
Condo holiday rentals in Castiglione della Pescaia
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Quick stats about condo rentals in Castiglione della Pescaia

Total holiday rentals
Explore 70 holiday rentals in Castiglione della Pescaia

Nightly prices starting at
Castiglione della Pescaia holiday rentals start at $114 AUD per night before taxes and fees

Verified guest reviews
Over 1,410 verified reviews to help you choose

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

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wifi 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 condo rentals in Castiglione della Pescaia
Guests agree: These condos are highly rated for location, cleanliness and more.

New two-room apartment within walking distance of the center and the sea
Bright apartment within walking distance of the center and the sea! Beautiful two-room apartment of about 45 square meters, newly renovated, located in the central area of Castiglione della Pescaia. Its central location offers the possibility of having all the services at your fingertips... bars, restaurants, laundry, tobacco, post office, bike rental service, playground, summer events, bathing establishments. The apartment is suitable for both short and long stays, accommodating 2 people. For those seeking comfort and relaxation

Loggiato 3 apartment in Tuscany near Siena
The Loggiato 3 apartment for 2 people is located in the Santa Lucia farmhouse (FARMHOUSE DIVIDED INTO 7 APARTMENTS) in the Crete Senesi near Siena and is located on the first floor with a private table in front of the windows of the loggia. Composed of a double bedroom (two single beds joined together), a bathroom and a living room with a functional kitchen. It is equipped with a wood stove. Outdoor space with table and chairs available on the ground floor. AIR CONDITIONING in the room is PAID according to consumption.

Pink like the sunset sky
The apartment is located on the 2nd floor, consisting of 2 bedrooms (possibility of making double or single beds depending on the needs of the customer), a bathroom, large living room and kitchen equipped for cooking. TV, (for those who request it, a washing machine is available from 9 a.m. to 8 p.m. in our laundry room). To come to us, a car is recommended, to be independent, and to visit the Tuscan countryside. Convenient location for visiting Tuscany I look forward to showing you the real Tuscany!

DorminColle - Tuscan-style apartment
Appartamento luminoso e spazioso, composto da confortevole camera matrimoniale con tv, condizionatore portatile, con al suo interno bagno completo di doccia e servizi igienici. Terzo posto letto situato in caratteristica area soppalcata con travi in legno dotato di letto. Ampia cucina dotata di lavastoviglie, macchina del caffè, microonde, erogatore acqua filtrata, Salone con tv e divano, sala da pranzo con vista sul Borgo Antico. Parcheggio gratuito a 150 mt visibile dell’appartamento.

The most beautiful apartment in front of the sea
Come see this beautiful and exclusive 5 beds 2 bath seaside. This home features all New recently. Kitchen has Newer Appliances and Cabinets. Spacious light Living Room with 4 windows. Master Suite leads to a private bathroom. Updated Master Bath features Walk-in Shower. All rooms are equipped with TV and air conditioning. High speed WiFi included. City Center, Shopping are close by and easy access by feet or bike. Sailing and Kitesurfing available nearby. Animals and smoking not allowed.

•Il Chiostro• A gem in the heart of Siena
Il Chiostro is a characteristic apartment located in the heart of the center of Siena, part of a historic Sienese building dating back to the 1200s! Most appreciated features: ★ Super central location ★ ★ Unique historic architecture ★ ★ Peaceful and quiet environment ★ ★ Very large spaces ★ An excellent solution for those who want to fully experience the city, immerse themselves in its incredible historical atmosphere and enjoy the Tuscan flavor of a unique holiday!

"Landscape Notes" Suite
The 80 sqm Suite "Note di paesaggio" is located on the second floor of a historic building where it meets the landscape of the Val d'Orcia. It is divided into several rooms including a furnished double bedroom with air conditioning overlooking the terrace, a living room with a panoramic view, a study with a desk, a marble bathroom with shower, and another double bedroom without air conditioning . You can enjoy a 30sqm terrace and its suggestive view of the countryside.

Il Vecchio Noce
In the ancient rural complex of Caggio, "Il vecchio noce" offers a fully renovated apartment (recently, this past winter 2025/26) that can accommodate 2 to 4 people. The complex is located in the heart of the Tuscan countryside, on the Montagnola Senese, near the medieval village of Monteriggioni and the route of the Via Francigena. The accommodation is known as the village's "granaio" (granary) because it faces south and is on the ground floor.

The Door Next Door 2.0
Charming apartment in rustic style. It is located in the historic center of Siena in a perfect location for visiting all the historical sites, attractions and shopping area of Siena on foot. In five minutes, you can reach Piazza del Duomo with its museum and the "Santa Maria Assunta" Cathedral. 600 meters away you can reach the enchanting Piazza del Campo where the "Palio", the traditional horse race, takes place on July 2 and August 16.

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.

Luxury penthouse with a view of Piazza del Campo
There are many houses in Siena. But very few can say they are here. Overlooking the city's most iconic square, this penthouse offers a rare experience: waking up with the golden light that caresses the Palazzo Pubblico and falling asleep above one of the most beautiful places in the world. The location is simply one of a kind. Just outside the door, you are immersed in history, among restaurants, wines and timeless atmospheres.

Palazzo del Taja - in the center with whirlpool
Brand new apartment just renovated, located inside the historic Palazzo del Taja in the heart of Siena's historic center, a few meters from Piazza del Campo and the city's main attractions. Subjected to a renovation attentive to details, the apartment is elegant, bright, welcoming and quiet. Complete with every comfort, including a beautiful bathroom with a whirlpool tub, to offer an unforgettable stay to our customers.
Popular amenities for Castiglione della Pescaia condo rentals
Weekly condo rentals

[Amazing panoramic view] Authentic Tuscan house

Apartment a stone's throw from the sea

Sunsets wow-Arriving by car at home

Tangerine Tree House with sea view!

Sea House

Il TramontO

Spacious Flat just 15 Minutes from the Sea

Babe and Madde's house, air-conditioned environment
Pet-friendly condo rentals

Sunshine House

Surrounded by pine forest, 300 meters from the sea

[NEW] Modern Central Studio with parking space

Comfortable apartment a few meters from the sea

Casa Manori - refined and cozy two-room apartment

Elegant fine home 400 m away from Piazza del Campo

Casale Elbano "on the waterfront"

Panoramic attic in old town of Siena
Condo rentals with a pool

Apartment with Pool near Siena

"Toscana Amore Mio", stunning view, 18 min Volterra

Agriturismo Poggio Bonelli, 2 people apartment

Cupiano Farm "Querciolettaia/Legnaio"

Scenic Stilish Country

Pieve di Caminino Historic Farm - Studio

Sea View and Pool in Tuscany

Manuela apartment with pool in farmhouse
When is the best time to visit Castiglione della Pescaia?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $166 AUD | $144 AUD | $181 AUD | $156 AUD | $151 AUD | $176 AUD | $221 AUD | $243 AUD | $167 AUD | $158 AUD | $168 AUD | $184 AUD |
| Avg. temp | 8°C | 8°C | 11°C | 13°C | 18°C | 22°C | 25°C | 25°C | 21°C | 17°C | 12°C | 9°C |
Destinations to explore
- Smoking-friendly rentals Castiglione della Pescaia
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- House rentals Castiglione della Pescaia
- Beachfront rentals Castiglione della Pescaia
- Villa rentals Castiglione della Pescaia
- Rentals with beach access Castiglione della Pescaia
- Pet-friendly rentals Castiglione della Pescaia
- Family-friendly rentals Castiglione della Pescaia
- Beach house rentals Castiglione della Pescaia
- Rentals with a fire pit Castiglione della Pescaia
- Rentals with a patio Castiglione della Pescaia
- Rentals with a fireplace Castiglione della Pescaia
- Rentals with a washing machine and dryer Castiglione della Pescaia
- Waterfront rentals Castiglione della Pescaia
- Condo rentals Grosseto
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- Elba
- Giglio Island
- Giannutri
- Cala Violina
- Feniglia
- Parco Regionale Della Maremma
- Spiagge Bianche
- Spiaggia Di Sansone
- Gulf of Baratti
- Le Cannelle
- Spiaggia di Capo Bianco
- Pianosa
- Spiaggia Di Barbarossa
- Spiaggia di Marina di Campo
- Cascate del Mulino
- Mount Amiata
- CavallinoMatto
- Palazzo Pubblico
- Siena Cathedral
- Vulci
- Terme San Filippo
- Abbey of Sant'Antimo
- Abbey of Monte Oliveto Maggiore
- Riserva Naturale Diaccia Botrona





