
Vacation rentals with a pool in Porto Santo Stefano
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Top-rated rentals with a pool in Porto Santo Stefano
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Popular amenities for Porto Santo Stefano rentals with a pool
House rentals with a pool

Monte Regio
I was in Castiglione della Pescaia for a week with my family and dog. I had a really good time at Flavia's place, very clean, very nice location and well-kept garden. I have to say that it is the ideal place to relax and enjoy the tranquility of a vacation.

Under the Tuscan Sun
We spent ~10 days of family vacation there and it was an absolute pleasure. Spacious house, pristine, impressively well-equipped, private and cosy. The area around the house is beautiful with a picturesque and well-maintained garden where I spent a lot of my time running around and playing with my son. The view is simply breathtaking, with the sea meeting the skies at the horizon, mountainous landscape and a large castle in view. The host, Enrico, gave us a warm welcome and we felt right at home. He was responsive, kind, and provided many tips and assistance with everything we needed. We wholeheartedly recommend this place for a quiet family vacation in Tuscany.

ARGENTARIO, CALAMORESCA Beautiful house by the sea
Porto Santo Stefano is on the back side of an island that pictures cannot capture! Had no problem finding the location, but did need to communicate with the care taker who did not speak English. I did not expect it and with hand gestures and google translator we got the job done! The Sea is certainly the star of the house and there were wonderful masks and fins of all sizes to use to explore the sea! The pool was reachable by car but walking was a little tricky with the thinness of the road. Once arriving at the restaurant who had a fully stocked bar and then going down to the pool level there were lifeguards for the pool as well as the sea. Ample chairs and umbrellas with restroom facilities with kickboards were all available.

Tolomei Farmhouse in Stone
We had a great stay. The house matches the description very well and is perfectly equipped. Consuelo was super responsive and helpful and even brought us some olive oil and lettuce from the farm ☺️

Country and Sea, a garden in Maremma
The garden and sorroundings are so nice and pretty. The appartment is well equipt. Alessandro is a very good host. Orbetello is such a perfect place to run, walk or go to the beach. The small city has restaurants, shops and bars. Easy to travel by car to Pisa, Firenze and Rome. 1hr30 to Rome and 2hr to Firenze. 6hr to Venice (via Firenze). I would love to come back. I stayed for 1 month to work and train for the Marathon in Venice (42K).

House with private pool
We enjoyed our stay at Maria Teresa's place. The garden is really fantastic and nicely maintained. You can sit in different places, there is even an outdoor kitchen with refrigerator ,freezer and gas fork. The pool is super clean and is cleaned every morning. The house itself is also very nice, cool and equipped with every comfort. The surroundings are very quiet and for nature lovers plenty to spot wildlife within a 2-minute walk. We spotted deer, pigs, foxes and even a wolf. Really great! The poolside paradise sign is not there for nothing, it is really a paradise! We definitely recommend it and if we are in the area again we will definitely come back! Maria Teresa thank you so much for everything!

Authentic Tuscan holiday house with pool
We had a wonderful time at Lucas' vacation home. Two weeks in the typical Tuscan idyll with more or less private pool helped us recharge our batteries. In addition to the extended pool days, sightseeing should not be neglected either. There are many unique attractions in the surrounding area. However, a car is essential. Most locations take about 1 hour. Luca was a great host and a really nice guy who did everything to make sure we had a good time on our vacation. He knows the area very well and was able to give us a variety of recommendations for fantastic day trips. What we would also like to mention is the cleanliness. The house was really well maintained. Even the knives were reasonably sharp 🙌 😅 We felt very comfortable with Luca and can highly recommend staying with him. Kind regards Sevi, Leon & Flo

Exceptional property in Tuscany
Anthony’s villa in Tuscany exceeded our expectations in every way. The home itself was exceptionally clean, quiet, and thoughtfully curated. The photos of the gardens don’t do it justice - Agnese and Claudio do a spectacular job as caretakers of the grounds and there are so many locations on the property to relax and have space to yourself during a group trip. The kitchen was well-stocked (we had a group that loves to cook and they had everything we needed), and dining al fresco was magical with the views from the two tables outside. We ended up cancelling plans toward the end of our stay just so we could be at the property more and enjoy all the spaces and amenities (pool, bocce, hot tub, lounge bed outside for reading, workout equipment). Our only regret was not making it to more of Anthony’s recommendations - the wine store in Scansano was top notch - we will just have to return!
Condo rentals with a pool

Relais Ciavatta: Your Home in the Countryside!
The apartment was basic but very nice. Spaces of adequate size. Very quiet and quiet. The Relais is a 10-minute drive from the Terme di Saturnia and 2 minutes from the nearest village.

Montecchio Camino Agritourism
María's place us truly amazing! The place is so peaceful and the views just take your breath away. It is the perfect get away for couples looking for peace and quiet sorrounded by beautiful nature. We loved how Eddie (the dog) welcomed us from the moment we stepped out of our vehicle. María was so friendly and always available. The room was spacious, rustic, beautiful and just as described. We loved everything about this place and will love to come back! A little piece of heaven in Italy.

I Sicomori - Three-room apartment in Saturnia
Giulia was a wonderful host. She greeted us in person and even gave us some honey as a thank you. Very accommodating host! Great recommendations for activities and restaurants!

Stylish Italian Apartment w/ Pool, Near Beach!
We had a wonderful time in the apartment Mirto. Everything was thought of, we were warmly welcomed, there was a huge fruit bowl and wine. The amenities were especially great for families. Even a laundry basket was there. The outdoor area was indescribably beautiful. So much space. So much nature. This tranquility. Heavenly. We slept wonderfully. Beds are very comfortable. There are plenty of cabinets. The furnishings of all rooms are incredibly tasteful. We felt incredibly comfortable. Thank you for the wonderful time ♥️ We recommend a trip to the magical mountain village of Pitigliano, about 1 hour away.

relax by the sea.
Staying at Piero's was a great experience, he and his wife were extremely helpful and attentive to our needs. They welcomed us with some breakfast products and the house was stocked with basic products such as sugar coffee salt, etc. Great restaurant tips. The adequate and spacious outdoor spaces with every possible supply, the interiors are fresh and with mosquito nets on the windows. In front of the house is a winery with great wine and a small shop with fresh and basic products. We highly recommend staying here, we hope to be able to come back.

Bramaluce Apartment
The villa is located in a beautiful winery. We woke up to beautiful sunrises and watched beautiful sunsets as we sipped coffee in the house. They even gave us free wine bottles for arrival. The house was spacious and had all the stuff we needed for preparing a quick meal as well. Highly recommend

Short Rentals Tuscany Villa Simple
Beautiful, very clean apartment with a wonderful pool in a wonderful garden.

Il Granaio apartment Il Fienile with pool.
We stayed a week in one of the barn houses. The property is immersed in the Maremma countryside where the peace and sounds of nature reign. A few minutes away from vegetable shops, typical products and supermarkets. The nearby beaches are easily accessible in a few minutes by car and suitable for families. Hosts have recommended beaches, restaurants, and things to do near the property. The house is simply furnished but everything is perfectly functional and functional, the garden that each apartment has is delicious, fresh and full of flowers. For us it was an ideal solution to be able to explore the area and have the privacy and tranquility we were looking for for our holidays.
Home rentals with a private pool

Augusta by Interhome
Beautiful villa, great location. Very well kept garden. Inside there was everything you needed. Only the interiors smell a little closed and moldy, but by opening doors and windows the air improves.

Casa dell 'Arco by Interhome
Thanks to Cristiano and Mauro we had a wonderful week. We expected a lot and got much more. Spacious, clean and comfortable house in a quiet sensationel surrounding. If we ever would travel again with friends we would rent this wonderful house again.

Meridiana by Interhome
We had a wonderful time staying at the place. The house is even more beautiful than it looks in the photos anyway. The area is beautiful too. There was also always a person on site immediately available and very helpful and flexible. The house was clean and had everything to offer. We highly recommend this place. Thank you for a great holiday!

Le Cascate by Interhome
Very responsive host and listens to your wishes. Beautiful villa, comfortable beds. Enough space to chill individually and enjoy views. Feels very safe. The acoustics inside are good - just keep in mind if you talk loud- everyone in the house hears. Water pressure for showers is not very strong, but that's normal in the area.

Bardi I by Interhome
the place is lovely and quiet, we found a very clean house and the owner is always available and kind when we asked him.

Ricali by Interhome
Lovely spot, lovely location, great views, run by a really friendly man who has real pride over the villa he built 20 years ago. Beautiful garden, great pool, lots of pool and garden toys /sports equipment felt like home from home. Only small negative, kitchen was a bit small and indoor space would be if 8 staying. However in summer the outdoor small more than compensates for this. Recommend now following google maps and using villa instructions for getting there instead. Google’s roads around here are not always drivable roads unless you have a 4x4 and take you on very in direct routes adding lots of time to journeys.

Poggio Campana by Interhome
We would like to thank you for the wonderful stay, a perfect place, ideal for both children and dogs, for the great Christian "manager", we can only recommend it to everyone! We hope to see you again sometime!

The terrace overlooking the Maremma by Interhome
Awesome place, beautiful neighborhood, lovely hosts. Couldn’t recommend it more.
Quick stats about vacation rentals with a pool in Porto Santo Stefano
Total rentals
40 properties
Nightly prices starting at
G$2,091 GYD before taxes and fees
Total number of reviews
500 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Giglio Island
- Lake Bolsena
- Giannutri
- Feniglia
- Gulf of Baratti
- Cala Violina
- Marina di Grosseto beach
- Kite Beach Fiumara
- Spiaggia di Capo Bianco
- Spiaggia di Marina Di Campo
- Cala Di Forno
- Spiaggia di Seccione - Portoferraio (li)
- Spiaggia Di Barbarossa
- Terme Dei Papi
- Spiaggia Zuccale
- Cantina di Montefiascone Soc.Coop.Agr. - Punto di Vendita
- Spiaggia della Padulella
- Spiaggia di Cavo
- Castiglion del Bosco Winery
- Spiaggia Di Sottobomba
- Spiaggia di Ortano
- Golf Club Toscana
- Spiaggia di Acquarilli
- Calamoresca