
Holiday rentals with outdoor seating in Castiglione della Pescaia
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Quick stats about holiday rentals with outdoor seating in Castiglione della Pescaia

Total holiday rentals
Explore 160 holiday rentals in Castiglione della Pescaia

Nightly prices starting at
Castiglione della Pescaia holiday rentals start at £68 per night before taxes and fees

Verified guest reviews
Over 2,880 verified reviews to help you choose

Family-friendly holiday rentals
120 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 100 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
110 of Castiglione della Pescaia holiday rentals include wifi 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 rentals with outdoor seating in Castiglione della Pescaia
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Panoramic villa with a terrace overlooking the sea
Just an 8-minute walk from the sea, this 150-square-meter villa surrounded by greenery, located on the first floor, offers breathtaking views of the sea and the beach of Castiglione della Pescaia. Bright and spacious, it has 4 bedrooms, 3 bathrooms (2 with shower), a living room, an equipped kitchen, and a washing machine. The highlight is the panoramic terrace and the sea-view attic, perfect for relaxing at sunset. With free Wi-Fi and air conditioning, it is ideal for those looking for nature, comfort and relaxation in Maremma.

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.

Villa di Geggiano – Guesthouse
PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI, THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR. The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idyllic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa.

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.

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.

Villa Pandora: an oasis by the sea
Villa Pandora is the house of dreams. Recently renovated and just 2 km from the center, in a panoramic position, it offers a quiet retreat with a breathtaking view of the sea and the Diaccia Botrona. Enjoy the beauty of the landscape from the garden, where large equipped awnings will give you evenings in total comfort. Villa Pandora is the perfect choice for unforgettable vacations, surrounded by nature. The villa has a private and fenced garden, with exclusive access and covered parking

Casa al Gianni - Hut
Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

EcoLodge – modern design in a peaceful panoramic location
The EcoLodge, modern, ecological, comfortable, is in the middle of nature in a peaceful, fertile cultural landscape on Monte Amiata in the quiet southern Tuscany. It belongs to an old farmhouse with plenty of space, beautiful views, many old fruit, chestnut, olive trees and our vineyard. It's an ideal location. From here you can explore world-famous sights, do a lot and enjoy the tranquility of Tuscan country life away from the hordes of tourists.

Casetta Venere Tuscan relaxation 3 km from the sea
Casetta Venere: Sea, nature and Pet-Friendly. Just 3 km from the crystal clear sea of Castiglione della Pescaia, Casetta Venere is a small Tuscan jewel among olive trees, perfect for couples, families, and travelers with pets. The house offers well-kept spaces, a beautiful private garden and an intimate and welcoming atmosphere. We look forward to welcoming you for a slow, authentic and beautiful stay in the midst of nature.

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.

Beach villa with parking
Exclusive villa in Castiglione della Pescaia, just 500 meters from the sea. It boasts private parking on site, designer kitchen, a large garden with refined outdoor furnishings. It offers 4 comfortable beds divided into 2 bedrooms, air conditioning and Wi-Fi connection. Ideal for families or couples looking for a charming stay. Just a short drive to gourmet restaurants and lively locals.

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 outdoor seating rentals in Castiglione della Pescaia
House rentals with outdoor seating

Cozy house at Porto Azzurro

Private Chianti Cottage, Garden & Vineyard Views

Country house short distance from the sea

Villa with a hydromassage pool

Sensational semi-detached villa - Astonishing view

Raffaella's House in Chianti

Bel Casale with sea view and the mediaeval village

Podere Piazza house with panoramic view
Apartment rentals with outdoor seating

TERRACE APARTMENT CASTIGLIONE

Panoramic Country Suite Montalcino

The terrace of Rosi, houses in the villagge

Farmhouse apartment with pool

"Red Rose" apartment with view of Siena.

Terrace with a view of Siena

Cuore del Campo: Building 1632 with Terrace and A/C

La Torre-Luxury attic - BEACH FRONT - Tuscany
Apartment rentals with outdoor seating

[9 minutes from Montalcino] Elegant House Mafalda

Panoramic attic in old town of Siena

Sunsets wow-relax and slow vacation

Characteristic old town A. & G.

Tangerine Tree House with sea view!

Manuela apartment with pool in farmhouse

Spacious Flat just 15 Minutes from the Sea

La Casetta
When is the best time to visit Castiglione della Pescaia?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £113 | £113 | £109 | £102 | £93 | £117 | £141 | £157 | £107 | £96 | £111 | £105 |
| 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
- Waterfront rentals Castiglione della Pescaia
- Flat rentals Castiglione della Pescaia
- House rentals Castiglione della Pescaia
- Apartment 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 firepit 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 washing machine and dryer Castiglione della Pescaia
- Rentals with outdoor seating Grosseto
- Rentals with outdoor seating Tuscany
- Rentals with outdoor seating Italy
- Elba
- Giglio Island
- Giannutri
- Cala Violina
- Feniglia
- Parco Regionale Della Maremma
- Spiagge Bianche
- Gulf of Baratti
- Le Cannelle
- Pianosa
- Spiaggia di Capo Bianco
- Spiaggia di Marina di Campo
- Mount Amiata
- CavallinoMatto
- Siena Cathedral
- Palazzo Pubblico
- Vulci
- Abbey of Sant'Antimo
- Riserva Naturale Diaccia Botrona
- Saturnia Thermal Park
- Spiaggia di Fetovaia
- Rimigliano Natural Park
- Antiporto Camollia
- Piazza del Campo





