Family-friendly holiday rentals in Orbetello

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.

Exclusive Loft

The Charming Apartment is located on the ground floor of the historic “Liberty” villa. The villa is nestled in the peaceful Mediterranean garden, offering an amazing sea view overlooking the bay. Private parking available (max car length 4.50 m / 14.7 ft) 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 National Identification Code (CIN) IT053016C2W3GR7844 (entered in the “Regulations” section on this page).

Indoor spacesKitchenCleanliness

4.91 out of 5 average rating, 173 reviews

5.0 out of 5 average rating, 3 reviews

Condo in Orbetello

Duomo Orbetello Prestige House

In the center of Orbetello, an exclusive apartment in a historic building with an elevator. Spacious and spread across two floors for maximum privacy: 3 living rooms, a “smart work station” area, 2 double bedrooms, and 3 bathrooms. Private balcony. Air conditioning and fast Wi-Fi. You can drive up to the front door to unload your luggage. Within walking distance of the main street and 10 minutes from the Argentario beaches. The perfect blend of urban elegance and seaside living in the beautiful “Venice of Tuscany.”

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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.

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!

KitchenFamilyLocation

4.92 out of 5 average rating, 620 reviews

4.97 out of 5 average rating, 246 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 spacesFamilyHeating

4.99 out of 5 average rating, 178 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 Suites & Views

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.

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.

FamilyIndoor spacesView

4.9 out of 5 average rating, 197 reviews

4.87 out of 5 average rating, 62 reviews

A comfortable living area features a spacious sectional sofa in a muted tone. Light wood flooring complements a simple coffee table, adorned with a small potted plant. Wall art adds a coastal touch, while soft natural light floods the room through a window with delicate drapes.

Condo in Orbetello

Le Crociere Apartment

Welcome to the Le Crociere Apartment – your corner of tranquility in the heart of Orbetello! Recently renovated, our apartment combines comfort and strategic location: it is located in a quiet residential neighborhood, a short walk from the historic center, perfect for exploring the Argentario and the Maremma. Just 10 minutes from the beaches of Feniglia and Giannella. Book now to experience an authentic vacation in Maremma, among nature, the sea, and historic villages!

FamilyIndoor spacesCheck-in

4.75 out of 5 average rating, 8 reviews

Apartment in Orbetello

Orbetello Sunset Suite [Relaxation and Privacy by the Sea]

Welcome to our cozy apartment in the heart of Orbetello. Surrounded by streets rich in history and typical restaurants, Orbetello fascinates with its lively spirit. A short walk from the apartment, you will find a bike rental and a bike path that embraces the lagoon, allowing you to cycle to the sea, immersed in breathtaking views. Whether you want to explore the nature of the Maremma or relax, this apartment is the ideal starting point for an unforgettable stay

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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.

Indoor spacesKitchenLaundry

5.0 out of 5 average rating, 25 reviews

Apartment in Orbetello

Orbetello - Cozy Loft in Old Town

Delightful apartment in the historic center of Orbetello and view of Monte Argentario and Laguna di Orbetello. Parking and bus stop very close to the beaches, Porto Ercole, Porto Santo Stefano and Orbetello Scalo train station. Steep stairs of the house is a bit steep ...... Air conditioning, hot-cold Warm 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 open.

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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.

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

KitchenIndoor spacesWalkability

4.83 out of 5 average rating, 218 reviews

4.99 out of 5 average rating, 117 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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Popular amenities for Orbetello family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Villa in Castiglione d'Orcia

A serene outdoor pool area is surrounded by lush greenery and rustic stone pathways. Lounge chairs are positioned beside the pool, creating a space for relaxation. The picturesque villa can be seen in the background, framed by trees and gentle hillside.

Wp Relais Borgo Vignalunga

Indoor spacesKitchenWalkability

4.94 out of 5 average rating, 145 reviews

4.96 out of 5 average rating, 167 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

KitchenIndoor spacesHot tub

4.94 out of 5 average rating, 110 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

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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.

Charming Tuscan Villa with View forFamily&Friends

FamilyIndoor spacesCondition

4.97 out of 5 average rating, 128 reviews

4.97 out of 5 average rating, 154 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 spacesKitchenAmenities

4.93 out of 5 average rating, 144 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

FamilyKitchenBackyard

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 spacesFamilyLaundry

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.

Your Private Tuscan Retreat

Indoor spacesKitchenPool

4.99 out of 5 average rating, 162 reviews

Family- and pet-friendly home rentals

Condo in Porto Santo Stefano

A bright living area with large glass doors opens to the balcony, providing natural light. A wooden dining table with soft chairs is positioned centrally, while a light couch is placed against the wall. An entertainment unit and air conditioning unit are visible.

Apartment with Terrace Porto S. Stefano

FamilyKitchenGetting around

4.83 out of 5 average rating, 198 reviews

4.96 out of 5 average rating, 113 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

KitchenIndoor spacesShared spaces

4.94 out of 5 average rating, 463 reviews

The illuminated village of Pitigliano is captured at dusk, showcasing its distinct stone buildings and rooftops. The historic tower stands prominently in the background, while soft lights line the streets, creating a serene atmosphere in the valley below.

Condo in Pitigliano

Panoramic penthouse in the ancient village

Indoor spacesFamilyPool

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.

Casetta Venere Tuscan relaxation 3 km from the sea

FamilyKitchenNearby

4.95 out of 5 average rating, 143 reviews

Earthen home in Pitigliano

An open door reveals a scenic view of historic buildings on a hillside. Light floods the room, highlighting the wooden furniture and stone flooring. A subtle contrast between the interior and the vibrant landscape can be seen in the background.

The cave

FamilyKitchenNearby

4.86 out of 5 average rating, 1009 reviews

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.

Mimosa Apartment - Poggio al Vento

FamilyKitchenAir conditioning

4.99 out of 5 average rating, 112 reviews

4.82 out of 5 average rating, 50 reviews

A bright and airy living area features a spacious beige sofa adorned with decorative cushions. A dining table with white chairs is positioned beside a window, offering natural light. A refrigerator, microwave, and other kitchen appliances are visible, complemented by decorative accents on the walls.

Apartment in Orbetello

[Argentario] The Jewel of Orbetello/ Downtown

FamilyIndoor spacesAir conditioning

Villa in Porto Santo Stefano

A serene outdoor area features a private swimming pool surrounded by lounge chairs. The tranquil water reflects the colors of the sunset, with rolling hills and the coastline visible in the background. Lush greenery frames the scene, enhancing the natural beauty of the setting.

Panoramic villa with sea water swimming pool

FamilyKitchenCondition

4.93 out of 5 average rating, 71 reviews

Family-friendly home rentals with a pool

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 spacesKitchenSleep quality

4.97 out of 5 average rating, 181 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

Indoor spacesFamilyView

4.9 out of 5 average rating, 404 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

FamilyIndoor spacesLayout

4.92 out of 5 average rating, 202 reviews

Apartment in Caminino

Pieve di Caminino Historic Farm

Indoor spacesFamilyOutdoor spaces

4.82 out of 5 average rating, 11 reviews

A clear blue swimming pool reflects the sky, surrounded by lush greenery. Two lounge chairs with green umbrellas offer shaded seating. The tranquil scene emphasizes relaxation and outdoor enjoyment.

Farm stay in Orbetello

"Giglio" panoramic apartment in Magliano in T.

KitchenIndoor spacesLaundry

Apartment in Porto Santo Stefano

The outdoor area features a serene pool surrounded by well-maintained greenery, including olive trees and manicured hedges. Scenic hills are visible in the background, complemented by a clear blue sky.

A view of the sea ViSte

KitchenIndoor spacesCondition

4.91 out of 5 average rating, 56 reviews

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: Villa Volo Pindarico

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