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

Total vacation rentals
Explore 60 vacation rentals in Castiglione della Pescaia

Nightly prices starting at
Castiglione della Pescaia vacation rentals start at ﺩ.ﺇ 257 per night before taxes and fees

Verified guest reviews
Over 1,360 verified reviews to help you choose

Family-friendly vacation rentals
30 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.

Elegant fine home 400 m away from Piazza del Campo
Apartment with independent heating and entrance, renovated , furnished with great care, located in the old part of the city. It features 2 computer friendly zones and allows you to stay with every kind of comfort, including a fitness area. Immersed in the enchantment of the traditional but silent atmosphere of a district of the historic center, it is 50 meters from the Main Street, and from all kinds of shops: restaurants, supermarkets, laundries, newspapers and tobacconists, pastry shops, etc.

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.

[9 minutes from Montalcino] Elegant House Mafalda
Comfortable apartment located in the heart of Orcia valley (val d’Orcia); strategic location for visiting the sought-after medieval villages of Montalcino, Castiglione d’Orcia, Pienza, Montepulciano and San Quirico d’Orcia. In addition, Torrenieri (Montalcino) has always been considered an excellent starting point for various trekking itineraries. The balcony in one of the suites overlooks the splendid surrounding Sienese hills!! Finally, there is free parking near the house.

•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!

AnticaVista, Luxury Apartment with Tower Views
A hidden gem nestled within the ancient walls of a 14th-century tower house, right in the heart of San Gimignano, a UNESCO World Heritage Site. This one-of-a-kind apartment is where history meets contemporary elegance. Look out the window and you’ll feel like you can almost touch the medieval towers. The view is breathtaking: unforgettable glimpses of the majestic Torre Grossa, framed by the iconic skyline that earned San Gimignano its nickname, the “Medieval Manhattan.”

"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.

Romantic Yellow apartment in Crete Senesi
Apartment consisting of 1 comfortable double bedroom (it is possible to make 2 single beds on request), fully equipped kitchen, living room, and bathroom. TV, BBQ, (if needed, we have a washing machine available from 9 a.m. to 8 p.m. in our laundry room). A car is recommended as we are in the countryside, so you can be self-sufficient and visit the magnificent Tuscan countryside as well. Free parking and wifi. I look forward to showing you the real Tuscany!

Mascagni Farmhouse in Val d'Orcia, Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

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.

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.

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.
Popular amenities for Castiglione della Pescaia condo rentals
Weekly condo rentals

Sunshine House

"Casa Esme" Apartment a few steps from the sea

Apartment within walking distance of the sea

Sunsets wow-Arriving by car at home

Tangerine Tree House with sea view!

Panoramic view 10 minutes from Massa Marittima and the sea

Sea House

New two-room apartment within walking distance of the center and the sea
Pet-friendly condo rentals

Surrounded by pine forest, 300 meters from the sea

Casa Manori - refined and cozy two-room apartment

Casale Elbano "on the waterfront"

Appartamento Holly House

Aquadro Vacation Home

Elegant 3-Room Apartment in Maremma

Ermione

Solengo Apartment in Podere Capraia
Condo rentals with a pool

Loggiato 3 apartment in Tuscany near Siena

Agriturismo Poggio Bonelli, 2 people apartment

Casa Biancospino Crete Senesi | Podere Fossaccio

Adalberto Apartment inside the Manor of Fulignano

Fattoria Lornano Winery- villa ''Trebbiano''

Scenic Stilish Country

💜 "Gaia" at Podere Le Fontanelle

Manuela apartment with pool in farmhouse
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 400 | ﺩ.ﺇ 389 | ﺩ.ﺇ 452 | 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
- Smoking-friendly rentals Castiglione della Pescaia
- Apartment rentals Castiglione della Pescaia
- Rentals with outdoor seating 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
- Rentals with a fire pit Castiglione della Pescaia
- Pet-friendly rentals Castiglione della Pescaia
- Beach house rentals Castiglione della Pescaia
- Rentals with a patio Castiglione della Pescaia
- Rentals with a fireplace Castiglione della Pescaia
- Rentals with a washer and dryer Castiglione della Pescaia
- Waterfront rentals Castiglione della Pescaia
- Condo rentals Grosseto
- Condo rentals Tuscany
- Condo rentals Italy
- Elba
- Giglio Island
- Giannutri
- Cala Violina
- Feniglia
- Parco Regionale Della Maremma
- Spiagge Bianche
- Spiaggia Di Sansone
- Gulf of Baratti
- Spiaggia Di Barbarossa
- Le Cannelle
- Spiaggia di Capo Bianco
- Pianosa
- Cascate del Mulino
- Spiaggia di Marina di Campo
- Siena Cathedral
- Mount Amiata
- CavallinoMatto
- Palazzo Pubblico
- Vulci
- Terme San Filippo
- Abbey of Sant'Antimo
- Santa Maria della Scala
- Abbey of Monte Oliveto Maggiore





