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Holiday rentals with a pool in Guardistallo

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Guardistallo

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

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Guest favourite
Farm stay in Casale Marittimo
4.86 out of 5 average rating, 7 reviews

In the Tuscan countryside, Podere I Luoghi with swimming pool Ap1

In an old 19th-century farm, a lovely apartment surrounded by the greenery of the Tuscan countryside, on a hill with a beautiful sea view. It has 3 double bedrooms with a private bathroom, an equipped kitchen, a dining room and an outdoor area ideal for outdoor dining and relaxation. Seasonal swimming pool from June to September. Just 12 km from the sea, perfect for visiting villages such as Bolgheri, Castagneto Carducci, Montescudaio and Volterra, among hills, vineyards and authentic flavors.

Guest favourite
A clear, tranquil salt-water infinity pool reflects the bright blue sky and scattered clouds. Lush greenery, including tall cypress and evergreen trees, frames the pool area, enhancing the serene outdoor environment.
Loft in Rosignano Marittimo
4.95 out of 5 average rating, 112 reviews

Il Cubetto -Sea Studio: sense of peace and freedom

Our little place, Il Cubetto, inaugurated with the 2020 season, stands in full Tuscan country and is particularly distinctive because of its absolute exclusivity: only two studio apartments within our 7000 sqm of garden planted with many fruit trees, with great attention to any detail. Our guests, a maximum of two per studio apartment, have the use of a salt-water infinity swimming pool overlooking the valley. Depending on the car they drive, they can park next to the cottage or beside the road.

Guest favourite
A vibrant yellow flower stands prominently in the foreground, with a clear view of a swimming pool beyond. The pool is surrounded by well-maintained green grass and overlooks rolling hills, dotted with trees and distant vineyards.
Condo in Morrona
4.96 out of 5 average rating, 142 reviews

Casa Luna-Splendida overlooking the pool and Tuscan nature

My husband and I fell in love at first sight with this beautiful place. So we have moved here our whole life. Ideally located on the hill of Morrona,this landscape affords unique views over the hills near Pisa,put us in direct contact with a calm nature and gives us a wonderful spectacle of the fascinating and surprising course of seasons. The location is enhanced by the swimming pool with hydromassage,for those seeking a moment that will remain on their skin and in their hearts for a long time

Guest favourite
A charming stone cottage is surrounded by lush greenery and tall trees. Two white lounge chairs are positioned on the manicured lawn, accompanied by a small round table. A sun umbrella offers shade, while large windows reflect natural light, showcasing the inviting interior.
Home in Montescudaio
4.96 out of 5 average rating, 123 reviews

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

Top Guest favourite
A historic tower rises prominently against a blue sky dotted with fluffy clouds. Surrounding greenery complements the stone structure, with trees and small buildings visible along the hillside, collectively conveying a sense of tranquility.
Villa in Montecatini Val di Cecina
4.99 out of 5 average rating, 129 reviews

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.

Guest favourite
The tranquil salt-water pool reflects the colors of the sunset, creating a serene atmosphere. Lush landscapes surround the pool area, with silhouettes of trees and hills visible in the background. A patio set can be seen nearby, suggesting a space for relaxation.
Home in Chianni
5 out of 5 average rating, 16 reviews

The Cottage to relax and enjoy

Detached country house – for exclusive use – in stone and glass from the 18th century; ideal for 4 people. The spacious wooden terrace at the house with a large dining table invites you to socialize. On the terrace by the saltwater pool (10m x 5m, depth 1.4m-2.4m), you can relax on the sun loungers and deckchairs. Large property with olive and fruit trees, completely self-sufficient accommodation thanks to photovoltaics. (CIN IT050012C29N4AT4OD)

Superhost
An aerial view reveals the villa surrounded by lush greenery, with a private pool situated in the outdoor area. The property features a well-maintained garden and is positioned within a serene landscape, offering an indication of its peaceful surroundings.
Villa in Riparbella
4.75 out of 5 average rating, 12 reviews

Villa Cristina

Located in Riparbella, Villa 'Cristina' offers you a comfortable environment for your stay with a sea view. The two-storey property consists of a living room with a sofa bed for 2 people, a well-equipped kitchen, 4 bedrooms (one with direct access to the balcony), and 2 bathrooms, accommodating up to 9 people. Amenities include high-speed Wi-Fi (suitable for video calls), TV, air conditioning, washing machine, and dishwasher.

Guest favourite
A white umbrella provides shade over a small round table, which holds a potted cactus. In the background, rolling hills and olive trees are visible, accompanied by a swimming pool reflecting the sky. Lush greenery surrounds the area, enhancing the peaceful countryside ambiance.
Guest suite in Casale Marittimo
4.83 out of 5 average rating, 110 reviews

The cypress

Dependance of 30 sqm new building located in the context of property with independent main house immersed in the beautiful Tuscan countryside 12 km from the sea and close to centers of cultural interest. The beautiful villages of Bolgheri and Castagneto Carducci are within easy reach. A half-hour drive from Volterra. The furnishings are completely new. Garden and swimming pool with sea view available for guests.

Top Guest favourite
A refreshing pool area features a thatched umbrella providing shade over several sun loungers. The calm water reflects the surrounding Tuscan landscape, which includes rolling hills and a clear blue sky with scattered clouds.
Apartment in Santa Luce
4.96 out of 5 average rating, 75 reviews

Modigliani apt in the wild Tuscany Hills~Le Fraine

Nestled in the heart of the wild Tuscan hills, at 15 km from the sea, lies Le Fraine. A working farm resort, surrounded by vineyards and olive groves with a privileged view of the Santa Luce natural lake reserve. Where Nature prevails and our guests are treated like friends. Experience a memorable stay immersed in nature, with all the comforts and privacy you could wish for.

Guest favourite
A private outdoor area features a small garden with a table and four chairs under a roofed porch. Lush greenery surrounds the space, contributing to the tranquil setting. A decorative fence encloses the area, providing privacy and separation from the pathway.
Holiday home in Riparbella
4.97 out of 5 average rating, 29 reviews

Overseas, Casa Riparbella

L'appartamento é a pochi chilometri del mare. Siamo immersi nella natura, sulla cresta di una collina con una visuale che spazia dalle colline al mare. Per raggiungere Oltremare, c'é un tratto di strada bianca ( circa 800 metri ) non asfaltata, percorribile dalla maggior parte dei mezzi ma non adatta ad auto con un assetto sportivo.

Top Guest favourite
A solitary tree stands prominently in the foreground, framed against a vast landscape. Below, the coastline stretches toward the horizon, with the sea shimmering in the distance. The view includes a charming town nestled among the lush greenery of the surrounding hills.
Farm stay in Castagneto Carducci
4.99 out of 5 average rating, 114 reviews

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.

Top Guest favourite
The image features a serene infinity pool reflecting the surrounding trees and villa during sunset. Sun loungers are positioned beside the pool, and the well-maintained outdoor area offers a tranquil ambiance enhanced by the natural landscape.
Farm stay in Pisa
4.99 out of 5 average rating, 316 reviews

Tenuta Chiudendone in Tuscany

Great place in the middle of Tuscan Hills, you will be sorrounded 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.

Popular amenities for Guardistallo rentals with a pool

When is the best time to visit Guardistallo?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$316 NZD$266 NZD$276 NZD$244 NZD$227 NZD$266 NZD$318 NZD$377 NZD$261 NZD$282 NZD$294 NZD$358 NZD
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Quick stats about holiday rentals with a pool in Guardistallo

  • Total holiday rentals

    Explore 130 holiday rentals in Guardistallo

  • Nightly prices starting at

    Guardistallo holiday rentals start at $101 NZD per night before taxes and fees

  • Verified guest reviews

    Over 890 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Guardistallo holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Guardistallo rentals

  • 4.6 Average rating

    Guardistallo stays receive an average rating of 4.6 out of 5 from guests

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