Family-friendly vacation rentals in Montemerano

4.91 out of 5 average rating, 162 reviews

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

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.

Home in Petrignano sul Trasimeno

4.83 out of 5 average rating, 40 reviews

Beautiful family home overlooks Tuscan hills

Our gorgeous family home is on the Tuscany/Umbria borders and has stunning views over the Tuscan hills and village of Montepulciano. Set in a quiet location, amongst olive & fig trees it is perfect for a relaxing family holiday. The house is very spacious with plenty of room inside & out for children to play and adults to unwind. Castiglione and Lake Trasimeno are a 10 minute drive away, with shops, beach, restaurants and children's play areas as well as local ferry access to the lake islands.

4.9 out of 5 average rating, 59 reviews

A spacious bedroom features a comfortable bed covered with a light-colored linen. Natural stone walls and a wooden ceiling add character. A wooden dresser and a TV are positioned nearby. A small window allows light to enter, with soft drapes partially drawn.

Condo in Viterbo

Medieval House in the Centre! FREE Private Parking

Cosy, spacious, comfortable. Spread over two floors facing a characteristic and quiet alleyway. Located inside the wonderful ancient walls of Viterbo, near Porta Romana, few steps from the medieval area of San Pellegrino. The perfect place to immerse yourself in the beauty of silence and the thrill of a thousand years of history. A journey into the past but with the comforts of a modern home: comfortable beds, radiator heating, air conditioning, wi-fi and on request, free private parking space.

4.76 out of 5 average rating, 37 reviews

A calm bay scene at sunset is depicted, featuring two individuals on a stand-up paddleboard, one holding a paddle high. Nearby boats are anchored, and the shoreline is dotted with trees, creating a serene and tranquil atmosphere.

Home in Monte Argentario

Beach villa great view, chill space, dogs welcome

Beautiful contemporary beach house, furnished in a warm beach style accommodates up to 8 guests. Fully modernized with heating and cooling. Parking available. - Extra deep cleaning and a day in between our guests :) two independent levels in one villa with over 100m2. On a lovely sandy beach but also on the road so except some noise. Loads of parking. Extra large outdoor living room, hot outdoor shower, hammock, marble dining table & grill to eat alfresco amongst other comforts.

Apartment in Montepulciano

A cozy living area features a light blue sofa complemented by a neutral throw pillow. Natural light enters through two wooden windows, revealing views of greenery outside. A small glass-top table sits beside a soft lamp and a vase of fresh flowers on the coffee table.

4.82 out of 5 average rating, 121 reviews

Stuart Mint Tea: central, romantic, top location

Nestled in a charming setting, a lovely and cosy apartment awaits. With one double bedroom, a living room, fully equipped kitchen, and bathroom, it is a perfect sanctuary for one or two guests seeking peace and tranquility. Step onto the romantic balcony, where the view of a serene garden and the ancient walls of the town’s Fortress unfold before you. Its advantageous proximity to all town amenities ensures convenience, while a delightful café downstairs provides a delectable breakfast

4.88 out of 5 average rating, 113 reviews

Four refreshing drinks are arranged on a wooden table near a swimming pool, with three tall glasses and one short glass, each garnished with lime. The serene blue waters of the pool reflect the clear sky and distant coastline.

Loft in Isola del Giglio

Villa le Rocce - Blue Apartment (Open Space)

Beautifully furnished Open Space with swimming pool. From the terrace of the Apt. you can enjoy a wonderful view stretching from the Argentario promontory to the nearby island of Giannutri. Guests have free use of a scooter and two helmets. The apartment is 320 metres from Cannelle beach and 1,500 metres from the tourist port. “Only one word can describe the stay...AMAZING!!! In my opinion, it is the most beautiful villa on the Island.”

5 out of 5 average rating, 54 reviews

A scenic view captures Bolsena's rooftops and lush greenery, leading toward the calm waters of Bolsena Lake. The distant hills create a picturesque backdrop under a clear blue sky, enhancing the tranquil atmosphere.

Home in Bolsena

Bolsena House

This is our vacation home in beautiful Bolsena. We rent it out when we do not use it ourselves. This view is from our rooftop terrace. It overlooks the Santa Cristina Basilica and Bolsena lake - the largest lake of volcanic origin in Europe. Our house is located in the center of the old town, only a few minutes walk from the waterfont with its charming marina, peaceful beaches and numerous good restaurants. Pets are allowed upon request.

4.84 out of 5 average rating, 127 reviews

The charming cottage is set against a backdrop of lush greenery, featuring a natural stone facade and a tiled roof. A swimming pool is visible in the foreground, accompanied by sun loungers and umbrellas, while well-maintained gardens and trees surround the property.

Cottage in Radicofani

Cottage "Girasole" in Tuscany

A lovely cottage in the old farmhouse "Podere Maltaia" that overlooks the Unesco's Heritage protected area Orcia Valley, surrounded by large farmyards and 3 hectares of private land that includes an outdoor swimming pool (opened seasonally, based on outside temperature - please ask to know the dates for the upcoming or ongoing summer season), garden, outdoor dining area, BBQ and parking area (not-covered, free of charge).

4.94 out of 5 average rating, 171 reviews

An aerial view captures the agriturismo's spacious grounds, featuring a inviting swimming pool surrounded by sun loungers. Lush green lawns and well-maintained gardens frame the rustic stone buildings, which offer a peaceful retreat amidst scenic farmland.

Farm stay in Pienza

Agriturismo Palazzi del Papa Val d'Orcia Pienza

Farmhouse Palazzo del Papa, with an apartment with 3 double bedrooms, 2 bathrooms, 1 fully equipped kitchen, a large living room, equipped with air conditioning, to spend time with friends or family. On request breakfast and dinner with the products of our farm. Pool and garden wi-fi for our guests.

Farm stay in Montepulciano

An orange exterior structure features green shutters and a sloped roof. A small garden area with a table and chairs is visible, offering a space for outdoor meals. Surrounding trees provide shade and contribute to the serene landscape.

4.82 out of 5 average rating, 115 reviews

La Manonera Farmhouse "La Casa Rosa for families"

Agriturismo La Manonera apartment "La Casa Rosa 4 guests" to enjoy a holiday with family or friends. The apartment can accommodate 4 people with 2 bedrooms and 2 bathrooms and it will be nice to meet and relax with family or friends and enjoy the pleasures of life.

Vacation rentals for every style

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Popular amenities for Montemerano family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.76 out of 5 average rating, 86 reviews

A warm-toned bedroom features exposed brick walls and terracotta tiled flooring. A spacious bed is adorned with a decorative blanket, complemented by a cozy seating area with a daybed. Natural light enters through two wooden windows, enhancing the room's inviting ambiance.

Home in Montepulciano

Sweet Alcantara in Montepulciano

Apartment in San Giovanni d'Asso

A dining table is set with plates, glasses, and utensils, positioned near expansive glass doors. Natural light fills the space, revealing a view of the private patio and lush greenery beyond. A bowl rests at the center of the table, enhancing the dining experience.

5 out of 5 average rating, 5 reviews

Podere Ferranino #Fra Angelico Townhouse

Vacation home in Città della Pieve

4.6 out of 5 average rating, 5 reviews

Foresteria 4 Relax on hill: Jacuzzi, Boules, Pool

4.91 out of 5 average rating, 122 reviews

The villa is set against a backdrop of rolling hills and gardens. A large pool is visible in the foreground, featuring a circular shape and steps leading into the water. The stone structure with a tiled roof complements the natural surroundings.

Villa in Montepulciano

Villa a Montepulciano con Piscina

4.89 out of 5 average rating, 158 reviews

A ground-level countryside dwelling is presented with natural stone pathways and wooden shutters. Potted plants are positioned near the entrance. The exterior is complemented by expansive windows, providing views of the surrounding landscape under a clear blue sky.

Home in Catabbio

Country house La Meria

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, 134 reviews

Your Private Tuscan Retreat

Apartment in Montepulciano

An ancient stone well is positioned in the foreground, showcasing intricate carvings and a circular top. In the background, an impressive stone building features a tower and windows, accented by flags. The scene captures the historical charm of Montepulciano's central square under a clear blue sky.

4.92 out of 5 average rating, 142 reviews

Charming House in Montepulciano

Vacation home in Saturnia

A villa made from natural stone is set amidst a lush garden, featuring large windows that reflect the evening light. An irregularly shaped pool is positioned in the foreground, blending seamlessly with the surrounding greenery and offering views of the peaceful landscape.

4.75 out of 5 average rating, 12 reviews

Tuscan country villa with swimming pool

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Family- and pet-friendly home rentals

4.9 out of 5 average rating, 163 reviews

An open living space features a colorful polka-dotted sofa and a small dining table surrounded by vibrant chairs. The kitchen area is organized with shelves displaying kitchenware and appliances, with a warm wooden ceiling enhancing the cozy atmosphere.

Apartment in Pienza

Back Home - Apartment in Pienza

Vacation home in Porto Santo Stefano

4.83 out of 5 average rating, 35 reviews

Villino Mare nel sole

Condo in Porto Santo Stefano

The exterior of the apartment is seen from a pathway lined with greenery, showcasing a balcony that offers a view of the sea. Surrounding vegetation includes flowering plants and palm trees. The structure features a rustic charm with a light-colored façade and a tiled roof.

4.89 out of 5 average rating, 159 reviews

Villa Rosetta, apt 1, Lovely beach historic house

4.93 out of 5 average rating, 114 reviews

The exterior of the villa is surrounded by lush greenery, with a wooden pathway leading up to the entrance. A spacious covered terrace is visible, featuring wooden railings. A pink façade and multiple trees can be seen framing the property, creating a serene outdoor environment.

Villa in Vetralla

Affitto villa di 250 mq

Apartment in San Quirico d'Orcia

The exterior of a rustic stone building features a welcoming facade adorned with red shutters and vibrant flower boxes. A gravel path leads to the entrance, bordered by pots of blooming flowers. The surrounding greenery enhances the tranquil atmosphere of the property.

4.5 out of 5 average rating, 6 reviews

Oleandro real farm house in the Tuscan countryside

4.82 out of 5 average rating, 22 reviews

A private pool area features a sunlit swimming pool, surrounded by landscaped garden beds with colorful flowers. A gazebo with seating provides shaded outdoor relaxation, complemented by chaise lounges for sunbathing. A gray umbrella stands nearby for additional shade.

Home in Orvieto

House with private pool, air conditioning

Apartment in Magliano in Toscana

Two horses are seen grazing in a green field. One horse is black, while the other features a brown coat with a distinct white face marking. Both horses wear red halters, indicating they are well cared for in this tranquil rural setting.

5 out of 5 average rating, 11 reviews

Toscana tra cavalli, verdi colline, mare e terme G

4.99 out of 5 average rating, 124 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

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Family-friendly home rentals with a pool

4.89 out of 5 average rating, 38 reviews

A swimming pool surrounded by lush green grass offers a refreshing escape. The area features a well-maintained garden with shrubs and trees, while the rustic buildings of the agriturismo create a charming backdrop against a bright blue sky dotted with clouds.

Home in Montepulciano

Agriturismo I Fuochi | Casa Il Mandorlo

4.99 out of 5 average rating, 209 reviews

Home in Orvieto

Vineyards Paradise

Farm stay in Montepulciano

4.81 out of 5 average rating, 32 reviews

Annex 2 bedroom in a farmhouse near Montepulciano

Vacation home in Radicofani

A large swimming pool is surrounded by a sun terrace featuring lounge chairs. A rustic stone building is visible in the background, complemented by a shaded seating area made of wood. Lush greenery adds to the serene outdoor space.

4.8 out of 5 average rating, 49 reviews

17th century farmhouse Val d'Orcia private pool

4.71 out of 5 average rating, 21 reviews

Cottage in Paciano

Casetta Di Pietra 2-bed cottage with private pool.

4.69 out of 5 average rating, 13 reviews

A private swimming pool is set against a backdrop of lush greenery. A wooden fence encircles the pool area, adorned with vibrant red roses. Sunlight reflects off the clear water, creating a serene outdoor space ideal for relaxation.

Apartment in Ravi

Apartment for 4 pers. with pool/garden - (LTN0074)

4.96 out of 5 average rating, 23 reviews

Home in Ficulle

Big Breathtaking PoolVilla bw Rm/Fl