
Holiday rentals with outdoor seating in Castiglione della Pescaia
Find and book unique rentals with outdoor seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Castiglione della Pescaia

Total holiday rentals
Explore 150 holiday rentals in Castiglione della Pescaia

Nightly prices starting at
Castiglione della Pescaia holiday rentals start at $90 SGD per night before taxes and fees

Verified guest reviews
Over 2,680 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 90 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.

Casa al Gianni - The Simignano Barn
Transformed from a former barn, this luxurious retreat offers 5 bedrooms, 4 bathrooms, a large, fully equipped kitchen, a spacious living room, 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 seeking a unique experience, it combines rustic charm with modern comforts. Perfect for families or groups, it promises magical evenings under the stars, including relaxation in the hot tub and outdoor dinners. A memorable getaway awaits you in this slice of paradise!

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.

Villa Simonetta, Poggio le Trincee, Castiglione
Welcome to Villa Simonetta, recently renovated, located in Castiglione della Pescaia, just 7 minutes from the sea and the historic center. It has a modern kitchen, a living area with a sofa bed and a panoramic terrace, 2 double bedrooms with a smart TV and 2 private bathrooms. Outside, equipped terraces, garden, barbecue and independent annex. Equipped with air conditioning, video-monitored parking and a cellar-laundry. Strategic location and breathtaking views of the Tuscan islands.

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?

La Dolce Vita Romantic Sea-view Cottage. Tuscany
Welcome to Il Baciarino, a rustic agriturismo in the green hills of Maremma, Tuscany’s wild and less-traveled coastal region. Our property offers unique, handcrafted cottages with sea views, privacy, and direct contact with nature. Set within 19 acres of hillside wilderness in the charming Etruscan town of Vetulonia, Il Baciarino is the perfect place to escape the city, slow down, and enjoy unspoiled landscapes, fresh seafood, and good wine.

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.

Antea Blu: beach house in Tuscany-2 bedrooms
Appartamento di 98 mq, sulla spiaggia ed a 200 metri dal corso pedonale con i negozi. Garage privato a 2 minuti a piedi dalla casa (€12/ notte) La casa ha: -un grande soggiorno con grande divano e TV SMART 55 pollici -una cucina / zona pranzo bellissima e luminosa -2 camere -2 bagni -1 terrazzo con tavolo esterno in pietra e sedie in ferro, vista mare

Alluring Elicriso a few steps from beach & centre
New, cozy, fully equipped, with a private entrance, at the foot of a verdant hill, close to the sea and shops, in a quiet location. Forget about your car because everything is within walking distance. Private terrace surrounded by a charming communal garden. Pets allowed. Accommodates up to 4 people.

Secret Garden Siena
A beautiful house located inside the city walls of Siena. The house develops on two floors has three bedrooms and two toilets. The real strong point of this location is the private garden. Walking distance to all the main attractions.
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

Casa Elicriso

Sensational semi-detached villa - Astonishing view

Villa Pandora: an oasis by the sea

Borgo Ripostena – No. 8 Casa Vecchia

Charming converted Hayloft overlooking the Chianti Hills
Apartment rentals with outdoor seating

TERRACE APARTMENT CASTIGLIONE

Panoramic Country Suite Montalcino

"Red Rose" apartment with view of Siena.

Just a Short Walk from the Sea - Villa San Michele

Terrace with a view of Siena

Il Campo-Chigiana area, terrace, A/C, parking, 150 meters

Brand new apartment “Summer Wind”

Bruna's House
Apartment rentals with outdoor seating

Lornano Winery Farm - Villa ''Trebbiano''

[9 minutes from Montalcino] Elegant House Mafalda

Casale Elbano "on the waterfront"

Penthouse in Porto Santo Stefano

Sunsets wow-Arriving by car at home

Characteristic old town A. & G.

Tangerine Tree House with sea view!

Villa Rosetta, apt 2, Lovely beach historic house
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 | $194 SGD | $194 SGD | $187 SGD | $176 SGD | $160 SGD | $201 SGD | $241 SGD | $270 SGD | $183 SGD | $165 SGD | $190 SGD | $181 SGD |
| 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
- Rentals with a patio Castiglione della Pescaia
- Rentals with a fireplace Castiglione della Pescaia
- House rentals Castiglione della Pescaia
- Family-friendly rentals Castiglione della Pescaia
- Flat rentals Castiglione della Pescaia
- Beach house rentals Castiglione della Pescaia
- Beachfront rentals Castiglione della Pescaia
- Rentals with beach access Castiglione della Pescaia
- Waterfront rentals Castiglione della Pescaia
- Rentals with a firepit Castiglione della Pescaia
- Smoking-friendly rentals Castiglione della Pescaia
- Villa rentals Castiglione della Pescaia
- Pet-friendly rentals Castiglione della Pescaia
- Rentals with a washing machine and dryer Castiglione della Pescaia
- Apartment rentals 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
- Spiaggia Di Sansone
- Gulf of Baratti
- Spiaggia Di Barbarossa
- Cascate del Mulino
- Pianosa
- Spiaggia di Capo Bianco
- Le Cannelle
- Spiaggia di Marina di Campo
- Siena Cathedral
- Palazzo Pubblico
- Terme San Filippo
- CavallinoMatto
- Vulci
- Mount Amiata
- Abbey of Sant'Antimo
- Saturnia Thermal Park
- Riserva Naturale Diaccia Botrona





