41 Best Airbnbs in Italy, From Chic Tuscan Farmhouses to Canalside Lofts in Venice

The Best Airbnbs in Italy for a True Taste of La Dolce VitaWhere to feel at home in Rome, Tuscany, Florence, Milan, and the Amalfi Coast.Courtesy AirbnbFinding the best Airbnbs in Italy is no easy job—there’s an almost absurd number of beautiful places to choose from, whether you’re after a weathered stone farmhouse surrounded by olive trees, a colorful apartment above a village piazza, a cliffside villa overlooking the Mediterranean, or a centuries-old home where the original tile and shutters have somehow survived. The best ones aren’t just pretty places to sleep, either. They give you a little window into the day-to-day life of locals in Italy.After traveling through Italy in the off-season, including chasing trains between the five towns of Cinque Terre and visiting friends in Puglia, some of my favorite memories are the most low-key: lingering over coffee, wandering into a tiny market, coming home to our rental with a bag of tomatoes and bread, and then opening every window in the house as the evening breeze rolled in. That is how to do Italy best: A wander through the local neighborhood, a glass of wine on the terrace, and nowhere you need to be until tomorrow.Below I’ve rounded up the best Airbnbs in Italy by region, with stays that make that fantasy feel wonderfully attainable. Think terra-cotta roofs, lemon trees, private pools, balconies above cobblestoned streets, citrus groves, and terraces made for lingering long after dinner. From Lake Como to the Amalfi Coast and all the underrated gems in between, these are the Italian vacation rentals worth building an entire trip around.We’ve selected these listings based on Superhost and Guest Favorite status, ratings, amenities, location, decor, editor stays, and previous guest reviews.Views out to the olive groves at the 17th-century masseria in Ostuni, mentioned below Lucrezia WorthingtonA colorful, charismatic, sun-drenched watchtower in Alcamo, also mentioned below Megan Rose MurrayOur top picksAirbnbs in Lake ComoAirbnbs in PugliaAirbnbs in VeniceAirbnbs in FlorenceAirbnbs in the Amalfi CoastAirbnbs in SicilyAirbnbs in TuscanyAirbnbs in MilanAirbnbs in RomeAirbnbs in Le MarcheAirbnbs in Emilia-RomagnaMore editor-recommended Airbnbs in ItalyOur top picks:Best for history lovers: Hidden apartment in a Renaissance churchBest for couples: Romantic 16th-century Puglia estateBest for adventurers: Group-friendly chalet in the DolomitesBest for wine tastings: Dreamy Monte San Pietro stay near sweeping vineyardsBest for artsy folk: Milan apartment with a film libraryItalian lake house with unforgettable viewsNumber of guests: 11Bed and bath: 5 bedrooms, 3 bathsWhy we love it: Three-floor balcony, modern kitchen, free parkingWhether you’re planning a destination family reunion or want to gather your friends for the most epic birthday weekend ever, this massive waterside villa should be bookmarked immediately. The house (once home to Como’s village doctor) has enough room for 11 guests, not to mention some of the best lake views I’ve ever seen. As for the decor, it’s rustic Italian at its best: think antique wall sconces, ornate armoires, whimsical bathroom tiles, and artwork on nearly every wall.City: Fagetto LarioThings to do nearby: Lido di Faggeto Miamilaryo, Presswine of Palanzo museum, Ristorante Pizzeria Tipi TipiciOne-bedroom with stone walls and private lake accessNumber of guests: 3Bed and bath: 1 bedroom, 1 bathWhy we love it: Gorgeous lake views, outdoor garden, goats on-propertyLocated on the west side of the lake about an hour from Como, this two-story one-bedroom home offers the best of every world: a modern kitchen and chic design, rustic features like wood-beam ceilings, outdoor living areas, and private access to Lake Como, not to mention views over the lake from every room and two goats as neighbors. Note, it's a bit of a hike here (about 150 stairs), and while there's a cable system to ferry up your luggage, you'll have to make your own way to the home.City: MenaggioThings to do nearby: Punta Gaeta, Bar Trattoria Pizzeria La’Cupera, Prato Stella13th-century lakefront villa Number of guests: 4Bed and bath: 1 bedroom, 1.5 bathsWhy we love it: Lake access, ivy-covered exterior, heated floors in the bathroomThis is one of the most unusual Airbnb apartments I've seen thanks to the curved stone ceiling featured throughout—but don't think the 13th-century build comes without modern amenities. Expect an industrial kitchen, spacious living area, cozy bedroom, lakefront outdoor space with sun loungers and dining areas, and even baby gear, like a high chair and pack-and-play, available on request.City: BlevioThings to do nearby: Il Colombaio hiking trail, Il Pratone hiking trail, Sasso del Lupo park, Grotta dei MitiLuxury lake villa in VassenaNumber of guests: 10Bed and bath: 6 bedrooms, 4.5 bathsWhy we love it: Private parking, garden with sun loungers, kayaks and bikes providedRenting your own villa on Lake Como is peak luxury, and this six-bedroom rental really ups the ante. Aside from its classic stone façade and private beach access, the property boasts sunny interiors with wood wainscoting and multiple balconies overlooking the lake. The home is also close to several restaurants and cafés in the charming village of Vassena.City: VassenaThings to do nearby: La Bolla hiking trail, Monte Castel di Leves hiking trail, Pachina Gigante, Parco BellavistaWes Anderson’s dream apartmentNumber of guests: 2Bed and bath: 1 bedroom, 1 bathWhy we love it: Free parking, washing machine, private balcony, pet-friendlyI could have sworn this apartment was created by Asteroid City’s set designers, but the quirky space was actually dressed by a group of young Salento artists. They certainly nailed the whole Wes Anderson aesthetic, however, from the pastel pistachio walls to the perfectly symmetrical furniture placement. The home is situated in the small town of Casamassella, which is removed from the heavily touristed trails but still within a 10-minute drive of Otranto and its famously gorgeous beaches.City: CasamassellaThings to do nearby: Castello di Casamassella, Abbazia di San Nicola di Casole, Belvedere Fazi, Grotta Turchese, CavernetteDreamy and historic apartmentNumber of guests: 6Bed and bath: 3 bedrooms, 2 bathsWhy we love it: Indoor fireplace, private balcony, backyard, Bluetooth sound system, hammockThis gem is one of the highest ranked on my Italian bucket list: a romantic, 16th-century Arezzo estate that marries Renaissance grandeur with antique-luxe design. Tucked in the old town center right next to Casa Vasari, this noble building—once owned by the aristocratic Ubertini family—has brilliantly reimagined its ancient kitchens into an elegant, hyper-charming guesthouse where every detail stands out. The interior is a culmination of cinematic romance, dripping in pastel pink and crimson tones, gilded historical paintings, traditional carpets, and cozy stone wall alcoves filled with bookshelves. Just a few steps from all the city's main attractions, the sanctuary unfolds into three unique, plush bedrooms that act as both beacons of comfort and beautiful odes to Italy's storied past.City: ArezzoThings to do nearby: Church of San Domenico, the Duomo, Stadio Comunale Città di Arezzo, Il Castelo di Rigutinelli17th-century masseriaNumber of guests: 8Bed and bath: 3 bedrooms, 3 bathsWhy we love it: Courtyard and garden views,Visited and adored by Traveler contributor Lucrezia Worthington, this dreamy base is an easy train from Florence to Brindisi (and within a 30-minute drive from there). Set between Ostuni and Ceglie Messapica and surrounded by silvery olive groves, the home is a former Masseriola, or rural farmhouse, dating back to the 18th century. When the current owners first purchased the property, they added a few touches to the main villa, including a charming little conservatory with a dining table where the light filters in from sunrise to sunset.Inside, there’s a living room, kitchen, two bedrooms, and two bathrooms, while outside, a stone staircase leads up to the rooftop for views that stretch across the valley. Worthington's favorite bedroom is the one toward the back of the property with a door that leads directly to the garden. It’s cozy, with blue drapes hanging over the bed, and has enough storage space to hang up the essentials. Here, you'll have access to all the simple delights of Ostuni: from endless stretches of olive groves to the coastline of Monopoli and Savelletri for glittery, impromptu swims.Read a full review of the property.City: OstuniThings to do nearby: Ceglie Messapica, Cisternino, Alberobello, Martina Franca, Locorotondo, Grottaglie (with its beautiful ceramics)Tranquil apartment with stunning architectural detailsNumber of guests: 7Bed and bath: 3 bedrooms, 3.5 bathsWhy we love it: Hardwood floors, marble fireplace in the main bedroom, washer/dryerI can’t imagine a better place to rest up between sightseeing jaunts than this soothing apartment in San Marco. The three oversized bedrooms are filled with potted plants and cool linen curtains, allowing the stunning architectural details of the home—like beamed ceilings and dark wood window frames—to shine. The spa-like bathrooms, modern slip of a kitchen, and roomy dining room only help make this feel like a true home away from home.City: VeniceThings to do nearby: Teatro La Fenice, Piazza San Marco, Rialto Bridge, Museo Fortuny, Basilica di Santa Maria della SaluteStylish canalside baseNumber of guests: 7Bed and bath: 2 bedrooms, 2 bathsWhy we love it: Canal views, central location, fully equipped kitchen, sofa bed, food and wine tours (upon request)Located in the north of Venice, this gem lies in one of the city's most lively, dynamic neighborhoods: Cannaregio. It's design-forward in a subtle, chic way—with brick walls, marble floors, and pops of earth tones in all the right places. It's home to two spacious bedrooms: one with a king and single bed and the other with one king bed. While you might want to stay home, cook a nice meal, and enjoy your waterfront views, it's the property's access that makes it so special. Walk along the picturesque canals and enjoy quick access to the city's top restaurants, including Al Timon (for steak), or Paradiso Perduto (for fresh seafood and live music). According to previous guests, it's also located above a lively collection of wine bars.City: VeniceThings to do nearby: Madonna Dell'Orto (a ferry stop), Guglie, Rialto Bridge, Ponte dei Tre Archi, St. Marks SquareHidden apartment in a Renaissance churchNumber of guests: 3Bed and bath: 2 bedrooms, 1 bathWhy we love it: Walkable location, iconic architectural design, AC and heating, fully equipped kitchenNestled within the 11th-century walls of Chiesa di San Giovanni Elemosinario—the only church to survive Rialto’s devastating 1514 fire—this breathtaking apartment weaves millennium-old history into an ultra-exclusive and memorable Venetian stay. Guests cross a grand entrance adorned with ceiling masterpieces by Renaissance powerhouses like Titian and Pordenone to enter the living space which weaves in history with modern comforts: glass floors reveal original 10th-century stone foundations, exposed walls showcase bricks still charred from the 16th-century blaze, and the ceiling boasts an extraordinary hyper-dense canopy of ancient, tightly packed wooden beams unique to this historic sanctuary. It's a sublime choice for small groups or families looking to soak in all the impressive, artful glory that Venice has always offered.City: VeniceThings to do nearby: Rialto Bridge, La Porto d'Acqua, Palazzo Soranzo, Campo di San SilvestroFunky apartment with unparalleled Florence viewsNumber of guests: 4Bed and bath: 2 bedrooms, 1 bathWhy we love it: Floor-to-ceiling glass doors, eclectic decor, proximity to the Duomo, pet-friendly, elevatorThe real accent walls in this home are the floor-to-ceiling glass panels in the kitchen and dining room that showcase views over Florence and its surrounding hills. The color-filled two-bedroom is a little outside the city center in a largely residential district, but you're still only 15 minutes from the Museo di San Marco, Galleria dell'Accademia, and more. Once you've finished exploring for the day, relax on the private terrace.City: FlorenceThings to do nearby: Galleria dell'Accademia, Piazza San Marco, Cattedrale di Santa Maria del Fiore, Basilica di Santa Croce di Firenze, Orto Botanico Giardino dei Semplici, Galleria degli UffiziThree-bedroom in a renovated 15th-century monasteryNumber of guests: 7Bed and bath: 3 bedrooms, 2 bathsWhy we love it: City views, abundance of plants, group-friendly, dishwasherWhat a view: This three-bedroom Airbnb offers an unparalleled look at Florence's San Frediano in Cestello church. In fact, the building itself was a former Carmelite monastery in the 15th century—this particular apartment is on the third floor, so pray for strength on the steps. (One of the bedrooms is also in the loft, so prep for more steps.) There's air conditioning, a washer/dryer, and a decent-sized kitchen inside. Outside, you're just a 10-minute walk from Palazzo Pitti and 15 minutes from the Uffizi Gallery.City: FlorenceThings to do nearby: Pitti Palace, Ponte alla Carraia, Ponte Santa Trinita, Ponte Vecchio, Piazza della Repubblica, Piazza di Santa Maria NovellaLuxe Florence one-bedroom apartmentNumber of guests: 4Bed and bath: 1 bedroom, 2.5 bathsWhy we love it: Private terrace, air conditioning, elevator building, washing machineAssociate commerce editor Meaghan Kenny stayed at this Florence one-bedroom in summer 2023, and adored the private terrace and central location (it's within walking distance of the Duomo and the Ponte Vecchio). “At the end of each long day clocking up to 20,000 steps while wandering around the city, I was grateful to have such a relaxing place to unwind. I'd recommend this Florence Airbnb to any solo traveler, couple, or family with one or two young kids. It's bright and airy, and quickly feels like home.”Read a full review of the property.City: FlorenceThings to do nearby: Palazzo Strozzi, Cattedrale di Santa Maria del Fiore, Museo Nazionale del Bargello, Palazzo Vecchio, Ponte VecchioModern oasis overlooking Ponte VecchioNumber of guests: 6 guestsBed and bath: 3 bedrooms, 3 bathsWhy we love it: Central location, view of Ponte Vecchio, recently renovatedSenior commerce editor Hannah Chubb loved having her family of six stay at this luxury Airbnb in Florence in the days leading up to her Tuscan wedding. “The apartment could have been a shack and we would have been thrilled to stay there with that view,” she says, of the windows looking out into the Ponte Vecchio and Uffizi Gallery. Thankfully, you'll have all the comfort you need—in the heart of Florence, no less—with three plush bedrooms, air conditioning, and an elevator to lug up those suitcases.Read a full review of the property.Neighborhood: Via de BareThings to do nearby: Santa Maria del Fiore Cathedral, Uffizi Gallery, Boboli GardensCliffside Conca dei Marini villaNumber of guests: 4Bed and bath: 2 bedrooms, 2 bathsWhy we love it: Ocean views, AC, sun loungers, barbecue, heated towel rackYes, this is a picture of the quaint kitchen at this two-bedroom cliffside villa in Conca dei Marini—but trust us, the private terrace here that looks over the sea with 180-degree views of the coast is simply magical. (Many guests mention spending nights cooking in the kitchen or grilling out on the terrace.) The interiors are bright, fresh, and plant-filled, with tons of cozy nooks and crannies to laze the day away in.City: Conca dei MariniThings to do nearby: Torre del Capo di Conca, Grotta dello Smeraldo, Fiordo di Furore, Castello LauritanoPositano villa with a panoramic terraceNumber of guests: 4Bed and bath: 2 bedrooms, 2 bathsWhy we love it: Terrace overlooking the Amalfi Coast with lush plants and vines, tons of lights, indoor fireplace, AC and heatingI'd book this Airbnb for the terrace alone. Sure, the views of the Mediterranean are nice, but the terrace itself has lounge chairs, a dining area, a water feature, a plant-covered trellis, and more, which all make relaxing that much easier. Inside, there's beautiful tile work, two sumptuous bedrooms, and a light-filled kitchen that overlooks the aforementioned terrace. Plus, if you can pull yourself away from home, you're within walking distance of Positano's best restaurants and shopping, and just 10 minutes from the beach.City: PositanoThings to do nearby: Spiaggia Grande, Fornillo Spiaggia, Fotopoint Positano, Roman Archaeological MuseumSeaview apartment with vintage designs and high beam ceilingsNumber of guests: 3Bed and bath: 1 bedroom, 1 bathWhy we love it: Beach view, AC and heating, balcony, unique location in the Old TownWith wide windows and natural wood furnishings, this seaside apartment feels like the idyllic dreamscape. Peep the vintage-inspired sun room that speaks to the more local side of Amalfi Coast, rather than the overly-crowded touristy parts of the destination. To really live like a local here, be willing to walk down cobblestone streets to restaurants and shops. And from the terrace, get used to a bit of noise from life around you: church bells, motorbikes, families chattering—it’s all part of the experience.City: SalernoThings to do nearby: Giardino della Minerva, Castello di Arechi, Devil’s Arch, Croce di SaragnanoGroup-friendly Sorrento villaNumber of guests: 12Bed and bath: 6 bedrooms, 6 bathsWhy we love it: Private pool, outdoor seating, spacious design, countryside viewsOn a trip with a group of friends, travel bookings editor Jamie Spain nabbed this villa for a stay on one of the most recognizable and beautiful coastlines in the world, the Amalfi Coast. Her group settled on Villa Orologio: the ultimate base to take in the sights, stroll down cobblestone streets, and eat as much gelato as possible.According to Spain, rolling up the hill to this six-bedroom villa felt like her group was stuck in a movie (perhaps Under the Tuscan Sun, or the Italian stretch of Normal People). Perched almost on top of a hill and overlooking the village of Sant'Agata sui Due Golfi, about a 25-minute drive from Sorrento, the view from this vacation rental felt all-encompassing, from the village to the nearby mountains to the Gulf of Naples in the distance. Spend your time on the property enjoying breakfast, dinner, and the company of your crew—perhaps seated around the large table under the awning on the terrace or on the lounge chairs around the private pool.Read a full review of the property.City: Sant’Agata sui Due GolfiThings to do nearby: Sorrento, Massa Lubrense, Capri (accessible via boat trip)18th-century apartment in ModicaNumber of guests: 5Bed and bath: 2 bedrooms, 1.5 bathsWhy we love it: In-unit laundry, portable Wi-Fi, free street parking, pet-friendly, AC and heatingBuilt in the UNESCO World Heritage Site of Modica's Old Town, this Sicilian apartment has original stone floors from the 18th century. Despite its history, the home is filled with modern amenities, including a washer/dryer, air conditioning, and Wi-Fi. The host also offers a portable Wi-Fi device for trips to the coastal beaches, about 20 to 30 minutes away by car. Architecturally stunning, it has its own private cobblestoned backyard, large living spaces with impossibly high ceilings, and two bedrooms—one with a single bed, the other with a double. While farther away from major Sicilian cities (Palermo is a three-hour drive, Catania about an hour and a half), you can fly into the Comiso airport about 20 minutes away.City: ModicaThings to do nearby: Parco Urbano Padre Basile, Belvedere Pizzo, Belvedere di San Benedetto, Castello dei ContiCenturies-old writing sanctuary with sea viewsNumber of guests: 5Bed and bath: 3 bedrooms, 2 bathsWhy we love it: Hot tub, arched stone entryway, sunny yellow kitchen, portable fans, indoor fireplaceThis 19th-century farmhouse (appropriately named “The Poet’s House”) is like a portal to the Sicily that time forgot. This space in Ragusa practically begs its guests to unplug, breathe in the sea breezes, and brainstorm their next great novel—preferably from the hot tub in the inner courtyard. And whenever writer’s block strikes, the hosts will happily arrange wine tastings at a local vineyard, Sicilian cooking classes, e-bike tours, and beyond.City: CostaThings to do nearby: Ragusa, Santa Croce Camarina, Castle of Donnafugata, Villa CriscioneSun-drenched watchtowerNumber of guests: 4Bed and bath: 2 bedrooms, 1 bathWhy we love it: Unique design, waterfront location, vintage furnishings, bathtubVisited by Traveler contributor Megan Rose Murray, it's safe to say there's nothing quite like this dream of an Airbnb. Sitting on a seemingly forgotten beach along northwest Sicily’s Alcamo coastline is an early 20th-century tuna fishery turned centuries-old watchtower. The building is split into four apartments, all of which you can book separately or group together (which Murray did). One spans two spacious bedrooms, while another has its own kitchenette, and the largest includes a living room. The owners want guests to think of it as a “private residence” and enthusiastically welcome you to share the common spaces, including a dining room, lounge, and kitchen. Once you wrap your head around the arrangement that this isn’t a totally private house, it's easy to settle in and make yourself at home. Though the building is clearly old (it was built in 1913), its shutters are a curiously contemporary shade of blue, sitting brightly next to the terra-cotta roof. This flash of color feels like a playful wink—there’s something just a little Wes Anderson about it.Read a full review of the property.City: AlcamoThings to do nearby: Castellammare del Golfo, Tonnara di Scopello, hilltop town of EriceArezzo two-bedroom with original featuresNumber of guests: 4Bed and bath: 2 bedrooms, 1 bathWhy we love it: Vineyard and valley views, infinity pool, fireplace, king-size bed, outdoor space, easy access to UmbriaFor travelers in need of a good dose of nature, a stay at this Arezzo farmhouse will get the job done. Situated in the middle of Chianti wine country, there's a large yard with a picnic table, infinity pool, and lounge chairs to spend time in. Inside, you'll find stone walls, terra-cotta floors, and exposed wood-beam ceilings, alongside modern amenities like air conditioning and room-darkening shades. It's the perfect size for a small family, with a king bed in one room and two singles in another, along with one bathroom to share.City: ArezzoThings to do nearby: Chiusa di Monaci, Parco di Villa Severi, Torre di Gnicche, Parco Archeologico Etrusco di CastelseccoIndustrial tree house on a working olive farmNumber of guests: 2Bed and bath: 1 bedroom, 1 bathWhy we love it: Shared pool and tennis courts, barbecue grill, indoor fireplace, floor-to-ceiling windowsThis one-bedroom also made it onto Traveler's list of the coolest Airbnb tree houses—and for good reason. Located just 20 minutes outside of Florence in Galluzzo, its interior design is as quirky as its metal exterior, with a marble kitchen sink, wraparound terrace, antique wood-burning stove, and walls covered in chalkboard paint. Surrounded by olive groves, guests also get access to the main house's pool and tennis courts.City: GalluzzoThings to do nearby: Villa Romana, Porta Romana, La Limonaia di Villa Savonarola, Monte Fattucchia hiking trailSeven-bedroom stone villa on 45 acresNumber of guests: 16+Bed and bath: 7 bedrooms, 5.5 bathsWhy we love it: Surrounding olive groves, saltwater pool, wood-fired pizza oven, indoor fireplace, outdoor showerDo not let the price tag scare you away: This Airbnb fits more than 16 in its seven bedrooms—ideal for family reunions in the Italian countryside, about an hour's drive south of Florence in Montevarchi. The 17th-century farmhouse also has a saltwater swimming pool, two fireplaces, a stone amphitheater, and 45 acres of garden and olive groves to explore. The best perk here, according to Traveler contributor Jayna Maleri, is actually the cook, Maria, who has been working with the villa for years. She can whip up pizzas in one of the villa's two pizza ovens, teach pasta-making classes, and more. (Hiring a cook comes at an additional cost, so message the host to work out pricing beforehand.) Bonus: That aforementioned amphitheater has also hosted many a destination wedding; you can find inspo for your dream nuptials on the home's Instagram.City: MontevarchiThings to do nearby: Semboloni Winery, Castello di Montegonzi, Luppoleto Toscano, Tenuta ScrafanaColorful, picture-perfect apartmentNumber of guests: 4Bed and bath: 1 bedroom, 1 bathWhy we love it: Moroccan tiles, shutters and blackout curtains for sleeping in, proximity to the metro, backyardOne of our favorite colorful Airbnbs, this one-bedroom apartment in the Ponte Venezia neighborhood leans into the use of these green Moroccan tiles, which cover a statement wall in the kitchen, the deep green shower, and the bathroom sink backsplash. Elsewhere, the design is minimal to let the green shine. As for exploring beyond the apartment, it's a 15-minute walk from Milan's iconic Duomo, and just a 20-minute walk from the Milan Centrale train station.City: MilanThings to do nearby: Casa Galimberti, Giardini Indro Montanelli, Casa Museo Boschi di Stefano, Crazy Cat CaféRooftop apartment with glass wallsNumber of guests: 2Bed and bath: 1 bedroom, 1 bathWhy we love it: Private patio, welcome gift of panettone and wine (per reviews), AC and heating, elevatorThis apartment’s atrium-style living room—complete with a glass ceiling and walls—means you can enjoy Milan’s atmosphere even when you’re inside. The sunroom is surrounded by an open terrace with flowers and a bistro table, while ivy provides plenty of privacy with just enough openings to still peep the skyline. The rest of the space is cozy and comfortable, but you’ll want to spend most of your time in the greenhouse-esque living room.City: MilanThings to do nearby: Duomo di Milano, Palazzo Reale di Milano, La Scala, Palazzo Clerici, Biblioteca AmbrosianaBrera apartment with a film libraryNumber of guests: 4Bed and bath: 1 bedroom, 2 bathsWhy we love it: Fireplace, plant-filled balcony, art and trinkets, near-perfect rating on AirbnbThose aren't books on the living room's bookshelves: It's an incredible DVD collection that may keep you glued to the couch. You won't have to sit still, though, since this one-bedroom apartment is in Milan's Brera neighborhood, about a 10-minute walk from the Duomo and just five minutes from the Castello Sforzesco. This spot is definitely on the homier side when it comes to decorations, with lots of wall accoutrements and knick-knacks, so if you're looking for a clean, hotel-like experience, book elsewhere. As for sleeping arrangements, there is one king bed and a sofa bed.City: MilanThings to do nearby: Castello Sforzesco, Pinacoteca di Brera, The Botanic Garden of Brera, Teatro alla ScalaModern apartment overlooking the Trevi FountainNumber of guests: 3Bed and bath: 1 bedroom, 1 bathWhy we love it: Direct Trevi views, smart TV, indoor fireplace, free street parkingIt’s famously hard to get unobstructed views of Rome’s Trevi Fountain thanks to the overwhelming hordes of tourists fighting their way to snap photos. Bypass all of that suffocating effort and book this Rome Airbnb instead—it directly faces the fountain, so you can sit comfortably and look out over it 24/7. The interiors of this one-bed are simple and neutral (lest they distract from that view), and the host can help you book add-ons like airport transfers, cooking classes, and Vespa rentals.City: RomeThings to do nearby: Trevi Fountain, Pantheon, Piazza Navona, Tempio di Adriano, Galleria Sciarra, Palazzo BorgheseGilded suite in the historic centerNumber of guests: 4Bed and bath: 1 bedroom, 1 bathWhy we love it: Central location, over-the-top interiors, hot tub, room-darkening shadesItaly isn’t exactly a country that embraces minimalism, and that just makes us love it all the more. Just check out this one-bedroom suite in Rome’s historic center with wall-to-wall frescoes, gold decor, lush textiles, and crystal chandeliers that would put any royal palace to shame. (There’s even a hot tub in the bedroom. Casual.) The location is also fit for royalty: It’s situated between Piazza di Spagna and the Pantheon and is within easy walking distance of the Spanish Steps.City: RomeThings to do nearby: Spanish Steps, Mausoleum of Augustus, Museum of the Ara Pacis, Villa Medici, Piazza del Popolo, Villa Borghese, Trevi Fountain, Piazza NavonaTasteful, bright apartment two blocks from the ColosseumNumber of guests: 5Bed and bath: 2 bedrooms, 1 bathWhy we love it: City skyline view from a private outdoor terrace, AC and radiant heating, pet-friendlyIdeal for first-time visitors to Rome, this apartment is on the second floor (take note, there's no elevator) of a completely refurbished building and only a few steps away from the Roman Forum. It’s also between the lush parks of Villa Celimontana and Colle Oppio, perfect for daytime strolls outside of the busy city center streets. It fits up to five guests across two bedrooms (each with a double bed, plus a loft with a twin-size floor mattress), with pets allowed, so it might be perfect for a family trip, too.City: RomeThings to do nearby: Pantheon, Roman Forum, Piazza Navona, Trevi Fountain, Basilica of Saint Mary Major, the Colosseum, Vatican City, Castel Sant’AngeloHistoric apartment full of books and art in TrastevereNumber of guests: 4Bed and bath: 2 bedrooms, 1 bathWhy we love it: Renovated bathrooms, art, abundance of books, pet-friendlyMany of Rome's best Airbnbs are decked out in antiques and art, but this two-bedroom one-ups the rest with a jaw-dropping library that's filled to the brim with books. (It serves as the second bedroom with a pull-out bed, if you want to sleep surrounded by tomes.) It's located in Trastevere, and there are views of the ochre, ivy-covered buildings that define the neighborhood—plus it's only on the second floor, so you won't have to haul your luggage (and yourself) up too many stairs.City: RomeThings to do nearby: Ponte Cestio, The Mouth of Truth, Roman Forum, the ColosseumColorful home in the heart of VenetoNumber of guests: 4Bed and bath: 2 bedrooms, 2 bathsWhy we love it: Lush private garden, vintage-style bath, barbecue grill, free parkingIn the province of Treviso, this storybook home is well positioned for a visit to the region of Veneto, home to art, beaches, and mountains. It’s all about open spaces and airy rooms—on the first floor, guests can find a double bed and separate full bathroom with a tasteful vintage-style bathtub. Each room is more colorful than the next, with red and pink vibrant adornments that complement the lush green gardens outside (one at the back and one at the front of the house). It’s perfect for families or two couples—the home can comfortably accommodate four guests.City: ChiaranoThings to do nearby: Sfriso Winery, Forest of Cessalto, Villa Benzon, Antonio Rigoni WineryChic farmhouse villa in StabiuzzoNumber of guests: 14Bed and bath: 5 bedrooms, 5 bathsWhy we love it: Vineyard and garden views, private outdoor pool, spacious design, kid-friendly amenitiesPart Saltburn fantasy, part slow-living Italian dream, this masterfully revived Stabiuzzo farmhouse—tucked just 19 miles outside Treviso—is a sun-filled, pale-yellow playground designed for living like the main character. The cinematic high begins at the threshold, where a sweeping, theatrical staircase sets a grand tone, unfolding into a sanctuary sculpted from local clay, raw timber, and smooth Piave River stones that ground the space in a deeply organic harmony. It is a stylish estate built for friends and families alike, where days dissolve into a blissful loop of dipping in the massive swimming pool, baking on the sun terrace, and sipping local prosecco in a blooming flower garden framed by endless vineyard views, before retreating to your own immaculate bedroom complete with a private en suite bathroom.City: StabiuzzoThings to do nearby: La Castellana village, Cimadolmo, San Polo di Piave, Azienda Agricola ZagoHome enveloped by the Veneto vineyardsNumber of guests: 4Bed and bath: 2 bedrooms, 1 bathWhy we love it: Garden with private terrace, vineyard access, private parking, fully equipped kitchenNestled within rolling Veneto vineyards, this serene countryside retreat offers a masterclass in slow, sun-drenched Italian living. Anchored by an expansive terrace, the property is strategically poised between the UNESCO-listed Prosecco hills, historic Venice, and the golden beaches of Jesolo, making it an idyllic launchpad for discovering boutique wineries, historic hamlets, and scenic bike paths. Previous guests proclaim this rental to be an oasis of calm—a pristine, secure haven where you can park in a private courtyard, lock up your mountain bikes, and zip to Valdobbiadene for a cellar tour in just 40 minutes. Marrying traditional countryside architecture with playful, design-forward details—like its whimsically vintage, dusty-rose bathroom—this estate boasts a seamless mix of rustic authenticity with the hospitality of a host who seemingly knows every hidden local festival in the valley.City: VazzolaThings to do nearby: Veneto vineyards, Lake Garda, vines of Valpolicella, Malanotte VillageArtsy, frescoed apartment in BolognaNumber of guests: 6Bed and bath: 3 bedrooms, 3 bathsWhy we love it: Design-forward interiors, convenient location, fully equipped kitchen, ping-pong and foosball tablesSpread across two floors, this massive art-filled retreat is a peaceful haven in the heart of old-city Bologna, designed to make you feel like royalty waking up inside a museum. Lovingly renovated to honor the historic building's original bones, the soaring ceilings create a luminous, open-air concept where almost every room features double doors opening directly onto your very own private paradise: a beautifully landscaped courtyard and parterre garden complete with a tranquil pond and constant birdsong. Inside, the grand layout offers an absolutely huge, comfortable living space equipped with brilliant air conditioning for hot Euro summer days, seamlessly balancing its quiet seclusion with an incredibly vibrant local neighborhood.Another plus? Step outside, and you are within walking distance of Bologna's best bars, fashion boutiques, and traditional trattorias, while the city's main square—famed for its free summer public movies—is just moments away.City: BolognaThings to do nearby: Porta San Felice, Piazza Maggiore, Finestrella Canale di Reno, the Museo d’Arte Moderna di Bologna700-year-old beautifully restored barnNumber of guests: 6Bed and bath: 2 bedrooms, 2 bathsWhy we love it: Mountain and valley views, outdoor dining table, hammock, garden, walk-in wardrobe, indoor fireplaceThis renovated farmhouse—immersed in the flowing green hills of Bologna—just might be the stay you've been waiting for. Perhaps the pastoral antidote to city life, the home conveniently sits just 25 minutes from the downtown city center. Inside, the ground floor centers around a spacious, fluid lounge and a dining area anchored by a kitchen with all of the right amenities, alongside a laundry room and full bath.Glass doors open directly onto a private garden sanctuary, where a hammock, summer barbecue, and alfresco dining table invite long, unhurried afternoons. Upstairs, the layout transitions into two large, sunny bedrooms—including a primary suite with a private bath and walk-in closet—each uniquely configured with a queen and a single bed to easily accommodate families or close-knit friend groups. It is a peaceful, quiet country retreat that refuses to compromise on location, keeping you minutes from beloved local restaurants and perfectly positioned for hyper-local trips to Lamborghini, Ferrari, traditional balsamic vinegar makers, and artisanal Parmigiano-Reggiano dairies.City: Ozzano dell'EmiliaThings to do nearby: Osteria San Pietro, Piazza Maggiore, Ciclovia dei Gessi di Gaibola (a highly-rated cycling route), Mercatale, Casalecchio dei ContiMidcentury hilltop retreatNumber of guests: 8Bed and bath: 4 bedrooms, 5 bathsWhy we love it: Bedroom terraces, vineyard views, spacious design, convenient locationIf you’ve been looking for an excuse to book an artsy, hyper-convenient Italian getaway, this midcentury hill lodge perched between Bologna and Modena is your ultimate home base. The air-conditioned estate is a blend of peace and panoramas with four sleek bedrooms—two opening directly onto a terrace overlooking the valley—and five bathrooms, all styled with picture-perfect vintage furniture.While you can effortlessly day-trip to Modena in 30 minutes, or reach Ferrara, Ravenna, Florence, and Venice within 90, the real allure lies right outside your door in Italy's premier culinary heartland. Surrounded by rolling vineyards and agricultural artisans, the lodge puts you within a 15-minute drive of an infinite number of world-class, traditional Bolognese trattorias, farmhouses, and local winemakers alike. Oh, how lucky to be a guest here!City: Monte San PietroThings to do nearby: Trattoria Gilberto, Trattoria Vecchia Roma, Montemaggiore, Ca' la Ghironda Modern Art MuseumDesigner loft surrounded by vineyardsNumber of guests: 2Bed and bath: 1 bedroom, 1 bathWhy we love it: Balcony terrace with an outdoor shower, free parking, mountain view, central heatingAttached to the home of designer Harry Thaler, this minimalist loft is a dream come true for contemporary hotel aesthetes—all angular white walls and just a few well-placed pieces of furniture. The bare-bones interiors give way to spectacular views of the mountains, vineyards, and cottages of Algund, best enjoyed from the bedroom terrace (complete with an outdoor shower).City: LagundoThings to do nearby: Freibad Lido Algund, Castello Foresta, I Troni di Trauttmansdorff ObservatoryUmbria farmhouse with an outdoor poolNumber of guests: 2Bed and bath: 1 bedroom, 1 bathWhy we love it: Outdoor pool, wood-burning fireplace, private garden, washer/dryer, AC and heatingWhen hosts Ilonka and Rob purchased a few old country houses to turn into rental properties, they made sure to retain the structural charms: travertine floors, large chestnut wood beams, exposed stonework, and sinks crafted from local quarried stone chief among them. This charming one-bedroom is perfect for a solo traveler or couple; it has a full-size kitchen, spacious living room with a fireplace, and a sweet backyard setup with a pool, vegetable garden, and lounge chairs. Past guests call the location “beautiful and tranquil,” and say the hosts are extremely welcoming and helpful.City: PratoThings to do nearby: Castello di Lippiano, Campeggio Luna Del Monte, Marzana historic siteLuxury apartment in Central Napoli close to the seaNumber of guests: 6Bed and bath: 3 bedrooms, 2 bathsWhy we love it: Proximity to the sea and city center, 19th-century Neapolitan furniture, AC and heating, private patio/balconyThis Neapolitan flat is in a central location, on the second floor of a charming historic building (with six steps up to an elevator). With velvet sofas and deco lamps and furniture, the apartment feels hip and spacious all at once. It can host up to six guests across the three bedrooms. The home, also named Ammore a Mare, or “love at the seaside,” gets points for being both very central and very quiet: It's close to the sea, an easy walk to restaurants and shops, but still tucked away in the elegant Chiaia neighborhood.City: NaplesThings to do nearby: Galleria Borbonica, Palazzo Serra di Cassano, Acquario di Napoli, Villa Comunale, Mappatella Beach, Fontana del GiganteGroup-friendly chalet in the DolomitesNumber of guests: 8Bed and bath: 2 bedrooms, 2 bathsWhy we love it: Mountain views, private sauna, table tennis, two sofa beds, indoor fireplaceFor an idyllic stay in the Trentino-Alto Adige pocket of the Italian Alps, this two-story is a stunning and convenient pick. Light pours over the warm woods and unique textures of this abode—complete with a sleek and modern fireplace, a spiral staircase, and an outdoor patio with two eggshell chairs that look out on the sprawling mountain vistas. Whether you're headed to the iconic region for its sublime ski or summer season, this is a base that certainly won't disappoint.While the listing does state that it can host up to eight guests, there are only two bedrooms that are private—the other sleeping areas are in the living room on the main floor, where there are two sofa beds available for use. A plus? The property also has access to a shared outdoor area, which includes a pool and whirlpool, garden, playground, and outdoor shower.City: Renon (also known as Ritten)Things to do nearby: Renon Cable Car (with access to South Tyrol’s capital city, Bolzano), Earth Pyramids of Longomoso, Corno del RenonThis gallery has been updated with new information since its original publish date. Additional reporting by Caitlin Morton.Jessica Chapel is a Commerce Writer at Condé Nast Traveler, where she covers travel booking and retail content. Previous to this role, she was Traveler's Editorial Assistant and has been working with the brand for over three years. Her passions inspire her published works, where she writes of indulgent travel ... Read MoreAll of our best hotel, restaurant, and activity recommendations in one place.