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Siena vacation rentals

Book unique apartments, vacation rentals, and more on Airbnb

Top-rated vacation rentals in Siena

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guest favorite

Home in Siena

4.96 out of 5 average rating, 119 reviews

Domus Nannini - Loggia Salimbeni SPA

Apartment of 200 sqm furnished with precious classical furniture and very spacious rooms: 13 windows overlooking the old town, each window offers a unique view of the city. Big and spacious lounge with peerless view on the begin of Banchi di Sopra, Piazza Salimbeni and the headquarter of the Monte dei Paschi, formed by the noble palaces Tantucci, Salimbeni and Spannocchi. Second lounge with library, sofa-bed and the same exclusive view. 2 large bedrooms with city-views and king-size beds. 3 bathrooms one with jacuzzi and one with shower. A long corridor that crosses the apartment, spacious entrance and private terrace on the internal courtyard. Third lounge with sofa-bed and city-view. Dining room with panoramic views of the Duomo of Siena and Basilica of San Domenico which stand out over the medieval roofs of Siena a few meters from us. Fully equipped kitchen with laundry area. It occupies the entire second floor our 1600's palace and offers unique and privileged views of Siena and its architectural wonders. We are on Banchi sopra Sopra, the main course of the historical center of Siena, below the house you will find the best shops in the center with all the brands of high fashion, lots of restaurants; Wineries, Bars and Supermarkets with typical Tuscan products.

Mar 10 – 17

G$101,663 GYD per night
Guest favorite

Apartment in Siena

4.9 out of 5 average rating, 329 reviews

Brunello apartment...for wine lovers

"Brunello apartment" is located in the heart of the city centre. Just 50mt from the parking and 200mt from "Il Campo" square you can have a full immersion in this medieval town. The 50sq flat, at the first floor (only 10 steps), is brand new and has a private entrance, one bedroom, one kitchen and a bathroom. Of course it has wifi connection, air conditioning and everything you need for a confortable holiday (nespresso machine, microwave, kettle, fridge etc). We also provide towels and linens.

Oct 3 – 10

G$25,613 GYD per night
Guest favorite

Cottage in Geggiano

4.99 out of 5 average rating, 103 reviews

Villa di Geggiano - Guesthouse

The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.

Mar 8 – 15

G$105,054 GYD per night

Popular amenities for Siena vacation rentals

Stay near Siena's top sights

Piazza del Campo150 locals recommend
Siena Cathedral287 locals recommend
Medici Fortress64 locals recommend
Il Campo165 locals recommend
Galleria PortaSiena26 locals recommend
CONAD CITY59 locals recommend

House rentals in Siena

Guest favorite

Home in Panzano In Chianti

4.98 out of 5 average rating, 350 reviews

Old farmhouse near Panzano Castle Abbacìo

Feb 12 – 19

G$23,235 GYD per night
Guest favorite

Home in Siena

4.96 out of 5 average rating, 101 reviews

Secret Garden House

Dec 1 – 8

G$47,790 GYD per night
Guest favorite

Home in Siena

4.99 out of 5 average rating, 149 reviews

Podere Piazza casa with panoramic view

Jan 20 – 27

G$37,529 GYD per night
Guest favorite

Home in Siena

4.96 out of 5 average rating, 623 reviews

Green Oasis in Old Town

Dec 21 – 28

G$22,619 GYD per night
Guest favorite

Home in Castelnuovo dell'Abate

4.92 out of 5 average rating, 234 reviews

La Casetta di Brunello,very panoramic with terrace

Dec 12 – 19

G$38,737 GYD per night
Superhost

Home in Siena

4.79 out of 5 average rating, 733 reviews

Little heaven on the hills

Oct 26 – Nov 2

G$12,905 GYD per night
Guest favorite

Home in Castelnuovo Berardenga

4.94 out of 5 average rating, 144 reviews

THE BREATHE.Molino di Canonica. Original Apartment

Aug 23 – 30

G$23,216 GYD per night
Guest favorite

Home in Vaiano

4.99 out of 5 average rating, 132 reviews

Cottages in Tuscany in ancient garden villa with garden

Nov 13 – 20

G$32,134 GYD per night
Superhost

Home in Siena

4.8 out of 5 average rating, 457 reviews

Nice and pretty romantic two-room apartment Siena

Mar 25 – Apr 1

G$17,862 GYD per night
Guest favorite

Home in Villa A Sesta

4.98 out of 5 average rating, 381 reviews

Raffaella's House in Chianti

Jan 14 – 21

G$25,354 GYD per night
Guest favorite

Home in Cerreto Guidi

4.95 out of 5 average rating, 408 reviews

Casa del Giardino

Nov 25 – Dec 2

G$29,870 GYD per night
Superhost

Home in Siena

4.81 out of 5 average rating, 335 reviews

Piazza del Campo, nothing will be so central

Aug 23 – 30

G$40,808 GYD per night

Apartment rentals in Siena

Guest favorite

Apartment in Siena

4.89 out of 5 average rating, 378 reviews

Apartment Piazza del Campo Siena

Feb 14 – 21

G$36,867 GYD per night
Guest favorite

Apartment in Siena

4.88 out of 5 average rating, 392 reviews

Duprè's House

Jun 15 – 22

G$23,453 GYD per night
Guest favorite

Apartment in Siena

4.95 out of 5 average rating, 185 reviews

Paradise corner

Aug 31 – Sep 7

G$25,297 GYD per night
Guest favorite

Apartment in Monticchiello

4.99 out of 5 average rating, 294 reviews

Romantic Tower's dating 1200

Jan 23 – 30

G$53,050 GYD per night
Guest favorite

Apartment in Siena

4.95 out of 5 average rating, 207 reviews

SAN DOMENICO LUXURY APARTMENT

Aug 1 – 8

G$35,706 GYD per night
Superhost

Apartment in Siena

4.81 out of 5 average rating, 211 reviews

BV Apartment Siena

Oct 27 – Nov 3

G$30,361 GYD per night
Guest favorite

Apartment in Siena

4.84 out of 5 average rating, 351 reviews

Liberty Siena Flat ( New Apt 3 )

May 8 – 15

G$24,683 GYD per night
Guest favorite

Apartment in Siena

4.86 out of 5 average rating, 133 reviews

Apartment "La Fonte" downtown with garage

Jan 1 – 8

G$21,647 GYD per night
Guest favorite

Apartment in Siena

4.97 out of 5 average rating, 346 reviews

Apartment near the Tower

Jul 22 – 27

G$25,664 GYD per night
Guest favorite

Apartment in Siena

4.92 out of 5 average rating, 104 reviews

Penthouse in Siena near Piazza del Campo and Palio

Nov 28 – Dec 5

G$36,224 GYD per night
Guest favorite

Apartment in Siena

4.94 out of 5 average rating, 202 reviews

Apartment Palazzo Casini Piccolomini

Nov 14 – 21

G$50,905 GYD per night
Guest favorite

Apartment in Asciano

4.89 out of 5 average rating, 271 reviews

Podere Le Splandole - Crete Senesi

Mar 6 – 13

G$21,932 GYD per night

Other great vacation rentals in Siena

Guest favorite

Villa in Siena

4.97 out of 5 average rating, 150 reviews

Virgi House

Oct 26 – Nov 2

G$39,917 GYD per night
Guest favorite

Condo in Siena

4.96 out of 5 average rating, 113 reviews

ROMANTIC APARTMENT IN THE HISTORICAL CENTER OF SIENA

Nov 2 – 9

G$19,262 GYD per night
Guest favorite

Tower in Fiesole

4.95 out of 5 average rating, 151 reviews

A Big Dream in a Little Tower.

Sep 14 – 21

G$189,426 GYD per night
Guest favorite

Condo in Siena

4.96 out of 5 average rating, 345 reviews

Palazzo Bichi Ruspoli-Historical Home-Very Central

Dec 11 – 18

G$41,163 GYD per night
Guest favorite

Cottage in San Gimignano

4.94 out of 5 average rating, 246 reviews

Small renovated barn

Nov 20 – 27

G$22,767 GYD per night
Guest favorite

Farm stay in Campiglia D'orcia

4.91 out of 5 average rating, 316 reviews

Agriturismo Poggio Bicchieri ap. Memoria

Dec 15 – 22

G$19,171 GYD per night
Guest favorite

Vacation home in Poggibonsi

4.94 out of 5 average rating, 105 reviews

Victoria Chianti Vacations 🍇🍷

Mar 14 – 21

G$22,947 GYD per night
Guest favorite

Villa in Siena

4.9 out of 5 average rating, 252 reviews

Fascinating Villa Senese with View!

Dec 17 – 24

G$147,361 GYD per night
Guest favorite

Condo in Siena

4.96 out of 5 average rating, 137 reviews

Elegant vintage decorated home in the old Siena

Feb 10 – 17

G$26,799 GYD per night
Guest favorite

Villa in Ambra

4.98 out of 5 average rating, 107 reviews

Chianti Villa in Tuscany near Siena & Arezzo

Nov 23 – 30

G$182,107 GYD per night
Guest favorite

Villa in Castellina in Chianti

4.93 out of 5 average rating, 164 reviews

The Villino Farmhouse

Nov 3 – 10

G$107,914 GYD per night
Guest favorite

Condo in Noce

5.0 out of 5 average rating, 117 reviews

Vergianoni estate nestled in the Chianti with a pool

Jan 30 – Feb 6

G$25,487 GYD per night

Quick stats about vacation rentals in Siena

Total rentals

1.3K properties

Rentals with dedicated workspaces

560 properties have a dedicated workspace

Rentals with a pool

90 properties have a pool

Pet-friendly rentals

510 properties allow pets

Family-friendly rentals

520 properties are a good fit for families

Total number of reviews

62K reviews

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Siena?

    Yes! Work meets play with ease at over 560 vacation rentals in Siena featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • What types of vacation rentals are available in Siena?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Siena. From over 680 apartment rentals to over 110 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • How much does it cost to stay in farmstay rentals in Siena?

    Experience the best of Siena with our farmstay rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Siena?

    Four-legged friends are welcome in Siena. Choose from more than 510 vacation rentals for guests traveling with pets.

  • Are there Siena vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 90 vacation homes with pools in Siena, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Siena have self check-in?

    Absolutely! We offer over 30 house rentals with self check-in in Siena. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Siena have a bbq area?

    Absolutely! We offer over 30 house rentals with a bbq area in Siena. Enjoy a tailored experience with all the comforts you desire.

  • Do bed and breakfast rentals in Siena have wifi?

    Absolutely! We offer over 90 bed and breakfast rentals with wifi in Siena. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Siena have a gym?

    Absolutely! We offer over 10 apartment rentals with a gym in Siena. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Siena?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 120 homes with self check-in, over 40 homes with a bbq area, over 10 homes with a gym, over 600 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Siena
  5. Siena