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Holiday rentals with a pool in Santa Maria a Monte

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Santa Maria a Monte

  • Total holiday rentals

    Explore 20 holiday rentals in Santa Maria a Monte

  • Nightly prices starting at

    Santa Maria a Monte holiday rentals start at $157 NZD per night before taxes and fees

  • Verified guest reviews

    Over 310 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Wi-Fi availability

    20 of Santa Maria a Monte holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Santa Maria a Monte rentals

  • 4.8 Average rating

    Santa Maria a Monte stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated rentals with a pool in Santa Maria a Monte

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

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Top Guest favourite
An aerial view captures Podere Vergianoni nestled in the Chianti hills, surrounded by lush vineyards. The property features a clear blue pool, shaded terraces, and carefully landscaped gardens. Rolling hills and rows of grapevines create a serene backdrop, highlighting the natural beauty of the Tuscan countryside.
Condo in Noce
5.0 out of 5 average rating, 352 reviews

Podere Vergianoni immerso nelChianti con piscina

Podere Vergianoni è un antica proprietà del 1600 a gestione familiare situato nelle splendide colline del Chianti in Toscana con la possibilità di organizzare navetta privata e esperienze locali direttamente con la nostra famiglia . L'appartamento è disponibile per 2 adulti con possibilità aggiunta divano letto per 2 bambini sotto i 12 anni . Nel grande cortile esterno troverete una piscina a sale con area relax su terrazza panoramica con vista su castello e vigneti con tramonti unici.

Guest favourite
A rustic home is nestled amidst lush greenery, featuring warm yellow walls and dark window shutters. Climbing vines and foliage surround the property, enhancing the serene landscape. The sky above is bright with white clouds, creating a tranquil setting.
Farm stay in Vicopisano
4.92 out of 5 average rating, 107 reviews

17th Century converted convent with olive grove

Away from it all in the peace and tranquility, yet 5 minutes from town. Escape the heat with the breeze in the hills and enjoy the nature in our beautiful rustic home. whole ground floor accommodation includes an enormous lounge area, well-equipped kitchenette, a family bedroom with bunk beds, and a further double bedroom. Beautiful lounge area with stunning views, and an ancient spring-fed swimming pool ( May-Oct) Pisa (+ airport) 15 mins Lucca 30 mins Florence 50 mins Train/bus 5 mins

Top Guest favourite
A leaf, overlaying a serene landscape, prominently displays the name 'Le Querce.' The background features an open space with trees, hinting at a lush environment. A gravel pathway is visible, leading through the grounds of the property.
Apartment in Santa Maria a Monte
4.93 out of 5 average rating, 43 reviews

Le Querce, ap. "Rosmarino", relax in Tuscany!

I nuovi appartamenti "Le Querce" si trovano al piano terra di una villa situata in un podere di tre ettari con oliveto e frutteto, caratterizzata dalla presenza di boschetti di alte querce. Gli alloggi sono appartamenti di circa 60 mq ognuno dei quali ha un portico antistante, ad uso personale di circa 20 mq vista piscina a sfioro, questa di uso comune(di 50 mq), disponibili lettini prendisole e ombrellone . Gli ospiti potranno usufruire di un parcheggio privato non custodito e gratuito.

Top Guest favourite
A sunlit pool area features a spacious salt-water pool with a surrounding deck. Several lounge chairs are arranged with umbrellas, providing shaded seating. A rustic stone building serves as a backdrop, displaying traditional Italian architectural elements and large windows that invite natural light.
Villa in Orentano
4.98 out of 5 average rating, 127 reviews

Villa Gourmet Food, Pizza, Chef, Pool and Nature

Villa Gourmet Typical farmhouse in the heart of Tuscany with 6 bedrooms that can comfortably accommodate up to 14 guests. - Exclusive saltwater infinity pool - Gourmet cuisine - Large garden with private parking - Two Free Charging Station (3,75 KW) - Veranda with table and Weber barbecue by the pool - Children's play area and table tennis - Football pitch - Home Restaurant service available - Cooking class and pizza workshop using a wood-fired oven - Shuttle Services

Guest favourite
A serene view of a crystal-clear swimming pool is featured, with comfortable lounge chairs arranged around it. In the background, a charming stone villa is set among lush greenery, providing a peaceful ambiance. The area is well-maintained, emphasizing an inviting outdoor setting.
Villa in Orentano
4.97 out of 5 average rating, 116 reviews

Charming Villa in Stone in Tuscany, Borgo ai Lecci

The location, easily accessible, is perfect for visiting the main attractions in Tuscany: the cities of art, the old villages, beautiful landscapes and many other points of interest in this amazing region. Or relax and feel like you are at home. This charming well-maintained Villa in Stone is part of a complex of three buildings used for higher-level holiday homes. We can also provide cots, cribs, baby bed, high chairs at the cost 10 euro each per day to be paid in cash locally.

Top Guest favourite
Villa in Montecatini Val di Cecina
4.99 out of 5 average rating, 138 reviews

Torre dei Belforti

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.

Top Guest favourite
A large swimming pool surrounded by a brick patio and manicured lawns is highlighted in this image. Sun loungers are positioned along the pool's edge, with lush greenery and trees creating a serene backdrop. The villa's charming structure is visible in the distance under a partly cloudy sky.
Villa in Barberino Tavarnelle
4.98 out of 5 average rating, 107 reviews

Podere Tignano, 4-bedroom villa in the Chianti!

Nestled among the rolling hills of Chianti between Florence and Siena, Podere Tignano offers breathtaking views over vineyards, olive groves, and golden grain fields. This charming Tuscan stone villa blends authentic rural character with modern comfort and welcomes up to 8 guests in 4 bedrooms. Surrounded by peaceful countryside and featuring a private swimming pool, it is the perfect retreat for those seeking relaxation, nature, and the true spirit of Tuscany.

Top Guest favourite
Home in Montaione
4.96 out of 5 average rating, 146 reviews

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.

Top Guest favourite
An infinity pool reflects the sky, surrounded by olive trees and well-manicured gardens. Comfortable lounge chairs are placed neatly along the pool deck under shaded umbrellas. A gradual elevation creates a seamless transition between the pool area and scenic countryside views.
Farm stay in Palaia
4.98 out of 5 average rating, 200 reviews

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.

Top Guest favourite
Villa in Lucca
4.98 out of 5 average rating, 119 reviews

Villa Barsocchini intera

Villa del 1500 sviluppata su 3 piani con una superficie totale di 1200 metri quadri immersa nel verde delle colline lucchesi ! Molte sale, 9 camere, 9 bagni , piscina immersa nell’uliveto . Location ideale per godersi la pace e la tranquillità della campagna con un gruppo numeroso di parenti e/o amici a soli pochi chilometri dal centro

Top Guest favourite
Farm stay in Pisa
4.99 out of 5 average rating, 337 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.

Top Guest favourite
A tranquil pool area is highlighted by a clear blue pool flanked by sun loungers under white umbrellas. Lush greenery surrounds the property, with a charming farmhouse visible in the background, and inviting pathways guide guests through the scenic landscape.
Villa in Capannori
4.99 out of 5 average rating, 148 reviews

Farmhouse , pool, 13 px. Lucca 10km

Our ancient farmhouse has been recently converted in a magnificent Holiday Home with private pool by very talented architects. Original Cotto floor, wood beamed ceiling, and the original Tuscan furnishings offer our guests the true tuscany feeling.

Popular amenities for Santa Maria a Monte rentals with a pool