Vacation rentals in Castiglione della Pescaia

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Top-rated vacation rentals in Castiglione della Pescaia

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Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 109 reviews

Villa di Geggiano - Guesthouse

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

Jan 11 – 18

G$104,106 GYD per night

Guest favorite

Cottage in Vetulonia

4.96 out of 5 average rating, 115 reviews

La Dolce Vita ~ romantic retreat in quiet nature

Welcome to Il Baciarino! We are a rustic agriturismo in the green hills of Maremma, Toscana's wild and unexplored coastal region. Il Baciarino is a place to come and stay, to escape from the bustle of the city and your busy life, and to unwind in nature; perfect for those who love unspoiled nature, endless views, fresh seafood & good wine. Il Baciarino has six unique rustic cottages nestled in 19 acres of wilderness, on the outskirts of the tiny Etruscan town of Vetulonia.

Mar 20 – 27

G$27,401 GYD per night

Guest favorite

Farm stay in Seggiano

4.98 out of 5 average rating, 194 reviews

Terra Delle Sidhe, Seggiano, Tuscany

Terra delle Sidhe is a small organic farm located in southern Tuscany overlooking a beautiful valley located on the slopes of Monte Amiata, between the medieval towns of Castel del Piano and Seggiano. A 250 year old chestnut dryer stone house in use till 30 years ago, the holiday cottage we offer is surrounded by an organic chestnut forest and olive trees that are hundreds of years old. This charming cozy house it has now been lovingly renovated with taste and simplicity.

Oct 13 – 20

G$23,074 GYD per night

Guest favorite

Loft in Montepulciano

5.0 out of 5 average rating, 388 reviews

La Piazzetta - Cozy open space in the historic center of Montepulciano

Pour a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta flooring, stone walls. Then go out and take in the magnificent view of the Valdichiana. Pour yourself a glass of wine and sit next to the fireplace of this open space with a warm Tuscan atmosphere: wooden beams, terracotta floors, stone walls. Enjoy yourself and relax! Then go out and admire the magnificent view of the Valdichiana.

Nov 10 – 17

G$46,285 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)

Feb 17 – 24

G$33,828 GYD per night

Guest favorite

Home in Castelnuovo dell'Abate

4.91 out of 5 average rating, 242 reviews

La Casetta di Brunello,very panoramic with terrace

STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

Apr 27 – May 4

G$31,776 GYD per night

Guest favorite

Home in Marrucheti _ Campagnatico

4.97 out of 5 average rating, 107 reviews

La Stallina - Perfect retreat from the city rush

Recently restored, La Stallina, was my grandfather's horse stable at the beginning of last century. Now it is a charming apartment perfect for a couple and suitable for 2+2 guests. One living room with kitchen in a conservatory, double bed and mezzanine with bed. Bathroom with large shower box, kitchen equipped with dish-washing and oven.

Mar 15 – 22

G$30,509 GYD per night

Guest favorite

Apartment in Ville di Corsano

4.97 out of 5 average rating, 202 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...).

Dec 19 – 26

G$31,135 GYD per night

Guest favorite

Home in Monticchiello

4.97 out of 5 average rating, 135 reviews

"La Lambarda" tower Suite

In Val d'Orcia there is a small medieval village called Monticchiello, surrounded by walls and protected by four towers; one of these is the "La Lambarda", which stands at the highest point of the country and enjoys a panoramic view across the valley.

Jul 12 – 19

G$67,097 GYD per night

Guest favorite

Villa in Ambra

4.98 out of 5 average rating, 108 reviews

Chianti Villa in Tuscany near Siena & Arezzo

Villa with 5bedrooms and 10sleeps in Chianti . Land of wine, good food and old traditions. Distances from the villa to:Siena 25km,Arezzo 35km,Florence 60km,villa with swimming pool obtained from the careful restoration of an ancient stone farmhouse

Feb 21 – 28

G$174,054 GYD per night

Guest favorite

Apartment in Monticchiello

4.99 out of 5 average rating, 299 reviews

Romantic Tower's dating 1200

The residence "Il Torrino" is a panoramic apartment obtained from the restauration of an ancient tower belonging to the boundaries of the medieval suburb Monticchiello. The apartment has an incredible view on the Val d'Orcia. You can't imagine ...

Mar 13 – 20

G$52,571 GYD per night

Guest favorite

Farm stay in Pari

4.98 out of 5 average rating, 227 reviews

TUSCANY farm house SWIMMING POOL

Our little farm is a beautiful location for a relaxing vacation with a private swimming pool. We are close to the naturally occurring hot springs of Petriolo and 30 km. far from Siena. We are only two km. from Pari, an ancient medieval village.

Apr 25 – May 2

G$20,737 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Castiglione della Pescaia vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Castiglione della Pescaia's top sights

Riva del Sole10 locals recommend

Skipper Beach Club Gruppo Pier Di Rotoloni Pierpaolo & C. Sas21 locals recommend

Coop30 locals recommend

Il Granaio4 locals recommend

Eurospin28 locals recommend

Cremeria Corradini7 locals recommend

Other great vacation rentals in Castiglione della Pescaia

Guest favorite

Apartment in Montepulciano

4.97 out of 5 average rating, 332 reviews

A view from the top

Jan 19 – 26

G$33,435 GYD per night

Guest favorite

Condo in Castiglione della Pescaia

4.87 out of 5 average rating, 23 reviews

Casa Vema

Nov 23 – 30

G$20,964 GYD per night

Guest favorite

Apartment in Castiglione della Pescaia

4.86 out of 5 average rating, 51 reviews

Quiet and bright, so close to sea

Feb 3 – 10

G$18,173 GYD per night

Guest favorite

Apartment in Castiglione della Pescaia

4.96 out of 5 average rating, 23 reviews

Viandante apartment

Apr 13 – 20

G$20,737 GYD per night

Guest favorite

Home in Castiglione della Pescaia

5.0 out of 5 average rating, 22 reviews

Alluring Elicriso a few steps from beach & centre

Oct 15 – 22

G$23,590 GYD per night

Guest favorite

Apartment in Castiglione della Pescaia

4.93 out of 5 average rating, 15 reviews

Casetta Venere relax 3 Km from the sea

May 11 – 18

G$18,789 GYD per night

Guest favorite

Condo in Castiglione della Pescaia

4.87 out of 5 average rating, 91 reviews

Little Jewel in the center of CDP

Sep 20 – 27

G$21,883 GYD per night

Guest favorite

Apartment in Castiglione della Pescaia

4.9 out of 5 average rating, 72 reviews

SEA APARTMENT CASTIGLIONE

Oct 6 – 13

G$32,188 GYD per night

Show all

Quick stats about vacation rentals in Castiglione della Pescaia

Total rentals
430 properties
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Pet-friendly rentals
220 properties allow pets
Family-friendly rentals
270 properties are a good fit for families
Total number of reviews
5K reviews
Nightly prices starting at
G$6,265 GYD before taxes and fees

Frequently Asked Questions

What types of vacation rentals are available in Castiglione della Pescaia?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Castiglione della Pescaia. From over 250 apartment rentals to over 60 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
Are there vacation rentals with a dedicated workspace in Castiglione della Pescaia?
Yes! Work meets play with ease at over 70 vacation rentals in Castiglione della Pescaia featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Castiglione della Pescaia?
Four-legged friends are welcome in Castiglione della Pescaia. Choose from more than 220 vacation rentals for guests traveling with pets.
Are there family-friendly vacation rentals in Castiglione della Pescaia?
Castiglione della Pescaia has more than 270 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 Castiglione della Pescaia?
Experience the best of Castiglione della Pescaia with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Castiglione della Pescaia have wifi?
Absolutely! We offer over 120 apartment rentals with wifi in Castiglione della Pescaia. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Castiglione della Pescaia have a kitchen?
Absolutely! We offer over 240 apartment rentals with a kitchen in Castiglione della Pescaia. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Castiglione della Pescaia have free parking?
Absolutely! We offer over 110 apartment rentals with free parking in Castiglione della Pescaia. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Castiglione della Pescaia have air conditioning?
Absolutely! We offer over 150 apartment rentals with air conditioning in Castiglione della Pescaia. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Castiglione della Pescaia?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 150 homes with air conditioning, over 240 homes with a kitchen, over 120 homes with wifi, over 110 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in Castiglione della Pescaia

Top-rated vacation rentals in Castiglione della Pescaia

Vacation rentals for every style

Villas

Apartments

Houses

Popular amenities for Castiglione della Pescaia vacation rentals

Stay near Castiglione della Pescaia's top sights

Other great vacation rentals in Castiglione della Pescaia

Apartment in Montepulciano

Condo in Castiglione della Pescaia

Apartment in Castiglione della Pescaia

Apartment in Castiglione della Pescaia

Home in Castiglione della Pescaia

Apartment in Castiglione della Pescaia

Condo in Castiglione della Pescaia

Apartment in Castiglione della Pescaia

Quick stats about vacation rentals in Castiglione della Pescaia

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

What types of vacation rentals are available in Castiglione della Pescaia?

Are there vacation rentals with a dedicated workspace in Castiglione della Pescaia?

Are there pet-friendly vacation rentals in Castiglione della Pescaia?

Are there family-friendly vacation rentals in Castiglione della Pescaia?

How much does it cost to stay in apartment rentals in Castiglione della Pescaia?

Do apartment rentals in Castiglione della Pescaia have wifi?

Do apartment rentals in Castiglione della Pescaia have a kitchen?

Do apartment rentals in Castiglione della Pescaia have free parking?

Do apartment rentals in Castiglione della Pescaia have air conditioning?

What are the most popular amenities for Apartment Rentals in Castiglione della Pescaia?

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