Vacation rentals in Castiglioncello

A panoramic view of Cala de’ Medici port is visible from above rooftops. The calm blue sea meets the shoreline, where boats are docked. The distant landscape features soft hills, contributing to a serene coastal atmosphere.

4.74 out of 5 average rating, 34 reviews

Sea & relaxation in charming Castiglioncello

Apartment with sea view: living room with sofa bed and kitchen on patio-garden equipped for outdoor dinners, large matr room, another with 2 single beds on a living terrace, view of the Cala de 'Medici marina, bathroom with shower. Quiet street with street parking (Lug Ag 50 m from the house number). The sea is accessible from the beautiful promenade, a 10-minute walk, and the center of Castiglioncello is 5 minutes away. Near the historic park of Castello Pasquini, a place of culture and theater. Tourist tax €1.00/pers May-Sept

Castle in Montecatini Val di Cecina

The image displays a tranquil outdoor setting featuring a stone swimming pool surrounded by lush greenery. In the background, a historic tower rises among tall trees, while olive trees are seen in the foreground, enhancing the natural beauty of the landscape.

4.99 out of 5 average rating, 120 reviews

Belforti Tower

Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here with our sons and our mission is to give the best to our guests, to fully enjoy this marvelous place.

A calm beach setting is depicted, featuring a gentle shoreline with clear water lapping at the sandy beach. Elegant villas line the background under a bright blue sky, providing a serene coastal atmosphere.

5 out of 5 average rating, 7 reviews

SeaFront Terrace Villa Lina | Castiglioncello Apt1

Castiglioncello, Caletta. Grande Appartamento in Villa con Terrazza Privata. Stile classico, elegante. completamente rinnovato. Arredi e finiture di pregio made in Italy dotati di tutti gli standard qualitativi; la villa ospita solamente altre 4 unità immobiliari di pregio. La posizione privilegiata a soli 15 mt dal mare crea un’atmosfera unica, tra il porto di cala dei medici sulla sinistra ed il centro di Castiglioncello a destra. Oltre 1800 mt di parco, accesso pedonale al mare, posti auto

A modern kitchen space is displayed, featuring sleek white cabinetry and a patterned backsplash. Two blue pendant lights hang from the ceiling, illuminating the cooking area. A dining table with white chairs is positioned in front, enhancing the overall clean and inviting design.

5 out of 5 average rating, 4 reviews

La Gabbianella apartment by the sea

La Gabbianella is a cosy, recently renovated, well-furnished three-room apartment, ideal for four people. The apartment is located on the first floor, in a central and quiet area about 300 metres from the sea, close to all key public services, and it comes equipped with a full kitchen, air-conditioning, WI-FI, a designated work station and a convenient, private storage room on the ground floor with a washing machine and a sink. Suitable both for remote work and for a relaxing holiday!

Guest favorite

The image displays a satellite view of a coastal area, highlighting the proximity to the sea and surrounding amenities. A circular inset features a view of a walkway, complemented by a bright sky. Nearby, buildings and parking spaces are visible, indicating accessibility to local attractions.

5 out of 5 average rating, 18 reviews

Charming staying by the sea

Bellissimo appartamento, con parcheggio pubblico gratuito, direttamente sul Lungomare di Crepatura, con le sue incredibili insenature naturali, le spiagge e l'acqua cristallina. L'alloggio è totalmente rinnovato ed è dotato di aria condizionata, cassaforte, zanzariere e lavatrice. A pochi passi sono presenti ristoranti, pizzerie, un supermercato e una farmacia. E' il posto perfetto per visitare le bellissime spiagge della zona, Bolgheri, e tutti i borghi della Costa degli Etruschi.

Guest favorite

A hallway is presented with a vintage-style light green cabinet, topped with a decorative mirror and a lamp. The wall is adorned with soft vertical stripes, while a glimpse of an entryway reveals elegant decor elements, including two vases and a small wooden table.

Loft in Rosignano Solvay-Castiglioncello

4.9 out of 5 average rating, 30 reviews

FaccendinaFlat_Castiglioncello

FaccendinaFlat nasce dalla ristrutturazione di una storica casa toscana a pochi passi dal mare, nel centro di Castiglioncello. La Faccendina è dotata di un'ampia e luminosa camera matrimoniale, di uno spazioso bagno con doccia walk-in e al piano mansardato di una zona open space vista mare con cucina, zona pranzo ed un comodo divano che si può trasformare facilmente in letto matrimoniale. La casa è a 50 metri dal mare, dalla stazione e dalla pineta e molto vicina a tutti i servizi.

4.99 out of 5 average rating, 181 reviews

An aerial view of the property reveals a charming red house surrounded by lush greenery. Tall cypress trees and vibrant bushes create a tranquil landscape, while an expansive lawn features relaxing loungers, inviting guests to enjoy the serene atmosphere of the Tuscan countryside.

Home in Gambassi Terme

Il Fienile, Luxury Apartment in the Tuscan Hills

‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

An outdoor space is featured, showcasing a wooden table shaded by an umbrella. Lush greenery surrounds the area, with a natural stone wall adding texture. In the background, glimpses of the ocean can be seen, enhancing the serene atmosphere.

4.87 out of 5 average rating, 23 reviews

"Al Vento" one room apartment on the seaside

Bellissima posizione direttamente sul mare con terazza e giardino attrezzata di doccia esterna e sdrai. L'appartamento si trova al piano seminterrato di una Villa del inizio 1900 con ingresso indipendente. Monolocale ampio di 45qm, composto di zona giorno/notte con letto matrimoniale e letto singole, tavolo e scrivania . Angolo cottura con microonde, frigorifero e piastra per cucinare. Acquaio al esterno. Bagno privato con box doccia. Aria condizionata, WiFi e TV.

Guest favorite

A cozy bedroom features a spacious bed dressed in blue and white linens, accompanied by decorative pillows. Soft light is emitted by bedside lamps on each side. A piece of wall art depicting a beach scene enhances the decor. Sheer curtains provide a light and airy feel.

5 out of 5 average rating, 40 reviews

50 meters from the Libeccio sea. Bruno and Fernanda's House

2025 BLUE FLAG! Expect a 45 sqm apartment. You'll find yourself 50m from the sea. The apartment consists of a large kitchen: espresso machine and all utensils, large table. Veranda with French-style sofa bed. No. 1 Double bedroom with window and window window, bathroom with large shower. Closet with washing machine. Private outdoor space with table and umbrella umbrella. TV, air conditioning, Wi-Fi. The apartment is accessed by going down 8 comfortable steps.

A serene beach scene captures gentle waves lapping against the sandy shore, with a backdrop of a coastal village perched on a hillside. The sky features soft hues of blue and gold as the sun sets, creating a peaceful atmosphere.

4.8 out of 5 average rating, 20 reviews

Casa Ara

Appartamento composto da ingresso indipendente: SOGGIORNO, CUCINA, 1 CAMERA MATRIMONIALE CON TERRAZZA, 1 CAMERETTA, BAGNO e GIARDINO PRIVATO. Gli arredi nuovi. Situato in una palazzina dal contesto tranquillo e riservato, igiene scrupolosamente curata con prodotti anallergici. Nelle vicinanze si possono trovare vari negozi BAR PASTICCERIE ECCELLENTI ! ristoranti e supermercati. TASSA DI SOGGIORNO: €1,50

A welcoming living area features a light-colored sofa set arranged around a small coffee table. Natural light enters through a doorway, illuminating the space. A potted plant adds a touch of greenery, and a staircase leads to the upper floor.

4.98 out of 5 average rating, 120 reviews

Casa Gianguia apartment 100 meters from the sea

Villa such as "viareggina", called "Gianguia", located in an excellent location with respect to the center of Castiglioncello and Rosignano, a short walk from the sea, and the main services. Recently renovated, with practical and modern furnishings but tasteful ; equipped with all the comforts to ensure guests a pleasant and relaxing stay. Great for couples and families who love the sea and relaxation.

Apartment in Castiglioncello

A bright sitting area is presented with a white wicker chair overlooking the sea. Expansive glass windows allow for a clear view of the coastline and tranquil waters, while the vibrant blue tiles enhance the airy ambiance.

5 out of 5 average rating, 5 reviews

Belvedereloft, the sea is just outside the house with a private descent

Belvedereloft overlooks the beautiful Quercetano Bay in Castiglioncello, a special location that makes it unique for its breathtaking view. It is part of a property whose access, that is, the gate, is the private descent to the beach, which is shared with the owners. The terraces are exclusive to the guests, but the owners can pass through. For adults only

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Popular amenities for Castiglioncello vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Castiglioncello

A serene outdoor space presents a covered patio, featuring light-colored drapery and reclining chairs for relaxation. Colorful flower beds and greenery surround the area, creating a harmonious environment. A table set for outdoor dining can be seen, inviting guests to enjoy the tranquil surroundings.

Apartment in Castiglioncello

4.67 out of 5 average rating, 3 reviews

Villa Atusca - mt. 30 far from the sea

An outdoor patio is showcased with a covered seating area, featuring a wooden table surrounded by chairs. Potted plants with flowers add color, while a view of nearby buildings is visible in the background under a clear blue sky.

4.71 out of 5 average rating, 7 reviews

A stone's throw from the sea with a large terrace

A simple dining area is featured, with a white table and four matching chairs. A small plant sits center on the table, surrounded by decorative elements. A colorful painting depicting a fish is hung on the wall above, complemented by two wall sconces providing soft lighting.

4.78 out of 5 average rating, 27 reviews

Apartment within walking distance of the Tourist Port

Home in Rosignano Marittimo

A terrace overlooking the coastline is equipped with a large umbrella, sun loungers, and a small pool. The rocky coastline and clear blue water are visible, while lush greenery frames the outdoor area, creating a serene environment for relaxation.

4.95 out of 5 average rating, 79 reviews

Frontemare house with exclusive sea access

A grand entrance is depicted, featuring a stone staircase surrounded by lush greenery and flowering plants. The mansion stands in the background, showcasing classic architectural details, including large windows and an inviting central doorway.

Villa in Rosignano Solvay-Castiglioncello

4.59 out of 5 average rating, 17 reviews

Villa Tenuta Le Case Nuove with pool & garden

A path lined with small planted pots leads to the entrance of a two-story building. The facade is framed by greenery and features dark window shutters. The door is bordered by shrubs and trees, creating a welcoming pathway to the home.

Home in Rosignano Solvay-Castiglioncello

5 out of 5 average rating, 11 reviews

Casalmare

An aerial view showcases the coastal property located on a rocky shoreline. Surrounding greenery and residential buildings are visible, contributing to a serene landscape. The clear blue water gently laps against the rocks, emphasizing the property's proximity to the sea.