Santissima Annunziata holiday lettings
We found 1,773 holiday rentals — enter your dates for availability
Discover a selection of 165 apartments and other holiday rentals in Santissima Annunziata that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the best amenities for spending time at your holiday home, which might include parking and a washer and dryer. At the end of the day, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts – Santissima Annunziata
Showing deals for:13 Nov - 20 Nov

Exceptional
(17 reviews)
newly renovated amazing apt close to DUOMO, WI-FI, A / C
Florence
£1,646
for 7 nights, 1 apartment
£235 per night
includes taxes & fees

Exceptional
(40 reviews)
Apartment/ flat - Firenze
Florence
£946
for 7 nights, 1 apartment
£135 per night
includes taxes & fees

Exceptional
(15 reviews)
Amazing Noble Luxury House in the heart of Florence, Duomo, SMN, AC, elevator
Florence
£5,107
for 7 nights, 1 apartment
£730 per night
includes taxes & fees

Exceptional
(34 reviews)
Apartment overlooking the Duomo
Florence
£1,171
for 7 nights, 1 apartment
£167 per night
includes taxes & fees

Exceptional
(51 reviews)
DANTE ROOF TERRACE HOUSE
Florence
£2,680
for 7 nights, 1 apartment
£383 per night
includes taxes & fees

Exceptional
(8 reviews)
David Sweet Suite
Florence
£1,044
for 7 nights, 1 apartment
£149 per night
includes taxes & fees

Exceptional
(97 reviews)
Quiet and cosy, central location: your 'Slow Time' in Florence. air con
Florence
£844
for 7 nights, 1 apartment
£121 per night
includes taxes & fees

Exceptional
(6 reviews)
Studio Bargello near Duomo Palazzo Vecchio, A/C, elevator
Florence
£691
for 7 nights, 1 apartment
£99 per night
includes taxes & fees

Exceptional
(5 reviews)
Apartment with Exclusive Garden
Florence
£1,856
for 7 nights, 1 apartment
£265 per night
includes taxes & fees

Exceptional
(142 reviews)
Just a few minutes from the Cathedral and the most beautiful Monuments in town
Florence
£443
for 7 nights, 1 apartment
£63 per night
includes taxes & fees

Exceptional
(131 reviews)
Romantic Apartment in the Hearth of Florence
Florence
£998
for 7 nights, 1 apartment
£143 per night
includes taxes & fees

Exceptional
(184 reviews)
Apartment in a 13th Century palace in the heart of Florence
Florence
£1,773
for 7 nights, 1 apartment
£253 per night
includes taxes & fees

Exceptional
(149 reviews)
APPARTAMENT IN THE CITY CENTER OF FLORENCE
Florence
£847
for 7 nights, 1 apartment
£121 per night
includes taxes & fees

Exceptional
(155 reviews)
Comfortable Apartment in Santa Maria Novella
Florence
£1,694
for 7 nights, 1 apartment
£242 per night
includes taxes & fees

Exceptional
(42 reviews)
Palazzetto dei Nobili apartment
Florence
£1,464
for 7 nights, 1 apartment
£209 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find properties near top attractions in Santissima Annunziata

Gallery of the Academy of Florence
More information about Gallery of the Academy of Florence. Opens in a new window.
Santissima Annunziata Square
More information about Santissima Annunziata Square. Opens in a new window.
Basilica of the Most Holy Annunciation
More information about Basilica of the Most Holy Annunciation. Opens in a new window.Find the best place to stay - Santissima Annunziata

Private Panoramic Terrace • Direct Duomo View • Walk Everywhere in Florence
Sleeps 5 · 2 bedrooms · 2 bathrooms

Corte al Duomo in Florence, a cozy apartment with garden by Mmega
Sleeps 4 · 2 bedrooms · 1 bathroom

Albia Suites - Topazio
Sleeps 4 · 2 bedrooms · 2 bathrooms

Poetic Florence - Spacious Central Home: 3-BR, 2-Bath, Lift, View & Parking
Sleeps 6 · 3 bedrooms · 2 bathrooms

Bellavista Apartment in Florence - large panoramic apartment for large groups
Sleeps 10 · 4 bedrooms · 2 bathrooms

Florence Cozy Retreat
Sleeps 4 · 2 bedrooms · 2 bathrooms
Top rated rentals - Santissima Annunziata

Perfect in every way
Stunning property in an ideal location. The reality is better than the pictures amazing penthouse with views across Florence it’s site seeing from the comfort of the dining table! . The apartment has everything you need and the air con was such a relief in the 34 degree heat! The hosts were perfect too many thanks
Jo F.
Stayed Sept 2024

Amazing apartment in a great area
I had the best time in Florence staying in Alessandro’s apartment. It is in a quiet area that is only a 20 minute walk to the centre. The apartment is very well equipped and is very nicely decorated. The only thing I found difficult was the shower - it is very small and it would help to have somewhere to put your bottles etc - I found that I had to open the door in order to reach down for them - If you were a larger person you would struggle with the size of it. That being said I found a way around it and I would definitely recommend the apartment to anyone staying in Florence❤️
Sarah N.
Stayed Apr 2024

The perfect place to stay
The apartment was everything we hoped it would be. We were particularly taken with the beautiful balcony, scented with lemon blossom and catching the morning sun, as we wanted somewhere peaceful to sit with a glass of wine in the evenings and this was perfect (even if the weather limited our use). The apartment is huge and well equipped, the bed in the main bedroom extremely comfortable (the only one we used). It was very easy to get into the centre of Flornce on foot (and return by bus when we were all walked out) and we loved the local area too, shopping in the Sant’Ambrogio market and eating in several extremely good local restaurants. Alessandro was an excellent host, communicating clearly before and during our stay, and we would love to return next time we come back to Florence.
Louise A.
Stayed Apr 2024

Bellissimo!
My husband and I have just left after a 1-week stay. It is equal in appointment and cleanliness to a 4-star hotel, with well-organized and appointed kitchen (which looks new). Extra pillows, towels, bed linens, soft throws for the couch. Beautiful views and sounds from the terrace, accessible from the common area as well as the main bedroom. Very quiet. Yesterday afternoon we watched maybe 5,000 birds swarm into a tall cypress in a courtyard off the terrace, leave and swarm around the Duomo and Palazzo Vecchio and return again. This morning we watched hot air balloons rise and sail over the city. The second bedroom is small with two twin beds placed together that could be made into a king. My husband and I often have different sleep patterns so it served us well, as did having two bathrooms. All beds are VERY comfortable, as are the pillows.
Yes, there are 72 stairs, but they are wide and even and didn’t really pose a problem for us at 70 years of age — although we did plan our jaunts carefully.
BE SURE TO DOWNLOAD WHATSAPP BEFORE LEAVING HOME. Our host Rosy will provide anything extra you might need — hard to think what that might be — and very much prefers Whatsapp. You will need it to provide ID photos.
Book it and enjoy your stay.
Cindy P.
Stayed Nov 2023
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
How much does it cost to rent a holiday home in Santissima Annunziata?
Prices for holiday rentals in Santissima Annunziata vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Santissima Annunziata to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Santissima Annunziata holiday house rentals?
You can find great discounts on house rentals in Santissima Annunziata on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Santissima Annunziata holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Santissima Annunziata with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Santissima Annunziata?
A long-stay holiday rental in Santissima Annunziata is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Santissima Annunziata for a holiday rental?
April is the most popular time to visit Santissima Annunziata, when the charming Tuscan landscape bursts into bloom, making it an ideal month for those seeking a picturesque getaway. As spring unfolds, temperatures range from 10 to 20 degrees Celsius, providing a comfortable climate for outdoor activities, leisurely strolls through vineyards, and sightseeing in nearby historic towns.The peak season runs from July to September, attracting tourists eager to bask in the warm summer sun and partake in local festivals. During these months, the atmosphere is vibrant, with many opportunities to indulge in the culinary delights of the region, including wine tastings and traditional Tuscan cuisine.For those looking for a more affordable option, consider visiting in November. This month offers a quieter experience, allowing you to enjoy the beauty of the autumn landscape without the crowds. Embrace the serene ambiance as you explore the local culture and savour the last of the seasonal produce.Ultimately, your choice will depend on whether you prefer the lively summer atmosphere or the tranquil charm of spring and autumn.
How early should I book a Santissima Annunziata holiday rental?
Book your Santissima Annunziata holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.
*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Santissima Annunziata, Tuscany, Italy?
In Santissima Annunziata, Tuscany, visitors can immerse themselves in the rich cultural heritage and stunning architecture of the region. One of the main attractions is the Basilica della Santissima Annunziata, a beautiful church known for its remarkable frescoes and serene atmosphere. The nearby Museo della Follia offers a unique insight into the history of madness and art, making it an intriguing stop for art enthusiasts.The area is also conveniently located near Florence, where visitors can explore iconic landmarks such as the Florence Cathedral, Uffizi Gallery, and Ponte Vecchio. The scenic surroundings of Santissima Annunziata provide opportunities for leisurely walks through the Tuscan countryside, with vineyards and olive groves creating a picturesque backdrop.
Can I change or cancel my Santissima Annunziata home rental booking on Vrbo?
To find Santissima Annunziata holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.
Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Santissima Annunziata holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.
If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.
Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.
More holiday ideas
- Sant' Ambrogio Holiday Rentals
- National Archaeological Museum Holiday Rentals
- Saint Apollonia Last Supper Holiday Rentals
- Innocenti Museum Holiday Rentals
- Great Synagogue of Florence Holiday Rentals
- Pucci Palazzo Holiday Rentals
- Piazza San Marco Holiday Rentals
- Teatro della Pergola Holiday Rentals
- Gallery of the Academy of Florence Holiday Rentals
- Padri Domenicani Holiday Rentals
- Tuscany Holiday Rentals
- Piazza Massimo D'Azeglio Holiday Rentals
- Province of Florence Holiday Rentals
- Santissima Annunziata Square Holiday Rentals
- Florence Museum of Natural History Holiday Rentals
- San Lorenzo Holiday Rentals
- Stadio Artemio Franchi Holiday Rentals
- Historic Centre of Florence Holiday Rentals
- Palazzo Medici Riccardi Holiday Rentals
- Piazza Donatello Holiday Rentals
- Basilica of the Most Holy Annunciation Holiday Rentals
- Giardino dell'ArteCultura Holiday Rentals
- Florence Holiday Rentals
- Florence Botanical Gardens Holiday Rentals
- Leonardo da Vinci Museum Holiday Rentals
- Jewish Museum Holiday Rentals
- Palazzo Capponi Holiday Rentals
- Museo degli Innocenti Holiday Rentals
- Bed and breakfasts in Castellina in Chianti
- Rentals with pool in Castellina in Chianti
- Villas in Castellina in Chianti
- Apartments in Pelago
- Bed and breakfasts in Lastra a Signa
- Villas in Londa
- Apartments in Chianti Region
- Bed and breakfasts in Chianti Region
- Cottages in Chianti Region
- Farm rentals in Chianti Region
- Houses in Chianti Region
- Rentals with pool in Chianti Region
- Villas in Chianti Region
- Villas in San Casciano in Val di Pesa
- Castles in Great Synagogue of Florence
- Longstay Hotels in San Donato in Fronzano
- Rentals with pool in Montespertoli
- Villas in Montespertoli
- Bed and breakfasts in Impruneta
- Villas in Impruneta
- Apartments in Tuscany
- Beach rentals in Tuscany
- Bed and breakfasts in Tuscany
- Castles in Tuscany
- Chalets in Tuscany
- Cottages in Tuscany
- Country houses in Tuscany
- Pet-Friendly rentals in Tuscany
- Family rentals in Tuscany
- Farm rentals in Tuscany
- Guest houses in Tuscany
- Rentals with hot tubs in Tuscany
- Hotels in Tuscany
- Houses in Tuscany
- Lake rentals in Tuscany
- Lodges in Tuscany
- Cabins in Tuscany
- Mountain rentals in Tuscany
- Rentals with pool in Tuscany
- Resorts in Tuscany
- Ski-In/Ski-Out rentals in Tuscany
- Townhouses in Tuscany
- Villas in Tuscany
- Longstay Hotels in Tuscany
- Apartments in St Mark's English Church
- Bed and breakfasts in Scandicci
- Bed and breakfasts in Fortezza da Basso
- Rentals with pool in Province of Florence
- Villas in Province of Pistoia
- Apartments in Certaldo
- Apartments in Florence
- Beach rentals in Florence
- Bed and breakfasts in Florence
- Cottages in Florence
- Pet-Friendly rentals in Florence
- Family rentals in Florence
- Farm rentals in Florence
- Guest houses in Florence
- Houses in Florence
- Cabins in Florence
- Rentals with pool in Florence
- Resorts in Florence
- Villas in Florence
- Longstay Hotels in Florence
- Bed and breakfasts in Fiesole
- Villas in Fiesole
- Villas in Greve in Chianti
- Rentals with pool in Pontassieve
- Apartments in Vinci
- Houses in Vinci

