Holiday rentals in Castiglione della Pescaia

4.91 out of 5 average rating, 168 reviews

Flat in Caminino

Pieve di Caminino Historic Farm

Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

5 out of 5 average rating, 80 reviews

Home in Rio Marina

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.

5 out of 5 average rating, 15 reviews

Flat in Roccastrada

Apartment in a wine estate

Welcome to our 18th century villa in Sticciano, nestled between Florence and Rome, in the Tuscan Maremma! The beautiful villa has been trasformed into a wine estate hostelry, offering ten apartments for an unforgettable stay. Expect to see rolling hills, vineyards, and expansive green landscapes. A traditional Tuscan dinner is served twice a week, and our delicious breakfast is available every morning on request. Enjoy the pool or a wine experience visiting our vineyards and cellars!

4.97 out of 5 average rating, 104 reviews

Flat in Montemassi

Casa Sabina

The apartment, which provides your own private entrance, has been recently renovated and furnished with care. It is located at the foot of the ancient Castle of Montemassi in a historic square in the characteristic medieval village. With only pedestrian access allowed in this square, you can be assured to have a tranquil and peaceful stay. A 5 minute walk from the apartment, the Castle of Montemass provides visitors with a cultural activity during their stay.

Apartment in San Gimignano

4.93 out of 5 average rating, 118 reviews

Luxury Medieval Tower - Penthouse

Step into the past... San Gimignano Luxury Medieval Tower is right in the heart of the UNESCO town. You will be caught by the sight of San Gimignano's beautiful landscapes and at the same time you will be able to enjoy the luxury amenities of in-town living: walk downstairs to the cafes, bread shop, butcher, restaurants and local shops. Hear the church bells directly from your windows. Walking distance to all of San Gimignano main attractions.

4.85 out of 5 average rating, 68 reviews

Apartment da Iris

Apartment on the doorstep of the center and the seaside resorts of Castiglione della Pescaia. 15 min walk to first beach, 5 min bike ride! A few meters from the major supermarkets and the small shopping center with fishmonger, pharmacy, laundry and basic necessities. It also offers a green area (condominium) and views of the hills. Everything is easily accessible on foot, by bicycle ( FREE on request ) and car, with free parking on site.

Apartment in Castelnuovo dell’Abate

4.91 out of 5 average rating, 288 reviews

La Casetta di Brunello, very panoramic with terrace

STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

4.97 out of 5 average rating, 60 reviews

Casetta Venere relaxing Tuscan 3 km from the sea

Venus cottage: 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 animals. The house offers curated spaces, a beautiful private garden, and an intimate and welcoming atmosphere. We are waiting for you for a slow, authentic and beautiful stay in the middle of nature.

Superhost

Apartment in Porto Santo Stefano

4.83 out of 5 average rating, 202 reviews

Villa Rosetta, apt 2, Lovely beach historic house

A lovely apartment at the sea front, with direct access to the sea with rock beaches, surrounded by a beautiful mediteranean garden. You can relax on the beach in every moment. You can swim in the sea whenever you want. Welcomes well behaved dogs. There are extra cost in addition to the cost of the stay: cleaning fee, municipality tax, ZTL pass Follow us on @: villarosetta1914

4.98 out of 5 average rating, 144 reviews

Home in Marrucheti

La Stallina - Perfect retreat from the city rush

Recently restored, La Stallina, was my grandfather's horse stable at the beginning of last century. Now it is a charming apartment perfect for a couple and suitable for 2+2 guests. One living room with kitchen in a conservatory, double bed and mezzanine with bed. Bathroom with large shower box, kitchen equipped with dish-washing and oven.

Barn in Castellina in Chianti

5 out of 5 average rating, 26 reviews

Cipressini 2 - pool and amazing views

Ancient stone farmhouse adjacent to the main farmhouse dating back to the 17. century, located in the heart of the Chianti Classico on the side of a slope with breathtaking views over the Val d'Elsa. Luxuriously renovated and furnished, equipped with every comfort, it is located in such a way as to guarantee absolute privacy.

Home in Castiglione della Pescaia

5 out of 5 average rating, 35 reviews

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.

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Popular amenities for Castiglione della Pescaia holiday rentals

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Other great holiday rentals in Castiglione della Pescaia

Superhost

Home in Roccamare

4.89 out of 5 average rating, 70 reviews

Casa Campo Albo, Rocchette

RichardRating, 5 stars8 months ago

The place is a good base to visit local hill top villages and to access the beach. The hosts were very responsive and we enjoyed our stay.

Apartment in Castiglione della Pescaia

5 out of 5 average rating, 6 reviews

new apartment Castiglione

Maria VittoriaRating, 5 stars5 months ago

The apartment is very nice, carefully furnished by the owners. It is very close to the sea and the upper historic center of Castiglione della Pescaia. The area is full of good restaurants and cute shops. I recommend it!

Home in Castiglione della Pescaia

5 out of 5 average rating, 10 reviews

Casa Lucrezia with garden overlooking the sea on the hill

BerndRating, 5 stars1 month ago

The vacation home is in a great location. Here you have a great view of the sea. The place is very well equipped and very clean. The contact with the landlady worked excellently. We will also be happy to recommend the property to our friends! Thanks again to the landlady for the great vacation stay !

Home in Castiglione della Pescaia

4.89 out of 5 average rating, 18 reviews

Comfortable house and terrace by the sea

RolandRating, 5 stars1 week ago

The apartment impresses with its view of the sea from the large kitchen window. The terrace with sea view is also very attractive. On the terrace, we lacked loungers to relax. The apartment is located in a quiet environment and close to the old town. The kitchen is well equipped. The toilet has only a little space to the shower, which is a bit tight for tall people. Overall, we felt very comfortable in the apartment from the beginning and enjoyed the time.

Tiny home in Castiglione della Pescaia

4.72 out of 5 average rating, 18 reviews

Casa Balena azzurra

SofiaRating, 5 stars1 week ago

Very nice and clean house, equipped with everything you need, a few steps from the sea. Paolo proved to be super helpful, he is a very kind and hospitable person. Perfect vacation!

4.89 out of 5 average rating, 18 reviews

House with a terrace facing the sea

LiliRating, 5 stars3 months ago

we had the pleasure of staying in this beautiful apartment and highly recommend it! The apartment is large, modern and stylishly furnished, with plenty of space to feel comfortable all around. Particularly impressive is the spacious balcony with breathtaking views of the sea – just perfect for relaxing and ending the day. The landlady was also extremely friendly and always quickly accessible if there were any questions or concerns. An all-around great experience – I'd come back anytime! we are just excited about the apartment

4.51 out of 5 average rating, 71 reviews

Studio apartment with terrace and private parking

LorenzoRating, 5 stars1 month ago

very responsive and helpful host, nice apartment and with all the comforts requested, great location to walk to the center in 2 minutes. if possible, we'll be back