
Vacation rentals with a pool in Castiglioncello
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Castiglioncello
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Castiglioncello rentals with a pool
House rentals with a pool

The Barn of Alberto and Costanza
Ernesto’s place was magnificent. Spotlessly clean, and in a beautiful spot. Ernesto himself was very accommodating, friendly, and responsive. We felt right at home at his place. Wouldn’t hesitate to visit with him again soon. Thank you!

Eny Vacation Home
Very nice hosting by Annalisa. The house is large, very well-equipped and in a quiet area close to Lucques by car. Good advice from our hosts, especially for eating good pizza!

Conte Martini House
We had an amazing stay at Casa Conte Martini! The space was fantastic and worked very well for our family including our 2 teenage boys. The pool and hot tub were great and the outdoor space was absolutely perfect. I can not say enough good things about this stay! Andrea and Simone were wonderful hosts and it was a pleasure getting to know them. We will be back!

House in the Tuscan countryside with pool
We stayed in the apartment for a short vacation. Gino and Calogera assisted us as expected from prepared and thoughtful hosts. A family air was breathed throughout the living room. I highly recommend anyone to stay in this House, spacious spaces and nothing is missing. The location is strategic for those who like to visit the beautiful Tuscan places.

Villa Pergolone - Country House with Pool & Garden
We have fallen in love with Tuscany, thanks to Klaus's place and Francesco, the friend of his down the road who looks after guests and house. Everybody so kind, beautiful countryside, delicious food, and stunning Lucca not far. We were 4 couples, 3 stayed at Klaus's place the other two at Francesco's Antica Pergola, 200m away. This was ideal. We spent a lot of time in the large house with the big kitchen, garden and pool, or left together to explore Tuscany. What a lovely time we had!

Villa Mandorlo and pool open from April To October
We found ourselves at home. The house is so beautiful, and everything was spotless. Needless to say, the views were spectacular. Barbara was very nice and was always very attentive in case we were missing anything

Home Hill
Loredana was an incredible host. There were 16 of us celebrating my birthday. She was super accommodating and kind. The villa is an oasis! It looks so much better in real life than in the photographs. We will be coming back! Thank you Loredana and Alessandro ☺️

Baggioro holiday home
When we arrived, we found that the pool was shared. This should have been clarified before booking. That said, everything else was perfect. The house is beautiful, spacious, clean. Carla was very nice. We had a wonderful time.
Condo rentals with a pool

100mt from the sea - apt w/pool, wifi & tv
Brilliant host. Lovely apartment and nice area. Never bored.

Apartment Melissa
We stayed in the Melissa apartment and it was great, very spacious and bigger than expected. The apartment is self-catering and has all that you need to cook and have a great time. There is no terrace for this apartment, but they are many areas around the property that allow for some outdoor time. The location was beautiful, amazing views, great swimming pool and an overall very relaxed place. The property is 15 mins away from San Gimignano and very close to the bigger towns/villages to visit. Having a car is a must. The staff, the welcome and overall communication was lovely and easy, I would definitely recommend staying here.

Beachfront Heaven: Exquisite Tuscany Retreat
We lived the spacious apartment and the amazing sunsets 🌅

Your home by the sea + pool & garden
Benedetta's place is a studio apartment located inside the park's farm. The house has a very nice outdoor area that is directly in the park. The sea is accessed through a staircase inside the park, so it's very comfortable! Quiet place with a condominium pool always clean, where there is always Arianna, a pleasant and helpful person. Benedetta is a kind person who responds to every need. We stayed for 15 days with a small child and our little dog who had a great time! We had a good time! Thank you Benedetta. To improve the appearance of cleaning, but otherwise everything is great!

Three-room apartment with 2 bedrooms and private garden, swimming pool
Wonderful place, very nice host. Thank you for your hospitality, Silvia

Tuscan country apartment in a lovely olive grove
The place is really a dream! We had a lovely, relaxing time with Deborah. The pool and location are great and Deborah gives great recommendations, is totally warm and you feel right at home. And we liked it so much that we want to come back!

Apartment "Purple" with pool, Villa Gabriella
A comfortable air conditioned flat with well equipped kitchen, little balconies. It is better than the pictures! We were 4 adults and there were 3 different areas to sleep which worked perfectly for us. Just 1 bathroom is a bit tight. The swimming pool is great! Sightseeing in Tuscany worked very well. Having a car is a must for this property if you want to explore. If I can suggest summer blankets would be a very useful addition. Rest was great. Giorgio was super helpful with suggestions on restaurants and beaches.

>Pool & Beach< Modern Studio • private parking
extremely nice accommodation, well arranged in a quiet and secure residence, well located (3 minutes walk to the beach and 5 minutes to a convenience store), Federico is a welcoming host and the instructions are perfectly clear. we will be back with great pleasure!
Home rentals with a private pool

Casa Bensa by Interhome
An excellent and peaceful place to stay. The view is absolutely stunning, pool was lovely, and there rooms are more than spacious. The kitchen had all the amenities you could ask for. Unless you are planning on staying only there, you do need a car. With a car, the shops were 10 mins drive away and the train station < 10 mins with free parking.

Il Poggio Farmhouse by Interhome
We had a very good time here! The Airbnb is a separate part of a nice house on a hill, it is spacious and has everything you need. You can sit outside and there is a nice swimming pool. The hosts were very nice and always available for help/tips. I definitely recommend this place!

La Rosa, by Interhome
Unfortunately, the price was not adequate for the quality of the apartment.

Historic home with exclusive pool
We (7 girlfriends) enjoyed the stay in the villa very much! The house, especially the front yard and pool, are wonderful. Maria is great! She has sent us a lot of tips about the area (also the necessary things, such as shopping). In addition, we were surprised with a very fine cake and if you needed anything, there was a very quick response. The villa is well equipped and the surroundings beautiful. Parking has enough. Only the potholes and the access to the villa are a bit challenging - but doable!

Villa Alba by Interhome
Casa Alba was fantastic. We had a wonderful stay. We renewed our vows, at Casa Alba, to celebrate our 10 year wedding anniversary & it was a dream day 🤗 Luigi & his wife were there to welcome us & couldn't have been friendlier. My sister, brother in law & their toddler stayed the week with us & I can definitely say we loved it & would absolutely return 🙌 its very close to San Gimignano for everything you could need.

Villa le Casette by Interhome
Beautiful Tuscan house, full of soul and unheard of charm. Magical place, surrounded by olive trees and hills with beautiful little villages. Close to several places of interest. Loved our stay.

Villa Elena by Interhome
We have spent wonderful week this summer in Willa Elena. 3 families with kids. Willa is huge 900 m2, so we had very comfortable conditions. Perfect location, and beautiful place. Elena hosted us with a true kindness. We like Elena’s’ wine, and our kids love their horses. I would recommend this Willa to big groups looking for comfortable conditions in Tuscany.

Villa in the Green by Interhome
We had a great time staying in Tuscany with family, the house is large, very clean, functional, well-equipped. The pool is nice and private. Good location to discover the region. Very good communication with the owners, very friendly and always ready to satisfy their hosts. Recommended.
Quick stats about vacation rentals with a pool in Castiglioncello
Total rentals
40 properties
Nightly prices starting at
ﺩ.ﺇ110 before taxes and fees
Total number of reviews
320 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Wifi availability
40 properties include access to wifi
Destinations to explore
- Pisa Vacation rentals
- Elba Vacation rentals
- Florence Vacation rentals
- Cinque Terre Vacation rentals
- Portofino Vacation rentals
- Bologna Vacation rentals
- Riviera di Levante Vacation rentals
- Genoa Vacation rentals
- Italian Riviera Vacation rentals
- Verona Vacation rentals
- Rome Vacation rentals
- Menton Vacation rentals
- House rentals Castiglioncello
- Pet-friendly rentals Castiglioncello
- Beach house rentals Castiglioncello
- Rentals with a balcony Castiglioncello
- Beachfront rentals Castiglioncello
- Kid-friendly rentals Castiglioncello
- Apartment rentals Castiglioncello
- Waterfront rentals Castiglioncello
- Villa rentals Castiglioncello
- Smoking-friendly rentals Castiglioncello
- Family-friendly rentals Castiglioncello
- Rentals with beach access Castiglioncello
- Condo rentals Castiglioncello
- Rentals with a washer and dryer Castiglioncello
- Rentals with a patio Castiglioncello
- Rentals with outdoor seating Castiglioncello
- Rentals with pools Tuscany
- Rentals with pools Italy
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Santa Maria Novella
- Duomo di Firenze
- Ponte Vecchio
- Piazza del Duomo (Pisa)
- Basilica of Santa Maria Novella
- Fortezza da Basso
- Spiaggia Libera
- Uffizi Gallery
- CavallinoMatto
- Spiaggia Verruca
- Piazzale Michelangelo
- Parco delle Cascine
- Spiaggia Zuccale
- Lago di Isola Santa
- Spiaggia Di Sansone
- Mercato Centrale
- The Boboli Gardens
- Spiaggia di Marina Di Campo
- Piazza della Repubblica
- Pitti Palace
- Teatro Verdi
- Spiaggia di Capo Bianco
- Palazzo Vecchio
- Pinocchio Park