
Holiday rentals with outdoor seating in Castiglione della Pescaia
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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.

Glamping Green Sensations "Suite Diamond"
Benvenuti nella "Suite Diamond" del nostro Glamping 'Green Sensations'. Questo trilocale di 50mq offre comfort lussuosi, due bagni privati e due camere matrimoniali accoglienti, con un divano letto comodamente usufruibile da una persona. Potrete rilassarvi nella vasca idromassaggio esterna e godere della bellezza naturale che ci circonda, con vista sulla natura Toscana. Questa suite è dotata di tavolo in giardino con lettini prendisole, ombrellone e tavolo da Ping-Pong.

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!

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.

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.

Brand new apartment “Summer Wind”
Brand new apartment located in a cool and strategic area, where you can enjoy a relaxing vacation with every comfort. Looking out from the terrace you can admire the Diaccia Botrona Nature Reserve and the sea in the background. Beaches and downtown are easily reached on foot or by bike.

Villa with a hydromassage pool
Delightful Villa 2 km from the beautiful sea of the Rocchette (choice between free beach or private bath) reachable along a flat road of the typical Maremma countryside, by bike or car. Just a 5-minute drive to the medieval village of Castiglione della Pescaia.

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

Casa beach view

Private Chianti Cottage, Garden & Vineyard Views

Casa Elicriso

Siena Countryside Colle Ciupi

Raffaella's House in Chianti

Borgo Ripostena – No. 8 Casa Vecchia

Amazing Cott. in the heart of Siena
Apartment rentals with outdoor seating

Panoramic Country Suite Montalcino

"Red Rose" apartment with view of Siena.

Terrace with a view of Siena

Studio in Tuscan farmhouse with pool & views

Cuore nel Campo + Terrazzo A/C parcheggio a 150 mt

Bruna's House

Villa Mocarello "IL LECCIO"

Luxury frescoed apartment in the historical center
Apartment rentals with outdoor seating

[9 minutes from Montalcino] Elegant House Mafalda

Casale Elbano "on the waterfront"

Panoramic attic in old town of Siena

Penthouse in Porto Santo Stefano

Characteristic old town A. & G.

Villa Rosetta, apt 2, Lovely beach historic house

Romantic, very central, with private garden

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 | $193 SGD | $193 SGD | $186 SGD | $175 SGD | $159 SGD | $200 SGD | $240 SGD | $268 SGD | $182 SGD | $164 SGD | $189 SGD | $180 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 |
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
Destinations to explore
- Rentals with a washing machine and dryer Castiglione della Pescaia
- Smoking-friendly rentals Castiglione della Pescaia
- Apartment rentals Castiglione della Pescaia
- Rentals with a fireplace Castiglione della Pescaia
- Villa rentals Castiglione della Pescaia
- Pet-friendly rentals Castiglione della Pescaia
- Waterfront rentals Castiglione della Pescaia
- Beach house rentals Castiglione della Pescaia
- Flat rentals Castiglione della Pescaia
- House rentals Castiglione della Pescaia
- Rentals with a firepit Castiglione della Pescaia
- Rentals with beach access Castiglione della Pescaia
- Family-friendly rentals Castiglione della Pescaia
- Rentals with a patio Castiglione della Pescaia
- Beachfront 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
- Spiaggia Di Sansone
- Spiagge Bianche
- Spiaggia Di Barbarossa
- Spiaggia di Capo Bianco
- Gulf of Baratti
- Le Cannelle
- Spiaggia di Marina di Campo
- Pianosa
- Cascate del Mulino
- Parco Regionale Della Maremma
- Palazzo Pubblico
- Siena Cathedral
- CavallinoMatto
- Abbey of Sant'Antimo
- Santa Maria della Scala
- Vulci
- Mount Amiata
- Terme San Filippo
- Abbey of Monte Oliveto Maggiore





