The Best Hotels with a Pool in La Strada-Santa Cristina from AED 237 in 2026

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for La Strada-Santa Cristina hotels with a pool

A pool area with lounge chairs, a hot tub, and a view of mountains.

1. Monastero di Cortona Hotel & Spa

Cortona Old Town

Luxurious indoor pool sanctuary awaits at this historic Cortona monastery, where relaxation flows from spa waters to garden views.

AED 986 total

includes taxes & fees

29 Nov - 30 Nov

A hotel with a rooftop pool, a modern building with a sloped roof, and a view of the surrounding town.

2. Hotel Park

Castiglion Fiorentino

Soak up the sun at this hotel's seasonal pool, surrounded by lounge chairs for ultimate relaxation.

AED 423 total

includes taxes & fees

15 Dec - 16 Dec

A landscaped garden with a swimming pool, neatly trimmed hedges, and outdoor seating areas.

3. La Cantina Relais - Fattoria Il Cipresso

Arezzo

Discover a Tuscan escape with a vineyard-view pool, winery tours, and farm-to-table dining.

AED 415 total

includes taxes & fees

23 Nov - 24 Nov

A swimming pool with a green-lit edge, a glass-enclosed structure in the background, and a bench near the pool.

4. Cortona Resort Spa

Cortona

Serene seasonal outdoor pool awaits at this rural Italian resort, where massages and hiking trails beckon.

AED 626 total

includes taxes & fees

17 Nov - 18 Nov

A person in a swimming pool with a view of trees and mountains through a window.

5. Il Falconiere - Relais e Chateaux

Cortona

Luxurious Tuscan retreat offers twin outdoor pools, winery access, and poolside dining with stunning vineyard views.

AED 1,799 total

includes taxes & fees

15 Nov - 16 Nov

A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

6. Locanda agli Amici

Cortona

Discover seasonal poolside bliss with rooftop views, sun loungers, and umbrellas at this upscale family-friendly retreat.

AED 421 total

includes taxes & fees

1 Dec - 2 Dec

A modern indoor pool area with lounge chairs and a central hot tub.

7. A Point Arezzo Park Hotel

Arezzo

Serene outdoor pool escape with poolside cocktail bar and loungers creates the perfect Italian countryside retreat.

AED 285 total

includes taxes & fees

17 Nov - 18 Nov

A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.

8. Locanda del Molino

Cortona

Take a dip in the outdoor pool surrounded by Tuscan scenery while sipping refreshing drinks from the poolside bar.

AED 324 total

includes taxes & fees

13 Dec - 14 Dec

A nighttime swimming pool with a clear reflection, surrounded by trees and lounge chairs.

9. Hotel Le Capanne

Arezzo

Splash into seasonal bliss at this 24-hour rural pool escape with mountain views and refreshing freedom.

AED 445 total

includes taxes & fees

30 Nov - 1 Dec

A stone building with a pool, lounge chairs, and a statue.

10. Borgo di Celle

Città di Castello

Seasonal outdoor pool sparkles among lush grounds in this idyllic Italian hotel retreat.

AED 305 total

includes taxes & fees

15 Dec - 16 Dec

View all properties

Choose what matters most at hotels with a pool in La Strada-Santa Cristina

Breakfast included

4 stars

Top La Strada-Santa Cristina Hotel Reviews

La Cantina Relais - Fattoria Il Cipresso

Arezzo

10/10 Excellent

Steve

Monastero di Cortona Hotel & Spa

Cortona Old Town

10/10 Excellent

Eric

Locanda agli Amici

Cortona

10/10 Excellent

This was the perfect away from the city stay for us. Cortona was just a quick few day stay for us but the staff/sylvia were fantastic. Room was clean, the breakfast was delicious. A/c and water pressure from the shower was much needed and the location was perfect for us. It is a short walk from downtown Cortona (steep walk into the city and about 15 mins) but the views are unmatched. Sylvia went above and beyond for us picking us up and dropping us off at the bus station. Highly recommend to...

Kaylan

Cortona Resort Spa

Cortona

10/10 Excellent

Pro: gorgeous and spacious property, we were upgraded to a junior suite that was lovely, attentive staff, and incredible amenities. Pool was wonderful for tired bodies. Con: very few. The restaurant on site has pretty limited menu, toilet in room kept running all night long- informed staff on checkout (as it was troublesome to flush, and wasting water), fridge in room- housed in a cabinet that I feel caused it to overheat… and therefore was not very powerful enough to keep drinks cold. Loved...

Jeneva

Il Falconiere - Relais e Chateaux

Cortona

10/10 Excellent

This was the first hotel we visited in our two week Tuscany vacation. Coming out of Rome and getting on the highway north, it looked like the exit should be labeled for Cortona...but it wasn't and we wasted a lot of time getting lost (our fault). Once we found the hotel, it was a gem in the hills in the vineyards. Breakfast on the patio of the little glass Liminoere building was fabulous. Loved their boxer dog roamed around saying "hi". Owner/chef is on premises and she gives cooking lessons....

Barbara

Hotel Le Capanne

Arezzo

10/10 Excellent

Robert

Borgo di Celle

Città di Castello

10/10 Excellent

Questa è una proprietà così splendida con una vista così incredibile! Il personale è stato così cordiale e accomodante durante il mio soggiorno. Ho fatto un lungo viaggio di ritorno a un'altra destinazione e ho chiesto di usare il loro forno a microonde per la mia zuppa. L'hanno fatto felicemente e mi hanno persino permesso di tenere il loro cucchiaio! Un ringraziamento speciale a Georgia che si è assicurata che avessi tutto ciò di cui avevo bisogno per il mio lungo viaggio! Vorrei aver...

Isabelle

A large pool with a curved edge, surrounded by a courtyard with a building featuring arched windows and columns.

Relais La Corte dei Papi

Cortona

10/10 Excellent

Traci

A stone villa with a swimming pool, outdoor seating, and a well-lit patio area.

Chimera Tuscany Resort

Arezzo

10/10 Excellent

steven

A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and overlooking a scenic landscape.

Podere Tovari

Anghiari

10/10 Excellent

Virginia

A swimming pool with a wooden deck and white pebbles.

DormiVeglia B&B

Monte San Savino

10/10 Excellent

BILL

A swimming pool with a breakfast tray of fruits and juice, surrounded by trees and a clear sky.

B&B Country House Poggio del Drago

Civitella in Val di Chiana

10/10 Excellent

Kristen

A rectangular swimming pool with clear blue water, surrounded by a paved deck and a gazebo.

Agriturismo Villa Augusto

Cortona

10/10 Excellent

Kristian

Frequently Asked Questions

What are some hotels with pools in La Strada-Santa Cristina?

Spacious Tuscan Villa with Large Pool near Castiglion Fiorentino.: Features kitchens, a pool, and televisions. Villa di Piazzano - Small Luxury Hotel of the World: Offers a snack bar/deli, an outdoor pool, and free self parking. Monastero di Cortona Hotel & Spa: Provides a full-service spa, an indoor pool, and a sauna. Hotel Continentale: Features spa services, a seasonal outdoor pool, and daily. Il Gentiluomo Hotel & SPA: Offers 2 restaurants, a seasonal outdoor pool, and 2 outdoor tennis courts.

What is there to see and do in La Strada-Santa Cristina?

Make a point to visit attractions like Sualzo Beach and Fattoria La Vialla. Discover sights such as Agricola Buccelletti Winery during your stay.

When is the best time to book a hotel with a pool in La Strada-Santa Cristina?

You may want to think about an accommodation that has an outdoor pool if you're planning to visit La Strada-Santa Cristina in the hottest months of August, July, or June when the average temp is 71°F. Lodging offering an indoor pool may be what you want if you come to town during the coldest months of January, February, or December when the average temp is 42°F.

Find Hotels with a Pool in La Strada-Santa Cristina

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for La Strada-Santa Cristina hotels with a pool

1. Monastero di Cortona Hotel & Spa

2. Hotel Park

3. La Cantina Relais - Fattoria Il Cipresso

4. Cortona Resort Spa

5. Il Falconiere - Relais e Chateaux

6. Locanda agli Amici

7. A Point Arezzo Park Hotel

8. Locanda del Molino

9. Hotel Le Capanne

10. Borgo di Celle

Choose what matters most at hotels with a pool in La Strada-Santa Cristina

Top La Strada-Santa Cristina Hotel Reviews

La Cantina Relais - Fattoria Il Cipresso

10/10 Excellent

Frequently Asked Questions

What are some hotels with pools in La Strada-Santa Cristina?

What is there to see and do in La Strada-Santa Cristina?

When is the best time to book a hotel with a pool in La Strada-Santa Cristina?