A narrow alleyway with brick buildings, a wooden door, and tables and chairs outside.

Find Romantic Hotels in Certaldo

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November 2026

December 2026

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Our top choices for Certaldo romantic hotels

A narrow alleyway with brick walls, wooden barrels, and potted plants.

1. San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

San Gimignano City Centre

Glenn

AED 660 total

includes taxes & fees

11 Nov - 12 Nov

An outdoor brick barbecue area with a wooden bench nearby.

2. 2bed, 1bath Garden apt in Chianti!

Frazione Mura, Montaione

Cayit A.

AED 722 total

includes taxes & fees

7 Nov - 8 Nov

A narrow stone alley with arched doorways, potted plants, and hanging flower baskets.

3. Old medieval apartment

Tavarnelle Val di Pesa

Kathleen F.

AED 489 total

includes taxes & fees

9 Nov - 10 Nov

A staircase with stone steps leading to a door at the top.

4. San Gimignano Apartment in the Heart of the City for 3 People: Fast Wi-Fi, Concierge Service

San Gimignano City Centre

Julie B.

AED 911 total

includes taxes & fees

9 Nov - 10 Nov

A modern bedroom with a curved bed, a large mirror, and a jungle-themed mural.

5. Colle di Val d'Elsa - Siena - White Apartment - D

Colle di Val d'Elsa

AED 620 total

includes taxes & fees

8 Nov - 9 Nov

A large swimming pool with sun loungers, a tennis court, and a view of rolling hills.

6. Tuscan Apart for 4/5 persons, WIFI, AIR-CO, SW-POOL, all comforts in the country

Montespertoli

Todd F.

AED 1,258 total

includes taxes & fees

12 Nov - 13 Nov

A courtyard with brick walls, arched doorways, and outdoor seating.

7. San Gimignano in the heart of town, Historical Palace Buonaccorsi XIII century

San Gimignano City Centre

Chris S.

AED 2,070 total

includes taxes & fees

8 Nov - 9 Nov

A stone-walled room with a window overlooking a landscape.

8. Medieval Tower experience with Panoramic Rooftop, San Gimignano

San Gimignano City Centre

mark M.

AED 1,878 total

includes taxes & fees

7 Nov - 8 Nov

A stone building with a gated entrance, terracotta pots with flowers, and a staircase leading up to the door.

9. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

Ruffoli

"Unable to sleep! Do not stay here during the summer. Even though it seemed to cool off at night, and even with a fan, it was so hot in the top bedroom that we sweat all night and did not sleep a wink. Also, there was a dog barking next door so that made it even harder to sleep. For some reason, there isn’t a pool listed in the description but when we complained about the heat, we were told we could use the pool. The property is beautiful but unbearable in terms of getting sleep, I do not...

Michael F.

AED 626 total

includes taxes & fees

9 Nov - 10 Nov

A dining area with a table set for four, surrounded by chairs, in front of a house with a stone facade and a wooden door.

10. Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites

Montespertoli

Krista G.

AED 5,836 total

includes taxes & fees

29 Nov - 30 Nov

View all properties

Top Certaldo Hotel Reviews

A narrow cobblestone street lined with traditional brick buildings, outdoor seating with wicker chairs and tables, and hanging lanterns.

Hotel Il Castello

Certaldo Alto

10/10 Excellent

Kenneth

A bed with grey linens, two pillows, and a woven blanket.

L'Una Dimora

Certaldo

8/10 Good

Clarine

A table set for dining with a view of a vineyard.

La Cisterna

San Gimignano City Centre

10/10 Excellent

Old hotel in an old mountain top town. Given the limitations of this environment the Cisterna is a great little hotel that met all of our needs .The Cisterna is located in Cisterna Square in town close to sights, dining and a valley view walkway. The views to the valley from the rooms is amazing. The rooms are a good size and are modernized and comfortable. The staff is great (friendly and helpful). Many choices for dining close by (in the square) but others will require some minor hills and...

David

A formal garden with neatly trimmed hedges, a central fountain, and stone pathways.

Art Hotel Villa Agape - Place of Charme

Oltrarno

10/10 Excellent

Amazing in every way. The beauty of waking around is unlike any other. When we got there after a long day of traveling we had just missed the lunchtime to eat, and when went to shower the handle broke off- this is not a complaint. First they extended lunch without being asked and fixed the shower within minutes. From there on everything was amazing. Take time to eat the incredible breakfast in the garden, watch the breathtaking sunset in the back it’s incredible. Alessio- does it all he was...

John

A grand lobby with high ceilings, ornate columns, and a grand piano. Tables and chairs are arranged for guests.

Bernini Palace

Historic Centre of Florence

10/10 Excellent

Sarah

A spacious living room with a large grey sofa, yellow armchairs, and a chandelier.

Hotel Horto Convento

Historic Centre of Florence

10/10 Excellent

Jassiel

A modern interior with a glass elevator, a seating area with orange cushions, and a bookshelf filled with books.

Hotel Milu Florence

Historic Centre of Florence

10/10 Excellent

What a fantastic experience at Milu! To start, the staff was friendly and made us feel at home right away. Our room was clean and quiet, with the most amazing shower! We enjoyed the breakfast on the patio and found it to be a very satisfying way to start the day. The hotel maintained a relaxed feel while still being vibrant - colorful, modern art and design to enjoy while relaxing with a cup of tea from the open library. We would definitely stay again, thanks Milu for a great experience!

Kelly

The entrance to Hotel Spadaï Firenze with a modern design, including a reception desk and a chandelier.

Hotel Spadai

Historic Centre of Florence

10/10 Excellent

Richard

A rooftop terrace with a table set for dining, candles, and a vase of flowers, overlooking a historic cityscape with notable architecture.

Hotel Santa Maria Novella

Historic Centre of Florence

10/10 Excellent

Nick

A dining area with a table set for two, a window with a view of historic buildings, and a chair with a cushion.

Hotel Pendini

Historic Centre of Florence

10/10 Excellent

William

A historic building with arched windows and red flags.

Hotel Calimala Florence

Historic Centre of Florence

10/10 Excellent

Josefita

A table set for two with wine glasses, a candle, and cutlery, overlooking a river with buildings and a bridge in the background.

Hotel Lungarno - Lungarno Collection

Historic Centre of Florence

10/10 Excellent

I cant say enough about the hotel! When we arrived in a taxi we did not realize the taxi did not accept credit cards. We were a bit stressed as we had just traveled over 15 hours. Imran, the doorman came to our rescue and without any effort on our part, pulled out his wallet and paid for our taxi. We then exchanged cash in the hotel and promptly repaid him. Check in was prompt and professional. The room was outstanding! Clean, elegant, stocked with everything and more we would need and just...

Kathy

A table with breakfast items and a vase of flowers on a terrace overlooking a cityscape with historic buildings and a tower.

Hotel L'Orologio Firenze

Historic Centre of Florence

10/10 Excellent

Anonymous traveler

A balcony with white cushions and a railing overlooking a river with a bridge.

Hotel degli Orafi

Historic Centre of Florence

10/10 Excellent

damian

A hotel entrance with a double door, a reception desk, and a sign indicating the hotel name.

Ponte Vecchio Suites & Spa

Historic Centre of Florence

10/10 Excellent

This boutique hotel was absolutely wonderful! Amazing location, cold AC, incredibly comfy beds, huge and modern bathroom, free breakfast and appertivo, and a convenient spa. We truly enjoyed our stay here! The best part was the attentive staff who reached out before our stay and helped us throughout- giving restaurant recommendations as well as booking reservations and tours for us. Special shout out to Adriano and Olga, two amazing staff members who assisted us during our trip.

Anonymous traveler

A restaurant with marble flooring, white upholstered chairs, and a chandelier. Tables are set with white tablecloths and silverware.

The Moon Boutique Hotel & Spa

Historic Centre of Florence

10/10 Excellent

John

A couple by a pool with a view of a historic building.

Grand Hotel Minerva

Historic Centre of Florence

10/10 Excellent

Very nice hotel. Staff was very friendly and polite. Receptionist even walked us to our room, which I had never experienced before. Check-in was very smooth. After check out, they let us keep our car and luggage in their property for the day as long as needed, which was very thoughtful of them. Room was very nice, although it actually felt a little hot and we had to open window. But we didn't ask for help with that so that was our fault. Overall, amazing experience at hotel. It's location is...

Gabriela

Frequently Asked Questions

Searching for romantic hotels in Certaldo?

Are you and your partner in need of a romantic escape? Our guests also enjoy Certaldo for its gardens, countryside, and historic landmarks. If you'd like to explore some of the area's notable sights, you might make a stop by Casa del Boccaccio, Museo del Chiodo, or Museum of Sacred Art. If you'd like to stay close to a certain attraction, you can sort by neighborhood or distance to top sights, so you and your partner will get to see everything on your list.

What's the best hotel for a romantic getaway to Certaldo?

Apartment in farmhouse with swimming pool is a favorite country house for couples, and features private pools and free WiFi.

When is the best time of year for a romantic getaway to Certaldo?

If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Certaldo: The hottest months are usually August and July with an average temp of 73°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Certaldo is 42 inches.

What is there to do in Certaldo?

There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all there is to see and do in Certaldo. Couples looking for a little of everything will enjoy Certaldo for its gardens, countryside, and historic landmarks. If you want to spend a day exploring, you might consider a stop at Casa del Boccaccio, Museo del Chiodo, or Museum of Sacred Art.

What’s the best way to get to Certaldo and around town during my romantic getaway?

This information about transportation options in Certaldo might help your romantic trip get off to a smooth start: The closest major airport is Florence Airport, Peretola (FLR), located 19.3 mi (31.1 km) from the city center. To venture out into the surrounding area, ride aboard one of the trains from Certaldo Station.

Find Romantic Hotels in Certaldo

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Certaldo romantic hotels

1. San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

2. 2bed, 1bath Garden apt in Chianti!

3. Old medieval apartment

4. San Gimignano Apartment in the Heart of the City for 3 People: Fast Wi-Fi, Concierge Service

5. Colle di Val d'Elsa - Siena - White Apartment - D

6. Tuscan Apart for 4/5 persons, WIFI, AIR-CO, SW-POOL, all comforts in the country

7. San Gimignano in the heart of town, Historical Palace Buonaccorsi XIII century

8. Medieval Tower experience with Panoramic Rooftop, San Gimignano

9. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

10. Luxury Villa: Air-Co & Swimmingpool in Chianti/Sleeps 21 or more in extra suites

Top Certaldo Hotel Reviews

Hotel Il Castello

10/10 Excellent

Frequently Asked Questions

Searching for romantic hotels in Certaldo?

What's the best hotel for a romantic getaway to Certaldo?

When is the best time of year for a romantic getaway to Certaldo?

What is there to do in Certaldo?

What’s the best way to get to Certaldo and around town during my romantic getaway?