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Holiday rentals in Guardistallo

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Guardistallo

  • Total holiday rentals

    Explore 290 holiday rentals in Guardistallo

  • Nightly prices starting at

    Guardistallo holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,220 verified reviews to help you choose

  • Family-friendly holiday rentals

    130 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 180 rentals that welcome pets

  • Holiday rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    230 of Guardistallo holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Guardistallo rentals

  • 4.7 Average rating

    Guardistallo stays receive an average rating of 4.7 out of 5 from guests

Top-rated holiday rentals in Guardistallo

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
An inviting kitchen area features a glass dining table surrounded by blue chairs. Stone walls complement modern cabinetry and appliances, illuminated by a contemporary circular light fixture. A warm ambiance is created by the rustic elements and soft lighting throughout the space.
Flat in Rivalto
4.98 out of 5 average rating, 44 reviews

Il Frantoio (Whirlpool + Swimming Pool)

✨ Romantic retreat in the heart of Tuscany — perfect in every season 🍂 Welcome to Palazzo Riccardi, a historic building in the charming village of Rivalto, where Tuscan authenticity meets modern design. Let yourself be won over by the wood-burning fireplace, the bathroom with a whirlpool tub and a warm and enveloping atmosphere. Ideal for couples looking for relaxation and charm, this apartment is a perfect nest in every season, but it is in autumn and winter that it becomes truly magical. 💫

Guest favourite
Flat in Casale Marittimo
4.91 out of 5 average rating, 43 reviews

Fienile di Casale Hills & Sea Tuscany

In the heart of the medieval village of Casale Marittimo Il Fienile di Casale is a beautifully restored old hayloft that keeps all the authentic Tuscan charm. With its brick vaulted ceilings, wooden beams and stone walls it offers a warm and welcoming atmosphere. From the living room you can enjoy a breathtaking view over the rolling hills, vineyards and olive groves of the Etruscan Coast stretching all the way to the sea. Perfect for those looking for relaxation wine tourism and nearby beaches.

Guest favourite
Home in Montescudaio
4.96 out of 5 average rating, 129 reviews

Open space surrounded by nature

Casa Namaste is a small stone cottage with well-kept interiors 1 km from the medieval village of Montescudaio. The house is completely surrounded by woods and centuries-old oaks. 150 meters away flows the Cecina river. In the 5000 square meter garden there is a natural spring with a large stone tub to cool off and an outdoor hot shower surrounded by greenery. We have a Vodafone adsl line with download 33 and upload 1.4. Smart TV and air conditioning are also available starting this spring

Top guest favourite
An outdoor seating area is showcased on a sunlit terrace, featuring a small wooden table surrounded by colorful chairs. A terracotta pot filled with vibrant red flowers adds a touch of color against the rustic stone wall of the structure.
Home in Casale Marittimo
5 out of 5 average rating, 65 reviews

Countryside-panoramic sea Casale Marittimo Tuscany

Piccolo appartamento immerso nella tranquillità della campagna toscana. A dieci minuti dalla Costa degli Etruschi. Vista mare. Per trascorrere un soggiorno all’insegna della privacy e del relax, ma con tutte le attrattive della zona a un passo da qui.E' ben accetto il tuo amico peloso,SOLO UNO e di PICCOLA taglia. Da qui partono molti sentieri di trekking e percorsi bike per scoprire i paesaggi suggestivi.Ottimi ristoranti tipici,e cantine .!!! Buon soggiorno!Tassa soggiorno al check-out

Guest favourite
Flat in Casale Marittimo
4.86 out of 5 average rating, 14 reviews

Casa Meri

Caratteristico appartamento ristrutturato a partire dallo storico fondo della parrucchiera di Casale con particolari dettagli di un tempo, a partire dal soffitto a volte e a travi, sino ad arrivare all’arredamento, il cui protagonista è un’armadio completamente restaurato del 1700 che predomina l’appartamento. Siamo nelle vicinanze della piazza centrale ove sono presenti tutti i servizi che ha da offrire il borgo. All’entrata del paese, ampio parcheggio a due passi dall’abitazione

Top guest favourite
A spacious living area features exposed brick walls, wooden beams, and warm lighting. A comfortable sofa and a mid-century modern coffee table sit invitingly, while a dining table and chairs are positioned nearby. Large windows enhance the natural light, which complements the earthy tones of the room.
Apartment in San Gimignano
5 out of 5 average rating, 59 reviews

AnticaVista, Luxury Apartment with Tower Views

A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”

Guest favourite
Flat in Montescudaio
4.92 out of 5 average rating, 24 reviews

L’Incanto Cozy Studio in Medieval Borgo with Patio

Step into the medieval charm of Montescudaio, inside the historic borgo right below the Abbey walls. This cozy renovated studio is perfect for couples or solo travelers. It features a bedroom, kitchenette, private bathroom and a private patio right in front of the entrance, with views over the hills and sea. Fast WiFi, Smart TV, air conditioning, mini-fridge and coffee machine. Just minutes from the beach, ideal base for Pisa, Volterra, Bolgheri, Siena and Florence.

Top guest favourite
Farm stay in Sovicille
4.92 out of 5 average rating, 227 reviews

House at Gianni - Leccio

Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

Guest favourite
Flat in Montescudaio
4.82 out of 5 average rating, 131 reviews

Casetta Sole View over Tuscany Hills and Sea

Casetta Sole is a cozy Tuscan home with equipped garden, at the foot of Montescudaio village, Costa degli Etruschi, a step from the countryside. View over green hills, vineyards, olive groves and sea in the valley. Super-fast Wi-Fi (ideal for smart working), free parking + EV charging station. Garden with barbecue. Few km from the sea, on the Wine Route: near Volterra and San Gimignano, perfect for relaxation, wine tours and DOC tastings. Welcome to our Tuscany!

Guest favourite
The tranquil salt-water pool reflects the colors of the sunset, creating a serene atmosphere. Lush landscapes surround the pool area, with silhouettes of trees and hills visible in the background. A patio set can be seen nearby, suggesting a space for relaxation.
Home in Chianni
5 out of 5 average rating, 20 reviews

The Cottage to relax and enjoy

Detached country house – for exclusive use – in stone and glass from the 18th century; ideal for 4 people. The spacious wooden terrace at the house with a large dining table invites you to socialize. On the terrace by the saltwater pool (10m x 5m, depth 1.4m-2.4m), you can relax on the sun loungers and deckchairs. Large property with olive and fruit trees, completely self-sufficient accommodation thanks to photovoltaics. (CIN IT050012C29N4AT4OD)

Guest favourite
The eco-friendly swimming pool reflects the rustic cottage and surrounding greenery under a clear blue sky. Smooth pebbles line the shallow area of the pool, creating a natural aesthetic. Tall cypress trees and a vibrant umbrella are visible, integrating seamlessly with the tranquil landscape.
Flat in Guardistallo
5 out of 5 average rating, 14 reviews

Ai Massi Annamaria Farmhouse (three-room apartment 57sqm)

Apartment (three-room apartment of 57 sqm, sleeps 4) with sea view, located on the SECOND FLOOR of the farmhouse, entrance on the west side. It has a kitchen (equipped with a fridge, dishwasher, induction stove, microwave, kettle, toaster, immersion blender and Moka coffee maker), a living room (TV and Wi-Fi), two bedrooms with double bed and bathroom. The property has an eco-friendly swimming pool and overlooks the Etruscan Coast countryside.

Superhost
A spacious bedroom features a canopy bed draped in rich red curtains, complemented by intricately designed wooden ceilings. Traditional furnishings include a vintage writing desk and a wooden wardrobe, while natural light enters through a small window adorned with a decorative grill.
Castle in La Sassa
4.93 out of 5 average rating, 54 reviews

Medieval Tower in the Tuscan Countryside

On request, a delicious sweet and/or savory breakfast, a rich dinner with seasonal products and cooking class Have you ever lived like a King and Queen among armor, frescoed ceilings and four-poster beds? From the top of the wonderful panoramic terrace, Torre Sassa will show you all of Tuscany up to the sea. Discover the history of this small but wonderful village just a stone's throw from the most iconic areas of the region

Popular amenities for Guardistallo holiday rentals

When is the best time to visit Guardistallo?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$204 SGD$177 SGD$154 SGD$151 SGD$151 SGD$156 SGD$160 SGD$177 SGD$145 SGD$160 SGD$164 SGD$196 SGD
Avg. temp7°C8°C10°C13°C17°C21°C24°C24°C21°C17°C12°C8°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Guardistallo?

    Guardistallo has more than 130 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in villa rentals in Guardistallo?

    Experience the best of Guardistallo with our villa rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Guardistallo?

    Four-legged friends are welcome in Guardistallo. Choose from more than 180 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Guardistallo?

    Yes! Work meets play with ease at over 60 vacation rentals in Guardistallo featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Guardistallo serviced apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 serviced apartment rentals with pools in Guardistallo, available on Airbnb. Make a splash and soak up the sun in style!

  • Do condo rentals in Guardistallo have air conditioning?

    Absolutely! We offer over 10 condo rentals with air conditioning in Guardistallo. Enjoy a tailored experience with all the comforts you desire.

  • Do serviced apartment rentals in Guardistallo have a kitchen?

    Absolutely! We offer over 10 serviced apartment rentals with a kitchen in Guardistallo. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Guardistallo have wifi?

    Absolutely! We offer over 10 condo rentals with wifi in Guardistallo. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Guardistallo have free parking?

    Absolutely! We offer over 10 condo rentals with free parking in Guardistallo. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Guardistallo?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 70 homes with air conditioning, over 110 homes with wifi, over 130 homes with a kitchen, over 90 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

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