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Holiday rentals in Castiglione della Pescaia

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Top-rated holiday rentals in Castiglione della Pescaia

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A serene seascape is captured, with the sun setting over the water. The view includes the lush green garden below, shaded by a white umbrella, and the peaceful coastline visible in the distance.
Home in Follonica
5 out of 5 average rating, 13 reviews

Il giardino sul mare

Una villa di 150 mq sul mare toscano di Prato Ranieri, circondata da un giardino meraviglioso e ben curato, posta in un'area pedonale tranquilla, con una spiaggia di sabbia proprio davanti al cancello. Dotata di due posti auto, è perfetta per famiglie e gruppi di amici, con un solarium privato, una zona relax e una area pranzo sotto un patio accogliente. La proprietà é impreziosita da un terrazzo panoramico sul tramonto. A pochi passi troviamo stabilimenti balneari, gelaterie bar e ristoranti.

Top guest favourite
A stone house is positioned on a hillside overlooking the deep blue sea. Lush green terrain surrounds the structure, and a large umbrella provides shade near the entrance. The coastline and distant boats can be seen in the background under a clear sky.
Home in Rio Marina
5 out of 5 average rating, 106 reviews

Casa del Capitano | 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.

Top guest favourite
Flat in Castiglione della Pescaia
4.95 out of 5 average rating, 39 reviews

Viandante appartamento

Nuovissimo Appartamento nel centro di Castiglione della pescaia a 300m dal mare ricavato da vecchie stalle .Dispone di camera con letto matrimoniale . Bagno con doccia divano letto nel soggiorno con cucina attrezzata e sala da pranzo. Finemente ristrutturato. WiFi gratuito, climatizzato e impianto di riscaldamento adatto a tutte le stagioni. Suolo pubblico privato dove poter cenare nelle serate estive . Possiibilità di usufruire del servizio ristorante convenzionato (osteria del viandante).

Top guest favourite
An aerial view reveals a charming country house nestled among rolling hills. Olive trees and vineyards extend across the landscape, while a winding road leads to the property, which is framed by tall cypress trees and lush greenery.
Apartment in Asciano
4.99 out of 5 average rating, 223 reviews

Rosa come il cielo al tramonto

Appartamento si trova al 1 piano , composto da 2 camere ( possibilità di fare matrimoniali o singoli a seconda delle esigenze del cliente ) un bagno, ampio soggiorno e cucina attrezzata per cucinare . Tv, ( per chi fa richiesta, lavatrice a disposizione dalle 9 alle 20 nella nostra lavanderia ) . Per venire da noi è consigliata l'auto , per essere indipendenti , sia per visitare la campagna toscana . Posizione strategica per visitare la Toscana Vi aspetto per mostrarvi la vera Toscana.

Superhost
A scenic view of the villa's exterior is captured, featuring a terracotta roof and lush greenery. The vibrant colors of blooming flowers are visible alongside a panoramic view of the sea and coastal town below, enhancing the natural beauty of the surroundings.
Holiday home in Castiglione della Pescaia
4.78 out of 5 average rating, 18 reviews

Villa panoramica con terrazzo vista mare

A soli 8 minuti a piedi dal mare, questa villa di 150mq immersa nel verde, situata al primo, offre una vista mozzafiato sul mare e sulla spiaggia di Castiglione della Pescaia. Luminosa e spaziosa, dispone di 4 camere da letto, 3 bagni (2 con doccia), soggiorno, cucina attrezzata e lavatrice. Il punto forte è la terrazza panoramica e il solaio vista mare, perfetti per rilassarsi al tramonto. Con Wi-Fi gratuito e aria condizionata, è l’ideale per chi cerca natura, comfort e relax in Maremma.

Top guest favourite
A modern kitchen area is integrated with a cozy living space, featuring light-colored cabinetry and gray tile flooring. A comfortable seating arrangement includes a plush sofa. Two high stools are positioned beside a sleek table, creating an inviting space for meals or casual gatherings.
Home in Castiglione della Pescaia
5 out of 5 average rating, 53 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.

Top guest favourite
Home in Massa Marittima
5 out of 5 average rating, 58 reviews

Design loft with private SPA in Tuscany

Welcome to Loft SPA, your personal refuge in the heart of Massa Marittima, an exclusive accommodation equipped with a private indoor swimming pool. This unique property offers an unparalleled stay experience, combining elegance and comfort, the accommodation has been designed with attention to detail and quality, The highlight is the indoor swimming pool with its accessories, an oasis of relaxation. This exclusive accommodation offers a stay experience you will not easily forget.

Top guest favourite
A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.
Farm stay in Simignano
4.92 out of 5 average rating, 268 reviews

Casa al Gianni - Capanna

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!

Guest favourite
A serene sleeping area features a spacious double bed and a single bed, both dressed in subtle striped bedding. A light blue wall complements the room, while natural light filters through soft, sheer curtains. A decorative piece hangs above the double bed.
Flat in Castiglione della Pescaia
5 out of 5 average rating, 11 reviews

Bilocale vicinissimo al mare

Bilocale situato in una palazzina indipendente, ad appena 50 mt dalla spiaggia e dal centro storico . Dispone di un soggiorno con cucina con fornello ad induzione, 1 letto matrimoniale, 1 letto singolo e 1 divano letto matrimoniale, per un totale di 5 posti letto ed un ampio bagno. Situato all'ultimo piano, gode di una vista sul mare. Possibilità di utilizzare lavatrice ad uso comune. Dispone di climatizzatore, connessione internet Wi-Fi gratuita e tv.

Guest favourite
A charming stone cottage is depicted, featuring a dark roof and a welcoming entrance. Vibrant purple flowers in the foreground provide a splash of color against the gravel pathway, while warm sunlight casts a gentle glow, highlighting the serene surroundings.
Flat in Castiglione della Pescaia
4.95 out of 5 average rating, 131 reviews

Casetta Venere relax Toscano a 3 Km dal mare

Casetta Venere: Mare, natura e Pet-Friendly. A soli 3 km dal mare cristallino di Castiglione della Pescaia, Casetta Venere è un piccolo gioiello toscano tra ulivi, perfetto per coppie, famiglie e viaggiatori con animali. La casa offre spazi curati, un bel giardino privato e un’atmosfera intima e accogliente. Ti aspettiamo per un soggiorno lento, autentico e pieno di bellezza in mezzo alla natura.

Guest favourite
A modern kitchen is equipped with sleek cabinetry and contemporary appliances. A dining table is surrounded by six yellow chairs, complemented by a patterned rug beneath. Natural light is provided through large windows, enhancing the spacious feel of the room.
Flat in Castiglione della Pescaia
4.88 out of 5 average rating, 17 reviews

Casa Nina, a 2 passi dal mare.

Delizioso bilocale a 150 mt dal mare finemente ristrutturato. La casa si trova nella rinomata Riva del Sole, il centro paese dista 2 km circa dalla casa ed è raggiungibile attraverso una favolosa ciclabile o bus con fermata davanti all'abitazione. L'appartamento ha aria condizionata, lavastoviglie, fornello ad induzione, forno. Wifi non presente. La descrizione completa in "Il vostro alloggio".

Superhost
The living area features a blend of exposed wooden beams and a rustic brick arch. A comfortable sofa is set against a stone wall, and a small bookshelf displays a variety of books. Light-colored tiles create a spacious feel, enhancing the room's inviting ambiance.
Apartment in Castiglione della Pescaia
4.79 out of 5 average rating, 39 reviews

Incantevole loft immerso nel borgo medievale

Charming apartment located in a 17th century building in the enchanting medieval village of Castiglione, a historic area overlooking the sea and protected by the ancient Aragonese walls. Living area characterized by an ancient brick arch and the combination of old and modern, where wood and stone dominate. Located just 600m (10min walk) from the beach and 100m from free parking lot.

Popular amenities for Castiglione della Pescaia holiday rentals

When is the best time to visit Castiglione della Pescaia?

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Avg. price$166 SGD$172 SGD$163 SGD$154 SGD$149 SGD$178 SGD$226 SGD$240 SGD$166 SGD$157 SGD$159 SGD$166 SGD
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Frequently Asked Questions

  • What are the best places to stay in Castiglione della Pescaia?

    Castiglione della Pescaia has a variety of welcoming stays, from beachfront apartments to cozy homes nestled near the historic center. Many travelers choose accommodations around the marina, pine forests, or countryside for relaxing views and local character.

  • What are the best things to do in Castiglione della Pescaia with kids?

    Families often explore sandy beaches with gentle waves, wander the medieval town walls, or visit nature reserves where kids can spot wildlife. Around town, you will find local gelato shops and playful seaside promenades.

  • What are some of the best things to do in Castiglione della Pescaia?

    You can explore the historic Castello Aragonese, relax on popular beaches, or stroll scenic promenades. The nature reserve nearby frequently suggests birdwatching, while local markets showcase Tuscan flavors.

  • How is the weather in Castiglione della Pescaia?

    Castiglione della Pescaia has mild winters around 37–56°F (3–13°C) with occasional rain. Summers are warm and dry, reaching up to 89°F (32°C); lightweight layers and sun protection are helpful during the warmer months.

  • What are the best places to visit in Castiglione della Pescaia?

    Visitors frequently suggest the historic center, Castello Aragonese, and the scenic marina. The Diaccia Botrona Nature Reserve is known for walks and wildlife observation.

  • What are some hiking trails in Castiglione della Pescaia?

    You can explore trails winding through pine forests, coastal dunes, and the Diaccia Botrona Nature Reserve. Some paths lead to hilltop views, rural landscapes, and birdwatching spots.

  • What are some family activities we can do in Castiglione della Pescaia?

    Spend time on gentle beaches, ride bikes along seaside paths, or visit interactive local museums. Families also enjoy boat excursions and nature walks in nearby reserves.

  • What are some of the best day trip ideas from Castiglione della Pescaia?

    Explore neighboring medieval towns, coastal villages, or nearby Tuscan countryside with vineyards and olive groves. Regional parks and nature reserves around the area are frequently suggested for outdoor excursions.

  • Are there any pet friendly accommodations available in Castiglione della Pescaia?

    Many accommodations in Castiglione della Pescaia welcome pets, especially homes near beaches or green spaces. Properties around the pine forest or marina often provide outdoor areas for companion animals.

  • What are some local tips for visiting Castiglione della Pescaia?

    Consider exploring less crowded beaches early in the day and sampling fresh seafood at family-run trattorias. Locals often enjoy sunset walks along the promenade and recommend comfortable shoes for cobblestone streets.

  • What is Castiglione della Pescaia known for?

    Castiglione della Pescaia is known for its sandy beaches, historic castle, and vibrant fishing traditions. Its medieval town center and surrounding nature are often highlighted by visitors.

  • What are the best hidden gems to explore in Castiglione della Pescaia?

    Discover quiet pine forest trails, small local art galleries, and traditional countryside trattorias. Less crowded areas of the Diaccia Botrona Nature Reserve often provide peaceful nature experiences.

  • What are the best foods to try in Castiglione della Pescaia?

    Sample freshly caught seafood such as grilled fish and local shellfish, alongside regional Tuscan dishes like wild boar stew and panzanella. Handmade gelato is a favorite treat for many visitors.

  • What should I bring for a trip to Castiglione della Pescaia?

    Pack lightweight, breathable clothing for the warm months, and a jacket for cooler evenings. Sun protection, swimwear, and comfortable walking shoes are useful for exploring beaches and the historic center.

  • What is the nightlife in Castiglione della Pescaia like?

    Castiglione della Pescaia has easygoing nightlife, with beachfront bars, relaxed pubs, and trattorias. In summer, many visitors gather along the marina and promenade for evening drinks and live music.

  • What are the most popular events or festivals in Castiglione della Pescaia?

    Seasonal celebrations often feature local seafood, music, and historical reenactments centered around the medieval castle. In summer, beach festivals and cultural fairs are frequently suggested for experiencing community spirit.

  • Are there family friendly vacation rentals in Castiglione della Pescaia?

    Castiglione della Pescaia has many family-friendly rentals, from spacious apartments near the beach to homes close to parks and promenades. These stays typically provide amenities for children and convenient access to outdoor activities.

  • When is the best time to visit Castiglione della Pescaia?

    Late spring and summer months are often recommended for pleasant beach days and outdoor activities. If you prefer fewer crowds and milder temperatures, early autumn brings comfortable weather and vibrant local culture.

Quick stats about holiday rentals in Castiglione della Pescaia

  • Total holiday rentals

    Explore 440 holiday rentals in Castiglione della Pescaia

  • Nightly prices starting at

    Castiglione della Pescaia holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 6,900 verified reviews to help you choose

  • Family-friendly holiday rentals

    250 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 230 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    280 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

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Grosseto
  5. Castiglione della Pescaia