
Vacation rentals with a pool in Castiglioncello
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Castiglioncello

Total vacation rentals
Explore 30 vacation rentals in Castiglioncello

Nightly prices starting at
Castiglioncello vacation rentals start at $30 per night before taxes and fees

Verified guest reviews
Over 380 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Wi-Fi availability
30 of Castiglioncello vacation 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.
ValueFamilyAccuracy

Historische Fattoria mit Pool
Das Anwesen liegt ca. 1 km vom Meer (nur 8-10 Gehminuten) entfernt und hat im Hinterland noch ca. 150 ha Land mit Getreidefeldern, Macchia und Olivenbäumen sowie einem kleinen See. Die Fattoria mit ca. 150 qm Wohnfläche wurde um 1800 erbaut und dient seitdem der Familie als Sommer- und Landresidenz. An der Vorderseite liegt ein klassischer Garten. Der 6 x 20 Meter grosse Pool wird auch von anderen 2 Gästefamilien genutzt, bietet jedoch durch die grosszügige Anlage genug Rückzugsmöglichkeiten.
LocationFamilyShared spaces

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
FamilyLocationWifi

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.
ValueLocationQuiet

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.
LocationValueLayout

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.
LocationFamilyNearby

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.
LocationFamilyBreakfast

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.
LocationFamilyLaundry

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.
LocationValueParks

Rosa: Tuscan Views & Pool, Walk to Town
Welcome to La Lunaria di Lajatico, an elegant residence in the Tuscan hills, just a 7-minute walk from the village of Lajatico, hometown of Andrea Bocelli. With two pools, panoramic terraces overlooking rolling hills, olive groves, BBQ, and full modern comfort, it offers four rustic-chic apartments—ideal for families, couples, or groups seeking authentic Tuscany close to town.
ValueLocationIndoor spaces

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!
FamilyLocationPool

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.
LocationFamilyView
Popular amenities for Castiglioncello rentals with a pool
House rentals with a pool

dependance in villa Toscana
FamilyLocationBackyard

Angela's Nest
FamilyLocationGetting around

BorgoMetato - Fico
ValueFamilyAccess

Tuscan Villa with Private Pool & Countryside Views
FamilyLocationOutdoor spaces

Appartamento La Mignola
LocationFamilyAccuracy

The Cottage to relax and enjoy
LocationFamilyBreakfast

Wunderschönes Ferienhaus mit Infinity Pool
LocationValuePool

Podere Collina
LocationValueAccuracy
Condo rentals with a pool

Slow Life Apartment con piscina e vista
FamilyLocationPool

Scenic Stilish Country
FamilyLocationGrill

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

Il Mulino di Nonna Sà (1st Floor Apt + Guesthouse)
LocationFamilyBreakfast

[JACUZZI\Spiaggia Privata]Moderna casa a Chioma
LocationGetting aroundHospitality

Manuela appartamento con piscina in agriturismo
FamilyValueComfort

Bel Canto Lari, exclusive, rural, Tuscan retreat
ValueLocationPool

Appartamento in Agriturismo vicino al Mare
LocationFamilyCleanliness
Other vacation rentals with a pool

Villa Olympia Pool Sea View Mountains Lake Nature
LocationFamilyCheck-in

I 9 Cipressi – Tuscan Retreat with Pool & View
FamilyValueBreakfast

Flat at 30mt from sea, small pool and parking
LocationFamilyCondition

Podere Gianmaria "Cardo"
LocationFamilyAir conditioning

Villa Vineyard By BelcantoVillas
LocationFamilyHospitality

Superior Lodge with 2 bedrooms and outdoor tub
FamilyLocationKitchen

Podere del Bagnolino - Appartamento Belvedere
FamilyValueCheck-in

Agriturism Piccozzo Torre apartment
FamilyLocationHospitality
When is the best time to visit Castiglioncello?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $197 | $195 | $186 | $175 | $211 | $209 | $232 | $225 | $177 | $151 | $186 | $234 |
| Avg. temp | 45°F | 46°F | 51°F | 56°F | 63°F | 70°F | 75°F | 76°F | 69°F | 62°F | 53°F | 46°F |
Destinations to explore
- Pet-friendly rentals Castiglioncello
- Waterfront rentals Castiglioncello
- Beachfront rentals Castiglioncello
- Villa rentals Castiglioncello
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- Condo rentals Castiglioncello
- Cottage rentals Castiglioncello
- Rentals with beach access 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
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Cala Violina
- Stazione Santa Maria Novella
- Pisa Centrale Railway Station
- Mercato Centrale
- Spiagge Bianche
- Uffizi Gallery
- Gulf of Baratti
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Del Chianti
- Spiaggia Di Sansone
- Gorgona
- Capraia
- Piazzale Michelangelo
- Piazza della Signoria
- Palazzo Vecchio
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
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- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes





