
Holiday rentals with a pool in Castiglioncello
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Quick stats about holiday rentals with a pool in Castiglioncello

Total holiday rentals
Explore 30 holiday rentals in Castiglioncello

Nightly prices starting at
Castiglioncello holiday rentals start at $51 NZD per night before taxes and fees

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Over 380 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Wi-Fi availability
30 of Castiglioncello holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Castiglioncello rentals

4.8 Average rating
Castiglioncello stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Castiglioncello
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Hilltop Views From a Historic Tuscan Home
Be immersed in the peace and quiet of a Tuscan olive orchard by staying in this stone farmhouse which features traditional architectural elements such as terra cotta floors, vaulted ceilings, and original wood fixtures. Dive into the plunge pool with sweeping views of the Mediterranean Sea. For adventurous travelers who will appreciate the 10-minute panoramic walk to the house (we will transport your luggage and groceries by tractor). The magical view of the world below with the coast on the horizon which can be enjoyed from every room of the house and from the entire olive orchard with its walking paths and plunge pool with waterfall. Being a pedestrian village, Metato is quiet and peaceful. Yet, the beach and many great places to visit are a short drive away- Pisa, Florence, Lucca, the marble quarries of Cararra, Pietrasanta, Viareggio.... Guests have exclusive access to the pool and property. Metato is a friendly litttle village in the hills overlooking the Mediterranean Sea. There is a quaint family-run restaurant in the village that serves local homemade dishes at a very reasonable price. Our pedestrian village tends to attract kind people in search of peace and quiet and a proximity with nature. Time seems to go by more slowly here. It is a perfect base for families who want to explore Tuscany and the beaches of the Versilia coast. The home is in a beautiful, quiet location on a hill surrounded by olive orchards and vineyards just a 10-minute walk from the parking lot. Explore the medieval village of Metato where fireflies and breathtaking views await. Take an invigorating hike or head to the beaches a short drive away. There is a parking lot at the base of the village where you can park the car. The village itself is pedestrian but I am happy to greet guests at the parking lot on their arrival to transport their luggage, groceries and whoever wants to ride to the house with my little Italian tractor! The nearest airport is Pisa (45-minutes by car). All the major car rental places can be found there. The nearest train station is Viareggio.

Open space immerso nella natura
Casa namaste è un piccolo casolare in pietra con interni curatissimi a 1 km dal borgo medievale di Montescudaio La casa è completamente circondata da bosco e querce secolari a 150 metri scorre il fiume Cecina nel giardino di 5000 metri quadrati c'è una sorgente naturale con una grande vasca in pietra per rinfrescarsi e una doccia calda esterna immersa nel verde..abbiamo una linea adsl Vodafone con download 33 e upload 1.4..da questa primavera è inoltre disponibile smart TV e climatizzatore

Villa Tenuta Le Case Nuove with pool & garden
Your Tuscany mansion right at the ocean - Villa Le Case Nuove dei Conti Millo is a classical mansion in the heart of Tuscany and offers sleeping accommodation for 12 people (in 2025 you can book an addtional wing and increase capacity to 18 people) With more than 800 sqm the Villa is placed in the midst of the countryside and has a 20 x 10 m pool. The ocean is just 1 km away and can be seen from the residence. The mansion is furnished with antiques, yet provides modern convenience.

Il Frantoio (Idromassaggio + Piscina)
✨ Rifugio romantico nel cuore della Toscana — perfetto in ogni stagione 🍂 Benvenuti a Palazzo Riccardi, uno storico edificio nel suggestivo borgo di Rivalto, dove l’autenticità toscana incontra il design moderno. Lasciati conquistare dal camino a legna, dal bagno con vasca idromassaggio e da un’atmosfera calda e avvolgente. Ideale per coppie in cerca di relax e charme, questo appartamento è un nido perfetto in ogni stagione ma è in autunno e inverno che diventa davvero magico 💫

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.

Torre dei Belforti
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 and our mission is to give the best to our guests, to fully enjoy this marvelous place.

Michelangelo apt ~ wild Tuscany Hills ~ Le Fraine
Take a break in the wild Tuscan hills, just 15 km from the sea. Agriturismo Le Fraine offers its guests 4 apartments and a large park with a pool overlooking the vineyards. The Michelangelo apartment is the perfect solution for a holiday to enjoy with your loved ones. It features two bedrooms (1 double bed - 2 single beds), a bathroom with a shower, a living room with a kitchen, and a sofa bed. From the private veranda, let your gaze wander over the hills and vineyards.

Casa Frontemare con accesso al mare esclusivo
Casa Frontemare è una proprietà completamente ristrutturata con accesso diretto al mare, dalla quale è possibile godere di una vista panoramica sul mare, sulle isole toscane e di meravigliosi tramonti. E' un luogo perfetto per gli amanti di una vacanza all'insegna del relax e della privacy. La vicinanza alle città d'arte toscane e ai piccoli borghi tipici fa si che sia possibile anche andare alla scoperta di nuovi luoghi e scoprire i sapori della cucina italiana.

Villa Lina, Luxury Farmhouse with Pool and Amazing
Lush vegetation invites you to surround to huge stretches of verdant woods. Extensive views towards the city of Lucca and the Tuscan rolling hills on the back are ready to embrace you during lazy summer days. Time can be stopped at Villa Lina, and you will easy forget your busy life left behind. If Stendhal syndrome is known to develop when encountering something overwhelmingly beautiful, then be careful, as you could be subject to it at this magic place.

Cercis - La Palmierina
E' un appartamento facente parte di una tenuta completamente recintata di 60 ettari di natura incontaminata: più di 1000 ulivi, innumerevoli cipressi e foreste profumate creano un ambiente idilliaco per coloro che ricercano tranquillità e silenzi. La tenuta Palmierina è in prossimità di Castelfalfi (un vero gioiello di architettura medievale) e nelle vicinanze di Firenze (50 Km), Siena (50 Km), Pisa (50 Km). Nelle vicinanze ci sono due campi da golf.

Luxury tent in the countryside
The splendid setting of this romantic place surrounded by nature will leave you speechless, you can immerse yourself in a Finnish tub with heatable water while enjoying a breathtaking view and sunset. In our tent you can also enjoy a private internal bathroom and an exclusive external patio If you are looking for relaxation this is the best location for you!

Villa Lighea-Casa Tita, piscina e giardino privato
Terrazza e giardino privati affacciati sul mare, a pochi passi dalla passeggiata di Castiglioncello — uno dei borghi più belli della Toscana. Casa Tita è un appartamento indipendente al piano terra di Villa Lighea, una villa fronte mare immersa nel verde, con accesso alla passeggiata e a una piscina condominiale con acqua di mare.
Popular amenities for Castiglioncello rentals with a pool
House rentals with a pool

dependance in villa Toscana

Angela's Nest

BorgoMetato - Fico

il mulino del Rossino

Tuscan Villa with Private Pool & Countryside Views

Appartamento La Mignola

The Cottage to relax and enjoy

Wunderschönes Ferienhaus mit Infinity Pool
Condo rentals with a pool

last minute 6.08-10.08 fabulous apartment pool AC

Slow Life Apartment con piscina e vista

Scenic Stilish Country

100mt from the sea - apt w/pool, wifi & tv

[JACUZZI\Spiaggia Privata]Moderna casa a Chioma

Manuela appartamento con piscina in agriturismo

Bel Canto Lari, exclusive, rural, Tuscan retreat

Appartamento in Agriturismo vicino al Mare
Other holiday rentals with a pool

Villa Olympia Pool Sea View Mountains Lake Nature

I 9 Cipressi – Tuscan Retreat with Pool & View

Flat at 30mt from sea, small pool and parking

Podere Gianmaria "Cardo"

Villino Isotta (villa privata esclusiva)

Tenda Glamping "Quercia" con Idromassaggio

Superior Lodge with 2 bedrooms and outdoor tub

Exclusive villa Lionella with private pool
When is the best time to visit Castiglioncello?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $335 NZD | $331 NZD | $316 NZD | $297 NZD | $358 NZD | $355 NZD | $394 NZD | $382 NZD | $301 NZD | $256 NZD | $316 NZD | $397 NZD |
| Avg. temp | 7°C | 8°C | 10°C | 13°C | 17°C | 21°C | 24°C | 24°C | 21°C | 17°C | 12°C | 8°C |
Destinations to explore
- Pet-friendly rentals Castiglioncello
- Waterfront rentals Castiglioncello
- Apartment rentals Castiglioncello
- Villa rentals Castiglioncello
- Beachfront rentals Castiglioncello
- Cottage rentals Castiglioncello
- Rentals with beach access Castiglioncello
- Condo rentals Castiglioncello
- Family-friendly rentals Castiglioncello
- House rentals Castiglioncello
- Rentals with pools Tuscany
- Rentals with pools Italy
- Elba
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Santa Maria Novella
- Ponte Vecchio
- Basilica of Santa Maria Novella
- Piazza del Duomo (Pisa)
- Cala Violina
- Stazione Santa Maria Novella
- Pisa Centrale Railway Station
- Uffizi Gallery
- Spiagge Bianche
- Fortezza da Basso
- Gulf of Baratti
- Piazza della Repubblica
- Parco delle Cascine
- Del Chianti
- Gorgona
- Piazzale Michelangelo
- Capraia
- Pitti Palace
- Palazzo Vecchio
- Piazza della Signoria
- Boboli's Garden





