List your home
Apply filters
£ to

Price

£10 - 500+

Price per night

£ to per night

Location

  • Italy Clear
  • Tuscany Clear
  • Province of Grosseto Clear
  • Castiglione Della Pescaia Clear

Location

Castiglione Della Pescaia

  • Show all locations
  • Pian di Rocca (2)
  • Punta Ala (54)
  • Roccamare (16)

more +

less -

Bedrooms

Show all

  • Show all
  • Studio
  • 1 Bedroom
  • 2 Bedrooms
  • 3 Bedrooms
  • 4 Bedrooms
  • 5 Bedrooms
  • 6 Bedrooms
  • 7 Bedrooms
  • 8 Bedrooms
  • 9 Bedrooms
  • 10 Bedrooms
  • 11 Bedrooms
  • 12 Bedrooms
  • 13 Bedrooms
  • 14 Bedrooms
  • 15+ Bedrooms

more +

less -

To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
32 of 165 Results

Sort by: Default

  • Default
  • Price low to high
  • Price high to low
  • Reviews

from £25 / night

£169 - £758 / week

View

1 / 100

Holiday home with shared pool, tennis court in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

House / 1 Bedroom / sleeps 2

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed

Add to shortlist

from £25 / night

£169 - £758 / week

View

2-room cottage 21 m2, on the ground floor, comfortable furnishings: living/dining room with 1 sleeping facility, kitchen corner and TV. Exit to the terrace. 1 double bedroom. Shower/bidet/WC. Air-conditioning. Patio. Sitting area. Please note: private entrance. This is  …see more

from £47 / night

£325 - £898 / week

View

1 / 84

Holiday apartment in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

Apartment / 2 Bedrooms / sleeps 4

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed

Add to shortlist

from £47 / night

£325 - £898 / week

View

"B19", 3-room apartment 50 m2, on the ground floor, bright, renovated, beautiful and modern furnishings: living/dining room with 1 sofabed and TV. Exit to the garden. 1 double bedroom. Exit to the garden. 1 double bedroom. Kitchenette (4 hot plates). Shower/bidet/WC. He  …see more

from £44 / night

£308 - £1069 / week

View

1 / 83

Holiday home in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

House / 3 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome

Add to shortlist

from £44 / night

£308 - £1069 / week

View

"A6", 4-room semi-detached house 100 m2 on 2 levels, modern and tasteful furnishings: living/dining room with 1 double sofabed and TV. Exit to the garden, to the patio. 1 double bedroom. Exit to the garden. Kitchenette (4 hot plates, dishwasher) with dining table. Showe  …see more

Featured properties

from £106 / night

£737 - £1054 / week

View

1 / 27

Holiday apartment in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

Apartment / 2 Bedrooms / sleeps 4

  • Great for children of all ages
  • Car not necessary
  • No pets allowed

Add to shortlist

from £106 / night

£737 - £1054 / week

View

3-room apartment 70 m2 on 1st floor, very comfortable and stylish furnishings: living/dining room with dining table, satellite TV, flat screen, hi-fi system and DVD. 1 double bedroom. 1 room with 2 beds. Kitchenette (4 hot plates, oven, microwave). Shower/bidet/WC. View  …see more

from £63 / night

£439 - £750 / week

View

1 / 15

Holiday apartment in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

Apartment / 1 Bedroom / sleeps 3

  • Great for children of all ages
  • Car not necessary
  • No pets allowed

Add to shortlist

from £63 / night

£439 - £750 / week

View

2-room apartment 40 m2 on 1st floor, bright, comfortable and beautiful furnishings: living room with 1 sleeping facility and TV (flat screen). Exit to the balcony. 1 double bedroom. Kitchenette (mini-oven, oven) with dining table. Shower/bidet/WC. Electric heating, air-  …see more

from £65 / night

£450 - £1069 / week

View

1 / 22

Holiday home with shared pool in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

House / 3 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome

Add to shortlist

from £65 / night

£450 - £1069 / week

View

"A2", 4-room semi-detached house 100 m2 on 2 levels, modern and tasteful furnishings: living/dining room with 1 double sofabed and TV. Exit to the garden, to the patio. 1 double bedroom. Exit to the garden. Kitchenette (4 hot plates, dishwasher) with dining table. Showe  …see more

from £106 / night

£737 - £945 / week

View

1 / 20

Holiday apartment in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

Apartment / 2 Bedrooms / sleeps 4

  • Great for children of all ages
  • Car not necessary
  • No pets allowed

Add to shortlist

from £106 / night

£737 - £945 / week

View

3-room apartment 65 m2, on the ground floor, very comfortable and stylish furnishings: living/dining room with dining table, satellite TV, flat screen, hi-fi system and DVD. 1 double bedroom. 1 room with 2 beds. Kitchenette (4 hot plates, oven, microwave). Shower/bidet/  …see more

from £60 / night

£415 - £550 / week

View

1 / 55

Castiglione Della Pescaia holiday farmhouse rental

Province of Grosseto / Castiglione Della Pescaia

Farmhouse / 6 Bedrooms / sleeps 14

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Pets welcome

Add to shortlist

from £60 / night

£415 - £550 / week

View

Farmholiday in Tuscany close to the beach swimming pool (from 15 may to 15 september) bbq parcking private outdoor dining gazebos  …see more

from £225 / night

£1572 - £5000 / week

View

1 / 22

Holiday villa in Roccamare

Castiglione Della Pescaia / Roccamare

Villa / 5 Bedrooms / sleeps 11

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £225 / night

£1572 - £5000 / week

View

Private Tuscany Beach Private Beach Hut Gated Community WiFi Free Bicycles Large Garden Gazebo Patio External Kitchen BBQ Extremely quiet Private roads No traffic  …see more

from £66 / night

£456 - £768 / week

View

1 / 19

Holiday apartment in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

Apartment / 1 Bedroom / sleeps 2

  • Great for children of all ages
  • Car not necessary
  • No pets allowed

Add to shortlist

from £66 / night

£456 - £768 / week

View

1-room apartment 45 m2, very comfortable and stylish furnishings: large living room with satellite TV (flat screen). Open small gallery with 1 double bed. Kitchenette (4 hot plates, microwave). Shower/bidet/WC. Heating. Facilities: mosquito net. Internet (WiFi, free). P  …see more

from £52 / night

£358 - £929 / week

View

1 / 12

Castiglione Della Pescaia holiday apartment rental

Province of Grosseto / Castiglione Della Pescaia

Apartment / 2 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner

Add to shortlist

from £52 / night

£358 - £929 / week

View

In the heart of Tuscany, face the pine-wood, near the sea (150 meters), 500 meters from the medieval village of Castiglione della Pescaia  …see more

from £46 / night

£322 - £858 / week

View

1 / 24

Holiday home rental

Province of Grosseto / Castiglione Della Pescaia

House / 4 Bedrooms / sleeps 10

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages
  • Car advised

Add to shortlist

from £46 / night

£322 - £858 / week

View

House for 10 people located in a Beautiful village on the Etruscan coast of Tuscany (Italy). Possibility of offshore fishing, cuisine lessons, horse riding, biking, scuba-diving and other water sports. Restaurants with typical local cuisine. 3 golf clubs nearby Services: Possibility to organize cuisine lessons on demand. Cots for baby available  …see more

from £429 / night

£3000 - £4000 / week

View

1 / 22

Holiday villa with swimming pool, tennis court in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

Villa / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Swimming pool
  • Great for children of all ages

Add to shortlist

Not on the map

from £429 / night

£3000 - £4000 / week

View

Luxury rental villa with private pool,and tennis at 7km from the beaches of Castiglione della Pescaia– sleeps 6 From 4200€ to 5600€ a week  …see more

from £429 / night

£3000 - £3858 / week

View

1 / 20

Punta Ala holiday villa rental

Castiglione Della Pescaia / Punta Ala

Villa / 4 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • No pets allowed

Add to shortlist

from £429 / night

£3000 - £3858 / week

View

Villa Sole is the name of a most attractive and comfortable seventies-style family friendly villa near the coastal resort of Punta Ala, in north Maremma and a great location for a family vacation. Built close to the shore, the property is a short stroll from the marina.  …see more

from £638 / night

£4465 - £8036 / week

View

1 / 20

Castiglione Della Pescaia holiday villa rental

Province of Grosseto / Castiglione Della Pescaia

Villa / 8 Bedrooms / sleeps 16

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages

Add to shortlist

from £638 / night

£4465 - £8036 / week

View

This stunning Villa is located in Castiglion della Pescaia, only 5km from the centre of the town and only 50 mt. on the sea level. It boasts an amazing view of the sea and the Island of Argentario & Giglio and very manicured garden that overlooks a breathtaking view.  …see more

from £82 / night

£572 - £715 / week

View

1 / 17

Holiday apartment rental

Castiglione Della Pescaia / Pian di Rocca

Apartment / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Great for children of all ages
  • Some pets are welcome - please contact the owner

Add to shortlist

from £82 / night

£572 - £715 / week

View

Castiglione della Pescaia, Roccamare, Rocchette, Maremma, Calaviolina,Toscana, Maremma Check-in dalle ore 16 (preferibilmente del sabato) Check-out entro le ore 10 (preferibilmente del sabato)  …see more

from £332 / night

£2322 - £4643 / week

View

1 / 11

Holiday villa in Roccamare

Castiglione Della Pescaia / Roccamare

Villa / 4 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
  • Private garden

Add to shortlist

Not on the map

from £332 / night

£2322 - £4643 / week

View

Villa Gioiosa fa parte di un complesso di ville immerse nella famosa pineta di Roccamare a Castiglione della Pescaia. Relax, quiete, spiaggia privata e mare cristallino garantiscono una vacanza da sogno.  …see more

from £62 / night

£429 - £1072 / week

View

1 / 22

Holiday home in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

House / 3 Bedrooms / sleeps 9

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £62 / night

£429 - £1072 / week

View

Contesto geografico ideale nella Maremma e il mare, le stupende spiagge di Castiglione della Pescaia, con riconoscimento ufficiale di 5 Vele blu. A pochi km si trovano le famose spiagge e scogliere di Rocchette, Punta Ala e Cala Violina.  …see more

from £246 / night

£1717 - £3107 / week

View

1 / 14

Holiday home in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

House / 3 Bedrooms / sleeps 8

  • Not suitable for children
  • No pets allowed

Add to shortlist

from £246 / night

£1717 - £3107 / week

View

4-room house 150 m2, on the ground floor, simple and practical furnishings: entrance hall. Living/dining room with open fireplace and satellite-TV. 1 room with 1 double bed and 1 sleeping possibility. 1 small room with 2 beds. 1 large room with 3 beds. Kitchen (4 hotplates, oven,  …see more

from £41 / night

£286 - £786 / week

View

1 / 14

Holiday apartment in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

Apartment / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Suitable for children over 5
  • Air conditioning
  • Some pets are welcome - please contact the owner

Add to shortlist

from £41 / night

£286 - £786 / week

View

Castiglione della Pescaia, appartamento sul mare, per famiglie, disponibili biciclette a noleggio  …see more

from £100 / night

£700 - £1808 / week

View

1 / 16

Villa letting in Punta Ala

Castiglione Della Pescaia / Punta Ala

Villa / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
  • Private garden

Add to shortlist

from £100 / night

£700 - £1808 / week

View

splendida villa immersa nel vede con ampio giardino  …see more

from £715 / night

£5000 - £10000 / week

View

1 / 14

Holiday yacht with golf nearby in Punta Ala

Castiglione Della Pescaia / Punta Ala

Yacht / 4 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised

Add to shortlist

from £715 / night

£5000 - £10000 / week

View

Classic Motor Yacht crewed  …see more

from £256 / night

£1786 - £6536 / week

View

1 / 15

Punta Ala holiday villa rental

Castiglione Della Pescaia / Punta Ala

Villa / 5 Bedrooms / sleeps 9

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
  • Great for children of all ages

Add to shortlist

from £256 / night

£1786 - £6536 / week

View

La villa si trova in una delle zone collinari di Punta Ala; il giardino , la grande veranda ed il terrazzo estremamente panoramico , ben organizzato ed arredato permettono agli ospiti di trascorrere all'aperto delle piacevoli serate estive incorniciati da una vista  …see more

from £193 / night

£1348 / week

View

1 / 20

Punta Ala holiday hotel apartment rental

Castiglione Della Pescaia / Punta Ala

Hotel apartment / 1 Bedroom / sleeps 4

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Air conditioning
  • No pets allowed

Add to shortlist

from £193 / night

£1348 / week

View

Questa suite di 38m2 si trova nel complesso del Golf Hotel Punta Ala e comprende 1 camera da letto matrimoniale, un ampio soggiorno con divani-letto per altre 2 persone, 1 bagno e comodo angolo cottura. Ideale fino a 4 adulti (o 2 adulti + 2 bambini). TV, cassaforte, aria condizionata, scrivania, insonorizzazione, doccia, prodotti da bagno, minibar, frigo  …see more

from £52 / night

£358 - £822 / week

View

1 / 13

Holiday apartment rental

Province of Grosseto / Castiglione Della Pescaia

Apartment / 2 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised

Add to shortlist

from £52 / night

£358 - £822 / week

View

Affittasi appartamento sul lungomare, piano terra, in ottime condizioni con ingresso da giardino privato, zona pranzo esterna con veranda, soggiorno con divano letto, angolo cottura, 2 camere doppie e 2 bagni. Aria condizionata caldo-freddo, tv, lavatrice, lavastoviglie piano terra, giardino, barbecue, lungomare, 2 camere, 2 bagni, massima privacy, ottime condizioni  …see more

from £41 / night

£286 - £1195 / week

View

1 / 4

Holiday caravan/mobile home in Punta Ala

Castiglione Della Pescaia / Punta Ala

Caravan/Mobile Home / 1 Bedroom / sleeps 2

  • Beach / lakeside relaxation
  • Not suitable for children
  • Air conditioning
  • No pets allowed

Add to shortlist

from £41 / night

£286 - £1195 / week

View

Un viaggio indietro nel tempo in una combinazione perfetta di nostalgia retrò e design contemporaneo, in cui si mescolano esperienze diverse a contatto diretto con una natura intensa e attraente. Dove natura e splendidi luoghi suggeriscono un nuovo stile Glamping. L'ispirazione? Un'intramontabile passione per il celebre genere musicale degli anni cinquanta e sessanta.  …see more

from £100 / night

£700 - £1179 / week

View

1 / 15

Holiday villa in Punta Ala

Castiglione Della Pescaia / Punta Ala

Villa / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome
  • Private garden

Add to shortlist

from £100 / night

£700 - £1179 / week

View

VILLETTA POSTA IN STRADA TRANQUILLISSIMA IMMERSA NEL VERDE DELLA COLLINA CON PARCHEGGIO PRIVATO E AMPIO TERRAZZO CON SOLARIUM. VICINISSIMA AL MARE RAGGIUNGIBILE IN AUTO O IN BICICLETTA. PER CHI AMA IL RELAX E LA LIBERTA'. COMODA PER CHI POSSIEDE ANIMALI.  …see more

from £39 / night

£271 - £813 / week

View

1 / 9

Holiday condo in Punta Ala

Castiglione Della Pescaia / Punta Ala

Condo / 1 Bedroom / sleeps 5

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed

Add to shortlist

from £39 / night

£271 - £813 / week

View

Immerso nel verde e a due passi dal mare.  …see more

from £113 / night

£786 - £1786 / week

View

1 / 4

Punta Ala holiday yacht rental

Castiglione Della Pescaia / Punta Ala

Yacht / 3 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children over 5
  • Car advised

Add to shortlist

from £113 / night

£786 - £1786 / week

View

Barca, barca a vela, imbarcazione, yacht, casa sull'acqua, abitare sull'acqua, soggiorno al mare  …see more

from £103 / night

£715 - £929 / week

View

1 / 11

Home rental in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

House / 2 Bedrooms / sleeps 6

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner

Add to shortlist

from £103 / night

£715 - £929 / week

View

Castiglione della Pescaia, casa al mare con piscina e posto auto. Accesso diretto alla pineta, vicina al mare e al paese. Ottima per una vacanza al mare con i figli e ottima per le coppie e gli amici. Immersa nella pace a 2 passi dal piacere e dal divertimento.  …see more

from £128 / night

£893 - £1786 / week

View

1 / 24

Holiday farmhouse in Castiglione Della Pescaia

Province of Grosseto / Castiglione Della Pescaia

Farmhouse / 3 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £128 / night

£893 - £1786 / week

View

Posto incantevole per una famiglia che ama rilassarsi nel silenzio del verde, in un luogo speciale, a pochi passi dal mare.  …see more

from £103 / night

£715 - £2358 / week

View

1 / 24

Apartment rental in Punta Ala with shared pool, golf nearby

Castiglione Della Pescaia / Punta Ala

Apartment / 5 Bedrooms / sleeps 11

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • No pets allowed

Add to shortlist

from £103 / night

£715 - £2358 / week

View

The apartment, which overlooks the harbor and has a magnificent view over the islands of Elba, Corsica in the distance and Cerboli, enjoys an exclusive and unique location compared to other apartments in the residential complex. It spreads over two levels.  …see more

Also consider

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page