
Vacation rentals with a pool in Castiglioncello
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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.
LocationFamilyWalkability

Open space surrounded by nature
Casa Namaste is a small stone cottage with well-kept interiors 1 km from the medieval village of Montescudaio. The house is completely surrounded by woods and centuries-old oaks. 150 meters away flows the Cecina river. In the 5000 square meter garden there is a natural spring with a large stone tub to cool off and an outdoor hot shower surrounded by greenery. We have a Vodafone adsl line with download 33 and upload 1.4. Smart TV and air conditioning are also available starting this spring
LocationFamilyQuiet

Historic fattoria with pool
The property is about 1 km from the sea (only 8-10 minutes' walk) and has about 150 hectares of land in the hinterland with grain fields, maquis and olive trees as well as a small lake. The Fattoria with about 150 square meters of living space was built around 1800 and has since served the family as a summer and country residence. At the front is a classic garden. The 6 x 20 meter pool is also used by 2 other guest families, but offers enough retreat options due to the spacious complex.
LocationFamilyHospitality

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.
ValueLocationGetting around

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.
LocationFamilyPool

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.
LocationFamilySleep quality

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.
ValueFamilyCheck-in

Frontemare house with exclusive sea access
Casa Frontemare is a completely renovated property with direct access to the sea, from which you can enjoy a panoramic view of the sea, the Tuscan islands and wonderful sunsets. It is a perfect place for those who love a relaxing and private vacation. The proximity to the Tuscan art cities and the small typical villages means that it is also possible to discover new places and discover the flavors of Italian cuisine.
LocationValueKitchen

Cercis - La Palmierina
The apartment is part of a completely fenced estate of 60 hectares of unspoiled nature: more than 1000 olive trees, countless cypresses and fragrant forests create an idyllic environment for those seeking tranquility and silence. The Palmierina estate is near Castelfalfi (a true jewel of medieval architecture) and close to Florence (50 Km), Siena (50 Km), and Pisa (50 Km). There are two golf courses nearby.
LocationFamilyCheckout

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.
LocationValueComfort

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!
LocationFamilyNearby

Villa Lighea-Casa Tita, pool and private garden
Private terrace and garden overlooking the sea, a short walk from the promenade of Castiglioncello — one of the most beautiful villages in Tuscany. Casa Tita is an independent apartment on the ground floor of Villa Lighea, a beachfront villa surrounded by greenery, with access to the promenade and a condominium swimming pool with seawater.
LocationFamilyView
Popular amenities for Castiglioncello rentals with a pool
House rentals with a pool

Lovely house in a scenic and paiceful location
FamilyValueGetting around

La Lucertola Pisa/Lucca - Pool, Views LeaningTower
LocationFamilyLaundry

Collina Power
LocationFamilyHeating

dependance in villa Toscana
FamilyLocationCondition

Borgo Metato – Fico
LocationValueQuiet

Angela's Nest
FamilyLocationLong stay

MAM House with Pool and Exclusive Beach Access
LocationFamilyDecor

Villa "Colle di San Gemignano"
FamilyLocationKitchen
Condo rentals with a pool

Casa Luna-Splendida overlooking the pool and Tuscan nature
LocationValueOutdoor spaces

Bel Canto Lari, exclusive, rural, Tuscan retreat
FamilyValueLong stay

Manuela apartment with pool in farmhouse
FamilyLocationPool

Scenic Stilish Country
LocationFamilyComfort

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

Apartment in Farmhouse near the Sea
LocationValueCondition

[JACUZZI\Private Beach] Modern house in Chioma
LocationHot tubCleanliness

Podere del Bagnolino - L'Arco Apartment
FamilyLocationLaundry
Other vacation rentals with a pool

Podere del Bagnolino - Belvedere Apartment
LocationFamilyCondition

Villa Vineyard By BelcantoVillas
LocationFamilyPool

Power Gianmaria "Cardo"
FamilyLocationCheck-in

Oliva Suite - La Vitaverde Agriturismo
ValueLocationNearby

Villa Olympia Pool Sea View Mountains Lake Nature
LocationFamilyNearby

Il Frantoio (Hot Tub + Pool)
LocationHospitalityParks

I 9 Cipressi – Tuscan Retreat with Pool & View
LocationFamilyGrill

Superior Quadrilocale
LocationValueIndoor spaces
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





