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Family-friendly holiday rentals in Castiglione della Pescaia

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Castiglione della Pescaia

  • Total holiday rentals

    Explore 270 holiday rentals in Castiglione della Pescaia

  • Nightly prices starting at

    Castiglione della Pescaia holiday rentals start at £60 per night before taxes and fees

  • Verified guest reviews

    Over 3,510 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 150 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    170 of Castiglione della Pescaia holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Castiglione della Pescaia rentals

  • 4.7 Average rating

    Castiglione della Pescaia stays receive an average rating of 4.7 out of 5 from guests

Top-rated family-friendly rentals in Castiglione della Pescaia

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Superhost
A balcony area is visible, featuring two wicker chairs with yellow cushions. The expansive view of the sea is captured in the background, along with the tranquil scene of rooftops and greenery below, inviting leisurely moments outdoors.
Home in Castiglione della Pescaia

Comoda casa e terrazza al mare

La nostra casa si trova in una tranquilla zona residenziale, a 200 m dal mare, dai principali servizi e a 10 minuti dal centro. Dall'entrata si attraversa il giardino e tramite delle scale si accede all'ampio terrazzo dotato di una tenda che permette di viverlo per tutto l'arco della giornata. La casa é composta da ampia sala con cucina a vista e una grande finestra che affaccia sul mare. C'è poi una stanza matrimoniale (con la possibilità di aggiungere un lettino per bimbi piccoli) e un bagno.

KitchenIndoor spacesDecor

4.87 out of 5 average rating, 31 reviews
Superhost
A scenic view of the villa's exterior is captured, featuring a terracotta roof and lush greenery. The vibrant colors of blooming flowers are visible alongside a panoramic view of the sea and coastal town below, enhancing the natural beauty of the surroundings.
Holiday home in Castiglione della Pescaia

Villa panoramica con terrazzo vista mare

A soli 8 minuti a piedi dal mare, questa villa di 150mq immersa nel verde, situata al primo, offre una vista mozzafiato sul mare e sulla spiaggia di Castiglione della Pescaia. Luminosa e spaziosa, dispone di 4 camere da letto, 3 bagni (2 con doccia), soggiorno, cucina attrezzata e lavatrice. Il punto forte è la terrazza panoramica e il solaio vista mare, perfetti per rilassarsi al tramonto. Con Wi-Fi gratuito e aria condizionata, è l’ideale per chi cerca natura, comfort e relax in Maremma.

KitchenIndoor spacesValue

4.82 out of 5 average rating, 28 reviews
Guest favourite
A bright and airy dining area features a small table surrounded by four chairs. Natural light enters through two large windows, with scenic views visible outside. A kitchenette is situated nearby, equipped with modern cabinetry and appliances, providing convenience for meal preparation.
Apartment in Castiglione della Pescaia

The most beautiful apartment in front of the sea

Come see this beautiful and exclusive 5 beds 2 bath seaside. This home features all New recently. Kitchen has Newer Appliances and Cabinets. Spacious light Living Room with 4 windows. Master Suite leads to a private bathroom. Updated Master Bath features Walk-in Shower. All rooms are equipped with TV and air conditioning. High speed WiFi included. City Center, Shopping are close by and easy access by feet or bike. Sailing and Kitesurfing available nearby. Animals and smoking not allowed.

FamilyIndoor spacesHeating

4.97 out of 5 average rating, 32 reviews
Top guest favourite
A modern kitchen area is integrated with a cozy living space, featuring light-colored cabinetry and gray tile flooring. A comfortable seating arrangement includes a plush sofa. Two high stools are positioned beside a sleek table, creating an inviting space for meals or casual gatherings.
Home in Castiglione della Pescaia

Charming Salicornia near beach and town centre

Bright and brand new, this apartment is in a quiet location close to both the sea and the town centre, so you can forget about your car—everything is just steps away. This fully equipped 2-bedroom apartment has it all: a modern kitchen, mosquito nets, comfortable air conditioning, and even a cot and high chair for your little one. We’ve thought of every detail, including beach toys for added fun. Everything you need for a carefree stay is already here; just bring your personal belongings.

KitchenIndoor spacesAccess

5.0 out of 5 average rating, 58 reviews
Top guest favourite
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

Casa al Gianni - Capanna

Ciao, siamo Cristina e Carmelo! Vi aspettiamo a "Casa al Gianni", il nostro agriturismo tra i boschi della Montagnola Senese a soli 20 minuti da Siena. Qui la vita rallenta: Solo il profumo della terra, il canto degli uccelli e la simpatia dei nostri animali. È un invito a riscoprire la bellezza delle piccole cose, immersi nel verde della Toscana più vera. Non è solo una vacanza, è un ritorno alle origini. Questo angolo di pace vi resterà nell'anima. Vi aspettiamo!

Indoor spacesFamilyCondition

4.93 out of 5 average rating, 294 reviews
Top guest favourite
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.
Flat in Montemassi

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.

FamilyKitchenHiking

4.98 out of 5 average rating, 129 reviews
Guest favourite
A charming stone cottage is depicted, featuring a dark roof and a welcoming entrance. Vibrant purple flowers in the foreground provide a splash of color against the gravel pathway, while warm sunlight casts a gentle glow, highlighting the serene surroundings.
Flat in Castiglione della Pescaia

Casetta Venere relax Toscano a 3 Km dal mare

Casetta Venere: Mare, natura e Pet-Friendly. A soli 3 km dal mare cristallino di Castiglione della Pescaia, Casetta Venere è un piccolo gioiello toscano tra ulivi, perfetto per coppie, famiglie e viaggiatori con animali. La casa offre spazi curati, un bel giardino privato e un’atmosfera intima e accogliente. Ti aspettiamo per un soggiorno lento, autentico e pieno di bellezza in mezzo alla natura.

FamilyKitchenCheck-in

4.95 out of 5 average rating, 144 reviews
Top guest favourite
The exterior of the small house is framed by tall cacti and blooming plants, creating a vibrant setting. A terracotta-tiled roof complements the design, while a clear blue sky provides a bright backdrop. Paved pathways lead to the entrance, enhancing accessibility.
Townhouse in Castiglione della Pescaia

La Casa Dei Limoni

È una piccola casa con 2 camere, una sala, un angolo cottura e un bagno. Da delle scale esterne potrete raggiungere il solarium, arredato con tavolo, sedie ombrellone e sdraio. Sotto la casa, con accesso da delle scale esterne, c'è la mia zona lavanderia che userò nel massimo rispetto dei miei ospiti. La corte esterna è in comune e, nei periodi di alta stagione, ospiterà 2 delle nostre auto.

Indoor spacesKitchenLaundry

5.0 out of 5 average rating, 30 reviews
Guest favourite
A view from the entrance, featuring a gate leading to a sandy beach. Flanking the pathway are greenery and trees, while the ocean can be seen in the distance under a clear blue sky. The scene captures a peaceful coastal atmosphere.
Apartment in Castiglione della Pescaia

Appartamento sulla spiaggia con posto auto privato

Dal salone alla spiaggia con un balzo. Dalla finestra affacciata sul lungomare pedonale potrete immergervi nel rumore delle onde osservando il tramonto sul Mar Tirreno. Nel giardino privato sul retro potrete passare serate indimenticabili lontani da sguardi indiscreti, magari con una bella cena a lume di candela, godendovi i profumi della selvaggia natura maremmana.

Indoor spacesFamilyPets

4.83 out of 5 average rating, 114 reviews
Top guest favourite
An outdoor pool area is surrounded by olive trees and vineyards, with sun loungers and shaded umbrellas arranged on the deck. Soft sunlight bathes the scene, highlighting the peaceful setting. A gravel path leads around the pool, inviting relaxation amid the natural landscape.
Flat in Monteriggioni

Comfort Apartment tra i vigneti del Chianti

Appartamento al piano superiore della struttura caratterizzato da una vista meravigliosa sulle colline del Chianti, uliveti o sul patio. Ristrutturato mantenendo il fascino delle loro antiche mura ma aggiungendo ogni comfort. Comprende soggiorno, angolo cottura, una camera da letto matrimoniale, un bagno privato con doccia, aria condizionata.

Indoor spacesFamilySleep quality

4.93 out of 5 average rating, 455 reviews
Top guest favourite
A light-filled living area features large glass windows, offering views of the surrounding nature. An orange armchair and a minimal dining table are visible, complemented by wooden cabinetry and kitchen appliances. Natural light illuminates the space, enhancing the warm tones of the decor.
Home in Marrucheti _ Campagnatico

La Stallina - Perfect retreat from the city rush

Recently restored, La Stallina, was my grandfather's horse stable at the beginning of last century. Now it is a charming apartment perfect for a couple and suitable for 2+2 guests. One living room with kitchen in a conservatory, double bed and mezzanine with bed. Bathroom with large shower box, kitchen equipped with dish-washing and oven.

FamilyIndoor spacesGrill

4.98 out of 5 average rating, 181 reviews
Top guest favourite
A cozy bedroom features a spacious bed with a blue patterned coverlet and towels neatly arranged on top. Two bedside lamps illuminate the space, complemented by framed sea-themed art on the wall. A window draped with light blue curtains provides natural light.
Flat in Castiglione della Pescaia

50m from sea, near center, with garden, AC & WiFi

Very close to the sea and just a stone's throw from the center, this newly furnished apartment is the ideal choice for a relaxing holiday. Its strategic location allows you to enjoy the beaches, the village, and all the services within easy reach. Perfect for families or couples seeking tranquility, immersed in the beauty of the Maremma.

Indoor spacesKitchenWalkability

4.93 out of 5 average rating, 15 reviews

Popular amenities for Castiglione della Pescaia family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favourite
A stone house is positioned on a hillside overlooking the deep blue sea. Lush green terrain surrounds the structure, and a large umbrella provides shade near the entrance. The coastline and distant boats can be seen in the background under a clear sky.
Home in Rio Marina

Casa del Capitano | Monte Grosso, Elba

KitchenIndoor spacesCheck-in

5.0 out of 5 average rating, 118 reviews
Guest favourite
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

RESIDENZA LECCIONE

KitchenFamilyPets

4.93 out of 5 average rating, 145 reviews
Top guest favourite
An aerial view showcases the expansive grounds of La settecentesca Villa di Geggiano, surrounded by manicured gardens and lush vineyards. The main villa is prominent, with a circular driveway leading to it, while gentle hills extend into the background.
Cottage in Geggiano

Villa di Geggiano - Guesthouse

Indoor spacesFamilyValue

4.99 out of 5 average rating, 155 reviews
Guest favourite
A wooden hot tub is positioned against a stone wall, surrounded by lush greenery. Two individuals relax within the tub, illuminated by soft lighting from nearby lanterns, creating a serene evening atmosphere.
Apartment in Casole d'Elsa

La Casetta

Indoor spacesFamilyParking

4.93 out of 5 average rating, 197 reviews
Guest favourite
A serene outdoor area features a long swimming pool surrounded by a spacious grassy landscape. Sun loungers are positioned nearby, and wooden structures serve as shaded spots, framed by lush trees under a bright, cloudy sky.
Farm stay in Sovicille

Agriturismo La Villa - L'Olivo, Pool & Hot Tub

Indoor spacesFamilyBathroom

4.98 out of 5 average rating, 241 reviews
Top guest favourite
An elegantly furnished living room features classic decor, including a chandelier and ornate details. Large windows offer views of the city's architectural highlights. Comfortable seating arrangements, including a tufted sofa and armchairs, are arranged around a glass coffee table, enhancing the room's inviting ambiance.
Home in Siena

Domus Nannini - Loggia Salimbeni SPA

KitchenFamilyCheck-in

4.96 out of 5 average rating, 156 reviews
Guest favourite
Home in Asciano

Palazzo Monaci - Piscina nelle crete Senesi

KitchenFamilyComfort

4.96 out of 5 average rating, 142 reviews
Top guest favourite
The lounge features elegant walls adorned with intricate frescoes and moldings. A large mirror reflects the refined decor. Two white armchairs and a colorful sofa provide seating, while a coffee table rests on a patterned rug before a decorative fireplace.
Flat in Siena

Luxury frescoed apartment in the historical center

KitchenFamilyAmenities

4.97 out of 5 average rating, 117 reviews

Family- and pet-friendly home rentals

Top guest favourite
Farm stay in Siena

Typical Tuscan Country House WITH A/C

Indoor spacesFamilyAccuracy

4.98 out of 5 average rating, 294 reviews
Guest favourite
Farm stay in Castelnuovo Berardenga

Apartment in a Tuscan farmhouse at Le Pietre Vive

Indoor spacesFamilyGetting around

4.92 out of 5 average rating, 359 reviews
Guest favourite
The spacious living area is furnished with a blue sofa and a light armchair, complemented by decorative artwork on the walls. A glass coffee table displays colorful ornaments and a vase of flowers, adding a touch of warmth to the inviting space.
Apartment in Castiglione della Pescaia

Appartamento a due passi dal mare

FamilyIndoor spacesParking

4.86 out of 5 average rating, 59 reviews
Superhost
A comfortable living area features high wooden beams and large windows allowing natural light. A dining table with seating for four, surrounded by flowers, is seen near a cozy seating arrangement with a lamp and artwork adorning the walls.
Home in Castiglione della Pescaia

Lovely seasidehouse with new air condition !

KitchenFamilyCleanliness

4.66 out of 5 average rating, 98 reviews
Guest favourite
Home in Castiglione della Pescaia

Country house short distance from the sea ​​

Indoor spacesKitchenDecor

4.94 out of 5 average rating, 48 reviews
Guest favourite
Flat in Castiglione della Pescaia

The terrace of Rosi, houses in the villagge

KitchenFamilyOutdoor spaces

4.94 out of 5 average rating, 71 reviews
Top guest favourite
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.
Flat in San Vincenzo

Antea Blu: casa sulla spiaggia in Toscana-2 camere

FamilyKitchenGetting around

4.95 out of 5 average rating, 93 reviews
Guest favourite
Flat in Castiglione della Pescaia

Agriturismo Bandinelli #3 "Palmizia"

Indoor spacesFamilyAmenities

4.94 out of 5 average rating, 65 reviews

Family-friendly home rentals with a pool

Top guest favourite
A solitary tree stands prominently in the foreground, framed against a vast landscape. Below, the coastline stretches toward the horizon, with the sea shimmering in the distance. The view includes a charming town nestled among the lush greenery of the surrounding hills.
Villa in Castagneto Carducci

sea view villa with private infinity pool

Indoor spacesKitchenQuiet

4.99 out of 5 average rating, 124 reviews
Top guest favourite
A terrace overlooking the coastline is equipped with a large umbrella, sun loungers, and a small pool. The rocky coastline and clear blue water are visible, while lush greenery frames the outdoor area, creating a serene environment for relaxation.
Home in Rosignano Marittimo

Casa Frontemare con accesso al mare esclusivo

FamilyIndoor spacesAir conditioning

4.96 out of 5 average rating, 113 reviews
Top guest favourite
Villa in Montecatini Val di Cecina

Torre dei Belforti

FamilyKitchenPets

4.99 out of 5 average rating, 138 reviews
Guest favourite
An aerial view captures the serene layout of the estate, surrounded by lush greenery and rolling hills. The inviting pool is situated centrally, accompanied by sun loungers. Stone buildings harmonize with the natural landscape, reflecting the tranquil beauty of the Montagnola Senese.
Holiday home in Sovicille

Podere La Castellina - N°1 COTTAGE

KitchenFamilyGrill

4.97 out of 5 average rating, 162 reviews
Top guest favourite
A rustic terrace features a wooden table and chairs, offering panoramic views of rolling hills and lush greenery. Stone walls support a traditional wooden beam ceiling, while elements like a decorative bell and a sheep silhouette add character to the natural surroundings.
Farm stay in Pari

TUSCANY farm house SWIMMING POOL

KitchenFamilyPool

4.98 out of 5 average rating, 304 reviews
Top guest favourite
A rustic stone farmhouse is surrounded by colorful flower pots, adding charm to the entryway. The structure features a mix of wooden shutters and terracotta accents. A gravel driveway leads to the entrance, framed by lush greenery and vibrant blooms.
Flat in Castiglione d'Orcia

Appartamento Mimosa - Poggio al Vento

FamilyKitchenHospitality

4.99 out of 5 average rating, 112 reviews
Guest favourite
Aerial view of the agriturismo Santa Lucia, showcasing well-maintained grounds surrounded by lush greenery and neatly lined cypress trees. A shared swimming pool is visible at the center, complementing the rustic charm of the old farmhouse and the rolling hills in the background.
Flat in Asciano

Appartamento Loggiato 2 in toscana con piscina

KitchenFamilyHospitality

4.94 out of 5 average rating, 162 reviews
Top guest favourite
A scenic view of the Tuscan hills is framed by clusters of pink roses in the foreground. The rolling landscape features layers of green and gold fields, softly fading into the horizon under a clear sky.
Flat in Montalcino

Panoramic Country Suite Montalcino

Indoor spacesKitchenComfort

4.9 out of 5 average rating, 406 reviews

When is the best time to visit Castiglione della Pescaia?

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Avg. price£125£118£110£104£107£120£149£167£110£102£123£132
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