
Villa holiday rentals in Castiglione della Pescaia
Find and book unique villas on Airbnb
Quick stats about villa rentals in Castiglione della Pescaia

Total holiday rentals
Explore 10 holiday rentals in Castiglione della Pescaia

Nightly prices starting at
Castiglione della Pescaia holiday rentals start at $402 NZD per night before taxes and fees

Verified guest reviews
Over 80 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Wi-Fi availability
10 of Castiglione della Pescaia holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Castiglione della Pescaia rentals

4.7 Average rating
Castiglione della Pescaia stays receive an average rating of 4.7 out of 5 from guests
Top-rated villa rentals in Castiglione della Pescaia
Guests agree: These villas are highly rated for location, cleanliness and more.

Stone villa with pool
The stone villa is secluded and surrounded by the greenery of the woods. Here you will find peace, privacy, silence, and unspoiled nature. This is the ideal place for a relaxing vacation. The villa was built in the mid-1800s by my great-grandfather. Then, over the years, it was restored and improved, always maintaining the classic Tuscan style. We are located between the Val d'Orcia, Monte Amiata, and the sea. We are located 870 m above sea level. The villa is about 15 minutes by car from Arcidosso.
LocationFamilyBiking
5.0 out of 5 average rating, 23 reviews
Beach House Giannella w/ direct access to the sea
The villa is surrounded by a 1500 sq m garden with pines, Mediterranean plants and flowers, and includes a private sandy beach directly bordering the sea.It is composed of a living room, a kitchen, two double bedrooms, a bedroom with a bunk bed and two bathrooms (one of which in a small external structure). It is provided with air conditioning and a heat pump.In the park, there is an outdoor kitchen and a large table under a gazebo on the beach, which allows you to eat right in front of the sea.
LocationValueCheckout
4.82 out of 5 average rating, 99 reviews
Villa Il Molinaccio with terrace and private beach
Spacious rustic villa with a terrace overlooking the sea and access via stairs to a small pebbly beach. Ample outdoor and indoor spaces with garden. It has sun beds, sun umbrella, table tennis and barbecue. Recently purchased kitchen and furniture. A 10-minute walk from the harbour and centre, offering privacy but accessibility to all amenities like beaches, windsurfing, diving, and boat hire. Private garage in front of the house on private road. Recently renovated. Vintage and maritime style.
LocationFamilyNearby
4.9 out of 5 average rating, 96 reviews
Villa of the 2 Olive Trees (Abbadia Isola)
FULLY AIR CONDITIONED, modern 6BR/4BA VILLA on Via Francigena: an enchanted paradise for friends & families with kids (trampoline, basketball area, soccer & volley/beach tennis nets, fossball, table tennis) & w. pets (fenced garden). Located in the small village Abbadia Isola in the shadow of the medieval castle of Monteriggioni, right on the path the ancient road & pilgrim route running from France to Rome (via Francigena) A.k.A FAMILY GROUPS KIDS FRIENDS dream VILLA Siena 12mn (ABB)
ValueLocationLaundry
4.97 out of 5 average rating, 174 reviews
Casa Pineta Elba, a short walk from the sea
Casa Pineta is immersed in umbrella pinewood trees in front of the beautiful sandy beach of Campo beach. The center of the village is within walking distance while a 1-minute path in the woods will get you under your umbrella by the sea! Casa Pineta is immersed in a maritime pine forest in front of the beautiful sandy beach of Marina di Campo. The center of the village is a few minutes' walk away, while 50 steps in the car-free pine forest will take you under your umbrella by the sea!
FamilyValueCleanliness
5.0 out of 5 average rating, 43 reviews
Belforti Tower
Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.
LocationFamilyNearby
4.99 out of 5 average rating, 138 reviews
Villa Il Diaccio with view of the Tuscan Maremma
Stone villa with special architectural finishes nestled in a chestnut forest. A large garden, partly paved with stone, accompanies the property from which you can admire a wonderful view of the Tuscan Maremma. Surrounded by nature, you can see the sea with the Gulf of Follonica, the island of Elba and Corsica on one side, and the island of Giglio on the other. You can take long walks in nature or reach seaside resorts or cities of art.
ValueFamilyOutdoor spaces
4.98 out of 5 average rating, 62 reviews
Villa Capanna, Private Pool, Breathtaking Views
Ancient restored barn with up to 6 bedrooms and 6 bathrooms, immersed in a historic wine estate, just 6 km from Siena. One of the most beautiful views that the Tuscan panorama can offer, airconditioned bedrooms, exclusive swimming pool, large triple garden, BBQ, poolside table, terrace to enjoy the sunset over the medieval towers on the horizon while sipping the organic wines of the estate, fireplace, parking free, WI-FI internet.
LocationFamilyView
4.89 out of 5 average rating, 309 reviews
"Villa Daisy" overlooking Siena
Wonderful villa with independent entrance inside the "Caggiolo" farm, brought to light with careful and thorough renovation that has kept intact the typical features of a Tuscan farm. Beautiful panoramic view of Siena. Located in Ville di Corsano, just 14 km from the city. An ideal place to spend days in total relaxation and enjoy the wonders that this area offers (Chianti, Val d'Orcia, Crete Senesi etc).
LocationValueNearby
4.95 out of 5 average rating, 173 reviews
Villa Castiglioncello - access to the private sea
Villa Castiglioncello has an infinity pool with seawater, with the Tuscan islands on the horizon and the sunset in front. It is a detached villa for 12 people, completely renovated, with private access to the sea, panoramic terraces and a garden with a BBQ — all for the exclusive use of the guests, without sharing.
FamilyValueView
4.91 out of 5 average rating, 35 reviews
sea view villa with private infinity pool
RENTALS ONLY FROM SATURDAY TO SATURDAY. The house is located within our farm, surrounded by forest is distance from the village of Castagneto Carducci only 3.5 km. Its unique location offers a wonderful view of the sea and the country, ensuring a pleasant tranquility, away from the heat and noise of the country.
ValueLocationAir conditioning
4.99 out of 5 average rating, 123 reviews
Podere la Pompa
Villa with three bedrooms with ensuite bathroom, large kitchen and living room. External loggia for outdoor dining and possibility of using the shared swimming pool. Piccola Pompa is located a short drive from Grosseto and less than 20 minutes from the beaches of Castiglione della Pescaia
FamilyLocationIndoor spaces
5.0 out of 5 average rating, 27 reviewsPopular amenities for Castiglione della Pescaia villa rentals
Private villa rentals

Fonte dei Frati - Private Villa and Pool
LocationFamilyAir conditioning
4.98 out of 5 average rating, 58 reviews
La Guardiola Capo Perla
LocationFamilyComfort
5.0 out of 5 average rating, 35 reviews
"La Capanna di Neri" stone farmhouse with swimming pool
FamilyLocationIndoor spaces
4.96 out of 5 average rating, 56 reviews
Villa Marsiliana
LocationFamilyQuiet
4.92 out of 5 average rating, 26 reviews
Villa with pool in Chianti Area
FamilyLocationCondition
4.95 out of 5 average rating, 73 reviews
Overlooking the sea, Villa Lella
LocationFamilyHospitality
4.88 out of 5 average rating, 33 reviews
Astonishing beachfront villa with private garden
LocationHospitalityAccess
5.0 out of 5 average rating, 7 reviews
Beautiful tuscan country house
ValueFamilyAir conditioning
4.88 out of 5 average rating, 24 reviewsLuxury villa rentals

Panoramic villa in Crete Senesi, overlooking Siena.
LocationFamilyBathroom
5.0 out of 5 average rating, 53 reviews
Farmhouse in the Crete Senesi
LocationValueAmenities
4.96 out of 5 average rating, 92 reviews
Podere Raspollino | Maremma 10 people
FamilyLocationAccuracy
5.0 out of 5 average rating, 6 reviews
Charming country house close to San Galgano Abbey.
FamilyValueNearby
4.84 out of 5 average rating, 37 reviews
Wp Relais Pompana Etruscan Villas
FamilyLocationAmenities
4.82 out of 5 average rating, 11 reviews
Lucignano Secondo – La Villa
LocationFamilyCheckout
4.89 out of 5 average rating, 35 reviews
Villa Tenuta Le Case Nuove with pool & garden
FamilyLocationGetting around
4.65 out of 5 average rating, 26 reviews
Le Campore - Stunning view over the Tuscany hills
FamilyLocationParking
4.89 out of 5 average rating, 45 reviewsVilla rentals with a pool

Poggio among the olive trees
ValueLocationView
4.85 out of 5 average rating, 13 reviews
Charming villa on two levels - Casa Lola
LocationFamilyHospitality
4.9 out of 5 average rating, 10 reviews
House in Tuscany with fenced garden and mini pool
LocationFamilyHospitality
4.83 out of 5 average rating, 24 reviews
The Palazzetto - Granaio (Superior 4+2)
FamilyLocationShared spaces
4.87 out of 5 average rating, 55 reviews
Villa il Balocco
FamilyLocationLong stay
4.98 out of 5 average rating, 43 reviews
Ulimeto Power
LocationValueWi-Fi
4.9 out of 5 average rating, 77 reviews
Villa Federica 17 by Anita Villas
FamilyLocationIndoor spaces
4.8 out of 5 average rating, 5 reviews
Tuscan Villa With Stunning Infinity Pool
ValueLocationPool
4.6 out of 5 average rating, 80 reviewsDestinations to explore
- Apartment rentals Castiglione della Pescaia
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- Condo rentals Castiglione della Pescaia
- Beachfront rentals Castiglione della Pescaia
- Rentals with beach access Castiglione della Pescaia
- Family-friendly rentals Castiglione della Pescaia
- Pet-friendly rentals Castiglione della Pescaia
- Beach house rentals Castiglione della Pescaia
- Waterfront rentals Castiglione della Pescaia
- Villa rentals Grosseto
- Villa rentals Tuscany
- Villa rentals Italy
- Elba
- Giglio Island
- Giannutri
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Spiagge Bianche
- Gulf of Baratti
- Spiaggia Di Sansone
- Le Cannelle
- Pianosa
- Spiaggia di Marina di Campo
- Spiaggia di Capo Bianco
- Mount Amiata
- Cascate del Mulino
- Siena Cathedral
- CavallinoMatto
- Vulci
- Palazzo Pubblico
- Saturnia Thermal Park
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona
- Terme San Filippo
- Abbey of Sant'Antimo





