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Pet-friendly vacation rentals in Castiglione della Pescaia

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Top-rated pet-friendly home rentals in Castiglione della Pescaia

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A charming exterior of the villa is displayed, featuring a pink stucco facade and green shutters. A tiled terrace is visible in front, surrounded by greenery. The view of the sea is unobstructed, and the inviting entrance door suggests easy access.

Condo in Porto Santo Stefano

4.88 out of 5 average rating, 208 reviews

Charming apartment with breathtaking sea views

Charming apartment with breathtaking sea views. The property includes a spacious kitchen, a bathroom, a bedroom with a double bed, a second bedroom with two single beds that can also be used as a living room, and a terrace equipped with a table and loungers: perfect for relaxing with a stunning sea view! Spacious wardrobe closet in each room, fiber optic Wi-Fi, air conditioning, a large private parking area and a private shortcut that connects directly to the town (just a 5/10 minute walk away).

An inviting living space features a cozy fireplace framed by a rustic stone wall. Natural light filters through floral-patterned curtains, illuminating a spacious sitting area with a two-seater sofa. A four-poster bed draped in sheer fabric enhances the room's charm, complemented by decorative lanterns.

Apartment in Caminino

4.91 out of 5 average rating, 169 reviews

Pieve di Caminino Historic Farm

Solo per amanti della natura. L'antica fattoria Pieve di Caminino, biologica, è un importante sito storico: ex pieve medievale sorta all'incrocio di due strade romane, ospitò due santi (la chiesa del XII secolo è oggi un museo privato, visitabile dagli ospiti, su appuntamento). Oggi copre 200 ettari di proprietà privata recintata, posta su una collina panoramica. Sette alloggi condividono una tenuta con piscina (stagionale), due laghetti, un uliveto centenario, vigneto e una foresta di sughere.

Top guest favorite

A historic tower rises prominently against a blue sky dotted with fluffy clouds. Surrounding greenery complements the stone structure, with trees and small buildings visible along the hillside, collectively conveying a sense of tranquility.

Villa in Montecatini Val di Cecina

4.99 out of 5 average rating, 120 reviews

Belforti Tower

Torre dei Belforti is the perfect place for people who love beauty, nature and art. Sleeping at the Tower is like traveling trough the time, between knights and princesses. The wonder of this place is enriched by a big garden, with its swimming pool, the cypresses alleys and the olive trees. The village is also a magic place well preserved and still alive. We are Emilia and Luca, we live here and our mission is to give the best to our guests, to fully enjoy this marvelous place.

A sunlit swimming pool is situated in an expansive landscaped area, surrounded by neatly trimmed grass and lush trees. The charming building stands in the background, showcasing traditional architecture, while cypress trees line the horizon, adding to the tranquil countryside atmosphere.

Villa in Monteroni d'Arbia

4.98 out of 5 average rating, 102 reviews

San Giovanni in Poggio, villa Meriggio 95mq

Detached house, two double bedrooms, two bathrooms with shower, living room with fully equipped kitchen (dishwasher, washing machine, oven, microwave), double sofa bed, private garden with equipped pergola. Satellite TV and free Wi-Fi. Additional services at the property, upon reservation, include Focus brand Jarifa2 6.7 pedal-assisted bicycles and a wellness area with a Forest outdoor Finnish sauna and a heated mini-pool with hydromassage and chromotherapy with panoramic views.

Top guest favorite

A scenic view features a gentle hillside dotted with wildflowers, leading to the ancient Montemassi Castle perched atop. Olive trees are visible in the background, with a sky presenting a soft blend of clouds and blue hues.

Apartment in Montemassi

4.97 out of 5 average rating, 107 reviews

Casa Sabina

The apartment, which provides your own private entrance, has been recently renovated and furnished with care. It is located at the foot of the ancient Castle of Montemassi in a historic square in the characteristic medieval village. With only pedestrian access allowed in this square, you can be assured to have a tranquil and peaceful stay. A 5 minute walk from the apartment, the Castle of Montemass provides visitors with a cultural activity during their stay.

A historic villa is situated amidst lush, rolling hills, surrounded by vineyards. The exterior features a traditional stone facade, large windows, and terracotta roof tiles. Manicured gardens with circular patterns enhance the property's charm, complemented by tall cypress trees framing the serene landscape.

Apartment in Castelnuovo Berardenga

4.93 out of 5 average rating, 164 reviews

Villa di Geggiano - Perellino Suite

The 700 years old Villa di Geggiano, surrounded by our working vineyard and lovingly maintained gardens, is located in Chianti in Tuscany which is one of the most beautiful regions of Italy. Our guesthouse is located in one of the original garden pavilions of the villa. PLEASE NOTE THAT WE ARE IN THE COUNTRYSIDE WITH VERY FEW PUBLIC TRANSPORT OTHER THAN TAXI SO THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A RENTAL CAR.

Top guest favorite

An aerial view captures the property nestled in a scenic landscape, surrounded by rolling hills and cultivated fields. Olive groves line the winding road, with cypress trees dotting the surroundings, showcasing the natural beauty of the Tuscan countryside.

Condo in Asciano

4.97 out of 5 average rating, 297 reviews

Green – The meadows in Tuscany

Apartment consisting of 1 double bedroom, equipped kitchen, large living room, and bathroom TV, BBQ, (we provide the washing machine from 9 a.m. to 8 p.m. in our laundry room to those who request it). We recommend a car as we live in the countryside, both to be independent and to visit the magnificent Tuscany You'll like the outdoor environment because it's magical, day and night Free parking and wifi Convenient location to visit Tuscany and Umbria.

A spacious bedroom features a double bed dressed in white linens, with a cozy armchair in the corner. Natural light enters through a window, illuminating the stone wall beside wooden beams above. A wooden table displays snacks and additional seating is available.

Condo in Castelnuovo dell’Abate

4.91 out of 5 average rating, 291 reviews

La Casetta di Brunello, very panoramic with terrace

STIAMO LAVORANDO PER VOI! ... WE ARE WORKING FOR YOU! The house is completely renovated and furnished in 2018 with classic-Tuscan style furniture. The colors are warm and enveloping to better rest during your holiday of peace and relaxation. In addition to the two double bedrooms, you have a kitchen with an equipped kitchenette, fridge, induction cooker and a furnished terrace with a beautiful view of the surrounding countryside.

A serene coastal scene displays calm blue waters reflecting the sky. Lush greenery lines the rocky shore, enhancing the natural beauty. A wooden lounge area offers an inviting space to relax, with scenic views of the distant hills across the sea.

Condo in Porto Santo Stefano

4.88 out of 5 average rating, 165 reviews

Villa Rosetta, apt 1, Lovely beach historic house

A lovely apartment at the sea front, with direct access to the sea with rock beach, surrounded by a beautiful mediteranean maquis garden. You can relax on the beach in every moment! You can swim in the sea when you want! Welcomes well behaved dogs. There are extra costs in addition to the cost of the stay: cleaning fee; municipality tax, ZTL pass Follow us on @: villarosetta1914

A rustic building is seen under a starry night sky, with a partial roof providing shelter. Soft light glows from the interior, illuminating the entrance. Lush greenery and trees surround the scene, adding depth to the serene nighttime landscape.

Farm stay in Simignano

4.9 out of 5 average rating, 209 reviews

Casa al Gianni - Capanna

Hi, we're Cristina & Carmelo! We invite you to live an authentic experience in our farmhouse “Casa al Gianni” located 20 minutes from Siena. Our hallmark is simple life in close contact with nature and the animals of our farm. Immersed in the woods and the beautiful Tuscan countryside, you will spend an unforgettable vacation. This slice of paradise will remain in your heart!

A compact living area features a sofa bed dressed with a light cover, set against a backdrop of wooden beams and warm parquet flooring. A round table with two chairs is positioned nearby, complemented by various shelves and a wall clock, creating a functional space.

Loft in Grosseto

4.86 out of 5 average rating, 197 reviews

Studio 1700 historic center Top for Singles

28 sqm small loft. CHECK-IN FROM 16h00 pm CHECK-OUT MAX 11hoo am SELF CHECK-IN Low ceiling upstairs (check pictures!) where the bed is, wood parquet, TV, clima converter. Suitable for experiencing something different than usual. Accommodation is suitable for young people, singles. Few nigts only. 28 steps to the first floor, rather steep but feasible. TIP: light baggage :-)

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Popular amenities for Castiglione della Pescaia pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Top guest favorite

A charming stone exterior reveals a rustic villa surrounded by greenery. The entrance features a wooden door and terracotta roof tiles. Potted plants add color, while seating areas are positioned on a patio, inviting relaxation in the scenic surroundings under a clear blue sky.

Home in Radda in Chianti

4.94 out of 5 average rating, 143 reviews

Casa Dante

Top guest favorite

The rustic stone house features a facade adorned with climbing greenery, offering a blend of natural beauty and architectural charm. Large wooden doors open onto a welcoming terrace, which is surrounded by greenery, providing a serene outdoor space for relaxation.

Home in Volterra

4.92 out of 5 average rating, 184 reviews

Collina Power

A spacious bed is dressed in soft white linens, complemented by decorative pillows. Two bedside tables with lamps stand on either side, providing gentle illumination. The walls feature warm tones and framed artwork, contributing to a calming and serene atmosphere.

Home in Rietine

4.86 out of 5 average rating, 212 reviews

Gaiole in Chianti Poggio Casabianca

Top guest favorite

A shaded outdoor terrace features a wooden pergola draped with green vines. A round table is set with a potted plant at its center, surrounded by several chairs. Stone paths lead to the entrance of the house, framed by blooming flowerbeds.

4.97 out of 5 average rating, 173 reviews

Secret Garden Siena

Top guest favorite

A spacious living area is presented, featuring a contemporary sectional sofa adorned with cushions. The room is highlighted by a stone accent wall and a modern fireplace. Large windows provide natural light, while a round coffee table sits centrally, enhancing the inviting feel of the space.

Home in Monteroni d'Arbia

5 out of 5 average rating, 19 reviews

Golden View - Dream farmhouse in Tuscany

A rustic stone house is set on a green hillside, surrounded by trees. A large pool reflects its surroundings, with steps leading into the water. The garden features well-maintained lawns and a wooden deck nearby, inviting outdoor relaxation.

Home in Poggi del Sasso

4.92 out of 5 average rating, 119 reviews

LECCIONE RESIDENCE

Top guest favorite

A cozy sitting area features a vintage leather sofa with colorful accents, positioned against a light wall adorned with contemporary wall art. Soft bedding is seen at the back, complemented by warm wooden flooring. Natural light filters through a nearby window, enhancing the inviting space.

Home in Montalcino

5 out of 5 average rating, 127 reviews

Montalcino Townhouse with Private Garden & Spa

A spacious property is surrounded by lush gardens, featuring carefully arranged shrubs and trees. Stone pathways lead to the entrance, with a view of rolling hills in the background. The outdoor area includes a shaded seating area, enhancing enjoyment of the serene landscape.

Home in Monteroni d'Arbia

4.88 out of 5 average rating, 195 reviews

The Tower of Corsanello

Pet-friendly home rentals with a pool

A serene outdoor space features a large, clear swimming pool surrounded by carefully manicured hedges and tall trees. The rustic stone house stands in the background, complemented by a few lounge chairs near the pool, offering a peaceful setting for relaxation.

Home in Cavriglia

4.93 out of 5 average rating, 83 reviews

Wonderful country house

An infinity pool extends towards the horizon, creating a seamless view of the surrounding Tuscan landscape. Rolling hills are visible in the background under a sky adorned with clouds, enhancing the serene atmosphere of the tranquil outdoor space.

Apartment in Campagnatico ( GR)

5 out of 5 average rating, 45 reviews

Suite

Top guest favorite

A serene outdoor view captures rolling hills and lush green landscapes. A rectangular swimming pool is centered in the foreground, framed by neatly manicured grass and a variety of shrubbery. The distant hills feature olive groves and trees, enhancing the natural ambiance.

Farm stay in Manciano

4.99 out of 5 average rating, 81 reviews

Casa Mirta art & nature in the heart of Maremma

Farm stay in Sovicille

4.98 out of 5 average rating, 211 reviews

La Villa farm stay - L'Olivo, Pool & Hot Tub

Top guest favorite

The image captures a rustic stone house set amidst lush greenery, with a tranquil pool reflecting the structure. Several white lounge chairs are arranged around the pool, enhancing the serene outdoor space. A picturesque sky transitions from blue to soft gray as evening approaches.

Condo in Cinigiano

5 out of 5 average rating, 97 reviews

Spinosa Apartment in Podere Capraia

Top guest favorite

Villa in Volterra

5 out of 5 average rating, 27 reviews

Romantic Villa with private pool - "Il Pollaio"

Farm stay in Murlo

4.95 out of 5 average rating, 77 reviews

Suite, private apt for 2/4, pool

A private pool is set within a verdant lawn, surrounded by tall cypress trees and leafy shrubs. Sun loungers are arranged for relaxation next to the pool, while a stone house with a terracotta roof stands in the background under a clear blue sky.

Farm stay in Camigliano

4.97 out of 5 average rating, 87 reviews

Tenuta La Fuga – Cottage with private pool

Private, pet-friendly home rentals

Top guest favorite

A serene garden space is presented, featuring two reclining chairs and a small table under an umbrella. Lush greenery surrounds the area, with flowering plants adding vibrant colors. A stone pathway leads to the entrance of the apartment, providing a natural and tranquil setting.

Apartment in Castiglione della Pescaia

4.95 out of 5 average rating, 63 reviews

Il Terrazzino di Rosi, a corner of paradise

An outdoor terrace is presented with a circular stone table set for dining, featuring plates and drinks. Comfortable chairs are adorned with striped cushions. A light curtain gently drapes, while a scenic view of the sea is visible in the background.

Apartment in San Vincenzo

4.94 out of 5 average rating, 78 reviews

Antea Blu: Beach house in Tuscany 2 bedrooms

An outdoor seating area features black chairs surrounding a glass table. Potted plants and terracotta pots are visible alongside well-manicured hedges. A clear blue sky complements the green foliage, creating a peaceful setting ideal for relaxation.

Home in Castiglione della Pescaia

5 out of 5 average rating, 13 reviews

Villa Pandora: an oasis by the sea

An arched stone doorway opens to a scenic view of the sea, framed by rugged walls covered in greenery. The pathway is lined with stones, leading to an elevated area where a bench is situated, offering a spot to enjoy the coastal landscape.

Home in Castiglione della Pescaia

4.69 out of 5 average rating, 64 reviews

Le Rocchette – Castiglione della Pescaia – Maremma

Top guest favorite

The glamping accommodation is set amidst a serene natural landscape, featuring a wooden patio with a shaded area. Steps lead up to the entrance, with lush greenery and olive trees framing the structure, creating a calm and inviting outdoor space.

Farm stay in Campiglia Marittima

5 out of 5 average rating, 14 reviews

Suite Camedrio vista mare

A spacious bed is dressed in a patterned comforter featuring seashells and starfish. Soft lighting from bedside lamps illuminates the room, while a framed print adorns the wall above the headboard. The flooring consists of rich, tiled surfaces.

Condo in Castiglione della Pescaia

4.8 out of 5 average rating, 20 reviews

Apartment 400 meters from the beach

Top guest favorite

A medieval stone tower stands tall against a clear blue sky, showcasing its historic architecture. The narrow road lined with greenery leads to the entrance, with the texture of the stonework and windows highlighted, inviting guests to explore its unique charm.

Tower in San Quirico d'Orcia

5 out of 5 average rating, 90 reviews

Luxurious Medieval Tower & Private Concierge

Top guest favorite

A well-lit living area features a large world map on the wall, alongside a white shelving unit filled with books. A television sits on a white cabinet. A wooden dining table is accompanied by several chairs, set against the backdrop of a bright, airy space.

Condo in Castiglione della Pescaia

5 out of 5 average rating, 70 reviews

Sea House

Quick stats about vacation rentals that are pet-friendly in Castiglione della Pescaia

Total rentals
220 properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
3.1K reviews
Family-friendly rentals
140 properties are a good fit for families
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
150 properties include access to wifi

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