
Guesthouse vacation rentals in Tuscany
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Tuscany
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

A charming Tuscan retreat
Villa Pianelli is a traditional farmhouse dating from the 1500's and consists of 2 structures. The main house where I live, always available to ensure your stay runs smoothly and the Garden apartment. Both are completely independant with separate entrances. The Garden apartment is composed of 5 rooms on ground level, the interiors have retained the Tuscan characteristics with brick ceilings and chestnut beams and terracotta floors. There are 2 double bedrooms, 1 bathroom with shower, 1 lounge with a wood burning stove and open plan kitchen - dining area. The kitchen is equipped with fridge,oven and ceramic hob. From the lounge you access the spa room with sauna and from there onto a terraced garden complete with b.b.q. The swimming pool is 8mx16m and is open May through September, furnished with sun loungers,a b.b.q area and a large covered pergola with dining tables and chairs. Villa Pianelli is secluded in a quiet corner of the Tuscan countryside, nestled in the hills of Arezzo, surrounded by vineyards, olive groves and oak forests.We can offer our guests a dimension of peace and quiet whilst ensuring various possibilities of entertainment in wineries, restaurants,shopping etc just a few kilometres away in Arezzo. Please note that the house has two bedrooms but if the booking is for two people only one bedroom will be provided.If required there is an additional cost of 50 euro per night for the second bedroom.

Green Rosselli 59
✨ Stay in the Heart of Florence 🇮🇹 Welcome to your perfect accommodation in Florence city center! 🏡 You and your family will be just steps from everything this city offers. 🚉 6-minute walk from the main train station Santa Maria Novella — ideal for arrivals and departures. A short stroll takes you to the Duomo, iconic Ponte Vecchio, Piazza della Signoria, and world-famous Uffizi Gallery 🎨 all within walking distance! 🧳 5 minutes to Fortezza da Basso, home of Pitti Immagine and more 👗.

Appartment 1 surrounded by Tuscan Nature
This detached appartment has 55 mp with kitchen, bathroom, bedroom, and terrace. It is built in the traditional tuscan style with stone and wood. Its 20 minutes drive to the sea,1 hour to Siena, 2 hours to Rome and Florence, 5 minutes to Caldana city Center where you have all amenities (groceries, bank, Postoffice,3 restaurants..) You will find a lot of activities like horseriding,excursions of history and plants,winetasting and kilometers of wonderfull beaches, watch the birds and wild animals.

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.

Fiesole in Giardino Home & breakfast b&b
Welcome to Fiesole in Giardino Home In the nice Fiesole, the hill overlooking Florence, a small independent house, with bedroom, kitchen/living room and bathroom, all renovated. Breakfast inclusive in the price: in the Spring/Summer the breakfast is served on the roof terrace with view! Totally renovated, this house is located on the ground floor of my family home, an ancient house dating back of 1700. Just few kilometres to Florence, but surrounded by the quiet of tuscan country.

Casale Santa Barbara - Exclusive Apartment
At a glance: • Location: perfect entry door to the Val d’Orcia between Pienza (8,5 km) and Montepulciano (8,5 km). • Charming warm old stones Tuscan house – completely restored in 2016 • Big apartment (100m2), designed for 2 persons, completely independent, fully furnished, Tuscan style with modern equipment. • Exclusivity: we are living on the 1st floor; the ground floor is yours. You are our only guests. • Spacious private garden (+ 300m2) • Stunning view on the Tuscan hills.

Countryside cottage with lovely views and pool.
Beautifully renovated independent one-bedroom guest house with breathtaking views of Florence. You can gaze at the Duomo while comfortably sitting on the couch with a glass of wine or floating in the pool. It's the perfect romantic getaway to leave the hustle and bustle of the tourists behind but just a few minutes away from the city itself. Ideal to explore Florence and its environs by day enjoying quiet nights. Very close to the airport. PLEASE NOTE: You'll need a car!

Cozy studio flat. AIR CONDITIONER
Let yourself be embraced, in the heart of Pisa, a stone's throw from the historic leaning tower, by a warm and welcoming accommodation that has all the characteristics and appearance of your home. Staying here is like being in your own home. In the renovation of the house whose construction dates back to the 1800s, I used the entire top floor to create three independent flats. Each flat has a private bathroom and kitchenette, so as to guarantee absolute privacy.

La Rondine Sea-view Cottage. Tuscany
Welcome to Il Baciarino, a rustic agriturismo in the green hills of Maremma, Tuscany’s wild and less-traveled coastal region. Our property offers unique, handcrafted cottages with sea views, privacy, and direct contact with nature. Set within 19 acres of hillside wilderness in the charming Etruscan town of Vetulonia, Il Baciarino is the perfect place to escape the city, slow down, and enjoy unspoiled landscapes, fresh seafood, and good wine.

The Terrace
The Terrace is formed by a double-room in two floors, recently completely renovated and decorated with style. It is located in Settignano, a small neighborhood 6 km from the center of Florence with bus n.10 which end of line is only 50 meters from the access gate of the house. In 15 minutes you can easily reach the center of the city. Beside the gate there s the bar Vida, always full of delicious pastries and fresh tramezzino sandwiches.

The dryer
The house is in a good location for country walks, wildlife, sun, and sightseeing. It's in a nature filled valley with easy routes to interesting places like Siena or smaller towns such as Montone. The house is desirable because of the location, the people, the ambiance, the outdoors space, and the neighborhood. This small place is good for couples and solo adventurers. Wi-fi access has recently been improved in the house.

IdyllicTuscan Chalet with Private Seafront Access
Discover the secret part of the Tuscan coast! This premium studio guesthouse is the perfect retreat for solo travelers or couples looking for a quiet space away from the crowds and great access to our private beach. It has a private patio with dining table and sofa for reading, as well as a dining table, air conditioning and TV. And if you feel like putting yourself to the test, you can also find a table tennis table!
Popular amenities for Tuscany guesthouse rentals
Family-friendly guest house rentals

Casa Chiantigiana 131/B

Beautiful Apartment with Pool in Maremma

Annex - Country cottage

Ai Pesci 101: Stunning views, balcony on harbor

DEPANDANCE- WITH PISCINA- GARDEN

Double-Queen-Bathroom shared- garden

Room in Grosseto with wi-fi and air conditioning

Tuscania Terme Suite #1
Guest house rentals with a patio

The Orion Villa

Delightful countryside annex

B&B at the theater with a patio in the city center

Madeleine suite in Italian Villa

Casa Alba

Small, charming pool house - country house

Zagara Toscana: Earthy design home in Fiesole

The real Italian vacation!
Guest house rentals with a washer and dryer

Beautiful studio in the countryside

Casale Monticchio- The Gaggia house, 6 to 8 guests

Casale Monticchio / The Barns, up to 5 people

Blue Rosselli 59

Corte di Muciafora 1

Umbrian Hideaway Guest house

Guesthouse at fantastic Country house
Destinations to explore
- Rentals with a washer and dryer Tuscany
- Bed and breakfasts Tuscany
- Mansion rentals Tuscany
- Rentals with a balcony Tuscany
- Rentals with an EV charger Tuscany
- Cabin rentals Tuscany
- House rentals Tuscany
- Earth house rentals Tuscany
- Beachfront rentals Tuscany
- Rentals with a sauna Tuscany
- Nature eco lodge rentals Tuscany
- Beach house rentals Tuscany
- Smoking-friendly rentals Tuscany
- Campsite rentals Tuscany
- Barn rentals Tuscany
- Rentals with beach access Tuscany
- Rentals with lake access Tuscany
- Rentals with a home theater Tuscany
- Rentals with an accessible height bed Tuscany
- Castle rentals Tuscany
- Chalet rentals Tuscany
- Rentals with pools Tuscany
- Waterfront rentals Tuscany
- Boat rentals Tuscany
- Rentals with a hot tub Tuscany
- Villa rentals Tuscany
- Cottage rentals Tuscany
- Rentals with a patio Tuscany
- Rentals with an accessible height toilet Tuscany
- Condo rentals Tuscany
- Rentals with a fire pit Tuscany
- Townhouse rentals Tuscany
- Vacation home rentals Tuscany
- Hotel rentals Tuscany
- Tent rentals Tuscany
- Luxury rentals Tuscany
- Tower rentals Tuscany
- Aparthotel rentals Tuscany
- Serviced apartment rentals Tuscany
- Rentals with a kayak Tuscany
- Apartment rentals Tuscany
- Boutique hotel rentals Tuscany
- Farmstay rentals Tuscany
- Pet-friendly rentals Tuscany
- Lakehouse rentals Tuscany
- Tiny house rentals Tuscany
- Bungalow rentals Tuscany
- Rentals with breakfast Tuscany
- Hostel rentals Tuscany
- Loft rentals Tuscany
- Fitness-friendly rentals Tuscany
- Resort rentals Tuscany
- Ski-in/ski-out rentals Tuscany
- Private suite rentals Tuscany
- Rentals with a fireplace Tuscany
- Family-friendly rentals Tuscany
- Rentals with outdoor seating Tuscany
- Guesthouse rentals Italy
- Things to do Tuscany
- Tours Tuscany
- Food and drink Tuscany
- Nature and outdoors Tuscany
- Art and culture Tuscany
- Entertainment Tuscany
- Sightseeing Tuscany
- Wellness Tuscany
- Sports activities Tuscany
- Things to do Italy
- Sports activities Italy
- Nature and outdoors Italy
- Art and culture Italy
- Sightseeing Italy
- Entertainment Italy
- Wellness Italy
- Tours Italy
- Food and drink Italy