
Holiday rentals with a pool in Castiglioncello
Find and book unique homes with a pool on Airbnb
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

Verified guest reviews
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.

17th Century converted convent with olive grove
Away from it all in the peace and tranquility, yet 5 minutes from town. Escape the heat with the breeze in the hills and enjoy the nature in our beautiful rustic home. whole ground floor accommodation includes an enormous lounge area, well-equipped kitchenette, a family bedroom with bunk beds, and a further double bedroom. Beautiful lounge area with stunning views, and an ancient spring-fed swimming pool ( May-Oct) Pisa (+ airport) 15 mins Lucca 30 mins Florence 50 mins Train/bus 5 mins
ValueFamilyAccess

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
ValueFamilyCheck-in

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.
ValueLocationCondition

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 and our mission is to give the best to our guests, to fully enjoy this marvelous place.
FamilyLocationIndoor spaces

Oliva Suite - La Vitaverde Agriturismo
Adults only - minimum age 18 years | Our suites are self-catering apartments, and we do not offer traditional hotel services! Agriturismo La Vitaverde is more than just a place to stay. Nestled among gentle hills and fragrant olive groves, our lovingly restored estate combines tradition and comfort in perfect harmony. Here, you can escape the hustle and bustle of everyday life, enjoy the rustic charm of the region, and immerse yourself in the relaxed lifestyle of Tuscany.
ValueLocationNearby

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.
FamilyLocationParks

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.
FamilyLocationAccess

BorgoMetato - Olive grove
There is a place a few steps away from the famous Versilia (Tuscany) called Borgo Metato Toscana. Here various structures have been designed by the Architect Stefano Viviani, who has realized In each of them, a very refined style respectful to the place. Il Borgo di Metato is surrounded by olive trees, lots of green spaces and there are some donkeys for the joy of children. OLIVETA is part of this place.
FamilyValueOutdoor spaces

Mimosa: Scenic Tuscany Stay, 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.
ValueLocationGetting around

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!
LocationValueCleanliness

Fattoria Beletage with rooftop terrace & pool
The Beletage apartment on the first floor of the Fattoria Le Case Nuove is a gem that was reserved for the family until recently and is now offered for rent after a renovation. Once the preferred residence of the Conti Millo family, the Beletage with its roof terrace and stunning views over the pine tops to the sea is the jewel of the estate.
LocationFamilyLong stay

sea view villa with private infinity pool
RENTALS ONLY FROM SATURDAY TO SATURDAY. The house is located within our farm, surrounded by forest is distance from the village of Castagneto Carducci only 3.5 km. Its unique location offers a wonderful view of the sea and the country, ensuring a pleasant tranquility, away from the heat and noise of the country.
LocationFamilySleep quality
Popular amenities for Castiglioncello rentals with a pool
House rentals with a pool

Hilltop Views From a Historic Tuscan Home
ValueFamilyIndoor spaces

Angela's Nest
FamilyLocationCleanliness

Tuscan Villa with Private Pool & Countryside Views
FamilyLocationNearby

La Mignola Apartment
FamilyLocationBathroom

Beautiful vacation home with infinity pool
LocationFamilyLong stay

Villino Isotta (exclusive private villa)
ValueLocationQuiet

Collina Power
ValueFamilyCleanliness

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

last minute 27-29 august. beach 15 km fab pool AC
LocationNearbyHospitality

Slow Life Apartment with pool and view
LocationFamilyAccuracy

Scenic Stilish Country
FamilyLocationView

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

[JACUZZI\ Private Beach]Modern house in Chioma
LocationPoolHospitality

Sea View and Pool in Tuscany
ValueLocationParking

Manuela apartment with pool in farmhouse
LocationFamilyLong stay

Bel Canto Lari, exclusive, rural, Tuscan retreat
LocationFamilyHeating
Other holiday rentals with a pool

Villa Olympia Pool Sea View Mountains Lake Nature
FamilyLocationWi-Fi

Villa Lina, Luxury Farmhouse with Pool and Amazing
FamilyValueCondition

Power Gianmaria "Cardo"
LocationFamilyBarbecue

"Olivo" glamping cottage with a hot tub
FamilyLocationHospitality

Villa Lighea-Casa Tita, with a swimming pool and private garden
LocationFamilyBreakfast

Superior Lodge with 2 bedrooms and outdoor tub
LocationFamilyNearby

Podere del Bagnolino - Belvedere Apartment
LocationFamilyEV charging

VILLA GIOMA - Completely renovated country house
FamilyLocationAir conditioning
When is the best time to visit Castiglioncello?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $332 NZD | $329 NZD | $313 NZD | $295 NZD | $356 NZD | $352 NZD | $391 NZD | $379 NZD | $298 NZD | $254 NZD | $313 NZD | $394 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
- Spiagge Bianche
- Pisa Centrale Railway Station
- Mercato Centrale
- Uffizi Gallery
- Gulf of Baratti
- Fortezza da Basso
- Parco delle Cascine
- Piazza della Repubblica
- Spiaggia Di Sansone
- Del Chianti
- Gorgona
- Capraia
- Piazzale Michelangelo
- Piazza della Signoria
- Palazzo Vecchio





