Vacation Rentals with a Tennis Court in Tuscany

Curated seaside homes and cottages in Tuscany

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Home spotlights in Tuscany

Tuscan Welcome

Tuscan Welcome

  • 7 guests

  • 3 bedrooms

Orentano, Castelfranco di Sotto

Set on an estate dotted with trees, shrubs, and other native foliage, this home ecompasses the entire first floor of an ancient villa in Orentano. Despite sharing things like the pool, tennis court, and soccer field with another home, there is enough room on the property for it to still feel private.

Mango Panna Cotta

Mango Panna Cotta

  • 5 guests

  • 2 bedrooms

Viareggio, Lucca

Holding a special place in the heart of Viareggio, this Liberty-style, quaint apartment is the ideal spot for anyone looking to explore the city’s highlights. A seven-minute walk will take you to Bagno Maurizio Beach or the Viareggio Boardwalk – fashion lovers and foodies will be pleased to tour the boutiques, designer stores and fine dining restaurants on days when they’re not sunbathing at the beach.

Toscana Per Sempre

Toscana Per Sempre

  • 2 guests

  • 1 bedrooms

Gaiole in Chianti, Siena

Housed within a complex of stone buildings that were once a wine and olive oil-producing estate, this home offers Tuscan relaxation in spades. A communal pool, children’s pool and tennis courts await in the shared grounds, while the private terrace with its countryside views is perfect for a celebratory sundowner after a day of fun and exploring.

Over the Chianti Hills

Over the Chianti Hills

  • 4 guests

  • 1 bedrooms

Barberino Tavarnelle, Florence

Over the Chianti Hills and far away lies an abundance of Tuscan charm and Mediterranean serenity. Set in the ancient medieval village of San Donato, you'll get a quintessential Italian countryside experience with captivating views over the Tuscan landscape to remind you of your dreamlike location at every opportunity.


We selected the top 3% holiday homes in Tuscany Vacation Rentals with a Tennis Court

Explore the 48 most perfect homes in our collection

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Most popular homes in Tuscany

The Sky of Wonder

The Sky of Wonder

  • 12 guests

  • 5 bedrooms

Peccioli, Pisa

Sunflowers & Sangiovese

Sunflowers & Sangiovese

  • 10 guests

  • 4 bedrooms

Gaiole in Chianti, Siena

Between The Olive Groves

Between The Olive Groves

  • 24 guests

  • 12 bedrooms

Monte San Savino, Arezzo

Tuscan Flow

Tuscan Flow

  • 4 guests

  • 2 bedrooms

Castelnuovo Berardenga, Siena

Tuscan Whisper

Tuscan Whisper

  • 2 guests

  • 1 bedrooms

Gaiole in Chianti, Siena

Tuscany Magic

Tuscany Magic

  • 8 guests

  • 4 bedrooms

Castelnuovo Berardenga, Siena

Tuscan Trance

Tuscan Trance

  • 6 guests

  • 3 bedrooms

Castelfalfi, Toscana

Forever in Love

Forever in Love

  • 9 guests

  • 4 bedrooms

Manciano, Grosseto

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Frequently asked questions

Explore our collection of Vacation Rentals with a Tennis Court in Tuscany. Each home in our selection comes fully furnished, with the best-equipped kitchens, essential bathroom toiletries, and all linen included. Book a luxury home with a tennis court today, and keep practicing your serve when on holiday in Tuscany, Italy. Our friendly team of experts are also on hand to help you secure the perfect stay.

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