned with lush green vines, climbing its facade. Two light gray doors with glass panels are framed by large windows, reflecting the blue sky. Potted plants are placed on either side of the doors, adding a touch of greenery.

Farm stay in Manciano

Casa Mirta art & nature in the heart of Maremma

KitchenFamilySleep quality

4.97 out of 5 average rating, 185 reviews

A rustic agriturismo is framed by vibrant greenery and blooming flowers. Outdoor seating is provided by several light-colored chairs and a patterned table. The stone building showcases large windows, which invite natural light into the space, while a welcoming atmosphere is suggested by the well-maintained garden.

Farm stay in Pienza

Spedaletto Castle, Val d'Orcia, Pienza

KitchenFamilyComfort

4.9 out of 5 average rating, 406 reviews

A scenic view of the Tuscan hills is framed by clusters of pink roses in the foreground. The rolling landscape features layers of green and gold fields, softly fading into the horizon under a clear sky.

Apartment in Montalcino

Panoramic Country Suite Montalcino

Indoor spacesFamilyWalkability

4.91 out of 5 average rating, 157 reviews

An outdoor dining area features a wooden table surrounded by folding chairs, shaded by a trellis with climbing plants. Colorful flower pots with blooming flowers add vibrancy to the garden, which offers views of the surrounding landscape. The cottage wall is visible in the background.

Apartment in Radicofani

"L'Assolata" Cottage in Tuscany

Indoor spacesFamilyAccess

Farm stay in Montepulciano

The image depicts a serene swimming pool surrounded by sun loungers and umbrellas, set against a backdrop of lush greenery and the distant Monte Amiata. The clear water reflects the sky, offering a tranquil atmosphere for relaxation and enjoyment.

4.95 out of 5 average rating, 104 reviews

Unique view 3 bdr villa with pool & A/C in Pienza

FamilyIndoor spacesCleanliness

4.83 out of 5 average rating, 6 reviews

A coastal view showcases the serene blue sea meeting the horizon. Sun loungers are positioned on a paved terrace, surrounded by lush greenery. The distant outline of an island can be seen, enhancing the scenic landscape while clear skies offer a bright atmosphere.

Home in Monte Argentario

Argentario: Volo Pindarico Villa

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