Title: Portole Vacation Rentals from $160: Search Short-Term Rentals | Expedia.com

[Portole Travel Guide](https://expedia.com/Portole.dx3000390328)[Hotels in Portole](https://expedia.com/Portole-Hotels.d3000390328.Travel-Guide-Hotels)[Flights to Portole](https://expedia.com/Cheap-Flights-To-Portole.d3000390328.Travel-Guide-Flights)[Car Rentals in Portole](https://expedia.com/Car-Rentals-In-Portole.d3000390328.Car-Rental-Guide)[Portole Vacation Packages](https://expedia.com/Portole.d3000390328.Destination-Travel-Guides)

![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=3000390328&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=3000390328&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=3000390328&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=3000390328&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Portole vacation rentals

![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/adbd192d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/ee21b4e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/35d33457.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/7ff483f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday home with panoramic terrace ideal for families and couples

[](https://www.expedia.com/Cortona-Hotels-Holiday-Home-With-Panoramic-Terrace-Ideal-For-Families-And-Couples.h92355622.Hotel-Information)

Cortona

$104 nightly

$104 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Cortona-Hotels-Holiday-Home-With-Panoramic-Terrace-Ideal-For-Families-And-Couples.h92355622.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/87000000/86170000/86163100/86163088/e34058f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/87000000/86170000/86163100/86163088/304acfc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/87000000/86170000/86163100/86163088/6f9d8ac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/87000000/86170000/86163100/86163088/e7d80660.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Graziella, Romantic Perugia 

[](https://www.expedia.com/Magione-Hotels-Villa-Graziella.h86163088.Hotel-Information)

La Valle

9.6/10

Exceptional

(8 reviews)

"excellent stay. Beautiful pool, well equipped kitchen, very friendly host.Perfect for the visit of the surrondigns: Perugia, the lake, Montepulciano."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

cinzia c.

$196 nightly

$196 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Magione-Hotels-Villa-Graziella.h86163088.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/101000000/100690000/100684600/100684575/62c9a2fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100690000/100684600/100684575/83b03268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room | Desk, laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100690000/100684600/100684575/3cf9a8b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100690000/100684600/100684575/ffeaa464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### L'Antica Sosta

[](https://www.expedia.com/Corciano-Hotels-L-Antica-Sosta.h100684575.Hotel-Information)

Corciano

9.4/10

Exceptional

(3 reviews)

"Molto accoglienti e gentili "

![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg)

Valentina

$71 nightly

$78 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Corciano-Hotels-L-Antica-Sosta.h100684575.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/105000000/104510000/104504400/104504353/f8e02bff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oven](https://images.trvl-media.com/lodging/105000000/104510000/104504400/104504353/24a48ca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104510000/104504400/104504353/5f64bcfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oven](https://images.trvl-media.com/lodging/105000000/104510000/104504400/104504353/73c7696e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Room 'Art Rooms - Kandinskij' with Private Terrace, Wi-Fi and Air Conditioning

[](https://www.expedia.com/Arezzo-Hotels-Room-Art-Rooms-Kandinskij-With-Private-Terrace.h104504353.Hotel-Information)

IL Vignale

$104 nightly

$111 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Arezzo-Hotels-Room-Art-Rooms-Kandinskij-With-Private-Terrace.h104504353.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/25000000/24380000/24373100/24373081/c3f2502a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/25000000/24380000/24373100/24373081/30d81c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double or Twin Room, 1 Bedroom | Premium bedding, down comforters, pillowtop beds, minibar](https://images.trvl-media.com/lodging/25000000/24380000/24373100/24373081/4a018351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/25000000/24380000/24373100/24373081/b87c70b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### THE MONNA LISA RESORT

[](https://www.expedia.com/Arezzo-Hotels-La-Valle-Di-Monna-Lisa.h24373081.Hotel-Information)

Arezzo

9.2/10

Wonderful

(9 reviews)

"Massimiliano was a great host, but we were the only guests and the restaurant was closed. The hotel was basically unmanaged. It should not have been listed as a hotel. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Bart

$117 nightly

$135 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Arezzo-Hotels-La-Valle-Di-Monna-Lisa.h24373081.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/120000000/119600000/119595800/119595715/d620a5f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119600000/119595800/119595715/170d5f1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119600000/119595800/119595715/b7770e2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119600000/119595800/119595715/4b66fb4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tolletta 10 e Lode - One Bedroom House, Sleeps 4

[](https://www.expedia.com/Arezzo-Hotels-Tolletta-10-E-Lode-One-Bedroom-House.h119595715.Hotel-Information)

Arezzo Centro Storico

10/10

Exceptional

(1 review)

" La casa pulitissima è molto bella, l’host molto disponibile e gentile, risponde sempre e anche subito. La posizione ottimale per fare il giro dei mercatini e di tutta la città. Consigliatissima "

![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg)

Maria Gemma

$168 nightly

$168 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Arezzo-Hotels-Tolletta-10-E-Lode-One-Bedroom-House.h119595715.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/e04fd69c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Triple Room | Bathroom | Shower, free toiletries, hair dryer, bidet](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/c721d6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/100f6cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/4f173bce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Artisti del Cavallo Tourism

[](https://www.expedia.com/Foiano-Della-Chiana-Hotels-Agriturismo-Artisti-Del-Cavallo.h26499959.Hotel-Information)

Foiano della Chiana

8.4/10

Very Good

(24 reviews)

"Good house for one night. "

![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg)

Heiner

$84 nightly

$95 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Foiano-Della-Chiana-Hotels-Agriturismo-Artisti-Del-Cavallo.h26499959.Hotel-Information)

![Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub](https://images.trvl-media.com/lodging/25000000/24990000/24986600/24986573/w5467h3644x6y6-bfae763b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/25000000/24990000/24986600/24986573/936c2188.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/25000000/24990000/24986600/24986573/543e1f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/25000000/24990000/24986600/24986573/81c3f8ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DormiVeglia B&B

[](https://www.expedia.com/Monte-San-Savino-Hotels-DormiVeglia-BB.h24986573.Hotel-Information)

Monte San Savino

10/10

Exceptional

(27 reviews)

"Amazing, warm, sweet, lovely, such a gem of a place!"

![American Samoa](https://a.travel-assets.com/egds/marks/flags/as.svg)

Melissa Hyun Joo

[](https://www.expedia.com/Monte-San-Savino-Hotels-DormiVeglia-BB.h24986573.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/d05582b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/8099b959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/a8ccbf55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/d6476b51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Il Poggio dell'Eremita

[](https://www.expedia.com/Sinalunga-Hotels-Il-Poggio-Delleremita.h27448054.Hotel-Information)

Sinalunga

10/10

Exceptional

(59 reviews)

"Fantastic place! Great location. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Paul Q.

$197 nightly

$200 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Sinalunga-Hotels-Il-Poggio-Delleremita.h27448054.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/93000000/92020000/92018400/92018366/25737385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/93000000/92020000/92018400/92018366/47257042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Offices](https://images.trvl-media.com/lodging/93000000/92020000/92018400/92018366/020b6380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92020000/92018400/92018366/d8fc72da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dolce Casa 2 Summary:

[](https://www.expedia.com/Arezzo-Hotels-Dolce-Casa-2-Summary.h92018366.Hotel-Information)

Arezzo

$132 nightly

$132 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Arezzo-Hotels-Dolce-Casa-2-Summary.h92018366.Hotel-Information)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123700000/123697500/123697439/bb8ca846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123700000/123697500/123697439/5ac7a07c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, bidet, towels, soap](https://images.trvl-media.com/lodging/124000000/123700000/123697500/123697439/90dbcace.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/124000000/123700000/123697500/123697439/96da398b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Double room with private bathroom in the countryside 5 minutes from Montepulciano

[](https://www.expedia.com/Double-Room-With-Private-Bathroom-In-The-Countryside-5-Minutes-From-Montepulciano.h123697439.Hotel-Information)

Toscana

$185 nightly

$190 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Double-Room-With-Private-Bathroom-In-The-Countryside-5-Minutes-From-Montepulciano.h123697439.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2239000/2238963/0eb51ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2239000/2238963/8d3a5ad2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite | Bathroom | Shower, free toiletries, hair dryer, bidet](https://images.trvl-media.com/lodging/3000000/2240000/2239000/2238963/8176edca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2239000/2238963/9566823b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Borgo Dolciano

[](https://www.expedia.com/Chiusi-Hotels-Borgo-Dolciano.h2238963.Hotel-Information)

Chiusi

9.0/10

Wonderful

(25 reviews)

"Lovely restored Tuscan villa and farmhouse. Very comfortable stay. Felt that the people who run it do so with a lot of heart and style. Great value too. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Carla

$143 nightly

$160 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Chiusi-Hotels-Borgo-Dolciano.h2238963.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116760000/116757300/116757242/0c6d3a9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116760000/116757300/116757242/6be7e2f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/117000000/116760000/116757300/116757242/bf853237.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116760000/116757300/116757242/f1144471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mery's House- elegant apartment

[](https://www.expedia.com/Montepulciano-Hotels-Merys-House-Elegant-Apartment.h116757242.Hotel-Information)

Toscana

$307 nightly

$312 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/Montepulciano-Hotels-Merys-House-Elegant-Apartment.h116757242.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/49000000/48620000/48613700/48613662/ab9da5ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/49000000/48620000/48613700/48613662/148c0133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Couples treatment rooms, sauna, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/49000000/48620000/48613700/48613662/9ef1b0f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double or Twin Room | Minibar, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/49000000/48620000/48613700/48613662/6530f866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### San Michele al Borgo

[](https://www.expedia.com/Castiglion-Fiorentino-Hotels-Suite-San-Michele.h48613662.Hotel-Information)

Castiglion Fiorentino

9.8/10

Exceptional

(9 reviews)

"Excellent staff and tasty breakfast!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Vern

$123 nightly

$141 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Castiglion-Fiorentino-Hotels-Suite-San-Michele.h48613662.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137852/c1ae59c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137852/f8771ef7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137852/8a3141e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137852/a647c125.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment "La Vecchia Fornace Casa Gialla" with Shared Pool & Wi-Fi

[](https://www.expedia.com/Cortona-Hotels-Apartment-La-Vecchia-Fornace-Casa-Gialla-With-Shared-Pool-Wi-Fi.h89137852.Hotel-Information)

Cortona

$107 nightly

$112 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Cortona-Hotels-Apartment-La-Vecchia-Fornace-Casa-Gialla-With-Shared-Pool-Wi-Fi.h89137852.Hotel-Information)

![Lunch and dinner served, local cuisine](https://images.trvl-media.com/lodging/22000000/21340000/21339500/21339462/98406b43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/22000000/21340000/21339500/21339462/521d6cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/22000000/21340000/21339500/21339462/277a67f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch and dinner served, local cuisine](https://images.trvl-media.com/lodging/22000000/21340000/21339500/21339462/13e470bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Castello di Gargonza

[](https://www.expedia.com/Monte-San-Savino-Hotels-Castello-Di-Gargonza.h21339462.Hotel-Information)

Monte San Savino

9.2/10

Wonderful

(39 reviews)

"Beautiful area and friendly staff. We stayed here several years ago and were so excited to return."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David

[](https://www.expedia.com/Monte-San-Savino-Hotels-Castello-Di-Gargonza.h21339462.Hotel-Information)

![Breakfast area](https://images.trvl-media.com/lodging/5000000/4670000/4668200/4668168/cad07d5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4670000/4668200/4668168/120b913f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Apartment, Kitchenette | Balcony](https://images.trvl-media.com/lodging/5000000/4670000/4668200/4668168/aac0ce8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/5000000/4670000/4668200/4668168/24756513.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Locanda Antico Borgo

[](https://www.expedia.com/Civitella-In-Val-Di-Chiana-Hotels-Locanda-Antico-Borgo.h4668168.Hotel-Information)

Civitella in Val di Chiana

9.2/10

Wonderful

(20 reviews)

"What an absolutely beautiful stay, in a stunning place. Our host was attentive and kind, and the food was wonderful. The hotel and rooms were spotlessly clean, and particularly for my needs on a road trip with my 18 year old son, the accommodation offering two adjoining bedrooms was perfect, and we could park outside. Also very good value in my opinion. I would definitely return, it’s also ideal for couples and I would love to bring my wife here. "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Mr Andy

$117 nightly

$129 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Civitella-In-Val-Di-Chiana-Hotels-Locanda-Antico-Borgo.h4668168.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109040000/109033500/109033481/c9197a3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/110000000/109040000/109033500/109033481/9f410eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109040000/109033500/109033481/d344d3b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109040000/109033500/109033481/8bdff2cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Deluxe room Cartazucchero in the heart of Arezzo

[](https://www.expedia.com/Arezzo-Hotels-Deluxe-Room-Cartazucchero-In-The-Heart-Of-Arezzo.h109033481.Hotel-Information)

Arezzo Centro Storico

10/10

Exceptional

(2 reviews)

"From all the places we stayed during our 13-day trip to Italy, this was by far our favorite. Fabio was incredibly communicative and friendly right from the start, sending us clear instructions on how to get there. He greeted us at the door with such warmth that it truly felt like we were staying with family. The room was spotless, beautifully decorated, and generously stocked with water, cookies, pastries, and other treats. It had the comfort and attention to detail of a hotel, yet the warmth of...

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Hector

$71 nightly

$78 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Arezzo-Hotels-Deluxe-Room-Cartazucchero-In-The-Heart-Of-Arezzo.h109033481.Hotel-Information)

![Interior entrance](https://images.trvl-media.com/lodging/20000000/19990000/19986400/19986371/6beb29de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/20000000/19990000/19986400/19986371/73fff45b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/20000000/19990000/19986400/19986371/35c81468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/20000000/19990000/19986400/19986371/6fa594b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Poggio del Sole

[](https://www.expedia.com/Castiglione-Del-Lago-Hotels-Poggio-Del-Sole.h19986371.Hotel-Information)

Castiglione del Lago

8.0/10

Very Good

(4 reviews)

"El hotel no alcanzó el agua caliente y no se pudo bañar parte de la familia no contaba con suficientes amenidades "

![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg)

RAUL

[](https://www.expedia.com/Castiglione-Del-Lago-Hotels-Poggio-Del-Sole.h19986371.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/125000000/124490000/124485300/124485273/w1541h2048x248y0-a2ddc2a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower](https://images.trvl-media.com/lodging/125000000/124490000/124485300/124485273/9f202093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/125000000/124490000/124485300/124485273/da13798e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/125000000/124490000/124485300/124485273/e7172888.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vicolo Della Scala Rooms - Il Sole

[](https://www.expedia.com/Cortona-Hotels-Vicolo-Della-Scala-Rooms-Il-Sole.h124485273.Hotel-Information)

Cortona Old Town

$118 nightly

$133 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Cortona-Hotels-Vicolo-Della-Scala-Rooms-Il-Sole.h124485273.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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## Find vacation rentals that suit your style

Aparthotels

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Villas

[](https://www.expedia.com/Hotel-Search?destination=Portole%2C+Cortona%2C+Tuscany%2C+Italy&regionId=3000390328&latLong=43.2989%2C12.040437&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=VILLA)

Apartments

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Private vacation homes

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Condos

[](https://www.expedia.com/Hotel-Search?destination=Portole%2C+Cortona%2C+Tuscany%2C+Italy&regionId=3000390328&latLong=43.2989%2C12.040437&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=CONDO)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Portole%2C+Cortona%2C+Tuscany%2C+Italy&regionId=3000390328&latLong=43.2989%2C12.040437&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=COTTAGE)

Residences

[](https://www.expedia.com/Hotel-Search?destination=Portole%2C+Cortona%2C+Tuscany%2C+Italy&regionId=3000390328&latLong=43.2989%2C12.040437&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=RESIDENCE)

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## Top Portole Hotel Reviews

![Monastero di Cortona Hotel & Spa](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/cea3a0e9_y.jpg)

### Monastero di Cortona Hotel & Spa

10/10 Excellent

"Everything was great! Lovely hotel "

[](https://expedia.com/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.Hotel-Information)

![Hotel Continentale](https://images.trvl-media.com/lodging/2000000/1750000/1749400/1749370/73e76ee4_y.jpg)

### Hotel Continentale

10/10 Excellent

"Great location and nice staff "

[](https://expedia.com/Arezzo-Hotels-Hotel-Continentale.h1749370.Hotel-Information)

![Agriturismo Merigge Wellness & Spa](https://images.trvl-media.com/lodging/41000000/40030000/40021900/40021883/3652c4a4_y.jpg)

### Agriturismo Merigge Wellness & Spa

10/10 Excellent

"Friendly staff and super accommodating. We would highly recommend staying there!!!"

[](https://expedia.com/Montepulciano-Hotels-Merigge.h40021883.Hotel-Information)

![Relais Villa Grazianella - UNA Esperienze](https://images.trvl-media.com/lodging/5000000/4320000/4310500/4310479/8b3fbbcc_y.jpg)

### Relais Villa Grazianella - UNA Esperienze

10/10 Excellent

"Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!"

[](https://expedia.com/Montepulciano-Hotels-Relais-Villa-Grazianella-UNA-Esperienze.h4310479.Hotel-Information)

![Villa Svetoni Wine Resort](https://images.trvl-media.com/lodging/101000000/100990000/100989800/100989748/576cc1e4_y.jpg)

### Villa Svetoni Wine Resort

10/10 Excellent

"What a wonderful villa wine resort in Tuscany. Great restaurant Michelin star attached and easy access . Staff was very attentive and available at Al times. 10 min drive to Montepulciano "

[](https://expedia.com/Montepulciano-Hotels-Villa-Svetoni-Wine-Resort.h100989748.Hotel-Information)

![Il Falconiere - Relais e Chateaux](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/2334a48c_y.jpg)

### Il Falconiere - Relais e Chateaux

10/10 Excellent

"Excellent staff and experiences! We had a wonderful time."

[](https://expedia.com/Cortona-Hotels-Relais-Il-Falconiere.h528472.Hotel-Information)

![A Point Arezzo Park Hotel](https://images.trvl-media.com/lodging/18000000/17420000/17418100/17418099/20b35a41_y.jpg)

### A Point Arezzo Park Hotel

6/10 Okay

"The room was in quite poor condition. There was only lukewarm water, the heating was noisy, the tv didn’t work, the lights over the bed flashed and the toilet seat was loose. It was a very stylish hotel but it just needs some maintenance. The breakfast was very good and the bed was comfortable "

[](https://expedia.com/Arezzo-Hotels-A-Point-Arezzo-Park-Hotel.h17418099.Hotel-Information)

![Villa di Piazzano - Small Luxury Hotel of the World](https://images.trvl-media.com/lodging/1000000/980000/972000/971985/473f66a9_y.jpg)

### Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly "

[](https://expedia.com/Cortona-Hotels-Villa-Di-Piazzano-Small-Luxury-Hotel-Of-The-World.h971985.Hotel-Information)

![Borgo Tre Rose](https://images.trvl-media.com/lodging/2000000/1330000/1327600/1327571/1ab1582e_y.jpg)

### Borgo Tre Rose

10/10 Excellent

"Excellent and impressive. There is no air conditioner so please consdier when you stay in summer. "

[](https://expedia.com/Montepulciano-Hotels-Borgo-Tre-Rose.h1327571.Hotel-Information)

## Find out more about Portole

**Everything you need to know about Portole vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Portole vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Portole vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Portole vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Portole. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Portole in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $160 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Portole rentals**

At Expedia, we put the best Portole vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Portole rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Portole vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Portole. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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## Frequently asked questions

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