Siena Holiday Rentals
Villa
10.0Exceptional
(116 Reviews)
5 Bedrooms
5 Baths
10 Guests
2476 ft²
Parking
Pool
Ocean View
Balcony/Terrace
£720/Night
7 Nights - £5,039
Apartment
- Siena
- ·
- Siena Historical Center
- 0.21 mi to center
10.0Exceptional
(39 Reviews)
1 Bedroom
2 Baths
5 Guests
861.11 ft²
Hot Tub- Parking
Air Conditioner
Internet
£84/Night
7 Nights - £589
Bed & Breakfast
- Siena
- ·
- Siena City Centre
- 0.21 mi to center
10.0Exceptional
(100 Reviews)
1 Bedroom
1 Bath
Breakfast- Air Conditioner
- Internet
Child Friendly
£120/Night
7 Nights - £843
Apartment
10.0Exceptional
(115 Reviews)
4 Bedrooms
2 Baths
8 Guests
2153 ft²
- Hot Tub
- Parking
- Balcony/Terrace
Kitchen
£317/Night
7 Nights - £2,219
Apartment
- Siena
- ·
- Siena Historical Center
- 0.29 mi to center
10.0Exceptional
(21 Reviews)
1 Bedroom
2 Baths
4 Guests
914.93 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
£280/Night
7 Nights - £1,961
Apartment
- Siena
- ·
- Siena Historical Center
- 0.10 mi to center
10.0Exceptional
(103 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
£214/Night
7 Nights - £1,496
House
10.0Exceptional
(92 Reviews)
3 Bedrooms
2 Baths
5 Guests
1076 ft²
Private Pool- Hot Tub
- Pool
- Balcony/Terrace
£244/Night
7 Nights - £1,707
Apartment
- Siena
- ·
- Siena Historical Center
- 0.26 mi to center
10.0Exceptional
(84 Reviews)
1 Bedroom
1 Bath
2 Guests
- Balcony/Terrace
- Kitchen
- Internet
- Child Friendly
£79/Night
7 Nights - £551
House
10.0Exceptional
(72 Reviews)
3 Bedrooms
3 Baths
5 Guests
1399 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
£352/Night
7 Nights - £2,461
Luxury Holiday Rentals in Siena
Over 1540+ Luxury Holiday Rentals in or Near Siena
Apartment
7.5Very Good
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
1291.67 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
£3,502/Night
7 Nights - £24,515
Apartment
- Siena
- ·
- Siena City Centre
- 0.23 mi to center
9.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
538.2 ft²
- Air Conditioner
- Internet
- Child Friendly
Security/Safety
£3,502/Night
7 Nights - £24,515
Villa
10.0Exceptional
(1 Review)
6 Bedrooms
6 Baths
14 Guests
- Breakfast
- Parking
- Pool
- Balcony/Terrace
£2,292/Night
7 Nights - £16,047
Villa
6 Bedrooms
6 Baths
11 Guests
4306 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
£1,752/Night
7 Nights - £12,267
House
10.0Exceptional
(3 Reviews)
9 Bedrooms
8 Baths
16 Guests
4198 ft²
- Private Pool
- Parking
- Pool
- Ocean View
£1,715/Night
7 Nights - £12,003
Villa
4 Bedrooms
5 Baths
8 Guests
3659.73 ft²
Oceanfront- Hot Tub
- Parking
- Pool
£1,642/Night
7 Nights - £11,492
Villa
10.0Exceptional
(1 Review)
6 Bedrooms
6 Baths
14 Guests
3229.17 ft²
- Oceanfront
- Parking
- Pool
- Ocean View
£1,458/Night
7 Nights - £10,205
Apartment
- Siena
- ·
- Siena Historical Center
- 0.17 mi to center
2 Bedrooms
1 Bath
6 Guests
1292 ft²
- Balcony/Terrace
- Kitchen
- Internet
Pet Friendly
£1,345/Night
7 Nights - £9,413
Villa
6 Bedrooms
6 Baths
12 Guests
5920 ft²
- Private Pool
- Breakfast
- Parking
- Pool
£1,306/Night
7 Nights - £9,140
Top-Rated Holiday Rentals with a Pool in Siena
Over 183+ The Best Private Villas and Holiday Rentals in Siena with a Pool
Hotel
10.0Exceptional
(209 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
£465/Night
7 Nights - £3,254
Villa
10.0Exceptional
(68 Reviews)
4 Bedrooms
4 Baths
10 Guests
4306 ft²
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
£791/Night
7 Nights - £5,535
Villa
10.0Exceptional
(65 Reviews)
5 Bedrooms
5 Baths
11 Guests
5382 ft²
- Private Pool
- Parking
- Pool
- Ocean View
£1,175/Night
7 Nights - £8,223
Villa
10.0Exceptional
(61 Reviews)
6 Bedrooms
6 Baths
12 Guests
5167 ft²
- Private Pool
- Parking
- Pool
- Ocean View
£1,119/Night
7 Nights - £7,830
House
10.0Exceptional
(45 Reviews)
1 Bedroom
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
£221/Night
7 Nights - £1,549
House
10.0Exceptional
(34 Reviews)
4 Bedrooms
4 Baths
10 Guests
2368 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
£544/Night
7 Nights - £3,811
Villa
10.0Exceptional
(22 Reviews)
3 Bedrooms
3 Baths
6 Guests
969 ft²
- Private Pool
- Parking
- Pool
- Ocean View
£322/Night
7 Nights - £2,256
House
10.0Exceptional
(21 Reviews)
2 Bedrooms
2 Baths
5 Guests
1163 ft²
- Hot Tub
- Parking
- Pool
Spa
£253/Night
7 Nights - £1,768
House
10.0Exceptional
(16 Reviews)
5 Bedrooms
5 Baths
12 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
£765/Night
7 Nights - £5,357
Pet-Friendly Holiday Rentals in Siena
Over 498+ Pet-Friendly Holiday Rentals in or Near Siena
Apartment
- Siena
- ·
- Siena City Centre
- 0.41 mi to center
10.0Exceptional
(41 Reviews)
2 Bedrooms
1 Bath
4 Guests
732 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Internet
£102/Night
7 Nights - £714
Apartment
- Siena
- ·
- Siena Historical Center
- 0.25 mi to center
10.0Exceptional
(10 Reviews)
1 Bedroom
1 Bath
2 Guests
430.56 ft²
- Internet
- Pet Friendly
- Child Friendly
£70/Night
7 Nights - £493
Apartment
- Siena
- ·
- Siena Historical Center
- 0.06 mi to center
10.0Exceptional
(11 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
£109/Night
7 Nights - £764
Apartment
- Siena
- ·
- Siena City Centre
- 0.35 mi to center
10.0Exceptional
(34 Reviews)
3 Bedrooms
2 Baths
8 Guests
1076 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
£286/Night
7 Nights - £2,004
Villa
10.0Exceptional
(7 Reviews)
4 Bedrooms
4 Baths
8 Guests
1937.5 ft²
- Hot Tub
- Parking
View- Air Conditioner
£363/Night
7 Nights - £2,538
Villa
10.0Exceptional
(15 Reviews)
5 Bedrooms
3 Baths
10 Guests
3229 ft²
- Parking
- Pool
- Ocean View
- Balcony/Terrace
£698/Night
7 Nights - £4,883
Apartment
10.0Exceptional
(7 Reviews)
3 Bedrooms
2 Baths
6 Guests
861 ft²
- Breakfast
- Parking
- Ocean View
- Balcony/Terrace
£129/Night
7 Nights - £902
Apartment
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
5 Guests
754 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£191/Night
7 Nights - £1,341
Villa
10.0Exceptional
(2 Reviews)
4 Bedrooms
5 Baths
8 Guests
3660 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
£1,068/Night
7 Nights - £7,474
Large Holiday Rentals and Private Villas in Siena
Over 196+ Large Holiday Rentals and Private Villas in or Near Siena
Villa
10.0Exceptional
(71 Reviews)
4 Bedrooms
4 Baths
8 Guests
1938 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
£522/Night
7 Nights - £3,656
House
10.0Exceptional
(3 Reviews)
5 Bedrooms
5 Baths
10 Guests
2906.26 ft²
- Oceanfront
- Hot Tub
- Breakfast
- Parking
£303/Night
7 Nights - £2,121
Villa
4.0Average
(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
£184/Night
7 Nights - £1,287
Villa
10.0Exceptional
(10 Reviews)
1 Bedroom
1 Bath
2 Guests
431 ft²
- Pool
- Balcony/Terrace
- Kitchen
- Internet
£73/Night
7 Nights - £509
Villa
10.0Exceptional
(2 Reviews)
5 Bedrooms
5 Baths
14 Guests
5489.59 ft²
- Oceanfront
- Breakfast
- Parking
- Pool
£724/Night
7 Nights - £5,071
Villa
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
2 Guests
538 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£169/Night
7 Nights - £1,185
Villa
10.0Exceptional
(1 Review)
4 Bedrooms
3 Baths
8 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
£1,188/Night
7 Nights - £8,313
Villa
9.8Exceptional
(41 Reviews)
5 Bedrooms
3 Baths
10 Guests
3229 ft²
- Private Pool
- Hot Tub
- Parking
- Pool
£549/Night
7 Nights - £3,845
Villa
9.8Exceptional
(9 Reviews)
7 Bedrooms
4 Baths
15 Guests
5382 ft²
- Private Pool
- Parking
- Pool
- Balcony/Terrace
£519/Night
7 Nights - £3,630
Wheelchair Accessible Holiday Homes in Siena
Over 136+ Wheelchair Accessible Holiday Homes in or Near Siena
Apartment
- Siena
- ·
- Siena Historical Center
- 0.13 mi to center
10.0Exceptional
(21 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
£340/Night
7 Nights - £2,378
Apartment
10.0Exceptional
(10 Reviews)
2 Bedrooms
1 Bath
3 Guests
645.83 ft²
EV Charge Station- Parking
- Balcony/Terrace
- View
£292/Night
7 Nights - £2,047
House
- Siena
- ·
- Siena Historical Center
- 0.04 mi to center
10.0Exceptional
(20 Reviews)
1 Bedroom
1 Bath
- Air Conditioner
- Internet
- Child Friendly
Wheelchair Accessible
£92/Night
7 Nights - £644
Apartment
- Siena
- ·
- Siena Historical Center
- 0.11 mi to center
10.0Exceptional
(9 Reviews)
2 Bedrooms
2 Baths
4 Guests
1292 ft²
- Hot Tub
- Balcony/Terrace
- Kitchen
- Air Conditioner
£366/Night
7 Nights - £2,562
Apartment
9.9Exceptional
(20 Reviews)
2 Bedrooms
1 Bath
3 Guests
645.83 ft²
- EV Charge Station
- Parking
- Balcony/Terrace
- View
£205/Night
7 Nights - £1,438
Apartment
- Siena
- ·
- Siena City Centre
- 0.10 mi to center
10.0Exceptional
(4 Reviews)
3 Bedrooms
3 Baths
8 Guests
2368 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
£283/Night
7 Nights - £1,981
Apartment
- Siena
- ·
- Siena City Centre
- 0.00 mi to center
10.0Exceptional
(4 Reviews)
3 Bedrooms
3 Baths
6 Guests
1453 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
£256/Night
7 Nights - £1,794
Apartment
10.0Exceptional
(2 Reviews)
3 Bedrooms
3 Baths
6 Guests
1507 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
£408/Night
7 Nights - £2,856
Apartment
- Siena
- ·
- Siena City Centre
- 0.07 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
6 Guests
1464 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
£315/Night
7 Nights - £2,207
Siena Private Villas and Holiday Homes Under $200
Over 970+ Siena Private Villas and Holiday Homes Under $200
Apartment
10.0Exceptional
(13 Reviews)
1 Bedroom
1 Bath
3 Guests
377 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
£127/Night
7 Nights - £885
Apartment
10.0Exceptional
(16 Reviews)
1 Bedroom
2 Baths
2 Guests
753.47 ft²
- Parking
- Air Conditioner
- Internet
Wellness Facilities
£120/Night
7 Nights - £841
Bed & Breakfast
- Siena
- ·
- Siena Historical Center
- 0.08 mi to center
10.0Exceptional
(7 Reviews)
1 Bedroom
1 Bath
- Breakfast
- Air Conditioner
- Internet
- Child Friendly
£87/Night
7 Nights - £609
Apartment
- Siena
- ·
- Siena Historical Center
- 0.34 mi to center
10.0Exceptional
(9 Reviews)
2 Bedrooms
1 Bath
4 Guests
969 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
£118/Night
7 Nights - £825
Apartment
- Siena
- ·
- Siena Historical Center
- 0.27 mi to center
10.0Exceptional
(15 Reviews)
1 Bedroom
1 Bath
2 Guests
602.78 ft²
- Parking
- Air Conditioner
- Internet
- Security/Safety
£129/Night
7 Nights - £903
Apartment
- Siena
- ·
- Siena Historical Center
- 0.34 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
£123/Night
7 Nights - £861
Apartment
- Siena
- ·
- Siena City Centre
- 0.15 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
1076 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
£134/Night
7 Nights - £941
Apartment
- Siena
- ·
- Siena City Centre
- 0.03 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
4 Guests
1023 ft²
- Kitchen
- Internet
- Child Friendly
Laundry
£109/Night
7 Nights - £764
Apartment
- Siena
- ·
- Siena Historical Center
- 0.53 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
861 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
£144/Night
7 Nights - £1,011
Instantly Bookable Holiday Homes in Siena
Over 447+ Instantly Bookable Holiday Homes in or Near Siena
Condo
10.0Exceptional
(69 Reviews)
2 Bedrooms
2 Baths
4 Guests
1184 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£203/Night
7 Nights - £1,424
Apartment
- Siena
- ·
- Siena Historical Center
- 0.15 mi to center
10.0Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
4 Guests
1615 ft²
- Kitchen
- Internet
- Child Friendly
- Laundry
£287/Night
7 Nights - £2,008
Apartment
10.0Exceptional
(64 Reviews)
3 Bedrooms
2 Baths
5 Guests
1184 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
£189/Night
7 Nights - £1,321
Apartment
- Siena
- ·
- Siena Historical Center
- 0.18 mi to center
10.0Exceptional
(45 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
£152/Night
7 Nights - £1,065
New
Apartment
- Siena
- ·
- Siena City Centre
- 0.25 mi to center
10.0Exceptional
(39 Reviews)
3 Bedrooms
2 Baths
5 Guests
1313 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
£256/Night
7 Nights - £1,790
Apartment
- Siena
- ·
- Siena Historical Center
- 0.08 mi to center
10.0Exceptional
(33 Reviews)
3 Bedrooms
1 Bath
6 Guests
1184 ft²
- Hot Tub
- Balcony/Terrace
- Kitchen
- Air Conditioner
£289/Night
7 Nights - £2,022
House
- Siena
- ·
- Siena Historical Center
- 0.11 mi to center
10.0Exceptional
(25 Reviews)
4 Bedrooms
4 Baths
8 Guests
2260 ft²
- Hot Tub
- Parking
- Spa
- Balcony/Terrace
£494/Night
7 Nights - £3,461
House
- Siena
- ·
- Siena Historical Center
- 0.22 mi to center
10.0Exceptional
(25 Reviews)
1 Bedroom
1 Bath
3 Guests
754 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
£158/Night
7 Nights - £1,106
Apartment
- Siena
- ·
- Siena Historical Center
- 0.20 mi to center
10.0Exceptional
(24 Reviews)
2 Bedrooms
1 Bath
3 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
£161/Night
7 Nights - £1,125
Book a Last Minute Place to Stay in Siena
About Casai's Private Villas and Holiday Rentals in Siena
Discover more than 1549 vacation rentals available in Siena. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Siena.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Siena, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Siena. On average, places to stay near Siena offer 758.72 ft², with nightly prices averaging £190.
With Casai, finding and comparing holiday rentals in Siena is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Siena
| Type | Count |
|---|---|
| Holiday Apartments | 1020 |
| Vacation Homes | 230 |
| Villas | 68 |
| Cottages | 2 |
Use these Quick Filters to Find a Holiday Rental in Siena
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Siena.
Weather in Siena, IT
View the weather forecast for Siena before booking your Siena Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 73°F Low 31°F
June - August
High 94°F Low 54°F
September - November
High 76°F Low 42°F
Top Attractions Around Siena, IT
Casai offers a large selection of top attractions around Siena . Research things to do on your vacation before you visit Siena.
Other Places to Stay in Siena, IT
Frequently Asked Questions About Siena?
What are the top holiday rentals in Siena?
With numerous options available in Siena, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Siena:
- Hotel Certosa Di Maggiano
- Fienile: luxury countryside villa, shared pool, ideal base to discover Tuscany
- City/Village Apartment in Siena with 4 bedrooms sleeps 8
- Casa Siena apartment
- La Dimora Dei Monaci
- Residenza d'Epoca Le Aquile
- Villa Le Tortore Tuscany private luxury pool relax
- Casa Buonsignori - Apartment in historical center of Siena
- Capanna, Typical Tuscan Farmhouse With Fruit Garden
- Villa in Siena with 4 bedrooms sleeps 8
How many holiday rentals have private pools in Siena?
Discover a selection of holiday rentals with private pools near Siena with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- VILLA SIENA is 4 km from Siena 10PAX AC, POOL & SPA total privacy.
- podere la strega
- Montechiaro Capanna In Siena, Tuscany
- Finestra Su Siena 16, Emma Villas
Which holiday homes in Siena are best for families?
If you're searching for a family-friendly holiday home in Siena, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Siena:
- Apartment "Il Campo", in the center of Siena, a few steps from Piazza del Campo
- Appartamento Conchiglia
- Residenza d'Epoca Le Aquile
How many Casai.uk holiday rentals are available in Siena?
As of 2026, Casai boasts over 1549 properties listed in the Siena area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Siena.
Nearby Neighborhood (3)
| Neighborhood | Property Count |
|---|---|
| Siena Historical Center Vacation Rentals in Siena, Tuscany | 1197 |
| Siena City Centre Vacation Rentals in Siena, Tuscany | 1197 |
| Montarioso Vacation Rentals in Siena, Tuscany | 1408 |
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