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

Total vacation rentals
Explore 70 vacation rentals in Castiglione della Pescaia

Nightly prices starting at
Castiglione della Pescaia vacation rentals start at ﺩ.ﺇ 294 per night before taxes and fees

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

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Castiglione della Pescaia vacation 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.

Infinity Pool in the green agritourism with a view of the woods
Experience the authentic Tuscany between the sea and the countryside! Our Casetta Valmora estate is located 10 km from Follonica and Massa Marittima. The apartment with private patio, Wi-Fi, and air conditioning overlooks the garden with two sun loungers, ideal for couples, families, and friends. Starting in June 2026, the new panoramic infinity pool overlooking the woods will be available for moments of pure relaxation. In the surrounding area, discover medieval villages, Cala Violina, bike routes, golf (15 km away) and local products.

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

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!

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.

"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.

Tangerine Tree House with sea view!
Recently renovated 1 bedroom + living room flat in a quiet residential area, walking distance to the beach and to the medieval part of the town. Private patio with dining table and sun umbrella, to have your meals al fresco looking at a beautiful sea view. Free parking along the street. The apartment keeps cool also on hot summer days. A/C, Wi-fi and washing machine. Perfect for two adults, or two adults with one child. Steps leading to the entrance.

Sea House
L'appartamento si trova al primo piano in un piccolo condominio. La zona è tranquilla anche in piena estate perché lontana dalla via principale e dal centro, raggiungibile comunque a piedi. In casa troverete una cucina abitabile funzionante, con lavatrice e lavastoviglie, e una sala comoda anche per invitare amici a cena. Zona giorno e zona notte sono separate da una porta scorrevole, in modo che tutti possano avere un po' di privacy.

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.

Cola de Ballena - Rustic seaside apartment
Recently renovated rustic property in the countryside of Pian di Rocca. Apartment consisting of a living-dining room and a double bedroom (sleeps 2 + 2 double sofa bed). Nestled in two hectares of exclusive greenery in the Tuscan countryside, with a large outdoor courtyard, relaxation area, and barbecue. All this is a short walk from the sea at Rocchette-Roccamare, which can be reached in a few minutes by bike. Pet friendly

Ale's little house
The renovated apartment is located in the historic center, has an independent entrance on the street floor inside a historic building. You can park your car in the immediate vicinity in free and/or paid parking. Thanks to its favorable location, you can visit the city without having to use a car. There is also a drinking water purifier inside the apartment. unlimited ultra-fast WiFi

Charming loft nestled in the medieval village
Charming apartment located in a 17th century building in the enchanting medieval village of Castiglione, a historic area overlooking the sea and protected by the ancient Aragonese walls. Living area characterized by an ancient brick arch and the combination of old and modern, where wood and stone dominate. Located just 600m (10min walk) from the beach and 100m from free parking lot.

Beach apartment with private parking space
From the living room to the beach in a leap. From the window overlooking the pedestrian promenade, you can immerse yourself in the sound of the waves while watching the sunset over the Tyrrhenian Sea. In the private back garden, you can spend unforgettable evenings away from prying eyes, perhaps with a nice candlelit dinner, enjoying the scents of wild Maremma nature.
Popular amenities for Castiglione della Pescaia condo rentals
Weekly condo rentals

Loggiato 3 apartment in Tuscany near Siena

The Door Next Door 2.0

DorminColle - Tuscan-style apartment

Sunsets wow-relax and slow vacation

•Il Chiostro• A gem in the heart of Siena

Luxury Penthouse overlooking Piazza del Campo

Lady Camollia Apartment - historic center of Siena

La Casetta
Pet-friendly condo rentals

Sunshine House

Casa Mameli Central location

Archi Sud Apartment - 7 min walking from the beach

[Amazing panoramic view] Authentic Tuscan house

Casa Manori - refined and cozy two-room apartment

Casale Elbano "on the waterfront"

Vintage apartment 400 m from Palio, Piazza del Campo, Siena

Elegant 3-Room Apartment in Maremma
Condo rentals with a pool

[Sea view] Charming apartment with pool

Large Apartment in a Villa, swimming pool, Siena

15 km from the beach fabulous apartment pool AC

Scenic Stilish Country

Il Granaio apartment Il Fienile with pool.

Sea View and Pool in Tuscany

Manuela apartment with pool in farmhouse

Podere Casanovola, Il Sole apartment
When is the best time to visit Castiglione della Pescaia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 426 | ﺩ.ﺇ 371 | ﺩ.ﺇ 466 | ﺩ.ﺇ 488 | ﺩ.ﺇ 470 | ﺩ.ﺇ 510 | ﺩ.ﺇ 569 | ﺩ.ﺇ 624 | ﺩ.ﺇ 430 | ﺩ.ﺇ 408 | ﺩ.ﺇ 433 | ﺩ.ﺇ 474 |
| 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
- Apartment rentals Castiglione della Pescaia
- House rentals Castiglione della Pescaia
- Beachfront rentals Castiglione della Pescaia
- Villa rentals Castiglione della Pescaia
- Rentals with beach access Castiglione della Pescaia
- Family-friendly rentals Castiglione della Pescaia
- Beach house rentals Castiglione della Pescaia
- Pet-friendly rentals Castiglione della Pescaia
- Waterfront rentals Castiglione della Pescaia
- Condo rentals Grosseto
- Condo rentals Tuscany
- Condo rentals Italy
- Elba
- Giglio Island
- Giannutri
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Spiagge Bianche
- Gulf of Baratti
- Le Cannelle
- Pianosa
- Spiaggia di Capo Bianco
- Spiaggia di Marina di Campo
- Mount Amiata
- CavallinoMatto
- Vulci
- Siena Cathedral
- Palazzo Pubblico
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona
- Spiaggia di Fetovaia
- Abbey of Sant'Antimo
- Saturnia Thermal Park
- Cascate del Mulino
- Antiporto Camollia





