
Vacation rentals with a patio in Siena
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Top-rated patio rentals in Siena
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The Eagle and the Olive Tree
At Aquila e l'Ulivo, an ancient renovated farmhouse from the 1200s, you will not only find all the necessary comforts for a wonderful stay, but you will also experience the thrill of feeling free and immersed in the unspoiled nature of Val D'Orcia. Here you'll have the opportunity to walk with the two falcons Ayga and Sayen and interact with the eagles, and why not sip an excellent aperitif by the pool. We are waiting for you in our world, made up of animals, relaxation, nature and even a touch of Magic.

Luxury 4BR Chianti Tuscany Home Pool Ensuite Baths
Relax and unwind in this newly renovated 4-bedroom, 4-bath home in the heart of Italian wine country. Designed for comfort and privacy, each bedroom has its own ensuite bath, ideal for families, couples traveling together, or small groups. Enjoy spacious living areas, a large dining table for shared meals, and access to a beautiful shared borgo pool surrounded by vineyards and rolling hills. Located near Gaiole in Chianti with easy access to wineries, restaurants, and classic Tuscan scenery.

Sosta Eroica • Panoramic View & Quiet Pool Retreat
A pochi minuti da Siena, nel cuore autentico della Toscana, un luogo di pace relax e silenzio . vivi un soggiorno da sogno tra le Crete Senesi , Chianti, Val d’Orcia, Montalcino e Montepulciano. La casa è immersa in un paesaggio iconico di colline, cipressi e tramonti mozzafiato. Perfetta per coppie, famiglie e amanti della natura. Prenota e scopri esperienze uniche: degustazioni, tour e attività per vivere la Toscana come un local e a fine giornata rilassati nella nostra stupenda piscina .

Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking

Luxurious Medieval Tower & Private Concierge
It’s rare to find a place that’s not only romantic but also historic & truly one of a kind. La Torretta is part of Toscana a Due—a medieval tower with a huge garden & olive trees, right in the heart of San Quirico, overlooking the Val d’Orcia. The 1000-year-old building has been redesigned as a blend of heritage & antique luxury. With our unique tailored concierge service and a warm welcome into our family’s life, we share our traditions, history, and Tuscany’s hidden treasures with you.

Peaceful tuscan house with pool in Tuscany
An oasis of peace located in the heart of Tuscany on the wine roads! -A strategic area between Certaldo, San Gimignano, Siena and Florence. -Casa Valentina is hidden in a grove where you will enjoy fresh air, a stream with the chirping of birds -A newly renovated house that meets the historicity of the property, the comfort and the contemporaneity that makes it unique in its style - The warmth of the wood-burning fireplace - Heated whirlpool tub embraced by your own private garden.

Il Fienile, Luxury Apartment in the Tuscan Hills
‘Il Fienile’ is in an enchanting position immersed in the beauty of the Tuscan hills, with a breathtaking view of the surrounding countryside. It is located in the hamlet of Catignano in Gambassi Terme, just a few kilometres from San Gimignano. The house sits in a protected oasis surrounded by a beautiful private park with olive trees, a pond, pine trees and woods, where you can walk, relax and enjoy the pleasures of unspoilt nature. A unique experience entirely to be enjoyed.

[Luxury Apartment]WiFi-Private Garden-Free Parking
Splendida casa, situata a soli 5 minuti in auto dal centro storico di Siena, dagli spazi ampi e lussuosi. Finemente ristrutturata con utilizzo di materiali pregiati, in questo lussuoso immobile potranno soggiornare fino a 6 ospiti. La sua centralissima posizione, ad appena 5 minuti in auto dal centro storico di Siena, i tantissimi servizi che si trovano intorno alla casa e la zona tranquilla che la circonda, ne fanno la location ideale per un piacevole soggiorno a Siena.

Tuscan Country House with Breathtaking View
An incredible experience between flavor, nature and relax in the heart of Chianti. Situated between Barberino Tavarnelle, San Gimignano, Greve in Chianti, and Florence, Belvedere 27/A overlooks the Santa Maria Novella Castle, amidst vineyards and olive groves with an amazing view. A countryside Tuscan home, surrounded by olive’s fields and greenery, equipped with every comfort. Reconnect in this serene, one-of-a-kind stay, for a peaceful and relaxing holiday.

Mascagni Farmhouse in Val d'Orcia, Pienza
Climb the iconic Tuscan hills to Mascagni Organic Farm, an organic farm where your new home awaits: a finely restored 16th-century barn nestled among olive trees and wheat fields. Relax with a cup of tea, pick rosemary and lavender in the garden with breathtaking views of the Val d'Orcia. Rediscover your true nature among the pristine fields and olive trees: here, walks and bike rides have no limits! Ready to create memories that will last a lifetime?

I Tramonti di Eramo, Montepulciano city center.
Welcome to Montepulciano, the jewel of the Tuscan hills! Our apartment in the heart of the historic center offers breathtaking views of the surrounding countryside, providing an authentic and unforgettable experience. Step outside and savor the historic atmosphere of Montepulciano. Just a few steps away, you will find the extraordinary Piazza Grande, excellent restaurants, and all kinds of services. Tuscany awaits you for a unique experience.

L'Apparita del Peruzzi | Villa | Private Pool & Air-Con
A Renaissance villa attributed to Baldassarre Peruzzi, set in a private panoramic park located in the countryside near Siena (just 5,8 km from Piazza del Campo). Offered for exclusive use, the property features six bedrooms, a secluded private pool (May–September), and gardens designed by famous architect Pietro Porcinai, providing space, privacy and an authentic Tuscan experience for families and groups.
Popular amenities for Siena patio rentals
Apartment rentals with a patio

Santa Maria Novella 900 Suite

country house overlooking the vineyards

Charming Apt w/ a Large Garden in Historic Heart

Resort Panoramic view - Free parking

Casa Crociani - Amazing Pool & Free Parking

Air Suite at Villa Santa Lucia Nuova

Style, Love & Comfort:fall in love with Casa Vita!

Luxury Penthouse [ private terrace and elevator ]
House rentals with a patio

Casa il Cipresso

Romantic panoramic farmhouse near Siena

The Terrace of Victory

Da nonna Ornella - nest in Val d'Orcia

[Little Escape] 4 Beds + Private Panoramic Pool

Casa San Ripa: Relax Oasis with Private Pool

Villa le Scope 5*

Nada Home
Condo rentals with a patio

Da Vinci B&B {Apartment Near Florence Centre}

TOUCH the DOME! Romantic Terraced Penthouse + Lift

A lovely terrace in Santo Spirito with elevator

Amazing Apartment near Piazza Grande w/ Terrace

The Secret Garden

[Maison] Brunelleschi - 50m from the Duomo, Elevator

Riverfront Terrace

Caterina de' Medici luxury attic w/ terrace
When is the best time to visit Siena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,332 GYD | G$24,704 GYD | G$28,472 GYD | G$27,635 GYD | G$29,309 GYD | G$31,194 GYD | G$30,566 GYD | G$31,403 GYD | G$30,147 GYD | G$29,728 GYD | G$25,332 GYD | G$27,635 GYD |
| Avg. temp | 5°C | 6°C | 9°C | 12°C | 16°C | 21°C | 23°C | 24°C | 19°C | 14°C | 9°C | 5°C |
Quick stats about vacation rentals with a patio in Siena

Total vacation rentals
Explore 390 vacation rentals in Siena

Nightly prices starting at
Siena vacation rentals start at G$6,281 GYD per night before taxes and fees

Verified guest reviews
Over 26,770 verified reviews to help you choose

Family-friendly vacation rentals
190 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 170 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wi-Fi availability
380 of Siena vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Siena rentals

4.8 Average rating
Siena stays are highly rated by guests—averaging 4.8 out of 5!
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- Santa Maria Novella
- Cathedral of Santa Maria del Fiore
- Santa Maria Novella
- Lake Trasimeno
- Marina di Cecina
- Basilica of Santa Maria Novella
- Ponte Vecchio
- Cala Violina
- Mercato Centrale
- Fortezza da Basso
- Uffizi Gallery
- Piazza della Repubblica
- Del Chianti
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Piazzale Michelangelo
- Pitti Palace
- Mugello Circuit
- Parco delle Cascine
- Palazzo Vecchio
- Spiagge Bianche
- Boboli's Garden
- Gulf of Baratti
- Avignonesi Winery Fattoria Le Capezzine
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