
Condo vacation rentals in Castiglione della Pescaia
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Top-rated condo rentals in Castiglione della Pescaia
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Infinity pool overlooking the woods, sea just minutes away
Experience the authentic Tuscany between the sea and the countryside! 10 km from Follonica and Massa Marittima, our Casetta Valmora farm offers apartments with private patio, Wi-Fi, air conditioning and breakfast upon request, immersed in olive groves and woods, ideal for couples and families. From May 2026, the new panoramic infinity pool overlooking the forest will be available for moments of pure relaxation. Nearby discover medieval villages, Cala Violina, bike trails, golf (two courses 15 km away) and local products.

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.

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.

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.

Manuela apartment with pool in farmhouse
You will be staying in an apartment located on the second floor ,with an independent entrance and accessed by climbing 17 steps. It consists of a kitchen/ living room with fireplace, overlooking all the other rooms . It has two bedrooms, one double and one with 2 single beds, a bathroom with a shower, and mosquito nets on the windows. Before entering, there is a small balcony shared with the SUNFLOWERS apartment. Heating must be requested upon arrival for €20.00 per day

Casa Vecchio Forno
The apartment is on the ground floor, in the historic center of Massa Marittima, just 100 meters from the Cathedral square. It is easily accessible from all the parking lots in the historic center and within walking distance you can find: cafes, restaurants, banks, grocery stores, a pastry shop and a pharmacy. The recently renovated 68m house has a separate entrance and consists of: a kitchen with kitchenette, a double bedroom, a living room with sofa bed and a bathroom.

"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.

Spinosa Apartment in Podere Capraia
Two-room apartment on two floors, recently renovated with good taste furnishings: living room with sofa bed (1 and a half places), dining table, TV, WiFi. Kitchenette with oven, fridge and dishwasher. Bathroom with shower, toilet, and bidet. Upper floor, open attic double bedroom. Exit to equipped front patio. Heating (from 10/15 to 04/15), mosquito nets. Small and medium-sized pets allowed. Swimming pool (open from Jun. 1 to Sept. 30) shared with Solengo apartment

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.

Olympia's House
A few steps from the wonders of Siena, this apartment combines comfort and refinement. Two bedrooms, two bathrooms, studied lights, careful design and tastefully chosen materials. Outside the ZTL but close to the center, with convenient parking and escalators 500 meters away. A contemporary retreat where you can feel at home and live the authentic soul of the city, between history, beauty and harmony.

Il Vecchio Noce
In the ancient rural complex of Caggio, “Il vecchio noce” offers a fully renovated apartment that can accommodate 2 to 4 people. The complex is located in the heart of the Tuscan countryside, on the Sienese Montagnola, near the medieval village of Monteriggioni and the Via Francigena route.

Spacious home in Tuscan countryside 10min to Siena
On the first floor there are 2 double bedrooms and 2 single bedrooms, 3 bathrooms. Large living area with fully equipped kitchen. Laundry room on the ground floor. A courtyard with covered parking spaces and a large garden with gazebo and an amazing view.
Popular amenities for Castiglione della Pescaia condo rentals
Weekly condo rentals

The terrace overlooking the harbor

48 sqm cottage, swimming pool, relaxation, surrounded by greenery

Surrounded by pine forest, 300 meters from the sea

Casa Paola, elegance in the heart of Suvereto

Ghiandaia Apartment with pool in Suvereto

Podere Casanovola, Il Sole apartment

La Casina nel Contrada

Sunset
Pet-friendly condo rentals

Studio Apartment

Delivrance's seaside cottage

The Door Next Door 2.0

[Comfort & modern]House with terrace and garden

Panoramic attic in old town of Siena

[Large panoramic terrace] A stone's throw from the sea

Boutique house

apartment a stone's throw from the sea with parking space
Condo rentals with a pool

Apartment in a villa with pool

Traditional Apartment with Patio and Garden View

I Sicomori - Three-room apartment in Saturnia

Double Apartment - Fontecastello Farmhouse

Large Apartment in a Villa, swimming pool, Siena

Agriturismo Poggio Bonelli, 2 people apartment

Podere Bagnoli – Rosa

Orgiale Charme Residenz Castle
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 | G$21,565 GYD | G$24,706 GYD | G$19,262 GYD | G$22,821 GYD | G$22,193 GYD | G$25,753 GYD | G$32,452 GYD | G$35,593 GYD | G$24,496 GYD | G$20,518 GYD | G$19,890 GYD | G$22,403 GYD |
| 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 |
Quick stats about condo rentals in Castiglione della Pescaia

Total vacation rentals
Explore 50 vacation rentals in Castiglione della Pescaia

Nightly prices starting at
Castiglione della Pescaia vacation rentals start at G$12,562 GYD per night before taxes and fees

Verified guest reviews
Over 1,310 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 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
Destinations to explore
- Apartment rentals Castiglione della Pescaia
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- Rentals with a fireplace Castiglione della Pescaia
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- Condo rentals Grosseto
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- Elba
- Giglio Island
- Giannutri
- Spiagge Bianche
- Feniglia
- Cala Violina
- Gulf of Baratti
- Spiaggia Di Sansone
- Spiaggia di Capo Bianco
- Kite Beach Fiumara
- Spiaggia Di Barbarossa
- Spiaggia della Padulella
- Spiaggia Marina di Cecina
- Cala di Forno
- Spiaggia di Marina di Campo
- Zuccale Beach
- Castiglion del Bosco Winery
- Spiaggia di Patresi
- Golf Club Toscana
- Riva del Marchese
- Spiaggia di Cavo
- Spiaggia di Marina di Grosseto
- Le Cannelle
- Spiaggia di Ortano




