
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 G$6,278 GYD 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.

Il Frantoio (Hot Tub + Pool)
✨ Romantic retreat in the heart of Tuscany — perfect in every season 🍂 Welcome to Palazzo Riccardi, a historic building in the charming village of Rivalto, where Tuscan authenticity meets modern design. Let yourself be won over by the wood-burning fireplace, the bathroom with a whirlpool tub and a warm and enveloping atmosphere. Ideal for couples looking for relaxation and charm, this apartment is a perfect nest in every season, but it is in autumn and winter that it becomes truly magical. 💫

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

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.

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.

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.

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.

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.

Countryside Dream farm in Tuscany
Have you ever dreamed of experiencing the rolling hills of Tuacany ? This is a berautiful organic farm in the middle of Tuscan Hills, you will be surrounded by nature but close to all the beautiful cities of Tuscany! We rent two apartments, one on the upper floor called Balla and one on the ground floor called Modigliani. Tell us which one you prefer. PLEASE NOTE YOU WILL NEED A CAR DURING YOUR STAY.

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.

Apartment in Farmhouse near the Sea
The Agriturismo offers a newly renovated two-room apartment, ideal for 2 people and a child. Comfortable and quiet, furnished in Tuscan style and overlooking the Mediterranean maquis. Equipped with a kitchen, bathroom, bedroom, extra bed, television and heating. The property has an in-house catering service with a fixed menu upon advance booking.

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.

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

Hilltop Views From a Historic Tuscan Home

Borgo Metato – Fico

I Limoni Apartment in Tuscany

The Cottage to relax and enjoy

Beautiful vacation home with infinity pool

Collina Power

La Lucertola Pisa/Lucca - Pool, Views LeaningTower

Lovely house in a scenic and paiceful location
Condo rentals with a pool

„Toscana Amore Mio“, stunning view, 18min Volterra

Charming apartment with garden, pool and valley view

Scenic Stilish Country

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

[JACUZZI\Private Beach] Modern house in Chioma

Sea View and Pool in Tuscany

Manuela apartment with pool in farmhouse

Bohème: Apartment with frescos at Borgo Studiati
Other vacation rentals with a pool

Villa Lina, Luxury Farmhouse with Pool and Amazing

PODERE GIANMARIA

Villa sii felice

Superior Lodge with 2 bedrooms and outdoor tub

Villa "Il Grillo" Private pool Panoramic view Privacy

Glamping in an agritourism in Tuscany - Superior

Exclusive villa Lionella with private pool

Private Villa with semi-Olympic pool and Tennis
When is the best time to visit Castiglioncello?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$41,223 GYD | G$40,804 GYD | G$38,921 GYD | G$30,132 GYD | G$28,877 GYD | G$37,456 GYD | G$48,547 GYD | G$47,082 GYD | G$37,038 GYD | G$31,597 GYD | G$38,921 GYD | G$48,965 GYD |
| 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
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- Rentals with outdoor seating Castiglioncello
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- Rentals with a washer and dryer 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
- Mercato Centrale
- Pisa Centrale Railway Station
- Uffizi Gallery
- Stazione Santa Maria Novella
- Fortezza da Basso
- Piazza della Repubblica
- Spiagge Bianche
- Parco delle Cascine
- Spiaggia Di Sansone
- Gorgona
- Del Chianti
- Piazzale Michelangelo
- Gulf of Baratti
- Pitti Palace
- Boboli's Garden
- Palazzo Vecchio





