Vacation rentals in Guardistallo

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Guardistallo

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Home in Panzano In Chianti

4.98 out of 5 average rating, 354 reviews

Old farmhouse near Panzano Castle Abbacìo

The Abbacio apartment is part of an old farmhouse that has been restored respecting the original structure and style. Its location is just on the top of the hill, facing the valley. Surronded by vineyards and olive trees, but also attached to the village. From the house you can easily reach by feet wineries, farms and restaurants. Panzano is halfway between Florence and Siena, easily reached with car. By bus there is a good service from and to Florence, not from and to Siena. A very quiet spot!

Dec 27 – Jan 3

G$22,862 GYD per night

Guest favorite

Home in Peccioli

4.99 out of 5 average rating, 112 reviews

A breathless view

Placed halfroad between Florence and Pisa this Airbnb has a large terrace and a hanging garden. All of this is set against a backdrop of endless hills. It is like a living and eternal painting, where one is not a spectator but an actor and part of a film scene. Being North East here every morning the sun appears on the horizon behind the last strip of green hills while white brushstrokes of mist melt into the air as the red ball rises into the sky. It is a sight that takes one's breath away.

Jul 13 – 20

G$33,408 GYD per night

Guest favorite

Home in Vaiano

5.0 out of 5 average rating, 198 reviews

The MOONLIT & SUNNY COTTAGE near Florence

IL COLLE DI FALTUGNANO: immersed in an olive grove on a Tuscan hills and with an amazing view of the valley, the stone cottage has been remarkably recovered a few months ago, a caravanserai a few century ago. In a strategic position close to Florence is a good base for exploring Tuscany and be independent at the same time with supermarkets and restaurants just a few minutes away. Close to a farmhouse you can buy fresh local organic ingredients, such as bio vegetables, eggs or cheese.

Feb 18 – 25

G$35,106 GYD per night

Superhost

Condo in Guardistallo

4.86 out of 5 average rating, 7 reviews

Delightful two-room apartment with sea view

Dal lato della camera la vista è sui tetti del borgo, ma dal lato del soggiorno/cucina si vede il mare ed al tramonto è davvero uno spettacolo. Si possono raggiungere, in poco tempo, alcune tra le più belle zone della Toscana e splendide città come Pisa, Siena, Volterra. Il mare, Bandiera blu, è a soli 10 km. Si possono visitare i dintorni in auto, bici o a piedi, anche accompagnati da guide esperte, e ci si può ricaricare con i piatti della gustosa cucina toscana.

Feb 19 – 26

G$16,127 GYD per night

Guest favorite

Apartment in Montescudaio

4.92 out of 5 average rating, 124 reviews

Elegant and bright apartment in Montescudaio

The apartment was recently renovated, very bright and cozy, the furnishings are modern and practically new. Located in the residential area of Montescudaio, quiet and quiet from where you can easily reach the most characteristic places in Tuscany: medieval villages, enchanting hills and all the beautiful historical cities (Pisa,Florence,Siena...)that make Tuscany such a coveted destination. Just 20 minutes from the sea. Your holiday will be unforgettable!

Jan 29 – Feb 5

G$16,037 GYD per night

Guest favorite

Cottage in Chianni

4.98 out of 5 average rating, 118 reviews

La Pietruzza - The Private Chalet with a Soul -

Detached country cottage (in exclusive use) in stone and glass dating from XVIII century ideal for 4 persons. Wide wooden veranda. EXCLUSIVE POOL with SALTED WATER ( 33 ft x 16.40 ft ) depth of the pool from 4.6 ft to 7.9 ft. The Chalet is surrounded by 6000 meters of land with fruit trees, olive trees, acacias. We care about nature and do not use herbicides. There is no gas at home because it is all electric with photovoltaic system. (CIR O5OO12LTNOOO3)

Mar 15 – 22

G$38,679 GYD per night

Guest favorite

Farm stay in Castagneto Carducci

4.96 out of 5 average rating, 109 reviews

Casa del Poggio, with a beautiful sea view

The Casa del Poggio (house at the hill) is located in the hills of Castagneto Carducci and is part of our organic farm. It is immersed in a peaceful countryside surrounded by olive groves, vineyards and woodland and enjoys a beautiful view of the sea and the castle of Castagneto Carducci. At the same time its position allows you to reach the village in just 10 minutes by foot and the beaches of Marina di Castagneto in 10 minutes by car or bus.

Nov 1 – 8

G$20,365 GYD per night

Guest favorite

Apartment in Cecina

4.95 out of 5 average rating, 202 reviews

Cozy apartment in Cecina

45 sqm apartment arranged on a single floor with small garden that can be used for lunches and dinners outdoors. It includes: a living room with a sofa bed and kitchen, a bathroom and a bedroom. In the residential area of Cecina, 10 minute drive to sea. Parking is free on the entire street of the apartment. The apartment is 15 minutes walk from Cecina train station. Bus stop 2 minutes on foot. There are two bicycles available for guests.

May 23 – 30

G$14,826 GYD per night

Guest favorite

Guest suite in Greve in Chianti

4.94 out of 5 average rating, 380 reviews

Selvabella in Chianti B&B. Suite Lo Scricciolo

Lo Scricciolo is located in the tower, the highest building of the house. By a separate entrance from the main house, through a loggia overlooking the Tuscan countryside, you access the first floor. Here are the living room with wooden ceiling and a small bathroom. From the living room, an old stone staircase leads to the upper floor where there is a large double bedroom. Lo Scricciolo has an efficient system of heating for the cold season.

Oct 12 – 19

G$25,456 GYD per night

Guest favorite

Condo in Montescudaio

4.97 out of 5 average rating, 33 reviews

Casina del Fabbro on Tuscany Wine Road

An apartment completely renovated and built above the old workshop of Nonno Mario, the blacksmith of the country, in an ancient Tuscan residence, with the original terracotta floors and the fireplace as in the past. Located in the center of the village but from the windows you can admire the entire valley of the River that descends to the sea without any construction to prevent the view

Nov 14 – 21

G$10,067 GYD per night

Guest favorite

Tower in Fiesole

4.95 out of 5 average rating, 153 reviews

A Big Dream in a Little Tower.

The Tower was created in the late 1800s by an illustrious Englishman, Sir John Temple Leader, in one of the oldest and most important stone quarries belonging to the Medici family. From the same quarry were extracted many important works such as the columns of the Medici chapels, the steps of the Laurenziana library .. all just 5 km from the historic center of Florence.

Sep 20 – 27

G$181,203 GYD per night

Guest favorite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 201 reviews

"Red Rose" apartment with a view of Siena.

Caggiolo is a completely renovated farm consisting of several apartments, with a panoramic view of Siena. Located in the Villas di Corsano, just 14 km from the city. Ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d 'Orcia, Crete Senesi...).

Mar 14 – 21

G$27,387 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Guardistallo vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Guardistallo's top sights

Osteria BardoVino10 locals recommend

Locanda Le Volte6 locals recommend

L'Osteria del Pinzagrilli e B e B Il sogno del Pinzagrilli7 locals recommend

Locanda Le Giunche3 locals recommend

Ozium6 locals recommend

Taverna Via di Mezzo4 locals recommend

Other great vacation rentals in Guardistallo

Guest favorite

Condo in Noce

5.0 out of 5 average rating, 124 reviews

Vergianoni estate nestled in the Chianti with a pool

Nov 7 – 14

G$30,495 GYD per night

Guest favorite

Condo in Guardistallo

4.82 out of 5 average rating, 17 reviews

Two-room apartment with swimming pools and garden

Jun 11 – 18

G$23,450 GYD per night

Guest favorite

Home in Casale marittimo

4.95 out of 5 average rating, 62 reviews

La Baciosa, an unforgettable view.

Nov 6 – 13

G$30,263 GYD per night

Guest favorite

Home in Montescudaio

4.96 out of 5 average rating, 91 reviews

Open space immersed in nature

Oct 25 – Nov 1

G$33,093 GYD per night

Guest favorite

Villa in Guardistallo

4.82 out of 5 average rating, 11 reviews

EL PANORAMA- ENTIRE VILLA - POOL WITH SEA VIEW

Apr 13 – 20

G$97,514 GYD per night

Guest favorite

Apartment in Casale Marittimo

4.8 out of 5 average rating, 25 reviews

Living in a typical Tuscan old building

Aug 2 – 9

G$20,173 GYD per night

Guest favorite

Guest suite in Cecina

4.91 out of 5 average rating, 45 reviews

The nest in Tuscany

Dec 18 – 25

G$23,669 GYD per night

Guest favorite

Apartment in Montescudaio

4.9 out of 5 average rating, 50 reviews

La Suite del Borgo

Apr 9 – 16

G$17,932 GYD per night

Show all

Quick stats about vacation rentals in Guardistallo

Total rentals
280 properties
Rentals with a pool
110 properties have a pool
Pet-friendly rentals
150 properties allow pets
Family-friendly rentals
110 properties are a good fit for families
Total number of reviews
2.4K reviews
Nightly prices starting at
G$4,170 GYD before taxes and fees

Frequently Asked Questions

Are there Guardistallo vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 110 vacation homes with pools in Guardistallo, available on Airbnb. Make a splash and soak up the sun in style!
Do condo rentals in Guardistallo have a kitchen?
Absolutely! We offer over 20 condo rentals with a kitchen in Guardistallo. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Guardistallo?
Guardistallo has more than 110 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
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 wifi, over 10 homes with air conditioning, over 10 homes with free parking, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do villa rentals in Guardistallo have air conditioning?
Absolutely! We offer over 10 villa rentals with air conditioning in Guardistallo. Enjoy a tailored experience with all the comforts you desire.
Do villa rentals in Guardistallo have wifi?
Absolutely! We offer over 10 villa rentals with wifi in Guardistallo. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in farmstay rentals in Guardistallo?
Experience the best of Guardistallo with our farmstay rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Guardistallo?
Yes! Work meets play with ease at over 50 vacation rentals in Guardistallo featuring dedicated workspaces. Stay connected and productive 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 150 vacation rentals for guests traveling with pets.
Do farmstay rentals in Guardistallo have free parking?
Absolutely! We offer over 10 farmstay rentals with free parking in Guardistallo. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Guardistallo

Top-rated vacation rentals in Guardistallo

Vacation rentals for every style

Houses

Apartments

Hotels

Popular amenities for Guardistallo vacation rentals

Stay near Guardistallo's top sights

Other great vacation rentals in Guardistallo

Condo in Noce

Condo in Guardistallo

Home in Casale marittimo

Home in Montescudaio

Villa in Guardistallo

Apartment in Casale Marittimo

Guest suite in Cecina

Apartment in Montescudaio

Quick stats about vacation rentals in Guardistallo

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there Guardistallo vacation rentals on Airbnb with pools?

Do condo rentals in Guardistallo have a kitchen?

Are there family-friendly vacation rentals in Guardistallo?

What are the most popular amenities for Villa Rentals in Guardistallo?

Do villa rentals in Guardistallo have air conditioning?

Do villa rentals in Guardistallo have wifi?

How much does it cost to stay in farmstay rentals in Guardistallo?

Are there vacation rentals with a dedicated workspace in Guardistallo?

Are there pet-friendly vacation rentals in Guardistallo?

Do farmstay rentals in Guardistallo have free parking?

Destinations to explore