
Holiday houses in Guardistallo
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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 $52 NZD 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.

Casa al Gianni - Hut
Hi, we're Cristina and Carmelo! We look forward to welcoming you to “Casa al Gianni,” our agritourism facility located in the woods of the Montagnola Senese, just 20 minutes from Siena. Here, life slows down: There is only the scent of the earth, the song of the birds, and the companionship of our animals. It is an invitation to rediscover the beauty of the little things, surrounded by the greenery of the most authentic Tuscany. It's not just a vacation; it's a return to our roots. This peaceful haven will stay with you in your heart. We look forward to welcoming you!

Il Pietraio
The "Pietraio" is an old farmhouse located on a hill in the municipality of Guardistallo, province of Pisa, about 9 km from the sea and its pine forests. The farm enjoys a wide view of the sea that goes from the Island of Elba to Capo Corso. The central body dates back to the 18th century and is made of local sandstone, rich in fossils, surrounded by about 18 hectares of cultivated countryside. The house, which can be used all year round, is located in a particularly quiet and reserved "green gulf".

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.

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

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

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.”

Countryside-panoramic sea Casale Marittimo Tuscany
Small apartment immersed in the tranquility of the Tuscan countryside. Ten minutes from the Etruscan Coast. Sea view. To spend a stay in the name of privacy and relaxation, but with all the attractions of the area just a short walk from here. I welcome your furry friend,JUST ONE and SMALL. From here many hiking trails and bike paths start to discover the evocative landscapes. Great typical restaurants, and wineries.!!! Enjoy your stay! Tourist tax is due at check-out.

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.

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.

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!

Experience Real Tuscany from our Country Home
An incredible experience between flavor, nature and relax in the heart of Chianti. Situated between Barberino Tavarnelle, San Gimignano, Greve in Chianti, and Florence, Belvedere 27/A overlooks the Santa Maria Novella Castle, amidst vineyards and olive groves with an amazing view. A countryside Tuscan home, surrounded by greenery and olive’s fields, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, for a relaxing and peaceful holiday.

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.
Popular amenities for Guardistallo holiday rentals
Other great holiday rentals in Guardistallo

Cà Marianna in the olive grove in Guardistallo in Tuscany

PERO Cottage by Interhome

"La Cavina" Vacation Home

Tramontina by Interhome

THE VIEW - ENTIRE VILLA - SWIMMING POOL WITH SEA VIEW

Il paradiso, Ground floor apartment with garden

In the Castle

L'Ondiana, centenary olive trees and seaview
When is the best time to visit Guardistallo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $274 NZD | $237 NZD | $206 NZD | $203 NZD | $203 NZD | $210 NZD | $215 NZD | $237 NZD | $194 NZD | $215 NZD | $220 NZD | $263 NZD |
| Avg. temp | 7°C | 8°C | 10°C | 13°C | 17°C | 21°C | 24°C | 24°C | 21°C | 17°C | 12°C | 8°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 serviced apartment rentals in Guardistallo?
Experience the best of Guardistallo with our serviced apartment rentals, starting at about $170 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 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 apartment rentals in Guardistallo have wifi?
Absolutely! We offer over 110 apartment rentals with wifi in Guardistallo. Enjoy a tailored experience with all the comforts you desire.
Do villa rentals in Guardistallo have free parking?
Absolutely! We offer over 10 villa rentals with free parking in Guardistallo. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Villa Rentals in Guardistallo?
Enhance your stay in our Villa Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
- Rentals with a fireplace Guardistallo
- Family-friendly rentals Guardistallo
- Condo rentals Guardistallo
- Rentals with pools Guardistallo
- Villa rentals Guardistallo
- House rentals Guardistallo
- Apartment rentals Guardistallo
- Rentals with an EV charger Guardistallo
- Rentals with a hot tub Guardistallo
- Rentals with outdoor seating Guardistallo
- Smoking-friendly rentals Guardistallo
- Rentals with a patio Guardistallo
- Pet-friendly rentals Guardistallo
- Rentals with a washing machine and dryer Guardistallo
- Rentals with a fire pit Guardistallo
- Elba
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Cala Violina
- Mercato Centrale
- Stazione Santa Maria Novella
- Pisa Centrale Railway Station
- Uffizi Gallery
- Fortezza da Basso
- Spiagge Bianche
- Piazza della Repubblica
- Gulf of Baratti
- Parco delle Cascine
- Spiaggia Di Sansone
- Piazzale Michelangelo
- Gorgona
- Del Chianti
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio





