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Holiday rentals with a pool in Porto Santo Stefano

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Porto Santo Stefano

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A private outdoor space features a small wooden table with two chairs, set against a neutral wall. A door opens to the interior, while greenery and gently rolling hills can be seen in the distance, enhancing the tranquil setting.
Home in Manciano
5 out of 5 average rating, 17 reviews

Nature and views in Studio Orange in Maremma

We welcome you to one of the most beautiful landscapes in Italy, in the countryside between Capalbio and Montemerano. Casa Orange is a small independent apartment, recently renovated, in a farmhouse with a panoramic garden open on the hills of the Maremma, with the Argentario coast in the background. Unspoiled nature, silence, and a wide choice of nearby excursions between art, history, sea and traditions. 20 minutes from the Terme di Saturnia and 30 from the magnificent Pitigliano and the beaches of Capalbio

Superhost
A private garden space is showcased, featuring a pergola supported by lush greenery. Wooden outdoor furniture is visible, providing a comfortable area for dining or relaxation. The background includes a view of the sea, enhancing the tranquil ambiance of the outdoor setting.
Apartment in Cala Moresca
5 out of 5 average rating, 13 reviews

A little jewel opposite Giglio

In a condominium situated on a hill top opposite Giglio, 80sq mt appartment with its own private terrace , a spectacular view. Private small garden at the back The kitchen is fully equipped and light with a washing machine, and small fridge for drinks. In the entrance there is a fire for the colder months , big fridge for a weekly supply of food, and comfortable double sofa bed. English style bathroom with bath tub and huge window. Double bedroom with French windows plus an extra single bed.

Top Guest favourite
A scenic view captures a serene outdoor area featuring a turquoise swimming pool, surrounded by sun loungers and lush greenery. Rolling hills and fields stretch into the distance, complementing the clear sky adorned with soft clouds, creating a peaceful countryside atmosphere.
Farm stay in Manciano
4.99 out of 5 average rating, 77 reviews

Casa Olivia: Comfort, Nature and Landscapes of Maremma

Placed in the Manciano countryside, in the intact landscape of South Tuscany, 20 min from the Saturnia Cascades, Casa Olivia is an apartment in a farmhouse in the center of an age-old olive grove. From the garden and the house you can enjoy an incredible view on the Maremma hills with the Argentario coast in the background. Uncontaminated nature, peace and a wide choice of excursions in the surrounding area between art, history, sea and traditions. 30 minutes from beaches and beautiful villages

Guest favourite
A rustic stone house is set against a backdrop of lush trees, featuring a terrace with sun loungers arranged around a central swimming pool. The building's earthy tones complement the natural surroundings, while a chimney adds a touch of charm to the exterior.
Cottage in Roccalbegna
4.91 out of 5 average rating, 85 reviews

Small cottage, swimming pool entirely private use

The 12x4 meters saline water swimming pool is exclusively for the use of the guests of the guest house! The house is located in the South Tuscany in the rural area with stunning views. Renovated with typical Tuscan materials, its a combination of an authentic flavor and the convenience of modern design. The house is VERY SECLUDED, you would need to drive 15 minute along the dirt road which might be difficult if the weather is bad. But when you finally get there you won't regret the effort.

Superhost
A terrace is featured with a spacious table set for dining, surrounded by green chairs. Potted plants add color, while a scenic view of the sea and distant hills extends beyond. Clear skies enhance the inviting atmosphere of this outdoor space.
Apartment in Porto Santo Stefano
4.9 out of 5 average rating, 30 reviews

[porto s. stefano] elegant house +swimming pool

With multiple sleeping arrangements, this splendid apartment is ideal for all types of travelers. Located in the renowned area of Porto Santo Stefano and furnished with great attention to detail, it features a large panoramic terrace with a fantastic sea view. Comprising 3 double bedrooms, 2 bathrooms, a kitchen, and a spacious living room, it offers ample privacy in each room, whether you’re a group of friends or a family. A private parking space and access to a communal pool are included!

Guest favourite
An aerial view captures a pool situated on a rocky cliff, surrounded by clear blue water. Loungers with blue umbrellas are positioned along the edge, providing shade. The natural coastline meets the water, showcasing the vibrant hues of the ocean below.
Home in Porto Santo Stefano
5 out of 5 average rating, 5 reviews

140m2 Coastal Villa, AirCondition, Pool+Sea Access

70er Design Bungalow über 2 Etagen in einzigartiger Lage an toskanischer Steilküste. Weitläufige, sichere Ferienwohnanlage mit privaten Meerzugängen, Sicherheitsdienst, grossem Gemeinschafts-Pool, Bar-Betrieb, Bademeistern, kostenfreien Liegen, Bucht mit Sonnen-Pontons, PKW-Stellplatz usw. Haus in Flachdachbauweise mit Lichtkuppeln, 2024 renovierten Bädern, Aircondition, Innenhof, kleinem Garten. Atemberaubender Blick ins toskanische Inselarchipel mit Monte Cristo, Giglio, Elba und Korsika.

Guest favourite
The living area opens to a private balcony, featuring a dining table and four red chairs. A scenic view of the sea and lush greenery is visible beyond the balcony railing. Natural light fills the room, complemented by a floor lamp and cozy seating.
Apartment in Porto Santo Stefano
4.94 out of 5 average rating, 17 reviews

Lovely 3-bedroom with seaview and access to pool

Sunny 3 bedroom apartment with 2 bathrooms, including a private balcony with seaview, private parking, access to a beautiful shared pool (open mid-June to mid-Sept), tennis court, playground & restaurant. The apartment is part of the residential complex named "Il Carrubo", 5 min drive from the historical harbour, restaurants and shops. It has one master bedroom with ensuite bathroom, a double room with two single beds (and a crib for small children), and a third small bedroom for 1-2 people

Guest favourite
A spacious balcony offers panoramic views of the sea and distant coastline, where boats are visible in the harbor below. The vibrant blue of the water contrasts with the sky, creating a serene backdrop. Comfortable seating is arranged for relaxation while enjoying the scenery.
Home in Porto Santo Stefano
4.78 out of 5 average rating, 51 reviews

Stunning new house with amazing sea view and pool

The house features a stunning view on the sea, the two ports, the mountain and the Spanish Fortess. On the ground floor: living room with tv and air conditioner, well-equipped kitchen with a small terrace, main bedroom with air conditioner and bathroom, second room with double bed and bathroom. By the vintage stairs you can reach the mezzanine with a small bathroom and two comfortable queen bed. In the big terrace you can enjoy your meals. Access at the pool (from 15 june) and parking space.

Superhost
A spacious indoor living area features large, retractable glass doors that open to reveal a picturesque outdoor space. Natural stone walls and wooden beams create a rustic charm, while a cozy wood burner and a wooden coffee table add warmth to the serene atmosphere.
Cottage in Monte Argentario
4.81 out of 5 average rating, 94 reviews

Seafront Ecolodge breathtaking view

La Casetta sul Mare Tuscany primes an off the grid experience with all necessary comfort, this romantic ecolodge transpires sensuality, tranquility within walking distance from warm pristine mediterranean sea. A 3-hectare private property sitting on top of a secluded bay in Monte Argentario, Le Cannelle, one of the most exclusive destinations on the italian coast. The ecolodge offers a unique natural experience and a view to die for! You can see more videos IG lacasettasulmare.tuscany

Superhost
A clear blue swimming pool reflects the sky, surrounded by lush greenery. Two lounge chairs with green umbrellas offer shaded seating. The tranquil scene emphasizes relaxation and outdoor enjoyment.
Farm stay in Orbetello
5 out of 5 average rating, 7 reviews

"Giglio" panoramic apartment in Magliano in T.

The property, called "Santa Virginia", is an old country home which has been renovated and converted into 5 large apartments, each with its own garden or terrace. Santa Virginia is surrounded by the gorgeous Maremma countryside and is located only 10 minutes away from the beautiful Giannella beach. Nearby you can find the medieval town of Magliano In Toscana, and just a little further is the lagoon encompassed town of Orbetello. Both towns boast fantastic restaurants and views.

Superhost
An outdoor patio area features a spacious covered section with a large dining table and comfortable lounge chairs. Colorful flowers adorn terracotta pots, while a clear view of the blue ocean and swimming pool is visible in the background under a bright sky.
Villa in Monte Argentario
5 out of 5 average rating, 4 reviews

Sunset

A house renovated according to the most modern standards of energy saving and low environmental impact, with photovoltaic system and solar panels, equipped with all comforts, modern and elegant, it consists of a living room with kitchenette, 2 double bedrooms and a bathroom, an ideal solution for 2-4 guests. The house is air-conditioned and tastefully and simply furnished, equipped with TV, wi-fi, washing machine, dishwasher and underfloor heating for the colder months.

Guest favourite
Home in Campigliola
5 out of 5 average rating, 12 reviews

"Il Glicine" [Nature, Stars, Relaxation and Pool]

Authentic Tuscan stone farmhouse, finely renovated, immersed in the quiet of the Maremma. The independent apartment, with private entrance and exclusive garden, is located inside the Podere Il Paglieto. The interiors, curated with local materials, retain the rustic charm of tradition. Outside: relaxation area, barbecue and shared pool with wonderful views of the hills A unique place to rediscover the slow pace, authenticity and simple beauty of the Tuscan countryside

Popular amenities for Porto Santo Stefano rentals with a pool

Quick stats about holiday rentals with a pool in Porto Santo Stefano

  • Total holiday rentals

    Explore 30 holiday rentals in Porto Santo Stefano

  • Nightly prices starting at

    Porto Santo Stefano holiday rentals start at $156 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

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Porto Santo Stefano holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Porto Santo Stefano rentals

  • 4.6 Average rating

    Porto Santo Stefano stays receive an average rating of 4.6 out of 5 from guests

Destinations to explore

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  2. Italy
  3. Tuscany
  4. Grosseto
  5. Porto Santo Stefano
  6. Rentals with pools