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Vacation rentals in Guardistallo

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in Guardistallo

  • Total vacation rentals

    Explore 290 vacation rentals in Guardistallo

  • Nightly prices starting at

    Guardistallo vacation rentals start at $30 per night before taxes and fees

  • Verified guest reviews

    Over 3,220 verified reviews to help you choose

  • Family-friendly vacation rentals

    130 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 180 rentals that welcome pets

  • Vacation rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    230 of Guardistallo vacation 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 vacation rentals in Guardistallo

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

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Guest favorite
Apartment in Casale Marittimo
4.91 out of 5 average rating, 45 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.

Home in Casale Marittimo
5 out of 5 average rating, 4 reviews

"IL NIDO" Cuore storico sull'arcipelago Toscano

Grazie a questo spazio in posizione strategica, non dovrai rinunciare a nulla, tipica casa nel cuore storico di Casale Marittimo (bandiera Arancione). Benvenuti nel cuore del borgo medievale di Casale Marittimo, uno dei borghi più affascinanti della Toscana. La vera protagonista è la vista: ogni ambiente è illuminato da finestre panoramiche che si affacciano sui tetti del borgo e si aprono fino al mare. La sensazione è quella di essere sospesi sopra il paese, immersi nella luce e nel panorama!

Apartment in Guardistallo
4.8 out of 5 average rating, 5 reviews

Holiday house “Oleandro”

Immerso nel verde delle colline Toscane e la Costa degli Etruschi, a pochi km dal mare a Cecina e vicino Guardistallo, borgo medievale, sorge Villa Blick. Qui si trova la "Casa Vacanze Oleandro" ideale per una fuga rilassante e rigenerante. Il borgo Villa Blick è circondato da un parco di 10.000 mq interamente recintato da una siepe di alloro. La posizione privilegiata offre una vista mozzafiato sulla vallata, sul mare e sull'arcipelago toscano, creando un'atmosfera di tranquillità senza pari.

Guest favorite
Home in Montescudaio
4.96 out of 5 average rating, 133 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

Guest favorite
Apartment in Casale Marittimo
4.82 out of 5 average rating, 17 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 favorite
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.

Guest favorite
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, 15 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 favorite
Apartment in Montescudaio
4.83 out of 5 average rating, 132 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 favorite
Dome in Volterra
4.96 out of 5 average rating, 150 reviews

Green Dome @ The Land Before Time Retreats

Nestled among Tuscan olive groves between Volterra and San Gimignano, The Land Before Time – Quad & Saddle Retreats offers 4 Green Domes with private jacuzzi, en-suite bathroom, air conditioning and Wi-Fi. Enjoy breakfast each morning in the Cupola Lounge with stunning views. During your stay, experience horseback rides through scenic trails, quad tours to discover hidden Tuscany, or simply relax under the starry sky.

Top guest favorite
A wooden door, distinguished by its classic design, features intricate carvings and two round handles. Flower-filled baskets hang on either side of the entrance, adding a touch of greenery against the rustic stone wall, which showcases the character of the historical building.
Home in Guardistallo
4.95 out of 5 average rating, 40 reviews

Da 7 Cervelli

The XIXth century house is in a small village in Tuscany, 10 km to the Tyrrhenian Sea, 25km to Volterra, 20 km to Bolgheri, 80 km to Siena and 100 km to Florence. The train station (Cecina) it's 9km away. Slow life, excellent wine and food, historical heritage, this part of Tuscany it's a great choice for your holidays. For your stay you can find a private parking and a beautyful country garden.

Guest favorite
A serene landscape captures the sunset over the horizon, with soft orange and yellow hues blending into the sky. Silhouettes of olive trees frame the scene, adding depth to the tranquil setting.
Villa in Guardistallo
4.88 out of 5 average rating, 17 reviews

IL PANORAMA- INTERA VILLA - PISCINA VISTA MARE

Immersa in un uliveto recintato di circa 4000 mq, con vista mare, a ridosso di un bosco di querce e piante tipiche della macchia mediterranea Il Panorama è una villa indipendente con piscina di nuova costruzione (2019). E' circondata da un portico con travi in legno ed un'ampia terrazza. La villa è costituita da 2 appartamenti indipendenti e suite; il numero ideale di persone è 12 pp

Home in Guardistallo
5 out of 5 average rating, 3 reviews

Tuscan home with panoramic terrace and hill views

Unique accommodation in the village of Guardistallo, featuring a panoramic terrace overlooking the hills and just minutes from the sea. The ideal place to experience the most authentic side of Tuscany and feel right at home. Perfect for couples, families, or small groups of friends seeking nature, tranquility, and the many wonders this region has to offer.

Popular amenities for Guardistallo vacation rentals

When is the best time to visit Guardistallo?

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Avg. temp45°F46°F51°F56°F63°F70°F75°F76°F69°F62°F53°F46°F

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 apartment rentals in Guardistallo?

    Experience the best of Guardistallo with our apartment rentals, starting at about $30 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 vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 130 vacation homes with pools in Guardistallo, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Guardistallo have air conditioning?

    Absolutely! We offer over 70 apartment rentals with air conditioning in Guardistallo. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Guardistallo have a kitchen?

    Absolutely! We offer over 70 house 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 house rentals in Guardistallo have free parking?

    Absolutely! We offer over 40 house 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 90 homes with free parking, over 110 homes with wifi, over 130 homes with a kitchen, over 70 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.