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Vacation rentals with a pool in Cavriglia

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Cavriglia

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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

4.84 out of 5 average rating, 69 reviews

Holiday immersed in the Tuscan countryside 'Canaiolo'

"💖Treat yourself to a vacation immersed in the Tuscan countryside, with a large equipped pool 🌞💐The scents of nature, the breathtaking landscapes and the swimming pool will be the setting for the relaxation you are looking for. 🚴🏻‍♂️🏃‍♀️Then if you feel the need to move around you can swim, walk, or run through the trails around your country home. 🏛The strategic location of the apartment allows you to hike in Florence, Siena and Pisa. ✨The apartments are recently renovated in Tuscan style.”

A tranquil swimming pool is illuminated by soft lighting, surrounded by lush greenery and olive trees. The night sky is filled with stars, creating a serene atmosphere, while a few lounge chairs are positioned nearby for relaxation.

Condo in CORTONA

4.96 out of 5 average rating, 24 reviews

Relaxation and peace in the countryside Cortona G

"Le Oche Grigie" was the first Charming Home in Cortona totally dedicated to people in love. Unlike other lodgin we only accept couples without children. This means for our guests memorable romantic experiences, emotions and complicity in a country house, away from the distractions of daily life. Strategically positioned in the center of an area of extraordinary beauty, only 3 exclusive and independent apartments, renovated with fine finishing and natural materials. Garden and swimming pool.

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

4.83 out of 5 average rating, 89 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.

A large saltwater swimming pool is surrounded by lounge chairs and offers views of the lush, green landscape beyond. The area is shaded by a tree, creating a relaxing environment for guests to enjoy.

Villa in Petrignano

4.98 out of 5 average rating, 51 reviews

Restored Farmhouse & Cottage with AC, Pool & WIFI

Villa La Quercia is a private 2 acre property consisting of a beautifully restored farmhouse and cottage- both exclusively for you during your stay. The property is surrounded by farmland and forest providing complete privacy and tranquility, yet the nearest village is only 3kms away. The property comfortably sleeps up to 12 people and has a large salt water filtered swimming pool. Fabulous restaurants, wineries and stunning Tuscan & Umbrian villages are but a short drive. Welcome.

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, 135 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.

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.

Loft in Scandicci

4.98 out of 5 average rating, 100 reviews

Wonderful Loft in Villa with Pool in Chianti

Located on the second and last floor of the "Suites le Valline" complex, the Piazzale Michelangelo loft offers a unique style in an ideal location to explore Tuscany, a 15-minute drive from Florence and San Casciano! Treat yourself to a moment of relaxation in the beautiful panoramic terrace overlooking Florence, or cool off in the bio pool among the olive trees...and remember that all the vegetables of the Valline garden are at your disposal!

Apartment in Morrona

4.86 out of 5 average rating, 14 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.

Apartment in Mercatale Valdarno

4.98 out of 5 average rating, 80 reviews

Panoramic view from stone Apartment- Pool and A/C

Unique experience in a real, old Tuscan farmhouse. Podere Casa Muricce is the place for people who love nature, animals, woods, but also close to the main places of interest in Tuscany. Situated on the top of a hill high 400mt, carefully restructured according to the tradition, Casa Muricce is the typical ancient Tuscany house in stone: all the furnishings, even doors, are original from Tuscany houses of `700/'800.

A panoramic view of the outdoor swimming pool captures the serene landscape of rolling hills and fields. Loungers are positioned around the pool area, inviting relaxation. The backdrop showcases a clear sky transitioning from blue to warm hues, emphasizing the tranquil countryside setting.

Farm stay in Sanfatucchio

4.88 out of 5 average rating, 182 reviews

2 room apartments in farmhouse whit pool

We have 4 apartments of this type on first floor and on two levels with two bedrooms (one double and a single bedroom), living room with kitchenette, bathroom with shower. The farmhouse enjoys a 360° view of the Umbrian and Tuscan hills and has a garden and shared swimming pool in summer, lounge and playground. This typology can NOT be booked with CHILDREN UNDER 12 or babies and is for max 3 people.

A serene pool area is surrounded by lush greenery, featuring several lounge chairs positioned under large umbrellas. The infinity pool offers expansive views of the Tuscan landscape, with gentle rolling hills in the background and clear blue skies above.

Townhouse in Barberino Tavarnelle

4.96 out of 5 average rating, 81 reviews

Tower dating back to 1212 in the heart of Tuscany

In the heart of Tuscany, newly renovated apartment in old farmhouse restored from the ground up. Only 30 minutes from Florence and 40 from Siena. A/C in every room and screens on door and windows Extremely quiet, with all comforts including a common infinity pool with large private umbrella for shade. Relax outside with a glass of wine or tour around chianti from this conveniently located home.

A spacious terrace features comfortable outdoor seating areas, complemented by vibrant flower pots. There are shaded areas provided by a canopy, with panoramic views of the surrounding hills and valleys, inviting relaxation and appreciation of the landscape.

Villa in Talla

4.91 out of 5 average rating, 23 reviews

Lovely villa heated outdoor pool & tennis court

A spectacularly located and comfortable holiday accomodation offers an inviting heated swimming pool (size 10x5x1,40 m deep), tennis court, Jacuzzi and gym a large furnished terrace overlooking the beautiful Casentino valley and its breathtaking views. The property can accomodate up to 12 guests and has 6 bedrooms each bedroom comprises its own bathroom.

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Popular amenities for Cavriglia rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

A private swimming pool is surrounded by neatly maintained greenery, with sun loungers and umbrellas positioned nearby. A covered seating area is visible under a canopy, providing shaded relaxation. The tranquil setting is complemented by the lush olive trees and plants dotting the landscape.

Home in Montopoli in Val D'arno

4.93 out of 5 average rating, 42 reviews

Villa Due Pini Marti with private pool

Home in Firenze

5 out of 5 average rating, 8 reviews

La Limonaia della Torretta

Home in Pistoia

5 out of 5 average rating, 8 reviews

Countryside Cottage with Pool "Il Melograno"

Home in San Lorenzo

5 out of 5 average rating, 17 reviews

Casa dei Vasi

A private swimming pool is framed by lush greenery, with a gentle slope leading to the water's edge. Sunlight reflects off the clear water, creating a serene atmosphere. A tiled deck surrounds the pool, enhancing the tranquil setting.

Home in Monte San Savino

4.99 out of 5 average rating, 69 reviews

CHARMING TUSCANY VILLA PRIVATE POOL

A private pool area is framed by lush greenery and blooming flowers. Two lounge chairs and a small table are arranged on a stone patio under a large umbrella. The bright yellow house is partially visible, showcasing an upper balcony.

Home in Cortona

4.96 out of 5 average rating, 57 reviews

"Casa Elisa", house with pool at the foot of Cortona

Home in Casanova

4.89 out of 5 average rating, 36 reviews

Casa Liliana

A private pool is situated within a spacious, well-kept lawn, surrounded by tall trees and lush greenery. Lounging chairs are placed beside the pool, providing a comfortable spot for relaxation. Clear blue skies create a serene atmosphere, enhancing the tranquil outdoor setting.

Home in Cortona

4.92 out of 5 average rating, 26 reviews

Beautifully restored villa with private pool

Condo rentals with a pool

A private swimming pool is surrounded by lounge chairs and umbrellas, inviting relaxation. A hammock offers a serene spot to unwind. Lush greenery frames the pool area, and the apartment structure is visible in the background, blending with the natural landscape.

Condo in Loro Ciuffenna

5 out of 5 average rating, 9 reviews

""Beautiful Villa with PRIVATE pool in Tuscany""

A two-level swimming pool is set amidst landscaped greenery, featuring a shallow area leading to deeper sections. Loungers are arranged in a sunbathing area surrounded by olive trees, while a rustic building is visible in the background, providing a scenic backdrop.

Condo in Pergine Valdarno

4.67 out of 5 average rating, 6 reviews

Relax in farmhouse among the Chianti vineyards

An aerial view highlights a spacious homestead surrounded by lush green fields and well-maintained gardens. The landscape features a combination of agricultural land and residential areas, with a road creating a natural separation between them. Trees provide a soft border to the property.

Condo in Bibbiena

5 out of 5 average rating, 16 reviews

ideal for two + loggia, pool on the farm

A table set for breakfast showcases cups, a basket of croissants, and an apple. The scene is framed by lush greenery and a distant view of a rustic building with a tiled roof, under a bright blue sky with scattered clouds.

Condo in Volterra

4.95 out of 5 average rating, 21 reviews

Three-room apartment with 2 bedrooms and private garden, pool

A serene outdoor pool with a stone border is surrounded by lush greenery, offering a peaceful view of the rolling hills in the distance. The bright blue water contrasts beautifully with the natural elements, providing a refreshing spot for relaxation.

Condo in Uzzano

4.81 out of 5 average rating, 21 reviews

Tuscan country apartment in a lovely olive grove

A shared swimming pool is set within a serene garden, surrounded by olive trees. Comfortable lounge chairs are arranged around the pool, complemented by a neat patio area. The clear water reflects the sunlight, enhancing the inviting atmosphere of the outdoor space.

Condo in Gavinana

5 out of 5 average rating, 25 reviews

Luxury Views aircon Shared Pool parking cooking

A spacious swimming pool is surrounded by manicured grass and framed by tall trees. Sun loungers are arranged on one side, and umbrellas provide shade, creating a relaxing outdoor space. A clear blue sky with scattered clouds adds to the serene atmosphere.

Condo in San Casciano in Val di Pesa

4.83 out of 5 average rating, 215 reviews

lovely farm- apartment (Fox)

The image captures a panoramic view of a sprawling estate surrounded by lush gardens and rolling hills. A clear blue pool is situated at the center, bordered by lounge chairs. The architecture features a two-story building, harmonizing with the serene landscape.

Condo in Gambassi Terme

4.89 out of 5 average rating, 45 reviews

Panoramic apartment with pool and private garden

Home rentals with a private pool

The stone house features a welcoming entrance with large arched windows. A vibrant flower box filled with geraniums complements the lush green lawn. A shaded area with wooden seating offers a place to relax, while the infinity pool and surrounding vineyards are visible in the background.

Cottage in Barberino Tavarnelle

4.98 out of 5 average rating, 186 reviews

Stone House with Exclusive Pool Codilungo in Chianti

An aerial view showcases the expansive grounds of Villa Pergo, surrounded by lush greenery and fields. The infinity pool is highlighted, surrounded by sunbeds and shaded by cypress and ancient trees. The countryside landscape stretches into the distance, enhancing the villa's serene setting.

Home in Pergaccio

5 out of 5 average rating, 46 reviews

Villa Pergo is an ancient charming country villa

A shared infinity pool is surrounded by tall cypress trees, providing a tranquil atmosphere. Comfortable lounge chairs set along the poolside invite relaxation under the shade of a large umbrella. The lush greenery and rustic building in the background complement the serene setting.

Farm stay in arezzo

4.98 out of 5 average rating, 221 reviews

Explore nature in the center of Vigneti Chianti

The villa is surrounded by lush greenery and tall trees, providing shade to a spacious outdoor seating area with a pergola. Steps lead up to the entrance, framed by well-manicured hedges, while a stone barbecue area is positioned nearby.

Villa in San Miniato

4.88 out of 5 average rating, 40 reviews

Villa with exclusive pool

Home in San Casciano in Val di pesa

5 out of 5 average rating, 41 reviews

Charming villa in the Chianti hills

Villa in Cortona

4.93 out of 5 average rating, 46 reviews

Agriturismo Henni panoramic pool sauna and jacuzzi

A spacious room features polished black and white marble flooring, with large arched windows allowing natural light to fill the space. A glass-top table is elegantly set with decorative glassware, while a cozy seating area with a light-colored couch complements the tranquil ambiance.

Villa in Pian di SCO

5 out of 5 average rating, 26 reviews

Villa il Palagio in the Tuscan countryside

Home in Tavarnelle Val di Pesa

4.93 out of 5 average rating, 92 reviews

Casa Luigi Suite with Exclusive Pool

Quick stats about vacation rentals with a pool in Cavriglia

Total rentals
180 properties
Nightly prices starting at
G$8,343 GYD before taxes and fees
Total number of reviews
2.8K reviews
Family-friendly rentals
110 properties are a good fit for families
Pet-friendly rentals
100 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace

Destinations to explore