
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 $80 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.

La Casetta
“La Casetta”, is a new restored enchanting apartment immersed in the splendid Tuscan countryside, only 2 kms from the medieval village of Casole d'Elsa in Siena province. Situated in a old farm complex with private entrance, large private garden, and access to the communal swimming pool. Furnished with utmost care down to the finest detail. Ideal for a relaxing, regenerative week with family or friends, emerged in an uncontaminated natural landscape. Possibility of excursions on foot and by bicycle in an evocative natural setting of lush forests and gentle hills of rare beauty. One can enjoy local dishes of the wonderful Tuscan tradition in many of the nearby restaurants or organize splendid home-cooked meals with the barbecue in the garden. Ideally situated for visits the many nearby towns and cities rich in art and beauty: 30 mins to Siena, 1 hour to Florence ,30 mins to San Gimignano and Volterra, 45 mins to the Chianti area. La Casetta is the ideal place to regenerate your body and mind. (We are the same owners of “La Senesina" apartment near Siena check out our rating on the web! Our 5 stars ratings are your warranty for a great stunning vacation)
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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.
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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!
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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.
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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.
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Characteristic old town A. & G.
The independent 3-bed accommodation in the historic center of Grosseto. 100 meters away there is ample free parking outside the Medici walls, (access to unauthorized cars is strictly prohibited inside the walls). Near the accommodation there are a minimarket, pharmacy, 800 meters from the train station, bus to the sea and shuttle to the station. Starting point for: sea 14 km, 60 km Saturnia thermal baths, 14 km from the Maremma Natural Park, 50 km Monte Argentario, and Siena 70 km.
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[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.
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•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!
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Suite "Note di Paesaggio"
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.
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Il Borghetto: Alice's House, charm and relaxation
Alice's House is located in the central area for the visit of Valdorcia and Montalcino with its Brunello wineries. All renovated and very bright, it can sleep 2 to 4 people. Entirely covered by Wifi, it has two double bedrooms, each with a private bathroom, a kitchen equipped with a relaxing living room with LED TV, armchairs, wood-burning fireplace for the cold evenings in winter. Heated with clean energy and restored with eco-friendly materials.
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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.
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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.
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Popular amenities for Castiglione della Pescaia condo rentals
Weekly condo rentals

New two-room apartment within walking distance of the center and the sea
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Spacious Flat just 15 Minutes from the Sea
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Sea House
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Infinity pool overlooking the woods, sea just minutes away
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Il TramontO
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Charming loft nestled in the medieval village
LocationBeachKitchen

Apartment within walking distance of the sea
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Luxury Penthouse Overlooking Piazza del Campo
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Pet-friendly condo rentals

Vintage apartment 400m PalioPiazza del Campo Siena
ValueLocationLaundry

Piazzetta N20 Apartment
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Casa Manori - refined and cozy two-room apartment
LocationFamilyCheck-in

Casale Elbano "on the waterfront"
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Cola de Ballena - Rustic seaside apartment
FamilyLocationWalkability

"Gardenia apartment" Maremma panoramic view
LocationFamilyPets

Verdoliva farmhouse, “Moraiolo” apartment
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Elegant 3-Room Apartment in Maremma
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Condo rentals with a pool

Manuela apartment with pool in farmhouse
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[Ninfea] Ancient House in Tuscany
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Scenic Stilish Country
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Agriturismo Poggio Bonelli, 4 people apartment
LocationPoolKitchen

Charming Residence Castello di Orgiale near Siena
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Sea View and Pool in Tuscany
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Romantic cottage in Tuscany with pool and garden
LocationGetting aroundComfort

[Sea view] Charming apartment with pool
LocationFamilyGetting around
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 | $116 | $101 | $127 | $133 | $128 | $139 | $155 | $170 | $117 | $111 | $118 | $129 |
| Avg. temp | 46°F | 47°F | 51°F | 56°F | 64°F | 71°F | 76°F | 77°F | 70°F | 63°F | 54°F | 48°F |
Destinations to explore
- Apartment rentals Castiglione della Pescaia
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- Beachfront rentals Castiglione della Pescaia
- Villa 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
- Condo rentals Grosseto
- Condo rentals Tuscany
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- Elba
- Giglio Island
- Giannutri
- Parco Regionale Della Maremma
- Cala Violina
- Feniglia
- Spiagge Bianche
- Gulf of Baratti
- Spiaggia Di Sansone
- Le Cannelle
- Pianosa
- Spiaggia di Marina di Campo
- Spiaggia di Capo Bianco
- Cascate del Mulino
- Spiaggia Di Barbarossa
- Mount Amiata
- CavallinoMatto
- Vulci
- Siena Cathedral
- Palazzo Pubblico
- Terme San Filippo
- Spiaggia di Fetovaia
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
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- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes





