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Holiday houses 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 $43 AUD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    230 of Guardistallo holiday rentals include Wi-Fi 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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Guest favourite
Apartment in Casale Marittimo
4.91 out of 5 average rating, 43 reviews

Il 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, 130 reviews

Open space immerso nella natura

Casa namaste è un piccolo casolare in pietra con interni curatissimi a 1 km dal borgo medievale di Montescudaio La casa è completamente circondata da bosco e querce secolari a 150 metri scorre il fiume Cecina nel giardino di 5000 metri quadrati c'è una sorgente naturale con una grande vasca in pietra per rinfrescarsi e una doccia calda esterna immersa nel verde..abbiamo una linea adsl Vodafone con download 33 e upload 1.4..da questa primavera è inoltre disponibile smart TV e climatizzatore

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

Campagna-mare panoramico CasaleMarittimo 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
Apartment 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

Guest favourite
Home in Guardistallo
5 out of 5 average rating, 6 reviews

Il Pietraio

Il “Pietraio” è un’antica casa colonica situata in collina nel comune di Guardistallo, provincia di Pisa, a circa 9 km dal mare e dalle sue pinete. Il podere gode di un ampio panorama sul mare che va dall’Isola d’Elba al Capo Corso. Il corpo centrale risale al ‘700 ed è in pietra arenaria locale, ricca di fossili, circondato da circa 18 ettari di campagna di proprietà coltivata. La casa, fruibile tutto l’anno, è situata in un “golfo verde” particolarmente silenzioso e riservato.

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.
Condo 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
Apartment in Montescudaio
4.92 out of 5 average rating, 25 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.

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.
Apartment in Guardistallo
5 out of 5 average rating, 14 reviews

Agriturismo Ai Massi Annamaria (trilocale 57mq)

Appartamento (trilocale di 57 mq, per un totale di 4 posti letto) vista mare, situato al SECONDO PIANO del casolare, ingresso sul lato ovest. Dispone di cucina (dotata frigorifero, lavastoviglie, fornelli ad induzione, forno a microonde, bollitore, tostapane, frullatore ad immersione e Moka) soggiorno (tv e wifi), due camere da letto con letto matrimoniale e bagno. La struttura dispone di piscina ecocompatibile ed affaccia sulle campagne della Costa degli Etruschi.

Guest favourite
Castle in Tignano
5 out of 5 average rating, 24 reviews

Luxury Medieval Tower • Exclusive Chianti Stay

Benvenuti in una delle residenze più esclusive del Chianti: una torre medievale trasformata in un raffinato luxury retreat con vista sulle colline toscane. Design contemporaneo, arredi iconici, opere d’arte e comfort di lusso si fondono in un’esperienza unica. Un’oasi di quiete con giardino privato, dependance vetrata, Wi-Fi, area smart working. Servizi extra: chef privato, degustazioni in cantina, trattamenti benessere e tour tra i borghi più belli della Toscana.

Guest favourite
Apartment 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
A white umbrella provides shade over a small round table, which holds a potted cactus. In the background, rolling hills and olive trees are visible, accompanied by a swimming pool reflecting the sky. Lush greenery surrounds the area, enhancing the peaceful countryside ambiance.
Guest suite in Casale Marittimo
4.83 out of 5 average rating, 114 reviews

Il cipresso

Dependance di 30 mq nuova costruzione situata in contesto di proprietà con abitazione principale indipendente immersa nella splendida campagna toscana a 12 km dal mare e vicino a centri di interesse culturale. Facilmente raggiungibili gli splendidi borghi di Bolgheri e Castagneto Carducci. A mezz'ora di auto da Volterra. Gli arredi sono completamente nuovi. Giardino e piscina con vista mare a disposizione degli ospiti.

Popular amenities for Guardistallo holiday rentals

When is the best time to visit Guardistallo?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$227 AUD$197 AUD$171 AUD$168 AUD$168 AUD$174 AUD$178 AUD$197 AUD$161 AUD$178 AUD$182 AUD$218 AUD
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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  3. Tuscany
  4. Pisa
  5. Guardistallo