Vacation rentals with a pool in Santa Maria a Monte

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

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Top guest favorite

A large private swimming pool features a clear blue surface, surrounded by a tiled perimeter. A slide is positioned to one side, while poolside lighting adds to the outdoor space's functionality. Stone walls and greenery frame the area, creating a secluded atmosphere.

Home in Piano di Coreglia

4.99 out of 5 average rating, 76 reviews

Casa del Sole

Detached house in Ghivizzano in a quiet area, private parking with gate. On the ground floor there is a large living room, dining room and kitchen. On the first floor there is a double bedroom, double bedroom (bunk bed) and bathroom with shower. Independent wooden kitchen with double bedroom and bathroom with shower. Outside there is a large private pool with Jacuzzi, a fenced garden, a wooded arbor, barbecue, table, kitchenette. Perfect for relaxing or for excursions to places of natural beauty

Superhost

A large outdoor swimming pool is visible under a clear blue sky, surrounded by lush greenery. The tranquil water reflects the sunlight, creating a calming atmosphere. Vegetation frames the scene, enhancing the privacy of the pool area.

Home in Montespertoli

4.83 out of 5 average rating, 70 reviews

Vacanza immersa nella campagna Toscana 'Canaiolo'

"💖Regalati una vacanza immersa nella campagna Toscana, con grande piscina attrezzata 🌞💐I profumi della natura, i paesaggi mozzafiato e la piscina saranno la cornice per il relax che cerchi. 🚴🏻‍♂️🏃‍♀️Poi se senti il bisogno di muoverti puoi nuotare, camminare o correre tra i sentieri intorno alla tua casa in campagna. 🏛La posizione strategica dell'appartamento consente di fare escursioni a Firenze, Siena e Pisa. ✨Gli appartamenti sono di recente ristrutturazione in stile toscano."

Top guest favorite

A clear swimming pool set within a landscaped garden, surrounded by lush green trees and hedges. The pool features a light blue hue with sun glimmering on the water's surface, inviting relaxation. Sun loungers are positioned nearby for comfortable seating.

Condo in Soiana

4.98 out of 5 average rating, 46 reviews

Charmante Wohnung mit Garten, Pool und Talblick

Apartment in Historical building with shared garden and pool. The property is located in a typical Medieval Tuscan village close to Terricciola (PI) which is part of the wine route. The historic palazzo was built in the 17th Century and has been converted into several individual apartments sharing a private swimming pool and a garden. This lovely apartment has a private car parking and a stunning view over the hills. The village is only 25 min. from Pisa Airport and 35 min. from the coast.

Guest favorite

A spacious living room features exposed wooden beams above, with a cozy seating arrangement of soft sofas. A rustic wooden coffee table sits in the center, surrounded by warm, terracotta-tiled floors. A classic fireplace provides a focal point, complemented by thoughtful decorative accents.

Home in San Casciano In Val di Pesa

4.84 out of 5 average rating, 92 reviews

Tuscan Villa Featured Conde Nast Best Villas Italy

Step under archways into a home where the original wood ceilings and tiled floors showcase Tuscan style. Enjoy delicious meals on the terrace with sweeping views of Tuscany, winters curled up in front of a huge fire place or relaxing on warm summer days by the pool. Savour the best of Tuscan food and wine with cooking classes with a Michelin chef, master classes in wine and visits to local artisan cheese and wine makers. Listed by Condé Nast as one of the most beautiful villas in Italy.

Guest favorite

A serene pool with a smooth surface reflects the surrounding greenery. Tall cypress trees and lush garden areas border the pool, complemented by colorful plants and a well-maintained lawn. The sky is bright and clear, adding to the tranquil ambiance of the outdoor space.

Home in Cerbaia

4.9 out of 5 average rating, 21 reviews

Podere Villanuova 2

Cute apartment in the tuscan countryside with a beautiful pool, set in Cerbaia, 20 km away from Florence. It is in a great position to visit many of the highlights of Tuscany and the wine region of Chianti. We rent a small apartment that has a living room with kitchen, a main bedroom, one bathroom. The house has a beautiful and spacious garden with a big pool overlooking the tuscan hills. In the property there is the villa of the owners and another apartment that we rent here on airbnb.

Guest favorite

A private pool is surrounded by sun loungers, set on a wooden deck. The pool area features natural stone paving and is enclosed by a child-proof fence. Lush greenery and olive trees outline the space, providing a serene environment for relaxation.

Home in Lecchi in Chianti

4.96 out of 5 average rating, 136 reviews

Casa di Lyndall - Entire house with exclusive pool

Welcome to “Casa di Lyndall” My home is located in the medieval village of Lecchi in Chianti, set in rolling hills, castles, vineyards & olive groves, & provides a view that extends nearly 50 kms. It’s a perfect choice for a family or group of four people. My home is built in typical Tuscan style with exposed chestnut beams, fireplace, and a well appointed kitchen. The 8 metre pool is private & located on the top terrace of the olive grove, has a child proof fence, and 4 sun lounges.

Guest favorite

A clear blue pool is seen in the foreground, reflecting the sky. In the background, a rustic stone building with a wooden door is positioned beside olive trees and rolling hills. The scene is framed by a few distant hills.

Apartment in Capannori

4.91 out of 5 average rating, 34 reviews

Casa Colle

Ground floor apartment in a family home with independent entrance & hall, spacious living area with fully fitted kitchen, double sofa bed, large double bedroom and bathroom with shower. Traditional beamed & terracotta ceilings throughout. Outside there is an ancient pizza oven, private patio and private garden plus a beautiful pool 8m x 4m and further garden shared with the owners. For reviews please look at my property on tripadvisor and homeaway: search Colle di Compito.

Guest favorite

A serene outdoor setting features a round above-ground pool surrounded by lush greenery. Trees provide shade, and distant hills can be seen in the background under a clear blue sky. The pool is equipped with a ladder and a slide for easy access.

Apartment in Lucca

4.88 out of 5 average rating, 8 reviews

le terrazze di luna

Ampio appartamento in villa immersa nella natura, circondata dai tipici panorami della campagna toscana, in un contesto isolato e tranquillo non troppo distante dai maggiori servizi (massimo 15 minuti di automobile). Dalla casa sono facilmente raggiungibili vari punti di interesse: - Lucca (20 minuti 🚗) - Pisa (25 minuti 🚗) - Firenze (1 ora e ½ 🚗) - Massaciuccoli lago ed oasi Lipu (10 minuti 🚗) - Torre del lago (25 minuti 🚗) - Forte dei marmi (40 minuti 🚗)

Top guest favorite

An inviting infinity pool extends towards a panoramic view of the surrounding mountains. A shaded area with lounge chairs offers a perfect spot for relaxation. Lush greenery and soft hills frame the scene, enhancing the tranquil atmosphere. The clear water reflects the skies above.

Farm stay in Sillico

4.97 out of 5 average rating, 153 reviews

Romantic stay where Tuscany meets the sky!

The property is located on top of a very panoramic hill, near the medieval village of Sillico where is located also a very good restaurant. Perfect accommodation for romantic couples, families with children with their dogs. Perfect place to relax but also suitable for guests who like active holiday with many exiting trekking, canyoning, mtb and horse riding excursions. Nice panoramic pool and view on the entire valley. Welcome where Tuscany meets the sky!

Top guest favorite

A clear blue pool is framed by lush greenery and terracotta paths, with several lounge chairs positioned nearby. The house sits atop a gentle hill, surrounded by tall trees and vibrant shrubs, offering a serene perspective of the Tuscan landscape.

Villa in Siena

4.85 out of 5 average rating, 86 reviews

Enchanting Rose Garden Pool Villa

Truthful Tuscan paradise just 12mins from Siena. Boasting two doubles and two twins, 3 bathrooms, a very large leaving room, a beautiful dining room with fire place, park, parking and pool are all private. It is the ideal old and authentic family retreat, nestled on top of the Montechiaro hill with 360 degrees views over Chianti. The host leaves in the adjacent house. In winter and early spring there is an extra charge of 50€ a day for heating.

Top guest favorite

Loft in Scandicci

4.98 out of 5 average rating, 108 reviews

Meraviglioso Loft in Villa con Piscina nel Chianti

Situato al secondo e ultimo piano del complesso "Suites le Valline", il loft Piazzale Michelangelo offre uno stile unico in una posizione ideale per esplorare la Toscana, a 15 minuti di auto da Firenze e San Casciano! Concedetevi un momento di relax nella splendida terrazza panoramica su Firenze, o rinfrescatevi nella bio piscina tra gli ulivi...e ricordate che tutte le verdure dell'orto delle Valline sono a vostra disposizione!

Guest favorite

Apartment in Morrona

4.8 out of 5 average rating, 15 reviews

Charming apartment with pool

Imagine your nest in the heart of the main square of an ancient village - a cozy and familiar refuge, also for bike lovers, strategically located in the center of the Pisa-Florence-Siena triangle. From here, you can quickly reach the iconic destinations and cultural wonders of Tuscany. This apartment, with its private garden, pool, barbecue area, bike storage, and panoramic view of the hills, ensures you a vacation like no other.