
House holiday rentals in Castiglione della Pescaia
Find and book unique houses on Airbnb
Quick stats about house 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 $84 AUD per night before taxes and fees

Verified guest reviews
Over 1,000 verified reviews to help you choose

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

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
20 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 house rentals in Castiglione della Pescaia
Guests agree: These houses are highly rated for location, cleanliness and more.

Domus Nannini - Loggia Salimbeni SPA
Apartment of 200 sqm furnished with precious classical furniture and very spacious rooms: 13 windows overlooking the old town, each window offers a unique view of the city. Big and spacious lounge with peerless view on the begin of Banchi di Sopra, Piazza Salimbeni and the headquarter of the Monte dei Paschi, formed by the noble palaces Tantucci, Salimbeni and Spannocchi. Second lounge with library, sofa-bed and the same exclusive view. 2 large bedrooms with city-views and king-size beds. 3 bathrooms one with jacuzzi and one with shower. A long corridor that crosses the apartment, spacious entrance and private terrace on the internal courtyard. Third lounge with sofa-bed and city-view. Dining room with panoramic views of the Duomo of Siena and Basilica of San Domenico which stand out over the medieval roofs of Siena a few meters from us. Fully equipped kitchen with laundry area. It occupies the entire second floor our 1600's palace and offers unique and privileged views of Siena and its architectural wonders. We are on Banchi sopra Sopra, the main course of the historical center of Siena, below the house you will find the best shops in the center with all the brands of high fashion, lots of restaurants; Wineries, Bars and Supermarkets with typical Tuscan products.
LocationFamilyHospitality
4.96 out of 5 average rating, 156 reviews
Casa al Gianni - The Simignano Barn
Transformed from a historic barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living area, and a large private garden with parking, a hot tub, a patio with sofas, a BBQ, a fire pit and an outdoor kitchen. Ideal for those looking for a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, with relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this little slice of paradise!
LocationFamilyHospitality
4.97 out of 5 average rating, 194 reviews
LECCIONE RESIDENCE
Characteristic country house with exposed wooden beams, 2 double bedrooms, 1 bedroom with bunk bed and a double sofa bed in the living room. The 2 bathrooms with shower. Large and well-equipped kitchen. Dishwasher, wood-burning and electric oven, espresso machine. Large garden with barbecue, swimming pool and a hot tub. Expenses to be paid on-site based on consumption: wood €8 per box, LPG €6 per cubic meter, electricity €0.36 per kW. Wood will be provided for a barbecue and a hot bath in the hot tub for free.
LocationFamilyAmenities
4.93 out of 5 average rating, 144 reviews
The garden by the sea
A 150-square-meter villa on the Tuscan sea of Prato Ranieri, surrounded by a wonderful and well-kept garden, located in a quiet pedestrian area, with a sandy beach right in front of the gate. Equipped with two parking spaces, it is perfect for families and groups of friends, with a private solarium, a relaxation area and a dining area under a cozy patio. The property is enhanced by a panoramic terrace overlooking the sunset. Within walking distance are beach resorts, ice cream parlors, bars and restaurants.
FamilyLocationBathroom
5.0 out of 5 average rating, 20 reviews
Palazzo Monaci - Pool in the Crete Senesi
Welcome to Palazzo Monaci! An oasis of nature and unique beauty, in the heart of the Crete Senesi, in Tuscany. A residence with a pool and a breathtaking view of the Crete Senesi. Perfect for couples or families looking for a relaxing vacation. The location is perfect for exploring the surrounding areas. You can hike in the Tuscan countryside, visit the characteristic medieval villages, taste the delicious local wines, and immerse yourself in the culture and history of this fascinating region.
FamilyValueGetting around
4.96 out of 5 average rating, 138 reviews
La Casa di Alvino
Casa Alvino (sleeps 5+2) is surrounded by a large and shaded garden within a very exclusive centuries-old pine forest. The beach is private and is about 300m from the house. The house has 2 double bedrooms, 1 single bedroom, 2 bathrooms with a shower, one of which is smaller without a bidet, a living room, and a kitchen. There is a double sofa bed in the living room. On the beach there is a wooden sun canopy with two sun loungers and two deckchairs and a small shed to change and leave something.
LocationBeachHospitality

Captain's House | Monte Grosso, Elba
The Casa del Capitano is located on the top of Monte Grosso in the National park of the tuscan archipelago. The location is unique on the island and from here you have a fantastic view of the city of Portoferraio, Piombino, Corsica, Capraia and Gorgona. The house was restored during a project lasting several years, in close collaboration with the National Park and was designed to be self-sufficient and ecological. Here you use purely the energy of the sun, without having to renounce luxury.
LocationValueView
5.0 out of 5 average rating, 117 reviews
Charming Salicornia near beach and town centre
Bright and brand new, this apartment is in a quiet location close to both the sea and the town centre, so you can forget about your car—everything is just steps away. This fully equipped 2-bedroom apartment has it all: a modern kitchen, mosquito nets, comfortable air conditioning, and even a cot and high chair for your little one. We’ve thought of every detail, including beach toys for added fun. Everything you need for a carefree stay is already here; just bring your personal belongings.
LocationValueParks
5.0 out of 5 average rating, 58 reviews
Lovely seasidehouse with new air condition !
Charming house with new air conditioning in the heart of Maremma on the Tuscan coast in Castiglione della Pescaia with free public parking 1-minute walk from the house. Experience the magic of an ancient medieval village away from the chaotic modern life! Choose a different beach every day (walk a few minutes downtown or drive along the coast - you'll have loads of different beaches to explore, both private and public). To get around: walk or rent a bike or drive a few minutes in Maremma.
LocationFamilyCleanliness
4.66 out of 5 average rating, 96 reviews
Country house short distance from the sea
"If you are looking for the chaos of mass tourism, Casa Ariamarina is not for you. But if you wish to experience the peace and quiet of Maremma, just minutes from the most beautiful beaches of Castiglione della Pescaia, you have found your ideal retreat—only a 5-minute drive from the crystal-clear waters of Rocchette and the village of Castiglione della Pescaia. Zero Stress: Return from the beach and enjoy the cool comfort of the house and the tranquility of the area, far from traffic."
LocationFamilyCondition
4.96 out of 5 average rating, 46 reviews
The Chianti window
A wonderful place to spend a few days in pleasant company. A large living room with fireplace where you can relax after returning from beautiful walks, bike rides, and excursions. The independent apartment is 15 km from Siena, 20 km from the Thermal Baths and 40 minutes from the villages of San Gimignano and Monteriggioni. Overall, there is a farm that produces wines and oil with the possibility of guided tours and tasting of our products with themed dinners.
LocationFamilyAccuracy
4.9 out of 5 average rating, 133 reviews
Frontemare house with exclusive sea access
Casa Frontemare is a completely renovated property with direct access to the sea, from which you can enjoy a panoramic view of the sea, the Tuscan islands and wonderful sunsets. It is a perfect place for those who love a relaxing and private vacation. The proximity to the Tuscan art cities and the small typical villages means that it is also possible to discover new places and discover the flavors of Italian cuisine.
ValueLocationHot tub
4.95 out of 5 average rating, 107 reviewsPopular amenities for Castiglione della Pescaia house rentals
House rentals with a pool

Open space surrounded by nature
LocationFamilyQuiet
4.96 out of 5 average rating, 137 reviews
Collina Power
LocationValueShared spaces
4.93 out of 5 average rating, 201 reviews
Explore Chianti from a Charming Stone House
FamilyLocationDecor
4.98 out of 5 average rating, 122 reviews
Private Chianti Cottage, Garden & Vineyard Views
FamilyLocationAmenities
4.99 out of 5 average rating, 136 reviews
Podere Scorno country house with swimming pool
LocationQuietCondition
4.93 out of 5 average rating, 143 reviews
Villa with a hydromassage pool
FamilyLocationLong stay
4.92 out of 5 average rating, 38 reviews
Design loft with private SPA in Tuscany
ValueLocationCleanliness
5.0 out of 5 average rating, 74 reviews
Podere La Fornace is a small Ferienparadies
LocationFamilyCondition
4.91 out of 5 average rating, 22 reviewsWeekly house rentals

Villa Simonetta, Poggio le Trincee, Castiglione
LocationFamilyCondition
4.9 out of 5 average rating, 10 reviews
Villa 50 steps from the beach
LocationFamilyAir conditioning
4.87 out of 5 average rating, 79 reviews
Casetta Gloria | Your retreat between nature and the sea
LocationGetting aroundHospitality
New place to stay
Comfortable house and terrace by the sea
LocationSleep qualityGetting around
4.86 out of 5 average rating, 29 reviews
Casa Acquamarina
FamilyLocationKitchen
5.0 out of 5 average rating, 32 reviews
Maremma farmhouse by the sea LA NORD
LocationValueBathroom
4.89 out of 5 average rating, 36 reviews
Villa Pandora: an oasis by the sea
LocationFamilyBeach
4.91 out of 5 average rating, 22 reviews
Casa Lucrezia with garden overlooking the sea on the hill
LocationValueHospitality
4.96 out of 5 average rating, 25 reviewsPrivate house rentals

Casa beach view
LocationFamilyView
4.82 out of 5 average rating, 17 reviews
Verdoliva Agritourism, “Pendolino” room
LocationBeachSleep quality
4.91 out of 5 average rating, 11 reviews
Monte Regio
FamilyValuePets
4.91 out of 5 average rating, 32 reviews
The House of Paintings
LocationFamilyQuiet
5.0 out of 5 average rating, 13 reviews
Fazenda da Ido ( Cosy and Renovated Studio)
LocationFamilyCheck-in
4.86 out of 5 average rating, 49 reviews
The house in the Castle and the secret garden
LocationFamilyOutdoor spaces
4.95 out of 5 average rating, 64 reviews
Tosco Suite "Solis"
LocationWalkabilityPets
4.97 out of 5 average rating, 72 reviews
Casa Il Leccio – Relax and nature in Tuscany
FamilyLocationComfort
5.0 out of 5 average rating, 34 reviewsWhen is the best time to visit Castiglione della Pescaia?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $245 AUD | $218 AUD | $210 AUD | $202 AUD | $204 AUD | $228 AUD | $243 AUD | $294 AUD | $210 AUD | $211 AUD | $210 AUD | $276 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
- Apartment rentals Castiglione della Pescaia
- Condo 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
- Beachfront rentals Castiglione della Pescaia
- Waterfront rentals Castiglione della Pescaia
- House rentals Grosseto
- House rentals Tuscany
- House rentals Italy
- Elba
- Giglio Island
- Giannutri
- Cala Violina
- Parco Regionale Della Maremma
- Feniglia
- Spiagge Bianche
- Gulf of Baratti
- Spiaggia Di Sansone
- Le Cannelle
- Pianosa
- Spiaggia di Capo Bianco
- Spiaggia di Marina di Campo
- Mount Amiata
- Cascate del Mulino
- Siena Cathedral
- CavallinoMatto
- Vulci
- Palazzo Pubblico
- Saturnia Thermal Park
- Rimigliano Natural Park
- Riserva Naturale Diaccia Botrona
- Terme San Filippo
- Abbey of Monte Oliveto Maggiore





