
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
LocationFamilyPool

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
LocationValueBeach

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.
FamilyLocationOutdoor spaces

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.
ValueLocationAmenities

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.
FamilyValueNearby

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.
ValueLocationCleanliness

Villa Sunkiss: Luxury Farmhouse with Tuscan Flair
Nestled amidst the rolling hills of Lucca, lies a true haven of luxury and tranquillity: the epitome of Tuscan elegance fused with contemporary opulence. Welcome to Villa Sunkiss, which is part of the bespoke Tenuta Sima Winery where every detail is crafted to elevate your senses and soothe your soul.<br>As you approach the property, a sense of anticipation builds, greeted by the sight of lush, manicured private vineyards stretching as far as the eye can see.
LocationFamilyCondition

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.
LocationValueAccuracy

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.
ValueLocationAccess

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.
ValueLocationCheck-in

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!
LocationFamilyPool

Villa Lighea-Casa Tita, with a swimming 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.
FamilyLocationBreakfast
Popular amenities for Castiglioncello rentals with a pool
House rentals with a pool

Hilltop Views From a Historic Tuscan Home
FamilyLocationSleep quality

La Lucertola Pisa/Lucca - Pool, Views LeaningTower
LocationFamilyAccess

Lovely house in a scenic and paiceful location
FamilyLocationTV

Collina Power
ValueLocationTV

CHARMING HOUSE ON THE HILLS
FamilyValueAmenities

MAM house with pool and exclusive beach access
FamilyLocationOutdoor spaces

Angela's Nest
LocationFamilyIndoor spaces

Borgo Metato – Fico
ValueFamilyAir conditioning
Condo rentals with a pool

Casa Luna-Splendida overlooking the pool and Tuscan nature
LocationValueCheck-in

Bel Canto Lari, exclusive, rural, Tuscan retreat
LocationValueBarbecue

Manuela apartment with pool in farmhouse
LocationFamilyShared spaces

Scenic Stilish Country
LocationFamilyOutdoor spaces

Apartment in Farmhouse near the Sea
FamilyLocationCheck-in

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

[JACUZZI\ Private Beach]Modern house in Chioma
LocationBeachHot tub

Podere del Bagnolino - L'Arco Apartment
LocationFamilyCleanliness
Other holiday rentals with a pool

Villa Olympia Pool Sea View Mountains Lake Nature
LocationFamilySleep quality

Michelangelo apt ~ wild Tuscany Hills ~ Le Fraine
FamilyLocationAmenities

Il Frantoio (Whirlpool + Swimming Pool)
LocationComfortNearby

VILLA GIOMA - Completely renovated country house
FamilyValueHiking

Villa sii felice
LocationFamilyOutdoor spaces

Superior Lodge with 2 bedrooms and outdoor tub
LocationFamilyIndoor spaces

Luxury Tuscany Villa on the hill with private pool
LocationValueView

"Olivo" glamping cottage with a hot tub
LocationFamilyHospitality
When is the best time to visit Castiglioncello?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $334 NZD | $330 NZD | $315 NZD | $296 NZD | $357 NZD | $354 NZD | $393 NZD | $381 NZD | $300 NZD | $256 NZD | $315 NZD | $396 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
- 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





